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Showing metabocard for Erucic acid (HMDB0002068)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 14:17:35 UTC
Update Date2022-03-07 02:49:12 UTC
HMDB IDHMDB0002068
Secondary Accession Numbers
  • HMDB02068
Metabolite Identification
Common NameErucic acid
DescriptionErucic acid is a 22-carbon, monounsaturated omega-9 fatty acid found mainly in the Brassica family of plants such as canola, rapeseed, wallflower seed, mustard seed as well as Brussels spouts and broccoli. Some Brassica cultivars can have up to 40 to 50 percent of their oil recovered as erucic acid. Erucic acid is also known as cis-13-docosenoic acid. The trans isomer is known as brassidic acid. Erucic acid occurs in nature only along with bitter-tasting compounds. Erucic acid has many of the same uses as mineral oils but with the advantage that it is more readily bio-degradable. Its high tolerance to temperature makes it suitable for transmission oil. Erucic acid’s ability to polymerize and dry means it can be - and is - used as a binder for oil paints. Increased levels of eicosenoic acid (20:Ln9) and erucic acid (22:1N9) have been found in the red blood cell membranes of autistic subjects with developmental regression (PMID: 16581239 ). Erucic acid is broken down long-chain acyl-coenzyme A (CoA) dehydrogenase, which is produced in the liver. This enzyme breaks this long chain fatty acid into shorter-chain fatty acids. Human infants have relatively low amounts of this enzyme and because of this, babies should not be given foods high in erucic acid. Food-grade rapeseed oil (also known as canola oil) is regulated to a maximum of 2% erucic acid by weight in the US and 5% in the EU, with special regulations for infant food. Canola was bred from rapeseed cultivars of B. napus and B. rapa at the University of Manitoba, Canada. Canola oil is derived from a variety of rapeseed that is low in erucic acid.
Structure
Data?1582752227
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0002068 (Erucic acid)


  Mrv1652309042000262D          

 24 23  0  0  0  0            999 V2000
 9995.4484 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.1632 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.8781 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5929 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3081 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0216 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8485 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.5620 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2777 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.9932 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.7067 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.4224 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.1379 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.8535 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.5691 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.7337 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.0189 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.3040 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.5892 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.8744 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.1577 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.4428 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.7279 9997.0199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9990.4428 9998.2571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 16  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
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  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
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
M  END
Download

3D MOL for HMDB0002068 (Erucic acid)

HMDB0002068
     RDKit          3D
Erucic acid
 66 65  0  0  0  0  0  0  0  0999 V2000
    8.1745   -2.0910   -0.9484 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0949   -1.1050   -0.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6422    0.2775   -0.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6105    1.2971    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5208    1.3654   -0.9951 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4655    2.3870   -0.6140 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8209    2.0597    0.7074 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1389    0.6958    0.6716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5523    0.4816    1.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2859    0.3068    2.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2993    0.3106    1.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3647   -1.0508    1.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4041   -1.1980    0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5168   -0.2091    0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5036   -0.4269   -0.9467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1453   -1.7482   -0.9825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8524   -2.2038    0.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9923   -1.6234    0.8663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0525   -0.3600    1.5573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9598    0.9934    1.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9698    1.5677    0.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2605    1.0135   -1.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7546    0.0348   -1.7180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2790    1.6408   -1.9315 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4962   -2.7022   -0.0621 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0747   -1.5312   -1.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8318   -2.7863   -1.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6011   -1.4949    0.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3556   -1.1209   -1.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4759    0.3355    0.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0894    0.5479   -1.3956 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2427    0.9589    1.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0425    2.2915    0.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9699    1.7027   -1.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0379    0.3883   -1.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9650    3.3681   -0.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6917    2.4696   -1.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5456    2.0237    1.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0585    2.8161    0.9152 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9564   -0.0997    0.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5251    0.5530   -0.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2466    0.4703    2.8515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9435    0.1507    3.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4596    1.1062    1.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6362    0.6394    0.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8074   -1.2613    2.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4313   -1.7956    0.9291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9738   -1.1513   -0.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8333   -2.2162    0.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1918    0.8396    0.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0341   -0.3328    1.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1904    0.3899   -1.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8482   -0.3085   -1.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8406   -1.7477   -1.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3852   -2.5440   -1.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1665   -3.3175   -0.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0490   -2.5255    1.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9007   -1.8013    0.1802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2576   -2.4272    1.7034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2049   -0.4271    2.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9668   -0.3593    2.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0937    1.6633    2.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9371    1.3656    0.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9608    1.7478    0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6485    2.6588   -0.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0175    1.0485   -2.2297 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  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 18 58  1  0
 18 59  1  0
 19 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 24 66  1  0
M  END
Download

3D SDF for HMDB0002068 (Erucic acid)


  Mrv1652309042000262D          

 24 23  0  0  0  0            999 V2000
 9995.4484 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.1632 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.8781 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5929 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3081 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0216 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8485 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.5620 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2777 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.9932 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.7067 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.4224 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.1379 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.8535 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.5691 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.7337 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.0189 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.3040 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.5892 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.8744 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.1577 9997.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.4428 9997.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.7279 9997.0199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9990.4428 9998.2571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 16  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
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  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
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002068

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C22H42O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h9-10H,2-8,11-21H2,1H3,(H,23,24)/b10-9-

> <INCHI_KEY>
DPUOLQHDNGRHBS-KTKRTIGZSA-N

> <FORMULA>
C22H42O2

> <MOLECULAR_WEIGHT>
338.5677

> <EXACT_MASS>
338.318480588

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
45.6006376809593

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(13Z)-docos-13-enoic acid

> <ALOGPS_LOGP>
8.97

> <JCHEM_LOGP>
8.562073111

> <ALOGPS_LOGS>
-7.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.952019655228562

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
105.80619999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.27e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
erucic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0002068 (Erucic acid)

HMDB0002068
     RDKit          3D
Erucic acid
 66 65  0  0  0  0  0  0  0  0999 V2000
    8.1745   -2.0910   -0.9484 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0949   -1.1050   -0.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6422    0.2775   -0.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6105    1.2971    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5208    1.3654   -0.9951 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4655    2.3870   -0.6140 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8209    2.0597    0.7074 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1389    0.6958    0.6716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5523    0.4816    1.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2859    0.3068    2.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2993    0.3106    1.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3647   -1.0508    1.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4041   -1.1980    0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5168   -0.2091    0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5036   -0.4269   -0.9467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1453   -1.7482   -0.9825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8524   -2.2038    0.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9923   -1.6234    0.8663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0525   -0.3600    1.5573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9598    0.9934    1.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9698    1.5677    0.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2605    1.0135   -1.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7546    0.0348   -1.7180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2790    1.6408   -1.9315 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4962   -2.7022   -0.0621 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0747   -1.5312   -1.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8318   -2.7863   -1.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6011   -1.4949    0.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3556   -1.1209   -1.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4759    0.3355    0.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0894    0.5479   -1.3956 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2427    0.9589    1.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0425    2.2915    0.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9699    1.7027   -1.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0379    0.3883   -1.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9650    3.3681   -0.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6917    2.4696   -1.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5456    2.0237    1.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0585    2.8161    0.9152 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9564   -0.0997    0.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5251    0.5530   -0.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2466    0.4703    2.8515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9435    0.1507    3.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4596    1.1062    1.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6362    0.6394    0.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8074   -1.2613    2.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4313   -1.7956    0.9291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9738   -1.1513   -0.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8333   -2.2162    0.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1918    0.8396    0.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0341   -0.3328    1.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1904    0.3899   -1.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8482   -0.3085   -1.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8406   -1.7477   -1.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3852   -2.5440   -1.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1665   -3.3175   -0.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0490   -2.5255    1.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9007   -1.8013    0.1802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2576   -2.4272    1.7034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2049   -0.4271    2.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9668   -0.3593    2.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0937    1.6633    2.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9371    1.3656    0.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9608    1.7478    0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6485    2.6588   -0.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0175    1.0485   -2.2297 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  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 18 58  1  0
 18 59  1  0
 19 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 24 66  1  0
M  END
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PDB for HMDB0002068 (Erucic acid)

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0    8658.1708661.104   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8659.5058661.872   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8660.8398661.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8662.1738661.872   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8663.5088661.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8664.8408661.872   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8666.3848661.872   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8667.7168661.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8669.0528661.872   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8670.3878661.104   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8671.7198661.872   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8673.0558661.104   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8674.3918661.872   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8675.7278661.104   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8677.0628661.872   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8656.8368661.872   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8655.5028661.104   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8654.1678661.872   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8652.8338661.104   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8651.4998661.872   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8650.1618661.104   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8648.8278661.872   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0    8647.4928661.104   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0    8648.8278663.413   0.000  0.00  0.00           O+0
CONECT    1    2   16                                                       
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                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16    1   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   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   46    0
END
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3D PDB for HMDB0002068 (Erucic acid)

COMPND    HMDB0002068
HETATM    1  C1  UNL     1       8.175  -2.091  -0.948  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.095  -1.105  -0.537  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.642   0.277  -0.394  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.610   1.297   0.021  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.521   1.365  -0.995  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.465   2.387  -0.614  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.821   2.060   0.707  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.139   0.696   0.672  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.552   0.482   1.992  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.286   0.307   2.210  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.299   0.311   1.112  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.365  -1.051   1.124  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.404  -1.198   0.051  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.517  -0.209   0.157  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.504  -0.427  -0.947  1.00  0.00           C  
HETATM   16  C16 UNL     1      -4.145  -1.748  -0.983  1.00  0.00           C  
HETATM   17  C17 UNL     1      -4.852  -2.204   0.184  1.00  0.00           C  
HETATM   18  C18 UNL     1      -5.992  -1.623   0.866  1.00  0.00           C  
HETATM   19  C19 UNL     1      -6.052  -0.360   1.557  1.00  0.00           C  
HETATM   20  C20 UNL     1      -5.960   0.993   1.059  1.00  0.00           C  
HETATM   21  C21 UNL     1      -6.970   1.568   0.157  1.00  0.00           C  
HETATM   22  C22 UNL     1      -7.260   1.014  -1.139  1.00  0.00           C  
HETATM   23  O1  UNL     1      -6.755   0.035  -1.718  1.00  0.00           O  
HETATM   24  O2  UNL     1      -8.279   1.641  -1.931  1.00  0.00           O  
HETATM   25  H1  UNL     1       8.496  -2.702  -0.062  1.00  0.00           H  
HETATM   26  H2  UNL     1       9.075  -1.531  -1.263  1.00  0.00           H  
HETATM   27  H3  UNL     1       7.832  -2.786  -1.736  1.00  0.00           H  
HETATM   28  H4  UNL     1       6.601  -1.495   0.359  1.00  0.00           H  
HETATM   29  H5  UNL     1       6.356  -1.121  -1.383  1.00  0.00           H  
HETATM   30  H6  UNL     1       8.476   0.335   0.322  1.00  0.00           H  
HETATM   31  H7  UNL     1       8.089   0.548  -1.396  1.00  0.00           H  
HETATM   32  H8  UNL     1       6.243   0.959   1.025  1.00  0.00           H  
HETATM   33  H9  UNL     1       7.042   2.292   0.194  1.00  0.00           H  
HETATM   34  H10 UNL     1       5.970   1.703  -1.951  1.00  0.00           H  
HETATM   35  H11 UNL     1       5.038   0.388  -1.181  1.00  0.00           H  
HETATM   36  H12 UNL     1       4.965   3.368  -0.496  1.00  0.00           H  
HETATM   37  H13 UNL     1       3.692   2.470  -1.374  1.00  0.00           H  
HETATM   38  H14 UNL     1       4.546   2.024   1.538  1.00  0.00           H  
HETATM   39  H15 UNL     1       3.058   2.816   0.915  1.00  0.00           H  
HETATM   40  H16 UNL     1       3.956  -0.100   0.574  1.00  0.00           H  
HETATM   41  H17 UNL     1       2.525   0.553  -0.201  1.00  0.00           H  
HETATM   42  H18 UNL     1       3.247   0.470   2.852  1.00  0.00           H  
HETATM   43  H19 UNL     1       0.944   0.151   3.261  1.00  0.00           H  
HETATM   44  H20 UNL     1      -0.460   1.106   1.427  1.00  0.00           H  
HETATM   45  H21 UNL     1       0.636   0.639   0.142  1.00  0.00           H  
HETATM   46  H22 UNL     1      -0.807  -1.261   2.094  1.00  0.00           H  
HETATM   47  H23 UNL     1       0.431  -1.796   0.929  1.00  0.00           H  
HETATM   48  H24 UNL     1      -0.974  -1.151  -0.971  1.00  0.00           H  
HETATM   49  H25 UNL     1      -1.833  -2.216   0.153  1.00  0.00           H  
HETATM   50  H26 UNL     1      -2.192   0.840   0.125  1.00  0.00           H  
HETATM   51  H27 UNL     1      -3.034  -0.333   1.151  1.00  0.00           H  
HETATM   52  H28 UNL     1      -4.190   0.390  -1.041  1.00  0.00           H  
HETATM   53  H29 UNL     1      -2.848  -0.309  -1.902  1.00  0.00           H  
HETATM   54  H30 UNL     1      -4.841  -1.748  -1.886  1.00  0.00           H  
HETATM   55  H31 UNL     1      -3.385  -2.544  -1.353  1.00  0.00           H  
HETATM   56  H32 UNL     1      -5.167  -3.318  -0.073  1.00  0.00           H  
HETATM   57  H33 UNL     1      -4.049  -2.525   1.012  1.00  0.00           H  
HETATM   58  H34 UNL     1      -6.901  -1.801   0.180  1.00  0.00           H  
HETATM   59  H35 UNL     1      -6.258  -2.427   1.703  1.00  0.00           H  
HETATM   60  H36 UNL     1      -5.205  -0.427   2.378  1.00  0.00           H  
HETATM   61  H37 UNL     1      -6.967  -0.359   2.291  1.00  0.00           H  
HETATM   62  H38 UNL     1      -6.094   1.663   2.039  1.00  0.00           H  
HETATM   63  H39 UNL     1      -4.937   1.366   0.779  1.00  0.00           H  
HETATM   64  H40 UNL     1      -7.961   1.748   0.707  1.00  0.00           H  
HETATM   65  H41 UNL     1      -6.648   2.659  -0.023  1.00  0.00           H  
HETATM   66  H42 UNL     1      -9.017   1.048  -2.230  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4   30   31
CONECT    4    5   32   33
CONECT    5    6   34   35
CONECT    6    7   36   37
CONECT    7    8   38   39
CONECT    8    9   40   41
CONECT    9   10   10   42
CONECT   10   11   43
CONECT   11   12   44   45
CONECT   12   13   46   47
CONECT   13   14   48   49
CONECT   14   15   50   51
CONECT   15   16   52   53
CONECT   16   17   54   55
CONECT   17   18   56   57
CONECT   18   19   58   59
CONECT   19   20   60   61
CONECT   20   21   62   63
CONECT   21   22   64   65
CONECT   22   23   23   24
CONECT   24   66
END
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SMILES for HMDB0002068 (Erucic acid)

CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O
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INCHI for HMDB0002068 (Erucic acid)

InChI=1S/C22H42O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h9-10H,2-8,11-21H2,1H3,(H,23,24)/b10-9-
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View in JSmolView Stereo Labels
Synonyms
ValueSource
(13Z)-13-Docosenoic acidChEBI
(13Z)-Docosenoic acidChEBI
(Z)-13-Docosenoic acidChEBI
(Z)-Docos-13-enoic acidChEBI
13-cis-Docosenoic acidChEBI
22:1Omega9ChEBI
C22:1N-9ChEBI
cis-13-Docosenoic acidChEBI
cis-Delta(13)-Docosenoic acidChEBI
cis-Eruic acidChEBI
Docos-13C-enoic acidChEBI
ErucasaeureChEBI
(13Z)-13-DocosenoateGenerator
(13Z)-DocosenoateGenerator
(Z)-13-DocosenoateGenerator
(Z)-Docos-13-enoateGenerator
13-cis-DocosenoateGenerator
cis-13-DocosenoateGenerator
cis-delta(13)-DocosenoateGenerator
cis-Δ(13)-docosenoateGenerator
cis-Δ(13)-docosenoic acidGenerator
cis-EruateGenerator
Docos-13C-enoateGenerator
ErucateGenerator
13-Docosenoic acidHMDB
Erucic acid, (Z)-isomerHMDB
13-DocosenoateHMDB
13-Docosenoic acid (acd/name 4.0)HMDB
cis-Erucic acidHMDB
delta 13-cis-DocosenoateHMDB
delta 13-cis-Docosenoic acidHMDB
Delta.13-cis-docosenoateHMDB
Delta.13-cis-docosenoic acidHMDB
Prifrac 2990HMDB
(Z)-Erucic acidHMDB
13(Z)-Docosenoic acidHMDB
FA(22:1(13Z))HMDB
FA(22:1n9)HMDB
cis-13-Erucic acidHMDB
delta13-cis-Docosenoic acidHMDB
Δ13-cis-docosenoic acidHMDB
Erucic acidHMDB
Chemical FormulaC22H42O2
Average Molecular Weight338.5677
Monoisotopic Molecular Weight338.318480588
IUPAC Name(13Z)-docos-13-enoic acid
Traditional Nameerucic acid
CAS Registry Number112-86-7
SMILES
CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O
InChI Identifier
InChI=1S/C22H42O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h9-10H,2-8,11-21H2,1H3,(H,23,24)/b10-9-
InChI KeyDPUOLQHDNGRHBS-KTKRTIGZSA-N
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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentVery 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
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
Process
Naturally occurring process