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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:28:36 UTC

Update Date

2022-03-07 02:55:40 UTC

HMDB ID

HMDB0038196

Secondary Accession Numbers

HMDB38196

Metabolite Identification

Common Name

alpha-Bisabolol oxide A

Description

alpha-Bisabolol oxide A, also known as α-bisabolol oxide a, belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms. alpha-Bisabolol oxide A has been detected, but not quantified in, several different foods, such as german camomiles (Matricaria recutita), red tea, fats and oils, roman camomiles (Chamaemelum nobile), and green tea. This could make alpha-bisabolol oxide a a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on alpha-Bisabolol oxide A.

Structure

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

HMDB0038196
     RDKit          3D
alpha-Bisabolol oxide A
 43 44  0  0  0  0  0  0  0  0999 V2000
   -4.9054    0.8383   -0.3491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5587    0.2621   -0.6234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6031    0.9984   -1.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2889    0.4443   -1.4039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557   -0.7380   -0.6282 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2623   -0.3238    0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2747    0.7452    1.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009   -1.5543    1.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9733   -2.1538    0.5786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0043   -1.1851    0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4513   -1.5744   -1.1473 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5142    0.2280    0.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7295    1.0233    1.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4005    0.9049   -1.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    0.2535   -0.4632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9211   -1.4700    0.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3220   -1.1381   -0.3115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6499    0.0455   -0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0217    1.0150    0.7350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0388    1.7548   -0.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7766    2.0643   -1.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5287    1.2829   -1.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2560    0.2303   -2.5176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3598   -1.4538   -1.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2181    0.4166    2.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3413    0.9937    1.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2688    1.7262    1.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0654   -2.3668    1.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7703   -1.2711    2.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7808   -2.9467   -0.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4171   -2.7236    1.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9274   -1.1813    0.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3728   -1.2574   -1.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6383    2.0977    1.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8183    0.8770    1.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1608    0.6813    2.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0932    1.9785   -1.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3247    0.3939   -2.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4307    0.9011   -0.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8596   -1.2738    1.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7913   -2.5644   -0.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5977   -1.7394   -1.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0511   -1.4621    0.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  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
 10 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  5 16  1  0
 16 17  1  0
 17  2  1  0
 15  6  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
M  END

  Mrv0541 02241216032D          

 17 18  0  0  0  0            999 V2000
   -1.7832    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7832    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0697   -0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0697    1.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0709   -1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7832   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7832   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0709    0.2049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4982    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3663   -0.3767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4969    1.4436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4982   -1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  1 15  1  0  0  0  0
  2  3  1  0  0  0  0
  2 13  1  0  0  0  0
  2 14  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  4 16  1  0  0  0  0
  5  6  1  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 17  1  0  0  0  0
 11 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038196

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CCC(CC1)C1(C)CCC(O)C(C)(C)O1

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O2/c1-11-5-7-12(8-6-11)15(4)10-9-13(16)14(2,3)17-15/h5,12-13,16H,6-10H2,1-4H3

> <INCHI_KEY>
WJHRAVIQWFQMKF-UHFFFAOYSA-N

> <FORMULA>
C15H26O2

> <MOLECULAR_WEIGHT>
238.3657

> <EXACT_MASS>
238.193280076

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
28.532445422472847

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,2,6-trimethyl-6-(4-methylcyclohex-3-en-1-yl)oxan-3-ol

> <ALOGPS_LOGP>
3.63

> <JCHEM_LOGP>
2.9332302743333334

> <ALOGPS_LOGS>
-3.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.005612895012039

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2337449197217323

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
71.02499999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.49e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,2,6-trimethyl-6-(4-methylcyclohex-3-en-1-yl)oxan-3-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038196
     RDKit          3D
alpha-Bisabolol oxide A
 43 44  0  0  0  0  0  0  0  0999 V2000
   -4.9054    0.8383   -0.3491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5587    0.2621   -0.6234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6031    0.9984   -1.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2889    0.4443   -1.4039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557   -0.7380   -0.6282 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2623   -0.3238    0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2747    0.7452    1.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009   -1.5543    1.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9733   -2.1538    0.5786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0043   -1.1851    0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4513   -1.5744   -1.1473 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5142    0.2280    0.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7295    1.0233    1.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4005    0.9049   -1.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    0.2535   -0.4632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9211   -1.4700    0.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3220   -1.1381   -0.3115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6499    0.0455   -0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0217    1.0150    0.7350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0388    1.7548   -0.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7766    2.0643   -1.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5287    1.2829   -1.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2560    0.2303   -2.5176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3598   -1.4538   -1.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2181    0.4166    2.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3413    0.9937    1.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2688    1.7262    1.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0654   -2.3668    1.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7703   -1.2711    2.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7808   -2.9467   -0.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4171   -2.7236    1.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9274   -1.1813    0.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3728   -1.2574   -1.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6383    2.0977    1.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8183    0.8770    1.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1608    0.6813    2.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0932    1.9785   -1.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3247    0.3939   -2.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4307    0.9011   -0.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8596   -1.2738    1.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7913   -2.5644   -0.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5977   -1.7394   -1.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0511   -1.4621    0.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  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
 10 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  5 16  1  0
 16 17  1  0
 17  2  1  0
 15  6  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.329   1.925   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.329   0.385   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.997  -0.385   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -0.667   0.385   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.667   1.925   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.997   2.692   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.667  -0.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.667  -1.925   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.999  -2.695   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.329  -1.925   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.329  -0.385   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.999   0.382   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.663   1.155   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.417  -0.703   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -4.661   2.695   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.667   1.155   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.663  -2.695   0.000  0.00  0.00           C+0
CONECT    1    2    6   15                                                  
CONECT    2    1    3   13   14                                             
CONECT    3    2    4                                                       
CONECT    4    3    5    7   16                                             
CONECT    5    4    6                                                       
CONECT    6    1    5                                                       
CONECT    7    4    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12    7   11                                                       
CONECT   13    2                                                            
CONECT   14    2                                                            
CONECT   15    1                                                            
CONECT   16    4                                                            
CONECT   17   10                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0038196
HETATM    1  C1  UNL     1      -4.905   0.838  -0.349  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.559   0.262  -0.623  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.603   0.998  -1.134  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.289   0.444  -1.404  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.856  -0.738  -0.628  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.262  -0.324   0.310  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.275   0.745   1.231  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.701  -1.554   1.049  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.973  -2.154   0.579  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.004  -1.185   0.121  1.00  0.00           C  
HETATM   11  O1  UNL     1       3.451  -1.574  -1.147  1.00  0.00           O  
HETATM   12  C11 UNL     1       2.514   0.228   0.022  1.00  0.00           C  
HETATM   13  C12 UNL     1       2.730   1.023   1.289  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.400   0.905  -1.037  1.00  0.00           C  
HETATM   15  O2  UNL     1       1.246   0.254  -0.463  1.00  0.00           O  
HETATM   16  C14 UNL     1      -1.921  -1.470   0.105  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.322  -1.138  -0.312  1.00  0.00           C  
HETATM   18  H1  UNL     1      -5.650   0.046  -0.612  1.00  0.00           H  
HETATM   19  H2  UNL     1      -5.022   1.015   0.735  1.00  0.00           H  
HETATM   20  H3  UNL     1      -5.039   1.755  -0.953  1.00  0.00           H  
HETATM   21  H4  UNL     1      -2.777   2.064  -1.372  1.00  0.00           H  
HETATM   22  H5  UNL     1      -0.529   1.283  -1.317  1.00  0.00           H  
HETATM   23  H6  UNL     1      -1.256   0.230  -2.518  1.00  0.00           H  
HETATM   24  H7  UNL     1      -0.360  -1.454  -1.351  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.218   0.417   2.305  1.00  0.00           H  
HETATM   26  H9  UNL     1      -1.341   0.994   1.066  1.00  0.00           H  
HETATM   27  H10 UNL     1       0.269   1.726   1.104  1.00  0.00           H  
HETATM   28  H11 UNL     1      -0.065  -2.367   1.035  1.00  0.00           H  
HETATM   29  H12 UNL     1       0.770  -1.271   2.141  1.00  0.00           H  
HETATM   30  H13 UNL     1       1.781  -2.947  -0.190  1.00  0.00           H  
HETATM   31  H14 UNL     1       2.417  -2.724   1.448  1.00  0.00           H  
HETATM   32  H15 UNL     1       3.927  -1.181   0.770  1.00  0.00           H  
HETATM   33  H16 UNL     1       4.373  -1.257  -1.337  1.00  0.00           H  
HETATM   34  H17 UNL     1       2.638   2.098   1.051  1.00  0.00           H  
HETATM   35  H18 UNL     1       3.818   0.877   1.555  1.00  0.00           H  
HETATM   36  H19 UNL     1       2.161   0.681   2.146  1.00  0.00           H  
HETATM   37  H20 UNL     1       3.093   1.979  -1.094  1.00  0.00           H  
HETATM   38  H21 UNL     1       3.325   0.394  -2.009  1.00  0.00           H  
HETATM   39  H22 UNL     1       4.431   0.901  -0.618  1.00  0.00           H  
HETATM   40  H23 UNL     1      -1.860  -1.274   1.196  1.00  0.00           H  
HETATM   41  H24 UNL     1      -1.791  -2.564  -0.023  1.00  0.00           H  
HETATM   42  H25 UNL     1      -3.598  -1.739  -1.229  1.00  0.00           H  
HETATM   43  H26 UNL     1      -4.051  -1.462   0.460  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    3   17
CONECT    3    4   21
CONECT    4    5   22   23
CONECT    5    6   16   24
CONECT    6    7    8   15
CONECT    7   25   26   27
CONECT    8    9   28   29
CONECT    9   10   30   31
CONECT   10   11   12   32
CONECT   11   33
CONECT   12   13   14   15
CONECT   13   34   35   36
CONECT   14   37   38   39
CONECT   16   17   40   41
CONECT   17   42   43
END

HMDB0038196
     RDKit          3D
alpha-Bisabolol oxide A
 43 44  0  0  0  0  0  0  0  0999 V2000
   -4.9054    0.8383   -0.3491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5587    0.2621   -0.6234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6031    0.9984   -1.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2889    0.4443   -1.4039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557   -0.7380   -0.6282 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2623   -0.3238    0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2747    0.7452    1.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009   -1.5543    1.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9733   -2.1538    0.5786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0043   -1.1851    0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4513   -1.5744   -1.1473 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5142    0.2280    0.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7295    1.0233    1.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4005    0.9049   -1.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    0.2535   -0.4632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9211   -1.4700    0.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3220   -1.1381   -0.3115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6499    0.0455   -0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0217    1.0150    0.7350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0388    1.7548   -0.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7766    2.0643   -1.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5287    1.2829   -1.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2560    0.2303   -2.5176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3598   -1.4538   -1.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2181    0.4166    2.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3413    0.9937    1.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2688    1.7262    1.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0654   -2.3668    1.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7703   -1.2711    2.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7808   -2.9467   -0.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4171   -2.7236    1.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9274   -1.1813    0.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3728   -1.2574   -1.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6383    2.0977    1.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8183    0.8770    1.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1608    0.6813    2.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0932    1.9785   -1.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3247    0.3939   -2.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4307    0.9011   -0.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8596   -1.2738    1.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7913   -2.5644   -0.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5977   -1.7394   -1.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0511   -1.4621    0.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  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
 10 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  5 16  1  0
 16 17  1  0
 17  2  1  0
 15  6  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
a-Bisabolol oxide a	Generator
Α-bisabolol oxide a	Generator
(-)-alpha-Bisabolol oxide a	HMDB
alpha-Bisabolol oxide	HMDB
Bisabolol oxide a	HMDB
Bisabolol oxide I	HMDB
Bisaboloxide a	HMDB

Chemical Formula

C₁₅H₂₆O₂

Average Molecular Weight

238.3657

Monoisotopic Molecular Weight

238.193280076

IUPAC Name

2,2,6-trimethyl-6-(4-methylcyclohex-3-en-1-yl)oxan-3-ol

Traditional Name

2,2,6-trimethyl-6-(4-methylcyclohex-3-en-1-yl)oxan-3-ol

CAS Registry Number

22567-36-8

SMILES

CC1=CCC(CC1)C1(C)CCC(O)C(C)(C)O1

InChI Identifier

InChI=1S/C15H26O2/c1-11-5-7-12(8-6-11)15(4)10-9-13(16)14(2,3)17-15/h5,12-13,16H,6-10H2,1-4H3

InChI Key

WJHRAVIQWFQMKF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxanes

Sub Class

Not Available

Direct Parent

Oxanes

Alternative Parents

Substituents

Oxane
Secondary alcohol
Oxacycle
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0038196)
Cell membrane (HMDB: HMDB0038196)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038196)

Source

Exogenous

Exogenous (HMDB: HMDB0038196)

Food

Food (HMDB: HMDB0038196)

Tea

Herb and spice

Herb

Roman camomile (FooDB: FOOD00046)
German camomile (FooDB: FOOD00107)

Herbs and Spices (FooDB: FOOD00866)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Endogenous

Plant

Plant (HMDB: HMDB0038196)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Emulsifier (HMDB: HMDB0038196)

Biological role

Nutrient (HMDB: HMDB0038196)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	327.00 to 328.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	21.49 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.457 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.15 g/L	ALOGPS
logP	3.63	ALOGPS
logP	2.93	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	14.01	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	71.02 m³·mol⁻¹	ChemAxon
Polarizability	28.53 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]+	156.986	31661259
DarkChem	[M-H]-	153.149	31661259
DeepCCS	[M+H]+	162.125	30932474
DeepCCS	[M-H]-	159.767	30932474
DeepCCS	[M-2H]-	193.283	30932474
DeepCCS	[M+Na]+	168.394	30932474
AllCCS	[M+H]+	158.7	32859911
AllCCS	[M+H-H2O]+	154.9	32859911
AllCCS	[M+NH4]+	162.3	32859911
AllCCS	[M+Na]+	163.3	32859911
AllCCS	[M-H]-	166.6	32859911
AllCCS	[M+Na-2H]-	167.3	32859911
AllCCS	[M+HCOO]-	168.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
alpha-Bisabolol oxide A	CC1=CCC(CC1)C1(C)CCC(O)C(C)(C)O1	2197.8	Standard polar	33892256
alpha-Bisabolol oxide A	CC1=CCC(CC1)C1(C)CCC(O)C(C)(C)O1	1662.8	Standard non polar	33892256
alpha-Bisabolol oxide A	CC1=CCC(CC1)C1(C)CCC(O)C(C)(C)O1	1713.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
alpha-Bisabolol oxide A,1TMS,isomer #1	CC1=CCC(C2(C)CCC(O[Si](C)(C)C)C(C)(C)O2)CC1	1836.4	Semi standard non polar	33892256
alpha-Bisabolol oxide A,1TBDMS,isomer #1	CC1=CCC(C2(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)O2)CC1	2087.9	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 - alpha-Bisabolol oxide A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0aba-9420000000-c81fb40081c2eb0bace3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Bisabolol oxide A GC-MS (1 TMS) - 70eV, Positive	splash10-0002-9780000000-44e030306063a7566674	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Bisabolol oxide A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Bisabolol oxide A 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 - alpha-Bisabolol oxide A 10V, Positive-QTOF	splash10-000i-1290000000-26ae2a95f5593d2d951f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Bisabolol oxide A 20V, Positive-QTOF	splash10-000j-6910000000-47bdc749e02a1df89c31	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Bisabolol oxide A 40V, Positive-QTOF	splash10-0udi-9400000000-730911d7ab8b0d494e0a	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Bisabolol oxide A 10V, Negative-QTOF	splash10-000i-1190000000-9bb31dc2bf204dac21f1	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Bisabolol oxide A 20V, Negative-QTOF	splash10-000i-4490000000-0d8023a6a168aded9dc2	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Bisabolol oxide A 40V, Negative-QTOF	splash10-0udr-5900000000-93c753b7a4094ef36b0b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Bisabolol oxide A 10V, Positive-QTOF	splash10-0079-3960000000-2e4186ce879ca7e605c3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Bisabolol oxide A 20V, Positive-QTOF	splash10-00dr-4910000000-076fc9101ff82a122e07	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Bisabolol oxide A 40V, Positive-QTOF	splash10-0006-9200000000-a6f2d6ca184b6a5cd09c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Bisabolol oxide A 10V, Negative-QTOF	splash10-000i-0090000000-e665f494a7390ebf108d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Bisabolol oxide A 20V, Negative-QTOF	splash10-000i-2290000000-cb7efc2248dd24075091	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Bisabolol oxide A 40V, Negative-QTOF	splash10-000i-1890000000-8b6861a543f50ffc49fd	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

90806

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1445511

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for alpha-Bisabolol oxide A (HMDB0038196)

MOL for HMDB0038196 (alpha-Bisabolol oxide A)

3D MOL for HMDB0038196 (alpha-Bisabolol oxide A)

3D SDF for HMDB0038196 (alpha-Bisabolol oxide A)

3D-SDF for HMDB0038196 (alpha-Bisabolol oxide A)

PDB for HMDB0038196 (alpha-Bisabolol oxide A)

3D PDB for HMDB0038196 (alpha-Bisabolol oxide A)

SMILES for HMDB0038196 (alpha-Bisabolol oxide A)

INCHI for HMDB0038196 (alpha-Bisabolol oxide A)

Structure for HMDB0038196 (alpha-Bisabolol oxide A)

3D Structure for HMDB0038196 (alpha-Bisabolol oxide A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra