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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:51:13 UTC

Update Date

2022-03-07 02:55:01 UTC

HMDB ID

HMDB0036687

Secondary Accession Numbers

HMDB36687

Metabolite Identification

Common Name

Tanavulgarol

Description

Tanavulgarol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on Tanavulgarol.

Structure

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

HMDB0036687
     RDKit          3D
Tanavulgarol
 41 42  0  0  0  0  0  0  0  0999 V2000
    4.7161    1.7052   -0.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9189    0.4687   -0.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4433   -0.6450    0.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7591    0.3665   -0.7074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8919   -0.7942   -0.6494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2729   -1.7824    0.0276 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5903   -0.8752   -1.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5841   -0.5634   -0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6482   -1.5080    0.7083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5773    0.9196   -0.0744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5475    1.2629    1.0143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8405    0.5079    0.9376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8649    1.4436    1.2156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0641   -0.1637   -0.3896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8400   -1.4505   -0.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8140   -0.2969   -1.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3029    1.1417   -1.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3875    2.4079    0.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5273    2.1165   -1.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7951    1.5422   -0.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5870   -1.5771    0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4445   -0.3757    1.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7749   -0.8649    1.5497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3866    1.2023   -1.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5796   -0.2990   -2.2789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4481   -1.9527   -1.6523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3809   -0.9672    1.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0941   -2.3551    0.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6220   -2.0083    0.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3877    1.3856    0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    1.1151    1.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7086    2.3776    0.9518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8772   -0.2032    1.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6525    1.1919    0.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7277    0.5412   -0.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0164   -1.7627    0.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8583   -1.3896   -0.7488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3046   -2.2379   -0.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9980   -0.8433   -2.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0863    1.9120   -1.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6725    1.3076   -2.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16  8  1  0
 17 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
M  END


  Mrv0541 05061309162D          

 17 18  0  0  0  0            999 V2000
    0.0078   -4.6824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3649   -4.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2225    0.0278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5877   -2.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3402   -3.2984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1174   -0.1204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6013   -0.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6776   -1.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5658   -4.0909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2246   -0.9305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6759   -0.5587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9137   -2.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2566   -0.9305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7390   -1.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1760   -1.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7128   -2.9077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3431   -2.0041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  0  0  0  0
  9  2  1  0  0  0  0
  9  5  2  0  0  0  0
 10  3  1  0  0  0  0
 11  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  5  1  0  0  0  0
 12  8  1  0  0  0  0
 13  6  1  0  0  0  0
 13 10  1  0  0  0  0
 14  7  1  0  0  0  0
 14 10  1  0  0  0  0
 15  4  1  0  0  0  0
 15  8  1  0  0  0  0
 15 11  1  0  0  0  0
 15 13  1  0  0  0  0
 16 12  2  0  0  0  0
 17 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036687

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C2CC(CC1O)C2(C)CC(=O)C=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O2/c1-9(2)5-12(16)8-15(4)11-6-13(15)10(3)14(17)7-11/h5,10-11,13-14,17H,6-8H2,1-4H3

> <INCHI_KEY>
TZZOUTYFTVJIFX-UHFFFAOYSA-N

> <FORMULA>
C15H24O2

> <MOLECULAR_WEIGHT>
236.3499

> <EXACT_MASS>
236.177630012

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.700345773459823

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-{3-hydroxy-2,6-dimethylbicyclo[3.1.1]heptan-6-yl}-4-methylpent-3-en-2-one

> <ALOGPS_LOGP>
2.14

> <JCHEM_LOGP>
2.738717826666667

> <ALOGPS_LOGS>
-3.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.72709286948435

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1682946675140333

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
69.8855

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.65e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{3-hydroxy-2,6-dimethylbicyclo[3.1.1]heptan-6-yl}-4-methylpent-3-en-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036687
     RDKit          3D
Tanavulgarol
 41 42  0  0  0  0  0  0  0  0999 V2000
    4.7161    1.7052   -0.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9189    0.4687   -0.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4433   -0.6450    0.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7591    0.3665   -0.7074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8919   -0.7942   -0.6494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2729   -1.7824    0.0276 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5903   -0.8752   -1.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5841   -0.5634   -0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6482   -1.5080    0.7083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5773    0.9196   -0.0744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5475    1.2629    1.0143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8405    0.5079    0.9376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8649    1.4436    1.2156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0641   -0.1637   -0.3896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8400   -1.4505   -0.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8140   -0.2969   -1.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3029    1.1417   -1.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3875    2.4079    0.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5273    2.1165   -1.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7951    1.5422   -0.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5870   -1.5771    0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4445   -0.3757    1.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7749   -0.8649    1.5497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3866    1.2023   -1.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5796   -0.2990   -2.2789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4481   -1.9527   -1.6523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3809   -0.9672    1.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0941   -2.3551    0.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6220   -2.0083    0.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3877    1.3856    0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    1.1151    1.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7086    2.3776    0.9518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8772   -0.2032    1.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6525    1.1919    0.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7277    0.5412   -0.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0164   -1.7627    0.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8583   -1.3896   -0.7488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3046   -2.2379   -0.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9980   -0.8433   -2.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0863    1.9120   -1.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6725    1.3076   -2.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16  8  1  0
 17 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  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       0.015  -8.741   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.548  -8.011   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.282   0.052   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.097  -4.493   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.635  -6.157   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.219  -0.225   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.989  -1.014   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.265  -3.504   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.056  -7.636   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.286  -1.737   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.262  -1.043   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.706  -5.053   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.479  -1.737   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.246  -2.534   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.328  -3.035   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.197  -5.428   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       4.374  -3.741   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4   15                                                            
CONECT    5    9   12                                                       
CONECT    6   11   13                                                       
CONECT    7   11   14                                                       
CONECT    8   12   15                                                       
CONECT    9    1    2    5                                                  
CONECT   10    3   13   14                                                  
CONECT   11    6    7   15                                                  
CONECT   12    5    8   16                                                  
CONECT   13    6   10   15                                                  
CONECT   14    7   10   17                                                  
CONECT   15    4    8   11   13                                             
CONECT   16   12                                                            
CONECT   17   14                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0036687
HETATM    1  C1  UNL     1       4.716   1.705  -0.239  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.919   0.469  -0.107  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.443  -0.645   0.700  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.759   0.367  -0.707  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.892  -0.794  -0.649  1.00  0.00           C  
HETATM    6  O1  UNL     1       2.273  -1.782   0.028  1.00  0.00           O  
HETATM    7  C6  UNL     1       0.590  -0.875  -1.341  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.584  -0.563  -0.430  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.648  -1.508   0.708  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.577   0.920  -0.074  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.547   1.263   1.014  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.840   0.508   0.938  1.00  0.00           C  
HETATM   13  O2  UNL     1      -3.865   1.444   1.216  1.00  0.00           O  
HETATM   14  C12 UNL     1      -3.064  -0.164  -0.390  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.840  -1.451  -0.277  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.814  -0.297  -1.214  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.303   1.142  -1.399  1.00  0.00           C  
HETATM   18  H1  UNL     1       4.388   2.408   0.555  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.527   2.117  -1.256  1.00  0.00           H  
HETATM   20  H3  UNL     1       5.795   1.542  -0.143  1.00  0.00           H  
HETATM   21  H4  UNL     1       4.587  -1.577   0.113  1.00  0.00           H  
HETATM   22  H5  UNL     1       5.444  -0.376   1.142  1.00  0.00           H  
HETATM   23  H6  UNL     1       3.775  -0.865   1.550  1.00  0.00           H  
HETATM   24  H7  UNL     1       2.387   1.202  -1.306  1.00  0.00           H  
HETATM   25  H8  UNL     1       0.580  -0.299  -2.279  1.00  0.00           H  
HETATM   26  H9  UNL     1       0.448  -1.953  -1.652  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.381  -0.967   1.643  1.00  0.00           H  
HETATM   28  H11 UNL     1       0.094  -2.355   0.633  1.00  0.00           H  
HETATM   29  H12 UNL     1      -1.622  -2.008   0.840  1.00  0.00           H  
HETATM   30  H13 UNL     1       0.388   1.386   0.036  1.00  0.00           H  
HETATM   31  H14 UNL     1      -1.016   1.115   1.981  1.00  0.00           H  
HETATM   32  H15 UNL     1      -1.709   2.378   0.952  1.00  0.00           H  
HETATM   33  H16 UNL     1      -2.877  -0.203   1.792  1.00  0.00           H  
HETATM   34  H17 UNL     1      -4.652   1.192   0.656  1.00  0.00           H  
HETATM   35  H18 UNL     1      -3.728   0.541  -0.976  1.00  0.00           H  
HETATM   36  H19 UNL     1      -4.016  -1.763   0.770  1.00  0.00           H  
HETATM   37  H20 UNL     1      -4.858  -1.390  -0.749  1.00  0.00           H  
HETATM   38  H21 UNL     1      -3.305  -2.238  -0.869  1.00  0.00           H  
HETATM   39  H22 UNL     1      -1.998  -0.843  -2.133  1.00  0.00           H  
HETATM   40  H23 UNL     1      -2.086   1.912  -1.335  1.00  0.00           H  
HETATM   41  H24 UNL     1      -0.672   1.308  -2.270  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4    4
CONECT    3   21   22   23
CONECT    4    5   24
CONECT    5    6    6    7
CONECT    7    8   25   26
CONECT    8    9   10   16
CONECT    9   27   28   29
CONECT   10   11   17   30
CONECT   11   12   31   32
CONECT   12   13   14   33
CONECT   13   34
CONECT   14   15   16   35
CONECT   15   36   37   38
CONECT   16   17   39
CONECT   17   40   41
END

HMDB0036687
     RDKit          3D
Tanavulgarol
 41 42  0  0  0  0  0  0  0  0999 V2000
    4.7161    1.7052   -0.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9189    0.4687   -0.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4433   -0.6450    0.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7591    0.3665   -0.7074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8919   -0.7942   -0.6494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2729   -1.7824    0.0276 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5903   -0.8752   -1.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5841   -0.5634   -0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6482   -1.5080    0.7083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5773    0.9196   -0.0744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5475    1.2629    1.0143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8405    0.5079    0.9376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8649    1.4436    1.2156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0641   -0.1637   -0.3896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8400   -1.4505   -0.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8140   -0.2969   -1.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3029    1.1417   -1.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3875    2.4079    0.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5273    2.1165   -1.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7951    1.5422   -0.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5870   -1.5771    0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4445   -0.3757    1.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7749   -0.8649    1.5497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3866    1.2023   -1.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5796   -0.2990   -2.2789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4481   -1.9527   -1.6523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3809   -0.9672    1.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0941   -2.3551    0.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6220   -2.0083    0.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3877    1.3856    0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    1.1151    1.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7086    2.3776    0.9518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8772   -0.2032    1.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6525    1.1919    0.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7277    0.5412   -0.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0164   -1.7627    0.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8583   -1.3896   -0.7488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3046   -2.2379   -0.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9980   -0.8433   -2.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0863    1.9120   -1.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6725    1.3076   -2.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16  8  1  0
 17 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄O₂

Average Molecular Weight

236.3499

Monoisotopic Molecular Weight

236.177630012

IUPAC Name

1-{3-hydroxy-2,6-dimethylbicyclo[3.1.1]heptan-6-yl}-4-methylpent-3-en-2-one

Traditional Name

1-{3-hydroxy-2,6-dimethylbicyclo[3.1.1]heptan-6-yl}-4-methylpent-3-en-2-one

CAS Registry Number

112663-82-8

SMILES

CC1C2CC(CC1O)C2(C)CC(=O)C=C(C)C

InChI Identifier

InChI=1S/C15H24O2/c1-9(2)5-12(16)8-15(4)11-6-13(15)10(3)14(17)7-11/h5,10-11,13-14,17H,6-8H2,1-4H3

InChI Key

TZZOUTYFTVJIFX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Bergamotane sesquiterpenoid
Sesquiterpenoid
Alpha,beta-unsaturated ketone
Enone
Cyclic alcohol
Acryloyl-group
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: HMDB0036687)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036687)

Source

Endogenous

Endogenous (HMDB: HMDB0036687)

Plant

Plant (HMDB: HMDB0036687)

Animal

Animal (HMDB: HMDB0036687)

Exogenous

Food

Food (HMDB: HMDB0036687)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0036687)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0036687)

Cellular process

Cell signaling (HMDB: HMDB0036687)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0036687)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036687)

Nutrient

Nutrient (HMDB: HMDB0036687)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036687)

Emulsifier (HMDB: HMDB0036687)

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	125 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	0.16 g/L	ALOGPS
logP	2.14	ALOGPS
logP	2.74	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	18.73	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	69.89 m³·mol⁻¹	ChemAxon
Polarizability	27.7 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]+	158.673	31661259
DarkChem	[M-H]-	154.068	31661259
DeepCCS	[M+H]+	162.799	30932474
DeepCCS	[M-H]-	160.441	30932474
DeepCCS	[M-2H]-	193.327	30932474
DeepCCS	[M+Na]+	168.892	30932474
AllCCS	[M+H]+	157.0	32859911
AllCCS	[M+H-H2O]+	153.4	32859911
AllCCS	[M+NH4]+	160.3	32859911
AllCCS	[M+Na]+	161.2	32859911
AllCCS	[M-H]-	164.4	32859911
AllCCS	[M+Na-2H]-	165.0	32859911
AllCCS	[M+HCOO]-	165.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tanavulgarol	CC1C2CC(CC1O)C2(C)CC(=O)C=C(C)C	2725.8	Standard polar	33892256
Tanavulgarol	CC1C2CC(CC1O)C2(C)CC(=O)C=C(C)C	1749.9	Standard non polar	33892256
Tanavulgarol	CC1C2CC(CC1O)C2(C)CC(=O)C=C(C)C	1887.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tanavulgarol,1TMS,isomer #1	CC(C)=CC(=O)CC1(C)C2CC(O[Si](C)(C)C)C(C)C1C2	1915.1	Semi standard non polar	33892256
Tanavulgarol,1TMS,isomer #2	CC(C)=CC(=CC1(C)C2CC(O)C(C)C1C2)O[Si](C)(C)C	2009.4	Semi standard non polar	33892256
Tanavulgarol,2TMS,isomer #1	CC(C)=CC(=CC1(C)C2CC(O[Si](C)(C)C)C(C)C1C2)O[Si](C)(C)C	1990.8	Semi standard non polar	33892256
Tanavulgarol,2TMS,isomer #1	CC(C)=CC(=CC1(C)C2CC(O[Si](C)(C)C)C(C)C1C2)O[Si](C)(C)C	1958.1	Standard non polar	33892256
Tanavulgarol,1TBDMS,isomer #1	CC(C)=CC(=O)CC1(C)C2CC(O[Si](C)(C)C(C)(C)C)C(C)C1C2	2153.9	Semi standard non polar	33892256
Tanavulgarol,1TBDMS,isomer #2	CC(C)=CC(=CC1(C)C2CC(O)C(C)C1C2)O[Si](C)(C)C(C)(C)C	2242.5	Semi standard non polar	33892256
Tanavulgarol,2TBDMS,isomer #1	CC(C)=CC(=CC1(C)C2CC(O[Si](C)(C)C(C)(C)C)C(C)C1C2)O[Si](C)(C)C(C)(C)C	2431.0	Semi standard non polar	33892256
Tanavulgarol,2TBDMS,isomer #1	CC(C)=CC(=CC1(C)C2CC(O[Si](C)(C)C(C)(C)C)C(C)C1C2)O[Si](C)(C)C(C)(C)C	2422.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tanavulgarol GC-MS (Non-derivatized) - 70eV, Positive	splash10-053r-9230000000-a5acb2246577df53a7bd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tanavulgarol GC-MS (1 TMS) - 70eV, Positive	splash10-007o-9050000000-42fd0ff08b8849e661e1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tanavulgarol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tanavulgarol 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 - Tanavulgarol 10V, Positive-QTOF	splash10-014r-0290000000-1aac2fe53602ad5629f6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanavulgarol 20V, Positive-QTOF	splash10-0gc9-4950000000-c237b9e067277f8d69b0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanavulgarol 40V, Positive-QTOF	splash10-000i-3900000000-1c2ae741fd18a55d9cf1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanavulgarol 10V, Negative-QTOF	splash10-000i-1090000000-3d196f77b1dd8bc00c1c	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanavulgarol 20V, Negative-QTOF	splash10-052r-8490000000-48085d8c2cd86f65c7c0	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanavulgarol 40V, Negative-QTOF	splash10-0a4i-9410000000-fbf9f93b31c180d4df8d	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanavulgarol 10V, Negative-QTOF	splash10-000i-0090000000-a0a166f2b6104cf5d7d8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanavulgarol 20V, Negative-QTOF	splash10-000i-0190000000-69b577b4c498c50bc6a1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanavulgarol 40V, Negative-QTOF	splash10-00n0-1940000000-8cad2aee9aaa357b3822	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanavulgarol 10V, Positive-QTOF	splash10-000i-0960000000-ed169ac967a372980e59	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanavulgarol 20V, Positive-QTOF	splash10-0079-3930000000-32c8620c060faffb15c1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanavulgarol 40V, Positive-QTOF	splash10-003u-9000000000-0bfa16d940a29cf2c038	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

FDB015617

KNApSAcK ID

C00021955

Chemspider ID

35014201

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752036

PDB ID

Not Available

ChEBI ID

173717

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1856461

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 Tanavulgarol (HMDB0036687)

MOL for HMDB0036687 (Tanavulgarol)

3D MOL for HMDB0036687 (Tanavulgarol)

3D SDF for HMDB0036687 (Tanavulgarol)

3D-SDF for HMDB0036687 (Tanavulgarol)

PDB for HMDB0036687 (Tanavulgarol)

3D PDB for HMDB0036687 (Tanavulgarol)

SMILES for HMDB0036687 (Tanavulgarol)

INCHI for HMDB0036687 (Tanavulgarol)

Structure for HMDB0036687 (Tanavulgarol)

3D Structure for HMDB0036687 (Tanavulgarol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra