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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:10:59 UTC

Update Date

2021-09-26 22:53:17 UTC

HMDB ID

HMDB0245076

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-Chlorooctadecanoic acid

Description

2-chloro-stearic acid 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. Based on a literature review a significant number of articles have been published on 2-chloro-stearic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-chlorooctadecanoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Chlorooctadecanoic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0245076
     RDKit          3D
2-Chlorooctadecanoic acid
 56 55  0  0  0  0  0  0  0  0999 V2000
    5.1162    0.5971   -2.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0958    0.2377   -1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0373   -1.2379   -1.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7516   -1.8440   -0.6936 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9967   -1.5309    0.5170 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4974   -0.1395    0.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7108   -0.2256    2.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1404    1.1065    2.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1905    1.6448    1.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0177    0.6652    1.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9300    1.1924    0.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0748    0.2263   -0.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8521    0.0129    1.2011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0058   -0.8875    1.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1941   -0.6115    0.3069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1549   -0.3806   -1.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5642   -0.2103   -1.7340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5935   -1.6004   -1.4669 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -7.2237    1.0232   -1.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6015    1.8299   -0.5561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5275    1.3561   -1.5952 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5604    1.4491   -2.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9987   -0.2577   -3.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1405    0.9164   -1.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9945    0.8936   -0.4039 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1555    0.4349   -1.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8813   -1.5810   -0.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3513   -1.6884   -2.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9114   -2.9830   -0.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0501   -1.6668   -1.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1008   -2.2466    0.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5378   -1.8600    1.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2943    0.6114    0.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8556    0.2256   -0.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4509   -0.5132    2.8389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9297   -1.0039    2.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5183    0.9360    3.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9156    1.8171    2.7248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6332    1.7862    0.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7577    2.5828    1.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3628   -0.3351    0.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5240    0.5852    2.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3900    1.3326   -0.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2842    2.1906    0.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5931   -0.7785   -0.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6116    0.5061   -0.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0788    0.9770    1.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1048   -0.4713    1.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6123   -1.9457    0.8343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3814   -1.1022    2.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8187    0.1916    0.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8953   -1.5174    0.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6524   -1.1496   -1.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6823    0.6078   -1.4308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4743   -0.0914   -2.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1294    1.9245   -1.0365 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  1  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
 17 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  0
 21 56  1  0
M  END


  Mrv1652309112100112D          

 21 20  0  0  0  0            999 V2000
    9.1855    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6145    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0434    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7579    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1868    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9013    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6158    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3302    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0447    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7592    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4737    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9026    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6171    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460    6.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6171    6.9533    0.0000 Cl  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
  5  6  1  0  0  0  0
  6  7  1  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
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 17 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245076

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCCCC(Cl)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H35ClO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(19)18(20)21/h17H,2-16H2,1H3,(H,20,21)

> <INCHI_KEY>
DQNLLSNNESIVOE-UHFFFAOYSA-N

> <FORMULA>
C18H35ClO2

> <MOLECULAR_WEIGHT>
318.93

> <EXACT_MASS>
318.2325581

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
40.50332672092345

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-chlorooctadecanoic acid

> <ALOGPS_LOGP>
8.24

> <JCHEM_LOGP>
7.629246043

> <ALOGPS_LOGS>
-6.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.33945912657525

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
90.82879999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.59e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-chlorooctadecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0245076
     RDKit          3D
2-Chlorooctadecanoic acid
 56 55  0  0  0  0  0  0  0  0999 V2000
    5.1162    0.5971   -2.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0958    0.2377   -1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0373   -1.2379   -1.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7516   -1.8440   -0.6936 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9967   -1.5309    0.5170 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4974   -0.1395    0.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7108   -0.2256    2.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1404    1.1065    2.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1905    1.6448    1.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0177    0.6652    1.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9300    1.1924    0.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0748    0.2263   -0.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8521    0.0129    1.2011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0058   -0.8875    1.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1941   -0.6115    0.3069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1549   -0.3806   -1.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5642   -0.2103   -1.7340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5935   -1.6004   -1.4669 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -7.2237    1.0232   -1.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6015    1.8299   -0.5561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5275    1.3561   -1.5952 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5604    1.4491   -2.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9987   -0.2577   -3.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1405    0.9164   -1.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9945    0.8936   -0.4039 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1555    0.4349   -1.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8813   -1.5810   -0.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3513   -1.6884   -2.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9114   -2.9830   -0.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0501   -1.6668   -1.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1008   -2.2466    0.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5378   -1.8600    1.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2943    0.6114    0.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8556    0.2256   -0.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4509   -0.5132    2.8389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9297   -1.0039    2.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5183    0.9360    3.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9156    1.8171    2.7248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6332    1.7862    0.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7577    2.5828    1.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3628   -0.3351    0.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5240    0.5852    2.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3900    1.3326   -0.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2842    2.1906    0.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5931   -0.7785   -0.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6116    0.5061   -0.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0788    0.9770    1.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1048   -0.4713    1.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6123   -1.9457    0.8343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3814   -1.1022    2.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8187    0.1916    0.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8953   -1.5174    0.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6524   -1.1496   -1.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6823    0.6078   -1.4308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4743   -0.0914   -2.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1294    1.9245   -1.0365 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  1  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
 17 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  0
 21 56  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      17.146  11.439   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.480  10.669   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.814  11.439   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.147  10.669   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.481  11.439   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.815  10.669   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.148  11.439   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.482  10.669   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      27.816  11.439   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      29.149  10.669   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      30.483  11.439   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      31.817  10.669   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      33.150  11.439   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      34.484  10.669   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      35.818  11.439   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      37.152  10.669   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      38.485  11.439   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      39.819  10.669   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      41.153  11.439   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      39.819   9.129   0.000  0.00  0.00           O+0
HETATM   21 Cl   UNK     0      38.485  12.979   0.000  0.00  0.00          Cl+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                                                       
CONECT   10    9   11                                                       
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   21                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   17                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

COMPND    HMDB0245076
HETATM    1  C1  UNL     1       5.116   0.597  -2.364  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.096   0.238  -1.248  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.037  -1.238  -1.032  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.752  -1.844  -0.694  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.997  -1.531   0.517  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.497  -0.140   0.748  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.711  -0.226   2.072  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.140   1.106   2.444  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.190   1.645   1.398  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.018   0.665   1.214  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.930   1.192   0.177  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.075   0.226  -0.051  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.852   0.013   1.201  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.006  -0.888   1.094  1.00  0.00           C  
HETATM   15  C15 UNL     1      -5.194  -0.612   0.307  1.00  0.00           C  
HETATM   16  C16 UNL     1      -5.155  -0.381  -1.148  1.00  0.00           C  
HETATM   17  C17 UNL     1      -6.564  -0.210  -1.734  1.00  0.00           C  
HETATM   18 CL1  UNL     1      -7.593  -1.600  -1.467  1.00  0.00          CL  
HETATM   19  C18 UNL     1      -7.224   1.023  -1.273  1.00  0.00           C  
HETATM   20  O1  UNL     1      -6.602   1.830  -0.556  1.00  0.00           O  
HETATM   21  O2  UNL     1      -8.528   1.356  -1.595  1.00  0.00           O  
HETATM   22  H1  UNL     1       5.560   1.449  -2.946  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.999  -0.258  -3.063  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.141   0.916  -1.972  1.00  0.00           H  
HETATM   25  H4  UNL     1       5.994   0.894  -0.404  1.00  0.00           H  
HETATM   26  H5  UNL     1       7.156   0.435  -1.641  1.00  0.00           H  
HETATM   27  H6  UNL     1       6.881  -1.581  -0.356  1.00  0.00           H  
HETATM   28  H7  UNL     1       6.351  -1.688  -2.040  1.00  0.00           H  
HETATM   29  H8  UNL     1       4.911  -2.983  -0.785  1.00  0.00           H  
HETATM   30  H9  UNL     1       4.050  -1.667  -1.575  1.00  0.00           H  
HETATM   31  H10 UNL     1       3.101  -2.247   0.540  1.00  0.00           H  
HETATM   32  H11 UNL     1       4.538  -1.860   1.468  1.00  0.00           H  
HETATM   33  H12 UNL     1       4.294   0.611   0.904  1.00  0.00           H  
HETATM   34  H13 UNL     1       2.856   0.226  -0.066  1.00  0.00           H  
HETATM   35  H14 UNL     1       3.451  -0.513   2.839  1.00  0.00           H  
HETATM   36  H15 UNL     1       1.930  -1.004   2.021  1.00  0.00           H  
HETATM   37  H16 UNL     1       1.518   0.936   3.361  1.00  0.00           H  
HETATM   38  H17 UNL     1       2.916   1.817   2.725  1.00  0.00           H  
HETATM   39  H18 UNL     1       1.633   1.786   0.414  1.00  0.00           H  
HETATM   40  H19 UNL     1       0.758   2.583   1.792  1.00  0.00           H  
HETATM   41  H20 UNL     1       0.363  -0.335   0.891  1.00  0.00           H  
HETATM   42  H21 UNL     1      -0.524   0.585   2.204  1.00  0.00           H  
HETATM   43  H22 UNL     1      -0.390   1.333  -0.792  1.00  0.00           H  
HETATM   44  H23 UNL     1      -1.284   2.191   0.478  1.00  0.00           H  
HETATM   45  H24 UNL     1      -1.593  -0.779  -0.328  1.00  0.00           H  
HETATM   46  H25 UNL     1      -2.612   0.506  -0.945  1.00  0.00           H  
HETATM   47  H26 UNL     1      -3.079   0.977   1.730  1.00  0.00           H  
HETATM   48  H27 UNL     1      -2.105  -0.471   1.927  1.00  0.00           H  
HETATM   49  H28 UNL     1      -3.612  -1.946   0.834  1.00  0.00           H  
HETATM   50  H29 UNL     1      -4.381  -1.102   2.167  1.00  0.00           H  
HETATM   51  H30 UNL     1      -5.819   0.192   0.839  1.00  0.00           H  
HETATM   52  H31 UNL     1      -5.895  -1.517   0.463  1.00  0.00           H  
HETATM   53  H32 UNL     1      -4.652  -1.150  -1.742  1.00  0.00           H  
HETATM   54  H33 UNL     1      -4.682   0.608  -1.431  1.00  0.00           H  
HETATM   55  H34 UNL     1      -6.474  -0.091  -2.859  1.00  0.00           H  
HETATM   56  H35 UNL     1      -9.129   1.924  -1.037  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4   27   28
CONECT    4    5   29   30
CONECT    5    6   31   32
CONECT    6    7   33   34
CONECT    7    8   35   36
CONECT    8    9   37   38
CONECT    9   10   39   40
CONECT   10   11   41   42
CONECT   11   12   43   44
CONECT   12   13   45   46
CONECT   13   14   47   48
CONECT   14   15   49   50
CONECT   15   16   51   52
CONECT   16   17   53   54
CONECT   17   18   19   55
CONECT   19   20   20   21
CONECT   21   56
END

HMDB0245076
     RDKit          3D
2-Chlorooctadecanoic acid
 56 55  0  0  0  0  0  0  0  0999 V2000
    5.1162    0.5971   -2.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0958    0.2377   -1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0373   -1.2379   -1.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7516   -1.8440   -0.6936 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9967   -1.5309    0.5170 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4974   -0.1395    0.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7108   -0.2256    2.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1404    1.1065    2.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1905    1.6448    1.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0177    0.6652    1.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9300    1.1924    0.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0748    0.2263   -0.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8521    0.0129    1.2011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0058   -0.8875    1.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1941   -0.6115    0.3069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1549   -0.3806   -1.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5642   -0.2103   -1.7340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5935   -1.6004   -1.4669 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -7.2237    1.0232   -1.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6015    1.8299   -0.5561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5275    1.3561   -1.5952 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5604    1.4491   -2.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9987   -0.2577   -3.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1405    0.9164   -1.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9945    0.8936   -0.4039 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1555    0.4349   -1.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8813   -1.5810   -0.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3513   -1.6884   -2.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9114   -2.9830   -0.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0501   -1.6668   -1.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1008   -2.2466    0.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5378   -1.8600    1.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2943    0.6114    0.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8556    0.2256   -0.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4509   -0.5132    2.8389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9297   -1.0039    2.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5183    0.9360    3.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9156    1.8171    2.7248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6332    1.7862    0.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7577    2.5828    1.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3628   -0.3351    0.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5240    0.5852    2.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3900    1.3326   -0.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2842    2.1906    0.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5931   -0.7785   -0.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6116    0.5061   -0.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0788    0.9770    1.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1048   -0.4713    1.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6123   -1.9457    0.8343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3814   -1.1022    2.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8187    0.1916    0.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8953   -1.5174    0.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6524   -1.1496   -1.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6823    0.6078   -1.4308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4743   -0.0914   -2.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1294    1.9245   -1.0365 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  1  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
 17 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  0
 21 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Chloro-stearate	Generator
2-Chlorooctadecanoate	Generator

Chemical Formula

C₁₈H₃₅ClO₂

Average Molecular Weight

318.93

Monoisotopic Molecular Weight

318.2325581

IUPAC Name

2-chlorooctadecanoic acid

Traditional Name

2-chlorooctadecanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCC(Cl)C(O)=O

InChI Identifier

InChI=1S/C18H35ClO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(19)18(20)21/h17H,2-16H2,1H3,(H,20,21)

InChI Key

DQNLLSNNESIVOE-UHFFFAOYSA-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
Halogenated fatty acid
Alpha-halocarboxylic acid
Alpha-halocarboxylic acid or derivatives
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organochloride
Organohalogen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Alkyl chloride
Alkyl halide
Organooxygen compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	8.24	ALOGPS
logP	7.63	ChemAxon
logS	-6.8	ALOGPS
pKa (Strongest Acidic)	4.34	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	16	ChemAxon
Refractivity	90.83 m³·mol⁻¹	ChemAxon
Polarizability	40.5 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	180.131	30932474
DeepCCS	[M-H]-	176.112	30932474
DeepCCS	[M-2H]-	213.35	30932474
DeepCCS	[M+Na]+	189.242	30932474
AllCCS	[M+H]+	188.6	32859911
AllCCS	[M+H-H2O]+	185.8	32859911
AllCCS	[M+NH4]+	191.1	32859911
AllCCS	[M+Na]+	191.8	32859911
AllCCS	[M-H]-	184.8	32859911
AllCCS	[M+Na-2H]-	186.4	32859911
AllCCS	[M+HCOO]-	188.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Chlorooctadecanoic acid	CCCCCCCCCCCCCCCCC(Cl)C(O)=O	3417.5	Standard polar	33892256
2-Chlorooctadecanoic acid	CCCCCCCCCCCCCCCCC(Cl)C(O)=O	2222.9	Standard non polar	33892256
2-Chlorooctadecanoic acid	CCCCCCCCCCCCCCCCC(Cl)C(O)=O	2308.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Chlorooctadecanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9630000000-4fc81b03d0c24e77bcf9	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Chlorooctadecanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Chlorooctadecanoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Chlorooctadecanoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Chlorooctadecanoic acid 10V, Positive-QTOF	splash10-014i-2029000000-913cddc163b920c84714	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Chlorooctadecanoic acid 20V, Positive-QTOF	splash10-106r-9625000000-9a79ed5791b34951a2fb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Chlorooctadecanoic acid 40V, Positive-QTOF	splash10-0a4l-9000000000-5dc06ae16915d4f782f9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Chlorooctadecanoic acid 10V, Negative-QTOF	splash10-014i-0009000000-4cc8a642f6d3f11312cf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Chlorooctadecanoic acid 20V, Negative-QTOF	splash10-014i-0049000000-e4d681e7b2ca29bbc1ac	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Chlorooctadecanoic acid 40V, Negative-QTOF	splash10-0006-9000000000-21f771b98ea155eaafe2	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

11480878

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

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 2-Chlorooctadecanoic acid (HMDB0245076)

MOL for HMDB0245076 (2-Chlorooctadecanoic acid)

3D MOL for HMDB0245076 (2-Chlorooctadecanoic acid)

3D SDF for HMDB0245076 (2-Chlorooctadecanoic acid)

3D-SDF for HMDB0245076 (2-Chlorooctadecanoic acid)

PDB for HMDB0245076 (2-Chlorooctadecanoic acid)

3D PDB for HMDB0245076 (2-Chlorooctadecanoic acid)

SMILES for HMDB0245076 (2-Chlorooctadecanoic acid)

INCHI for HMDB0245076 (2-Chlorooctadecanoic acid)

Structure for HMDB0245076 (2-Chlorooctadecanoic acid)

3D Structure for HMDB0245076 (2-Chlorooctadecanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra