MiMeDB: Showing metabocard for Oleic acid (MMDBc0000066)

Not Available

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-10-27 23:29:08 UTC

Update Date

2024-09-28 03:31:22 UTC

Metabolite ID

MMDBc0000066

Metabolite Identification

Common Name

Oleic acid

Description

Oleic acid is an unsaturated fatty acid that is the most widely distributed and abundant fatty acid in nature. It is used commercially in the preparation of oleates and lotions, and as a pharmaceutical solvent (Stedman, 26th ed). Biological source: Major constituent of plant oils e.g. olive oil (about 80%), almond oil (about 80%) and many others, mainly as glyceride. Constituent of tall oil and present in fruits Use/Importance: Food additive. Oleic acid is used in manufacturing of surfactants, soaps, plasticizers. Emulsifying agent in foods and pharmaceuticals. Biological Use/Importance: Skin penetrant. Herbicide, insecticide, fungicide (Dictionary of Organic Compounds). Oleic acid is a fatty acid that occurs naturally in various animal and vegetable fats and oils. It is an odorless, colourless oil, although commercial samples may be yellowish. In chemical terms, oleic acid is classified as a monounsaturated omega-9 fatty acid. It has the formula CH3(CH2)7CH=CH(CH2)7COOH. The term "oleic" means related to, or derived from, oil or olive, the oil that is predominantly composed of oleic acid (Wikipedia ). Oleic acid is found to be associated with isovaleric acidemia, which is an inborn error of metabolism.

Structure

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

HMDB0000207
     RDKit          3D
Oleic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
   -6.3665    1.9995    0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4256    0.5166    1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7428   -0.2404   -0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2925    0.2245   -0.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5347   -0.4807   -1.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -1.9541   -1.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9184   -2.5399    0.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4833   -2.3002    0.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0537   -0.9265    0.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1487   -0.2966   -0.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6247   -0.8351   -1.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1189   -0.8113   -0.8620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.6048   -0.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1014    0.4962   -0.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6066    1.8748   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0845    1.8301    0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3987    0.9893    1.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8894    1.0142    1.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6454    1.6466    0.8216 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4842    0.3132    2.6314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1086    2.2561   -0.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6034    2.4667    1.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3511    2.4509    1.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9304    0.3029    2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4836    0.1963    1.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1888    0.0294   -1.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8512   -1.3023    0.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3141    1.3011   -0.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8113    0.1431    0.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1542   -0.2718   -2.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6016    0.0362   -1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0858   -2.3672   -1.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5904   -2.3038   -1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0571   -3.6646    0.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5491   -2.2706    1.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2619   -2.9301    1.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8254   -2.8055   -0.2583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5466   -0.3679    1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0483    0.7450    0.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2642   -1.8180   -1.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4390   -0.1696   -2.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6189   -1.2104   -1.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3314   -1.3861    0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4425    1.2579   -1.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    1.0523    0.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5262    0.0221   -1.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2410   -0.2171    0.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0974    2.3092    0.7951 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4173    2.4692   -1.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6155    1.3969   -0.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4157    2.8755    0.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9504    1.3885    2.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0949   -0.0543    1.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6763   -0.6849    2.5088 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 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
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 20 54  1  0
M  END


  Mrv1652309272007412D          

 20 19  0  0  0  0            999 V2000
   -3.7393   -0.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4544   -0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1677   -0.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8826   -0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5958   -0.6182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8826    0.6182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0254   -0.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3102   -0.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5965   -0.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6574   -0.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1669   -0.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8821   -0.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8010   -0.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0859   -0.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3726   -0.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5149   -0.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2300   -0.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9438   -0.1968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6582   -0.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3718   -0.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  9 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 10 15  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000066

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCC\C=C/CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9-

> <INCHI_KEY>
ZQPPMHVWECSIRJ-KTKRTIGZSA-N

> <FORMULA>
C18H34O2

> <MOLECULAR_WEIGHT>
282.4614

> <EXACT_MASS>
282.255880332

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
37.092366766057495

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(9Z)-octadec-9-enoic acid

> <ALOGPS_LOGP>
7.68

> <JCHEM_LOGP>
6.783798451000001

> <ALOGPS_LOGS>
-6.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.988167283903808

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
87.4022

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.21e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
oleic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000207
     RDKit          3D
Oleic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
   -6.3665    1.9995    0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4256    0.5166    1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7428   -0.2404   -0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2925    0.2245   -0.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5347   -0.4807   -1.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -1.9541   -1.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9184   -2.5399    0.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4833   -2.3002    0.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0537   -0.9265    0.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1487   -0.2966   -0.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6247   -0.8351   -1.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1189   -0.8113   -0.8620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.6048   -0.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1014    0.4962   -0.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6066    1.8748   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0845    1.8301    0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3987    0.9893    1.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8894    1.0142    1.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6454    1.6466    0.8216 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4842    0.3132    2.6314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1086    2.2561   -0.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6034    2.4667    1.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3511    2.4509    1.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9304    0.3029    2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4836    0.1963    1.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1888    0.0294   -1.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8512   -1.3023    0.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3141    1.3011   -0.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8113    0.1431    0.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1542   -0.2718   -2.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6016    0.0362   -1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0858   -2.3672   -1.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5904   -2.3038   -1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0571   -3.6646    0.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5491   -2.2706    1.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2619   -2.9301    1.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8254   -2.8055   -0.2583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5466   -0.3679    1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0483    0.7450    0.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2642   -1.8180   -1.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4390   -0.1696   -2.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6189   -1.2104   -1.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3314   -1.3861    0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4425    1.2579   -1.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    1.0523    0.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5262    0.0221   -1.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2410   -0.2171    0.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0974    2.3092    0.7951 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4173    2.4692   -1.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6155    1.3969   -0.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4157    2.8755    0.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9504    1.3885    2.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0949   -0.0543    1.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6763   -0.6849    2.5088 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 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
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 20 54  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0      -6.980  -1.154   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.315  -0.386   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.646  -1.154   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.981  -0.386   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0     -12.312  -1.154   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0     -10.981   1.154   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -5.647  -0.382   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.312  -1.150   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.980  -0.378   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.227  -0.376   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.312  -0.376   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.647  -1.144   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.229  -1.144   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.894  -0.376   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.562  -1.144   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.561  -0.372   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.896  -1.139   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.228  -0.367   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.562  -1.133   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.894  -0.361   0.000  0.00  0.00           C+0
CONECT    1    2    7                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    1    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   12                                                       
CONECT   10   11   15                                                       
CONECT   11   10   12                                                       
CONECT   12   11    9                                                       
CONECT   13   14   16                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   13   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

COMPND    HMDB0000207
HETATM    1  C1  UNL     1      -6.367   1.999   0.877  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.426   0.517   1.102  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.743  -0.240  -0.035  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.292   0.225  -0.065  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.535  -0.481  -1.172  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.510  -1.954  -1.028  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.918  -2.540   0.181  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.483  -2.300   0.482  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.054  -0.926   0.672  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.149  -0.297  -0.027  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.625  -0.835  -1.150  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.119  -0.811  -0.862  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.593   0.605  -0.612  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.101   0.496  -0.336  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.607   1.875  -0.084  1.00  0.00           C  
HETATM   16  C16 UNL     1       6.085   1.830   0.187  1.00  0.00           C  
HETATM   17  C17 UNL     1       6.399   0.989   1.390  1.00  0.00           C  
HETATM   18  C18 UNL     1       7.889   1.014   1.579  1.00  0.00           C  
HETATM   19  O1  UNL     1       8.645   1.647   0.822  1.00  0.00           O  
HETATM   20  O2  UNL     1       8.484   0.313   2.631  1.00  0.00           O  
HETATM   21  H1  UNL     1      -6.109   2.256  -0.169  1.00  0.00           H  
HETATM   22  H2  UNL     1      -5.603   2.467   1.522  1.00  0.00           H  
HETATM   23  H3  UNL     1      -7.351   2.451   1.165  1.00  0.00           H  
HETATM   24  H4  UNL     1      -5.930   0.303   2.062  1.00  0.00           H  
HETATM   25  H5  UNL     1      -7.484   0.196   1.212  1.00  0.00           H  
HETATM   26  H6  UNL     1      -6.189   0.029  -1.014  1.00  0.00           H  
HETATM   27  H7  UNL     1      -5.851  -1.302   0.187  1.00  0.00           H  
HETATM   28  H8  UNL     1      -4.314   1.301  -0.340  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.811   0.143   0.914  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.154  -0.272  -2.110  1.00  0.00           H  
HETATM   31  H11 UNL     1      -2.602   0.036  -1.345  1.00  0.00           H  
HETATM   32  H12 UNL     1      -3.086  -2.367  -1.977  1.00  0.00           H  
HETATM   33  H13 UNL     1      -4.590  -2.304  -1.064  1.00  0.00           H  
HETATM   34  H14 UNL     1      -3.057  -3.665   0.099  1.00  0.00           H  
HETATM   35  H15 UNL     1      -3.549  -2.271   1.062  1.00  0.00           H  
HETATM   36  H16 UNL     1      -1.262  -2.930   1.429  1.00  0.00           H  
HETATM   37  H17 UNL     1      -0.825  -2.806  -0.258  1.00  0.00           H  
HETATM   38  H18 UNL     1      -1.547  -0.368   1.493  1.00  0.00           H  
HETATM   39  H19 UNL     1       0.048   0.745   0.262  1.00  0.00           H  
HETATM   40  H20 UNL     1       0.264  -1.818  -1.447  1.00  0.00           H  
HETATM   41  H21 UNL     1       0.439  -0.170  -2.058  1.00  0.00           H  
HETATM   42  H22 UNL     1       2.619  -1.210  -1.768  1.00  0.00           H  
HETATM   43  H23 UNL     1       2.331  -1.386   0.051  1.00  0.00           H  
HETATM   44  H24 UNL     1       2.442   1.258  -1.489  1.00  0.00           H  
HETATM   45  H25 UNL     1       2.065   1.052   0.251  1.00  0.00           H  
HETATM   46  H26 UNL     1       4.526   0.022  -1.239  1.00  0.00           H  
HETATM   47  H27 UNL     1       4.241  -0.217   0.494  1.00  0.00           H  
HETATM   48  H28 UNL     1       4.097   2.309   0.795  1.00  0.00           H  
HETATM   49  H29 UNL     1       4.417   2.469  -1.009  1.00  0.00           H  
HETATM   50  H30 UNL     1       6.615   1.397  -0.689  1.00  0.00           H  
HETATM   51  H31 UNL     1       6.416   2.876   0.358  1.00  0.00           H  
HETATM   52  H32 UNL     1       5.950   1.388   2.312  1.00  0.00           H  
HETATM   53  H33 UNL     1       6.095  -0.054   1.263  1.00  0.00           H  
HETATM   54  H34 UNL     1       8.676  -0.685   2.509  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8   34   35
CONECT    8    9   36   37
CONECT    9   10   10   38
CONECT   10   11   39
CONECT   11   12   40   41
CONECT   12   13   42   43
CONECT   13   14   44   45
CONECT   14   15   46   47
CONECT   15   16   48   49
CONECT   16   17   50   51
CONECT   17   18   52   53
CONECT   18   19   19   20
CONECT   20   54
END

HMDB0000207
     RDKit          3D
Oleic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
   -6.3665    1.9995    0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4256    0.5166    1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7428   -0.2404   -0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2925    0.2245   -0.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5347   -0.4807   -1.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -1.9541   -1.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9184   -2.5399    0.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4833   -2.3002    0.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0537   -0.9265    0.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1487   -0.2966   -0.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6247   -0.8351   -1.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1189   -0.8113   -0.8620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.6048   -0.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1014    0.4962   -0.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6066    1.8748   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0845    1.8301    0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3987    0.9893    1.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8894    1.0142    1.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6454    1.6466    0.8216 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4842    0.3132    2.6314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1086    2.2561   -0.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6034    2.4667    1.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3511    2.4509    1.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9304    0.3029    2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4836    0.1963    1.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1888    0.0294   -1.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8512   -1.3023    0.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3141    1.3011   -0.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8113    0.1431    0.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1542   -0.2718   -2.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6016    0.0362   -1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0858   -2.3672   -1.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5904   -2.3038   -1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0571   -3.6646    0.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5491   -2.2706    1.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2619   -2.9301    1.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8254   -2.8055   -0.2583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5466   -0.3679    1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0483    0.7450    0.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2642   -1.8180   -1.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4390   -0.1696   -2.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6189   -1.2104   -1.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3314   -1.3861    0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4425    1.2579   -1.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    1.0523    0.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5262    0.0221   -1.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2410   -0.2171    0.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0974    2.3092    0.7951 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4173    2.4692   -1.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6155    1.3969   -0.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4157    2.8755    0.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9504    1.3885    2.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0949   -0.0543    1.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6763   -0.6849    2.5088 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 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
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 20 54  1  0
M  END

Synonyms

Value	Source
(9Z)-Octadecenoic acid	ChEBI
(Z)-Octadec-9-enoic acid	ChEBI
18:1 N-9	ChEBI
18:1DElta9cis	ChEBI
C18:1 N-9	ChEBI
cis-9-Octadecenoic acid	ChEBI
cis-Delta(9)-Octadecenoic acid	ChEBI
cis-Oleic acid	ChEBI
FA 18:1	ChEBI
Octadec-9-enoic acid	ChEBI
Oelsaeure	ChEBI
Oleate	ChEBI
(9Z)-Octadecenoate	Generator
(Z)-Octadec-9-enoate	Generator
cis-9-Octadecenoate	Generator
cis-delta(9)-Octadecenoate	Generator
cis-Δ(9)-octadecenoate	Generator
cis-Δ(9)-octadecenoic acid	Generator
cis-Oleate	Generator
Octadec-9-enoate	Generator
(9Z)-9-Octadecenoate	HMDB
(9Z)-9-Octadecenoic acid	HMDB
(Z)-9-Octadecanoate	HMDB
(Z)-9-Octadecanoic acid	HMDB
9,10-Octadecenoate	HMDB
9,10-Octadecenoic acid	HMDB
9-(Z)-Octadecenoate	HMDB
9-(Z)-Octadecenoic acid	HMDB
9-Octadecenoate	HMDB
9-Octadecenoic acid	HMDB
Century CD fatty acid	HMDB
cis-Octadec-9-enoate	HMDB
cis-Octadec-9-enoic acid	HMDB
Distoline	HMDB
Emersol 210	HMDB
Emersol 211	HMDB
Emersol 213	HMDB
Emersol 220 white oleate	HMDB
Emersol 220 white oleic acid	HMDB
Emersol 221 low titer white oleate	HMDB
Emersol 221 low titer white oleic acid	HMDB
Emersol 233LL	HMDB
Emersol 6321	HMDB
Emersol 6333 NF	HMDB
Emersol 7021	HMDB
Glycon ro	HMDB
Glycon wo	HMDB
Groco 2	HMDB
Groco 4	HMDB
Groco 5l	HMDB
Groco 6	HMDB
Industrene 104	HMDB
Industrene 105	HMDB
Industrene 205	HMDB
Industrene 206	HMDB
L'acide oleique	HMDB
Metaupon	HMDB
Oelsauere	HMDB
Oleic acid extra pure	HMDB
Oleinate	HMDB
Oleinic acid	HMDB
Pamolyn	HMDB
Pamolyn 100	HMDB
Pamolyn 100 FG	HMDB
Pamolyn 100 FGK	HMDB
Pamolyn 125	HMDB
Priolene 6900	HMDB
Red oil	HMDB
Tego-oleic 130	HMDB
Vopcolene 27	HMDB
Wecoline oo	HMDB
Z-9-Octadecenoate	HMDB
Z-9-Octadecenoic acid	HMDB
Acid, 9-octadecenoic	HMDB
Acid, oleic	HMDB
9 Octadecenoic acid	HMDB
Acid, cis-9-octadecenoic	HMDB
cis 9 Octadecenoic acid	HMDB
FA(18:1(9Z))	HMDB
FA(18:1n9)	HMDB

Molecular Formula

C₁₈H₃₄O₂

Average Mass

282.4614

Monoisotopic Mass

282.255880332

IUPAC Name

(9Z)-octadec-9-enoic acid

Traditional Name

oleic acid

CAS Registry Number

112-80-1

SMILES

CCCCCCCC\C=C/CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9-

InChI Key

ZQPPMHVWECSIRJ-KTKRTIGZSA-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

octadec-9-enoic acid (CHEBI:16196 )
Unsaturated fatty acids (C00712 )
Monounsaturated fatty acids (C00712 )
Unsaturated fatty acids (LMFA01030002 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00012 g/L	ALOGPS
logP	7.68	ALOGPS
logP	6.78	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	4.99	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	15	ChemAxon
Refractivity	87.4 m³·mol⁻¹	ChemAxon
Polarizability	37.09 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-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (1 TMS)	splash10-00vi-9500000000-cdb5366d3ece43c3e166	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (1 TMS)	splash10-00nb-5900000000-fc03835c9c8fddb27970	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-052f-9100000000-7618883a87bd14687fd5	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00vi-9500000000-cdb5366d3ece43c3e166	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-00nb-5900000000-fc03835c9c8fddb27970	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f6x-9640000000-29b5681d79890854ef2b	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0fe0-9431000000-1879934642ac672cb401	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 (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-00ls-4790000000-d753b2905852ca2a8cbd	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0apm-9100000000-8d5c8ecf0c7a7cc3ccf6	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0aou-9000000000-64594906d693e8a08650	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)	splash10-00l2-4790000000-aefa66e9f83fcb24ead6	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)	splash10-0apm-9100000000-a71c58b95cb65487eeed	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated)	splash10-0aou-9000000000-5889cbe3dd606123df50	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - FAB-EBEB (JMS-HX/HX 110A, JEOL) , Negative	splash10-001i-0090000000-89531b488fbe899c09e6	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (Unknown) , Positive	splash10-052f-9100000000-de078efada08e691dbb8	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 10V, Negative	splash10-004i-0092000000-b8aabbdc61f9b89ac359	2017-08-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 20V, Negative	splash10-004i-0092000000-b8aabbdc61f9b89ac359	2017-08-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 30V, Negative	splash10-004i-0092000000-b8aabbdc61f9b89ac359	2017-08-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF , Negative	splash10-004i-0092000000-b8aabbdc61f9b89ac359	2017-08-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 10V, Negative	splash10-001i-0090000000-92096c6b229762c5295f	2017-09-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 20V, Negative	splash10-001i-0090000000-5fe8495a19b387bf702c	2017-09-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 30V, Negative	splash10-001i-0090000000-5d40399b1c736b476445	2017-09-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF , Negative	splash10-001i-0090000000-45785aeb659bd8a09240	2017-09-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 10V, Negative	splash10-001i-0091000000-3946ac7663105c7c2700	2017-09-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-IT , negative	splash10-001i-0090000000-ce1372cb3b5e84122349	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-TOF , negative	splash10-001i-0090000000-92096c6b229762c5295f	2017-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00lr-0090000000-755e8d1537818580a2fd	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00y0-4690000000-ca39c5846217fe093227	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0596-9830000000-fcb2923d448d11c54559	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0090000000-e809fd7222cf63431b77	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001r-1090000000-9c340e3d19cbe7013ccd	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9230000000-6e517cda629fcd4df07d	2016-09-12	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-052f-9100000000-350dc6d7ac541a3c5b67	2018-05-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, experimental)		2012-12-04	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)		2012-12-05	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Adipose Tissue
Blood
Cerebrospinal Fluid (CSF)
Epidermis
Feces
Intestine
Liver
Pancreas
Placenta
Prostate
Saliva
Skeletal Muscle
Urine

Tissue Locations

Adipose Tissue
Epidermis
Intestine
Liver
Pancreas
Placenta
Prostate
Skeletal Muscle

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
MMDBp0192196	Bile acid-CoA:amino acid N-acyltransferase	Enzyme	Q14032	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
MMDBp0193714	Fatty-acid amide hydrolase 1	Enzyme	O00519	Homo sapiens
MMDBp0193807	2-acylglycerol O-acyltransferase 2	Enzyme	Q3SYC2	Homo sapiens
MMDBp0195931	Fatty-acid amide hydrolase 2	Enzyme	Q6GMR7	Homo sapiens
MMDBp0196516	Acyl-coenzyme A thioesterase 1	Enzyme	Q86TX2	Homo sapiens
MMDBp0196664	S-acyl fatty acid synthase thioesterase, medium chain	Enzyme	Q9NV23	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0001107	Oleic acid	oleoyl-CoA	Not Available	VMH	30371894
MMDBr0002883	CE(18:1(9Z))	Cholesterol	carboxyl ester lipase	VMH	11230747 8112342
MMDBr0002884	CE(18:1(9Z))	Cholesterol	carboxyl ester lipase	VMH	11230747 8112342
MMDBr0002900	Oleic acid	oleoyl-CoA	Not Available	VMH	8584017
MMDBr0004656	oleoyl-CoA	Oleic acid	Not Available	VMH	0
MMDBr0007084	1-Octadec-11-enoyl-sn-glycerol 3-phosphate	Glycerol 3-phosphate	Not Available	VMH	30371894
MMDBr0007091	1-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:1)	sn-glycero-3-phosphoethanolamine	Not Available	VMH	30371894
MMDBr0007098	1-Acyl-sn-glycero-3-phosphoglycerol (N-C18:1)	Glycerophosphoglycerol	Not Available	VMH	30371894
MMDBr0007105	2-octadec-11-enoyl-sn-glycerol 3-phosphate	Glycerol 3-phosphate	Not Available	VMH	30371894
MMDBr0007112	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:1)	sn-glycero-3-phosphoethanolamine	Not Available	VMH	30371894
MMDBr0007118	2-Acyl-sn-glycero-3-phosphoglycerol (N-C18:1)	Glycerophosphoglycerol	Not Available	VMH	30371894
MMDBr0007806	Oleic acid	oleoyl-CoA	Not Available	VMH	30371894
MMDBr0008450	Oleic acid	Malonyl-CoA	Not Available	VMH	30371894
MMDBr0010951	oleoyl-CoA	Oleic acid	Not Available	VMH	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Gestational diabetes	Decreased	Association	Human Blood	HMDB	14634727
Isovaleric acidemia	Slight Increase	Association	Human Blood	HMDB	27329611

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	368	Human ; Human stool; Human feces; Human saliva; Human mucosa; Human pleural fluid plaque; Pig ; Human sputum; Human subgingival plaque; Human urine; Human supragingival plaque; Cattle	Microbial culture; Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction
Bacteria	Actinobacteria	139	Human ; Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human mucosa; Human supragingival plaque; Human subgingival plaque; Human saliva	Microbial culture; Metabolic reconstruction
Bacteria	Proteobacteria	215	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal	Metabolic reconstruction
Bacteria	Verrucomicrobia	2	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	179	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva; Human gastric fluid; Human subgingival plaque; Human supragingival plaque; Human urine	Metabolic reconstruction
Bacteria	Synergistetes	4	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	Fusobacteria	20	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	5		Metabolic reconstruction
Bacteria	Candidatus melainabacteria	2	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	2	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Animal		Spirulina	FooDB	Manually Annotated
Animal		Lota lota	FooDB	Manually Annotated
Animal		Porphyra umbilicalis	FooDB	Manually Annotated
Animal		Chondrus crispus	FooDB	Manually Annotated
Animal		Laminaria	FooDB	Manually Annotated
Animal		Strombidae	FooDB	Manually Annotated
Animal		Haliotis	FooDB	Manually Annotated
Animal		Clupea harengus harengus	FooDB	Manually Annotated
Animal		Undaria pinnatifida	FooDB	Manually Annotated
Animal		Peprilus triacanthus	FooDB	Manually Annotated
Animal		Rhodophyta	FooDB	Manually Annotated
Animal		Myoxocephalus	FooDB	Manually Annotated
Animal		Eucheuma	FooDB	Manually Annotated
Animal		Saccharina japonica	FooDB	Manually Annotated
Plant		Vigna unguiculata ssp. cylindrica	FooDB	Manually Annotated
Plant		Vaccinium uliginosum	FooDB	Manually Annotated
Plant		Viburnum edule	FooDB	Manually Annotated
Plant		Theobroma grandiflorum	FooDB	Manually Annotated
Plant			FooDB	Manually Annotated
Plant		Citrus japonica	FooDB	Manually Annotated
Plant		Flammulina velutipes	FooDB	Manually Annotated
Plant		Vaccinium myrtillus	FooDB	Manually Annotated
Plant		Syzygium aromaticum	FooDB	Manually Annotated
Plant		Raphanus sativus var. sativus	FooDB	Manually Annotated
Plant		Ginkgo biloba	FooDB	Manually Annotated
Plant		Solanum lycopersicum var. lycopersicum	FooDB	Manually Annotated
Plant		Prunus persica var. persica	FooDB	Manually Annotated
Plant		Pouteria sapota	FooDB	Manually Annotated
Plant		Phaseolus vulgaris	FooDB	Manually Annotated
Plant		Camellia sinensis	FooDB	Manually Annotated
Plant		Vicia faba	FooDB	Manually Annotated
Plant		Prunus avium	FooDB	Manually Annotated
Plant		Raphanus sativus var. niger	FooDB	Manually Annotated
Plant		Daucus carota ssp. sativus	FooDB	Manually Annotated
Plant		Photinia melanocarpa	FooDB	Manually Annotated
Plant		Piper nigrum	FooDB	Manually Annotated
Plant		Rubus ursinus x idaeus	FooDB	Manually Annotated
Plant		Dioscorea	FooDB	Manually Annotated
Plant		Momordica charantia	FooDB	Manually Annotated
Plant		Origanum vulgare	FooDB	Manually Annotated
Plant		Cirsium	FooDB	Manually Annotated
Plant		Dysphania ambrosioides	FooDB	Manually Annotated
Plant		Opuntia	FooDB	Manually Annotated
Plant		Castanea	FooDB	Manually Annotated
Plant		Salix pulchra	FooDB	Manually Annotated
Plant		Vitis vinifera	FooDB	Manually Annotated
Plant		Capsicum annuum	FooDB	Manually Annotated
Plant		Pleurotus ostreatus	FooDB	Manually Annotated
Plant		Nuphar lutea	FooDB	Manually Annotated
Plant		Vaccinium ovatum	FooDB	Manually Annotated
Plant		Colocasia esculenta	FooDB	Manually Annotated
Plant		Syzygium jambos	FooDB	Manually Annotated
Plant		Thymus pulegioides	FooDB	Manually Annotated
Plant		Anthriscus cerefolium	FooDB	Manually Annotated
Plant		Pachyrhizus erosus	FooDB	Manually Annotated
Plant		Mespilus germanica	FooDB	Manually Annotated
Plant		Lupinus albus	FooDB	Manually Annotated
Plant		Citrus maxima	FooDB	Manually Annotated
Plant		Brassica rapa var. perviridis	FooDB	Manually Annotated
Plant		Cichorium endivia	FooDB	Manually Annotated
Plant		Myristica fragrans	FooDB	Manually Annotated
Plant		Elaeis	FooDB	Manually Annotated
Plant		Cinnamomum	FooDB	Manually Annotated
Plant		Solanum melongena	FooDB	Manually Annotated
Plant		Feijoa sellowiana	FooDB	Manually Annotated
Plant		Salvia elegans	FooDB	Manually Annotated
Plant		Mentha	FooDB	Manually Annotated
Plant		Ribes uva-crispa	FooDB	Manually Annotated
Plant		Mentha aquatica	FooDB	Manually Annotated
Plant		Fagus	FooDB	Manually Annotated
Plant		Brassica oleracea var. italica	FooDB	Manually Annotated
Plant		Phaseolus coccineus	FooDB	Manually Annotated
Plant		Crocus sativus	FooDB	Manually Annotated
Plant		Vaccinium	FooDB	Manually Annotated
Plant		Cydonia oblonga	FooDB	Manually Annotated
Plant		Lablab purpureus	FooDB	Manually Annotated
Plant		Salvia officinalis	FooDB	Manually Annotated
Plant		Rheum rhabarbarum	FooDB	Manually Annotated
Plant		Castanea sativa	FooDB	Manually Annotated
Plant		Opuntia cochenillifera	FooDB	Manually Annotated
Plant		Empetrum nigrum	FooDB	Manually Annotated
Plant		Myrica rubra	FooDB	Manually Annotated
Plant		Annona muricata	FooDB	Manually Annotated
Plant		Sagittaria latifolia	FooDB	Manually Annotated
Plant		Tilia tomentosa	FooDB	Manually Annotated
Plant		Apium graveolens	FooDB	Manually Annotated
Plant		Cucurbita	FooDB	Manually Annotated
Plant		Vaccinium angustifolium x vaccinium corymbosum	FooDB	Manually Annotated
Plant		Syzygium cumini	FooDB	Manually Annotated
Plant		Typha angustifolia	FooDB	Manually Annotated
Plant		Tamarindus indica	FooDB	Manually Annotated
Plant		Cocos nucifera	FooDB	Manually Annotated
Plant		Valerianella locusta	FooDB	Manually Annotated
Plant		Cucurbita pepo var. cylindrica	FooDB	Manually Annotated
Plant		Angelica keiskei	FooDB	Manually Annotated
Plant		Sambucus	FooDB	Manually Annotated
Plant		Hyssopus officinalis	FooDB	Manually Annotated
Plant		Sisymbrium	FooDB	Manually Annotated
Plant		Pinus	FooDB	Manually Annotated
Plant		Olea europaea	FooDB	Manually Annotated
Plant		Vanilla	FooDB	Manually Annotated
Plant		Borago officinalis	FooDB	Manually Annotated
Plant		Psidium guajava	FooDB	Manually Annotated
Plant		Vaccinium vitis-idaea	FooDB	Manually Annotated
Plant		Carya	FooDB	Manually Annotated
Plant		Rubus spectabilis	FooDB	Manually Annotated
Plant		Scorzonera hispanica	FooDB	Manually Annotated
Plant		Vigna unguiculata ssp. sesquipedalis	FooDB	Manually Annotated
Plant		Physalis philadelphica var. immaculata	FooDB	Manually Annotated
Plant		Ipomoea aquatica	FooDB	Manually Annotated
Plant		Manihot esculenta	FooDB	Manually Annotated
Plant		Raphanus sativus	FooDB	Manually Annotated
Plant		Daucus carota	FooDB	Manually Annotated
Plant		Cuminum cyminum	FooDB	Manually Annotated
Plant		Beta vulgaris ssp. cicla	FooDB	Manually Annotated
Plant		Cantharellus cibarius	FooDB	Manually Annotated
Plant		Solanum tuberosum	FooDB	Manually Annotated
Plant		Prunus dulcis	FooDB	Manually Annotated
Plant		Vigna radiata	FooDB	Manually Annotated
Plant		Brassica oleracea l. var. capitata l. f. alba dc.	FooDB	Manually Annotated
Plant		Allium sativum	FooDB	Manually Annotated
Plant		Opuntia macrorhiza	FooDB	Manually Annotated
Plant		Allium cepa	FooDB	Manually Annotated
Plant		Morus nigra	FooDB	Manually Annotated
Plant		Sinapis alba	FooDB	Manually Annotated
Plant		Brassica ruvo	FooDB	Manually Annotated
Plant		Pinus edulis	FooDB	Manually Annotated
Plant		Musa x paradisiaca	FooDB	Manually Annotated
Plant		Fragaria x ananassa	FooDB	Manually Annotated
Plant		Illicium verum	FooDB	Manually Annotated
Plant		Apium graveolens var. secalinum	FooDB	Manually Annotated
Plant			FooDB	Manually Annotated
Plant		Passiflora edulis	FooDB	Manually Annotated
Plant		Arachis hypogaea	FooDB	Manually Annotated
Plant		Juglans ailanthifolia	FooDB	Manually Annotated
Plant		Pyrus communis	FooDB	Manually Annotated
Plant		Rubus idaeus	FooDB	Manually Annotated
Plant		Manilkara zapota	FooDB	Manually Annotated
Plant		Abelmoschus esculentus	FooDB	Manually Annotated
Plant		Moringa oleifera	FooDB	Manually Annotated
Plant		Auricularia auricula-judae	FooDB	Manually Annotated
Plant		Polygonum alpinum	FooDB	Manually Annotated
Plant		Chamaemelum nobile	FooDB	Manually Annotated
Plant		Melissa officinalis	FooDB	Manually Annotated
Plant		Vigna angularis	FooDB	Manually Annotated
Plant		Hippophae rhamnoides	FooDB	Manually Annotated
Plant		Malus	FooDB	Manually Annotated
Plant		Solanum lycopersicum	FooDB	Manually Annotated
Plant		Sambucus nigra	FooDB	Manually Annotated
Plant		Corylus	FooDB	Manually Annotated
Plant		Juglans	FooDB	Manually Annotated
Plant		Cucurbita pepo var. clypeata	FooDB	Manually Annotated
Plant		Auricularia polytricha	FooDB	Manually Annotated
Plant		Rubus arcticus	FooDB	Manually Annotated
Plant		Mentha spicata	FooDB	Manually Annotated
Plant		Mangifera indica	FooDB	Manually Annotated
Plant		Pediomelum esculentum	FooDB	Manually Annotated
Plant		Laurus nobilis	FooDB	Manually Annotated
Plant		Attalea speciosa	FooDB	Manually Annotated
Plant		Helianthus annuus	FooDB	Manually Annotated
Plant		Rumex articus	FooDB	Manually Annotated
Plant		Ribes aureum var. villosum	FooDB	Manually Annotated
Plant		Ribes nigrum	FooDB	Manually Annotated
Plant		Chrysanthemum coronarium	FooDB	Manually Annotated
Plant		Eleocharis dulcis	FooDB	Manually Annotated
Plant		Petroselinum crispum	FooDB	Manually Annotated
Plant		Vaccinium corymbosum	FooDB	Manually Annotated
Plant		Zingiber officinale	FooDB	Manually Annotated
Plant		Brassica juncea	FooDB	Manually Annotated
Plant		Camellia oleifera	FooDB	Manually Annotated
Plant		Eruca vesicaria ssp. sativa	FooDB	Manually Annotated
Plant		Pisum sativum	FooDB	Manually Annotated
Plant		Pimenta dioica	FooDB	Manually Annotated
Plant		Thymus vulgaris	FooDB	Manually Annotated
Plant		Actinidia chinensis	FooDB	Manually Annotated
Plant		Metroxylon sagu	FooDB	Manually Annotated
Plant		Canarium ovatum	FooDB	Manually Annotated
Plant		Hibiscus sabdariffa	FooDB	Manually Annotated
Plant		Spinacia oleracea	FooDB	Manually Annotated
Plant		Vitis rotundifolia	FooDB	Manually Annotated
Plant		Medicago sativa	FooDB	Manually Annotated
Plant		Agaricus bisporus	FooDB	Manually Annotated
Plant		Origanum majorana	FooDB	Manually Annotated
Plant		Morus	FooDB	Manually Annotated
Plant		Carica papaya	FooDB	Manually Annotated
Plant		Benincasa hispida	FooDB	Manually Annotated
Plant		Cajanus cajan	FooDB	Manually Annotated
Plant		Vitis labrusca	FooDB	Manually Annotated
Plant		Vigna mungo	FooDB	Manually Annotated
Plant		Armoracia rusticana	FooDB	Manually Annotated
Plant		Myrica	FooDB	Manually Annotated
Plant		Juglans cinerea	FooDB	Manually Annotated
Plant		Cucurbita pepo var. cylindrica	FooDB	Manually Annotated
Plant		Cyathea	FooDB	Manually Annotated
Plant		Psidium cattleianum	FooDB	Manually Annotated
Plant		Arctium lappa	FooDB	Manually Annotated
Plant		Brassica oleracea var. gongylodes	FooDB	Manually Annotated
Plant		Prunus persica	FooDB	Manually Annotated
Plant		Vigna unguiculata	FooDB	Manually Annotated
Plant		Foeniculum vulgare	FooDB	Manually Annotated
Plant		Artocarpus altilis	FooDB	Manually Annotated
Plant		Cynara scolymus	FooDB	Manually Annotated
Plant		Castanea mollissima	FooDB	Manually Annotated
Plant		Vaccinium macrocarpon	FooDB	Manually Annotated
Plant		Brassica oleracea var. gemmifera	FooDB	Manually Annotated
Plant		Brosimum alicastrum	FooDB	Manually Annotated
Plant		Vaccinium angustifolium	FooDB	Manually Annotated
Plant		Artemisia vulgaris	FooDB	Manually Annotated
Plant		Cucumis metuliferus	FooDB	Manually Annotated
Plant		Nephelium lappaceum	FooDB	Manually Annotated
Plant		Phoenix dactylifera	FooDB	Manually Annotated
Plant		Lentinus edodes	FooDB	Manually Annotated
Plant		Citrus x paradisi	FooDB	Manually Annotated
Plant		Rosmarinus officinalis	FooDB	Manually Annotated
Plant		Phytolacca americana	FooDB	Manually Annotated
Plant		Tetragonia tetragonioides	FooDB	Manually Annotated
Plant		Prunus cerasus	FooDB	Manually Annotated
Plant		Thelesperma	FooDB	Manually Annotated
Plant		Vaccinium elliottii	FooDB	Manually Annotated
Plant		Lepidium sativum	FooDB	Manually Annotated
Plant		Castanea crenata	FooDB	Manually Annotated
Plant		Helianthus tuberosus	FooDB	Manually Annotated
Plant		Grifola frondosa	FooDB	Manually Annotated
Plant		Corylus avellana	FooDB	Manually Annotated
Plant		Levisticum officinale	FooDB	Manually Annotated
Plant		Quercus	FooDB	Manually Annotated
Plant		Chamerion angustifolium	FooDB	Manually Annotated
Plant		Ficus carica	FooDB	Manually Annotated
Plant		Beta vulgaris var. rubra	FooDB	Manually Annotated
Plant		Litchi chinensis	FooDB	Manually Annotated
Plant		Malpighia emarginata	FooDB	Manually Annotated
Plant		Ziziphus zizyphus	FooDB	Manually Annotated
Plant		Physalis	FooDB	Manually Annotated
Plant		Pangium edule	FooDB	Manually Annotated
Plant		Matricaria recutita	FooDB	Manually Annotated
Plant			FooDB	Manually Annotated
Plant		Dimocarpus longan	FooDB	Manually Annotated
Plant		Hedysarum alpinum	FooDB	Manually Annotated
Plant		Trigonella foenum-graecum	FooDB	Manually Annotated
Plant		Juglans regia	FooDB	Manually Annotated
Plant		Cynara cardunculus	FooDB	Manually Annotated
Plant		Apium graveolens var. dulce	FooDB	Manually Annotated
Plant		Brassica oleracea var. sabauda	FooDB	Manually Annotated
Plant		Capsicum baccatum var. baccatum	FooDB	Manually Annotated
Plant		Brassica napus	FooDB	Manually Annotated
Plant		Salvia hispanica	FooDB	Manually Annotated
Plant		Asparagus officinalis	FooDB	Manually Annotated
Plant		Agave	FooDB	Manually Annotated
Plant		Artemisia dracunculus	FooDB	Manually Annotated
Plant		Capsicum pubescens	FooDB	Manually Annotated
Plant		Vigna aconitifolia	FooDB	Manually Annotated
Plant		Pimpinella anisum	FooDB	Manually Annotated
Plant		Vitis aestivalis	FooDB	Manually Annotated
Plant		Xanthosoma sagittifolium	FooDB	Manually Annotated
Plant		Eugenia javanica	FooDB	Manually Annotated
Plant		Citrus aurantiifolia	FooDB	Manually Annotated
Plant		Brassica oleracea var. viridis	FooDB	Manually Annotated
Plant		Vitellaria paradoxa	FooDB	Manually Annotated
Plant		Allium	FooDB	Manually Annotated
Plant		Vaccinium stamineum	FooDB	Manually Annotated
Plant		Crateva religiosa	FooDB	Manually Annotated
Plant		Lactuca sativa	FooDB	Manually Annotated
Plant		Basella alba	FooDB	Manually Annotated
Plant		Brassica alboglabra	FooDB	Manually Annotated
Plant		Eragrostis tef	FooDB	Manually Annotated
Plant		Mammea americana	FooDB	Manually Annotated
Plant		Mentha arvensis	FooDB	Manually Annotated
Plant		Diospyros	FooDB	Manually Annotated
Plant		Byrsonima crassifolia	FooDB	Manually Annotated
Plant		Amaranthus	FooDB	Manually Annotated
Plant		Pistacia vera	FooDB	Manually Annotated
Plant		Annona squamosa	FooDB	Manually Annotated
Plant			FooDB	Manually Annotated
Plant		Beta vulgaris	FooDB	Manually Annotated
Plant		Grataegosorbus mitschurinii	FooDB	Manually Annotated
Plant		Solanum lycopersicum var. cerasiforme	FooDB	Manually Annotated
Plant	Fruit	Malus pumila	FooDB	16448186
Plant		Gossypium	FooDB	Manually Annotated
Plant		Punica granatum	FooDB	Manually Annotated
Plant		Vitis	FooDB	Manually Annotated
Plant		Citrus latifolia	FooDB	Manually Annotated
Plant		Origanum x majoricum	FooDB	Manually Annotated
Plant		Carya illinoinensis	FooDB	Manually Annotated
Plant			FooDB	Manually Annotated
Plant		Diospyros virginiana	FooDB	Manually Annotated
Plant		Psophocarpus tetragonolobus	FooDB	Manually Annotated
Plant		Brassica rapa var. chinensis	FooDB	Manually Annotated
Plant		Portulaca oleracea	FooDB	Manually Annotated
Plant		Ribes x nidigrolaria	FooDB	Manually Annotated
Plant		Rubus chamaemorus	FooDB	Manually Annotated
Plant		Malus pumila	FooDB	Manually Annotated
Plant		Rumex	FooDB	Manually Annotated
Plant		Cucumis sativus	FooDB	Manually Annotated
Plant		Cinnamomum aromaticum	FooDB	Manually Annotated
Plant		Eugenia uniflora	FooDB	Manually Annotated
Plant		Ribes rubrum	FooDB	Manually Annotated
Plant		Ipomoea batatas	FooDB	Manually Annotated
Plant		Allium ampeloprasum	FooDB	Manually Annotated
Plant		Chenopodium album	FooDB	Manually Annotated
Plant		Citrullus lanatus var. fistulosus	FooDB	Manually Annotated
Plant		Allium tuberosum	FooDB	Manually Annotated
Plant		Cucurbita maxima	FooDB	Manually Annotated
Plant		Lathyrus sativus	FooDB	Manually Annotated
Plant		Sechium edule	FooDB	Manually Annotated
Plant		Tragopogon porrifolius	FooDB	Manually Annotated
Plant		Brassica oleracea	FooDB	Manually Annotated
Plant		Pastinaca sativa	FooDB	Manually Annotated
Plant		Rubus x loganobaccus	FooDB	Manually Annotated
Plant			FooDB	Manually Annotated
Plant		Sesbania bispinosa	FooDB	Manually Annotated
Plant		Amelanchier alnifolia	FooDB	Manually Annotated
Plant		Gaylussacia baccata	FooDB	Manually Annotated
Plant		Garcinia mangostana	FooDB	Manually Annotated
Plant		Annona reticulata	FooDB	Manually Annotated
Plant		Allium ascalonicum	FooDB	Manually Annotated
Plant		Lactuca sativa l. var. longifolia	FooDB	Manually Annotated
Plant		Curcuma longa	FooDB	Manually Annotated
Plant		Taraxacum officinale	FooDB	Manually Annotated
Plant		Elettaria cardamomum	FooDB	Manually Annotated
Plant		Dioscorea pentaphylla	FooDB	Manually Annotated
Plant		Petasites japonicus	FooDB	Manually Annotated
Plant		Vaccinium myrtilloides	FooDB	Manually Annotated
Plant		Matteuccia struthiopteris	FooDB	Manually Annotated
Plant		Tilia	FooDB	Manually Annotated
Plant		Prunus tomentosa	FooDB	Manually Annotated
Plant		Persea americana	FooDB	Manually Annotated
Plant		Brassica oleracea var. conica	FooDB	Manually Annotated
Plant		Corchorus olitorius	FooDB	Manually Annotated
Plant		Brassica oleracea var. botrytis	FooDB	Manually Annotated
Plant		Cinnamomum verum	FooDB	Manually Annotated
Plant		Chenopodium quinoa	FooDB	Manually Annotated
Plant		Cichorium intybus	FooDB	Manually Annotated
Plant		Lippia graveolens	FooDB	Manually Annotated
Plant		Maranta arundinacea	FooDB	Manually Annotated
Plant		Ananas comosus	FooDB	Manually Annotated
Plant		Cucumis melo	FooDB	Manually Annotated
Plant		Juglans nigra	FooDB	Manually Annotated
Plant		Mentha x piperita	FooDB	Manually Annotated
Plant		Nelumbo	FooDB	Manually Annotated
Plant		Cucurbita moschata	FooDB	Manually Annotated
Plant		Vaccinium deliciosum	FooDB	Manually Annotated
Plant		Macadamia	FooDB	Manually Annotated
Plant		Rosa	FooDB	Manually Annotated
Plant		Apium graveolens var. rapaceum	FooDB	Manually Annotated
Plant		Papaver	FooDB	Manually Annotated
Plant		Capsicum annuum var. annuum	FooDB	Manually Annotated
Plant		Ocimum basilicum	FooDB	Manually Annotated
Plant		Macadamia tetraphylla	FooDB	Manually Annotated
Plant		Brassica rapa var. pekinensis	FooDB	Manually Annotated
Plant		Citrus limon	FooDB	Manually Annotated
Plant		Annona cherimola	FooDB	Manually Annotated
Plant		Capparis spinosa	FooDB	Manually Annotated
Plant		Brassica rapa	FooDB	Manually Annotated
Plant		Prunus virginiana	FooDB	Manually Annotated
Plant		Prunus	FooDB	Manually Annotated
Plant		Sorbus aucuparia	FooDB	Manually Annotated
Plant		Sesamum orientale	FooDB	Manually Annotated
Plant		Carissa macrocarpa	FooDB	Manually Annotated
Plant		Brassica oleracea var. costata	FooDB	Manually Annotated
Plant		Panax	FooDB	Manually Annotated
Plant		Glycine max	FooDB	Manually Annotated
Plant		Artocarpus heterophyllus	FooDB	Manually Annotated
Plant		Satureja hortensis	FooDB	Manually Annotated
Plant		Phaseolus lunatus	FooDB	Manually Annotated
Plant		Vigna umbellata	FooDB	Manually Annotated
Plant		Lagenaria siceraria	FooDB	Manually Annotated
Plant		Rubus occidentalis	FooDB	Manually Annotated
Plant		Allium fistulosum	FooDB	Manually Annotated
Plant		Lens culinaris	FooDB	Manually Annotated
Plant		Capsicum	FooDB	Manually Annotated
Plant		Musa acuminata	FooDB	Manually Annotated
Plant		Lupinus	FooDB	Manually Annotated
Plant		Citrus sinensis	FooDB	Manually Annotated
Plant		Tilia cordata	FooDB	Manually Annotated
Plant		Vigna unguiculata ssp. unguiculata	FooDB	Manually Annotated
Plant		Phyllostachys edulis	FooDB	Manually Annotated
Plant		Linum usitatissimum	FooDB	Manually Annotated
Plant		Ribes glandulosum	FooDB	Manually Annotated
Plant		Luffa aegyptiaca	FooDB	Manually Annotated
Plant		Carum carvi	FooDB	Manually Annotated
Plant		Nelumbo nucifera	FooDB	Manually Annotated
Plant		Cymbopogon citratus	FooDB	Manually Annotated
Plant		Allium schoenoprasum	FooDB	Manually Annotated
Plant		Citrullus lanatus	FooDB	Manually Annotated
Plant		Averrhoa carambola	FooDB	Manually Annotated
Plant		Vaccinium alaskaense	FooDB	Manually Annotated
Plant		Verbena officinalis	FooDB	Manually Annotated
Plant		Prunus domestica	FooDB	Manually Annotated
Plant		Prunus armeniaca	FooDB	Manually Annotated
Plant		Durio zibethinus	FooDB	Manually Annotated
Plant		Vaccinium oxycoccos	FooDB	Manually Annotated
Plant		Bertholletia excelsa	FooDB	Manually Annotated
Plant		Citrus reticulata	FooDB	Manually Annotated
Plant		Ceratonia siliqua	FooDB	Manually Annotated
Plant		Aloysia triphylla	FooDB	Manually Annotated
Plant		Vaccinium parvifolium	FooDB	Manually Annotated
Plant		Brassica rapa var. rapa	FooDB	Manually Annotated
Plant		Capsicum chinense	FooDB	Manually Annotated
Plant		Coriandrum sativum	FooDB	Manually Annotated
Plant		Anethum graveolens	FooDB	Manually Annotated
Plant		Carthamus tinctorius	FooDB	Manually Annotated
Plant		Cicer arietinum	FooDB	Manually Annotated
Plant		Oenothera biennis	FooDB	Manually Annotated
Plant		Prunus persica var. nucipersica	FooDB	Manually Annotated
Plant		Anacardium occidentale	FooDB	Manually Annotated
Plant		Vaccinium reticulatum	FooDB	Manually Annotated
Plant		Satureja montana	FooDB	Manually Annotated
Plant		Vaccinium arboreum	FooDB	Manually Annotated
Plant		Brassica napus var. pabularia	FooDB	Manually Annotated
Plant		Solanum quitoense	FooDB	Manually Annotated
Plant		Diospyros kaki	FooDB	Manually Annotated
Plant		Origanum onites	FooDB	Manually Annotated
Plant		Eriobotrya japonica	FooDB	Manually Annotated
Plant		Virola surinamensis	FooDB	Manually Annotated
Plant		Rumex acetosa	FooDB	Manually Annotated
Plant		Perideridia oregana	FooDB	Manually Annotated
Plant		Theobroma cacao	FooDB	Manually Annotated
Plant		Pyrus pyrifolia	FooDB	Manually Annotated
Plant		Wasabia japonica	FooDB	Manually Annotated
Plant		Brassica oleracea var. capitata	FooDB	Manually Annotated

Source Type	Activity	Data Source	Reference
General Exposome	Not Available	U.S. Environmental Protection Agency	CompTox
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	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	10.22	1.33			uM	Adult (>18 years old)	Female	Gestational diabetes mellitus (GDM)	HMDB	14634727
Human Blood	Detected and Quantified	2365.1	844.5			uM	Adult (>18 years old)	Not Specified	Isovaleric acidemia	HMDB	27329611
Human Blood	Detected and Quantified	130				uM	Adult (>18 years old)	Both	Normal	HMDB	2000815
Human Blood	Detected and Quantified	131				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 Blood	Detected and Quantified	191				uM	Adult (>18 years old)	Both	Normal	HMDB	2000815
Human Blood	Detected and Quantified	202				uM	Adult (>18 years old)	Both	Normal	HMDB	2000815
Human Blood	Detected and Quantified	236				uM	Adult (>18 years old)	Both	Normal	HMDB	2000815
Human Blood	Detected and Quantified	240				uM	Adult (>18 years old)	Both	Normal	HMDB	2000815
Human Blood	Detected and Quantified	246				uM	Adult (>18 years old)	Both	Normal	HMDB	2000815
Human Blood	Detected and Quantified	248				uM	Adult (>18 years old)	Both	Normal	HMDB	2000815
Human Blood	Detected and Quantified	257				uM	Adult (>18 years old)	Both	Normal	HMDB	2000815
Human Blood	Detected and Quantified	267				uM	Adult (>18 years old)	Both	Normal	HMDB	2000815
Human Blood	Detected and Quantified	284				uM	Adult (>18 years old)	Both	Normal	HMDB	2000815
Human Blood	Detected and Quantified	11.42	1.67			uM	Adult (>18 years old)	Both	Normal	HMDB	14634727
Human Blood	Detected and Quantified	122	56			uM	Adult (>18 years old)	Both	Normal	HMDB	21359215
Human Blood	Detected and Quantified	2135.4	665.5			uM	Adult (>18 years old)	Not Specified	Normal	HMDB	27329611
Human Blood	Detected and Quantified	332.789	49.564			uM	Adult (>18 years old)	Male	Normal	HMDB	17069347
Human Blood	Detected and Quantified	339.869	31.863			uM	Adult (>18 years old)	Male	Normal	HMDB	17069347
Human Blood	Detected and Quantified	339.869	42.484			uM	Adult (>18 years old)	Male	Normal	HMDB	17069347
Human Blood	Detected and Quantified	346.950	38.943			uM	Adult (>18 years old)	Male	Normal	HMDB	17069347
Human Cerebrospinal fluid (csf)	Detected and Quantified	36.0	36.0			uM	Adult (>18 years old)	Not Specified	Normal	HMDB	8412012
Human Blood	Detected and Quantified	401.329	90.915			uM	Adult (>18 years old)	Female	Normal	HMDB	9368807
Human Blood	Detected and Quantified	476.384	146.817			uM	Adult (>18 years old)	Both	Normal	HMDB	17313719
Human Blood	Detected and Quantified	49.243	19.314			uM	Adult (>18 years old)	Both	Normal	HMDB	18953024
Human Blood	Detected and Quantified	49.243	19.314			uM	Adult (>18 years old)	Both	Normal	HMDB	21359215
Human Urine	Detected and Quantified	5.2		0.3	13	umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	2702744
Human Feces	Detected and Quantified	55.0518	80.0463			nmol/g wet feces	Not Specified	Not Specified	Normal	HMDB	19573517
Human Blood	Detected and Quantified	80.3	9.331			uM	Adult (>18 years old)	Both	Normal	HMDB	20671299
Human Urine	Detected and Quantified	0.16	0.08			umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human Blood	Detected and Quantified			32.5	41.3	uM	Adult (>18 years old)	Female	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human Blood	Detected and Quantified	37.0	5.7			uM	Adult (>18 years old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
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 Intestine	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 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 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 Urine	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	24023812
Human Saliva	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	20809147
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	1268322
Human Feces	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	19573517
Human Feces	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	20669995
Human Feces	Detected but not Quantified						Infant (0-1 year old)	Both	Normal	HMDB	22411374
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	23940645
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	19636438
Human Feces	Detected but not Quantified						Children (1-13 years old)	Both	Normal	HMDB	19636438
Human Feces	Detected but not Quantified						Infant (0-1 year old)	NULL	Normal	HMDB	24628373
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	22007635
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	24789758
Human Feces	Detected but not Quantified						Infant (0-1 year old)	Not Specified	Normal	HMDB	24628373
Human Feces	Detected but not Quantified						Infant (0-1 year old)	Not Specified	Normal	HMDB	24628373
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	28587349
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

HMDB0000207

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Oleic_acid

METLIN ID

190

PubChem Compound

445639

PDB ID

Not Available

ChEBI ID

16196

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Takahashi K, Rytting JH: Novel approach to improve permeation of ondansetron across shed snake skin as a model membrane. J Pharm Pharmacol. 2001 Jun;53(6):789-94. doi: 10.1211/0022357011776135. [PubMed:11428654 ]
Jensen MD: Gender differences in regional fatty acid metabolism before and after meal ingestion. J Clin Invest. 1995 Nov;96(5):2297-303. doi: 10.1172/JCI118285. [PubMed:7593616 ]
Russell AP, Somm E, Debigare R, Hartley O, Richard D, Gastaldi G, Melotti A, Michaud A, Giacobino JP, Muzzin P, LeBlanc P, Maltais F: COPD results in a reduction in UCP3 long mRNA and UCP3 protein content in types I and IIa skeletal muscle fibers. J Cardiopulm Rehabil. 2004 Sep-Oct;24(5):332-9. doi: 10.1097/00008483-200409000-00009. [PubMed:15602154 ]
Crocker I, Lawson N, Daniels I, Baker P, Fletcher J: Significance of fatty acids in pregnancy-induced immunosuppression. Clin Diagn Lab Immunol. 1999 Jul;6(4):587-93. doi: 10.1128/CDLI.6.4.587-593.1999. [PubMed:10391868 ]
Colette C, Percheron C, Pares-Herbute N, Michel F, Pham TC, Brillant L, Descomps B, Monnier L: Exchanging carbohydrates for monounsaturated fats in energy-restricted diets: effects on metabolic profile and other cardiovascular risk factors. Int J Obes Relat Metab Disord. 2003 Jun;27(6):648-56. doi: 10.1038/sj.ijo.0802299. [PubMed:12833107 ]
Christophe AB, De Greyt WF, Delanghe JR, Huyghebaert AD: Substituting enzymatically interesterified butter for native butter has no effect on lipemia or lipoproteinemia in Man. Ann Nutr Metab. 2000;44(2):61-7. doi: 10.1159/000012822. [PubMed:10970994 ]
de la Maza MP, Hirsch S, Nieto S, Petermann M, Bunout D: Fatty acid composition of liver total lipids in alcoholic patients with and without liver damage. Alcohol Clin Exp Res. 1996 Nov;20(8):1418-22. doi: 10.1111/j.1530-0277.1996.tb01143.x. [PubMed:8947319 ]
Droke EA, Briske-Anderson M, Lukaski HC: Fatty acids alter monolayer integrity, paracellular transport, and iron uptake and transport in Caco-2 cells. Biol Trace Elem Res. 2003 Dec;95(3):219-32. doi: 10.1385/BTER:95:3:219. [PubMed:14665727 ]
Valjakka-Koskela R, Hirvonen J, Monkkonen J, Kiesvaara J, Antila S, Lehtonen L, Urtti A: Transdermal delivery of levosimendan. Eur J Pharm Sci. 2000 Oct;11(4):343-50. doi: 10.1016/s0928-0987(00)00120-2. [PubMed:11033078 ]
Jones AE, Stolinski M, Smith RD, Murphy JL, Wootton SA: Effect of fatty acid chain length and saturation on the gastrointestinal handling and metabolic disposal of dietary fatty acids in women. Br J Nutr. 1999 Jan;81(1):37-43. [PubMed:10341674 ]
Thielitz A, Helmdach M, Ropke EM, Gollnick H: Lipid analysis of follicular casts from cyanoacrylate strips as a new method for studying therapeutic effects of antiacne agents. Br J Dermatol. 2001 Jul;145(1):19-27. doi: 10.1046/j.1365-2133.2001.04276.x. [PubMed:11453902 ]
Richieri GV, Ogata RT, Kleinfeld AM: Equilibrium constants for the binding of fatty acids with fatty acid-binding proteins from adipocyte, intestine, heart, and liver measured with the fluorescent probe ADIFAB. J Biol Chem. 1994 Sep 30;269(39):23918-30. [PubMed:7929039 ]
Lima WP, Carnevali LC Jr, Eder R, Costa Rosa LF, Bacchi EM, Seelaender MC: Lipid metabolism in trained rats: effect of guarana (Paullinia cupana Mart.) supplementation. Clin Nutr. 2005 Dec;24(6):1019-28. doi: 10.1016/j.clnu.2005.08.004. Epub 2005 Sep 22. [PubMed:16182414 ]
Vinggaard AM, Provost JJ, Exton JH, Hansen HS: Arf and RhoA regulate both the cytosolic and the membrane-bound phospholipase D from human placenta. Cell Signal. 1997 Feb;9(2):189-96. doi: 10.1016/s0898-6568(96)00140-4. [PubMed:9113419 ]
Hoffmann GF, Meier-Augenstein W, Stockler S, Surtees R, Rating D, Nyhan WL: Physiology and pathophysiology of organic acids in cerebrospinal fluid. J Inherit Metab Dis. 1993;16(4):648-69. doi: 10.1007/BF00711898. [PubMed:8412012 ]
Mittendorfer B, Liem O, Patterson BW, Miles JM, Klein S: What does the measurement of whole-body fatty acid rate of appearance in plasma by using a fatty acid tracer really mean? Diabetes. 2003 Jul;52(7):1641-8. doi: 10.2337/diabetes.52.7.1641. [PubMed:12829627 ]
Cater NB, Denke MA: Behenic acid is a cholesterol-raising saturated fatty acid in humans. Am J Clin Nutr. 2001 Jan;73(1):41-4. doi: 10.1093/ajcn/73.1.41. [PubMed:11124748 ]
Bajaj M, Suraamornkul S, Romanelli A, Cline GW, Mandarino LJ, Shulman GI, DeFronzo RA: Effect of a sustained reduction in plasma free fatty acid concentration on intramuscular long-chain fatty Acyl-CoAs and insulin action in type 2 diabetic patients. Diabetes. 2005 Nov;54(11):3148-53. doi: 10.2337/diabetes.54.11.3148. [PubMed:16249438 ]
Andersen TC, Pedersen JF, Nordentoft T, Olsen O: Fat and mesenteric blood flow. Scand J Gastroenterol. 1999 Sep;34(9):894-7. doi: 10.1080/003655299750025363. [PubMed:10522608 ]
Ayala-Bravo HA, Quintanar-Guerrero D, Naik A, Kalia YN, Cornejo-Bravo JM, Ganem-Quintanar A: Effects of sucrose oleate and sucrose laureate on in vivo human stratum corneum permeability. Pharm Res. 2003 Aug;20(8):1267-73. doi: 10.1023/a:1025013401471. [PubMed:12948025 ]
Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for Oleic acid (MMDBc0000066)

MOL for #<Metabolite:0x00007fdb0dc685c8>

3D MOL for #<Metabolite:0x00007fdb0dc685c8>

3D SDF for #<Metabolite:0x00007fdb0dc685c8>

3D-SDF for #<Metabolite:0x00007fdb0dc685c8>

PDB for #<Metabolite:0x00007fdb0dc685c8>

3D PDB for #<Metabolite:0x00007fdb0dc685c8>

SMILES for #<Metabolite:0x00007fdb0dc685c8>

INCHI for #<Metabolite:0x00007fdb0dc685c8>

Structure for #<Metabolite:0x00007fdb0dc685c8>

3D Structure for #<Metabolite:0x00007fdb0dc685c8>