MiMeDB: Showing metabocard for Arachidonic acid (MMDBc0000179)

Not Available

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-10-27 23:38:46 UTC

Update Date

2024-09-29 08:28:58 UTC

Metabolite ID

MMDBc0000179

Metabolite Identification

Common Name

Arachidonic acid

Description

Arachidonic acid is a polyunsaturated, essential fatty acid that has a 20-carbon chain as a backbone and four cis-double bonds at the C5, C8, C11, and C14 positions. It is found in animal and human fat as well as in the liver, brain, and glandular organs, and is a constituent of animal phosphatides. It is synthesized from dietary linoleic acid. Arachidonic acid mediates inflammation and the functioning of several organs and systems either directly or upon its conversion into eicosanoids. Arachidonic acid in cell membrane phospholipids is the substrate for the synthesis of a range of biologically active compounds (eicosanoids) including prostaglandins, thromboxanes, and leukotrienes. These compounds can act as mediators in their own right and can also act as regulators of other processes, such as platelet aggregation, blood clotting, smooth muscle contraction, leukocyte chemotaxis, inflammatory cytokine production, and immune function. Arachidonic acid can be metabolized by cytochrome p450 (CYP450) enzymes into 5,6-, 8,9-, 11,12-, and 14,15-epoxyeicosatrienoic acids (EETs), their corresponding dihydroxyeicosatrienoic acids (DHETs), and 20-hydroxyeicosatetraenoic acid (20-HETE). The production of kidney CYP450 arachidonic acid metabolites is altered in diabetes, pregnancy, hepatorenal syndrome, and in various models of hypertension, and it is likely that changes in this system contribute to the abnormalities in renal function that are associated with many of these conditions. Phospholipase A2 (PLA2) catalyzes the hydrolysis of the sn-2 position of membrane glycerophospholipids to liberate arachidonic acid (PMID: 12736897 , 12736897 , 12700820 , 12570747 , 12432908 ). The beneficial effects of omega-3 fatty acids are believed to be due in part to selective alteration of arachidonate metabolism that involves cyclooxygenase (COX) enzymes (PMID: 23371504 ). 9-Oxononanoic acid (9-ONA), one of the major products of peroxidized fatty acids, was found to stimulate the activity of phospholipase A2 (PLA2), the key enzyme to initiate the arachidonate cascade and eicosanoid production (PMID: 23704812 ). Arachidonate lipoxygenase (ALOX) enzymes metabolize arachidonic acid to generate potent inflammatory mediators and play an important role in inflammation-associated diseases (PMID: 23404351 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0001043
     RDKit          3D
Arachidonic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
    7.3727    1.2639   -0.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0664    0.6156   -0.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9514    1.5387   -0.6695 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6087    1.0743   -0.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1382    0.7661    1.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7260   -0.3409    1.7396 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0148   -1.3744    2.1002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5991   -1.6286    1.8723 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4433   -2.8985    1.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8823   -3.1489    0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2099   -2.2849   -0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1113   -0.8682   -0.6970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9997   -0.1831   -0.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3826   -0.7727   -0.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9690   -0.4501    0.7673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0505    0.2643    0.9041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7583    0.8001   -0.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1590    0.2093   -0.2492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9938    0.6645   -1.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2366    2.0972   -1.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8528    2.5457   -2.4835 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8675    3.0291   -0.5058 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0494    0.4283   -1.0619 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7379    1.9904   -0.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0705    1.7923   -1.7994 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9666   -0.4013   -0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2177    0.5977    0.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1407    2.5388   -0.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0179    1.8369   -1.7790 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3588    0.1150   -0.9606 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8288    1.7895   -0.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3841    1.7426    1.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0224    0.7851    1.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7914   -0.2886    2.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5742   -2.1618    2.6558 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1788   -1.8582    2.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9727   -0.8004    1.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8955   -3.7725    1.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9102   -4.2430   -0.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7659   -2.4850   -1.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7887   -2.7196   -1.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0539   -0.2861   -0.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8834    0.9088   -0.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3388   -1.9022   -0.6255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9147   -0.4595   -1.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4496   -0.8428    1.6421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4643    0.4857    1.9230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9475    1.9090   -0.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2753    0.8090   -1.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6198    0.5752    0.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1324   -0.8902   -0.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4721    0.3477   -2.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9708    0.1143   -1.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5346    3.4263    0.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 22 54  1  0
M  END


  Mrv1652303231821242D          

 22 21  0  0  0  0            999 V2000
   -1.2343    0.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4129    0.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9487   -0.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3014   -0.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6587    0.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0156    0.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4844    0.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8372    0.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1904   -0.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5513   -0.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9088    0.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2615    0.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6230   -0.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0871    0.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3332    0.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8014   -0.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0474   -0.2808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3332    0.9537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5116    0.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2258   -0.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9359    0.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6501   -0.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  2  0  0  0  0
  6  8  2  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  2  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  2  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000179

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15-

> <INCHI_KEY>
YZXBAPSDXZZRGB-DOFZRALJSA-N

> <FORMULA>
C20H32O2

> <MOLECULAR_WEIGHT>
304.4669

> <EXACT_MASS>
304.240230268

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
37.19605148359834

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid

> <ALOGPS_LOGP>
6.80

> <JCHEM_LOGP>
6.587170811

> <ALOGPS_LOGS>
-6.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.819771840522258

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
99.95399999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.51e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
arachidonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001043
     RDKit          3D
Arachidonic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
    7.3727    1.2639   -0.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0664    0.6156   -0.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9514    1.5387   -0.6695 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6087    1.0743   -0.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1382    0.7661    1.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7260   -0.3409    1.7396 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0148   -1.3744    2.1002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5991   -1.6286    1.8723 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4433   -2.8985    1.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8823   -3.1489    0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2099   -2.2849   -0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1113   -0.8682   -0.6970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9997   -0.1831   -0.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3826   -0.7727   -0.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9690   -0.4501    0.7673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0505    0.2643    0.9041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7583    0.8001   -0.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1590    0.2093   -0.2492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9938    0.6645   -1.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2366    2.0972   -1.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8528    2.5457   -2.4835 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8675    3.0291   -0.5058 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0494    0.4283   -1.0619 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7379    1.9904   -0.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0705    1.7923   -1.7994 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9666   -0.4013   -0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2177    0.5977    0.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1407    2.5388   -0.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0179    1.8369   -1.7790 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3588    0.1150   -0.9606 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8288    1.7895   -0.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3841    1.7426    1.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0224    0.7851    1.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7914   -0.2886    2.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5742   -2.1618    2.6558 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1788   -1.8582    2.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9727   -0.8004    1.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8955   -3.7725    1.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9102   -4.2430   -0.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7659   -2.4850   -1.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7887   -2.7196   -1.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0539   -0.2861   -0.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8834    0.9088   -0.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3388   -1.9022   -0.6255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9147   -0.4595   -1.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4496   -0.8428    1.6421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4643    0.4857    1.9230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9475    1.9090   -0.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2753    0.8090   -1.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6198    0.5752    0.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1324   -0.8902   -0.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4721    0.3477   -2.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9708    0.1143   -1.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5346    3.4263    0.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 22 54  1  0
M  END

HEADER    PROTEIN                                 23-MAR-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAR-18         0                                  
HETATM    1  C   UNK     0      -2.304   0.247   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.771   0.247   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.638  -0.524   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.563  -0.524   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.963   0.247   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.896   0.247   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.504   0.247   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.429   0.247   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -7.822  -0.524   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.762  -0.524   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -9.163   0.247   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.088   0.247   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -10.496  -0.524   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.629   0.247   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -11.822   0.247   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.963  -0.524   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0     -13.155  -0.524   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0     -11.822   1.780   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      10.288   0.247   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.622  -0.524   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.947   0.247   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.280  -0.524   0.000  0.00  0.00           C+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   16                                                       
CONECT   15   13   17   18                                                  
CONECT   16   14   19                                                       
CONECT   17   15                                                            
CONECT   18   15                                                            
CONECT   19   16   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

COMPND    HMDB0001043
HETATM    1  C1  UNL     1       7.373   1.264  -0.879  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.066   0.616  -0.328  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.951   1.539  -0.669  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.609   1.074  -0.337  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.138   0.766   1.016  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.726  -0.341   1.740  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.015  -1.374   2.100  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.599  -1.629   1.872  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.443  -2.899   1.159  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.882  -3.149   0.038  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.210  -2.285  -0.913  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.111  -0.868  -0.697  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.000  -0.183  -0.533  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.383  -0.773  -0.541  1.00  0.00           C  
HETATM   15  C15 UNL     1      -2.969  -0.450   0.767  1.00  0.00           C  
HETATM   16  C16 UNL     1      -4.050   0.264   0.904  1.00  0.00           C  
HETATM   17  C17 UNL     1      -4.758   0.800  -0.259  1.00  0.00           C  
HETATM   18  C18 UNL     1      -6.159   0.209  -0.249  1.00  0.00           C  
HETATM   19  C19 UNL     1      -6.994   0.665  -1.392  1.00  0.00           C  
HETATM   20  C20 UNL     1      -7.237   2.097  -1.454  1.00  0.00           C  
HETATM   21  O1  UNL     1      -7.853   2.546  -2.483  1.00  0.00           O  
HETATM   22  O2  UNL     1      -6.868   3.029  -0.506  1.00  0.00           O  
HETATM   23  H1  UNL     1       8.049   0.428  -1.062  1.00  0.00           H  
HETATM   24  H2  UNL     1       7.738   1.990  -0.142  1.00  0.00           H  
HETATM   25  H3  UNL     1       7.070   1.792  -1.799  1.00  0.00           H  
HETATM   26  H4  UNL     1       5.967  -0.401  -0.676  1.00  0.00           H  
HETATM   27  H5  UNL     1       6.218   0.598   0.796  1.00  0.00           H  
HETATM   28  H6  UNL     1       5.141   2.539  -0.158  1.00  0.00           H  
HETATM   29  H7  UNL     1       5.018   1.837  -1.779  1.00  0.00           H  
HETATM   30  H8  UNL     1       3.359   0.115  -0.961  1.00  0.00           H  
HETATM   31  H9  UNL     1       2.829   1.790  -0.786  1.00  0.00           H  
HETATM   32  H10 UNL     1       3.384   1.743   1.644  1.00  0.00           H  
HETATM   33  H11 UNL     1       2.022   0.785   1.035  1.00  0.00           H  
HETATM   34  H12 UNL     1       4.791  -0.289   2.016  1.00  0.00           H  
HETATM   35  H13 UNL     1       3.574  -2.162   2.656  1.00  0.00           H  
HETATM   36  H14 UNL     1       1.179  -1.858   2.931  1.00  0.00           H  
HETATM   37  H15 UNL     1       0.973  -0.800   1.562  1.00  0.00           H  
HETATM   38  H16 UNL     1       1.896  -3.772   1.699  1.00  0.00           H  
HETATM   39  H17 UNL     1       0.910  -4.243  -0.278  1.00  0.00           H  
HETATM   40  H18 UNL     1       0.766  -2.485  -1.920  1.00  0.00           H  
HETATM   41  H19 UNL     1      -0.789  -2.720  -1.161  1.00  0.00           H  
HETATM   42  H20 UNL     1       1.054  -0.286  -0.704  1.00  0.00           H  
HETATM   43  H21 UNL     1      -0.883   0.909  -0.379  1.00  0.00           H  
HETATM   44  H22 UNL     1      -2.339  -1.902  -0.626  1.00  0.00           H  
HETATM   45  H23 UNL     1      -2.915  -0.460  -1.429  1.00  0.00           H  
HETATM   46  H24 UNL     1      -2.450  -0.843   1.642  1.00  0.00           H  
HETATM   47  H25 UNL     1      -4.464   0.486   1.923  1.00  0.00           H  
HETATM   48  H26 UNL     1      -4.948   1.909  -0.034  1.00  0.00           H  
HETATM   49  H27 UNL     1      -4.275   0.809  -1.215  1.00  0.00           H  
HETATM   50  H28 UNL     1      -6.620   0.575   0.716  1.00  0.00           H  
HETATM   51  H29 UNL     1      -6.132  -0.890  -0.142  1.00  0.00           H  
HETATM   52  H30 UNL     1      -6.472   0.348  -2.329  1.00  0.00           H  
HETATM   53  H31 UNL     1      -7.971   0.114  -1.376  1.00  0.00           H  
HETATM   54  H32 UNL     1      -7.535   3.426   0.138  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4   28   29
CONECT    4    5   30   31
CONECT    5    6   32   33
CONECT    6    7    7   34
CONECT    7    8   35
CONECT    8    9   36   37
CONECT    9   10   10   38
CONECT   10   11   39
CONECT   11   12   40   41
CONECT   12   13   13   42
CONECT   13   14   43
CONECT   14   15   44   45
CONECT   15   16   16   46
CONECT   16   17   47
CONECT   17   18   48   49
CONECT   18   19   50   51
CONECT   19   20   52   53
CONECT   20   21   21   22
CONECT   22   54
END

HMDB0001043
     RDKit          3D
Arachidonic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
    7.3727    1.2639   -0.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0664    0.6156   -0.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9514    1.5387   -0.6695 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6087    1.0743   -0.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1382    0.7661    1.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7260   -0.3409    1.7396 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0148   -1.3744    2.1002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5991   -1.6286    1.8723 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4433   -2.8985    1.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8823   -3.1489    0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2099   -2.2849   -0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1113   -0.8682   -0.6970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9997   -0.1831   -0.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3826   -0.7727   -0.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9690   -0.4501    0.7673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0505    0.2643    0.9041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7583    0.8001   -0.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1590    0.2093   -0.2492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9938    0.6645   -1.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2366    2.0972   -1.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8528    2.5457   -2.4835 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8675    3.0291   -0.5058 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0494    0.4283   -1.0619 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7379    1.9904   -0.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0705    1.7923   -1.7994 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9666   -0.4013   -0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2177    0.5977    0.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1407    2.5388   -0.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0179    1.8369   -1.7790 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3588    0.1150   -0.9606 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8288    1.7895   -0.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3841    1.7426    1.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0224    0.7851    1.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7914   -0.2886    2.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5742   -2.1618    2.6558 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1788   -1.8582    2.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9727   -0.8004    1.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8955   -3.7725    1.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9102   -4.2430   -0.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7659   -2.4850   -1.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7887   -2.7196   -1.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0539   -0.2861   -0.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8834    0.9088   -0.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3388   -1.9022   -0.6255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9147   -0.4595   -1.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4496   -0.8428    1.6421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4643    0.4857    1.9230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9475    1.9090   -0.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2753    0.8090   -1.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6198    0.5752    0.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1324   -0.8902   -0.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4721    0.3477   -2.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9708    0.1143   -1.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5346    3.4263    0.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 22 54  1  0
M  END

Synonyms

Value	Source
(5Z,8Z,11Z,14Z)-5,8,11,14-Icosatetraenoic acid	ChEBI
(5Z,8Z,11Z,14Z)-Icosatetraenoic acid	ChEBI
AA	ChEBI
all-cis-5,8,11,14-Eicosatetraenoic acid	ChEBI
ARA	ChEBI
Arachidonate	ChEBI
Arachidonsaeure	ChEBI
cis-5,8,11,14-Eicosatetraenoic acid	ChEBI
cis-Delta(5,8,11,14)-Eicosatetraenoic acid	ChEBI
5Z,8Z,11Z,14Z-Eicosatetraenoic acid	Kegg
(5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraenoic acid	Kegg
(5Z,8Z,11Z,14Z)-5,8,11,14-Icosatetraenoate	Generator
(5Z,8Z,11Z,14Z)-Icosatetraenoate	Generator
all-cis-5,8,11,14-Eicosatetraenoate	Generator
cis-5,8,11,14-Eicosatetraenoate	Generator
cis-delta(5,8,11,14)-Eicosatetraenoate	Generator
cis-Δ(5,8,11,14)-eicosatetraenoate	Generator
cis-Δ(5,8,11,14)-eicosatetraenoic acid	Generator
5Z,8Z,11Z,14Z-Eicosatetraenoate	Generator
(5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraenoate	Generator
(all-Z)-5,8,11,14-Eicosatetraenoate	HMDB
(all-Z)-5,8,11,14-Eicosatetraenoic acid	HMDB
5,8,11,14-all-cis-Eicosatetraenoate	HMDB
5,8,11,14-all-cis-Eicosatetraenoic acid	HMDB
5,8,11,14-Eicosatetraenoate	HMDB
5,8,11,14-Eicosatetraenoic acid	HMDB
5-cis,8-cis,11-cis,14-cis-Eicosatetraenoate	HMDB
5-cis,8-cis,11-cis,14-cis-Eicosatetraenoic acid	HMDB
cis-D5,8,11,14-Eicosatetraenoate	HMDB
cis-D5,8,11,14-Eicosatetraenoic acid	HMDB
Immunocytophyte	HMDB
Arachidonate, sodium	HMDB
Arachidonic acid, (all-Z)-isomer, 3H-labeled	HMDB
Arachidonic acid, ammonium salt, (all-Z)-isomer	HMDB
Arachidonic acid, cerium salt, (all-Z)-isomer	HMDB
Arachidonic acid, sodium salt	HMDB
Arachidonic acid, sodium salt, (all-Z)-isomer	HMDB
Vitamin F	HMDB
Arachidonic acid, cesium salt, (all-Z)-isomer	HMDB
Arachidonic acid, lithium salt, (all-Z)-isomer	HMDB
Arachidonic acid, potassium salt, (all-Z)-isomer	HMDB
Sodium arachidonate	HMDB
Arachidonic acid, (all-Z)-isomer, 1-(14)C-labeled	HMDB
Arachidonic acid, zinc salt, (all-Z)-isomer	HMDB
FA(20:4(5Z,8Z,11Z,14Z))	HMDB
FA(20:4n6)	HMDB

Molecular Formula

C₂₀H₃₂O₂

Average Mass

304.4669

Monoisotopic Mass

304.240230268

IUPAC Name

(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid

Traditional Name

arachidonic acid

CAS Registry Number

506-32-1

SMILES

CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O

InChI Identifier

InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15-

InChI Key

YZXBAPSDXZZRGB-DOFZRALJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Unsaturated fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

long-chain fatty acid (CHEBI:15843 )
omega-6 fatty acid (CHEBI:15843 )
icosa-5,8,11,14-tetraenoic acid (CHEBI:15843 )
Unsaturated fatty acids (C00219 )
Polyunsaturated fatty acids (C00219 )
Unsaturated fatty acids (LMFA01030001 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00015 g/L	ALOGPS
logP	6.8	ALOGPS
logP	6.59	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	4.82	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	99.95 m³·mol⁻¹	ChemAxon
Polarizability	37.2 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-MS (1 TMS)	splash10-005c-9800000000-87c290971fc8a628fb23	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-005c-9800000000-87c290971fc8a628fb23	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0006-6900000000-6870df266b6c73f2a4a1	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-7390000000-7004b9cd28a9b3d9c991	2017-08-28	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-05i9-9252000000-475d13959ee8ce889646	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative	splash10-0nmi-0913000000-95846e8d5e8afd29664b	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 10V, Negative	splash10-005l-0902100000-6fc8730bd28daa779b66	2017-08-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 20V, Negative	splash10-005l-0902100000-6fc8730bd28daa779b66	2017-08-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF , Negative	splash10-005l-0902100000-6fc8730bd28daa779b66	2017-08-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 10V, Negative	splash10-0udi-0009000000-4dd23c77f8e48c0ab9ec	2017-08-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 30V, Negative	splash10-0udi-0009000000-4dd23c77f8e48c0ab9ec	2017-08-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 10V, Negative	splash10-0udi-0009000000-6bd9d0477c122d3eed94	2017-09-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 20V, Negative	splash10-0udi-0009000000-510ea33e558fa238a1d2	2017-09-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF , Negative	splash10-0udi-0009000000-73a6b21464acba15463c	2017-09-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 10V, Negative	splash10-0udi-0009000000-4dd23c77f8e48c0ab9ec	2017-09-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 30V, Negative	splash10-0udi-0049000000-102d050109d3c78b1a25	2017-09-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-IT , negative	splash10-0a4i-0090000000-2fb9003e782ec3d05e20	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-0nmi-0913000000-95846e8d5e8afd29664b	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-TOF , negative	splash10-0udi-0009000000-6bd9d0477c122d3eed94	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-TOF , negative	splash10-0udi-0009000000-510ea33e558fa238a1d2	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-TOF , negative	splash10-0udi-0049000000-102d050109d3c78b1a25	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0009000000-6bd9d0477c122d3eed94	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0009000000-510ea33e558fa238a1d2	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0a4i-1934000000-3fb5938d1b4795217a97	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4r-1196000000-a42ea66033eb9771d36d	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4j-5691000000-2bc7b1ae5487233dfce8	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0007-7950000000-b15a8d382a4b3ad62d08	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0029000000-28a9bbfed5fabd10c0c2	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0zfr-2079000000-3f6e64ef7522a793e9a9	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9130000000-9c0c8bb5fc8e30bf53c7	2017-07-26	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Endoplasmic reticulum
Extracellular
Membrane

Biospecimen Locations

Adipose Tissue
Blood
Cerebrospinal Fluid (CSF)
Epidermis
Feces
Fibroblasts
Intestine
Kidney
Liver
Lung
Neuron
Pancreas
Placenta
Platelet
Prostate
Saliva
Skeletal Muscle
Spleen
Testis
Thyroid Gland
Urine

Tissue Locations

Adipose Tissue
Epidermis
Fibroblasts
Intestine
Kidney
Liver
Lung
Neuron
Pancreas
Placenta
Platelet
Prostate
Skeletal Muscle
Spleen
Testis
Thyroid Gland

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191709	Fatty acid synthase	Enzyme	P49327	Homo sapiens
MMDBp0191732	Calcium-dependent phospholipase A2	Unknown	P39877	Homo sapiens
MMDBp0191733	Group IIF secretory phospholipase A2	Unknown	Q9BZM2	Homo sapiens
MMDBp0191734	Cytosolic phospholipase A2	Unknown	P47712	Homo sapiens
MMDBp0191735	Phospholipase A2	Unknown	P04054	Homo sapiens
MMDBp0191736	Group XIIB secretory phospholipase A2-like protein	Unknown	Q9BX93	Homo sapiens
MMDBp0191737	Group 10 secretory phospholipase A2	Unknown	O15496	Homo sapiens
MMDBp0191738	Galactoside-binding soluble lectin 13	Enzyme	Q9UHV8	Homo sapiens
MMDBp0191739	Group IIE secretory phospholipase A2	Unknown	Q9NZK7	Homo sapiens
MMDBp0191741	Group XIIA secretory phospholipase A2	Unknown	Q9BZM1	Homo sapiens
MMDBp0191742	85/88 kDa calcium-independent phospholipase A2	Unknown	O60733	Homo sapiens
MMDBp0191744	Eosinophil lysophospholipase	Enzyme	Q05315	Homo sapiens
MMDBp0191745	Phospholipase A2, membrane associated	Unknown	P14555	Homo sapiens
MMDBp0191746	Group IID secretory phospholipase A2	Unknown	Q9UNK4	Homo sapiens
MMDBp0191891	Pancreatic triacylglycerol lipase	Enzyme	P16233	Homo sapiens
MMDBp0191896	Hepatic triacylglycerol lipase	Enzyme	P11150	Homo sapiens
MMDBp0191899	Inactive pancreatic lipase-related protein 1	Enzyme	P54315	Homo sapiens
MMDBp0191902	Patatin-like phospholipase domain-containing protein 3	Enzyme	Q9NST1	Homo sapiens
MMDBp0191906	Gastric triacylglycerol lipase	Enzyme	P07098	Homo sapiens
MMDBp0191909	Endothelial lipase	Enzyme	Q9Y5X9	Homo sapiens
MMDBp0191911	Bile salt-activated lipase	Unknown	P19835	Homo sapiens
MMDBp0191915	Pancreatic lipase-related protein 2	Enzyme	P54317	Homo sapiens
MMDBp0191980	Lipoprotein lipase	Enzyme	P06858	Homo sapiens
MMDBp0192068	Cytochrome P450 4A11	Unknown	Q02928	Homo sapiens
MMDBp0192154	Liver carboxylesterase 1	Enzyme	P23141	Homo sapiens
MMDBp0192155	Cocaine esterase	Enzyme	O00748	Homo sapiens
MMDBp0192174	Cholinesterase	Enzyme	P06276	Homo sapiens
MMDBp0192178	Cytosolic phospholipase A2 gamma	Unknown	Q9UP65	Homo sapiens
MMDBp0192180	Hormone-sensitive lipase	Unknown	Q05469	Homo sapiens
MMDBp0192181	Group 3 secretory phospholipase A2	Unknown	Q9NZ20	Homo sapiens
MMDBp0192196	Bile acid-CoA:amino acid N-acyltransferase	Enzyme	Q14032	Homo sapiens
MMDBp0192198	Acylphosphatase-2	Enzyme	P14621	Homo sapiens
MMDBp0192199	Acylphosphatase-1	Enzyme	P07311	Homo sapiens
MMDBp0192200	Aminoacylase-1	Unknown	Q03154	Homo sapiens
MMDBp0192201	Aspartoacylase	Enzyme	P45381	Homo sapiens
MMDBp0192204	Aspartoacylase-2	Enzyme	Q96HD9	Homo sapiens
MMDBp0192584	Arachidonate 5-lipoxygenase	Unknown	P09917	Homo sapiens
MMDBp0192585	Arachidonate 15-lipoxygenase B	Unknown	O15296	Homo sapiens
MMDBp0192586	Arachidonate 12-lipoxygenase, 12S-type	Unknown	P18054	Homo sapiens
MMDBp0192587	Prostaglandin G/H synthase 2	Unknown	P35354	Homo sapiens
MMDBp0192588	Prostaglandin G/H synthase 1	Unknown	P23219	Homo sapiens
MMDBp0192589	Arachidonate 15-lipoxygenase	Unknown	P16050	Homo sapiens
MMDBp0192625	Leukotriene-B(4) omega-hydroxylase 1	Unknown	P78329	Homo sapiens
MMDBp0192626	Leukotriene-B(4) omega-hydroxylase 2	Unknown	Q08477	Homo sapiens
MMDBp0192630	Cytochrome P450 3A4	Unknown	P08684	Homo sapiens
MMDBp0192647	Cytochrome P450 2C9	Unknown	P11712	Homo sapiens
MMDBp0192649	Cytochrome P450 2C19	Unknown	P33261	Homo sapiens
MMDBp0192655	Cytosolic acyl coenzyme A thioester hydrolase	Enzyme	O00154	Homo sapiens
MMDBp0192656	Acyl-coenzyme A thioesterase 2, mitochondrial	Enzyme	P49753	Homo sapiens
MMDBp0192657	Acyl-coenzyme A thioesterase 4	Enzyme	Q8N9L9	Homo sapiens
MMDBp0192658	Acyl-coenzyme A thioesterase 8	Enzyme	O14734	Homo sapiens
MMDBp0192690	Acid ceramidase	Enzyme	Q13510	Homo sapiens
MMDBp0192975	Homeodomain-interacting protein kinase 1	Enzyme	Q86Z02	Homo sapiens
MMDBp0193099	Cytochrome P450 2E1	Unknown	P05181	Homo sapiens
MMDBp0193100	Cytochrome P450 4F11	Unknown	Q9HBI6	Homo sapiens
MMDBp0193101	Cytochrome P450 3A43	Unknown	Q9HB55	Homo sapiens
MMDBp0193102	Cytochrome P450 1B1	Unknown	Q16678	Homo sapiens
MMDBp0193104	Cytochrome P450 2C18	Unknown	P33260	Homo sapiens
MMDBp0193106	Cytochrome P450 2F1	Unknown	P24903	Homo sapiens
MMDBp0193107	Cytochrome P450 4X1	Unknown	Q8N118	Homo sapiens
MMDBp0193108	Cytochrome P450 2B6	Unknown	P20813	Homo sapiens
MMDBp0193109	Cytochrome P450 3A5	Unknown	P20815	Homo sapiens
MMDBp0193111	Cytochrome P450 2A13	Unknown	Q16696	Homo sapiens
MMDBp0193112	Cytochrome P450 3A7	Unknown	P24462	Homo sapiens
MMDBp0193113	Cytochrome P450 4B1	Unknown	P13584	Homo sapiens
MMDBp0193114	Cytochrome P450 4Z1	Unknown	Q86W10	Homo sapiens
MMDBp0193115	Cytochrome P450 1A2	Unknown	P05177	Homo sapiens
MMDBp0193116	Cytochrome P450 19A1	Unknown	P11511	Homo sapiens
MMDBp0193117	Cytochrome P450 2C8	Unknown	P10632	Homo sapiens
MMDBp0193118	Cytochrome P450 2S1	Unknown	Q96SQ9	Homo sapiens
MMDBp0193119	Cytochrome P450 4F8	Unknown	P98187	Homo sapiens
MMDBp0193120	Cytochrome P450 2J2	Unknown	P51589	Homo sapiens
MMDBp0193121	Cytochrome P450 2A7	Unknown	P20853	Homo sapiens
MMDBp0193122	Cytochrome P450 2A6	Unknown	P11509	Homo sapiens
MMDBp0193442	Peroxisome proliferator-activated receptor gamma	Enzyme	P37231	Homo sapiens
MMDBp0193706	Long-chain fatty acid transport protein 6	Enzyme	Q9Y2P4	Homo sapiens
MMDBp0193714	Fatty-acid amide hydrolase 1	Enzyme	O00519	Homo sapiens
MMDBp0193831	Arachidonate 12-lipoxygenase, 12R-type	Unknown	O75342	Homo sapiens
MMDBp0193832	Long-chain fatty acid transport protein 3	Enzyme	Q5K4L6	Homo sapiens
MMDBp0193848	Patatin-like phospholipase domain-containing protein 4	Enzyme	P41247	Homo sapiens
MMDBp0193856	Long-chain fatty acid transport protein 1	Transporter	Q6PCB7	Homo sapiens
MMDBp0194009	Solute carrier organic anion transporter family member 2A1	Transporter	Q92959	Homo sapiens
MMDBp0194042	Long-chain fatty acid transport protein 4	Enzyme	Q6P1M0	Homo sapiens
MMDBp0194070	Cytochrome P450 4A22	Unknown	Q5TCH4	Homo sapiens
MMDBp0194096	60 kDa lysophospholipase	Enzyme	Q86U10	Homo sapiens
MMDBp0194097	Phospholipase B1, membrane-associated	Unknown	Q6P1J6	Homo sapiens
MMDBp0194141	Patatin-like phospholipase domain-containing protein 2	Enzyme	Q96AD5	Homo sapiens
MMDBp0194192	Cytochrome P450, family 1, subfamily A, polypeptide 1	Enzyme	A0N0X8	Homo sapiens
MMDBp0194634	Cytosolic phospholipase A2 delta	Unknown	Q86XP0	Homo sapiens
MMDBp0194635	Cytosolic phospholipase A2 epsilon	Unknown	Q3MJ16	Homo sapiens
MMDBp0194636	Cytosolic phospholipase A2 zeta	Unknown	Q68DD2	Homo sapiens
MMDBp0194716	Calcium-independent phospholipase A2-gamma	Unknown	Q9NP80	Homo sapiens
MMDBp0195407	Cytochrome P450 4F22	Unknown	Q6NT55	Homo sapiens
MMDBp0195865	Cytosolic phospholipase A2 beta	Unknown	P0C869	Homo sapiens
MMDBp0195879	Putative neutral ceramidase C	Enzyme	P0C7U2	Homo sapiens
MMDBp0195880	Alkaline ceramidase 2	Enzyme	Q5QJU3	Homo sapiens
MMDBp0195881	Neutral ceramidase	Enzyme	Q9NR71	Homo sapiens
MMDBp0195931	Fatty-acid amide hydrolase 2	Enzyme	Q6GMR7	Homo sapiens
MMDBp0196019	Cytochrome P450 2D6	Enzyme	Q6NWU0	Homo sapiens
MMDBp0196170	Carboxylesterase 5A	Enzyme	Q6NT32	Homo sapiens
MMDBp0196227	Alkaline ceramidase 1	Enzyme	Q8TDN7	Homo sapiens
MMDBp0196265	Neuropathy target esterase	Enzyme	Q8IY17	Homo sapiens
MMDBp0196335	Oxoeicosanoid receptor 1	Unknown	Q8TDS5	Homo sapiens
MMDBp0196452	Pancreatic lipase-related protein 3	Enzyme	Q17RR3	Homo sapiens
MMDBp0196516	Acyl-coenzyme A thioesterase 1	Enzyme	Q86TX2	Homo sapiens
MMDBp0196526	Carnitine palmitoyltransferase 1B isoform a variant	Enzyme	Q53FV7	Homo sapiens
MMDBp0196527	Carboxylesterase 3	Enzyme	Q6UWW8	Homo sapiens
MMDBp0191673	CREB3L2-PPARgamma	Enzyme	Q86WD1	Escherichia coli
MMDBp0196546	ADFP protein	Unknown	Q6FHZ7	Homo sapiens
MMDBp0196547	Peroxisome proliferator activated-receptor gamma	Unknown	Q9UEF6	Homo sapiens
MMDBp0196548	Peroxisome proliferative activated receptor gamma isoform 2 variant	Unknown	Q53EW1	Homo sapiens
MMDBp0196549	CPT1B protein	Unknown	A2RRE8	Homo sapiens
MMDBp0196550	Peroxisome proliferator-activated receptor	Unknown	Q6L9M1	Homo sapiens
MMDBp0196551	CPT1B protein	Unknown	A5PLL0	Homo sapiens
MMDBp0196846	HRAS-like suppressor 3	Unknown	P53816

Human Pathways

Pathways

Name	SMPDB/PathBank
GnRH Signaling Pathway

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0000289	Arachidonic acid	12(S)-HPETE	arachidonate 12-lipoxygenase	VMH	2217179 2377602
MMDBr0000290	Arachidonic acid	12R-Hydroperoxyeicosatetraenoate	arachidonate 12-lipoxygenase, 12R type	VMH	9618483
MMDBr0000291	Arachidonic acid	15S-Hydroperoxyeicosatetraenoate	arachidonate 15-lipoxygenase	VMH	11839751
MMDBr0000292	Arachidonic acid	5(S)-Hydroperoxyeicosatetraenoic acid	arachidonate 5-lipoxygenase	VMH	2829172
MMDBr0001115	Arachidonic acid	Arachidonyl-CoA	Not Available	VMH	15292367
MMDBr0001874	Arachidonic acid	12-HETE	cytochrome P450, family 2, subfamily F, polypeptide 1	VMH	11996015 15579107 2574990
MMDBr0001875	Arachidonic acid	20-Hydroxyeicosatetraenoic acid	cytochrome P450, family 4, subfamily F, polypeptide 12	VMH	15579107
MMDBr0001878	Arachidonic acid	18-Hydroxyarachidonic acid	cytochrome P450, family 4, subfamily F, polypeptide 8	VMH	10405341 15579107
MMDBr0001925	Arachidonic acid	Prostaglandin H2	prostaglandin-endoperoxide synthase 1 (prostaglandin G/H synthase and cyclooxygenase)	VMH	14511332 1907252
MMDBr0001926	Arachidonic acid	Prostaglandin H2	prostaglandin-endoperoxide synthase 1 (prostaglandin G/H synthase and cyclooxygenase)	VMH	14511332 1907252
MMDBr0002505	Arachidonic acid	Arachidonyl-CoA	acyl-CoA thioesterase 1	VMH	10092594 6151837
MMDBr0002888	Cholest-5-En-3Beta-Yl (5Z,8Z,11Z,14Z-Eicosatetraenoate)	Arachidonic acid	carboxyl ester lipase	VMH	11230747 8112342
MMDBr0002889	Cholest-5-En-3Beta-Yl (5Z,8Z,11Z,14Z-Eicosatetraenoate)	Arachidonic acid	carboxyl ester lipase	VMH	11230747 8112342
MMDBr0002904	Arachidonic acid	Arachidonyl-CoA	Not Available	VMH	8584017
MMDBr0004144	Anandamide	Arachidonic acid	Not Available	VMH	11585048 12023533 12060782
MMDBr0004304	2-Arachidonylglycerol	Arachidonic acid	Not Available	VMH	11585048 12023533
MMDBr0004686	Arachidonic acid	5,6-Epoxy-8,11,14-eicosatrienoic acid	Not Available	VMH	8651708
MMDBr0004687	Arachidonic acid	5,6-Epoxy-8,11,14-eicosatrienoic acid	cytochrome P450, family 19, subfamily A, polypeptide 1	VMH	8651708
MMDBr0004688	Arachidonic acid	11,12-Epoxyeicosatrienoic acid	Not Available	VMH	8651708
MMDBr0004689	Arachidonic acid	11,12-Epoxyeicosatrienoic acid	cytochrome P450, family 19, subfamily A, polypeptide 1	VMH	8651708
MMDBr0004690	Arachidonic acid	8,9-Epoxyeicosatrienoic acid	Not Available	VMH	8651708
MMDBr0004691	Arachidonic acid	8,9-Epoxyeicosatrienoic acid	cytochrome P450, family 19, subfamily A, polypeptide 1	VMH	8651708
MMDBr0004692	Arachidonic acid	14,15-Epoxy-5,8,11-eicosatrienoic acid	Not Available	VMH	8651708
MMDBr0004693	Arachidonic acid	14,15-Epoxy-5,8,11-eicosatrienoic acid	cytochrome P450, family 19, subfamily A, polypeptide 1	VMH	8651708
MMDBr0004814	Arachidonic acid	9-Peroxy-5Z,7E,11Z,14Z-Eicosatetraenoate	Not Available	VMH	2123555
MMDBr0004817	Arachidonic acid	12-Peroxy-5Z,8Z,10E,14Z-Eicosatetraenoate	Not Available	VMH	2123555
MMDBr0004820	Arachidonic acid	8-Peroxy-5Z,9E,11Z,14Z-Eicosatetraenoate	Not Available	VMH	2123555
MMDBr0004823	Arachidonic acid	11-Peroxy-5Z,8Z,12E,14Z-Eicosatetraenoate	Not Available	VMH	2123555
MMDBr0005728	Cholesteryl Arachidonate, Cholesterol-Ester (20:4, Delta 5,8,11,14)	Arachidonic acid	carboxyl ester lipase	VMH	30371894
MMDBr0009293	Arachidonyl-CoA	Arachidonic acid	acyl-CoA thioesterase 1	VMH	30371894
MMDBr0009380	Arachidonic acid	8-Hydroxy-5Z,9E,11Z,14Z-Eicosatetraenoic Acid	cytochrome P450, family 19, subfamily A, polypeptide 1	VMH	30371894
MMDBr0009381	Arachidonic acid	9-Hydroxy-5Z,7E,11Z,14Z-Eicosatetraenoic Acid	cytochrome P450, family 19, subfamily A, polypeptide 1	VMH	30371894
MMDBr0009382	Arachidonic acid	11-HETE	cytochrome P450, family 19, subfamily A, polypeptide 1	VMH	30371894
MMDBr0009383	Arachidonic acid	16R-Hydroxy-5Z,8Z,11Z,14Z-Eicosatetraenoic Acid	cytochrome P450, family 19, subfamily A, polypeptide 1	VMH; KEGG	30371894
MMDBr0009384	Arachidonic acid	17-Hydroxy-5Z,8Z,11Z,14Z-Eicosatetraenoic Acid	cytochrome P450, family 19, subfamily A, polypeptide 1	VMH	30371894
MMDBr0009385	Arachidonic acid	18-Hydroxy-5Z,8Z,11Z,14Z-Eicosatetraenoic Acid	cytochrome P450, family 19, subfamily A, polypeptide 1	VMH	30371894
MMDBr0009386	Arachidonic acid	19S-Hydroxy-5Z,8Z,11Z,14Z-Eicosatetraenoic Acid	cytochrome P450, family 19, subfamily A, polypeptide 1	VMH; KEGG	30371894
MMDBr0009387	Arachidonic acid	5,6-Epoxy-8,11,14-eicosatrienoic acid	cytochrome P450, family 19, subfamily A, polypeptide 1	VMH; KEGG	30371894
MMDBr0009389	Arachidonic acid	8,9-Epoxyeicosatrienoic acid	cytochrome P450, family 19, subfamily A, polypeptide 1	VMH; KEGG	30371894
MMDBr0009391	Arachidonic acid	11,12-Epoxyeicosatrienoic acid	cytochrome P450, family 19, subfamily A, polypeptide 1	VMH; KEGG	30371894
MMDBr0009393	Arachidonic acid	14,15-Epoxy-5,8,11-eicosatrienoic acid	cytochrome P450, family 19, subfamily A, polypeptide 1	VMH; KEGG	30371894
MMDBr0009402	Arachidonic acid	15S-Hydroperoxyeicosatetraenoate	arachidonate 15-lipoxygenase	VMH	30371894
MMDBr0009403	Arachidonic acid	15S-Hydroperoxyeicosatetraenoate	arachidonate 15-lipoxygenase	VMH	30371894
MMDBr0009404	Arachidonic acid	15S-Hydroperoxyeicosatetraenoate	arachidonate 15-lipoxygenase	VMH	30371894
MMDBr0009412	Arachidonic acid	15R-Hydroxy-5Z,8Z,11Z,13E-Eicosatetraenoic Acid	prostaglandin-endoperoxide synthase 1 (prostaglandin G/H synthase and cyclooxygenase)	VMH	30371894
MMDBr0009413	Arachidonic acid	15R-Hydroxy-5Z,8Z,11Z,13E-Eicosatetraenoic Acid	prostaglandin-endoperoxide synthase 1 (prostaglandin G/H synthase and cyclooxygenase)	VMH	30371894
MMDBr0009414	Arachidonic acid	15R-Hydroxy-5Z,8Z,11Z,13E-Eicosatetraenoic Acid	prostaglandin-endoperoxide synthase 1 (prostaglandin G/H synthase and cyclooxygenase)	VMH	30371894
MMDBr0009418	Arachidonic acid	12(S)-HPETE	arachidonate 12-lipoxygenase	VMH; KEGG	30371894
MMDBr0009419	Arachidonic acid	12(S)-HPETE	arachidonate 12-lipoxygenase	VMH; KEGG	30371894
MMDBr0009420	Arachidonic acid	12(S)-HPETE	arachidonate 12-lipoxygenase	VMH; KEGG	30371894
MMDBr0009426	Arachidonic acid	8S-Hydoperoxy-5Z,9E,11Z,14Z-Eicosatetraenoic Acid	arachidonate 12-lipoxygenase	VMH; KEGG	30371894
MMDBr0009428	Arachidonic acid	(5Z,8Z,12E,14Z)-(11R)-Hydroperoxyeicosa-5,8,12,14-Tetraenoic Acid (11(R)-HPETE)	arachidonate 12-lipoxygenase	VMH; KEGG	30371894
MMDBr0009490	Arachidonic acid	Prostaglandin G2	prostaglandin-endoperoxide synthase 1 (prostaglandin G/H synthase and cyclooxygenase)	VMH	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Essential hypertension	Decreased	Association	Human Blood	HMDB	18633173
Gestational diabetes		Association	Human Blood	HMDB	14634727
Hypertension		Association	Human Blood	HMDB	18633173
Isovaleric acidemia	Slight Decrease	Association	Human Blood	HMDB	27329611
Schizophrenia		Association	Human Blood	HMDB	25004141

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Verrucomicrobia	1	Human feces; Human stool; Human ; Human urine	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria	Firmicutes	7	Human feces; Human stool; Human ; Human urine; Human sputum	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Animal	Meat	Domestic pig	FooDB	DTU
Animal		Astacidea	FooDB	DTU
Animal	Meat	Sheep	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Egg	Gallus gallus	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Rib	Domestic pig	FooDB	DTU
Animal		Gadiformes	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Meat	Turkey	FooDB	DTU
Animal	Meat and skin	Chicken	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Fat	Sus scrofa domestica	FooDB	DTU
Animal		Gadus	FooDB	DTU
Animal		Microstomus kitt	FooDB	DTU
Animal	Egg	Anas platyrhynchos	FooDB	DTU
Animal		Clupeinae	FooDB	DTU
Animal		Mytilidae	FooDB	DTU
Animal	Leg meat	Domestic pig	FooDB	DTU
Animal		Mountain hare	FooDB	DTU
Animal	Meat	Rock ptarmigan	FooDB	DTU
Animal	Egg	Gallus gallus	FooDB	DTU
Animal		Hippoglossus hippoglossus	FooDB	DTU
Animal	Meat and skin	Chicken	FooDB	DTU
Animal		Squalus acanthias	FooDB	DTU
Animal	Heart	Chicken	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Tongue	Cattle	FooDB	DTU
Animal	Kidney	Domestic pig	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Leg	Ranidae	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal		Octopus vulgaris	FooDB	DTU
Animal	Meat	Sheep	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Oil	Melanogrammus aeglefinus	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Fillet	Sebastes viviparus	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Tongue	Cattle	FooDB	DTU
Animal	Hand with rind	Domestic pig	FooDB	DTU
Animal	Rib	Domestic pig	FooDB	DTU
Animal	Oil	Gadus	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Meat and skin	Chicken	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal		Abramis brama	FooDB	DTU
Animal		Clupeinae	FooDB	DTU
Animal	Egg	Anser sp.	FooDB	DTU
Animal		Microstomus kitt	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal		Pleuronectiformes	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Meat	Chicken	FooDB	DTU
Animal	Egg	Gallus gallus	FooDB	DTU
Animal	Meat	Sheep	FooDB	DTU
Animal		Anarhichas lupus	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Heart	Cattle	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Tongue	Domestic pig	FooDB	DTU
Animal	Liver	Cattle	FooDB	DTU
Animal	Meat	Sheep	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal		Scombridae	FooDB	DTU
Animal		Melanogrammus aeglefinus	FooDB	DTU
Animal	Rib	Domestic pig	FooDB	DTU
Animal	Meat		FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Tongue	Domestic pig	FooDB	DTU
Animal	Hand	Domestic pig	FooDB	DTU
Animal	Milk	Homo sapiens	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Fllet	Gadus	FooDB	DTU
Animal	Meat		FooDB	DTU
Animal	Fat	Cattle	FooDB	DTU
Animal	Meat and skin	Chicken	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal		Salmonidae	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Fat	Anser sp.	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Meat and skin	Chicken	FooDB	DTU
Animal	Egg	Gallus gallus	FooDB	DTU
Animal	Meat	Sheep	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Heart	Domestic pig	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal		Nephropidae	FooDB	DTU
Animal	Liver	Chicken	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Fillet	Molva molva	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Liver		FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal		Pollachius	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Milk	Bos taurus	FooDB	M. Ferrand et al. Determination of fatty acid profile in cow's milk using mid-infrared spectrometry: Interest of applying a variable selection by genetic algorithms before a PLS regression. Chemometrics and Intelligent Laboratory Systems 106 (2011) 183?189
Animal	Milk	Bos taurus	FooDB	M. Ferrand et al. Determination of fatty acid profile in cow's milk using mid-infrared spectrometry: Interest of applying a variable selection by genetic algorithms before a PLS regression. Chemometrics and Intelligent Laboratory Systems 106 (2011) 183?189
Animal	Hand	Domestic pig	FooDB	DTU
Animal	Milk	Bos taurus	FooDB	M. Ferrand et al. Determination of fatty acid profile in cow's milk using mid-infrared spectrometry: Interest of applying a variable selection by genetic algorithms before a PLS regression. Chemometrics and Intelligent Laboratory Systems 106 (2011) 183?189
Animal	Milk	Bos taurus	FooDB	M. Ferrand et al. Determination of fatty acid profile in cow's milk using mid-infrared spectrometry: Interest of applying a variable selection by genetic algorithms before a PLS regression. Chemometrics and Intelligent Laboratory Systems 106 (2011) 183?189
Animal	Meat and skin	Domestic pig	FooDB	DTU
Animal	Milk	Bos taurus	FooDB	M.J. Abarghuei, Y. Rouzbehan, A.Z.M Salem, M.J. Zamiri. Nitrogen balance, blood metabolites and milk fatty acid composition of dairy cows fed pomegranate-peel extract. Livestock Science (2014) 164:72-80 doi: 10.1016/j.livsci.2014.03.021
Animal		Trisopterus esmarkii	FooDB	DTU
Animal	Milk	Bos taurus	FooDB	M.J. Abarghuei, Y. Rouzbehan, A.Z.M Salem, M.J. Zamiri. Nitrogen balance, blood metabolites and milk fatty acid composition of dairy cows fed pomegranate-peel extract. Livestock Science (2014) 164:72-80 doi: 10.1016/j.livsci.2014.03.021
Animal	Fillet	Gadus	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Milk	Bos taurus	FooDB	M.J. Abarghuei, Y. Rouzbehan, A.Z.M Salem, M.J. Zamiri. Nitrogen balance, blood metabolites and milk fatty acid composition of dairy cows fed pomegranate-peel extract. Livestock Science (2014) 164:72-80 doi: 10.1016/j.livsci.2014.03.021
Animal	Milk	Homo sapiens	FooDB	DTU
Animal	Meat and skin	Chicken	FooDB	DTU
Animal	Liver	Domestic pig	FooDB	DTU
Animal		Esox lucius	FooDB	DTU
Animal		Reinhardtius hippoglossoides	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal		Belone belone	FooDB	DTU
Animal		Salmonidae	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal		Gastropoda	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Meat	Sheep	FooDB	DTU
Animal	Egg	Gallus gallus	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal		Merlangius merlangus	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Milk	Bos taurus	FooDB	Kurt J. Boudonck, Matthew W. Mitchell, Jacob Wulff and John A. Ryals. Characterization of the biochemical variability of bovine milk using metabolomics. Metabolomics (2009) 5:375?386
Animal	Meat	Cattle	FooDB	DTU
Animal		Limanda limanda	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal		Nephropidae	FooDB	DTU
Animal	Meat	Pigeon	FooDB	DTU
Animal	Liver		FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Heart	Cattle	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal		Scophthalmus maximus	FooDB	DTU
Animal	Shoulder	Domestic pig	FooDB	DTU
Animal	Meat	Turkey	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal		Anguilliformes	FooDB	DTU
Animal	Fillet	Pollachius	FooDB	DTU
Animal	Liver	Cattle	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Hand	Domestic pig	FooDB	DTU
Animal	Milk	Capra aegagrus hircus	FooDB	DTU
Animal		Caridea	FooDB	DTU
Animal	Meat and skin	Domestic pig	FooDB	DTU
Animal	Meat and skin	Chicken	FooDB	DTU
Animal	Liver	Domestic pig	FooDB	DTU
Animal	Liver	Gadus	FooDB	DTU
Animal		Eucheuma	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal		Reinhardtius hippoglossoides	FooDB	DTU
Animal		Chicken	FooDB	DTU
Animal	Milk	Homo sapiens	FooDB	DTU
Animal	Meat and skin		FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Meat	Brachyura	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal		Salvelinus	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal		Acipenseridae	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal		Oncorhynchus mykiss	FooDB	DTU
Animal	Meat	Sheep	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Egg	Gallus gallus	FooDB	DTU
Animal		Thunnus	FooDB	DTU
Animal	Fillet	Micromesistius poutassou	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Fillet	Siluriformes	FooDB	DTU
Animal		Oncorhynchus kisutch	FooDB	34893796
Animal		Perciformes	FooDB	DTU
Animal	Meat	Pigeon	FooDB	DTU
Animal	Meat and skin	Domestic pig	FooDB	DTU
Animal		Nephrops norvegicus	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Thymus	Cattle	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Neck	Domestic pig	FooDB	DTU
Animal	Meat and skin	Turkey	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal		Clupeinae	FooDB	DTU
Animal	Fillet	Pollachius	FooDB	DTU
Animal		Saccharina japonica	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Kidney	Cattle	FooDB	DTU
Animal	Liver	Domestic pig	FooDB	DTU
Animal	Hind leg without rind	Domestic pig	FooDB	DTU
Animal	Egg	Gallus gallus	FooDB	DTU
Animal		Caridea	FooDB	DTU
Animal	Meat and skin	Domestic pig	FooDB	DTU
Animal	Meat and skin	Chicken	FooDB	DTU
Animal	Meat and skin		FooDB	DTU
Animal	Roe	Gadus	FooDB	DTU
Animal	Meat		FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal		Cyclopteridae	FooDB	DTU
Animal		Salvelinus namaycush	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal		Brachyura	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal		Acipenseridae	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Meat	Sheep	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Egg	Gallus gallus	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Fat	Cattle	FooDB	DTU
Animal		Lota lota	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Thymus	Sheep	FooDB	DTU
Animal		Coregonus	FooDB	DTU
Animal	Meat and skin	Domestic pig	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Rib	Domestic pig	FooDB	DTU
Animal	Meat	Turkey	FooDB	DTU
Animal	Meat	Chicken	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal	Fat	Sus scrofa	FooDB	DTU
Animal		Mytilidae	FooDB	DTU
Animal		Clupeinae	FooDB	DTU
Animal	Fat	Cattle	FooDB	DTU
Animal	Leg with knuckle	Domestic pig	FooDB	DTU
Animal	Tongue	Cattle	FooDB	DTU
Animal	Meat	Cattle	FooDB	DTU
Animal	Meat and skin	Domestic pig	FooDB	DTU
Animal	Egg	Gallus gallus	FooDB	DTU
Animal		Oncorhynchus mykiss	FooDB	DTU
Animal	Meat	Chicken	FooDB	DTU
Animal	Meat		FooDB	DTU
Animal	Kidney	Cattle	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal		Pleuronectidae	FooDB	DTU
Animal		Sebastes alutus	FooDB	DTU
Animal	Meat	Domestic pig	FooDB	DTU
Animal		Sander lucioperca	FooDB	DTU
Animal	Neck	Domestic pig	FooDB	DTU
Food			FooDB	DTU
Food			FooDB	DTU
Food	Cocoa products	Theobroma cacao	FooDB	DTU
Food	Cocoa products	Theobroma cacao	FooDB	DTU
Food	Cocoa products	Theobroma cacao	FooDB	DTU
Food			FooDB	DTU
Food			FooDB	DTU
Food	Cocoa products	Theobroma cacao	FooDB	DTU
Food			FooDB	DTU
Food			FooDB	DTU
Food			FooDB	DTU
Food			FooDB	DTU
Food	Coffee	Coffea arabica	FooDB	DTU
Food	Cocoa products	Theobroma cacao	FooDB	DTU
Food	Cocoa products	Theobroma cacao	FooDB	DTU
Food		Coffea arabica	FooDB	DTU
Food			FooDB	DTU
Food			FooDB	DTU
Food			FooDB	DTU
Food	Coffee	Coffea canephora	FooDB	DTU
Food	Cocoa products	Theobroma cacao	FooDB	DTU
Food	Cocoa products	Theobroma cacao	FooDB	DTU
Food			FooDB	DTU
Food			FooDB	DTU
Food	Cocoa products	Theobroma cacao	FooDB	DTU
Food		Coffea canephora	FooDB	DTU
Food			FooDB	DTU
Food	Cocoa products	Theobroma cacao	FooDB	DTU
Food	Cocoa products	Theobroma cacao	FooDB	DTU
Food			FooDB	DTU
Food			FooDB	DTU
Food			FooDB	DTU
Food	Cocoa products	Theobroma cacao	FooDB	DTU
Food	Cocoa products	Theobroma cacao	FooDB	DTU
Food			FooDB	DTU
Plant	Seed	Vigna angularis	FooDB	DTU
Plant	Shoot	Asparagus officinalis	FooDB	DTU
Plant	Fruit	Ananas comosus	FooDB	DTU
Plant	Seed	Medicago sativa	FooDB	DTU
Plant		Brassica oleracea l. var. capitata l. f. alba dc.	FooDB	DTU
Plant	Oil	Cocos nucifera	FooDB	DTU
Plant	Fruit	Fragaria x ananassa	FooDB	DTU
Plant	Fruit	Prunus persica	FooDB	DTU
Plant	Nut	Pinus	FooDB	DTU
Plant	Seed	Foeniculum vulgare	FooDB	DTU
Plant	Fruit	Cucumis melo	FooDB	DTU
Plant	Root	Raphanus sativus var. longipinnatus	FooDB	DTU
Plant	Fruit	Vaccinium vitis-idaea	FooDB	DTU
Plant		Spinacia oleracea	FooDB	DTU
Plant	Fruit	Ribes rubrum	FooDB	DTU
Plant		Brassica oleracea	FooDB	DTU
Plant		Brassica oleracea var. botrytis	FooDB	DTU
Plant	Fruit	Sambucus	FooDB	DTU
Plant		Cantharellus cibarius	FooDB	DTU
Plant	Fruit	Capsicum annuum	FooDB	DTU
Plant	Nut	Corylus	FooDB	DTU
Plant		Scorzonera hispanica	FooDB	DTU
Plant		Manihot esculenta	FooDB	DTU
Plant		Ipomoea batatas	FooDB	DTU
Plant	Seed	Phaseolus vulgaris	FooDB	DTU
Plant	Oil	Helianthus annuus	FooDB	DTU
Plant	Seed oil	Vitis	FooDB	DTU
Plant	Seed	Glycine max	FooDB	DTU
Plant		Lactuca sativa	FooDB	DTU
Plant	Fruit	Ficus carica	FooDB	DTU
Plant		Brassica oleracea var. gemmifera	FooDB	DTU
Plant	Fruit	Actinidia chinensis	FooDB	DTU
Plant	Fruit	Passiflora edulis	FooDB	DTU
Plant		Musa x paradisiaca	FooDB	DTU
Plant		Allium	FooDB	DTU
Plant		Lens culinaris	FooDB	DTU
Plant	Leaves	Apium graveolens var. secalinum	FooDB	DTU
Plant		Abelmoschus esculentus	FooDB	DTU
Plant	Fruit	Citrus x paradisi	FooDB	DTU
Plant	Fruit	Cucurbita pepo var. cylindrica	FooDB	DTU
Plant	Root	Daucus carota ssp. sativus	FooDB	DTU
Plant	Nut	Arachis hypogaea	FooDB	DTU
Plant		Pisum sativum	FooDB	DTU
Plant		Cichorium intybus	FooDB	DTU
Plant	Root	Zingiber officinale	FooDB	DTU
Plant	Fruit	Mangifera indica	FooDB	DTU
Plant	Seed	Medicago sativa	FooDB	DTU
Plant	Shoot	Asparagus officinalis	FooDB	DTU
Plant	Fruit	Phoenix dactylifera	FooDB	DTU
Plant	Leaves		FooDB	DTU
Plant	Fruit	Prunus persica	FooDB	DTU
Plant		Rorippa nasturtium-aquaticum	FooDB	DTU
Plant	Root	Raphanus sativus var. longipinnatus	FooDB	DTU
Plant	Juice	Citrus limon	FooDB	DTU
Plant	Seed oil	Sesamum orientale	FooDB	DUKE
Plant		Carica papaya	FooDB	DTU
Plant	Fruit	Malus	FooDB	DTU
Plant	Seed	Glycine max	FooDB	DUKE
Plant	Fruit	Solanum lycopersicum	FooDB	DTU
Plant		Cynara scolymus	FooDB	DTU
Plant		Brassica oleracea	FooDB	DTU
Plant	Fruit	Ribes rubrum	FooDB	DTU
Plant		Brassica oleracea var. botrytis	FooDB	DTU
Plant	Bulb	Allium sativum l. var. sativum	FooDB	DUKE
Plant	Oil	Juglans	FooDB	DTU
Plant		Petroselinum crispum	FooDB	DTU
Plant	Fruit	Capsicum annuum	FooDB	DTU
Plant	Fruit	Ribes nigrum	FooDB	DTU
Plant		Lepidium sativum	FooDB	DTU
Plant		Pastinaca sativa	FooDB	DTU
Plant	Leaves		FooDB	DTU
Plant	Fruit	Vitis	FooDB	DTU
Plant	Fruit	Cucurbita maxima	FooDB	DTU
Plant	Fruit	Capsicum annuum	FooDB	DTU
Plant	Seed	Helianthus annuus	FooDB	DTU
Plant	Fruit	Cucumis melo	FooDB	DTU
Plant	Root	Beta vulgaris var. rubra	FooDB	DTU
Plant	Sprout	Glycine max	FooDB	DTU
Plant		Lactuca sativa	FooDB	DTU
Plant	Fruit	Cucumis sativus	FooDB	DTU
Plant		Brassica oleracea var. gongylodes	FooDB	DTU
Plant	Fruit	Fragaria x ananassa	FooDB	DTU
Plant	Juice	Prunus	FooDB	DTU
Plant		Anethum graveolens	FooDB	DTU
Plant		Agaricus bisporus	FooDB	DTU
Plant		Lactuca sativa l. var. longifolia	FooDB	DTU
Plant	Oil	Sesamum orientale	FooDB	DTU
Plant		Allium	FooDB	DTU
Plant	Fruit	Citrus aurantiifolia	FooDB	DTU
Plant		Brassica oleracea var. gemmifera	FooDB	DTU
Plant	Flour	Solanum tuberosum	FooDB	DTU
Plant		Helianthus tuberosus	FooDB	DTU
Plant	Root	Armoracia rusticana	FooDB	DTU
Plant		Brassica oleracea var. italica	FooDB	DTU
Plant	Root	Foeniculum vulgare	FooDB	DTU
Plant	Leaves		FooDB	DTU
Plant	Peel	Citrus limon	FooDB	DTU
Plant	Fruit	Litchi chinensis	FooDB	DTU
Plant	Fruit	Solanum lycopersicum	FooDB	DTU
Plant		Phaseolus vulgaris	FooDB	DTU
Plant		Brassica oleracea var. sabauda	FooDB	DTU
Plant	Fruit	Ficus carica	FooDB	DTU
Plant	Powder	Rosa	FooDB	DTU
Plant	Oil	Linum usitatissimum	FooDB	DTU
Plant	Fruit	Solanum melongena	FooDB	DTU
Plant	Fruit	Physalis	FooDB	DTU
Plant	Fruit	Punica granatum	FooDB	DTU
Plant	Seed	Coriandrum sativum	FooDB	DTU
Plant	Fruit	Cucumis melo	FooDB	DTU
Plant		Brassica napus	FooDB	DTU
Plant	Plant	Daucus carota ssp. sativus	FooDB	DUKE
Plant	Fruit	Cucurbita pepo var. cylindrica	FooDB	DTU
Plant	Nut	Pistacia vera	FooDB	DTU
Plant	Oil	Gossypium	FooDB	DTU
Plant	Fruit	Persea americana	FooDB	DTU
Plant	Fruit	Diospyros	FooDB	DTU
Plant	Juice	Prunus	FooDB	DTU
Plant	Fruit	Fragaria x ananassa	FooDB	DTU
Plant	Fruit	Prunus domestica	FooDB	DTU
Plant		Brassica oleracea	FooDB	DTU
Plant	Shoot	Asparagus officinalis	FooDB	DTU
Plant	Fruit	Malus pumila	FooDB	DTU
Plant		Allium ampeloprasum	FooDB	DTU
Plant	Fruit	Capsicum annuum	FooDB	DTU
Plant		Lactuca sativa	FooDB	DTU
Plant	Fruit	Prunus armeniaca	FooDB	DTU
Plant	Oil	Carthamus tinctorius	FooDB	DTU
Plant	Fruit	Sechium edule	FooDB	DTU
Plant	Nut	Carya illinoinensis	FooDB	DTU
Plant		Brassica rapa var. rapa	FooDB	DTU
Plant	Fruit	Ananas comosus	FooDB	DTU
Plant		Solanum tuberosum	FooDB	DTU
Plant	Fruit	Rubus x loganobaccus	FooDB	DTU
Plant	Fruit	Citrus sinensis	FooDB	DTU
Plant	Root	Daucus carota ssp. sativus	FooDB	DTU
Plant		Ipomoea batatas	FooDB	DTU
Plant	Bean sprout	Vigna radiata	FooDB	DTU
Plant	Shoot	Apium graveolens var. rapaceum	FooDB	DTU
Plant	Fruit	Solanum lycopersicum	FooDB	DTU
Plant	Seed	Linum usitatissimum	FooDB	DTU
Plant		Brassica rapa var. chinensis	FooDB	DTU
Plant	Fruit	Rosa	FooDB	DTU
Plant		Lens culinaris	FooDB	DTU
Plant	Seed	Sesamum orientale	FooDB	DTU
Plant	Fruit	Cucurbita	FooDB	DTU
Plant	Seed	Pisum sativum	FooDB	DTU
Plant	Fruit	Citrus limon	FooDB	DTU
Plant	Nut	Bertholletia excelsa	FooDB	DTU
Plant		Brassica oleracea var. italica	FooDB	DTU
Plant	Bean	Phaseolus vulgaris	FooDB	DTU
Plant	Juice	Vitis	FooDB	DTU
Plant	Leaves	Taraxacum officinale	FooDB	DTU
Plant		Cichorium intybus	FooDB	DTU
Plant	Fruit	Cucumis melo	FooDB	DTU
Plant	Fruit	Prunus	FooDB	DTU
Plant		Anethum graveolens	FooDB	DTU
Plant		Brassica rapa	FooDB	DTU
Plant	Fruit	Citrus reticulata	FooDB	DTU
Plant	Oil	Arachis hypogaea	FooDB	DTU
Plant	Oil	Brassica napus var. napus	FooDB	DTU
Plant	Fruit	Malus pumila	FooDB	DTU
Plant	Oil	Carthamus tinctorius	FooDB	DTU
Plant	Leaves	Brassica oleracea var. gemmifera	FooDB	DUKE
Plant	Oil	Cocos nucifera	FooDB	DTU
Plant	Fruit	Prunus armeniaca	FooDB	DTU
Plant	Leaves	Coriandrum sativum	FooDB	DTU
Plant		Juglans nigra	FooDB	DTU
Plant		Solanum tuberosum	FooDB	DTU
Plant	Juice	Ribes nigrum	FooDB	DTU
Plant	Seed	Papaver	FooDB	DTU
Plant	Seed	Vigna radiata	FooDB	DTU
Plant	Leaves	Camellia sinensis	FooDB	DTU
Plant	Fruit	Prunus domestica	FooDB	DTU
Plant	Fruit	Prunus persica var. nucipersica	FooDB	DTU
Plant		Annona cherimola	FooDB	DTU
Plant	Fruit	Solanum lycopersicum	FooDB	DTU
Plant	Flour	Glycine max	FooDB	DTU
Plant	Fruit	Citrullus lanatus	FooDB	DTU
Plant		Lens culinaris	FooDB	DTU
Plant		Cichorium endivia	FooDB	DTU
Plant	Seed	Sesamum orientale	FooDB	DTU
Plant	Seed	Pisum sativum	FooDB	DTU
Plant	Juice	Fragaria x ananassa	FooDB	DTU
Plant	Shoot	Phyllostachys edulis	FooDB	DTU
Plant	Plant	Daucus carota	FooDB	DUKE
Plant	Fruit	Vitis	FooDB	DTU
Plant		Allium schoenoprasum	FooDB	DTU
Plant	Bean	Phaseolus vulgaris	FooDB	DTU
Plant	Fruit	Cucurbita	FooDB	DTU
Plant	Oil	Elaeis	FooDB	DTU
Plant	Oil	Brassica napus var. napus	FooDB	DTU
Plant		Anthriscus cerefolium	FooDB	DTU
Plant		Brassica oleracea var. botrytis	FooDB	DTU
Plant	Juice	Sambucus	FooDB	DTU
Plant	Fruit	Capsicum annuum	FooDB	DTU
Plant		Brassica oleracea var. gemmifera	FooDB	DTU
Plant		Brassica napus var. pabularia	FooDB	DTU
Plant		Eriobotrya japonica	FooDB	DTU
Plant	Fruit	Malus pumila	FooDB	DTU
Plant		Rheum rhabarbarum	FooDB	DTU
Plant	Fruit	Averrhoa carambola	FooDB	DTU
Plant	Powder	Allium sativum	FooDB	DTU
Plant	Fruit	Cocos nucifera	FooDB	DTU
Plant	Leaves	Coriandrum sativum	FooDB	DTU
Plant	Fruit	Vaccinium	FooDB	DTU
Plant	Bean sprout	Phaseolus vulgaris	FooDB	DTU
Plant		Beta vulgaris ssp. cicla	FooDB	DTU
Plant	Seed	Cicer arietinum	FooDB	DTU
Plant		Solanum tuberosum	FooDB	DTU
Plant	Juice	Ribes nigrum	FooDB	DTU
Plant	Fruit	Cucurbita pepo var. clypeata	FooDB	DTU
Plant		Rumex acetosa	FooDB	DTU
Plant	Fruit	Cucurbita pepo var. cylindrica	FooDB	DTU
Plant		Piper nigrum	FooDB	DTU
Plant		Citrus japonica	FooDB	DTU
Plant	Fruit	Citrus sinensis	FooDB	DTU
Plant		Spinacia oleracea	FooDB	DTU
Plant	Oil	Glycine max	FooDB	DTU
Plant	Fruit	Vaccinium myrtillus	FooDB	DTU
Plant	Nut	Castanea	FooDB	DTU
Plant		Cichorium endivia	FooDB	DTU
Plant	Fruit	Opuntia	FooDB	DTU
Plant	Shoot	Asparagus officinalis	FooDB	DTU
Plant		Cinnamomum	FooDB	DTU
Plant	Juice	Fragaria x ananassa	FooDB	DTU
Plant	Seed	Pisum sativum	FooDB	DTU
Plant	Tuber	Dioscorea	FooDB	DTU
Plant	Bean	Phaseolus vulgaris	FooDB	DTU
Plant	Root	Petroselinum crispum	FooDB	DTU
Plant	Oil	Olea europaea	FooDB	DTU
Plant		Brassica oleracea	FooDB	DTU
Plant	Fruit	Cucurbita	FooDB	DTU
Plant		Anthriscus cerefolium	FooDB	DTU
Plant	Fruit	Ribes rubrum	FooDB	DTU
Plant		Brassica oleracea var. botrytis	FooDB	DTU
Plant		Myristica fragrans	FooDB	DTU
Plant	Juice	Sambucus	FooDB	DTU
Plant	Oil	Cirsium	FooDB	DTU
Plant	Fruit	Cucumis sativus	FooDB	DTU
Plant		Brassica oleracea var. gemmifera	FooDB	DTU
Plant		Lactuca sativa	FooDB	DTU
Plant	Fruit	Cydonia oblonga	FooDB	DTU
Plant	Fruit	Vaccinium	FooDB	DTU
Plant	Bean	Phaseolus vulgaris	FooDB	DTU
Plant		Apium graveolens	FooDB	DTU
Plant	Fruit	Capsicum annuum	FooDB	DTU
Plant	Fruit	Ribes nigrum	FooDB	DTU
Plant	Fruit	Pyrus communis	FooDB	DTU
Plant		Glycine max	FooDB	DTU
Plant	Fruit	Tamarindus indica	FooDB	DTU
Plant		Pleurotus ostreatus	FooDB	DTU
Plant		Rheum rhabarbarum	FooDB	DTU
Plant		Prunus dulcis	FooDB	DTU
Plant	Fruit	Psidium guajava	FooDB	DTU
Plant	Fruit	Ribes uva-crispa	FooDB	DTU
Plant	Oil	Elaeis	FooDB	DTU
Plant		Lens culinaris	FooDB	DTU
Plant		Allium	FooDB	DTU
Plant		Armoracia rusticana	FooDB	DTU
Plant		Allium sativum	FooDB	DTU
Plant	Fruit	Cucurbita pepo var. cylindrica	FooDB	DTU

Source Type	Activity	Data Source	Reference
Not Available	Neurotoxicity	U.S. Environmental Protection Agency	CompTox
General Exposome	Not Available	U.S. Environmental Protection Agency	CompTox
Drugs	Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Blood	Detected and Quantified	34.0	28.6			uM	Adult (>18 years old)	Male	Essential hypertension	HMDB	18633173
Human Blood	Detected and Quantified	34.9	26.4			uM	Adult (>18 years old)	Female	Essential hypertension	HMDB	18633173
Human Blood	Detected and Quantified	10.27	2.11			uM	Adult (>18 years old)	Female	Gestational diabetes mellitus (GDM)	HMDB	14634727
Human Blood	Detected and Quantified	34.3	27.8			uM	Adult (>18 years old)	Both	Hypertension	HMDB	18633173
Human Blood	Detected and Quantified	415.6	114.3			uM	Adult (>18 years old)	Not Specified	Isovaleric acidemia	HMDB	27329611
Human Blood	Detected and Quantified	38.5	2.18			uM	Adult (>18 years old)	Both	Schizophrenia	HMDB	25004141
Human Blood	Detected and Quantified	12				uM	Adult (>18 years old)	Both	Normal	HMDB	2000815
Human Blood	Detected and Quantified	15				uM	Adult (>18 years old)	Both	Normal	HMDB	2000815
Human Blood	Detected and Quantified	16				uM	Adult (>18 years old)	Both	Normal	HMDB	2000815
Human Blood	Detected and Quantified	17				uM	Adult (>18 years old)	Both	Normal	HMDB	2000815
Human Blood	Detected and Quantified	19				uM	Adult (>18 years old)	Both	Normal	HMDB	2000815
Human Blood	Detected and Quantified	20				uM	Adult (>18 years old)	Both	Normal	HMDB	2000815
Human Blood	Detected and Quantified	66				uM	Adult (>18 years old)	Both	Normal	HMDB	2000815
Human Blood	Detected and Quantified	82				uM	Adult (>18 years old)	Both	Normal	HMDB	2000815
Human Blood	Detected and Quantified	86				uM	Adult (>18 years old)	Both	Normal	HMDB	2000815
Human Blood	Detected and Quantified	132				uM	Adult (>18 years old)	Both	Normal	HMDB	2000815
Human Blood	Detected and Quantified	134				uM	Adult (>18 years old)	Both	Normal	HMDB	2000815
Human Blood	Detected and Quantified	158				uM	Adult (>18 years old)	Both	Normal	HMDB	2000815
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.35		0.03	0.66	uM	Adult (>18 years old)	Not Specified	Normal	HMDB	2835791
Human Blood	Detected and Quantified	14	12			uM	Adult (>18 years old)	Both	Normal	HMDB	21359215
Human Urine	Detected and Quantified	2.45	1.63			umol/mmol creatinine	Adult (>18 years old)	Female	Normal	HMDB	14643447
Human Blood	Detected and Quantified	2.94	0.058			uM	Adult (>18 years old)	Both	Normal	HMDB	20671299
Human Blood	Detected and Quantified	31.5	25.8			uM	Adult (>18 years old)	Male	Normal	HMDB	18633173
Human Blood	Detected and Quantified	31.6	21.7			uM	Adult (>18 years old)	Both	Normal	HMDB	18633173
Human Blood	Detected and Quantified	31.7	30.4			uM	Adult (>18 years old)	Female	Normal	HMDB	18633173
Human Blood	Detected and Quantified	312.0208	62.404			uM	Adult (>18 years old)	Male	Normal	HMDB	17069347
Human Blood	Detected and Quantified	344.865	55.835			uM	Adult (>18 years old)	Male	Normal	HMDB	17069347
Human Blood	Detected and Quantified	348.150	49.266			uM	Adult (>18 years old)	Male	Normal	HMDB	17069347
Human Blood	Detected and Quantified	348.150	52.551			uM	Adult (>18 years old)	Male	Normal	HMDB	17069347
Human Blood	Detected and Quantified	349.398	84.476			uM	Adult (>18 years old)	Female	Normal	HMDB	9368807
Human Blood	Detected and Quantified	475.750	136.599			uM	Adult (>18 years old)	Both	Normal	HMDB	17313719
Human Blood	Detected and Quantified	5.263	2.072			uM	Adult (>18 years old)	Both	Normal	HMDB	18953024
Human Blood	Detected and Quantified	5.263	2.072			uM	Adult (>18 years old)	Both	Normal	HMDB	21359215
Human Blood	Detected and Quantified	55.4	4.48			uM	Adult (>18 years old)	Both	Normal	HMDB	25004141
Human Blood	Detected and Quantified	590	120			uM	Adult (>18 years old)	Male	Normal	HMDB	14608088
Human Blood	Detected and Quantified	594.5	144.9			uM	Adult (>18 years old)	Not Specified	Normal	HMDB	27329611
Human Blood	Detected and Quantified	660	130			uM	Adult (>18 years old)	Female	Normal	HMDB	14608088
Human Blood	Detected and Quantified	8.50	1.58			uM	Adult (>18 years old)	Female	Normal	HMDB	14634727
Human Adipose tissue	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Epidermis	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Fibroblasts	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Intestine	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Kidney	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Liver	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Lung	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Neuron	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Pancreas	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Platelet	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Prostate	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Skeletal muscle	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Spleen	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Testis	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Thyroid gland	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Saliva	Detected but not Quantified						Adult (>18 years old)	Not Specified	Normal	HMDB	24421258
Human Saliva	Detected but not Quantified						Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified						Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified						Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified						Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified						Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified						Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified						Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified						Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified						Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified						Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	20143319
Human Blood	Detected but not Quantified						Adult (>18 years old)	Female	Normal	HMDB	27355821
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	29808030
Human Urine	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057

External Links

HMDB ID

HMDB0001043

DrugBank ID

DB04557

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

15843

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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Bringmann A, Schopf S, Faude F, Reichenbach A: Arachidonic acid-induced inhibition of Ca2+ channel currents in retinal glial (Muller) cells. Graefes Arch Clin Exp Ophthalmol. 2001 Nov;239(11):859-64. doi: 10.1007/s004170100372. [PubMed:11789867 ]
Kudo I, Murakami M: Phospholipase A2 enzymes. Prostaglandins Other Lipid Mediat. 2002 Aug;68-69:3-58. doi: 10.1016/s0090-6980(02)00020-5. [PubMed:12432908 ]
Zhao X, Imig JD: Kidney CYP450 enzymes: biological actions beyond drug metabolism. Curr Drug Metab. 2003 Feb;4(1):73-84. doi: 10.2174/1389200033336892. [PubMed:12570747 ]
Calder PC: Long-chain n-3 fatty acids and inflammation: potential application in surgical and trauma patients. Braz J Med Biol Res. 2003 Apr;36(4):433-46. doi: 10.1590/s0100-879x2003000400004. Epub 2003 Apr 8. [PubMed:12700820 ]
Pompeia C, Lima T, Curi R: Arachidonic acid cytotoxicity: can arachidonic acid be a physiological mediator of cell death? Cell Biochem Funct. 2003 Jun;21(2):97-104. doi: 10.1002/cbf.1012. [PubMed:12736897 ]
Pantaleo P, Marra F, Vizzutti F, Spadoni S, Ciabattoni G, Galli C, La Villa G, Gentilini P, Laffi G: Effects of dietary supplementation with arachidonic acid on platelet and renal function in patients with cirrhosis. Clin Sci (Lond). 2004 Jan;106(1):27-34. doi: 10.1042/CS20030182. [PubMed:12877651 ]
Yamada N, Miyamoto M, Isogaya M, Suzuki M, Ikezawa S, Ohno M, Otake A, Umemura K: TRA-418, a novel compound having both thromboxane A(2) receptor antagonistic and prostaglandin I(2) receptor agonistic activities: its antiplatelet effects in human and animal platelets. J Thromb Haemost. 2003 Aug;1(8):1813-9. doi: 10.1046/j.1538-7836.2003.00257.x. [PubMed:12911598 ]
Burke J, Kraft WK, Greenberg HE, Gleave M, Pitari GM, VanBuren S, Wagner JA, Waldman SA: Relationship of arachidonic acid concentration to cyclooxygenase-dependent human platelet aggregation. J Clin Pharmacol. 2003 Sep;43(9):983-9. doi: 10.1177/0091270003257216. [PubMed:12971030 ]
Claria J, Arroyo V: Prostaglandins and other cyclooxygenase-dependent arachidonic acid metabolites and the kidney in liver disease. Prostaglandins Other Lipid Mediat. 2003 Oct;72(1-2):19-33. doi: 10.1016/s1098-8823(03)00075-3. [PubMed:14626494 ]
Sacerdoti D, Gatta A, McGiff JC: Role of cytochrome P450-dependent arachidonic acid metabolites in liver physiology and pathophysiology. Prostaglandins Other Lipid Mediat. 2003 Oct;72(1-2):51-71. doi: 10.1016/s1098-8823(03)00077-7. [PubMed:14626496 ]
Payne DA, Jones CI, Hayes PD, Webster SE, Ross Naylor A, Goodall AH: Platelet inhibition by aspirin is diminished in patients during carotid surgery: a form of transient aspirin resistance? Thromb Haemost. 2004 Jul;92(1):89-96. doi: 10.1160/TH03-12-0758. [PubMed:15213849 ]
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Showing metabocard for Arachidonic acid (MMDBc0000179)

MOL for #<Metabolite:0x00007fdafd35e488>

3D MOL for #<Metabolite:0x00007fdafd35e488>

3D SDF for #<Metabolite:0x00007fdafd35e488>

3D-SDF for #<Metabolite:0x00007fdafd35e488>

PDB for #<Metabolite:0x00007fdafd35e488>

3D PDB for #<Metabolite:0x00007fdafd35e488>

SMILES for #<Metabolite:0x00007fdafd35e488>

INCHI for #<Metabolite:0x00007fdafd35e488>

Structure for #<Metabolite:0x00007fdafd35e488>

3D Structure for #<Metabolite:0x00007fdafd35e488>