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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:36:23 UTC

Update Date

2022-03-07 02:54:34 UTC

HMDB ID

HMDB0035597

Secondary Accession Numbers

HMDB35597

Metabolite Identification

Common Name

alpha-Carissanol

Description

alpha-Carissanol, also known as α-carissanol, 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 alpha-Carissanol.

Structure

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

HMDB0035597
     RDKit          3D
alpha-Carissanol
 42 43  0  0  0  0  0  0  0  0999 V2000
   -0.9439   -2.3901   -1.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5202   -1.3133   -0.8368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8508   -0.2237   -0.5172 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5582   -0.0283   -1.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3626   -0.0605    0.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7943   -0.1826   -0.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3212    0.9529   -0.9130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7052   -0.4061    1.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9251   -1.3421   -0.8682 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0046    1.0709    1.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4425    1.2721    1.4328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3666    0.8820    0.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3846    2.0964   -0.6378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7972    0.7032    0.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2471   -0.7076    0.8894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6287   -0.7076    1.0108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8922   -1.4676   -0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7439   -2.1914   -0.8647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7560   -3.0773   -1.9926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2133   -3.0173   -1.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5087   -1.9945   -2.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8689   -0.8412   -1.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5883    0.9551   -1.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0450   -1.0139    0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8798    1.9295   -0.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1556    0.7229   -1.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4232    1.0558   -0.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6776    0.3860    1.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7554   -0.4278    0.7079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5467   -1.3892    1.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2950   -2.0330   -0.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5491    0.9144    2.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4564    1.9955    0.7480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7318    0.6616    2.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6040    2.3267    1.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0810    2.8595   -0.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3664    2.5398   -0.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7033    1.7981   -1.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5223    1.2284    0.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8754    1.2069    1.7617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7540   -1.2130    1.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9783   -1.5295    0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  5 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17  2  1  0
 12  3  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
M  END


  Mrv0541 05061308352D          

 18 19  0  0  0  0            999 V2000
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    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    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    3.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  9  1  1  0  0  0  0
 10  5  1  0  0  0  0
 10  7  1  0  0  0  0
 11  7  1  0  0  0  0
 11  9  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 13 12  1  0  0  0  0
 14  2  1  0  0  0  0
 14  3  1  0  0  0  0
 14 10  1  0  0  0  0
 15  4  1  0  0  0  0
 15  6  1  0  0  0  0
 15  8  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  2  0  0  0  0
 18 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035597

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C2CC(CCC2(C)CC(O)C1=O)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O3/c1-9-11-7-10(14(2,3)18)5-6-15(11,4)8-12(16)13(9)17/h10,12,16,18H,5-8H2,1-4H3

> <INCHI_KEY>
YLPXRNRUEGWUKL-UHFFFAOYSA-N

> <FORMULA>
C15H24O3

> <MOLECULAR_WEIGHT>
252.3493

> <EXACT_MASS>
252.172544634

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
28.680590976726904

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-2,3,4,4a,5,6,7,8-octahydronaphthalen-2-one

> <ALOGPS_LOGP>
1.67

> <JCHEM_LOGP>
1.891787141

> <ALOGPS_LOGS>
-2.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.347024556673045

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.375336549109221

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8974010987862159

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
71.35279999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.86e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-3,4,5,6,7,8-hexahydronaphthalen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035597
     RDKit          3D
alpha-Carissanol
 42 43  0  0  0  0  0  0  0  0999 V2000
   -0.9439   -2.3901   -1.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5202   -1.3133   -0.8368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8508   -0.2237   -0.5172 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5582   -0.0283   -1.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3626   -0.0605    0.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7943   -0.1826   -0.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3212    0.9529   -0.9130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7052   -0.4061    1.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9251   -1.3421   -0.8682 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0046    1.0709    1.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4425    1.2721    1.4328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3666    0.8820    0.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3846    2.0964   -0.6378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7972    0.7032    0.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2471   -0.7076    0.8894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6287   -0.7076    1.0108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8922   -1.4676   -0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7439   -2.1914   -0.8647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7560   -3.0773   -1.9926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2133   -3.0173   -1.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5087   -1.9945   -2.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8689   -0.8412   -1.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5883    0.9551   -1.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0450   -1.0139    0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8798    1.9295   -0.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1556    0.7229   -1.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4232    1.0558   -0.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6776    0.3860    1.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7554   -0.4278    0.7079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5467   -1.3892    1.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2950   -2.0330   -0.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5491    0.9144    2.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4564    1.9955    0.7480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7318    0.6616    2.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6040    2.3267    1.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0810    2.8595   -0.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3664    2.5398   -0.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7033    1.7981   -1.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5223    1.2284    0.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8754    1.2069    1.7617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7540   -1.2130    1.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9783   -1.5295    0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  5 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17  2  1  0
 12  3  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  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       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001   5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.437   3.286   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.897   5.954   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   14                                                            
CONECT    3   14                                                            
CONECT    4   15                                                            
CONECT    5    6   10                                                       
CONECT    6    5   15                                                       
CONECT    7   10   11                                                       
CONECT    8   12   15                                                       
CONECT    9    1   11   13                                                  
CONECT   10    5    7   14                                                  
CONECT   11    7    9   15                                                  
CONECT   12    8   13   16                                                  
CONECT   13    9   12   17                                                  
CONECT   14    2    3   10   18                                             
CONECT   15    4    6    8   11                                             
CONECT   16   12                                                            
CONECT   17   13                                                            
CONECT   18   14                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0035597
HETATM    1  C1  UNL     1      -0.944  -2.390  -1.681  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.520  -1.313  -0.837  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.851  -0.224  -0.517  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.558  -0.028  -1.009  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.363  -0.061   0.289  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.794  -0.183  -0.064  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.321   0.953  -0.913  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.705  -0.406   1.117  1.00  0.00           C  
HETATM    9  O1  UNL     1       2.925  -1.342  -0.868  1.00  0.00           O  
HETATM   10  C9  UNL     1       1.005   1.071   1.166  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.443   1.272   1.433  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.367   0.882   0.315  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.385   2.096  -0.638  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.797   0.703   0.753  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.247  -0.708   0.889  1.00  0.00           C  
HETATM   16  O2  UNL     1      -4.629  -0.708   1.011  1.00  0.00           O  
HETATM   17  C15 UNL     1      -2.892  -1.468  -0.328  1.00  0.00           C  
HETATM   18  O3  UNL     1      -3.744  -2.191  -0.865  1.00  0.00           O  
HETATM   19  H1  UNL     1      -1.756  -3.077  -1.993  1.00  0.00           H  
HETATM   20  H2  UNL     1      -0.213  -3.017  -1.115  1.00  0.00           H  
HETATM   21  H3  UNL     1      -0.509  -1.995  -2.625  1.00  0.00           H  
HETATM   22  H4  UNL     1       0.869  -0.841  -1.663  1.00  0.00           H  
HETATM   23  H5  UNL     1       0.588   0.955  -1.487  1.00  0.00           H  
HETATM   24  H6  UNL     1       1.045  -1.014   0.807  1.00  0.00           H  
HETATM   25  H7  UNL     1       2.880   1.929  -0.695  1.00  0.00           H  
HETATM   26  H8  UNL     1       3.156   0.723  -1.997  1.00  0.00           H  
HETATM   27  H9  UNL     1       4.423   1.056  -0.699  1.00  0.00           H  
HETATM   28  H10 UNL     1       3.678   0.386   1.858  1.00  0.00           H  
HETATM   29  H11 UNL     1       4.755  -0.428   0.708  1.00  0.00           H  
HETATM   30  H12 UNL     1       3.547  -1.389   1.594  1.00  0.00           H  
HETATM   31  H13 UNL     1       2.295  -2.033  -0.569  1.00  0.00           H  
HETATM   32  H14 UNL     1       1.549   0.914   2.146  1.00  0.00           H  
HETATM   33  H15 UNL     1       1.456   1.996   0.748  1.00  0.00           H  
HETATM   34  H16 UNL     1      -0.732   0.662   2.316  1.00  0.00           H  
HETATM   35  H17 UNL     1      -0.604   2.327   1.743  1.00  0.00           H  
HETATM   36  H18 UNL     1      -2.081   2.859  -0.235  1.00  0.00           H  
HETATM   37  H19 UNL     1      -0.366   2.540  -0.627  1.00  0.00           H  
HETATM   38  H20 UNL     1      -1.703   1.798  -1.642  1.00  0.00           H  
HETATM   39  H21 UNL     1      -3.522   1.228   0.081  1.00  0.00           H  
HETATM   40  H22 UNL     1      -2.875   1.207   1.762  1.00  0.00           H  
HETATM   41  H23 UNL     1      -2.754  -1.213   1.749  1.00  0.00           H  
HETATM   42  H24 UNL     1      -4.978  -1.529   0.582  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    3   17
CONECT    3    4   12
CONECT    4    5   22   23
CONECT    5    6   10   24
CONECT    6    7    8    9
CONECT    7   25   26   27
CONECT    8   28   29   30
CONECT    9   31
CONECT   10   11   32   33
CONECT   11   12   34   35
CONECT   12   13   14
CONECT   13   36   37   38
CONECT   14   15   39   40
CONECT   15   16   17   41
CONECT   16   42
CONECT   17   18   18
END

HMDB0035597
     RDKit          3D
alpha-Carissanol
 42 43  0  0  0  0  0  0  0  0999 V2000
   -0.9439   -2.3901   -1.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5202   -1.3133   -0.8368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8508   -0.2237   -0.5172 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5582   -0.0283   -1.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3626   -0.0605    0.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7943   -0.1826   -0.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3212    0.9529   -0.9130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7052   -0.4061    1.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9251   -1.3421   -0.8682 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0046    1.0709    1.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4425    1.2721    1.4328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3666    0.8820    0.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3846    2.0964   -0.6378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7972    0.7032    0.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2471   -0.7076    0.8894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6287   -0.7076    1.0108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8922   -1.4676   -0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7439   -2.1914   -0.8647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7560   -3.0773   -1.9926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2133   -3.0173   -1.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5087   -1.9945   -2.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8689   -0.8412   -1.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5883    0.9551   -1.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0450   -1.0139    0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8798    1.9295   -0.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1556    0.7229   -1.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4232    1.0558   -0.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6776    0.3860    1.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7554   -0.4278    0.7079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5467   -1.3892    1.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2950   -2.0330   -0.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5491    0.9144    2.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4564    1.9955    0.7480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7318    0.6616    2.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6040    2.3267    1.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0810    2.8595   -0.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3664    2.5398   -0.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7033    1.7981   -1.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5223    1.2284    0.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8754    1.2069    1.7617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7540   -1.2130    1.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9783   -1.5295    0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  5 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17  2  1  0
 12  3  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
a-Carissanol	Generator
Α-carissanol	Generator
(+)-alpha-Carissanol	HMDB
Ansamitocin P3	HMDB
[3R-(3alpha,4Abeta,7beta)]-4,4a,5,6,7,8-hexahydro-3-hydroxy-7-(1-hydroxy-1-methylethyl)-1,4a-dimethyl-2(3H)-naphthalenone	HMDB

Chemical Formula

C₁₅H₂₄O₃

Average Molecular Weight

252.3493

Monoisotopic Molecular Weight

252.172544634

IUPAC Name

3-hydroxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-2,3,4,4a,5,6,7,8-octahydronaphthalen-2-one

Traditional Name

3-hydroxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-3,4,5,6,7,8-hexahydronaphthalen-2-one

CAS Registry Number

99957-09-2

SMILES

CC1=C2CC(CCC2(C)CC(O)C1=O)C(C)(C)O

InChI Identifier

InChI=1S/C15H24O3/c1-9-11-7-10(14(2,3)18)5-6-15(11,4)8-12(16)13(9)17/h10,12,16,18H,5-8H2,1-4H3

InChI Key

YLPXRNRUEGWUKL-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
Cyclohexenone
Tertiary alcohol
Cyclic ketone
Secondary alcohol
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0035597)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035597)

Source

Endogenous

Endogenous (HMDB: HMDB0035597)

Plant

Plant (HMDB: HMDB0035597)

Animal

Animal (HMDB: HMDB0035597)

Exogenous

Food

Food (HMDB: HMDB0035597)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035597)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035597)

Cellular process

Cell signaling (HMDB: HMDB0035597)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035597)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035597)

Nutrient

Nutrient (HMDB: HMDB0035597)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035597)

Emulsifier (HMDB: HMDB0035597)

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	34.7 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.99 g/L	ALOGPS
logP	1.67	ALOGPS
logP	1.89	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	13.38	ChemAxon
pKa (Strongest Basic)	-0.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	71.35 m³·mol⁻¹	ChemAxon
Polarizability	28.68 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	159.631	31661259
DarkChem	[M-H]-	155.692	31661259
DeepCCS	[M+H]+	167.137	30932474
DeepCCS	[M-H]-	164.78	30932474
DeepCCS	[M-2H]-	197.666	30932474
DeepCCS	[M+Na]+	173.231	30932474
AllCCS	[M+H]+	160.5	32859911
AllCCS	[M+H-H2O]+	156.9	32859911
AllCCS	[M+NH4]+	163.7	32859911
AllCCS	[M+Na]+	164.7	32859911
AllCCS	[M-H]-	166.2	32859911
AllCCS	[M+Na-2H]-	166.7	32859911
AllCCS	[M+HCOO]-	167.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
alpha-Carissanol	CC1=C2CC(CCC2(C)CC(O)C1=O)C(C)(C)O	2850.7	Standard polar	33892256
alpha-Carissanol	CC1=C2CC(CCC2(C)CC(O)C1=O)C(C)(C)O	1902.5	Standard non polar	33892256
alpha-Carissanol	CC1=C2CC(CCC2(C)CC(O)C1=O)C(C)(C)O	2019.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
alpha-Carissanol,1TMS,isomer #1	CC1=C2CC(C(C)(C)O)CCC2(C)CC(O[Si](C)(C)C)C1=O	2147.5	Semi standard non polar	33892256
alpha-Carissanol,1TMS,isomer #2	CC1=C2CC(C(C)(C)O[Si](C)(C)C)CCC2(C)CC(O)C1=O	2113.6	Semi standard non polar	33892256
alpha-Carissanol,1TMS,isomer #3	CC1=C2CC(C(C)(C)O)CCC2(C)CC(O)=C1O[Si](C)(C)C	2131.2	Semi standard non polar	33892256
alpha-Carissanol,2TMS,isomer #1	CC1=C2CC(C(C)(C)O[Si](C)(C)C)CCC2(C)CC(O[Si](C)(C)C)C1=O	2182.9	Semi standard non polar	33892256
alpha-Carissanol,2TMS,isomer #2	CC1=C2CC(C(C)(C)O)CCC2(C)CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	2172.4	Semi standard non polar	33892256
alpha-Carissanol,2TMS,isomer #3	CC1=C2CC(C(C)(C)O[Si](C)(C)C)CCC2(C)CC(O)=C1O[Si](C)(C)C	2191.2	Semi standard non polar	33892256
alpha-Carissanol,3TMS,isomer #1	CC1=C2CC(C(C)(C)O[Si](C)(C)C)CCC2(C)CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	2223.5	Semi standard non polar	33892256
alpha-Carissanol,3TMS,isomer #1	CC1=C2CC(C(C)(C)O[Si](C)(C)C)CCC2(C)CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	2244.6	Standard non polar	33892256
alpha-Carissanol,1TBDMS,isomer #1	CC1=C2CC(C(C)(C)O)CCC2(C)CC(O[Si](C)(C)C(C)(C)C)C1=O	2368.5	Semi standard non polar	33892256
alpha-Carissanol,1TBDMS,isomer #2	CC1=C2CC(C(C)(C)O[Si](C)(C)C(C)(C)C)CCC2(C)CC(O)C1=O	2376.1	Semi standard non polar	33892256
alpha-Carissanol,1TBDMS,isomer #3	CC1=C2CC(C(C)(C)O)CCC2(C)CC(O)=C1O[Si](C)(C)C(C)(C)C	2385.5	Semi standard non polar	33892256
alpha-Carissanol,2TBDMS,isomer #1	CC1=C2CC(C(C)(C)O[Si](C)(C)C(C)(C)C)CCC2(C)CC(O[Si](C)(C)C(C)(C)C)C1=O	2631.0	Semi standard non polar	33892256
alpha-Carissanol,2TBDMS,isomer #2	CC1=C2CC(C(C)(C)O)CCC2(C)CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2635.2	Semi standard non polar	33892256
alpha-Carissanol,2TBDMS,isomer #3	CC1=C2CC(C(C)(C)O[Si](C)(C)C(C)(C)C)CCC2(C)CC(O)=C1O[Si](C)(C)C(C)(C)C	2684.2	Semi standard non polar	33892256
alpha-Carissanol,3TBDMS,isomer #1	CC1=C2CC(C(C)(C)O[Si](C)(C)C(C)(C)C)CCC2(C)CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2906.1	Semi standard non polar	33892256
alpha-Carissanol,3TBDMS,isomer #1	CC1=C2CC(C(C)(C)O[Si](C)(C)C(C)(C)C)CCC2(C)CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2873.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Carissanol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pbi-3940000000-09445a79b4061975b28b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Carissanol GC-MS (2 TMS) - 70eV, Positive	splash10-001i-8398000000-b7fa731b274bd3130e11	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Carissanol 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 - alpha-Carissanol 10V, Positive-QTOF	splash10-0f79-0290000000-eb3de0d1b1b8e7700255	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Carissanol 20V, Positive-QTOF	splash10-0frj-1970000000-74ce4aa991720d248044	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Carissanol 40V, Positive-QTOF	splash10-0gb9-9510000000-057f39d2b57b83ed93c1	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Carissanol 10V, Negative-QTOF	splash10-0udi-0090000000-7d7244485fb428f258ae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Carissanol 20V, Negative-QTOF	splash10-0uec-0490000000-9c751e949bec9b5310f4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Carissanol 40V, Negative-QTOF	splash10-004u-1950000000-7e3ee1e8cfb2f25664cd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Carissanol 10V, Positive-QTOF	splash10-00kr-0390000000-a55d4aa474c5cbe6fbb8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Carissanol 20V, Positive-QTOF	splash10-0kx9-1960000000-ac147cef979470cd54bb	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Carissanol 40V, Positive-QTOF	splash10-00mo-9300000000-6a5b7100ca51bb102fbe	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Carissanol 10V, Negative-QTOF	splash10-0udi-0090000000-96235d738c6453145a08	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Carissanol 20V, Negative-QTOF	splash10-0udi-0090000000-21cb6390e307a48dd4c8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Carissanol 40V, Negative-QTOF	splash10-0l6r-0390000000-a273756037aab97d1ac2	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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

FDB014289

KNApSAcK ID

C00012695

Chemspider ID

35013952

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751811

PDB ID

Not Available

ChEBI ID

174338

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1850531

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 alpha-Carissanol (HMDB0035597)

MOL for HMDB0035597 (alpha-Carissanol)

3D MOL for HMDB0035597 (alpha-Carissanol)

3D SDF for HMDB0035597 (alpha-Carissanol)

3D-SDF for HMDB0035597 (alpha-Carissanol)

PDB for HMDB0035597 (alpha-Carissanol)

3D PDB for HMDB0035597 (alpha-Carissanol)

SMILES for HMDB0035597 (alpha-Carissanol)

INCHI for HMDB0035597 (alpha-Carissanol)

Structure for HMDB0035597 (alpha-Carissanol)

3D Structure for HMDB0035597 (alpha-Carissanol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra