MiMeDB: Showing metabocard for Nervonic acid (MMDBc0048106)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 21:50:52 UTC

Update Date

2024-04-30 20:35:41 UTC

Metabolite ID

MMDBc0048106

Metabolite Identification

Common Name

Nervonic acid

Description

Nervonic acid is a long chain unsaturated fatty acid that is enriched in sphingomyelin. It consists of choline, sphingosine, phosphoric acid, and fatty acid. Nervonic acid may enhance the brain functions and prevent demyelination (Chemical Land21). Research shows that there is negative relationship between nervonic acid and obesity-related risk factors (PMID:16394593 ). Demyelination in adrenoleukodystrophy (ALD) is associated with an accumulation of very long chain saturated fatty acids stemming from a genetic defect in the peroxisomal beta oxidation system responsible for the chain shortening of these fatty acids. Sphingolipids from post mortem ALD brain have decreased levels of nervonic acid, 24:1(n-9), and increased levels of stearic acid, 18:0. (PMID:8072429 ).

Structure

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


  Mrv1533007131514022D          

 28 27  0  0  0  0            999 V2000
    2.4237    9.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1382    9.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1382    8.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8526    7.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8526    7.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5671    6.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5671    5.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2816    5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2816    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9961    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8539    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5684    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2829    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9974    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7118    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4263    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1408    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8552    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5697    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2842    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7131    4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987    3.4618    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.5671    4.2868    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9961    3.4618    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  2  0  0  0  0
 26 24  1  0  0  0  0
 27  9  1  0  0  0  0
 28 10  1  0  0  0  0
M  CHG  1  26  -1
M  END

HMDB0303950
     RDKit          3D
(15Z)-tetracosenoate
 71 70  0  0  0  0  0  0  0  0999 V2000
   -7.3967   -4.2637    1.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7089   -3.1464    0.9321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7039   -2.0811    0.5611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0920   -0.9503   -0.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9849   -0.2645    0.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4617    0.8566   -0.2578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3612    1.6262    0.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9456    2.7363   -0.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8672    3.5417   -0.0795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6883    3.6811   -0.6486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3413    3.0290   -1.8836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2544    2.0360   -1.9643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1416    2.3251   -1.6623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5653    2.7201   -0.2902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2280    1.7215    0.7555 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6666    0.3417    0.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0841   -0.0531    0.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9470    0.3750   -0.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3604   -0.1942   -0.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3551   -1.6782   -0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7510   -2.2507   -0.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3827   -1.8166    1.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7869   -2.3844    1.3361 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7089   -1.9504    0.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8771   -2.4185    0.1541 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3090   -0.9833   -0.6195 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.7720   -3.8628    2.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6731   -5.0822    1.9273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2156   -4.7189    1.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9113   -2.7644    1.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2146   -3.5941    0.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4298   -2.5760   -0.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2724   -1.7020    1.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8519   -0.1763   -0.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7159   -1.3020   -1.1738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2168   -1.0018    0.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4029    0.1947    1.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3157    1.5630   -0.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1092    0.5262   -1.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7742    2.1470    1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4930    1.0077    0.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8739    3.4090   -0.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9124    2.3669   -1.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0173    4.0938    0.8673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9373    4.3502   -0.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2163    2.5685   -2.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9807    3.9015   -2.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6136    1.0876   -1.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2748    1.6709   -3.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7458    1.3786   -1.8933 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5820    3.0487   -2.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0726    3.6826    0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6655    2.9512   -0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5978    2.2008    1.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0945    1.7724    0.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2002   -0.2038   -0.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1907   -0.2003    1.6101 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1005   -1.1891    0.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5669    0.2588    1.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5765   -0.1347   -1.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0720    1.4420   -0.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8096    0.2432    0.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9402    0.1953   -1.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8079   -2.0940    0.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8975   -2.0376   -1.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6270   -3.3608   -0.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2969   -1.9955   -1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3964   -0.7241    1.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7719   -2.2287    2.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6976   -3.5059    1.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1273   -2.1600    2.3575 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  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 17 58  1  0
 17 59  1  0
 18 60  1  0
 18 61  1  0
 19 62  1  0
 19 63  1  0
 20 64  1  0
 20 65  1  0
 21 66  1  0
 21 67  1  0
 22 68  1  0
 22 69  1  0
 23 70  1  0
 23 71  1  0
M  CHG  1  26  -1
M  END


  Mrv1533007131514022D          

 28 27  0  0  0  0            999 V2000
    2.4237    9.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1382    9.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1382    8.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8526    7.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8526    7.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5671    6.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5671    5.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2816    5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2816    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9961    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8539    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5684    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2829    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9974    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7118    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4263    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1408    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8552    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5697    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2842    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7131    4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987    3.4618    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.5671    4.2868    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9961    3.4618    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  2  0  0  0  0
 26 24  1  0  0  0  0
 27  9  1  0  0  0  0
 28 10  1  0  0  0  0
M  CHG  1  26  -1
M  END
> <DATABASE_ID>
MMDBc0048106

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(CCCCCCCC)=C(/[H])CCCCCCCCCCCCCC([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H46O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24(25)26/h9-10H,2-8,11-23H2,1H3,(H,25,26)/p-1/b10-9-

> <INCHI_KEY>
GWHCXVQVJPWHRF-KTKRTIGZSA-M

> <FORMULA>
C24H45O2

> <MOLECULAR_WEIGHT>
365.623

> <EXACT_MASS>
365.342504269

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
49.41904824419559

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(15Z)-tetracos-15-enoate

> <ALOGPS_LOGP>
9.62

> <JCHEM_LOGP>
9.451210441

> <ALOGPS_LOGS>
-7.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.952019655228562

> <JCHEM_POLAR_SURFACE_AREA>
40.129999999999995

> <JCHEM_REFRACTIVITY>
125.8453

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.12e-06 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nervonate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303950
     RDKit          3D
(15Z)-tetracosenoate
 71 70  0  0  0  0  0  0  0  0999 V2000
   -7.3967   -4.2637    1.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7089   -3.1464    0.9321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7039   -2.0811    0.5611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0920   -0.9503   -0.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9849   -0.2645    0.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4617    0.8566   -0.2578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3612    1.6262    0.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9456    2.7363   -0.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8672    3.5417   -0.0795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6883    3.6811   -0.6486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3413    3.0290   -1.8836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2544    2.0360   -1.9643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1416    2.3251   -1.6623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5653    2.7201   -0.2902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2280    1.7215    0.7555 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6666    0.3417    0.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0841   -0.0531    0.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9470    0.3750   -0.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3604   -0.1942   -0.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3551   -1.6782   -0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7510   -2.2507   -0.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3827   -1.8166    1.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7869   -2.3844    1.3361 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7089   -1.9504    0.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8771   -2.4185    0.1541 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3090   -0.9833   -0.6195 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.7720   -3.8628    2.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6731   -5.0822    1.9273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2156   -4.7189    1.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9113   -2.7644    1.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2146   -3.5941    0.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4298   -2.5760   -0.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2724   -1.7020    1.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8519   -0.1763   -0.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7159   -1.3020   -1.1738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2168   -1.0018    0.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4029    0.1947    1.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3157    1.5630   -0.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1092    0.5262   -1.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7742    2.1470    1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4930    1.0077    0.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8739    3.4090   -0.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9124    2.3669   -1.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0173    4.0938    0.8673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9373    4.3502   -0.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2163    2.5685   -2.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9807    3.9015   -2.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6136    1.0876   -1.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2748    1.6709   -3.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7458    1.3786   -1.8933 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5820    3.0487   -2.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0726    3.6826    0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6655    2.9512   -0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5978    2.2008    1.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0945    1.7724    0.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2002   -0.2038   -0.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1907   -0.2003    1.6101 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1005   -1.1891    0.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5669    0.2588    1.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5765   -0.1347   -1.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0720    1.4420   -0.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8096    0.2432    0.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9402    0.1953   -1.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8079   -2.0940    0.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8975   -2.0376   -1.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6270   -3.3608   -0.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2969   -1.9955   -1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3964   -0.7241    1.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7719   -2.2287    2.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6976   -3.5059    1.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1273   -2.1600    2.3575 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  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 17 58  1  0
 17 59  1  0
 18 60  1  0
 18 61  1  0
 19 62  1  0
 19 63  1  0
 20 64  1  0
 20 65  1  0
 21 66  1  0
 21 67  1  0
 22 68  1  0
 22 69  1  0
 23 70  1  0
 23 71  1  0
M  CHG  1  26  -1
M  END

HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0       4.524  18.012   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.858  17.242   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.858  15.702   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.192  14.932   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.192  13.392   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.525  12.622   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.525  11.082   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.859  10.312   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.859   8.772   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.193   8.002   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.526   8.772   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.860   8.002   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.194   8.772   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.527   8.002   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.861   8.772   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      19.195   8.002   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.528   8.772   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.862   8.002   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      23.196   8.772   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      24.529   8.002   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      25.863   8.772   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      27.197   8.002   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      28.530   8.772   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      29.864   8.002   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      31.198   8.772   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      29.864   6.462   0.000  0.00  0.00           O-1
HETATM   27  H   UNK     0       8.525   8.002   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0      11.193   6.462   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   27                                                  
CONECT   10    9   11   28                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27    9                                                            
CONECT   28   10                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   54    0
END

COMPND    HMDB0303950
HETATM    1  C1  UNL     1      -7.397  -4.264   1.699  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.709  -3.146   0.932  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.704  -2.081   0.561  1.00  0.00           C  
HETATM    4  C4  UNL     1      -7.092  -0.950  -0.199  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.985  -0.265   0.603  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.462   0.857  -0.258  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.361   1.626   0.391  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.946   2.736  -0.601  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.867   3.542  -0.079  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.688   3.681  -0.649  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.341   3.029  -1.884  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.254   2.036  -1.964  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.142   2.325  -1.662  1.00  0.00           C  
HETATM   14  C14 UNL     1       1.565   2.720  -0.290  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.228   1.722   0.756  1.00  0.00           C  
HETATM   16  C16 UNL     1       1.667   0.342   0.696  1.00  0.00           C  
HETATM   17  C17 UNL     1       3.084  -0.053   0.721  1.00  0.00           C  
HETATM   18  C18 UNL     1       3.947   0.375  -0.389  1.00  0.00           C  
HETATM   19  C19 UNL     1       5.360  -0.194  -0.203  1.00  0.00           C  
HETATM   20  C20 UNL     1       5.355  -1.678  -0.198  1.00  0.00           C  
HETATM   21  C21 UNL     1       6.751  -2.251  -0.079  1.00  0.00           C  
HETATM   22  C22 UNL     1       7.383  -1.817   1.194  1.00  0.00           C  
HETATM   23  C23 UNL     1       8.787  -2.384   1.336  1.00  0.00           C  
HETATM   24  C24 UNL     1       9.709  -1.950   0.285  1.00  0.00           C  
HETATM   25  O1  UNL     1      10.877  -2.419   0.154  1.00  0.00           O  
HETATM   26  O2  UNL     1       9.309  -0.983  -0.620  1.00  0.00           O1-
HETATM   27  H1  UNL     1      -7.772  -3.863   2.660  1.00  0.00           H  
HETATM   28  H2  UNL     1      -6.673  -5.082   1.927  1.00  0.00           H  
HETATM   29  H3  UNL     1      -8.216  -4.719   1.104  1.00  0.00           H  
HETATM   30  H4  UNL     1      -5.911  -2.764   1.605  1.00  0.00           H  
HETATM   31  H5  UNL     1      -6.215  -3.594   0.050  1.00  0.00           H  
HETATM   32  H6  UNL     1      -8.430  -2.576  -0.148  1.00  0.00           H  
HETATM   33  H7  UNL     1      -8.272  -1.702   1.413  1.00  0.00           H  
HETATM   34  H8  UNL     1      -7.852  -0.176  -0.393  1.00  0.00           H  
HETATM   35  H9  UNL     1      -6.716  -1.302  -1.174  1.00  0.00           H  
HETATM   36  H10 UNL     1      -5.217  -1.002   0.866  1.00  0.00           H  
HETATM   37  H11 UNL     1      -6.403   0.195   1.522  1.00  0.00           H  
HETATM   38  H12 UNL     1      -6.316   1.563  -0.413  1.00  0.00           H  
HETATM   39  H13 UNL     1      -5.109   0.526  -1.247  1.00  0.00           H  
HETATM   40  H14 UNL     1      -4.774   2.147   1.276  1.00  0.00           H  
HETATM   41  H15 UNL     1      -3.493   1.008   0.681  1.00  0.00           H  
HETATM   42  H16 UNL     1      -4.874   3.409  -0.584  1.00  0.00           H  
HETATM   43  H17 UNL     1      -3.912   2.367  -1.612  1.00  0.00           H  
HETATM   44  H18 UNL     1      -3.017   4.094   0.867  1.00  0.00           H  
HETATM   45  H19 UNL     1      -0.937   4.350  -0.188  1.00  0.00           H  
HETATM   46  H20 UNL     1      -2.216   2.569  -2.424  1.00  0.00           H  
HETATM   47  H21 UNL     1      -0.981   3.901  -2.574  1.00  0.00           H  
HETATM   48  H22 UNL     1      -0.614   1.088  -1.426  1.00  0.00           H  
HETATM   49  H23 UNL     1      -0.275   1.671  -3.065  1.00  0.00           H  
HETATM   50  H24 UNL     1       1.746   1.379  -1.893  1.00  0.00           H  
HETATM   51  H25 UNL     1       1.582   3.049  -2.422  1.00  0.00           H  
HETATM   52  H26 UNL     1       1.073   3.683   0.046  1.00  0.00           H  
HETATM   53  H27 UNL     1       2.665   2.951  -0.281  1.00  0.00           H  
HETATM   54  H28 UNL     1       1.598   2.201   1.736  1.00  0.00           H  
HETATM   55  H29 UNL     1       0.094   1.772   0.929  1.00  0.00           H  
HETATM   56  H30 UNL     1       1.200  -0.204  -0.207  1.00  0.00           H  
HETATM   57  H31 UNL     1       1.191  -0.200   1.610  1.00  0.00           H  
HETATM   58  H32 UNL     1       3.101  -1.189   0.850  1.00  0.00           H  
HETATM   59  H33 UNL     1       3.567   0.259   1.719  1.00  0.00           H  
HETATM   60  H34 UNL     1       3.577  -0.135  -1.323  1.00  0.00           H  
HETATM   61  H35 UNL     1       4.072   1.442  -0.517  1.00  0.00           H  
HETATM   62  H36 UNL     1       5.810   0.243   0.714  1.00  0.00           H  
HETATM   63  H37 UNL     1       5.940   0.195  -1.062  1.00  0.00           H  
HETATM   64  H38 UNL     1       4.808  -2.094   0.684  1.00  0.00           H  
HETATM   65  H39 UNL     1       4.898  -2.038  -1.145  1.00  0.00           H  
HETATM   66  H40 UNL     1       6.627  -3.361  -0.089  1.00  0.00           H  
HETATM   67  H41 UNL     1       7.297  -1.996  -1.003  1.00  0.00           H  
HETATM   68  H42 UNL     1       7.396  -0.724   1.357  1.00  0.00           H  
HETATM   69  H43 UNL     1       6.772  -2.229   2.043  1.00  0.00           H  
HETATM   70  H44 UNL     1       8.698  -3.506   1.256  1.00  0.00           H  
HETATM   71  H45 UNL     1       9.127  -2.160   2.357  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   30   31
CONECT    3    4   32   33
CONECT    4    5   34   35
CONECT    5    6   36   37
CONECT    6    7   38   39
CONECT    7    8   40   41
CONECT    8    9   42   43
CONECT    9   10   10   44
CONECT   10   11   45
CONECT   11   12   46   47
CONECT   12   13   48   49
CONECT   13   14   50   51
CONECT   14   15   52   53
CONECT   15   16   54   55
CONECT   16   17   56   57
CONECT   17   18   58   59
CONECT   18   19   60   61
CONECT   19   20   62   63
CONECT   20   21   64   65
CONECT   21   22   66   67
CONECT   22   23   68   69
CONECT   23   24   70   71
CONECT   24   25   25   26
END

HMDB0303950
     RDKit          3D
(15Z)-tetracosenoate
 71 70  0  0  0  0  0  0  0  0999 V2000
   -7.3967   -4.2637    1.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7089   -3.1464    0.9321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7039   -2.0811    0.5611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0920   -0.9503   -0.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9849   -0.2645    0.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4617    0.8566   -0.2578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3612    1.6262    0.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9456    2.7363   -0.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8672    3.5417   -0.0795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6883    3.6811   -0.6486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3413    3.0290   -1.8836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2544    2.0360   -1.9643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1416    2.3251   -1.6623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5653    2.7201   -0.2902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2280    1.7215    0.7555 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6666    0.3417    0.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0841   -0.0531    0.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9470    0.3750   -0.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3604   -0.1942   -0.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3551   -1.6782   -0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7510   -2.2507   -0.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3827   -1.8166    1.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7869   -2.3844    1.3361 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7089   -1.9504    0.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8771   -2.4185    0.1541 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3090   -0.9833   -0.6195 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.7720   -3.8628    2.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6731   -5.0822    1.9273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2156   -4.7189    1.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9113   -2.7644    1.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2146   -3.5941    0.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4298   -2.5760   -0.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2724   -1.7020    1.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8519   -0.1763   -0.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7159   -1.3020   -1.1738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2168   -1.0018    0.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4029    0.1947    1.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3157    1.5630   -0.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1092    0.5262   -1.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7742    2.1470    1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4930    1.0077    0.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8739    3.4090   -0.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9124    2.3669   -1.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0173    4.0938    0.8673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9373    4.3502   -0.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2163    2.5685   -2.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9807    3.9015   -2.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6136    1.0876   -1.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2748    1.6709   -3.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7458    1.3786   -1.8933 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5820    3.0487   -2.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0726    3.6826    0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6655    2.9512   -0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5978    2.2008    1.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0945    1.7724    0.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2002   -0.2038   -0.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1907   -0.2003    1.6101 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1005   -1.1891    0.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5669    0.2588    1.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5765   -0.1347   -1.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0720    1.4420   -0.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8096    0.2432    0.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9402    0.1953   -1.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8079   -2.0940    0.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8975   -2.0376   -1.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6270   -3.3608   -0.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2969   -1.9955   -1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3964   -0.7241    1.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7719   -2.2287    2.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6976   -3.5059    1.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1273   -2.1600    2.3575 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  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 17 58  1  0
 17 59  1  0
 18 60  1  0
 18 61  1  0
 19 62  1  0
 19 63  1  0
 20 64  1  0
 20 65  1  0
 21 66  1  0
 21 67  1  0
 22 68  1  0
 22 69  1  0
 23 70  1  0
 23 71  1  0
M  CHG  1  26  -1
M  END

Synonyms

Value	Source
(Z)-15-Tetracosenoate	ChEBI
(Z)-Tetracos-15-enoate	ChEBI
cis-15-Tetracosenoate	ChEBI
cis-Delta(15)-Tetracosenoate	ChEBI
Nervonate	ChEBI
(Z)-15-Tetracosenoic acid	Generator
(Z)-Tetracos-15-enoic acid	Generator
cis-15-Tetracosenoic acid	Generator
cis-delta(15)-Tetracosenoic acid	Generator
cis-Δ(15)-tetracosenoate	Generator
cis-Δ(15)-tetracosenoic acid	Generator
Nervonic acid	Generator
(15Z)-Tetracosenoic acid	Generator
(15Z)-Tetracosenoate	ChEBI

Molecular Formula

C₂₄H₄₅O₂

Average Mass

365.623

Monoisotopic Mass

365.342504269

IUPAC Name

(15Z)-tetracos-15-enoate

Traditional Name

nervonate

CAS Registry Number

506-37-6

SMILES

[H]\C(CCCCCCCC)=C(/[H])CCCCCCCCCCCCCC([O-])=O

InChI Identifier

InChI=1S/C24H46O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24(25)26/h9-10H,2-8,11-23H2,1H3,(H,25,26)/p-1/b10-9-

InChI Key

GWHCXVQVJPWHRF-KTKRTIGZSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Very long-chain fatty acids

Alternative Parents

Substituents

Very 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
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

straight-chain fatty acid anion (CHEBI:32392 )
unsaturated fatty acid anion (CHEBI:32392 )
very long-chain fatty acid anion (CHEBI:32392 )
tetracosenoate (CHEBI:32392 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	9.1e-06 g/L	ALOGPS
logP	9.62	ALOGPS
logP	9.45	ChemAxon
logS	-7.6	ALOGPS
pKa (Strongest Acidic)	4.95	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	40.13 Å²	ChemAxon
Rotatable Bond Count	21	ChemAxon
Refractivity	125.85 m³·mol⁻¹	ChemAxon
Polarizability	49.42 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0009000000-d2ac37dfa70ae41ce0d8	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01b9-0009000000-ec62118df1d8551ccd58	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-4349000000-28a9f10f04b876648804	2019-02-23	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Feces
Placenta

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0001124	Nervonic acid	Nervonyl CoA	Not Available	VMH	15292367
MMDBr0004645	Nervonyl CoA	Nervonic acid	Not Available	VMH	0
MMDBr0009989	Nervonic acid	Nervonyl CoA	Not Available	VMH	30371894
MMDBr0010213	Cholest-5-En-3Beta-Yl (15Z-Tetracosenoate)	Cholesterol	carboxyl ester lipase	VMH; KEGG	30371894
MMDBr0010251	Cholest-5-En-3Beta-Yl (15Z-Tetracosenoate)	Cholesterol	carboxyl ester lipase	VMH; KEGG	30371894

Health Effects and Bioactivity

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

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Actinobacteria	1	Human
Eukaryota/Fungi	Basidiomycota	3	Human feces

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified							HMDB
Human Blood	Detected and Quantified	77.5	21.6	uM	Adult (>18 years old)	Not Specified	Isovaleric acidemia	HMDB	27329611
Human Blood	Detected and Quantified	0.070	0.006	uM	Adult (>18 years old)	Both	Normal	HMDB	20671299
Human Blood	Detected and Quantified	0.900	0.974	uM	Adult (>18 years old)	Both	Normal	HMDB	18953024
Human Blood	Detected and Quantified	0.900	0.974	uM	Adult (>18 years old)	Both	Normal	HMDB	21359215
Human Blood	Detected and Quantified	34.532	23.730	uM	Adult (>18 years old)	Female	Normal	HMDB	9368807
Human Blood	Detected and Quantified	68.5	18.2	uM	Adult (>18 years old)	Not Specified	Normal	HMDB	27329611
Human Placenta	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
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	25037050

External Links

HMDB ID

HMDB0303950

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030088

KNApSAcK ID

Not Available

Chemspider ID

4574386

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

32392

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Sargent JR, Coupland K, Wilson R: Nervonic acid and demyelinating disease. Med Hypotheses. 1994 Apr;42(4):237-42. doi: 10.1016/0306-9877(94)90122-8. [PubMed:8072429 ]
Bitsanis D, Crawford MA, Moodley T, Holmsen H, Ghebremeskel K, Djahanbakhch O: Arachidonic acid predominates in the membrane phosphoglycerides of the early and term human placenta. J Nutr. 2005 Nov;135(11):2566-71. doi: 10.1093/jn/135.11.2566. [PubMed:16251612 ]
Oda E, Hatada K, Kimura J, Aizawa Y, Thanikachalam PV, Watanabe K: Relationships between serum unsaturated fatty acids and coronary risk factors: negative relations between nervonic acid and obesity-related risk factors. Int Heart J. 2005 Nov;46(6):975-85. doi: 10.1536/ihj.46.975. [PubMed:16394593 ]
Laasonen M, Erkkila AT, Isotalo E, Maenpaa PK, Pulkkinen JJ, Virsu V, Haapanen ML: Serum lipid fatty acids and temporal processing acuity in children with oral clefts. Prostaglandins Leukot Essent Fatty Acids. 2006 Apr;74(4):263-70. doi: 10.1016/j.plefa.2006.01.008. Epub 2006 Mar 20. [PubMed:16545557 ]
Karlsson M, Marild S, Brandberg J, Lonn L, Friberg P, Strandvik B: Serum phospholipid fatty acids, adipose tissue, and metabolic markers in obese adolescents. Obesity (Silver Spring). 2006 Nov;14(11):1931-9. doi: 10.1038/oby.2006.225. [PubMed:17135608 ]
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 Nervonic acid (MMDBc0048106)

MOL for #<Metabolite:0x00007fdb0d6551e0>

3D MOL for #<Metabolite:0x00007fdb0d6551e0>

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3D PDB for #<Metabolite:0x00007fdb0d6551e0>

SMILES for #<Metabolite:0x00007fdb0d6551e0>

INCHI for #<Metabolite:0x00007fdb0d6551e0>

Structure for #<Metabolite:0x00007fdb0d6551e0>

3D Structure for #<Metabolite:0x00007fdb0d6551e0>