NP-MRD: Showing NP-Card for Octadecanedioic acid (NP0000949)

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Record Information

Version

2.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2024-09-17 15:43:31 UTC

NP-MRD ID

NP0000949

Secondary Accession Numbers

None

Natural Product 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>
NP0000949

> <DATABASE_NAME>
NP-MRD

> <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

View in JSmol View NMR Assignments

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

Chemical Formula

C₁₈H₃₄O₄

Average Mass

314.4602 Da

Monoisotopic Mass

314.24571 Da

IUPAC Name

octadecanedioic acid

Traditional Name

octadecanedioic acid

CAS Registry Number

871-70-5

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

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, 100%_DMSO, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Pinus radiata	LOTUS Database	35616633
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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 )

Physical Properties

State

Solid

Experimental 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

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

External Links

HMDB ID

HMDB0000782

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

Good Scents ID

Not Available

References

General References

Kjeldsen TB, Hubalek F, Hjorringgaard CU, Tagmose TM, Nishimura E, Stidsen CE, Porsgaard T, Fledelius C, Refsgaard HHF, Gram-Nielsen S, Naver H, Pridal L, Hoeg-Jensen T, Jeppesen CB, Manfe V, Ludvigsen S, Lautrup-Larsen I, Madsen P: Molecular Engineering of Insulin Icodec, the First Acylated Insulin Analog for Once-Weekly Administration in Humans. J Med Chem. 2021 Jul 8;64(13):8942-8950. doi: 10.1021/acs.jmedchem.1c00257. Epub 2021 May 4. [PubMed:33944562 ]
Callmann CE, LeGuyader CLM, Burton ST, Thompson MP, Hennis R, Barback C, Henriksen NM, Chan WC, Jaremko MJ, Yang J, Garcia A, Burkart MD, Gilson MK, Momper JD, Bertin PA, Gianneschi NC: Antitumor Activity of 1,18-Octadecanedioic Acid-Paclitaxel Complexed with Human Serum Albumin. J Am Chem Soc. 2019 Jul 31;141(30):11765-11769. doi: 10.1021/jacs.9b04272. Epub 2019 Jul 18. [PubMed:31317744 ]
Xing BB, Huang M, Zhang D, Ding GH: [Subcutaneous Metabolites Involving Acupoint Sensitization Induced by Myocardial Ischemia and Acupuncture Stimulation in Rabbits]. Zhen Ci Yan Jiu. 2018 Jul 25;43(7):433-9. doi: 10.13702/j.1000-0607.180066. [PubMed:30094980 ]
Xie J, Jiang HQ, Li YL, Nie L, Zhou HL, Yang WQ: Study on the Intervention Effects of Pinggan Prescription () on Spontaneously Hypertensive Rats Based on Metabonomic and Pharmacodynamic Methods. Chin J Integr Med. 2019 May;25(5):348-353. doi: 10.1007/s11655-015-2126-1. Epub 2016 Dec 27. [PubMed:28028715 ]
Liang Y, Xiao L, Li Y, Zhai Y, Xie C, Deng L, Dong A: Poly(ester anhydride)/mPEG amphiphilic block co-polymer nanoparticles as delivery devices for paclitaxel. J Biomater Sci Polym Ed. 2011;22(4-6):701-15. doi: 10.1163/092050610X490158. Epub 2010 Jun 21. [PubMed:20566053 ]
Yang Y, Lu W, Zhang X, Xie W, Cai M, Gross RA: Two-step biocatalytic route to biobased functional polyesters from omega-carboxy fatty acids and diols. Biomacromolecules. 2010 Jan 11;11(1):259-68. doi: 10.1021/bm901112m. [PubMed:20000460 ]
Judefeind A, Jansen van Rensburg P, Langelaar S, Wiechers JW, du Plessis J: Quantitative determination of octadecenedioic acid in human skin and transdermal perfusates by gas chromatography-mass spectrometry. J Chromatogr Sci. 2008 Jul;46(6):544-50. doi: 10.1093/chromsci/46.6.544. [PubMed:18647478 ]

Showing NP-Card for Octadecanedioic acid (NP0000949)

MOL for NP0000949 (Octadecanedioic acid)

3D MOL for NP0000949 (Octadecanedioic acid)

3D SDF for NP0000949 (Octadecanedioic acid)

3D-SDF for NP0000949 (Octadecanedioic acid)

PDB for NP0000949 (Octadecanedioic acid)

3D PDB for NP0000949 (Octadecanedioic acid)

SMILES for NP0000949 (Octadecanedioic acid)

INCHI for NP0000949 (Octadecanedioic acid)

Structure for NP0000949 (Octadecanedioic acid)

3D Structure for NP0000949 (Octadecanedioic acid)