MiMeDB: Showing metabocard for Octadecanedioic acid (MMDBc0000544)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:40:11 UTC

Update Date

2024-04-30 19:32:56 UTC

Metabolite ID

MMDBc0000544

Metabolite Identification

Common Name

Octadecanedioic acid

Description

Octadecanedioic acid, also known as 1,18-octadecanedioate or octadecane-1,18-dioate, 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. In the case of octadecanedioic acid, it has carboxyl groups at both ends of the chain, not just one. Octadecanedioic acid is a very hydrophobic molecule, practically insoluble (in water). Octadecanedioic acid is a long-chain dicarboxylic acid normally not found in humans that has been identified in the blood serum in Reye's syndrome patients (PMID:¬†3746531). There may also be an association with colorectal cancer (PMID: 25037050 ).

Structure

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

HMDB0000782
     RDKit          3D
Octadecanedioic acid
 56 55  0  0  0  0  0  0  0  0999 V2000
   -7.9328    1.1481    2.0597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1395    1.7692    1.3510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3826    3.0455    0.9246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8241    1.1163    0.9143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8203   -0.2310    1.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6965   -1.1510    1.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1726   -1.6237    0.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5603   -0.5696   -0.7286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0136   -1.1121   -2.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9677   -2.1472   -1.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7845   -1.6458   -1.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0721   -0.5107   -1.7038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0930   -0.0673   -0.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1022   -1.1627   -0.6066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2271   -0.6628    0.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9910    0.4912   -0.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0833    0.8492    0.6450 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9188    1.9994    0.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9804    2.3256    1.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9178    1.2135    1.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8862    0.1940    0.5987 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9165    1.2108    2.3061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8917    3.1735    0.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0336    1.7946    1.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9625    1.1482   -0.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7392   -0.7873    1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0525   -0.0968    2.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9812   -2.0641    2.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8190   -0.7387    2.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4220   -2.4540    0.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9864   -2.1863   -0.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6546   -0.1920   -0.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2063    0.2523   -0.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8158   -1.5313   -2.6741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5667   -0.2641   -2.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5445   -2.4648   -2.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4403   -3.0284   -1.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0680   -2.5130   -0.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0295   -1.4225    0.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7491    0.3172   -1.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3538   -0.9502   -2.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7445    0.2615    0.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5637    0.8261   -1.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6409   -2.0126   -0.0482 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5290   -1.4937   -1.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9667   -1.4703    0.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8648   -0.3324    1.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3914    1.3617   -0.6166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4666    0.1200   -1.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7194   -0.0156    0.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6154    1.2039    1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2958    2.9144   -0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3715    1.7123   -0.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4882    3.2855    0.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4276    2.4532    2.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7740    0.7146    2.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  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
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 22 56  1  0
M  END


  Mrv1652305271900242D          

 22 21  0  0  0  0            999 V2000
   -0.3572   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0730    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0730    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7875   -0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6441   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0730   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0730   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7875    0.2063    0.0000 O   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  2  0  0  0  0
 10 12  1  0  0  0  0
  1 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  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000544

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)CCCCCCCCCCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H34O4/c19-17(20)15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18(21)22/h1-16H2,(H,19,20)(H,21,22)

> <INCHI_KEY>
BNJOQKFENDDGSC-UHFFFAOYSA-N

> <FORMULA>
C18H34O4

> <MOLECULAR_WEIGHT>
314.4602

> <EXACT_MASS>
314.245709576

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
39.65404833327206

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
octadecanedioic acid

> <ALOGPS_LOGP>
5.86

> <JCHEM_LOGP>
5.825478342666667

> <ALOGPS_LOGS>
-5.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.253049650892543

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.650989659564581

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
87.951

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.88e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
octadecanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000782
     RDKit          3D
Octadecanedioic acid
 56 55  0  0  0  0  0  0  0  0999 V2000
   -7.9328    1.1481    2.0597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1395    1.7692    1.3510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3826    3.0455    0.9246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8241    1.1163    0.9143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8203   -0.2310    1.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6965   -1.1510    1.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1726   -1.6237    0.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5603   -0.5696   -0.7286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0136   -1.1121   -2.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9677   -2.1472   -1.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7845   -1.6458   -1.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0721   -0.5107   -1.7038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0930   -0.0673   -0.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1022   -1.1627   -0.6066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2271   -0.6628    0.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9910    0.4912   -0.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0833    0.8492    0.6450 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9188    1.9994    0.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9804    2.3256    1.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9178    1.2135    1.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8862    0.1940    0.5987 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9165    1.2108    2.3061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8917    3.1735    0.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0336    1.7946    1.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9625    1.1482   -0.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7392   -0.7873    1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0525   -0.0968    2.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9812   -2.0641    2.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8190   -0.7387    2.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4220   -2.4540    0.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9864   -2.1863   -0.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6546   -0.1920   -0.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2063    0.2523   -0.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8158   -1.5313   -2.6741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5667   -0.2641   -2.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5445   -2.4648   -2.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4403   -3.0284   -1.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0680   -2.5130   -0.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0295   -1.4225    0.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7491    0.3172   -1.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3538   -0.9502   -2.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7445    0.2615    0.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5637    0.8261   -1.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6409   -2.0126   -0.0482 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5290   -1.4937   -1.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9667   -1.4703    0.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8648   -0.3324    1.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3914    1.3617   -0.6166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4666    0.1200   -1.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7194   -0.0156    0.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6154    1.2039    1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2958    2.9144   -0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3715    1.7123   -0.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4882    3.2855    0.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4276    2.4532    2.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7740    0.7146    2.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  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
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 22 56  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      -0.667  -0.385   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.667   0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.001  -0.385   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.334   0.385   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.668  -0.385   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.002   0.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.335  -0.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.669   0.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.003  -0.385   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.336   0.385   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      11.336   1.925   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      12.670  -0.385   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.001   0.385   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.334  -0.385   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.668   0.385   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.002  -0.385   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -7.335   0.385   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.669  -0.385   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -10.003   0.385   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -11.336  -0.385   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0     -11.336  -1.925   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0     -12.670   0.385   0.000  0.00  0.00           O+0
CONECT    1    2   13                                                       
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   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    1   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   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

COMPND    HMDB0000782
HETATM    1  O1  UNL     1      -7.933   1.148   2.060  1.00  0.00           O  
HETATM    2  C1  UNL     1      -7.140   1.769   1.351  1.00  0.00           C  
HETATM    3  O2  UNL     1      -7.383   3.046   0.925  1.00  0.00           O  
HETATM    4  C2  UNL     1      -5.824   1.116   0.914  1.00  0.00           C  
HETATM    5  C3  UNL     1      -5.820  -0.231   1.502  1.00  0.00           C  
HETATM    6  C4  UNL     1      -4.697  -1.151   1.400  1.00  0.00           C  
HETATM    7  C5  UNL     1      -4.173  -1.624   0.100  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.560  -0.570  -0.729  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.014  -1.112  -2.051  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.968  -2.147  -1.806  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.784  -1.646  -1.017  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.072  -0.511  -1.704  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.093  -0.067  -0.846  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.102  -1.163  -0.607  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.227  -0.663   0.241  1.00  0.00           C  
HETATM   16  C14 UNL     1       3.991   0.491  -0.351  1.00  0.00           C  
HETATM   17  C15 UNL     1       5.083   0.849   0.645  1.00  0.00           C  
HETATM   18  C16 UNL     1       5.919   1.999   0.160  1.00  0.00           C  
HETATM   19  C17 UNL     1       6.980   2.326   1.163  1.00  0.00           C  
HETATM   20  C18 UNL     1       7.918   1.214   1.326  1.00  0.00           C  
HETATM   21  O3  UNL     1       7.886   0.194   0.599  1.00  0.00           O  
HETATM   22  O4  UNL     1       8.917   1.211   2.306  1.00  0.00           O  
HETATM   23  H1  UNL     1      -7.892   3.174   0.056  1.00  0.00           H  
HETATM   24  H2  UNL     1      -5.034   1.795   1.255  1.00  0.00           H  
HETATM   25  H3  UNL     1      -5.963   1.148  -0.214  1.00  0.00           H  
HETATM   26  H4  UNL     1      -6.739  -0.787   1.126  1.00  0.00           H  
HETATM   27  H5  UNL     1      -6.052  -0.097   2.623  1.00  0.00           H  
HETATM   28  H6  UNL     1      -4.981  -2.064   2.058  1.00  0.00           H  
HETATM   29  H7  UNL     1      -3.819  -0.739   2.040  1.00  0.00           H  
HETATM   30  H8  UNL     1      -3.422  -2.454   0.347  1.00  0.00           H  
HETATM   31  H9  UNL     1      -4.986  -2.186  -0.442  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.655  -0.192  -0.157  1.00  0.00           H  
HETATM   33  H11 UNL     1      -4.206   0.252  -0.965  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.816  -1.531  -2.674  1.00  0.00           H  
HETATM   35  H13 UNL     1      -2.567  -0.264  -2.603  1.00  0.00           H  
HETATM   36  H14 UNL     1      -1.544  -2.465  -2.802  1.00  0.00           H  
HETATM   37  H15 UNL     1      -2.440  -3.028  -1.330  1.00  0.00           H  
HETATM   38  H16 UNL     1      -0.068  -2.513  -0.984  1.00  0.00           H  
HETATM   39  H17 UNL     1      -1.030  -1.422   0.033  1.00  0.00           H  
HETATM   40  H18 UNL     1      -0.749   0.317  -1.942  1.00  0.00           H  
HETATM   41  H19 UNL     1       0.354  -0.950  -2.653  1.00  0.00           H  
HETATM   42  H20 UNL     1       0.745   0.261   0.163  1.00  0.00           H  
HETATM   43  H21 UNL     1       1.564   0.826  -1.301  1.00  0.00           H  
HETATM   44  H22 UNL     1       1.641  -2.013  -0.048  1.00  0.00           H  
HETATM   45  H23 UNL     1       2.529  -1.494  -1.574  1.00  0.00           H  
HETATM   46  H24 UNL     1       3.967  -1.470   0.436  1.00  0.00           H  
HETATM   47  H25 UNL     1       2.865  -0.332   1.252  1.00  0.00           H  
HETATM   48  H26 UNL     1       3.391   1.362  -0.617  1.00  0.00           H  
HETATM   49  H27 UNL     1       4.467   0.120  -1.282  1.00  0.00           H  
HETATM   50  H28 UNL     1       5.719  -0.016   0.849  1.00  0.00           H  
HETATM   51  H29 UNL     1       4.615   1.204   1.610  1.00  0.00           H  
HETATM   52  H30 UNL     1       5.296   2.914  -0.015  1.00  0.00           H  
HETATM   53  H31 UNL     1       6.372   1.712  -0.835  1.00  0.00           H  
HETATM   54  H32 UNL     1       7.488   3.285   0.903  1.00  0.00           H  
HETATM   55  H33 UNL     1       6.428   2.453   2.147  1.00  0.00           H  
HETATM   56  H34 UNL     1       9.774   0.715   2.220  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   23
CONECT    4    5   24   25
CONECT    5    6   26   27
CONECT    6    7   28   29
CONECT    7    8   30   31
CONECT    8    9   32   33
CONECT    9   10   34   35
CONECT   10   11   36   37
CONECT   11   12   38   39
CONECT   12   13   40   41
CONECT   13   14   42   43
CONECT   14   15   44   45
CONECT   15   16   46   47
CONECT   16   17   48   49
CONECT   17   18   50   51
CONECT   18   19   52   53
CONECT   19   20   54   55
CONECT   20   21   21   22
CONECT   22   56
END

HMDB0000782
     RDKit          3D
Octadecanedioic acid
 56 55  0  0  0  0  0  0  0  0999 V2000
   -7.9328    1.1481    2.0597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1395    1.7692    1.3510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3826    3.0455    0.9246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8241    1.1163    0.9143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8203   -0.2310    1.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6965   -1.1510    1.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1726   -1.6237    0.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5603   -0.5696   -0.7286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0136   -1.1121   -2.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9677   -2.1472   -1.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7845   -1.6458   -1.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0721   -0.5107   -1.7038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0930   -0.0673   -0.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1022   -1.1627   -0.6066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2271   -0.6628    0.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9910    0.4912   -0.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0833    0.8492    0.6450 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9188    1.9994    0.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9804    2.3256    1.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9178    1.2135    1.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8862    0.1940    0.5987 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9165    1.2108    2.3061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8917    3.1735    0.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0336    1.7946    1.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9625    1.1482   -0.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7392   -0.7873    1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0525   -0.0968    2.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9812   -2.0641    2.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8190   -0.7387    2.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4220   -2.4540    0.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9864   -2.1863   -0.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6546   -0.1920   -0.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2063    0.2523   -0.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8158   -1.5313   -2.6741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5667   -0.2641   -2.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5445   -2.4648   -2.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4403   -3.0284   -1.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0680   -2.5130   -0.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0295   -1.4225    0.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7491    0.3172   -1.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3538   -0.9502   -2.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7445    0.2615    0.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5637    0.8261   -1.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6409   -2.0126   -0.0482 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5290   -1.4937   -1.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9667   -1.4703    0.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8648   -0.3324    1.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3914    1.3617   -0.6166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4666    0.1200   -1.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7194   -0.0156    0.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6154    1.2039    1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2958    2.9144   -0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3715    1.7123   -0.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4882    3.2855    0.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4276    2.4532    2.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7740    0.7146    2.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  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
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 22 56  1  0
M  END

Synonyms

Value	Source
1,16-Hexadecanedicarboxylic acid	ChEBI
1,18-Octadecadioic acid	ChEBI
1,18-Octadecanedioic acid	ChEBI
Octadecane-1,18-dioic acid	ChEBI
1,16-Hexadecanedicarboxylate	Generator
1,18-Octadecadioate	Generator
1,18-Octadecanedioate	Generator
Octadecane-1,18-dioate	Generator
Octadecanedioate	Generator

Molecular Formula

C₁₈H₃₄O₄

Average Mass

314.4602

Monoisotopic Mass

314.245709576

IUPAC Name

octadecanedioic acid

Traditional Name

octadecanedioic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CCCCCCCCCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H34O4/c19-17(20)15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18(21)22/h1-16H2,(H,19,20)(H,21,22)

InChI Key

BNJOQKFENDDGSC-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
Dicarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Dicarboxylic acids (LMFA01170029 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00099 g/L	ALOGPS
logP	5.86	ALOGPS
logP	5.83	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	4.65	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	87.95 m³·mol⁻¹	ChemAxon
Polarizability	39.65 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

Not Available

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Feces

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	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Bacteroidetes	1	Human stool; Human ; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria/Eubacteria	Actinobacteria	1	Human ; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria/Eubacteria	Firmicutes	9	Human ; Human feces; Human stool; Human urine; Human sputum	Indirect association between microbiota composition and metabolites measured in host biospecimen
Archaea	Euryarchaeota	1	Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen
Archaea	Euryarchaeota	1	Human feces; Human	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

HMDB0000782

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022239

KNApSAcK ID

Not Available

Chemspider ID

63283

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5748

PubChem Compound

70095

PDB ID

Not Available

ChEBI ID

133086

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Tonsgard JH: Serum dicarboxylic acids in patients with Reye syndrome. J Pediatr. 1986 Sep;109(3):440-5. doi: 10.1016/s0022-3476(86)80114-7. [PubMed:3746531 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Showing metabocard for Octadecanedioic acid (MMDBc0000544)

MOL for #<Metabolite:0x00007f9238720110>

3D MOL for #<Metabolite:0x00007f9238720110>

3D SDF for #<Metabolite:0x00007f9238720110>

3D-SDF for #<Metabolite:0x00007f9238720110>

PDB for #<Metabolite:0x00007f9238720110>

3D PDB for #<Metabolite:0x00007f9238720110>

SMILES for #<Metabolite:0x00007f9238720110>

INCHI for #<Metabolite:0x00007f9238720110>

Structure for #<Metabolite:0x00007f9238720110>

3D Structure for #<Metabolite:0x00007f9238720110>