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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:25:16 UTC

Update Date

2022-03-07 02:55:38 UTC

HMDB ID

HMDB0038138

Secondary Accession Numbers

HMDB38138

Metabolite Identification

Common Name

alpha-Bisabolol oxide C

Description

alpha-Bisabolol oxide C, also known as α-bisabolol oxide C, 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 C has been detected, but not quantified in, several different foods, such as german camomiles (Matricaria recutita), red tea, fats and oils, green tea, and herbs and spices. This could make alpha-bisabolol oxide C a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on alpha-Bisabolol oxide C.

Structure

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

HMDB0038138
     RDKit          3D
alpha-Bisabolol oxide C
 43 44  0  0  0  0  0  0  0  0999 V2000
    4.5933   -0.2086   -0.8805 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9515   -0.3000    0.4557 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7914   -0.0585    1.6540 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6372   -0.5976    0.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8377   -0.8303   -0.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7656    0.1184   -1.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3655    0.3264   -0.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0963    0.8576    1.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0655   -0.8556    0.1974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4282   -0.7235    0.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0405   -1.8549    0.9786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8624    0.5711    0.9264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3320    1.7736    0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3191    1.2803   -0.7952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114    0.4990   -1.8493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9027   -0.6165   -1.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2377   -0.3315   -1.3195 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0918    0.5721   -1.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6470    0.0924   -0.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5704   -1.1784   -1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8217   -0.4544    1.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3793   -0.5083    2.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9032    1.0444    1.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2676   -0.6690    1.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5782   -0.7857   -1.5594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938   -1.9034   -0.6646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3897   -0.0348   -2.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2629    1.1450   -1.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5919    1.6078    1.7081 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1271    0.0343    1.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1237    1.3048    1.1924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0939   -2.0506    0.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4972   -2.8157    0.8895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0012   -1.5867    2.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7054    0.5602    2.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9856    0.5768    0.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1542    2.2316   -0.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0230    2.6040    0.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7816    2.0636   -1.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5029    0.1565   -2.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8039    1.2773   -2.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7086   -1.5926   -1.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8152   -0.7407   -0.6420 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  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 14  7  1  0
 16 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
M  END


  Mrv0541 05061310152D          

 17 18  0  0  0  0            999 V2000
    4.9613   -1.3733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7171   -2.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8383   -0.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0532   -2.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9055   -0.6396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7305   -0.6473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9605   -0.1141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4864   -1.3502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2052   -0.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -1.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1363   -1.3656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9228   -1.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2262   -2.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6614   -1.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0655   -1.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1786   -2.8364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8140   -2.1055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  5  1  0  0  0  0
  9  7  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  6  2  0  0  0  0
 12  7  1  0  0  0  0
 12 10  1  0  0  0  0
 13 10  1  0  0  0  0
 14  3  1  0  0  0  0
 14  8  1  0  0  0  0
 14 12  1  0  0  0  0
 15  4  1  0  0  0  0
 15  9  1  0  0  0  0
 15 13  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038138

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCCC1(C)OC2(C)CCC1CC2O

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O2/c1-11(2)6-5-8-14(3)12-7-9-15(4,17-14)13(16)10-12/h6,12-13,16H,5,7-10H2,1-4H3

> <INCHI_KEY>
YXKYEDPZIRLAKN-UHFFFAOYSA-N

> <FORMULA>
C15H26O2

> <MOLECULAR_WEIGHT>
238.3657

> <EXACT_MASS>
238.193280076

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
28.511258715755076

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3-dimethyl-3-(4-methylpent-3-en-1-yl)-2-oxabicyclo[2.2.2]octan-6-ol

> <ALOGPS_LOGP>
3.64

> <JCHEM_LOGP>
3.0111840043333338

> <ALOGPS_LOGS>
-3.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.987922124897441

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2414828625698586

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
70.94800000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.54e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,3-dimethyl-3-(4-methylpent-3-en-1-yl)-2-oxabicyclo[2.2.2]octan-6-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038138
     RDKit          3D
alpha-Bisabolol oxide C
 43 44  0  0  0  0  0  0  0  0999 V2000
    4.5933   -0.2086   -0.8805 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9515   -0.3000    0.4557 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7914   -0.0585    1.6540 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6372   -0.5976    0.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8377   -0.8303   -0.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7656    0.1184   -1.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3655    0.3264   -0.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0963    0.8576    1.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0655   -0.8556    0.1974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4282   -0.7235    0.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0405   -1.8549    0.9786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8624    0.5711    0.9264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3320    1.7736    0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3191    1.2803   -0.7952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114    0.4990   -1.8493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9027   -0.6165   -1.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2377   -0.3315   -1.3195 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0918    0.5721   -1.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6470    0.0924   -0.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5704   -1.1784   -1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8217   -0.4544    1.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3793   -0.5083    2.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9032    1.0444    1.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2676   -0.6690    1.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5782   -0.7857   -1.5594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938   -1.9034   -0.6646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3897   -0.0348   -2.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2629    1.1450   -1.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5919    1.6078    1.7081 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1271    0.0343    1.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1237    1.3048    1.1924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0939   -2.0506    0.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4972   -2.8157    0.8895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0012   -1.5867    2.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7054    0.5602    2.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9856    0.5768    0.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1542    2.2316   -0.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0230    2.6040    0.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7816    2.0636   -1.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5029    0.1565   -2.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8039    1.2773   -2.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7086   -1.5926   -1.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8152   -0.7407   -0.6420 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  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 14  7  1  0
 16 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  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       9.261  -2.563   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.939  -3.876   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.431  -1.002   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.966  -4.823   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.424  -1.194   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.964  -1.208   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.793  -0.213   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.641  -2.520   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.250  -1.344   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.222  -2.543   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.721  -2.549   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.723  -1.886   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.422  -3.953   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.101  -2.506   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.989  -3.283   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.333  -5.295   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.386  -3.930   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   14                                                            
CONECT    4   15                                                            
CONECT    5    6    8                                                       
CONECT    6    5   11                                                       
CONECT    7    9   12                                                       
CONECT    8    5   14                                                       
CONECT    9    7   15                                                       
CONECT   10   12   13                                                       
CONECT   11    1    2    6                                                  
CONECT   12    7   10   14                                                  
CONECT   13   10   15   16                                                  
CONECT   14    3    8   12   17                                             
CONECT   15    4    9   13   17                                             
CONECT   16   13                                                            
CONECT   17   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0038138
HETATM    1  C1  UNL     1       4.593  -0.209  -0.880  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.951  -0.300   0.456  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.791  -0.058   1.654  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.637  -0.598   0.518  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.838  -0.830  -0.692  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.766   0.118  -1.011  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.365   0.326  -0.074  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.096   0.858   1.242  1.00  0.00           C  
HETATM    9  O1  UNL     1      -1.065  -0.856   0.197  1.00  0.00           O  
HETATM   10  C9  UNL     1      -2.428  -0.724   0.229  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.041  -1.855   0.979  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.862   0.571   0.926  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.332   1.774   0.195  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.319   1.280  -0.795  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.111   0.499  -1.849  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.903  -0.616  -1.203  1.00  0.00           C  
HETATM   17  O2  UNL     1      -4.238  -0.332  -1.320  1.00  0.00           O  
HETATM   18  H1  UNL     1       4.092   0.572  -1.488  1.00  0.00           H  
HETATM   19  H2  UNL     1       5.647   0.092  -0.803  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.570  -1.178  -1.424  1.00  0.00           H  
HETATM   21  H4  UNL     1       5.822  -0.454   1.533  1.00  0.00           H  
HETATM   22  H5  UNL     1       4.379  -0.508   2.563  1.00  0.00           H  
HETATM   23  H6  UNL     1       4.903   1.044   1.815  1.00  0.00           H  
HETATM   24  H7  UNL     1       2.268  -0.669   1.534  1.00  0.00           H  
HETATM   25  H8  UNL     1       2.578  -0.786  -1.559  1.00  0.00           H  
HETATM   26  H9  UNL     1       1.494  -1.903  -0.665  1.00  0.00           H  
HETATM   27  H10 UNL     1       0.390  -0.035  -2.074  1.00  0.00           H  
HETATM   28  H11 UNL     1       1.263   1.145  -1.111  1.00  0.00           H  
HETATM   29  H12 UNL     1      -0.592   1.608   1.708  1.00  0.00           H  
HETATM   30  H13 UNL     1       0.127   0.034   1.980  1.00  0.00           H  
HETATM   31  H14 UNL     1       1.124   1.305   1.192  1.00  0.00           H  
HETATM   32  H15 UNL     1      -4.094  -2.051   0.750  1.00  0.00           H  
HETATM   33  H16 UNL     1      -2.497  -2.816   0.889  1.00  0.00           H  
HETATM   34  H17 UNL     1      -3.001  -1.587   2.073  1.00  0.00           H  
HETATM   35  H18 UNL     1      -2.705   0.560   2.001  1.00  0.00           H  
HETATM   36  H19 UNL     1      -3.986   0.577   0.794  1.00  0.00           H  
HETATM   37  H20 UNL     1      -3.154   2.232  -0.458  1.00  0.00           H  
HETATM   38  H21 UNL     1      -2.023   2.604   0.829  1.00  0.00           H  
HETATM   39  H22 UNL     1      -0.782   2.064  -1.329  1.00  0.00           H  
HETATM   40  H23 UNL     1      -1.503   0.157  -2.676  1.00  0.00           H  
HETATM   41  H24 UNL     1      -2.804   1.277  -2.292  1.00  0.00           H  
HETATM   42  H25 UNL     1      -2.709  -1.593  -1.714  1.00  0.00           H  
HETATM   43  H26 UNL     1      -4.815  -0.741  -0.642  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4    4
CONECT    3   21   22   23
CONECT    4    5   24
CONECT    5    6   25   26
CONECT    6    7   27   28
CONECT    7    8    9   14
CONECT    8   29   30   31
CONECT    9   10
CONECT   10   11   12   16
CONECT   11   32   33   34
CONECT   12   13   35   36
CONECT   13   14   37   38
CONECT   14   15   39
CONECT   15   16   40   41
CONECT   16   17   42
CONECT   17   43
END

HMDB0038138
     RDKit          3D
alpha-Bisabolol oxide C
 43 44  0  0  0  0  0  0  0  0999 V2000
    4.5933   -0.2086   -0.8805 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9515   -0.3000    0.4557 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7914   -0.0585    1.6540 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6372   -0.5976    0.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8377   -0.8303   -0.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7656    0.1184   -1.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3655    0.3264   -0.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0963    0.8576    1.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0655   -0.8556    0.1974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4282   -0.7235    0.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0405   -1.8549    0.9786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8624    0.5711    0.9264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3320    1.7736    0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3191    1.2803   -0.7952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114    0.4990   -1.8493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9027   -0.6165   -1.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2377   -0.3315   -1.3195 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0918    0.5721   -1.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6470    0.0924   -0.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5704   -1.1784   -1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8217   -0.4544    1.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3793   -0.5083    2.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9032    1.0444    1.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2676   -0.6690    1.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5782   -0.7857   -1.5594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938   -1.9034   -0.6646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3897   -0.0348   -2.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2629    1.1450   -1.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5919    1.6078    1.7081 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1271    0.0343    1.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1237    1.3048    1.1924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0939   -2.0506    0.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4972   -2.8157    0.8895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0012   -1.5867    2.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7054    0.5602    2.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9856    0.5768    0.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1542    2.2316   -0.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0230    2.6040    0.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7816    2.0636   -1.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5029    0.1565   -2.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8039    1.2773   -2.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7086   -1.5926   -1.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8152   -0.7407   -0.6420 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  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 14  7  1  0
 16 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
a-Bisabolol oxide C	Generator
Α-bisabolol oxide C	Generator
1,5-Bis(2-carboxyanilino)anthraquinone	HMDB
Bisabolol oxide C	HMDB
N,N'-(1,5-anthraquinonylene)dianthranilic acid	HMDB
N,N'-1,5-anthraquinonylenedi--anthranilic acid	HMDB
N,N'-1,5-anthraquinonylenedi-anthranilic acid	HMDB
Violet BN acid anthraquinone	HMDB
Vulcan violet BN	HMDB

Chemical Formula

C₁₅H₂₆O₂

Average Molecular Weight

238.3657

Monoisotopic Molecular Weight

238.193280076

IUPAC Name

1,3-dimethyl-3-(4-methylpent-3-en-1-yl)-2-oxabicyclo[2.2.2]octan-6-ol

Traditional Name

1,3-dimethyl-3-(4-methylpent-3-en-1-yl)-2-oxabicyclo[2.2.2]octan-6-ol

CAS Registry Number

59861-08-4

SMILES

CC(C)=CCCC1(C)OC2(C)CCC1CC2O

InChI Identifier

InChI=1S/C15H26O2/c1-11(2)6-5-8-14(3)12-7-9-15(4,17-14)13(16)10-12/h6,12-13,16H,5,7-10H2,1-4H3

InChI Key

YXKYEDPZIRLAKN-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
Cyclic alcohol
Secondary alcohol
Oxacycle
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0038138)
Cell membrane (HMDB: HMDB0038138)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038138)

Source

Exogenous

Exogenous (HMDB: HMDB0038138)

Food

Food (HMDB: HMDB0038138)

Tea

Herb and spice

Herb

German camomile (FooDB: FOOD00107)

Herbs and Spices (FooDB: FOOD00866)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Endogenous

Plant

Plant (HMDB: HMDB0038138)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Emulsifier (HMDB: HMDB0038138)

Biological role

Nutrient (HMDB: HMDB0038138)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	99 - 100 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	42.12 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	0.15 g/L	ALOGPS
logP	3.64	ALOGPS
logP	3.01	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	13.99	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	3	ChemAxon
Refractivity	70.95 m³·mol⁻¹	ChemAxon
Polarizability	28.51 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]+	158.158	31661259
DarkChem	[M-H]-	152.642	31661259
DeepCCS	[M+H]+	155.199	30932474
DeepCCS	[M-H]-	152.841	30932474
DeepCCS	[M-2H]-	187.139	30932474
DeepCCS	[M+Na]+	161.834	30932474
AllCCS	[M+H]+	159.4	32859911
AllCCS	[M+H-H2O]+	155.7	32859911
AllCCS	[M+NH4]+	162.8	32859911
AllCCS	[M+Na]+	163.7	32859911
AllCCS	[M-H]-	166.5	32859911
AllCCS	[M+Na-2H]-	167.1	32859911
AllCCS	[M+HCOO]-	167.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.86 minutes	32390414
Predicted by Siyang on May 30, 2022	13.8078 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.92 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	26.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2561.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	317.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	177.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	168.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	113.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	733.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	679.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	68.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1106.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	416.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1114.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	484.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	344.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	345.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	466.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	7.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
alpha-Bisabolol oxide C	CC(C)=CCCC1(C)OC2(C)CCC1CC2O	2267.4	Standard polar	33892256
alpha-Bisabolol oxide C	CC(C)=CCCC1(C)OC2(C)CCC1CC2O	1659.5	Standard non polar	33892256
alpha-Bisabolol oxide C	CC(C)=CCCC1(C)OC2(C)CCC1CC2O	1672.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
alpha-Bisabolol oxide C,1TMS,isomer #1	CC(C)=CCCC1(C)OC2(C)CCC1CC2O[Si](C)(C)C	1803.4	Semi standard non polar	33892256
alpha-Bisabolol oxide C,1TBDMS,isomer #1	CC(C)=CCCC1(C)OC2(C)CCC1CC2O[Si](C)(C)C(C)(C)C	2052.6	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 - alpha-Bisabolol oxide C GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9620000000-c99dda84adb0ad2da6e2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Bisabolol oxide C GC-MS (1 TMS) - 70eV, Positive	splash10-00bl-9130000000-7a75dc0ff2be3c2a2d8b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Bisabolol oxide C 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 C 10V, Positive-QTOF	splash10-000i-0290000000-e008269dc7833b2e566b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Bisabolol oxide C 20V, Positive-QTOF	splash10-00kr-4970000000-5393a92a8e2446bfeaca	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Bisabolol oxide C 40V, Positive-QTOF	splash10-0gb9-9600000000-52ace0f5559168d49f50	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Bisabolol oxide C 10V, Negative-QTOF	splash10-000i-0090000000-654ed5302e65b3a60e49	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Bisabolol oxide C 20V, Negative-QTOF	splash10-000i-0090000000-5758c383c882e69e0629	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Bisabolol oxide C 40V, Negative-QTOF	splash10-0q2i-2940000000-de4dcd6832a649c261e8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Bisabolol oxide C 10V, Positive-QTOF	splash10-000i-0490000000-592448e0397077774c5c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Bisabolol oxide C 20V, Positive-QTOF	splash10-001u-9110000000-b71e32fdc9c2df870ac6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Bisabolol oxide C 40V, Positive-QTOF	splash10-067i-9000000000-59ba8cab0ad0b9ca86fd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Bisabolol oxide C 10V, Negative-QTOF	splash10-000i-0090000000-e665f494a7390ebf108d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Bisabolol oxide C 20V, Negative-QTOF	splash10-000i-0090000000-e665f494a7390ebf108d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Bisabolol oxide C 40V, Negative-QTOF	splash10-000i-0090000000-83bbce57b482778820d7	2021-09-22	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

FDB017366

KNApSAcK ID

C00011653

Chemspider ID

35014517

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85864149

PDB ID

Not Available

ChEBI ID

173145

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1865981

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 C (HMDB0038138)

MOL for HMDB0038138 (alpha-Bisabolol oxide C)

3D MOL for HMDB0038138 (alpha-Bisabolol oxide C)

3D SDF for HMDB0038138 (alpha-Bisabolol oxide C)

3D-SDF for HMDB0038138 (alpha-Bisabolol oxide C)

PDB for HMDB0038138 (alpha-Bisabolol oxide C)

3D PDB for HMDB0038138 (alpha-Bisabolol oxide C)

SMILES for HMDB0038138 (alpha-Bisabolol oxide C)

INCHI for HMDB0038138 (alpha-Bisabolol oxide C)

Structure for HMDB0038138 (alpha-Bisabolol oxide C)

3D Structure for HMDB0038138 (alpha-Bisabolol oxide C)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra