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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:21:48 UTC

Update Date

2022-03-07 02:56:02 UTC

HMDB ID

HMDB0039011

Secondary Accession Numbers

HMDB39011

Metabolite Identification

Common Name

1,3,11(13)-Eudesmatrien-12-oic acid

Description

1,3,11(13)-Eudesmatrien-12-oic acid belongs to the class of organic compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. These are sesquiterpenoids with a structure based on the eudesmane skeleton. Based on a literature review a small amount of articles have been published on 1,3,11(13)-Eudesmatrien-12-oic acid.

Structure

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

HMDB0039011
     RDKit          3D
1,3,11(13)-Eudesmatrien-12-oic acid
 37 38  0  0  0  0  0  0  0  0999 V2000
    2.4148    1.4694    0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4943    0.2720   -0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8001   -0.4272   -0.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9930   -1.5674   -0.6463 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8324    0.2320    0.4520 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3640   -0.4068   -0.9818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1422   -1.7083   -0.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0812   -1.8774    0.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2145   -0.9874    0.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5936   -1.4336   -1.3138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4064   -1.1933    0.9316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1656   -0.1873    1.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7868    1.1768    1.0424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6828    1.4217    0.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4247    2.8798    0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7126    0.3973    0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2013    0.5258   -1.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5411    2.1028    0.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3337    1.8772    0.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8936    0.4070    1.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7282   -0.5730   -2.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1021   -2.5203   -1.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9998   -1.9766    0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1181   -1.6551    1.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4540   -2.9217    0.5193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6697   -1.7410   -1.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1906   -2.3757   -1.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2020   -0.6819   -1.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7318   -2.2010    1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0618   -0.3986    1.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4325    2.0200    1.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3909    3.4144    0.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8819    3.3172    0.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083    3.0387   -0.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0014    0.4560    1.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4236    0.2520   -1.9641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4553    1.5735   -1.2215 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17  6  1  0
 16  9  1  0
  1 18  1  0
  1 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
M  END


  Mrv0541 05061310472D          

 17 18  0  0  0  0            999 V2000
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  4  2  0  0  0  0
  8  6  1  0  0  0  0
 10  1  1  0  0  0  0
 10  5  2  0  0  0  0
 11  2  2  0  0  0  0
 12  6  1  0  0  0  0
 12  9  1  0  0  0  0
 12 11  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15  3  1  0  0  0  0
 15  7  1  0  0  0  0
 15  8  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  2  0  0  0  0
 17 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039011

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC=CC2(C)CCC(CC12)C(=C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O2/c1-10-5-4-7-15(3)8-6-12(9-13(10)15)11(2)14(16)17/h4-5,7,12-13H,2,6,8-9H2,1,3H3,(H,16,17)

> <INCHI_KEY>
WUAXEEZNSBQKSA-UHFFFAOYSA-N

> <FORMULA>
C15H20O2

> <MOLECULAR_WEIGHT>
232.3181

> <EXACT_MASS>
232.146329884

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
26.483750593984148

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4a,8-dimethyl-1,2,3,4,4a,8a-hexahydronaphthalen-2-yl)prop-2-enoic acid

> <ALOGPS_LOGP>
4.21

> <JCHEM_LOGP>
3.349080334

> <ALOGPS_LOGS>
-3.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.0064325658960245

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
70.28620000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.23e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4a,8-dimethyl-2,3,4,8a-tetrahydro-1H-naphthalen-2-yl)prop-2-enoic acid

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0039011
     RDKit          3D
1,3,11(13)-Eudesmatrien-12-oic acid
 37 38  0  0  0  0  0  0  0  0999 V2000
    2.4148    1.4694    0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4943    0.2720   -0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8001   -0.4272   -0.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9930   -1.5674   -0.6463 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8324    0.2320    0.4520 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3640   -0.4068   -0.9818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1422   -1.7083   -0.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0812   -1.8774    0.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2145   -0.9874    0.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5936   -1.4336   -1.3138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4064   -1.1933    0.9316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1656   -0.1873    1.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7868    1.1768    1.0424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6828    1.4217    0.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4247    2.8798    0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7126    0.3973    0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2013    0.5258   -1.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5411    2.1028    0.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3337    1.8772    0.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8936    0.4070    1.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7282   -0.5730   -2.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1021   -2.5203   -1.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9998   -1.9766    0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1181   -1.6551    1.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4540   -2.9217    0.5193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6697   -1.7410   -1.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1906   -2.3757   -1.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2020   -0.6819   -1.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7318   -2.2010    1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0618   -0.3986    1.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4325    2.0200    1.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3909    3.4144    0.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8819    3.3172    0.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083    3.0387   -0.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0014    0.4560    1.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4236    0.2520   -1.9641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4553    1.5735   -1.2215 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17  6  1  0
 16  9  1  0
  1 18  1  0
  1 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      10.669  -3.080   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   11                                                            
CONECT    3   15                                                            
CONECT    4    5    7                                                       
CONECT    5    4   10                                                       
CONECT    6    8   12                                                       
CONECT    7    4   15                                                       
CONECT    8    6   15                                                       
CONECT    9   12   13                                                       
CONECT   10    1    5   13                                                  
CONECT   11    2   12   14                                                  
CONECT   12    6    9   11                                                  
CONECT   13    9   10   15                                                  
CONECT   14   11   16   17                                                  
CONECT   15    3    7    8   13                                             
CONECT   16   14                                                            
CONECT   17   14                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0039011
HETATM    1  C1  UNL     1       2.415   1.469   0.243  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.494   0.272  -0.278  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.800  -0.427  -0.182  1.00  0.00           C  
HETATM    4  O1  UNL     1       3.993  -1.567  -0.646  1.00  0.00           O  
HETATM    5  O2  UNL     1       4.832   0.232   0.452  1.00  0.00           O  
HETATM    6  C4  UNL     1       1.364  -0.407  -0.982  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.142  -1.708  -0.303  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.081  -1.877   0.553  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.214  -0.987   0.122  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.594  -1.434  -1.314  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.406  -1.193   0.932  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.166  -0.187   1.364  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.787   1.177   1.042  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.683   1.422   0.358  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.425   2.880   0.068  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.713   0.397   0.121  1.00  0.00           C  
HETATM   17  C15 UNL     1       0.201   0.526  -1.055  1.00  0.00           C  
HETATM   18  H1  UNL     1       1.541   2.103   0.255  1.00  0.00           H  
HETATM   19  H2  UNL     1       3.334   1.877   0.719  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.894   0.407   1.432  1.00  0.00           H  
HETATM   21  H4  UNL     1       1.728  -0.573  -2.023  1.00  0.00           H  
HETATM   22  H5  UNL     1       1.102  -2.520  -1.078  1.00  0.00           H  
HETATM   23  H6  UNL     1       2.000  -1.977   0.350  1.00  0.00           H  
HETATM   24  H7  UNL     1       0.118  -1.655   1.621  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.454  -2.922   0.519  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.670  -1.741  -1.797  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.191  -2.376  -1.151  1.00  0.00           H  
HETATM   28  H11 UNL     1      -2.202  -0.682  -1.801  1.00  0.00           H  
HETATM   29  H12 UNL     1      -2.732  -2.201   1.222  1.00  0.00           H  
HETATM   30  H13 UNL     1      -4.062  -0.399   1.954  1.00  0.00           H  
HETATM   31  H14 UNL     1      -3.433   2.020   1.375  1.00  0.00           H  
HETATM   32  H15 UNL     1      -2.391   3.414   0.000  1.00  0.00           H  
HETATM   33  H16 UNL     1      -0.882   3.317   0.924  1.00  0.00           H  
HETATM   34  H17 UNL     1      -0.908   3.039  -0.876  1.00  0.00           H  
HETATM   35  H18 UNL     1       0.001   0.456   1.041  1.00  0.00           H  
HETATM   36  H19 UNL     1      -0.424   0.252  -1.964  1.00  0.00           H  
HETATM   37  H20 UNL     1       0.455   1.573  -1.222  1.00  0.00           H  
CONECT    1    2    2   18   19
CONECT    2    3    6
CONECT    3    4    4    5
CONECT    5   20
CONECT    6    7   17   21
CONECT    7    8   22   23
CONECT    8    9   24   25
CONECT    9   10   11   16
CONECT   10   26   27   28
CONECT   11   12   12   29
CONECT   12   13   30
CONECT   13   14   14   31
CONECT   14   15   16
CONECT   15   32   33   34
CONECT   16   17   35
CONECT   17   36   37
END

HMDB0039011
     RDKit          3D
1,3,11(13)-Eudesmatrien-12-oic acid
 37 38  0  0  0  0  0  0  0  0999 V2000
    2.4148    1.4694    0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4943    0.2720   -0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8001   -0.4272   -0.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9930   -1.5674   -0.6463 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8324    0.2320    0.4520 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3640   -0.4068   -0.9818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1422   -1.7083   -0.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0812   -1.8774    0.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2145   -0.9874    0.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5936   -1.4336   -1.3138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4064   -1.1933    0.9316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1656   -0.1873    1.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7868    1.1768    1.0424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6828    1.4217    0.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4247    2.8798    0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7126    0.3973    0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2013    0.5258   -1.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5411    2.1028    0.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3337    1.8772    0.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8936    0.4070    1.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7282   -0.5730   -2.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1021   -2.5203   -1.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9998   -1.9766    0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1181   -1.6551    1.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4540   -2.9217    0.5193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6697   -1.7410   -1.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1906   -2.3757   -1.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2020   -0.6819   -1.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7318   -2.2010    1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0618   -0.3986    1.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4325    2.0200    1.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3909    3.4144    0.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8819    3.3172    0.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083    3.0387   -0.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0014    0.4560    1.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4236    0.2520   -1.9641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4553    1.5735   -1.2215 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17  6  1  0
 16  9  1  0
  1 18  1  0
  1 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,3,11(13)-Eudesmatrien-12-Oate	Generator
2-(4a,8-Dimethyl-1,2,3,4,4a,8a-hexahydronaphthalen-2-yl)prop-2-enoate	HMDB

Chemical Formula

C₁₅H₂₀O₂

Average Molecular Weight

232.3181

Monoisotopic Molecular Weight

232.146329884

IUPAC Name

2-(4a,8-dimethyl-1,2,3,4,4a,8a-hexahydronaphthalen-2-yl)prop-2-enoic acid

Traditional Name

2-(4a,8-dimethyl-2,3,4,8a-tetrahydro-1H-naphthalen-2-yl)prop-2-enoic acid

CAS Registry Number

96383-98-1

SMILES

CC1=CC=CC2(C)CCC(CC12)C(=C)C(O)=O

InChI Identifier

InChI=1S/C15H20O2/c1-10-5-4-7-15(3)8-6-12(9-13(10)15)11(2)14(16)17/h4-5,7,12-13H,2,6,8-9H2,1,3H3,(H,16,17)

InChI Key

WUAXEEZNSBQKSA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. These are sesquiterpenoids with a structure based on the eudesmane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids

Alternative Parents

Substituents

Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoid
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

Cytoplasm (HMDB: HMDB0039011)
Cell membrane (HMDB: HMDB0039011)

Cellular substructure

Extracellular (HMDB: HMDB0039011)
Membrane (HMDB: HMDB0039011)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039011)

Source

Endogenous

Endogenous (HMDB: HMDB0039011)

Animal

Animal (HMDB: HMDB0039011)

Exogenous

Food

Food (HMDB: HMDB0039011)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0039011)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0039011)

Cellular process

Cell signaling (HMDB: HMDB0039011)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0039011)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0039011)

Nutrient

Nutrient (HMDB: HMDB0039011)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0039011)

Emulsifier (HMDB: HMDB0039011)

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
Water Solubility	0.042 g/L	ALOGPS
logP	4.21	ALOGPS
logP	3.35	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	5.01	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	70.29 m³·mol⁻¹	ChemAxon
Polarizability	26.48 Å³	ChemAxon
Number of Rings	2	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]+	157.82	31661259
DarkChem	[M-H]-	153.306	31661259
DeepCCS	[M-2H]-	184.945	30932474
DeepCCS	[M+Na]+	159.775	30932474
AllCCS	[M+H]+	154.6	32859911
AllCCS	[M+H-H2O]+	150.7	32859911
AllCCS	[M+NH4]+	158.1	32859911
AllCCS	[M+Na]+	159.1	32859911
AllCCS	[M-H]-	160.2	32859911
AllCCS	[M+Na-2H]-	160.4	32859911
AllCCS	[M+HCOO]-	160.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,3,11(13)-Eudesmatrien-12-oic acid	CC1=CC=CC2(C)CCC(CC12)C(=C)C(O)=O	2950.5	Standard polar	33892256
1,3,11(13)-Eudesmatrien-12-oic acid	CC1=CC=CC2(C)CCC(CC12)C(=C)C(O)=O	1695.8	Standard non polar	33892256
1,3,11(13)-Eudesmatrien-12-oic acid	CC1=CC=CC2(C)CCC(CC12)C(=C)C(O)=O	1866.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1,3,11(13)-Eudesmatrien-12-oic acid,1TMS,isomer #1	C=C(C(=O)O[Si](C)(C)C)C1CCC2(C)C=CC=C(C)C2C1	1942.7	Semi standard non polar	33892256
1,3,11(13)-Eudesmatrien-12-oic acid,1TBDMS,isomer #1	C=C(C(=O)O[Si](C)(C)C(C)(C)C)C1CCC2(C)C=CC=C(C)C2C1	2190.5	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 - 1,3,11(13)-Eudesmatrien-12-oic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0159-0920000000-379bda7fd9757e940372	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,3,11(13)-Eudesmatrien-12-oic acid GC-MS (1 TMS) - 70eV, Positive	splash10-00ri-2950000000-743b731627a8b002d52d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,3,11(13)-Eudesmatrien-12-oic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,3,11(13)-Eudesmatrien-12-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 - 1,3,11(13)-Eudesmatrien-12-oic acid 10V, Positive-QTOF	splash10-001i-0590000000-25a39c8283b9bc7225b4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,11(13)-Eudesmatrien-12-oic acid 20V, Positive-QTOF	splash10-000i-2930000000-cfb84ee78ff099a9a792	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,11(13)-Eudesmatrien-12-oic acid 40V, Positive-QTOF	splash10-0gb9-5900000000-ca40b4aa1826146074cf	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,11(13)-Eudesmatrien-12-oic acid 10V, Negative-QTOF	splash10-001i-0390000000-8f35ed2225d2ee971816	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,11(13)-Eudesmatrien-12-oic acid 20V, Negative-QTOF	splash10-0019-1950000000-732a82b82ab23953e5d5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,11(13)-Eudesmatrien-12-oic acid 40V, Negative-QTOF	splash10-02mj-4910000000-87d66c66735bd9cf94ac	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,11(13)-Eudesmatrien-12-oic acid 10V, Positive-QTOF	splash10-0159-0390000000-0c29422b2d1d4627d697	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,11(13)-Eudesmatrien-12-oic acid 20V, Positive-QTOF	splash10-052r-0910000000-a5f9f35e43372a2d63f7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,11(13)-Eudesmatrien-12-oic acid 40V, Positive-QTOF	splash10-066r-4900000000-29f33d2732269e4cc4ef	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,11(13)-Eudesmatrien-12-oic acid 10V, Negative-QTOF	splash10-0019-0960000000-b1d48072293b8e616c20	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,11(13)-Eudesmatrien-12-oic acid 20V, Negative-QTOF	splash10-000i-0900000000-4a37779d0c62734995dc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,11(13)-Eudesmatrien-12-oic acid 40V, Negative-QTOF	splash10-003r-1920000000-0011bd5369e019f0c16d	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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

FDB018505

KNApSAcK ID

Not Available

Chemspider ID

35014713

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752508

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

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 1,3,11(13)-Eudesmatrien-12-oic acid (HMDB0039011)

MOL for HMDB0039011 (1,3,11(13)-Eudesmatrien-12-oic acid)

3D MOL for HMDB0039011 (1,3,11(13)-Eudesmatrien-12-oic acid)

3D SDF for HMDB0039011 (1,3,11(13)-Eudesmatrien-12-oic acid)

3D-SDF for HMDB0039011 (1,3,11(13)-Eudesmatrien-12-oic acid)

PDB for HMDB0039011 (1,3,11(13)-Eudesmatrien-12-oic acid)

3D PDB for HMDB0039011 (1,3,11(13)-Eudesmatrien-12-oic acid)

SMILES for HMDB0039011 (1,3,11(13)-Eudesmatrien-12-oic acid)

INCHI for HMDB0039011 (1,3,11(13)-Eudesmatrien-12-oic acid)

Structure for HMDB0039011 (1,3,11(13)-Eudesmatrien-12-oic acid)

3D Structure for HMDB0039011 (1,3,11(13)-Eudesmatrien-12-oic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra