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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:49:56 UTC

Update Date

2022-03-07 02:55:48 UTC

HMDB ID

HMDB0038511

Secondary Accession Numbers

HMDB38511

Metabolite Identification

Common Name

Bisacumol

Description

Bisacumol 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 Bisacumol.

Structure

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

HMDB0038511
     RDKit          3D
Bisacumol
 38 38  0  0  0  0  0  0  0  0999 V2000
   -3.6562    1.2472    0.7358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8755    0.2800   -0.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0323    0.5462   -1.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0926   -0.7701   -0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9489   -1.0436    0.3455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0955   -0.5464    1.6260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6466   -0.5144   -0.2161 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4883   -0.8251    0.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6069   -2.3078    0.9384 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7561   -0.1867    0.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3685   -0.5262   -0.8768 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5474    0.0734   -1.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1766    1.0326   -0.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4498    1.6708   -0.9276 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5680    1.3733    0.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3870    0.7726    1.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5819    1.5604    0.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2273    2.1860    0.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9886    0.8191    1.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8910    0.9814   -0.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6554    1.1677   -2.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3507   -0.4314   -1.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2829   -1.4543   -1.3632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8231   -2.1617    0.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1806   -1.2807    2.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4514   -1.0445   -1.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7108    0.5791   -0.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2099   -0.3844    1.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2368   -2.6163    1.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4866   -2.8688   -0.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5816   -2.5020    1.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8728   -1.2862   -1.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0071   -0.2067   -2.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2096    1.5466   -0.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2842    2.7448   -1.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7861    1.2078   -1.8637 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0419    2.1262    1.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8997    1.0422    2.0319 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  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
M  END

  Mrv0541 05061310302D          

 16 16  0  0  0  0            999 V2000
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    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
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    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
   -0.7145    4.5375    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    2.0625    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    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  9  2  0  0  0  0
 12  3  1  0  0  0  0
 12  5  2  0  0  0  0
 12  6  1  0  0  0  0
 13  4  1  0  0  0  0
 13 10  1  0  0  0  0
 14  7  2  0  0  0  0
 14  8  1  0  0  0  0
 14 13  1  0  0  0  0
 15  9  1  0  0  0  0
 15 10  1  0  0  0  0
 16 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038511

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CC(O)C=C(C)C)C1=CC=C(C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O/c1-11(2)9-15(16)10-13(4)14-7-5-12(3)6-8-14/h5-9,13,15-16H,10H2,1-4H3

> <INCHI_KEY>
NRBFEAZFHRHFFQ-UHFFFAOYSA-N

> <FORMULA>
C15H22O

> <MOLECULAR_WEIGHT>
218.3346

> <EXACT_MASS>
218.167065326

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.61552097762003

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methyl-6-(4-methylphenyl)hept-2-en-4-ol

> <ALOGPS_LOGP>
3.90

> <JCHEM_LOGP>
4.160579564

> <ALOGPS_LOGS>
-3.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.874104048879058

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8538668890202983

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
70.60810000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.85e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methyl-6-(4-methylphenyl)hept-2-en-4-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038511
     RDKit          3D
Bisacumol
 38 38  0  0  0  0  0  0  0  0999 V2000
   -3.6562    1.2472    0.7358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8755    0.2800   -0.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0323    0.5462   -1.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0926   -0.7701   -0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9489   -1.0436    0.3455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0955   -0.5464    1.6260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6466   -0.5144   -0.2161 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4883   -0.8251    0.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6069   -2.3078    0.9384 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7561   -0.1867    0.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3685   -0.5262   -0.8768 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5474    0.0734   -1.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1766    1.0326   -0.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4498    1.6708   -0.9276 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5680    1.3733    0.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3870    0.7726    1.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5819    1.5604    0.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2273    2.1860    0.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9886    0.8191    1.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8910    0.9814   -0.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6554    1.1677   -2.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3507   -0.4314   -1.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2829   -1.4543   -1.3632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8231   -2.1617    0.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1806   -1.2807    2.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4514   -1.0445   -1.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7108    0.5791   -0.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2099   -0.3844    1.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2368   -2.6163    1.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4866   -2.8688   -0.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5816   -2.5020    1.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8728   -1.2862   -1.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0071   -0.2067   -2.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2096    1.5466   -0.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2842    2.7448   -1.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7861    1.2078   -1.8637 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0419    2.1262    1.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8997    1.0422    2.0319 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  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  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   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4   13                                                            
CONECT    5    7   12                                                       
CONECT    6    8   12                                                       
CONECT    7    5   14                                                       
CONECT    8    6   14                                                       
CONECT    9   11   15                                                       
CONECT   10   13   15                                                       
CONECT   11    1    2    9                                                  
CONECT   12    3    5    6                                                  
CONECT   13    4   10   14                                                  
CONECT   14    7    8   13                                                  
CONECT   15    9   10   16                                                  
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0038511
HETATM    1  C1  UNL     1      -3.656   1.247   0.736  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.875   0.280  -0.368  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.032   0.546  -1.279  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.093  -0.770  -0.546  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.949  -1.044   0.346  1.00  0.00           C  
HETATM    6  O1  UNL     1      -2.095  -0.546   1.626  1.00  0.00           O  
HETATM    7  C6  UNL     1      -0.647  -0.514  -0.216  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.488  -0.825   0.743  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.607  -2.308   0.938  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.756  -0.187   0.317  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.368  -0.526  -0.877  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.547   0.073  -1.264  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.177   1.033  -0.495  1.00  0.00           C  
HETATM   14  C13 UNL     1       5.450   1.671  -0.928  1.00  0.00           C  
HETATM   15  C14 UNL     1       3.568   1.373   0.696  1.00  0.00           C  
HETATM   16  C15 UNL     1       2.387   0.773   1.083  1.00  0.00           C  
HETATM   17  H1  UNL     1      -2.582   1.560   0.749  1.00  0.00           H  
HETATM   18  H2  UNL     1      -4.227   2.186   0.591  1.00  0.00           H  
HETATM   19  H3  UNL     1      -3.989   0.819   1.688  1.00  0.00           H  
HETATM   20  H4  UNL     1      -5.891   0.981  -0.767  1.00  0.00           H  
HETATM   21  H5  UNL     1      -4.655   1.168  -2.128  1.00  0.00           H  
HETATM   22  H6  UNL     1      -5.351  -0.431  -1.704  1.00  0.00           H  
HETATM   23  H7  UNL     1      -3.283  -1.454  -1.363  1.00  0.00           H  
HETATM   24  H8  UNL     1      -1.823  -2.162   0.392  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.181  -1.281   2.285  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.451  -1.044  -1.170  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.711   0.579  -0.388  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.210  -0.384   1.722  1.00  0.00           H  
HETATM   29  H13 UNL     1      -0.237  -2.616   1.604  1.00  0.00           H  
HETATM   30  H14 UNL     1       0.487  -2.869  -0.009  1.00  0.00           H  
HETATM   31  H15 UNL     1       1.582  -2.502   1.426  1.00  0.00           H  
HETATM   32  H16 UNL     1       1.873  -1.286  -1.488  1.00  0.00           H  
HETATM   33  H17 UNL     1       4.007  -0.207  -2.198  1.00  0.00           H  
HETATM   34  H18 UNL     1       6.210   1.547  -0.121  1.00  0.00           H  
HETATM   35  H19 UNL     1       5.284   2.745  -1.138  1.00  0.00           H  
HETATM   36  H20 UNL     1       5.786   1.208  -1.864  1.00  0.00           H  
HETATM   37  H21 UNL     1       4.042   2.126   1.320  1.00  0.00           H  
HETATM   38  H22 UNL     1       1.900   1.042   2.032  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    4    4
CONECT    3   20   21   22
CONECT    4    5   23
CONECT    5    6    7   24
CONECT    6   25
CONECT    7    8   26   27
CONECT    8    9   10   28
CONECT    9   29   30   31
CONECT   10   11   11   16
CONECT   11   12   32
CONECT   12   13   13   33
CONECT   13   14   15
CONECT   14   34   35   36
CONECT   15   16   16   37
CONECT   16   38
END

HMDB0038511
     RDKit          3D
Bisacumol
 38 38  0  0  0  0  0  0  0  0999 V2000
   -3.6562    1.2472    0.7358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8755    0.2800   -0.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0323    0.5462   -1.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0926   -0.7701   -0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9489   -1.0436    0.3455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0955   -0.5464    1.6260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6466   -0.5144   -0.2161 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4883   -0.8251    0.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6069   -2.3078    0.9384 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7561   -0.1867    0.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3685   -0.5262   -0.8768 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5474    0.0734   -1.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1766    1.0326   -0.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4498    1.6708   -0.9276 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5680    1.3733    0.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3870    0.7726    1.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5819    1.5604    0.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2273    2.1860    0.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9886    0.8191    1.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8910    0.9814   -0.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6554    1.1677   -2.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3507   -0.4314   -1.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2829   -1.4543   -1.3632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8231   -2.1617    0.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1806   -1.2807    2.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4514   -1.0445   -1.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7108    0.5791   -0.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2099   -0.3844    1.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2368   -2.6163    1.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4866   -2.8688   -0.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5816   -2.5020    1.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8728   -1.2862   -1.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0071   -0.2067   -2.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2096    1.5466   -0.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2842    2.7448   -1.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7861    1.2078   -1.8637 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0419    2.1262    1.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8997    1.0422    2.0319 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  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+)-Bisacumol	HMDB

Chemical Formula

C₁₅H₂₂O

Average Molecular Weight

218.3346

Monoisotopic Molecular Weight

218.167065326

IUPAC Name

2-methyl-6-(4-methylphenyl)hept-2-en-4-ol

Traditional Name

2-methyl-6-(4-methylphenyl)hept-2-en-4-ol

CAS Registry Number

120710-98-7

SMILES

CC(CC(O)C=C(C)C)C1=CC=C(C)C=C1

InChI Identifier

InChI=1S/C15H22O/c1-11(2)9-15(16)10-13(4)14-7-5-12(3)6-8-14/h5-9,13,15-16H,10H2,1-4H3

InChI Key

NRBFEAZFHRHFFQ-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

Bisabolane sesquiterpenoid
Sesquiterpenoid
P-cymene
Toluene
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038511)

Source

Endogenous

Endogenous (HMDB: HMDB0038511)

Plant

Plant (HMDB: HMDB0038511)

Animal

Animal (HMDB: HMDB0038511)

Exogenous

Food

Food (HMDB: HMDB0038511)

Herb and spice

Spice

Turmeric (FooDB: FOOD00068)

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Beverage

Beverages (FooDB: FOOD00870)

Exogenous (HMDB: HMDB0038511)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0038511)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0038511)

Lipid metabolism pathway (HMDB: HMDB0038511)

Cellular process

Cell signaling (HMDB: HMDB0038511)

Biochemical process

Lipid transport (HMDB: HMDB0038511)

Role

Biological role

Energy source (HMDB: HMDB0038511)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038511)

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	9.89 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	0.058 g/L	ALOGPS
logP	3.9	ALOGPS
logP	4.16	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	14.87	ChemAxon
pKa (Strongest Basic)	-2.9	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	4	ChemAxon
Refractivity	70.61 m³·mol⁻¹	ChemAxon
Polarizability	26.62 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	156.87	31661259
DarkChem	[M-H]-	152.052	31661259
DeepCCS	[M+H]+	157.656	30932474
DeepCCS	[M-H]-	155.298	30932474
DeepCCS	[M-2H]-	188.313	30932474
DeepCCS	[M+Na]+	163.75	30932474
AllCCS	[M+H]+	151.8	32859911
AllCCS	[M+H-H2O]+	147.9	32859911
AllCCS	[M+NH4]+	155.5	32859911
AllCCS	[M+Na]+	156.6	32859911
AllCCS	[M-H]-	156.9	32859911
AllCCS	[M+Na-2H]-	157.4	32859911
AllCCS	[M+HCOO]-	158.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bisacumol	CC(CC(O)C=C(C)C)C1=CC=C(C)C=C1	2219.4	Standard polar	33892256
Bisacumol	CC(CC(O)C=C(C)C)C1=CC=C(C)C=C1	1609.7	Standard non polar	33892256
Bisacumol	CC(CC(O)C=C(C)C)C1=CC=C(C)C=C1	1622.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Bisacumol,1TMS,isomer #1	CC(C)=CC(CC(C)C1=CC=C(C)C=C1)O[Si](C)(C)C	1675.4	Semi standard non polar	33892256
Bisacumol,1TBDMS,isomer #1	CC(C)=CC(CC(C)C1=CC=C(C)C=C1)O[Si](C)(C)C(C)(C)C	1921.3	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 - Bisacumol GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-6910000000-1b5fd306dff91bb14307	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bisacumol GC-MS (1 TMS) - 70eV, Positive	splash10-00vl-9640000000-b573a499e64f1851d356	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bisacumol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bisacumol 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 - Bisacumol 10V, Positive-QTOF	splash10-0uxr-0290000000-25c80881f95289dae7de	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisacumol 20V, Positive-QTOF	splash10-0gb9-4950000000-12958a4722d5947c5134	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisacumol 40V, Positive-QTOF	splash10-014i-5900000000-badc974800d533b7a556	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisacumol 10V, Negative-QTOF	splash10-014i-0290000000-cf240e0f9c2186696566	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisacumol 20V, Negative-QTOF	splash10-014i-4980000000-a01b07d65039798c4be5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisacumol 40V, Negative-QTOF	splash10-05o0-9810000000-74156c3baf7d839f179b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisacumol 10V, Positive-QTOF	splash10-014i-5910000000-177a727316441464cc58	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisacumol 20V, Positive-QTOF	splash10-0006-9800000000-4d0ec030d74f0611d981	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisacumol 40V, Positive-QTOF	splash10-0006-9300000000-71b4c008e8040b1f911a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisacumol 10V, Negative-QTOF	splash10-014i-0190000000-8e8afb9d9900c6deb596	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisacumol 20V, Negative-QTOF	splash10-00lr-1930000000-72de338607ff990eb5d2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisacumol 40V, Negative-QTOF	splash10-00kf-9700000000-7ef4e19f7401ba8322ff	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

FDB017891

KNApSAcK ID

C00029831

Chemspider ID

4474767

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5315469

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1564131

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 Bisacumol (HMDB0038511)

MOL for HMDB0038511 (Bisacumol)

3D MOL for HMDB0038511 (Bisacumol)

3D SDF for HMDB0038511 (Bisacumol)

3D-SDF for HMDB0038511 (Bisacumol)

PDB for HMDB0038511 (Bisacumol)

3D PDB for HMDB0038511 (Bisacumol)

SMILES for HMDB0038511 (Bisacumol)

INCHI for HMDB0038511 (Bisacumol)

Structure for HMDB0038511 (Bisacumol)

3D Structure for HMDB0038511 (Bisacumol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra