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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:27:18 UTC

Update Date

2022-03-07 02:55:39 UTC

HMDB ID

HMDB0038172

Secondary Accession Numbers

HMDB38172

Metabolite Identification

Common Name

8,13-Abietadien-18-oic acid

Description

8,13-Abietadien-18-oic acid belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Based on a literature review a small amount of articles have been published on 8,13-Abietadien-18-oic acid.

Structure

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

HMDB0038172
     RDKit          3D
8,13-Abietadien-18-oic acid
 52 54  0  0  0  0  0  0  0  0999 V2000
    5.3317    0.3765    0.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6301    0.1190   -0.4158 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0001   -1.2804   -0.8760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1565    0.2678   -0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3733   -0.7535   -0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9112   -0.6269   -0.4474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3586    0.5187   -0.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1547    1.7376   -0.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014    1.5584    0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9913    0.4732    0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8120    0.1686    2.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6897    1.8107    0.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0298    1.7730    1.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7385    0.4784    1.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2641   -0.4916    0.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7291   -1.8824    0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0331   -0.2035   -1.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7675   -1.0588   -1.8043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9557    1.0430   -1.8592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8006   -0.5224   -0.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2012   -1.9281   -0.1165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1429   -1.8489   -0.7931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6477    0.4248    1.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8989    1.3359    0.8408 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0826   -0.4086    1.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0074    0.8138   -1.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6855   -2.0554   -0.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1057   -1.3249   -0.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6012   -1.4865   -1.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8326   -1.6751   -0.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1247    1.9497   -1.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7842    2.6349    0.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7324    1.6891    1.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1929    2.3575   -0.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1498    0.6730    2.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6833   -0.8862    2.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5824    0.6629    2.6650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1030    2.6171    0.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7249    2.1645   -0.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9478    2.0926    2.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6442    2.5984    0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8280    0.6928    0.8315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7855   -0.0473    2.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7794   -1.7051    0.8522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8419   -2.5739   -0.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1494   -2.2573    1.3160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5698    1.8123   -1.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6337   -0.2508   -1.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8386   -2.5762   -0.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1560   -2.3150    0.8929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7170   -2.7482   -0.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0571   -1.9375   -1.8961 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
 15 20  1  0
 20 21  1  0
 21 22  1  0
  9  4  1  0
 20 10  1  0
 22  6  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 11 35  1  0
 11 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
 16 44  1  0
 16 45  1  0
 16 46  1  0
 19 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
M  END


  Mrv0541 02241214432D          

 22 24  0  0  0  0            999 V2000
   -1.4720    0.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1870    0.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1870   -0.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4720   -1.1530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9413   -1.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6716   -0.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0435   -1.1530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7585   -0.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7585    0.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7585    0.9096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8153    1.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1003    1.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1003    2.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7209   -2.5596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0028   -1.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8153   -1.6410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0435    0.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6716    0.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3853    0.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3853    1.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6716    1.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0435    1.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  9  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
  4  8  1  0  0  0  0
  4 15  1  0  0  0  0
  6  7  1  0  0  0  0
  6 18  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
  9 17  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 20  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 17 18  2  0  0  0  0
 17 22  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038172

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1=CC2=C(CC1)C1(C)CCCC(C)(C1CC2)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h12-13,17H,5-11H2,1-4H3,(H,21,22)

> <INCHI_KEY>
MLBYBBUZURKHAW-UHFFFAOYSA-N

> <FORMULA>
C20H30O2

> <MOLECULAR_WEIGHT>
302.451

> <EXACT_MASS>
302.224580204

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
36.446649694084215

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,5,6,9,10,10a-decahydrophenanthrene-1-carboxylic acid

> <ALOGPS_LOGP>
5.10

> <JCHEM_LOGP>
4.908907235666667

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.589811200638281

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
90.94760000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.47e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
palustric acid

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038172
     RDKit          3D
8,13-Abietadien-18-oic acid
 52 54  0  0  0  0  0  0  0  0999 V2000
    5.3317    0.3765    0.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6301    0.1190   -0.4158 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0001   -1.2804   -0.8760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1565    0.2678   -0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3733   -0.7535   -0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9112   -0.6269   -0.4474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3586    0.5187   -0.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1547    1.7376   -0.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014    1.5584    0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9913    0.4732    0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8120    0.1686    2.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6897    1.8107    0.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0298    1.7730    1.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7385    0.4784    1.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2641   -0.4916    0.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7291   -1.8824    0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0331   -0.2035   -1.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7675   -1.0588   -1.8043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9557    1.0430   -1.8592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8006   -0.5224   -0.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2012   -1.9281   -0.1165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1429   -1.8489   -0.7931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6477    0.4248    1.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8989    1.3359    0.8408 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0826   -0.4086    1.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0074    0.8138   -1.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6855   -2.0554   -0.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1057   -1.3249   -0.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6012   -1.4865   -1.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8326   -1.6751   -0.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1247    1.9497   -1.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7842    2.6349    0.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7324    1.6891    1.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1929    2.3575   -0.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1498    0.6730    2.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6833   -0.8862    2.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5824    0.6629    2.6650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1030    2.6171    0.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7249    2.1645   -0.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9478    2.0926    2.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6442    2.5984    0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8280    0.6928    0.8315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7855   -0.0473    2.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7794   -1.7051    0.8522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8419   -2.5739   -0.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1494   -2.2573    1.3160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5698    1.8123   -1.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6337   -0.2508   -1.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8386   -2.5762   -0.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1560   -2.3150    0.8929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7170   -2.7482   -0.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0571   -1.9375   -1.8961 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
 15 20  1  0
 20 21  1  0
 21 22  1  0
  9  4  1  0
 20 10  1  0
 22  6  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 11 35  1  0
 11 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
 16 44  1  0
 16 45  1  0
 16 46  1  0
 19 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -2.748   0.928   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.082   0.158   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.082  -1.382   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.748  -2.152   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.757  -3.330   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.254  -1.382   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.081  -2.152   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.416  -1.382   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.416   0.158   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.416   1.698   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.255   2.468   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.921   3.238   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.921   4.778   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -3.212  -4.778   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -3.739  -3.330   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -5.255  -3.063   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.081   0.928   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.254   0.158   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.586   0.928   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.586   2.468   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.254   3.238   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.081   2.468   0.000  0.00  0.00           C+0
CONECT    1    2    9                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    8   15                                             
CONECT    5    4                                                            
CONECT    6    7   18                                                       
CONECT    7    6    8                                                       
CONECT    8    4    7    9                                                  
CONECT    9    1    8   10   17                                             
CONECT   10    9                                                            
CONECT   11   12                                                            
CONECT   12   11   13   20                                                  
CONECT   13   12                                                            
CONECT   14   15                                                            
CONECT   15    4   14   16                                                  
CONECT   16   15                                                            
CONECT   17    9   18   22                                                  
CONECT   18    6   17   19                                                  
CONECT   19   18   20                                                       
CONECT   20   12   19   21                                                  
CONECT   21   20   22                                                       
CONECT   22   17   21                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0038172
HETATM    1  C1  UNL     1       5.332   0.377   0.884  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.630   0.119  -0.416  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.000  -1.280  -0.876  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.157   0.268  -0.289  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.373  -0.753  -0.567  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.911  -0.627  -0.447  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.359   0.519  -0.057  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.155   1.738  -0.276  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.601   1.558   0.146  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.991   0.473   0.560  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.812   0.169   2.007  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.690   1.811   0.446  1.00  0.00           C  
HETATM   13  C13 UNL     1      -3.030   1.773   1.082  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.739   0.478   1.049  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.264  -0.492   0.016  1.00  0.00           C  
HETATM   16  C16 UNL     1      -3.729  -1.882   0.476  1.00  0.00           C  
HETATM   17  C17 UNL     1      -4.033  -0.203  -1.249  1.00  0.00           C  
HETATM   18  O1  UNL     1      -4.767  -1.059  -1.804  1.00  0.00           O  
HETATM   19  O2  UNL     1      -3.956   1.043  -1.859  1.00  0.00           O  
HETATM   20  C18 UNL     1      -1.801  -0.522  -0.209  1.00  0.00           C  
HETATM   21  C19 UNL     1      -1.201  -1.928  -0.116  1.00  0.00           C  
HETATM   22  C20 UNL     1       0.143  -1.849  -0.793  1.00  0.00           C  
HETATM   23  H1  UNL     1       4.648   0.425   1.752  1.00  0.00           H  
HETATM   24  H2  UNL     1       5.899   1.336   0.841  1.00  0.00           H  
HETATM   25  H3  UNL     1       6.083  -0.409   1.111  1.00  0.00           H  
HETATM   26  H4  UNL     1       5.007   0.814  -1.175  1.00  0.00           H  
HETATM   27  H5  UNL     1       4.686  -2.055  -0.119  1.00  0.00           H  
HETATM   28  H6  UNL     1       6.106  -1.325  -0.959  1.00  0.00           H  
HETATM   29  H7  UNL     1       4.601  -1.486  -1.880  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.833  -1.675  -0.882  1.00  0.00           H  
HETATM   31  H9  UNL     1       1.125   1.950  -1.385  1.00  0.00           H  
HETATM   32  H10 UNL     1       0.784   2.635   0.215  1.00  0.00           H  
HETATM   33  H11 UNL     1       2.732   1.689   1.222  1.00  0.00           H  
HETATM   34  H12 UNL     1       3.193   2.357  -0.361  1.00  0.00           H  
HETATM   35  H13 UNL     1       0.150   0.673   2.328  1.00  0.00           H  
HETATM   36  H14 UNL     1      -0.683  -0.886   2.262  1.00  0.00           H  
HETATM   37  H15 UNL     1      -1.582   0.663   2.665  1.00  0.00           H  
HETATM   38  H16 UNL     1      -1.103   2.617   0.978  1.00  0.00           H  
HETATM   39  H17 UNL     1      -1.725   2.164  -0.621  1.00  0.00           H  
HETATM   40  H18 UNL     1      -2.948   2.093   2.162  1.00  0.00           H  
HETATM   41  H19 UNL     1      -3.644   2.598   0.614  1.00  0.00           H  
HETATM   42  H20 UNL     1      -4.828   0.693   0.832  1.00  0.00           H  
HETATM   43  H21 UNL     1      -3.786  -0.047   2.049  1.00  0.00           H  
HETATM   44  H22 UNL     1      -4.779  -1.705   0.852  1.00  0.00           H  
HETATM   45  H23 UNL     1      -3.842  -2.574  -0.373  1.00  0.00           H  
HETATM   46  H24 UNL     1      -3.149  -2.257   1.316  1.00  0.00           H  
HETATM   47  H25 UNL     1      -4.570   1.812  -1.616  1.00  0.00           H  
HETATM   48  H26 UNL     1      -1.634  -0.251  -1.298  1.00  0.00           H  
HETATM   49  H27 UNL     1      -1.839  -2.576  -0.752  1.00  0.00           H  
HETATM   50  H28 UNL     1      -1.156  -2.315   0.893  1.00  0.00           H  
HETATM   51  H29 UNL     1       0.717  -2.748  -0.465  1.00  0.00           H  
HETATM   52  H30 UNL     1       0.057  -1.937  -1.896  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    4   26
CONECT    3   27   28   29
CONECT    4    5    5    9
CONECT    5    6   30
CONECT    6    7    7   22
CONECT    7    8   10
CONECT    8    9   31   32
CONECT    9   33   34
CONECT   10   11   12   20
CONECT   11   35   36   37
CONECT   12   13   38   39
CONECT   13   14   40   41
CONECT   14   15   42   43
CONECT   15   16   17   20
CONECT   16   44   45   46
CONECT   17   18   18   19
CONECT   19   47
CONECT   20   21   48
CONECT   21   22   49   50
CONECT   22   51   52
END

HMDB0038172
     RDKit          3D
8,13-Abietadien-18-oic acid
 52 54  0  0  0  0  0  0  0  0999 V2000
    5.3317    0.3765    0.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6301    0.1190   -0.4158 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0001   -1.2804   -0.8760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1565    0.2678   -0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3733   -0.7535   -0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9112   -0.6269   -0.4474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3586    0.5187   -0.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1547    1.7376   -0.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014    1.5584    0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9913    0.4732    0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8120    0.1686    2.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6897    1.8107    0.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0298    1.7730    1.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7385    0.4784    1.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2641   -0.4916    0.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7291   -1.8824    0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0331   -0.2035   -1.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7675   -1.0588   -1.8043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9557    1.0430   -1.8592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8006   -0.5224   -0.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2012   -1.9281   -0.1165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1429   -1.8489   -0.7931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6477    0.4248    1.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8989    1.3359    0.8408 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0826   -0.4086    1.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0074    0.8138   -1.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6855   -2.0554   -0.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1057   -1.3249   -0.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6012   -1.4865   -1.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8326   -1.6751   -0.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1247    1.9497   -1.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7842    2.6349    0.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7324    1.6891    1.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1929    2.3575   -0.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1498    0.6730    2.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6833   -0.8862    2.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5824    0.6629    2.6650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1030    2.6171    0.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7249    2.1645   -0.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9478    2.0926    2.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6442    2.5984    0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8280    0.6928    0.8315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7855   -0.0473    2.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7794   -1.7051    0.8522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8419   -2.5739   -0.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1494   -2.2573    1.3160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5698    1.8123   -1.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6337   -0.2508   -1.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8386   -2.5762   -0.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1560   -2.3150    0.8929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7170   -2.7482   -0.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0571   -1.9375   -1.8961 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
 15 20  1  0
 20 21  1  0
 21 22  1  0
  9  4  1  0
 20 10  1  0
 22  6  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 11 35  1  0
 11 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
 16 44  1  0
 16 45  1  0
 16 46  1  0
 19 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
8,13-Abietadien-18-Oate	Generator
13-Isopropyl-podocarpa-8,13-dien-15-Oic acid	HMDB
Palustric acid	HMDB
Podocarpa-8,13-dien-15-Oic acid, 13-isopropyl- (8ci)	HMDB

Chemical Formula

C₂₀H₃₀O₂

Average Molecular Weight

302.451

Monoisotopic Molecular Weight

302.224580204

IUPAC Name

1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,5,6,9,10,10a-decahydrophenanthrene-1-carboxylic acid

Traditional Name

palustric acid

CAS Registry Number

1945-53-5

SMILES

CC(C)C1=CC2=C(CC1)C1(C)CCCC(C)(C1CC2)C(O)=O

InChI Identifier

InChI=1S/C20H30O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h12-13,17H,5-11H2,1-4H3,(H,21,22)

InChI Key

MLBYBBUZURKHAW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Abietane diterpenoid
Phenanthrene
Hydrophenanthrene
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0038172)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038172)

Source

Endogenous

Endogenous (HMDB: HMDB0038172)

Animal

Animal (HMDB: HMDB0038172)

Exogenous

Food

Food (HMDB: HMDB0038172)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0038172)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0038172)

Cellular process

Cell signaling (HMDB: HMDB0038172)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0038172)

Role

Biological role

Nutrient

Nutrient (HMDB: HMDB0038172)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038172)

Emulsifier (HMDB: HMDB0038172)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	162 - 167 °C	Not Available
Boiling Point	440.20 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.018 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	6.620 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.015 g/L	ALOGPS
logP	5.1	ALOGPS
logP	4.91	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	4.59	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	2	ChemAxon
Refractivity	90.95 m³·mol⁻¹	ChemAxon
Polarizability	36.45 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	173.378	31661259
DarkChem	[M-H]-	166.387	31661259
DeepCCS	[M+H]+	181.868	30932474
DeepCCS	[M-H]-	179.51	30932474
DeepCCS	[M-2H]-	212.397	30932474
DeepCCS	[M+Na]+	187.961	30932474
AllCCS	[M+H]+	176.4	32859911
AllCCS	[M+H-H2O]+	173.3	32859911
AllCCS	[M+NH4]+	179.2	32859911
AllCCS	[M+Na]+	180.0	32859911
AllCCS	[M-H]-	183.4	32859911
AllCCS	[M+Na-2H]-	183.8	32859911
AllCCS	[M+HCOO]-	184.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8,13-Abietadien-18-oic acid	CC(C)C1=CC2=C(CC1)C1(C)CCCC(C)(C1CC2)C(O)=O	3465.9	Standard polar	33892256
8,13-Abietadien-18-oic acid	CC(C)C1=CC2=C(CC1)C1(C)CCCC(C)(C1CC2)C(O)=O	2316.6	Standard non polar	33892256
8,13-Abietadien-18-oic acid	CC(C)C1=CC2=C(CC1)C1(C)CCCC(C)(C1CC2)C(O)=O	2429.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
8,13-Abietadien-18-oic acid,1TMS,isomer #1	CC(C)C1=CC2=C(CC1)C1(C)CCCC(C)(C(=O)O[Si](C)(C)C)C1CC2	2362.2	Semi standard non polar	33892256
8,13-Abietadien-18-oic acid,1TBDMS,isomer #1	CC(C)C1=CC2=C(CC1)C1(C)CCCC(C)(C(=O)O[Si](C)(C)C(C)(C)C)C1CC2	2615.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 8,13-Abietadien-18-oic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0079-0590000000-8ff27e434308efef145c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8,13-Abietadien-18-oic acid GC-MS (1 TMS) - 70eV, Positive	splash10-0a4r-4459000000-56475f1a913ea0cb8cf8	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8,13-Abietadien-18-oic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,13-Abietadien-18-oic acid 10V, Positive-QTOF	splash10-0udi-0097000000-8269b87c3511079d59bf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,13-Abietadien-18-oic acid 20V, Positive-QTOF	splash10-0a4r-2291000000-8705630d071b81b38c46	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,13-Abietadien-18-oic acid 40V, Positive-QTOF	splash10-00kr-3970000000-f18786115190b1d17687	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,13-Abietadien-18-oic acid 10V, Negative-QTOF	splash10-0udi-0049000000-273ef4d58f848241d304	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,13-Abietadien-18-oic acid 20V, Negative-QTOF	splash10-0pb9-0094000000-a814a4824718c93450af	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,13-Abietadien-18-oic acid 40V, Negative-QTOF	splash10-052o-1090000000-ff4fbd10924d7bcc8856	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,13-Abietadien-18-oic acid 10V, Negative-QTOF	splash10-0udi-0009000000-16d58525184e918518fa	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,13-Abietadien-18-oic acid 20V, Negative-QTOF	splash10-0udi-0009000000-16d58525184e918518fa	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,13-Abietadien-18-oic acid 40V, Negative-QTOF	splash10-0udi-1089000000-b52bf0a75152f06e0f43	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,13-Abietadien-18-oic acid 10V, Positive-QTOF	splash10-0udi-0097000000-cb8cb06ec94bab98823d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,13-Abietadien-18-oic acid 20V, Positive-QTOF	splash10-11or-0592000000-ddb499e282dfc073fd31	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,13-Abietadien-18-oic acid 40V, Positive-QTOF	splash10-0pvr-7931000000-e943776755b2e2287870	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16040

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1389491

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 8,13-Abietadien-18-oic acid (HMDB0038172)

MOL for HMDB0038172 (8,13-Abietadien-18-oic acid)

3D MOL for HMDB0038172 (8,13-Abietadien-18-oic acid)

3D SDF for HMDB0038172 (8,13-Abietadien-18-oic acid)

3D-SDF for HMDB0038172 (8,13-Abietadien-18-oic acid)

PDB for HMDB0038172 (8,13-Abietadien-18-oic acid)

3D PDB for HMDB0038172 (8,13-Abietadien-18-oic acid)

SMILES for HMDB0038172 (8,13-Abietadien-18-oic acid)

INCHI for HMDB0038172 (8,13-Abietadien-18-oic acid)

Structure for HMDB0038172 (8,13-Abietadien-18-oic acid)

3D Structure for HMDB0038172 (8,13-Abietadien-18-oic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra