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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:49:00 UTC

Update Date

2022-03-07 02:54:38 UTC

HMDB ID

HMDB0035794

Secondary Accession Numbers

HMDB35794

Metabolite Identification

Common Name

beta-Costic acid

Description

beta-Costic acid, also known as b-costate or β-costic 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 beta-Costic acid.

Structure

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

HMDB0035794
     RDKit          3D
beta-Costic acid
 39 40  0  0  0  0  0  0  0  0999 V2000
    3.0218    1.5538   -0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9152    0.2681   -0.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1335   -0.5403   -0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1271   -1.7821   -0.2693 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3324    0.0470    0.2426 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6791   -0.3815   -0.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -1.4506    0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0879   -1.9510   -0.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1117   -0.9018    0.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4461   -1.2042    1.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2747   -1.0443   -0.6781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3669   -0.1100   -0.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9571    1.3191   -0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4877    1.5370   -0.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0801    2.7915   -0.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5156    0.4800    0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4987    0.4560   -1.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1990    2.2100   -0.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9807    1.9950    0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4099    0.7895    0.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9113   -0.9944   -1.6889 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9838   -2.2661    0.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1711   -0.9685    1.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3162   -2.9437    0.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0915   -2.0937   -1.2613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3117   -1.9294    1.7005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6175   -1.7422    2.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7677   -0.3157    2.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6814   -2.0751   -0.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9262   -0.7633   -1.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2567   -0.2871   -0.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5736   -0.3258    0.8599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2573    1.7411   -1.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4520    1.9873    0.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0268    3.0038   -0.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7959    3.5877   -0.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0740    0.7703    0.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7472    1.4860   -1.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0518    0.0477   -1.9745 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  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 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
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
M  END


  Mrv0541 05061308432D          

 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  1  0  0  0  0
  8  6  1  0  0  0  0
 10  1  2  0  0  0  0
 10  5  1  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>
HMDB0035794

> <DATABASE_NAME>
hmdb

> <SMILES>
CC12CCCC(=C)C1CC(CC2)C(=C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O2/c1-10-5-4-7-15(3)8-6-12(9-13(10)15)11(2)14(16)17/h12-13H,1-2,4-9H2,3H3,(H,16,17)

> <INCHI_KEY>
UJQGVDNQDFTTLZ-UHFFFAOYSA-N

> <FORMULA>
C15H22O2

> <MOLECULAR_WEIGHT>
234.334

> <EXACT_MASS>
234.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.113395516008055

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4a-methyl-8-methylidene-decahydronaphthalen-2-yl)prop-2-enoic acid

> <ALOGPS_LOGP>
3.78

> <JCHEM_LOGP>
3.7689356609999995

> <ALOGPS_LOGS>
-4.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.051292933656783

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
68.0971

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4a-methyl-8-methylidene-octahydronaphthalen-2-yl)prop-2-enoic acid

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035794
     RDKit          3D
beta-Costic acid
 39 40  0  0  0  0  0  0  0  0999 V2000
    3.0218    1.5538   -0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9152    0.2681   -0.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1335   -0.5403   -0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1271   -1.7821   -0.2693 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3324    0.0470    0.2426 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6791   -0.3815   -0.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -1.4506    0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0879   -1.9510   -0.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1117   -0.9018    0.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4461   -1.2042    1.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2747   -1.0443   -0.6781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3669   -0.1100   -0.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9571    1.3191   -0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4877    1.5370   -0.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0801    2.7915   -0.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5156    0.4800    0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4987    0.4560   -1.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1990    2.2100   -0.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9807    1.9950    0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4099    0.7895    0.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9113   -0.9944   -1.6889 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9838   -2.2661    0.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1711   -0.9685    1.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3162   -2.9437    0.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0915   -2.0937   -1.2613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3117   -1.9294    1.7005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6175   -1.7422    2.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7677   -0.3157    2.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6814   -2.0751   -0.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9262   -0.7633   -1.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2567   -0.2871   -0.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5736   -0.3258    0.8599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2573    1.7411   -1.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4520    1.9873    0.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0268    3.0038   -0.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7959    3.5877   -0.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0740    0.7703    0.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7472    1.4860   -1.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0518    0.0477   -1.9745 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  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 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
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  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    HMDB0035794
HETATM    1  C1  UNL     1       3.022   1.554  -0.192  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.915   0.268  -0.357  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.133  -0.540  -0.131  1.00  0.00           C  
HETATM    4  O1  UNL     1       4.127  -1.782  -0.269  1.00  0.00           O  
HETATM    5  O2  UNL     1       5.332   0.047   0.243  1.00  0.00           O  
HETATM    6  C4  UNL     1       1.679  -0.382  -0.765  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.269  -1.451   0.260  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.088  -1.951  -0.174  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.112  -0.902   0.268  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.446  -1.204   1.700  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.275  -1.044  -0.678  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.367  -0.110  -0.209  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.957   1.319  -0.335  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.488   1.537  -0.181  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.080   2.791  -0.306  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.516   0.480   0.093  1.00  0.00           C  
HETATM   17  C15 UNL     1       0.499   0.456  -1.053  1.00  0.00           C  
HETATM   18  H1  UNL     1       2.199   2.210  -0.332  1.00  0.00           H  
HETATM   19  H2  UNL     1       3.981   1.995   0.101  1.00  0.00           H  
HETATM   20  H3  UNL     1       5.410   0.790   0.916  1.00  0.00           H  
HETATM   21  H4  UNL     1       1.911  -0.994  -1.689  1.00  0.00           H  
HETATM   22  H5  UNL     1       1.984  -2.266   0.308  1.00  0.00           H  
HETATM   23  H6  UNL     1       1.171  -0.968   1.275  1.00  0.00           H  
HETATM   24  H7  UNL     1      -0.316  -2.944   0.299  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.091  -2.094  -1.261  1.00  0.00           H  
HETATM   26  H9  UNL     1      -2.312  -1.929   1.701  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.617  -1.742   2.215  1.00  0.00           H  
HETATM   28  H11 UNL     1      -1.768  -0.316   2.277  1.00  0.00           H  
HETATM   29  H12 UNL     1      -2.681  -2.075  -0.651  1.00  0.00           H  
HETATM   30  H13 UNL     1      -1.926  -0.763  -1.678  1.00  0.00           H  
HETATM   31  H14 UNL     1      -4.257  -0.287  -0.856  1.00  0.00           H  
HETATM   32  H15 UNL     1      -3.574  -0.326   0.860  1.00  0.00           H  
HETATM   33  H16 UNL     1      -3.257   1.741  -1.324  1.00  0.00           H  
HETATM   34  H17 UNL     1      -3.452   1.987   0.422  1.00  0.00           H  
HETATM   35  H18 UNL     1      -0.027   3.004  -0.203  1.00  0.00           H  
HETATM   36  H19 UNL     1      -1.796   3.588  -0.507  1.00  0.00           H  
HETATM   37  H20 UNL     1       0.074   0.770   0.998  1.00  0.00           H  
HETATM   38  H21 UNL     1       0.747   1.486  -1.307  1.00  0.00           H  
HETATM   39  H22 UNL     1      -0.052   0.048  -1.975  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   29   30
CONECT   12   13   31   32
CONECT   13   14   33   34
CONECT   14   15   15   16
CONECT   15   35   36
CONECT   16   17   37
CONECT   17   38   39
END

HMDB0035794
     RDKit          3D
beta-Costic acid
 39 40  0  0  0  0  0  0  0  0999 V2000
    3.0218    1.5538   -0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9152    0.2681   -0.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1335   -0.5403   -0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1271   -1.7821   -0.2693 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3324    0.0470    0.2426 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6791   -0.3815   -0.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -1.4506    0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0879   -1.9510   -0.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1117   -0.9018    0.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4461   -1.2042    1.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2747   -1.0443   -0.6781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3669   -0.1100   -0.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9571    1.3191   -0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4877    1.5370   -0.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0801    2.7915   -0.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5156    0.4800    0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4987    0.4560   -1.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1990    2.2100   -0.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9807    1.9950    0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4099    0.7895    0.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9113   -0.9944   -1.6889 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9838   -2.2661    0.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1711   -0.9685    1.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3162   -2.9437    0.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0915   -2.0937   -1.2613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3117   -1.9294    1.7005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6175   -1.7422    2.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7677   -0.3157    2.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6814   -2.0751   -0.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9262   -0.7633   -1.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2567   -0.2871   -0.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5736   -0.3258    0.8599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2573    1.7411   -1.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4520    1.9873    0.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0268    3.0038   -0.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7959    3.5877   -0.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0740    0.7703    0.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7472    1.4860   -1.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0518    0.0477   -1.9745 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  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 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
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
b-Costate	Generator
b-Costic acid	Generator
beta-Costate	Generator
Β-costate	Generator
Β-costic acid	Generator
4(15),11(13)-Selinadien-12-Oic acid	HMDB
Costic acid	HMDB
Costus acid	HMDB
D-arabino-Hexose, 2-deoxy-, diethyl dithioacetal	HMDB
2-(4a-Methyl-8-methylidene-decahydronaphthalen-2-yl)prop-2-enoate	Generator

Chemical Formula

C₁₅H₂₂O₂

Average Molecular Weight

234.334

Monoisotopic Molecular Weight

234.161979948

IUPAC Name

2-(4a-methyl-8-methylidene-decahydronaphthalen-2-yl)prop-2-enoic acid

Traditional Name

2-(4a-methyl-8-methylidene-octahydronaphthalen-2-yl)prop-2-enoic acid

CAS Registry Number

3650-43-9

SMILES

CC12CCCC(=C)C1CC(CC2)C(=C)C(O)=O

InChI Identifier

InChI=1S/C15H22O2/c1-10-5-4-7-15(3)8-6-12(9-13(10)15)11(2)14(16)17/h12-13H,1-2,4-9H2,3H3,(H,16,17)

InChI Key

UJQGVDNQDFTTLZ-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: HMDB0035794)
Cell membrane (HMDB: HMDB0035794)

Cellular substructure

Extracellular (HMDB: HMDB0035794)
Membrane (HMDB: HMDB0035794)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035794)

Source

Endogenous

Endogenous (HMDB: HMDB0035794)

Plant

Plant (HMDB: HMDB0035794)

Animal

Animal (HMDB: HMDB0035794)

Exogenous

Food

Food (HMDB: HMDB0035794)

Vegetable

Root vegetable

Burdock (FooDB: FOOD00017)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035794)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035794)

Cellular process

Cell signaling (HMDB: HMDB0035794)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035794)

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	87 - 88 °C	Not Available
Boiling Point	170.00 to 175.00 °C. @ 11.00 mm Hg	The Good Scents Company Information System
Water Solubility	2.9 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.930 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.013 g/L	ALOGPS
logP	3.78	ALOGPS
logP	3.77	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	5.05	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	68.1 m³·mol⁻¹	ChemAxon
Polarizability	27.11 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]+	156.797	31661259
DarkChem	[M-H]-	153.205	31661259
DeepCCS	[M-2H]-	186.39	30932474
DeepCCS	[M+Na]+	161.642	30932474
AllCCS	[M+H]+	157.1	32859911
AllCCS	[M+H-H2O]+	153.4	32859911
AllCCS	[M+NH4]+	160.6	32859911
AllCCS	[M+Na]+	161.5	32859911
AllCCS	[M-H]-	161.3	32859911
AllCCS	[M+Na-2H]-	161.6	32859911
AllCCS	[M+HCOO]-	162.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
beta-Costic acid	CC12CCCC(=C)C1CC(CC2)C(=C)C(O)=O	2967.9	Standard polar	33892256
beta-Costic acid	CC12CCCC(=C)C1CC(CC2)C(=C)C(O)=O	1742.0	Standard non polar	33892256
beta-Costic acid	CC12CCCC(=C)C1CC(CC2)C(=C)C(O)=O	1887.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
beta-Costic acid,1TMS,isomer #1	C=C(C(=O)O[Si](C)(C)C)C1CCC2(C)CCCC(=C)C2C1	1894.4	Semi standard non polar	33892256
beta-Costic acid,1TBDMS,isomer #1	C=C(C(=O)O[Si](C)(C)C(C)(C)C)C1CCC2(C)CCCC(=C)C2C1	2134.0	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 - beta-Costic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-05ui-0930000000-81fdcba102578ca6359f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Costic acid GC-MS (1 TMS) - 70eV, Positive	splash10-00g3-2980000000-0e8bf46e2d155eb7aa8a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Costic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Costic 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 - beta-Costic acid 10V, Positive-QTOF	splash10-000i-0690000000-d08f1db3f1aa11b752ac	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Costic acid 20V, Positive-QTOF	splash10-000i-2920000000-2679f0ed5beb4f0099b4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Costic acid 40V, Positive-QTOF	splash10-014r-6910000000-0b902bd30163c5c30828	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Costic acid 10V, Negative-QTOF	splash10-001i-0390000000-de032c570ed1c40baa6a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Costic acid 20V, Negative-QTOF	splash10-0019-1950000000-8deb01b1d08fbc751152	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Costic acid 40V, Negative-QTOF	splash10-02ms-4910000000-27667bbc29f8f3cf5950	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Costic acid 10V, Positive-QTOF	splash10-01p9-0930000000-269bf77ec2d0c19ae751	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Costic acid 20V, Positive-QTOF	splash10-01ba-3900000000-50eda5b044523cb3e4d7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Costic acid 40V, Positive-QTOF	splash10-014i-9400000000-5f1ba3f968107f2d4d2a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Costic acid 10V, Negative-QTOF	splash10-01p9-0910000000-d26cda591f64a7187dd6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Costic acid 20V, Negative-QTOF	splash10-000i-0900000000-fdb9aa39700e9a1c715c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Costic acid 40V, Negative-QTOF	splash10-0079-1900000000-25d705570811dc102d17	2021-09-25	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

FDB014544

KNApSAcK ID

C00012727

Chemspider ID

35014022

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12304100

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1016321

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 beta-Costic acid (HMDB0035794)

MOL for HMDB0035794 (beta-Costic acid)

3D MOL for HMDB0035794 (beta-Costic acid)

3D SDF for HMDB0035794 (beta-Costic acid)

3D-SDF for HMDB0035794 (beta-Costic acid)

PDB for HMDB0035794 (beta-Costic acid)

3D PDB for HMDB0035794 (beta-Costic acid)

SMILES for HMDB0035794 (beta-Costic acid)

INCHI for HMDB0035794 (beta-Costic acid)

Structure for HMDB0035794 (beta-Costic acid)

3D Structure for HMDB0035794 (beta-Costic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra