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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:01:45 UTC

Update Date

2022-03-07 02:54:21 UTC

HMDB ID

HMDB0035085

Secondary Accession Numbers

HMDB35085

Metabolite Identification

Common Name

Vulgarole

Description

Vulgarole belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Based on a literature review a small amount of articles have been published on Vulgarole.

Structure

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

HMDB0035085
     RDKit          3D
Vulgarole
 35 36  0  0  0  0  0  0  0  0999 V2000
    4.2397    0.5839   -0.5376 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0713    0.0482    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2613   -0.4191    1.3602 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7836    0.0404   -0.2969 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7286   -0.4909    0.4889 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0538   -1.6574   -0.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3415   -2.8543    0.4488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3875   -1.2827   -0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7372   -1.2934    1.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1767   -0.0072    1.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3472    0.5227    0.7531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0778    1.9108    0.8748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184    0.2338   -0.3805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8211    0.5920   -1.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6651    0.8416   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9180    1.3538   -1.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7975   -0.2400   -1.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9404    1.0086    0.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0854   -0.8574    1.4745 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4348   -1.7908   -1.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1595   -3.5785    0.0355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0750   -1.7908   -0.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1728   -2.1276    1.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7880   -1.4498    1.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9819    0.6997    2.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5650   -0.1944    2.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2595    2.6055    0.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2031    1.9727    0.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2080    2.4148    1.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1812    1.4963   -1.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7027    0.8850   -2.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2832   -0.1739   -2.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2156    0.8018   -1.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2955    0.2725    0.5714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5958    1.9241    0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 11  5  1  0
 13  8  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  5 19  1  0
  6 20  1  0
  7 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 12 27  1  0
 12 28  1  0
 12 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
M  END


  Mrv0541 05061308132D          

 15 16  0  0  0  0            999 V2000
    4.1177   -1.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2526    0.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6436    0.3570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3626   -0.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1351   -2.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5004   -1.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3297   -1.7312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9106   -1.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6411   -2.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9362   -1.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807   -0.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1407   -0.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1470   -2.5357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9087   -2.8206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7243   -1.1707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  1  1  0  0  0  0
  8  5  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11  2  1  0  0  0  0
 11  3  1  0  0  0  0
 11  8  1  0  0  0  0
 12  4  1  0  0  0  0
 12  6  1  0  0  0  0
 12 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13  7  2  0  0  0  0
 14  9  1  0  0  0  0
 15  7  1  0  0  0  0
 15 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035085

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC1C(O)C2CCC1(C)C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C12H20O3/c1-7(13)15-10-9(14)8-5-6-12(10,4)11(8,2)3/h8-10,14H,5-6H2,1-4H3

> <INCHI_KEY>
QRRSWTCVSAQEPQ-UHFFFAOYSA-N

> <FORMULA>
C12H20O3

> <MOLECULAR_WEIGHT>
212.2854

> <EXACT_MASS>
212.141244506

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
23.4018198562118

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxy-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl acetate

> <ALOGPS_LOGP>
2.02

> <JCHEM_LOGP>
1.433633417666666

> <ALOGPS_LOGS>
-2.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.895902046511935

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2817324448556784

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
55.7503

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.05e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035085
     RDKit          3D
Vulgarole
 35 36  0  0  0  0  0  0  0  0999 V2000
    4.2397    0.5839   -0.5376 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0713    0.0482    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2613   -0.4191    1.3602 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7836    0.0404   -0.2969 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7286   -0.4909    0.4889 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0538   -1.6574   -0.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3415   -2.8543    0.4488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3875   -1.2827   -0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7372   -1.2934    1.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1767   -0.0072    1.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3472    0.5227    0.7531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0778    1.9108    0.8748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184    0.2338   -0.3805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8211    0.5920   -1.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6651    0.8416   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9180    1.3538   -1.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7975   -0.2400   -1.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9404    1.0086    0.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0854   -0.8574    1.4745 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4348   -1.7908   -1.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1595   -3.5785    0.0355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0750   -1.7908   -0.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1728   -2.1276    1.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7880   -1.4498    1.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9819    0.6997    2.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5650   -0.1944    2.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2595    2.6055    0.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2031    1.9727    0.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2080    2.4148    1.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1812    1.4963   -1.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7027    0.8850   -2.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2832   -0.1739   -2.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2156    0.8018   -1.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2955    0.2725    0.5714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5958    1.9241    0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 11  5  1  0
 13  8  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  5 19  1  0
  6 20  1  0
  7 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 12 27  1  0
 12 28  1  0
 12 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  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       7.686  -2.776   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.472   0.474   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.068   0.666   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.544  -0.289   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.252  -3.846   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.934  -2.613   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.215  -3.232   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.700  -3.117   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.063  -3.808   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.614  -2.641   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.831  -0.250   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.129  -1.772   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.874  -4.733   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       3.563  -5.265   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       5.085  -2.185   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2   11                                                            
CONECT    3   11                                                            
CONECT    4   12                                                            
CONECT    5    6    8                                                       
CONECT    6    5   12                                                       
CONECT    7    1   13   15                                                  
CONECT    8    5    9   11                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   12   15                                                  
CONECT   11    2    3    8   12                                             
CONECT   12    4    6   10   11                                             
CONECT   13    7                                                            
CONECT   14    9                                                            
CONECT   15    7   10                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0035085
HETATM    1  C1  UNL     1       4.240   0.584  -0.538  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.071   0.048   0.212  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.261  -0.419   1.360  1.00  0.00           O  
HETATM    4  O2  UNL     1       1.784   0.040  -0.297  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.729  -0.491   0.489  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.054  -1.657  -0.248  1.00  0.00           C  
HETATM    7  O3  UNL     1       0.342  -2.854   0.449  1.00  0.00           O  
HETATM    8  C5  UNL     1      -1.388  -1.283  -0.143  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.737  -1.293   1.331  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.177  -0.007   1.918  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.347   0.523   0.753  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.078   1.911   0.875  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.318   0.234  -0.380  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.821   0.592  -1.716  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.665   0.842  -0.138  1.00  0.00           C  
HETATM   16  H1  UNL     1       3.918   1.354  -1.286  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.798  -0.240  -1.069  1.00  0.00           H  
HETATM   18  H3  UNL     1       4.940   1.009   0.210  1.00  0.00           H  
HETATM   19  H4  UNL     1       1.085  -0.857   1.474  1.00  0.00           H  
HETATM   20  H5  UNL     1       0.435  -1.791  -1.255  1.00  0.00           H  
HETATM   21  H6  UNL     1      -0.159  -3.578   0.035  1.00  0.00           H  
HETATM   22  H7  UNL     1      -2.075  -1.791  -0.785  1.00  0.00           H  
HETATM   23  H8  UNL     1      -1.173  -2.128   1.822  1.00  0.00           H  
HETATM   24  H9  UNL     1      -2.788  -1.450   1.539  1.00  0.00           H  
HETATM   25  H10 UNL     1      -1.982   0.700   2.195  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.565  -0.194   2.816  1.00  0.00           H  
HETATM   27  H12 UNL     1      -0.260   2.605   0.076  1.00  0.00           H  
HETATM   28  H13 UNL     1       1.203   1.973   0.859  1.00  0.00           H  
HETATM   29  H14 UNL     1      -0.208   2.415   1.840  1.00  0.00           H  
HETATM   30  H15 UNL     1      -0.181   1.496  -1.684  1.00  0.00           H  
HETATM   31  H16 UNL     1      -1.703   0.885  -2.359  1.00  0.00           H  
HETATM   32  H17 UNL     1      -0.283  -0.174  -2.271  1.00  0.00           H  
HETATM   33  H18 UNL     1      -3.216   0.802  -1.123  1.00  0.00           H  
HETATM   34  H19 UNL     1      -3.295   0.273   0.571  1.00  0.00           H  
HETATM   35  H20 UNL     1      -2.596   1.924   0.149  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   11   19
CONECT    6    7    8   20
CONECT    7   21
CONECT    8    9   13   22
CONECT    9   10   23   24
CONECT   10   11   25   26
CONECT   11   12   13
CONECT   12   27   28   29
CONECT   13   14   15
CONECT   14   30   31   32
CONECT   15   33   34   35
END

HMDB0035085
     RDKit          3D
Vulgarole
 35 36  0  0  0  0  0  0  0  0999 V2000
    4.2397    0.5839   -0.5376 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0713    0.0482    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2613   -0.4191    1.3602 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7836    0.0404   -0.2969 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7286   -0.4909    0.4889 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0538   -1.6574   -0.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3415   -2.8543    0.4488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3875   -1.2827   -0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7372   -1.2934    1.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1767   -0.0072    1.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3472    0.5227    0.7531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0778    1.9108    0.8748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184    0.2338   -0.3805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8211    0.5920   -1.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6651    0.8416   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9180    1.3538   -1.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7975   -0.2400   -1.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9404    1.0086    0.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0854   -0.8574    1.4745 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4348   -1.7908   -1.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1595   -3.5785    0.0355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0750   -1.7908   -0.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1728   -2.1276    1.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7880   -1.4498    1.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9819    0.6997    2.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5650   -0.1944    2.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2595    2.6055    0.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2031    1.9727    0.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2080    2.4148    1.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1812    1.4963   -1.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7027    0.8850   -2.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2832   -0.1739   -2.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2156    0.8018   -1.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2955    0.2725    0.5714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5958    1.9241    0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 11  5  1  0
 13  8  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  5 19  1  0
  6 20  1  0
  7 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 12 27  1  0
 12 28  1  0
 12 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Vulgarole?	HMDB
3-Hydroxy-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl acetic acid	Generator

Chemical Formula

C₁₂H₂₀O₃

Average Molecular Weight

212.2854

Monoisotopic Molecular Weight

212.141244506

IUPAC Name

3-hydroxy-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl acetate

Traditional Name

3-hydroxy-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl acetate

CAS Registry Number

61586-52-5

SMILES

CC(=O)OC1C(O)C2CCC1(C)C2(C)C

InChI Identifier

InChI=1S/C12H20O3/c1-7(13)15-10-9(14)8-5-6-12(10,4)11(8,2)3/h8-10,14H,5-6H2,1-4H3

InChI Key

QRRSWTCVSAQEPQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Bicyclic monoterpenoids

Alternative Parents

Substituents

Bicyclic monoterpenoid
Bornane monoterpenoid
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
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: HMDB0035085)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035085)

Source

Endogenous

Endogenous (HMDB: HMDB0035085)

Plant

Plant (HMDB: HMDB0035085)

Animal

Animal (HMDB: HMDB0035085)

Exogenous

Food

Food (HMDB: HMDB0035085)

Herb and spice

Herb

Mugwort (FooDB: FOOD00020)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035085)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035085)

Cellular process

Cell signaling (HMDB: HMDB0035085)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035085)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035085)

Nutrient

Nutrient (HMDB: HMDB0035085)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035085)

Emulsifier (HMDB: HMDB0035085)

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	1280 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	2.05 g/L	ALOGPS
logP	2.02	ALOGPS
logP	1.43	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	13.9	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	55.75 m³·mol⁻¹	ChemAxon
Polarizability	23.4 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]+	147.653	31661259
DarkChem	[M-H]-	144.897	31661259
DeepCCS	[M+H]+	149.665	30932474
DeepCCS	[M-H]-	147.27	30932474
DeepCCS	[M-2H]-	180.746	30932474
DeepCCS	[M+Na]+	155.61	30932474
AllCCS	[M+H]+	148.9	32859911
AllCCS	[M+H-H2O]+	145.2	32859911
AllCCS	[M+NH4]+	152.2	32859911
AllCCS	[M+Na]+	153.2	32859911
AllCCS	[M-H]-	151.8	32859911
AllCCS	[M+Na-2H]-	152.5	32859911
AllCCS	[M+HCOO]-	153.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Vulgarole	CC(=O)OC1C(O)C2CCC1(C)C2(C)C	2205.8	Standard polar	33892256
Vulgarole	CC(=O)OC1C(O)C2CCC1(C)C2(C)C	1430.5	Standard non polar	33892256
Vulgarole	CC(=O)OC1C(O)C2CCC1(C)C2(C)C	1432.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Vulgarole,1TMS,isomer #1	CC(=O)OC1C(O[Si](C)(C)C)C2CCC1(C)C2(C)C	1523.4	Semi standard non polar	33892256
Vulgarole,1TBDMS,isomer #1	CC(=O)OC1C(O[Si](C)(C)C(C)(C)C)C2CCC1(C)C2(C)C	1770.9	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 - Vulgarole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-5900000000-53e22828d0af8638bc53	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vulgarole GC-MS (1 TMS) - 70eV, Positive	splash10-0a4i-7930000000-c31b19288f5a1c6de79b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vulgarole 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 - Vulgarole 10V, Positive-QTOF	splash10-03di-0960000000-4bb2cea62e12fa57a712	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vulgarole 20V, Positive-QTOF	splash10-0w90-0910000000-519583b98e326c01932f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vulgarole 40V, Positive-QTOF	splash10-0zg0-3900000000-8959e7737ba2628cbaee	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vulgarole 10V, Negative-QTOF	splash10-03di-3690000000-67a1bdc6cdc0368a2cfa	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vulgarole 20V, Negative-QTOF	splash10-02t9-3920000000-01b9a1ce36bebc50c627	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vulgarole 40V, Negative-QTOF	splash10-0pb9-6900000000-adfdb64f19d59769e394	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vulgarole 10V, Positive-QTOF	splash10-03di-0490000000-64924542ae4be93f8d3a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vulgarole 20V, Positive-QTOF	splash10-03dl-4910000000-a895e9aa8b60d26e4691	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vulgarole 40V, Positive-QTOF	splash10-0c0u-4910000000-e2e1dfd9a7c043401b9b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vulgarole 10V, Negative-QTOF	splash10-08fr-6090000000-e3d97be7024e3997769e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vulgarole 20V, Negative-QTOF	splash10-0a4i-9300000000-49fdb1153aa0846fb86c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vulgarole 40V, Negative-QTOF	splash10-0a4i-7920000000-93b233c4d94b5a3e8a9c	2021-09-25	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

FDB013712

KNApSAcK ID

C00011014

Chemspider ID

35013841

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101416067

PDB ID

Not Available

ChEBI ID

169590

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1847581

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 Vulgarole (HMDB0035085)

MOL for HMDB0035085 (Vulgarole)

3D MOL for HMDB0035085 (Vulgarole)

3D SDF for HMDB0035085 (Vulgarole)

3D-SDF for HMDB0035085 (Vulgarole)

PDB for HMDB0035085 (Vulgarole)

3D PDB for HMDB0035085 (Vulgarole)

SMILES for HMDB0035085 (Vulgarole)

INCHI for HMDB0035085 (Vulgarole)

Structure for HMDB0035085 (Vulgarole)

3D Structure for HMDB0035085 (Vulgarole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra