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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:57:52 UTC

Update Date

2022-03-07 02:55:03 UTC

HMDB ID

HMDB0036788

Secondary Accession Numbers

HMDB36788

Metabolite Identification

Common Name

beta-Betulenol

Description

beta-Betulenol, also known as β-betulenol, 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 beta-Betulenol.

Structure

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

HMDB0036788
     RDKit          3D
beta-Betulenol
 40 41  0  0  0  0  0  0  0  0999 V2000
   -1.5926    2.0976    1.0318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5880    1.7651    0.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7724    2.2698    0.6497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8186    2.0554   -0.3237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4128    0.8526   -0.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3770   -0.3864   -0.2898 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1282   -1.4713   -0.9863 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3724   -2.5095   -1.4444 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5904   -0.6011    0.9247 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1218   -0.6343    0.7893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3740   -0.4742   -0.6033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7222    0.9662   -0.9722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1153    0.5900   -1.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8454   -0.7871   -0.8043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6133   -1.1141    0.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1100   -1.8423   -1.8564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6283    1.8139    0.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4525    2.7048    1.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9780    2.1153    1.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5903    3.4037    0.6488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6711    2.7573   -0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4473    2.5995   -1.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0423    0.9565   -1.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8254   -1.0471   -1.7342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8058   -1.9011   -0.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1193   -3.0800   -0.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9675   -0.0222    1.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8830   -1.6515    1.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3367   -1.6109    1.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2974    0.1079    1.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2248   -0.9015   -1.3973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1178    1.3427   -1.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9587    1.0921   -0.9077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2524    0.5814   -2.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6693   -0.7699    0.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6637   -2.2405    0.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1586   -0.7222    1.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0021   -2.8426   -1.3979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1738   -1.7498   -2.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4763   -1.7120   -2.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 12  2  1  0
 14 11  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END

  Mrv0541 05061309202D          

 16 17  0  0  0  0            999 V2000
    3.1162    1.6428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3484   -0.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1734   -1.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0557    0.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3412    1.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3378   -0.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3412   -1.3040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5287   -1.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1734    0.2963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6877   -1.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5287    0.9283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0557   -0.8915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9984    0.2963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9984   -0.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1734   -0.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4629   -1.1396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  8  7  1  0  0  0  0
 11  1  2  0  0  0  0
 11  5  1  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 12 10  1  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14  8  1  0  0  0  0
 14 13  1  0  0  0  0
 15  2  1  0  0  0  0
 15  3  1  0  0  0  0
 15  9  1  0  0  0  0
 15 14  1  0  0  0  0
 16 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036788

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)CC2C1CC\C(CO)=C/CCC2=C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O/c1-11-5-4-6-12(10-16)7-8-14-13(11)9-15(14,2)3/h6,13-14,16H,1,4-5,7-10H2,2-3H3/b12-6+

> <INCHI_KEY>
MGIQTXDHQJGPEZ-WUXMJOGZSA-N

> <FORMULA>
C15H24O

> <MOLECULAR_WEIGHT>
220.3505

> <EXACT_MASS>
220.18271539

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
27.12289509952959

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(4E)-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undec-4-en-4-yl]methanol

> <ALOGPS_LOGP>
4.01

> <JCHEM_LOGP>
3.238538235000001

> <ALOGPS_LOGS>
-3.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.884794320379342

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9743909642660755

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
69.2271

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.79e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(4E)-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undec-4-en-4-yl]methanol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036788
     RDKit          3D
beta-Betulenol
 40 41  0  0  0  0  0  0  0  0999 V2000
   -1.5926    2.0976    1.0318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5880    1.7651    0.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7724    2.2698    0.6497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8186    2.0554   -0.3237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4128    0.8526   -0.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3770   -0.3864   -0.2898 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1282   -1.4713   -0.9863 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3724   -2.5095   -1.4444 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5904   -0.6011    0.9247 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1218   -0.6343    0.7893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3740   -0.4742   -0.6033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7222    0.9662   -0.9722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1153    0.5900   -1.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8454   -0.7871   -0.8043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6133   -1.1141    0.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1100   -1.8423   -1.8564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6283    1.8139    0.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4525    2.7048    1.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9780    2.1153    1.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5903    3.4037    0.6488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6711    2.7573   -0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4473    2.5995   -1.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0423    0.9565   -1.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8254   -1.0471   -1.7342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8058   -1.9011   -0.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1193   -3.0800   -0.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9675   -0.0222    1.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8830   -1.6515    1.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3367   -1.6109    1.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2974    0.1079    1.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2248   -0.9015   -1.3973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1178    1.3427   -1.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9587    1.0921   -0.9077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2524    0.5814   -2.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6693   -0.7699    0.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6637   -2.2405    0.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1586   -0.7222    1.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0021   -2.8426   -1.3979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1738   -1.7498   -2.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4763   -1.7120   -2.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 12  2  1  0
 14 11  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  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       5.817   3.067   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.517  -0.987   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.057  -2.527   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.437   1.230   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.104   2.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.964  -0.217   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.104  -2.434   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.587  -2.167   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.057   0.553   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.617  -2.654   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.587   1.733   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.437  -1.664   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.597   0.553   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.597  -0.987   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.057  -0.987   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      12.064  -2.127   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   15                                                            
CONECT    3   15                                                            
CONECT    4    5    6                                                       
CONECT    5    4   11                                                       
CONECT    6    4   12                                                       
CONECT    7    8   12                                                       
CONECT    8    7   14                                                       
CONECT    9   13   15                                                       
CONECT   10   12   16                                                       
CONECT   11    1    5   13                                                  
CONECT   12    6    7   10                                                  
CONECT   13    9   11   14                                                  
CONECT   14    8   13   15                                                  
CONECT   15    2    3    9   14                                             
CONECT   16   10                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0036788
HETATM    1  C1  UNL     1      -1.593   2.098   1.032  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.588   1.765   0.241  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.772   2.270   0.650  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.819   2.055  -0.324  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.413   0.853  -0.760  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.377  -0.386  -0.290  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.128  -1.471  -0.986  1.00  0.00           C  
HETATM    8  O1  UNL     1       2.372  -2.510  -1.444  1.00  0.00           O  
HETATM    9  C8  UNL     1       1.590  -0.601   0.925  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.122  -0.634   0.789  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.374  -0.474  -0.603  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.722   0.966  -0.972  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.115   0.590  -1.384  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.845  -0.787  -0.804  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.613  -1.114   0.449  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.110  -1.842  -1.856  1.00  0.00           C  
HETATM   17  H1  UNL     1      -2.628   1.814   0.877  1.00  0.00           H  
HETATM   18  H2  UNL     1      -1.452   2.705   1.933  1.00  0.00           H  
HETATM   19  H3  UNL     1       0.978   2.115   1.726  1.00  0.00           H  
HETATM   20  H4  UNL     1       0.590   3.404   0.649  1.00  0.00           H  
HETATM   21  H5  UNL     1       2.671   2.757  -0.031  1.00  0.00           H  
HETATM   22  H6  UNL     1       1.447   2.599  -1.265  1.00  0.00           H  
HETATM   23  H7  UNL     1       3.042   0.957  -1.678  1.00  0.00           H  
HETATM   24  H8  UNL     1       3.825  -1.047  -1.734  1.00  0.00           H  
HETATM   25  H9  UNL     1       3.806  -1.901  -0.187  1.00  0.00           H  
HETATM   26  H10 UNL     1       2.119  -3.080  -0.654  1.00  0.00           H  
HETATM   27  H11 UNL     1       1.968  -0.022   1.802  1.00  0.00           H  
HETATM   28  H12 UNL     1       1.883  -1.651   1.273  1.00  0.00           H  
HETATM   29  H13 UNL     1      -0.337  -1.611   1.159  1.00  0.00           H  
HETATM   30  H14 UNL     1      -0.297   0.108   1.499  1.00  0.00           H  
HETATM   31  H15 UNL     1       0.225  -0.901  -1.397  1.00  0.00           H  
HETATM   32  H16 UNL     1      -0.118   1.343  -1.847  1.00  0.00           H  
HETATM   33  H17 UNL     1      -2.959   1.092  -0.908  1.00  0.00           H  
HETATM   34  H18 UNL     1      -2.252   0.581  -2.499  1.00  0.00           H  
HETATM   35  H19 UNL     1      -3.669  -0.770   0.355  1.00  0.00           H  
HETATM   36  H20 UNL     1      -2.664  -2.241   0.521  1.00  0.00           H  
HETATM   37  H21 UNL     1      -2.159  -0.722   1.366  1.00  0.00           H  
HETATM   38  H22 UNL     1      -2.002  -2.843  -1.398  1.00  0.00           H  
HETATM   39  H23 UNL     1      -3.174  -1.750  -2.171  1.00  0.00           H  
HETATM   40  H24 UNL     1      -1.476  -1.712  -2.752  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3   12
CONECT    3    4   19   20
CONECT    4    5   21   22
CONECT    5    6    6   23
CONECT    6    7    9
CONECT    7    8   24   25
CONECT    8   26
CONECT    9   10   27   28
CONECT   10   11   29   30
CONECT   11   12   14   31
CONECT   12   13   32
CONECT   13   14   33   34
CONECT   14   15   16
CONECT   15   35   36   37
CONECT   16   38   39   40
END

HMDB0036788
     RDKit          3D
beta-Betulenol
 40 41  0  0  0  0  0  0  0  0999 V2000
   -1.5926    2.0976    1.0318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5880    1.7651    0.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7724    2.2698    0.6497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8186    2.0554   -0.3237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4128    0.8526   -0.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3770   -0.3864   -0.2898 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1282   -1.4713   -0.9863 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3724   -2.5095   -1.4444 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5904   -0.6011    0.9247 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1218   -0.6343    0.7893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3740   -0.4742   -0.6033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7222    0.9662   -0.9722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1153    0.5900   -1.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8454   -0.7871   -0.8043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6133   -1.1141    0.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1100   -1.8423   -1.8564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6283    1.8139    0.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4525    2.7048    1.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9780    2.1153    1.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5903    3.4037    0.6488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6711    2.7573   -0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4473    2.5995   -1.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0423    0.9565   -1.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8254   -1.0471   -1.7342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8058   -1.9011   -0.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1193   -3.0800   -0.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9675   -0.0222    1.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8830   -1.6515    1.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3367   -1.6109    1.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2974    0.1079    1.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2248   -0.9015   -1.3973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1178    1.3427   -1.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9587    1.0921   -0.9077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2524    0.5814   -2.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6693   -0.7699    0.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6637   -2.2405    0.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1586   -0.7222    1.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0021   -2.8426   -1.3979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1738   -1.7498   -2.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4763   -1.7120   -2.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 12  2  1  0
 14 11  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
b-Betulenol	Generator
Β-betulenol	Generator
6,10,10-Trimethyl-2-methylenebicyclo[7.2.0]undec-5-en-3-ol, 9ci	HMDB
bicyclo[7.2.0]Undec-5-en-3-ol, 6,10,10-trimethyl-2-methylene- (9ci)	HMDB
cis-beta-Betulenol	HMDB
D-beta-Betulenol	HMDB

Chemical Formula

C₁₅H₂₄O

Average Molecular Weight

220.3505

Monoisotopic Molecular Weight

220.18271539

IUPAC Name

[(4E)-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undec-4-en-4-yl]methanol

Traditional Name

[(4E)-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undec-4-en-4-yl]methanol

CAS Registry Number

487-87-6

SMILES

CC1(C)CC2C1CC\C(CO)=C/CCC2=C

InChI Identifier

InChI=1S/C15H24O/c1-11-5-4-6-12(10-16)7-8-14-13(11)9-15(14,2)3/h6,13-14,16H,1,4-5,7-10H2,2-3H3/b12-6+

InChI Key

MGIQTXDHQJGPEZ-WUXMJOGZSA-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

Caryophyllane sesquiterpenoid
Sesquiterpenoid
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036788)

Source

Endogenous

Endogenous (HMDB: HMDB0036788)

Plant

Plant (HMDB: HMDB0036788)

Animal

Animal (HMDB: HMDB0036788)

Exogenous

Food

Food (HMDB: HMDB0036788)

Herb and spice

Herb

Peppermint (FooDB: FOOD00113)

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0036788)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036788)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036788)

Lipid metabolism pathway (HMDB: HMDB0036788)

Cellular process

Cell signaling (HMDB: HMDB0036788)

Biochemical process

Lipid transport (HMDB: HMDB0036788)

Role

Biological role

Energy source (HMDB: HMDB0036788)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036788)

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	9.48 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	0.048 g/L	ALOGPS
logP	4.01	ALOGPS
logP	3.24	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	16.88	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	69.23 m³·mol⁻¹	ChemAxon
Polarizability	27.12 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]+	153.625	31661259
DarkChem	[M-H]-	149.72	31661259
DeepCCS	[M+H]+	157.287	30932474
DeepCCS	[M-H]-	154.929	30932474
DeepCCS	[M-2H]-	189.125	30932474
DeepCCS	[M+Na]+	163.912	30932474
AllCCS	[M+H]+	152.7	32859911
AllCCS	[M+H-H2O]+	148.8	32859911
AllCCS	[M+NH4]+	156.2	32859911
AllCCS	[M+Na]+	157.3	32859911
AllCCS	[M-H]-	159.1	32859911
AllCCS	[M+Na-2H]-	159.6	32859911
AllCCS	[M+HCOO]-	160.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
beta-Betulenol	CC1(C)CC2C1CC\C(CO)=C/CCC2=C	2472.5	Standard polar	33892256
beta-Betulenol	CC1(C)CC2C1CC\C(CO)=C/CCC2=C	1683.9	Standard non polar	33892256
beta-Betulenol	CC1(C)CC2C1CC\C(CO)=C/CCC2=C	1669.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
beta-Betulenol,1TMS,isomer #1	C=C1CC/C=C(/CO[Si](C)(C)C)CCC2C1CC2(C)C	1831.9	Semi standard non polar	33892256
beta-Betulenol,1TBDMS,isomer #1	C=C1CC/C=C(/CO[Si](C)(C)C(C)(C)C)CCC2C1CC2(C)C	2073.9	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 - beta-Betulenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-08fr-3910000000-8107e4b35387e37e32e6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Betulenol GC-MS (1 TMS) - 70eV, Positive	splash10-0079-9180000000-bf2bcd16404c3e5ddd2c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Betulenol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Betulenol 10V, Positive-QTOF	splash10-0fk9-0190000000-2ca32c9266e752482e1a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Betulenol 20V, Positive-QTOF	splash10-0udi-1790000000-209eef708ba8a9de30f5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Betulenol 40V, Positive-QTOF	splash10-0k9j-5900000000-b9dd6976ba40bf28d287	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Betulenol 10V, Negative-QTOF	splash10-014i-0190000000-724a626b6b5f3f185f69	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Betulenol 20V, Negative-QTOF	splash10-014r-0690000000-fed70dec04c670e96226	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Betulenol 40V, Negative-QTOF	splash10-0h2s-2910000000-0bb0a25cddeab82a5ba1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Betulenol 10V, Positive-QTOF	splash10-00di-0190000000-45c1bd47d837141ecf66	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Betulenol 20V, Positive-QTOF	splash10-02or-0950000000-372110fda56ff5bf1935	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Betulenol 40V, Positive-QTOF	splash10-01ot-1900000000-d84390b13450ffb2c7ea	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Betulenol 10V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Betulenol 20V, Negative-QTOF	splash10-014i-0090000000-bdc662250e2d23afb55d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Betulenol 40V, Negative-QTOF	splash10-00y0-0940000000-4e8544d9fa6c75ea8521	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015730

KNApSAcK ID

C00054590

Chemspider ID

4474649

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5315299

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1012321

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for beta-Betulenol (HMDB0036788)

MOL for HMDB0036788 (beta-Betulenol)

3D MOL for HMDB0036788 (beta-Betulenol)

3D SDF for HMDB0036788 (beta-Betulenol)

3D-SDF for HMDB0036788 (beta-Betulenol)

PDB for HMDB0036788 (beta-Betulenol)

3D PDB for HMDB0036788 (beta-Betulenol)

SMILES for HMDB0036788 (beta-Betulenol)

INCHI for HMDB0036788 (beta-Betulenol)

Structure for HMDB0036788 (beta-Betulenol)

3D Structure for HMDB0036788 (beta-Betulenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra