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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:54:07 UTC

Update Date

2022-03-07 02:55:02 UTC

HMDB ID

HMDB0036732

Secondary Accession Numbers

HMDB36732

Metabolite Identification

Common Name

alpha-Caryophyllene alcohol

Description

alpha-Caryophyllene alcohol belongs to the class of organic compounds known as cyclic alcohols and derivatives. These are organic compounds containing an aliphatic ring substituted with at least one hydroxyl group. Based on a literature review a significant number of articles have been published on alpha-Caryophyllene alcohol.

Structure

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

HMDB0036732
     RDKit          3D
alpha-Caryophyllene alcohol
 42 44  0  0  0  0  0  0  0  0999 V2000
    3.4120    1.0133    0.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3866    0.3236   -0.3386 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9782   -0.3484   -1.5470 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2940    1.3053   -0.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1227    0.4250   -1.0630 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3721   -0.8964   -0.3269 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6134   -0.7039    0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8696   -1.0797    0.5557 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6016   -1.9272    1.7478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9158   -1.7391   -0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9635   -0.8002   -0.8052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3180    0.4357   -1.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1841    0.9522   -0.5331 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2410    2.4338   -0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1802    0.3581    0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3564    0.5502    1.5411 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9221    1.3078    1.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7592    1.9449    0.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2646    0.3550    0.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9267    0.3900   -2.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3917   -1.2514   -1.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0228   -0.6637   -1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0466    1.8864    0.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6025    1.9346   -1.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797    0.2806   -2.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4891   -1.7227   -1.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4585   -0.2658    1.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2168   -1.6287    0.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8141   -2.9928    1.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2926   -1.6801    2.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4396   -1.9174    2.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4503   -2.5459    0.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4540   -2.2340   -1.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7708   -0.5879   -0.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4582   -1.3175   -1.6768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9200    0.1826   -2.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0977    1.2296   -1.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8846    2.8927   -1.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3295    2.7144   -0.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7454    2.8298    0.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2856    0.7881    1.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659   -0.2308    2.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  1
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
  7  2  1  0
 15  8  1  0
 13  5  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
  4 24  1  0
  5 25  1  6
  6 26  1  6
  7 27  1  0
  7 28  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
M  END


  Mrv0541 01101309582D          

 18 20  0  0  0  0            999 V2000
    0.2642    1.5415    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2642   -0.3123    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0685   -0.1287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4265    0.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0685    1.3579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1654    1.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6503    0.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1654   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3808    0.2021    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3808    1.0271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4753    0.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0248   -0.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3808    1.8521    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3808   -0.6229    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0807    2.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0806   -1.1166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4478    0.4920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1623    0.9045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  9  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  1  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  6 10  1  0  0  0  0
  9 10  1  0  0  0  0
  7 11  1  0  0  0  0
  7 12  1  0  0  0  0
 10 13  1  6  0  0  0
  9 14  1  6  0  0  0
  1 15  1  0  0  0  0
  2 16  1  0  0  0  0
  2 17  1  1  0  0  0
  1 17  1  1  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036732

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12CC(C)(C)C[C@@]1([H])[C@]1(C)CCC[C@@]2(C)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O/c1-13(2)8-10-11(9-13)15(4)7-5-6-14(10,3)12(15)16/h10-12,16H,5-9H2,1-4H3/t10-,11+,12?,14+,15-

> <INCHI_KEY>
MJYUBUQHKCAJQR-YABAYLBRSA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.3663

> <EXACT_MASS>
222.198365454

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
27.218911578926043

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,6R,7S)-1,4,4,7-tetramethyltricyclo[5.3.1.0²,⁶]undecan-11-ol

> <ALOGPS_LOGP>
3.47

> <JCHEM_LOGP>
3.4448620843333337

> <ALOGPS_LOGS>
-4.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.29908490970630897

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
66.13239999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,6R,7S)-1,4,4,7-tetramethyltricyclo[5.3.1.0²,⁶]undecan-11-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036732
     RDKit          3D
alpha-Caryophyllene alcohol
 42 44  0  0  0  0  0  0  0  0999 V2000
    3.4120    1.0133    0.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3866    0.3236   -0.3386 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9782   -0.3484   -1.5470 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2940    1.3053   -0.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1227    0.4250   -1.0630 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3721   -0.8964   -0.3269 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6134   -0.7039    0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8696   -1.0797    0.5557 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6016   -1.9272    1.7478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9158   -1.7391   -0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9635   -0.8002   -0.8052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3180    0.4357   -1.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1841    0.9522   -0.5331 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2410    2.4338   -0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1802    0.3581    0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3564    0.5502    1.5411 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9221    1.3078    1.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7592    1.9449    0.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2646    0.3550    0.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9267    0.3900   -2.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3917   -1.2514   -1.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0228   -0.6637   -1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0466    1.8864    0.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6025    1.9346   -1.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797    0.2806   -2.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4891   -1.7227   -1.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4585   -0.2658    1.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2168   -1.6287    0.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8141   -2.9928    1.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2926   -1.6801    2.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4396   -1.9174    2.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4503   -2.5459    0.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4540   -2.2340   -1.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7708   -0.5879   -0.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4582   -1.3175   -1.6768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9200    0.1826   -2.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0977    1.2296   -1.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8846    2.8927   -1.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3295    2.7144   -0.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7454    2.8298    0.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2856    0.7881    1.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659   -0.2308    2.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  1
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
  7  2  1  0
 15  8  1  0
 13  5  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
  4 24  1  0
  5 25  1  6
  6 26  1  6
  7 27  1  0
  7 28  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
M  END

HEADER    PROTEIN                                 10-JAN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-JAN-13         0                                  
HETATM    1  C   UNK     0       0.493   2.877   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.493  -0.583   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.995  -0.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.663   1.147   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.995   2.535   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.175   2.393   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.081   1.147   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.175  -0.099   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.711   0.377   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.711   1.917   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.621   1.147   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.780  -0.225   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0      -0.711   3.457   0.000  0.00  0.00           H+0
HETATM   14  H   UNK     0      -0.711  -1.163   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0       0.151   4.379   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.150  -2.084   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.836   0.918   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.170   1.688   0.000  0.00  0.00           O+0
CONECT    1   10    5   15   17                                             
CONECT    2    9    3   16   17                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    1                                                       
CONECT    6    7   10                                                       
CONECT    7    6    8   11   12                                             
CONECT    8    7    9                                                       
CONECT    9    2    8   10   14                                             
CONECT   10    1    6    9   13                                             
CONECT   11    7                                                            
CONECT   12    7                                                            
CONECT   13   10                                                            
CONECT   14    9                                                            
CONECT   15    1                                                            
CONECT   16    2                                                            
CONECT   17    2    1   18                                                  
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0036732
HETATM    1  C1  UNL     1       3.412   1.013   0.520  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.387   0.324  -0.339  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.978  -0.348  -1.547  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.294   1.305  -0.700  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.123   0.425  -1.063  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.372  -0.896  -0.327  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.613  -0.704   0.480  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.870  -1.080   0.556  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.602  -1.927   1.748  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.916  -1.739  -0.292  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.963  -0.800  -0.805  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.318   0.436  -1.358  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.184   0.952  -0.533  1.00  0.00           C  
HETATM   14  C14 UNL     1      -1.241   2.434  -0.417  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.180   0.358   0.881  1.00  0.00           C  
HETATM   16  O1  UNL     1      -2.356   0.550   1.541  1.00  0.00           O  
HETATM   17  H1  UNL     1       2.922   1.308   1.465  1.00  0.00           H  
HETATM   18  H2  UNL     1       3.759   1.945   0.039  1.00  0.00           H  
HETATM   19  H3  UNL     1       4.265   0.355   0.741  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.927   0.390  -2.382  1.00  0.00           H  
HETATM   21  H5  UNL     1       2.392  -1.251  -1.847  1.00  0.00           H  
HETATM   22  H6  UNL     1       4.023  -0.664  -1.339  1.00  0.00           H  
HETATM   23  H7  UNL     1       1.047   1.886   0.200  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.602   1.935  -1.553  1.00  0.00           H  
HETATM   25  H9  UNL     1       0.080   0.281  -2.148  1.00  0.00           H  
HETATM   26  H10 UNL     1       0.489  -1.723  -1.038  1.00  0.00           H  
HETATM   27  H11 UNL     1       1.459  -0.266   1.473  1.00  0.00           H  
HETATM   28  H12 UNL     1       2.217  -1.629   0.595  1.00  0.00           H  
HETATM   29  H13 UNL     1      -0.814  -2.993   1.461  1.00  0.00           H  
HETATM   30  H14 UNL     1      -1.293  -1.680   2.574  1.00  0.00           H  
HETATM   31  H15 UNL     1       0.440  -1.917   2.102  1.00  0.00           H  
HETATM   32  H16 UNL     1      -2.450  -2.546   0.273  1.00  0.00           H  
HETATM   33  H17 UNL     1      -1.454  -2.234  -1.183  1.00  0.00           H  
HETATM   34  H18 UNL     1      -3.771  -0.588  -0.077  1.00  0.00           H  
HETATM   35  H19 UNL     1      -3.458  -1.318  -1.677  1.00  0.00           H  
HETATM   36  H20 UNL     1      -1.920   0.183  -2.378  1.00  0.00           H  
HETATM   37  H21 UNL     1      -3.098   1.230  -1.459  1.00  0.00           H  
HETATM   38  H22 UNL     1      -0.885   2.893  -1.350  1.00  0.00           H  
HETATM   39  H23 UNL     1      -2.329   2.714  -0.303  1.00  0.00           H  
HETATM   40  H24 UNL     1      -0.745   2.830   0.484  1.00  0.00           H  
HETATM   41  H25 UNL     1      -0.286   0.788   1.375  1.00  0.00           H  
HETATM   42  H26 UNL     1      -2.666  -0.231   2.046  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    4    7
CONECT    3   20   21   22
CONECT    4    5   23   24
CONECT    5    6   13   25
CONECT    6    7    8   26
CONECT    7   27   28
CONECT    8    9   10   15
CONECT    9   29   30   31
CONECT   10   11   32   33
CONECT   11   12   34   35
CONECT   12   13   36   37
CONECT   13   14   15
CONECT   14   38   39   40
CONECT   15   16   41
CONECT   16   42
END

HMDB0036732
     RDKit          3D
alpha-Caryophyllene alcohol
 42 44  0  0  0  0  0  0  0  0999 V2000
    3.4120    1.0133    0.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3866    0.3236   -0.3386 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9782   -0.3484   -1.5470 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2940    1.3053   -0.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1227    0.4250   -1.0630 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3721   -0.8964   -0.3269 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6134   -0.7039    0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8696   -1.0797    0.5557 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6016   -1.9272    1.7478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9158   -1.7391   -0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9635   -0.8002   -0.8052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3180    0.4357   -1.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1841    0.9522   -0.5331 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2410    2.4338   -0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1802    0.3581    0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3564    0.5502    1.5411 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9221    1.3078    1.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7592    1.9449    0.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2646    0.3550    0.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9267    0.3900   -2.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3917   -1.2514   -1.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0228   -0.6637   -1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0466    1.8864    0.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6025    1.9346   -1.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797    0.2806   -2.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4891   -1.7227   -1.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4585   -0.2658    1.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2168   -1.6287    0.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8141   -2.9928    1.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2926   -1.6801    2.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4396   -1.9174    2.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4503   -2.5459    0.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4540   -2.2340   -1.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7708   -0.5879   -0.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4582   -1.3175   -1.6768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9200    0.1826   -2.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0977    1.2296   -1.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8846    2.8927   -1.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3295    2.7144   -0.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7454    2.8298    0.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2856    0.7881    1.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659   -0.2308    2.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  1
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
  7  2  1  0
 15  8  1  0
 13  5  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
  4 24  1  0
  5 25  1  6
  6 26  1  6
  7 27  1  0
  7 28  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
a-Caryophyllene alcohol	Generator
Α-caryophyllene alcohol	Generator
11-Apollanol	HMDB
alpha-Caryophyllenol	HMDB
Apollanol	HMDB
decahydro-2,2,4,8-Tetramethyl-4,8-methanoazulen-9-ol, 9ci	HMDB

Chemical Formula

C₁₅H₂₆O

Average Molecular Weight

222.3663

Monoisotopic Molecular Weight

222.198365454

IUPAC Name

(1R,2S,6R,7S)-1,4,4,7-tetramethyltricyclo[5.3.1.0²,⁶]undecan-11-ol

Traditional Name

(1R,2S,6R,7S)-1,4,4,7-tetramethyltricyclo[5.3.1.0²,⁶]undecan-11-ol

CAS Registry Number

4586-22-5

SMILES

[H][C@]12CC(C)(C)C[C@@]1([H])[C@]1(C)CCC[C@@]2(C)C1O

InChI Identifier

InChI=1S/C15H26O/c1-13(2)8-10-11(9-13)15(4)7-5-6-14(10,3)12(15)16/h10-12,16H,5-9H2,1-4H3/t10-,11+,12?,14+,15-

InChI Key

MJYUBUQHKCAJQR-YABAYLBRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic alcohols and derivatives. These are organic compounds containing an aliphatic ring substituted with at least one hydroxyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Cyclic alcohols and derivatives

Alternative Parents

Substituents

Cyclic alcohol
Secondary alcohol
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Cell membrane (HMDB: HMDB0036732)

Cellular substructure

Extracellular (HMDB: HMDB0036732)
Membrane (HMDB: HMDB0036732)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036732)

Source

Endogenous

Endogenous (HMDB: HMDB0036732)

Plant

Plant (HMDB: HMDB0036732)

Exogenous

Food

Food (HMDB: HMDB0036732)

Herb and spice

Spice

Pepper (Spice) (FooDB: FOOD00139)
Allspice (FooDB: FOOD00287)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0036732)

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	118.5 - 119.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.02 g/L	ALOGPS
logP	3.47	ALOGPS
logP	3.44	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	-0.3	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	0	ChemAxon
Refractivity	66.13 m³·mol⁻¹	ChemAxon
Polarizability	27.22 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	153.02	31661259
DarkChem	[M-H]-	151.093	31661259
DeepCCS	[M-2H]-	189.592	30932474
DeepCCS	[M+Na]+	164.634	30932474
AllCCS	[M+H]+	153.8	32859911
AllCCS	[M+H-H2O]+	150.2	32859911
AllCCS	[M+NH4]+	157.1	32859911
AllCCS	[M+Na]+	158.1	32859911
AllCCS	[M-H]-	162.1	32859911
AllCCS	[M+Na-2H]-	162.4	32859911
AllCCS	[M+HCOO]-	163.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
alpha-Caryophyllene alcohol	[H][C@]12CC(C)(C)C[C@@]1([H])[C@]1(C)CCC[C@@]2(C)C1O	2105.0	Standard polar	33892256
alpha-Caryophyllene alcohol	[H][C@]12CC(C)(C)C[C@@]1([H])[C@]1(C)CCC[C@@]2(C)C1O	1577.6	Standard non polar	33892256
alpha-Caryophyllene alcohol	[H][C@]12CC(C)(C)C[C@@]1([H])[C@]1(C)CCC[C@@]2(C)C1O	1526.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
alpha-Caryophyllene alcohol,1TMS,isomer #1	CC1(C)C[C@H]2[C@@H](C1)[C@]1(C)CCC[C@@]2(C)C1O[Si](C)(C)C	1613.9	Semi standard non polar	33892256
alpha-Caryophyllene alcohol,1TBDMS,isomer #1	CC1(C)C[C@H]2[C@@H](C1)[C@]1(C)CCC[C@@]2(C)C1O[Si](C)(C)C(C)(C)C	1870.0	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-Caryophyllene alcohol GC-MS (Non-derivatized) - 70eV, Positive	splash10-002b-9720000000-daf56662e45c5520818b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Caryophyllene alcohol GC-MS (1 TMS) - 70eV, Positive	splash10-00ba-9170000000-b5608b5b44eacb1e2547	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Caryophyllene alcohol 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-Caryophyllene alcohol 10V, Positive-QTOF	splash10-0ab9-0090000000-a4df5da790dd916ac28a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Caryophyllene alcohol 20V, Positive-QTOF	splash10-0ab9-2090000000-cf105854a27aa518742e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Caryophyllene alcohol 40V, Positive-QTOF	splash10-052o-9400000000-8bb9051b916e9d8da986	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Caryophyllene alcohol 10V, Negative-QTOF	splash10-00di-0090000000-f4c0ac8a82821f9d7612	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Caryophyllene alcohol 20V, Negative-QTOF	splash10-00di-0090000000-1317382ed4525fb8c705	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Caryophyllene alcohol 40V, Negative-QTOF	splash10-0ab9-2490000000-3ab976d1f9775158fc42	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Caryophyllene alcohol 10V, Positive-QTOF	splash10-00di-0290000000-cb4f65b8c57f5a11b28b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Caryophyllene alcohol 20V, Positive-QTOF	splash10-00fs-6980000000-df79cb4e7cd0d25233d8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Caryophyllene alcohol 40V, Positive-QTOF	splash10-053r-9200000000-342be61e184368437703	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Caryophyllene alcohol 10V, Negative-QTOF	splash10-00di-0090000000-ab61d8a2af41e6ed2e49	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Caryophyllene alcohol 20V, Negative-QTOF	splash10-00di-0090000000-ab61d8a2af41e6ed2e49	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Caryophyllene alcohol 40V, Negative-QTOF	splash10-00di-0090000000-ab61d8a2af41e6ed2e49	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

Not Available

KNApSAcK ID

C00021968

Chemspider ID

454619

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

521185

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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-Caryophyllene alcohol (HMDB0036732)

MOL for HMDB0036732 (alpha-Caryophyllene alcohol)

3D MOL for HMDB0036732 (alpha-Caryophyllene alcohol)

3D SDF for HMDB0036732 (alpha-Caryophyllene alcohol)

3D-SDF for HMDB0036732 (alpha-Caryophyllene alcohol)

PDB for HMDB0036732 (alpha-Caryophyllene alcohol)

3D PDB for HMDB0036732 (alpha-Caryophyllene alcohol)

SMILES for HMDB0036732 (alpha-Caryophyllene alcohol)

INCHI for HMDB0036732 (alpha-Caryophyllene alcohol)

Structure for HMDB0036732 (alpha-Caryophyllene alcohol)

3D Structure for HMDB0036732 (alpha-Caryophyllene alcohol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra