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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 12:31:41 UTC

Update Date

2021-09-24 12:31:41 UTC

HMDB ID

HMDB0304802

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Jacaric acid

Description

(8Z,10E,12Z)-octadeca-8,10,12-trienoic acid belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. Based on a literature review very few articles have been published on (8Z,10E,12Z)-octadeca-8,10,12-trienoic acid.

Structure

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


  Mrv1652304032019062D          

 26 25  0  0  0  0            999 V2000
   -1.2888   -2.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888   -1.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743   -1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743   -0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    1.3184    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    2.1434    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    0.0809    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    2.1434    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    0.0809    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    0.9059    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  7  1  0  0  0  0
  9  8  2  0  0  0  0
 10  9  1  0  0  0  0
 11 10  2  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  2  0  0  0  0
 20 18  1  0  0  0  0
 21  6  1  0  0  0  0
 22  7  1  0  0  0  0
 23  8  1  0  0  0  0
 24  9  1  0  0  0  0
 25 10  1  0  0  0  0
 26 11  1  0  0  0  0
M  END

HMDB0304802
     RDKit          3D
Jacaric acid
 50 49  0  0  0  0  0  0  0  0999 V2000
    8.5213   -1.1077   -0.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4377   -0.5482    0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4179    0.2598   -0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3977    0.7615    0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3175    1.5895    0.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3928    2.0135    1.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1334    1.6802    1.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5170    0.8793    0.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1990    0.6062    0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4532   -0.1927   -0.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7290   -0.4787   -0.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6007   -0.0240    0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2167   -1.2031    1.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0511   -2.0790    0.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2237   -1.3717   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1396   -0.8286    0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3537   -0.1382    0.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0728    1.0384   -0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9041    1.4188   -0.9921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1275    1.7631   -1.3527 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4145   -1.2677    0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7871   -0.4045   -1.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2015   -2.0934   -0.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8708   -1.4004    0.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8630    0.0997    1.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9917   -0.2991   -1.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9910    1.1264   -0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9797   -0.1259    1.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9267    1.4060    1.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8364    2.5493   -0.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8779    1.1111   -0.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8367    2.6225    1.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5384    2.0517    1.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0503    0.4939   -0.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2870    1.0112    1.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1180   -0.5819   -1.7349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2051   -1.0981   -1.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4550    0.5790   -0.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1383    0.6303    1.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8437   -0.8206    1.8613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3873   -1.8239    1.4498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4195   -2.5773   -0.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4302   -2.9511    0.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7796   -2.1304   -1.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8788   -0.6208   -1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5416   -0.0392    1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4175   -1.6314    1.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0740   -0.8348   -0.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8980    0.2566    0.9645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9906    2.7245   -1.5835 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  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  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 20 50  1  0
M  END


  Mrv1652304032019062D          

 26 25  0  0  0  0            999 V2000
   -1.2888   -2.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888   -1.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743   -1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743   -0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    1.3184    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    2.1434    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    0.0809    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    2.1434    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    0.0809    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    0.9059    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  7  1  0  0  0  0
  9  8  2  0  0  0  0
 10  9  1  0  0  0  0
 11 10  2  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  2  0  0  0  0
 20 18  1  0  0  0  0
 21  6  1  0  0  0  0
 22  7  1  0  0  0  0
 23  8  1  0  0  0  0
 24  9  1  0  0  0  0
 25 10  1  0  0  0  0
 26 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304802

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]\C(CCCCC)=C(/[H])\C(\[H])=C(/[H])\C(\[H])=C(\[H])CCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-11H,2-5,12-17H2,1H3,(H,19,20)/b7-6-,9-8+,11-10-

> <INCHI_KEY>
DQGMPXYVZZCNDQ-KDQYYBQISA-N

> <FORMULA>
C18H30O2

> <MOLECULAR_WEIGHT>
278.436

> <EXACT_MASS>
278.224580206

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
35.803472077078524

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(8Z,10E,12Z)-octadeca-8,10,12-trienoic acid

> <ALOGPS_LOGP>
6.66

> <JCHEM_LOGP>
6.059955137666666

> <ALOGPS_LOGS>
-6.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.955292456255931

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
89.63539999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.36e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
jacaric acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304802
     RDKit          3D
Jacaric acid
 50 49  0  0  0  0  0  0  0  0999 V2000
    8.5213   -1.1077   -0.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4377   -0.5482    0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4179    0.2598   -0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3977    0.7615    0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3175    1.5895    0.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3928    2.0135    1.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1334    1.6802    1.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5170    0.8793    0.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1990    0.6062    0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4532   -0.1927   -0.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7290   -0.4787   -0.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6007   -0.0240    0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2167   -1.2031    1.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0511   -2.0790    0.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2237   -1.3717   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1396   -0.8286    0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3537   -0.1382    0.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0728    1.0384   -0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9041    1.4188   -0.9921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1275    1.7631   -1.3527 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4145   -1.2677    0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7871   -0.4045   -1.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2015   -2.0934   -0.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8708   -1.4004    0.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8630    0.0997    1.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9917   -0.2991   -1.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9910    1.1264   -0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9797   -0.1259    1.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9267    1.4060    1.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8364    2.5493   -0.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8779    1.1111   -0.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8367    2.6225    1.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5384    2.0517    1.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0503    0.4939   -0.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2870    1.0112    1.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1180   -0.5819   -1.7349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2051   -1.0981   -1.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4550    0.5790   -0.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1383    0.6303    1.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8437   -0.8206    1.8613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3873   -1.8239    1.4498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4195   -2.5773   -0.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4302   -2.9511    0.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7796   -2.1304   -1.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8788   -0.6208   -1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5416   -0.0392    1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4175   -1.6314    1.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0740   -0.8348   -0.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8980    0.2566    0.9645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9906    2.7245   -1.5835 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  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  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 20 50  1  0
M  END

HEADER    PROTEIN                                 03-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-20         0                                  
HETATM    1  C   UNK     0      -2.406  -4.469   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.406  -2.929   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.072  -2.159   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.072  -0.619   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.262   0.151   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.262   1.691   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.595   2.461   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.929   1.691   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.263   2.461   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.596   1.691   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.930   2.461   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+0
HETATM   21  H   UNK     0      -1.072   2.461   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0       1.595   4.001   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0       2.929   0.151   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       4.263   4.001   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       5.596   0.151   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       8.264   1.691   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   21                                                  
CONECT    7    6    8   22                                                  
CONECT    8    7    9   23                                                  
CONECT    9    8   10   24                                                  
CONECT   10    9   11   25                                                  
CONECT   11   10   12   26                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21    6                                                            
CONECT   22    7                                                            
CONECT   23    8                                                            
CONECT   24    9                                                            
CONECT   25   10                                                            
CONECT   26   11                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   50    0
END

COMPND    HMDB0304802
HETATM    1  C1  UNL     1       8.521  -1.108  -0.408  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.438  -0.548   0.485  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.418   0.260  -0.297  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.398   0.762   0.688  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.318   1.590   0.020  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.393   2.013   1.091  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.133   1.680   1.077  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.517   0.879   0.041  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.199   0.606   0.147  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.453  -0.193  -0.871  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.729  -0.479  -0.805  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.601  -0.024   0.287  1.00  0.00           C  
HETATM   13  C13 UNL     1      -3.217  -1.203   1.035  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.051  -2.079   0.157  1.00  0.00           C  
HETATM   15  C15 UNL     1      -5.224  -1.372  -0.487  1.00  0.00           C  
HETATM   16  C16 UNL     1      -6.140  -0.829   0.570  1.00  0.00           C  
HETATM   17  C17 UNL     1      -7.354  -0.138   0.058  1.00  0.00           C  
HETATM   18  C18 UNL     1      -7.073   1.038  -0.777  1.00  0.00           C  
HETATM   19  O1  UNL     1      -5.904   1.419  -0.992  1.00  0.00           O  
HETATM   20  O2  UNL     1      -8.127   1.763  -1.353  1.00  0.00           O  
HETATM   21  H1  UNL     1       9.415  -1.268   0.237  1.00  0.00           H  
HETATM   22  H2  UNL     1       8.787  -0.404  -1.230  1.00  0.00           H  
HETATM   23  H3  UNL     1       8.201  -2.093  -0.776  1.00  0.00           H  
HETATM   24  H4  UNL     1       6.871  -1.400   0.937  1.00  0.00           H  
HETATM   25  H5  UNL     1       7.863   0.100   1.272  1.00  0.00           H  
HETATM   26  H6  UNL     1       5.992  -0.299  -1.135  1.00  0.00           H  
HETATM   27  H7  UNL     1       6.991   1.126  -0.736  1.00  0.00           H  
HETATM   28  H8  UNL     1       4.980  -0.126   1.205  1.00  0.00           H  
HETATM   29  H9  UNL     1       5.927   1.406   1.420  1.00  0.00           H  
HETATM   30  H10 UNL     1       4.836   2.549  -0.304  1.00  0.00           H  
HETATM   31  H11 UNL     1       3.878   1.111  -0.839  1.00  0.00           H  
HETATM   32  H12 UNL     1       3.837   2.622   1.890  1.00  0.00           H  
HETATM   33  H13 UNL     1       1.538   2.052   1.924  1.00  0.00           H  
HETATM   34  H14 UNL     1       2.050   0.494  -0.799  1.00  0.00           H  
HETATM   35  H15 UNL     1      -0.287   1.011   1.004  1.00  0.00           H  
HETATM   36  H16 UNL     1       0.118  -0.582  -1.735  1.00  0.00           H  
HETATM   37  H17 UNL     1      -2.205  -1.098  -1.607  1.00  0.00           H  
HETATM   38  H18 UNL     1      -3.455   0.579  -0.159  1.00  0.00           H  
HETATM   39  H19 UNL     1      -2.138   0.630   1.003  1.00  0.00           H  
HETATM   40  H20 UNL     1      -3.844  -0.821   1.861  1.00  0.00           H  
HETATM   41  H21 UNL     1      -2.387  -1.824   1.450  1.00  0.00           H  
HETATM   42  H22 UNL     1      -3.420  -2.577  -0.639  1.00  0.00           H  
HETATM   43  H23 UNL     1      -4.430  -2.951   0.754  1.00  0.00           H  
HETATM   44  H24 UNL     1      -5.780  -2.130  -1.105  1.00  0.00           H  
HETATM   45  H25 UNL     1      -4.879  -0.621  -1.224  1.00  0.00           H  
HETATM   46  H26 UNL     1      -5.542  -0.039   1.117  1.00  0.00           H  
HETATM   47  H27 UNL     1      -6.418  -1.631   1.274  1.00  0.00           H  
HETATM   48  H28 UNL     1      -8.074  -0.835  -0.437  1.00  0.00           H  
HETATM   49  H29 UNL     1      -7.898   0.257   0.965  1.00  0.00           H  
HETATM   50  H30 UNL     1      -7.991   2.724  -1.583  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7    7   32
CONECT    7    8   33
CONECT    8    9    9   34
CONECT    9   10   35
CONECT   10   11   11   36
CONECT   11   12   37
CONECT   12   13   38   39
CONECT   13   14   40   41
CONECT   14   15   42   43
CONECT   15   16   44   45
CONECT   16   17   46   47
CONECT   17   18   48   49
CONECT   18   19   19   20
CONECT   20   50
END

HMDB0304802
     RDKit          3D
Jacaric acid
 50 49  0  0  0  0  0  0  0  0999 V2000
    8.5213   -1.1077   -0.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4377   -0.5482    0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4179    0.2598   -0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3977    0.7615    0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3175    1.5895    0.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3928    2.0135    1.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1334    1.6802    1.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5170    0.8793    0.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1990    0.6062    0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4532   -0.1927   -0.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7290   -0.4787   -0.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6007   -0.0240    0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2167   -1.2031    1.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0511   -2.0790    0.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2237   -1.3717   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1396   -0.8286    0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3537   -0.1382    0.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0728    1.0384   -0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9041    1.4188   -0.9921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1275    1.7631   -1.3527 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4145   -1.2677    0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7871   -0.4045   -1.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2015   -2.0934   -0.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8708   -1.4004    0.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8630    0.0997    1.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9917   -0.2991   -1.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9910    1.1264   -0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9797   -0.1259    1.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9267    1.4060    1.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8364    2.5493   -0.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8779    1.1111   -0.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8367    2.6225    1.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5384    2.0517    1.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0503    0.4939   -0.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2870    1.0112    1.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1180   -0.5819   -1.7349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2051   -1.0981   -1.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4550    0.5790   -0.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1383    0.6303    1.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8437   -0.8206    1.8613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3873   -1.8239    1.4498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4195   -2.5773   -0.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4302   -2.9511    0.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7796   -2.1304   -1.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8788   -0.6208   -1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5416   -0.0392    1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4175   -1.6314    1.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0740   -0.8348   -0.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8980    0.2566    0.9645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9906    2.7245   -1.5835 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  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  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 20 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(8Z,10E,12Z)-Octadeca-8,10,12-trienoate	Generator
Jacarate	Generator

Chemical Formula

C₁₈H₃₀O₂

Average Molecular Weight

278.436

Monoisotopic Molecular Weight

278.224580206

IUPAC Name

(8Z,10E,12Z)-octadeca-8,10,12-trienoic acid

Traditional Name

jacaric acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCC)=C(/[H])\C(\[H])=C(/[H])\C(\[H])=C(\[H])CCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-11H,2-5,12-17H2,1H3,(H,19,20)/b7-6-,9-8+,11-10-

InChI Key

DQGMPXYVZZCNDQ-KDQYYBQISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Lineolic acids and derivatives

Direct Parent

Lineolic acids and derivatives

Alternative Parents

Substituents

Octadecanoid
Long-chain fatty acid
Fatty acid
Unsaturated fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Unsaturated fatty acids (LMFA01030143 )

Ontology

Not Available

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

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	6.66	ALOGPS
logP	6.06	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	4.96	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	13	ChemAxon
Refractivity	89.64 m³·mol⁻¹	ChemAxon
Polarizability	35.8 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
AllCCS	[M+H]+	175.404	32859911
AllCCS	[M+H-H2O]+	172.264	32859911
AllCCS	[M+Na]+	179.152	32859911
AllCCS	[M+NH4]+	178.315	32859911
AllCCS	[M-H]-	177.046	32859911
AllCCS	[M+Na-2H]-	178.547	32859911
AllCCS	[M+HCOO]-	180.344	32859911
DeepCCS	[M+H]+	196.017	30932474
DeepCCS	[M-H]-	193.493	30932474
DeepCCS	[M-2H]-	228.709	30932474
DeepCCS	[M+Na]+	204.569	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Jacaric acid 10V, Positive-QTOF	splash10-03di-0090000000-7364fc328ff3408e9ad3	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Jacaric acid 20V, Positive-QTOF	splash10-01q9-4690000000-4b31e17ad3d3869cf564	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Jacaric acid 40V, Positive-QTOF	splash10-05mx-8930000000-3fcea2dd83be34877870	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Jacaric acid 10V, Negative-QTOF	splash10-004i-0090000000-2c8589c5d08d8c4782d1	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Jacaric acid 20V, Negative-QTOF	splash10-057i-0090000000-1883e22e5a4c25f79448	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Jacaric acid 40V, Negative-QTOF	splash10-0a4l-9230000000-5d7536d0d7c079d045f6	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Jacaric acid 10V, Positive-QTOF	splash10-01t9-4690000000-2dfc05c3a3efcd273d88	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Jacaric acid 20V, Positive-QTOF	splash10-0536-6920000000-ade975bd3881aaae6c2f	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Jacaric acid 40V, Positive-QTOF	splash10-052f-9200000000-debff8b76800096a34ca	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Jacaric acid 10V, Negative-QTOF	splash10-004i-0090000000-c01319a452589cffc87b	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Jacaric acid 20V, Negative-QTOF	splash10-056r-1090000000-6a6f465c2cf81e464319	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Jacaric acid 40V, Negative-QTOF	splash10-0596-7910000000-0595cb6e706341645ebc	2021-10-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB098388

KNApSAcK ID

C00054959

Chemspider ID

4445944

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

Not Available

Showing metabocard for Jacaric acid (HMDB0304802)

MOL for HMDB0304802 (Jacaric acid)

3D MOL for HMDB0304802 (Jacaric acid)

3D SDF for HMDB0304802 (Jacaric acid)

3D-SDF for HMDB0304802 (Jacaric acid)

PDB for HMDB0304802 (Jacaric acid)

3D PDB for HMDB0304802 (Jacaric acid)

SMILES for HMDB0304802 (Jacaric acid)

INCHI for HMDB0304802 (Jacaric acid)

Structure for HMDB0304802 (Jacaric acid)

3D Structure for HMDB0304802 (Jacaric acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra