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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:10:39 UTC

Update Date

2022-03-07 02:54:47 UTC

HMDB ID

HMDB0036111

Secondary Accession Numbers

HMDB36111

Metabolite Identification

Common Name

beta-Bisabolol

Description

beta-Bisabolol, also known as β-bisabolol, 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-Bisabolol.

Structure

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

HMDB0036111
     RDKit          3D
beta-Bisabolol
 42 42  0  0  0  0  0  0  0  0999 V2000
   -4.3599    0.1284   -0.9120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1203    0.9276    0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2804    1.3642    1.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8698    1.2170    0.6459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7173    0.7790   -0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7646   -0.0966    0.5900 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3733   -0.4855   -0.3551 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1935   -1.2619   -1.5192 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4549   -1.2463    0.3254 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9950   -2.4573    0.8684 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5481   -1.5499   -0.6538 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1686   -0.2362   -1.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6736    0.4574   -0.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3268    1.7663   -0.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5339   -0.1698    1.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0452   -0.4026    1.4656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9114   -0.8982   -0.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4407   -0.0463   -1.0836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9600    0.6532   -1.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6311    2.3469    0.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0969    0.6100    1.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9755    1.4375    2.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6711    1.7940    1.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0141    0.3042   -1.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0968    1.6726   -0.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2291   -1.0730    0.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4259    0.3723    1.5120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8301    0.4504   -0.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1310   -0.6936   -2.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2875   -2.2793   -1.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2787   -1.4903   -1.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2163   -3.2221    0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3433   -2.1909   -0.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2032   -2.0161   -1.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1983    0.1034   -2.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3419    1.7689    0.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7410    2.5895    0.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5029    1.9428   -1.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1157   -1.1126    1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8544    0.5254    2.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8358   -0.8724    2.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5783    0.5899    1.4058 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
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  1
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16  9  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
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  6
  8 29  1  0
  8 30  1  0
  8 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
M  END


  Mrv1652303202019022D          

 16 16  0  0  0  0            999 V2000
   -1.2670    1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9814    1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9814    0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2670    0.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5525    0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5525    1.2670    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6959    0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1620    1.6795    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8764    1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5909    1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3054    1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0199    1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1620    2.5045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7344    1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0199    2.5045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1620    0.8545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  6  1  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  3  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  8 13  1  1  0  0  0
 11 12  2  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
  6 16  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0036111

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H](CCC=C(C)C)[C@]1(O)CCC(C)=CC1

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O/c1-12(2)6-5-7-14(4)15(16)10-8-13(3)9-11-15/h6,8,14,16H,5,7,9-11H2,1-4H3/t14-,15+/m0/s1

> <INCHI_KEY>
WTVHAMTYZJGJLJ-LSDHHAIUSA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.3663

> <EXACT_MASS>
222.198365454

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
27.96376902532356

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S)-4-methyl-1-[(2S)-6-methylhept-5-en-2-yl]cyclohex-3-en-1-ol

> <ALOGPS_LOGP>
4.77

> <JCHEM_LOGP>
3.989919242666667

> <ALOGPS_LOGS>
-3.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.48635603639968383

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
72.1105

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.68e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S)-4-methyl-1-[(2S)-6-methylhept-5-en-2-yl]cyclohex-3-en-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036111
     RDKit          3D
beta-Bisabolol
 42 42  0  0  0  0  0  0  0  0999 V2000
   -4.3599    0.1284   -0.9120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1203    0.9276    0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2804    1.3642    1.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8698    1.2170    0.6459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7173    0.7790   -0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7646   -0.0966    0.5900 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3733   -0.4855   -0.3551 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1935   -1.2619   -1.5192 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4549   -1.2463    0.3254 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9950   -2.4573    0.8684 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5481   -1.5499   -0.6538 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1686   -0.2362   -1.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6736    0.4574   -0.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3268    1.7663   -0.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5339   -0.1698    1.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0452   -0.4026    1.4656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9114   -0.8982   -0.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4407   -0.0463   -1.0836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9600    0.6532   -1.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6311    2.3469    0.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0969    0.6100    1.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9755    1.4375    2.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6711    1.7940    1.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0141    0.3042   -1.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0968    1.6726   -0.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2291   -1.0730    0.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4259    0.3723    1.5120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8301    0.4504   -0.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1310   -0.6936   -2.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2875   -2.2793   -1.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2787   -1.4903   -1.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2163   -3.2221    0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3433   -2.1909   -0.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2032   -2.0161   -1.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1983    0.1034   -2.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3419    1.7689    0.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7410    2.5895    0.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5029    1.9428   -1.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1157   -1.1126    1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8544    0.5254    2.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8358   -0.8724    2.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5783    0.5899    1.4058 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
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  1
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16  9  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
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  6
  8 29  1  0
  8 30  1  0
  8 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
M  END

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0      -2.365   3.135   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.699   2.365   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.699   0.825   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.365   0.055   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.031   0.825   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.031   2.365   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.032   0.055   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.302   3.135   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.636   2.365   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.970   3.135   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.303   2.365   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.637   3.135   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.302   4.675   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.971   2.365   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.637   4.675   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.302   1.595   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    8   16                                             
CONECT    7    3                                                            
CONECT    8    6    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   14   15                                                  
CONECT   13    8                                                            
CONECT   14   12                                                            
CONECT   15   12                                                            
CONECT   16    6                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0036111
HETATM    1  C1  UNL     1      -4.360   0.128  -0.912  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.120   0.928   0.328  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.280   1.364   1.152  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.870   1.217   0.646  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.717   0.779  -0.179  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.765  -0.097   0.590  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.373  -0.486  -0.355  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.194  -1.262  -1.519  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.455  -1.246   0.325  1.00  0.00           C  
HETATM   10  O1  UNL     1       0.995  -2.457   0.868  1.00  0.00           O  
HETATM   11  C10 UNL     1       2.548  -1.550  -0.654  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.169  -0.236  -1.077  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.674   0.457  -0.063  1.00  0.00           C  
HETATM   14  C13 UNL     1       4.327   1.766  -0.245  1.00  0.00           C  
HETATM   15  C14 UNL     1       3.534  -0.170   1.278  1.00  0.00           C  
HETATM   16  C15 UNL     1       2.045  -0.403   1.466  1.00  0.00           C  
HETATM   17  H1  UNL     1      -3.911  -0.898  -0.794  1.00  0.00           H  
HETATM   18  H2  UNL     1      -5.441  -0.046  -1.084  1.00  0.00           H  
HETATM   19  H3  UNL     1      -3.960   0.653  -1.789  1.00  0.00           H  
HETATM   20  H4  UNL     1      -5.631   2.347   0.789  1.00  0.00           H  
HETATM   21  H5  UNL     1      -6.097   0.610   1.105  1.00  0.00           H  
HETATM   22  H6  UNL     1      -4.975   1.438   2.208  1.00  0.00           H  
HETATM   23  H7  UNL     1      -2.671   1.794   1.538  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.014   0.304  -1.118  1.00  0.00           H  
HETATM   25  H9  UNL     1      -1.097   1.673  -0.502  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.229  -1.073   0.872  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.426   0.372   1.512  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.830   0.450  -0.761  1.00  0.00           H  
HETATM   29  H13 UNL     1      -0.131  -0.694  -2.464  1.00  0.00           H  
HETATM   30  H14 UNL     1       0.288  -2.279  -1.636  1.00  0.00           H  
HETATM   31  H15 UNL     1      -1.279  -1.490  -1.324  1.00  0.00           H  
HETATM   32  H16 UNL     1       1.216  -3.222   0.267  1.00  0.00           H  
HETATM   33  H17 UNL     1       3.343  -2.191  -0.195  1.00  0.00           H  
HETATM   34  H18 UNL     1       2.203  -2.016  -1.584  1.00  0.00           H  
HETATM   35  H19 UNL     1       3.198   0.103  -2.098  1.00  0.00           H  
HETATM   36  H20 UNL     1       5.342   1.769   0.239  1.00  0.00           H  
HETATM   37  H21 UNL     1       3.741   2.589   0.211  1.00  0.00           H  
HETATM   38  H22 UNL     1       4.503   1.943  -1.335  1.00  0.00           H  
HETATM   39  H23 UNL     1       4.116  -1.113   1.332  1.00  0.00           H  
HETATM   40  H24 UNL     1       3.854   0.525   2.082  1.00  0.00           H  
HETATM   41  H25 UNL     1       1.836  -0.872   2.448  1.00  0.00           H  
HETATM   42  H26 UNL     1       1.578   0.590   1.406  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   24   25
CONECT    6    7   26   27
CONECT    7    8    9   28
CONECT    8   29   30   31
CONECT    9   10   11   16
CONECT   10   32
CONECT   11   12   33   34
CONECT   12   13   13   35
CONECT   13   14   15
CONECT   14   36   37   38
CONECT   15   16   39   40
CONECT   16   41   42
END

HMDB0036111
     RDKit          3D
beta-Bisabolol
 42 42  0  0  0  0  0  0  0  0999 V2000
   -4.3599    0.1284   -0.9120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1203    0.9276    0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2804    1.3642    1.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8698    1.2170    0.6459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7173    0.7790   -0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7646   -0.0966    0.5900 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3733   -0.4855   -0.3551 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1935   -1.2619   -1.5192 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4549   -1.2463    0.3254 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9950   -2.4573    0.8684 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5481   -1.5499   -0.6538 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1686   -0.2362   -1.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6736    0.4574   -0.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3268    1.7663   -0.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5339   -0.1698    1.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0452   -0.4026    1.4656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9114   -0.8982   -0.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4407   -0.0463   -1.0836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9600    0.6532   -1.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6311    2.3469    0.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0969    0.6100    1.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9755    1.4375    2.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6711    1.7940    1.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0141    0.3042   -1.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0968    1.6726   -0.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2291   -1.0730    0.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4259    0.3723    1.5120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8301    0.4504   -0.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1310   -0.6936   -2.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2875   -2.2793   -1.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2787   -1.4903   -1.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2163   -3.2221    0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3433   -2.1909   -0.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2032   -2.0161   -1.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1983    0.1034   -2.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3419    1.7689    0.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7410    2.5895    0.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5029    1.9428   -1.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1157   -1.1126    1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8544    0.5254    2.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8358   -0.8724    2.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5783    0.5899    1.4058 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
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  1
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16  9  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
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  6
  8 29  1  0
  8 30  1  0
  8 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
b-Bisabolol	Generator
Β-bisabolol	Generator
1-[(1S)-1,5-Dimethyl-4-hexen-1-yl]-4-methyl-(1S)-3-cyclohexen-1-ol	HMDB
3-Cyclohexen-1-ol, 1-(1,5-dimethyl-4-hexenyl)-4-methyl- (8ci)	HMDB
beta -Bisabolol	HMDB

Chemical Formula

C₁₅H₂₆O

Average Molecular Weight

222.3663

Monoisotopic Molecular Weight

222.198365454

IUPAC Name

(1S)-4-methyl-1-[(2S)-6-methylhept-5-en-2-yl]cyclohex-3-en-1-ol

Traditional Name

(1S)-4-methyl-1-[(2S)-6-methylhept-5-en-2-yl]cyclohex-3-en-1-ol

CAS Registry Number

15352-77-9

SMILES

C[C@@H](CCC=C(C)C)[C@]1(O)CCC(C)=CC1

InChI Identifier

InChI=1S/C15H26O/c1-12(2)6-5-7-14(4)15(16)10-8-13(3)9-11-15/h6,8,14,16H,5,7,9-11H2,1-4H3/t14-,15+/m0/s1

InChI Key

WTVHAMTYZJGJLJ-LSDHHAIUSA-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
Tertiary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cytoplasm (HMDB: HMDB0036111)
Cell membrane (HMDB: HMDB0036111)

Cellular substructure

Extracellular (HMDB: HMDB0036111)
Membrane (HMDB: HMDB0036111)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036111)

Source

Endogenous

Endogenous (HMDB: HMDB0036111)

Plant

Plant (HMDB: HMDB0036111)

Animal

Animal (HMDB: HMDB0036111)

Exogenous

Food

Food (HMDB: HMDB0036111)

Herb and spice

Spice

Ginger (FooDB: FOOD00206)
Pepper (Spice) (FooDB: FOOD00139)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0036111)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0036111)

Cellular process

Cell signaling (HMDB: HMDB0036111)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0036111)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036111)

Nutrient

Nutrient (HMDB: HMDB0036111)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036111)

Emulsifier (HMDB: HMDB0036111)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	305.00 to 307.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	1.69 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.639 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.077 g/L	ALOGPS
logP	4.77	ALOGPS
logP	3.99	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Basic)	-0.49	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	72.11 m³·mol⁻¹	ChemAxon
Polarizability	27.96 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]+	155.558	31661259
DarkChem	[M-H]-	151.453	31661259
DeepCCS	[M+H]+	160.647	30932474
DeepCCS	[M-H]-	158.288	30932474
DeepCCS	[M-2H]-	191.249	30932474
DeepCCS	[M+Na]+	166.74	30932474
AllCCS	[M+H]+	155.8	32859911
AllCCS	[M+H-H2O]+	152.1	32859911
AllCCS	[M+NH4]+	159.3	32859911
AllCCS	[M+Na]+	160.3	32859911
AllCCS	[M-H]-	161.8	32859911
AllCCS	[M+Na-2H]-	162.7	32859911
AllCCS	[M+HCOO]-	163.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
beta-Bisabolol	C[C@@H](CCC=C(C)C)[C@]1(O)CCC(C)=CC1	2172.3	Standard polar	33892256
beta-Bisabolol	C[C@@H](CCC=C(C)C)[C@]1(O)CCC(C)=CC1	1634.9	Standard non polar	33892256
beta-Bisabolol	C[C@@H](CCC=C(C)C)[C@]1(O)CCC(C)=CC1	1669.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
beta-Bisabolol,1TMS,isomer #1	CC(C)=CCC[C@H](C)[C@@]1(O[Si](C)(C)C)CC=C(C)CC1	1735.0	Semi standard non polar	33892256
beta-Bisabolol,1TBDMS,isomer #1	CC(C)=CCC[C@H](C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC=C(C)CC1	1972.6	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-Bisabolol GC-MS (Non-derivatized) - 70eV, Positive	splash10-08fr-7910000000-cf7d66a54218a490f801	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Bisabolol GC-MS (1 TMS) - 70eV, Positive	splash10-01u0-9350000000-3a178be52ffc9ddcd73d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Bisabolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Bisabolol 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-Bisabolol 10V, Positive-QTOF	splash10-0ab9-1290000000-120dd0b8763d39b2779b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bisabolol 20V, Positive-QTOF	splash10-0ac0-7950000000-f18e2e532f1748a71722	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bisabolol 40V, Positive-QTOF	splash10-0le9-9300000000-5b9184630622fed3fe11	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bisabolol 10V, Negative-QTOF	splash10-00di-0090000000-db093dd42e3d8c36ca2b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bisabolol 20V, Negative-QTOF	splash10-00di-0290000000-e9ef85f097bb9ed6fd93	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bisabolol 40V, Negative-QTOF	splash10-0bti-5910000000-d1c92dab3593b1182e49	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bisabolol 10V, Positive-QTOF	splash10-00di-3920000000-12d45df2bca136e2ce89	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bisabolol 20V, Positive-QTOF	splash10-06dm-9500000000-6ddd79adfd8968ac3a50	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bisabolol 40V, Positive-QTOF	splash10-0006-9100000000-acd90f238696ae1f8346	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bisabolol 10V, Negative-QTOF	splash10-00di-0090000000-ab61d8a2af41e6ed2e49	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bisabolol 20V, Negative-QTOF	splash10-00di-0090000000-29715d4df85d92334d15	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bisabolol 40V, Negative-QTOF	splash10-00kf-9770000000-3905f662f0e341bd1835	2021-09-23	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

FDB014957

KNApSAcK ID

C00011606

Chemspider ID

30777157

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12300146

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1012461

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-Bisabolol (HMDB0036111)

MOL for HMDB0036111 (beta-Bisabolol)

3D MOL for HMDB0036111 (beta-Bisabolol)

3D SDF for HMDB0036111 (beta-Bisabolol)

3D-SDF for HMDB0036111 (beta-Bisabolol)

PDB for HMDB0036111 (beta-Bisabolol)

3D PDB for HMDB0036111 (beta-Bisabolol)

SMILES for HMDB0036111 (beta-Bisabolol)

INCHI for HMDB0036111 (beta-Bisabolol)

Structure for HMDB0036111 (beta-Bisabolol)

3D Structure for HMDB0036111 (beta-Bisabolol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra