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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 05:28:55 UTC

Update Date

2021-09-24 05:28:55 UTC

HMDB ID

HMDB0303898

Secondary Accession Numbers

None

Metabolite Identification

Common Name

caryophyllene alcohol

Description

caryophyllene alcohol, also known as caryolan-1-ol, belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ). caryophyllene alcohol is an earthy, moss, and spice tasting compound. Based on a literature review a small amount of articles have been published on caryophyllene alcohol.

Structure

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

HMDB0303898
     RDKit          3D
caryophyllene alcohol
 42 44  0  0  0  0  0  0  0  0999 V2000
    3.7059    0.7581   -0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5686   -0.0761   -0.1329 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9203   -0.8921    1.0703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9136   -0.8825   -1.2691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6297   -0.7042   -0.4990 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2360    0.6263   -0.0279 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6830    0.8966    1.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6949    0.3574    1.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7270    0.7591    0.5723 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2429    2.1418    0.9914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8795   -0.2290    0.6660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8518   -1.2880   -0.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5644   -1.6343   -0.9699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6237   -0.4944   -1.2436 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3110   -0.3892   -2.6168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3194    0.7822   -0.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5305    1.1111   -1.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8858    1.6339    0.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6148    0.1296   -0.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0753   -1.2802    1.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5061   -0.2400    1.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5778   -1.7478    0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9372   -0.2987   -2.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2869   -1.9250   -1.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5643   -1.4582    0.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1825    1.4136   -0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6086    2.0156    1.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3234    0.5446    2.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0131    0.7609    2.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7198   -0.7498    1.6898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7306    1.9775    1.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3468    2.7845    1.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9286    2.5612    0.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9306   -0.6240    1.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8099    0.3632    0.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2752   -2.2236    0.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5895   -1.0662   -1.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7478   -2.1467   -1.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0646   -2.4284   -0.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3036   -1.3263   -2.9730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7934    1.6968   -1.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2823    0.7908   -1.4631 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
  7  8  1  0
  8  9  1  0
  9 10  1  1
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  6
 14 16  1  0
  6  2  1  0
 16  9  1  0
 14  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  1
  6 26  1  6
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 10 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
 13 38  1  0
 13 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
M  END

  Mrv1533007131514012D          

 18 20  0  0  1  0            999 V2000
    4.1538    0.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4912    1.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0468    1.7674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2932   -0.3933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1233    1.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1555    0.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9216   -0.9278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3500    1.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1936   -0.5562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4178    0.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5309    0.4040    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3821   -0.4075    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3424    0.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5728    1.1318    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7465   -0.9335    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0234   -1.7106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7175    0.2663    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902   -1.2058    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
 11  5  1  0  0  0  0
 12  9  1  0  0  0  0
 12 11  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14  3  1  6  0  0  0
 14  6  1  0  0  0  0
 14  8  1  0  0  0  0
 14 10  1  0  0  0  0
 15  7  1  0  0  0  0
 15 10  1  0  0  0  0
 15 12  1  0  0  0  0
 15 16  1  6  0  0  0
 11 17  1  6  0  0  0
 12 18  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0303898

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12CC(C)(C)[C@]1([H])CC[C@]1(C)CCC[C@@]2(O)C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O/c1-13(2)9-12-11(13)5-8-14(3)6-4-7-15(12,16)10-14/h11-12,16H,4-10H2,1-3H3/t11-,12+,14+,15-/m1/s1

> <INCHI_KEY>
FUQAYSQLAOJBBC-PAPYEOQZSA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.372

> <EXACT_MASS>
222.198365457

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
27.41183466308589

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,5R,8S)-4,4,8-trimethyltricyclo[6.3.1.0²,⁵]dodecan-1-ol

> <ALOGPS_LOGP>
3.52

> <JCHEM_LOGP>
3.427033741333333

> <ALOGPS_LOGS>
-4.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.18952770320995593

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
66.5019

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.33e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,5R,8S)-4,4,8-trimethyltricyclo[6.3.1.0²,⁵]dodecan-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0303898
     RDKit          3D
caryophyllene alcohol
 42 44  0  0  0  0  0  0  0  0999 V2000
    3.7059    0.7581   -0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5686   -0.0761   -0.1329 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9203   -0.8921    1.0703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9136   -0.8825   -1.2691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6297   -0.7042   -0.4990 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2360    0.6263   -0.0279 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6830    0.8966    1.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6949    0.3574    1.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7270    0.7591    0.5723 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2429    2.1418    0.9914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8795   -0.2290    0.6660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8518   -1.2880   -0.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5644   -1.6343   -0.9699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6237   -0.4944   -1.2436 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3110   -0.3892   -2.6168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3194    0.7822   -0.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5305    1.1111   -1.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8858    1.6339    0.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6148    0.1296   -0.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0753   -1.2802    1.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5061   -0.2400    1.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5778   -1.7478    0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9372   -0.2987   -2.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2869   -1.9250   -1.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5643   -1.4582    0.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1825    1.4136   -0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6086    2.0156    1.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3234    0.5446    2.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0131    0.7609    2.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7198   -0.7498    1.6898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7306    1.9775    1.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3468    2.7845    1.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9286    2.5612    0.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9306   -0.6240    1.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8099    0.3632    0.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2752   -2.2236    0.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5895   -1.0662   -1.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7478   -2.1467   -1.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0646   -2.4284   -0.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3036   -1.3263   -2.9730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7934    1.6968   -1.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2823    0.7908   -1.4631 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
  7  8  1  0
  8  9  1  0
  9 10  1  1
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  6
 14 16  1  0
  6  2  1  0
 16  9  1  0
 14  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  1
  6 26  1  6
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 10 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
 13 38  1  0
 13 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
M  END

HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0       7.754   0.199   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.517   1.991   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.087   3.299   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.547  -0.734   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.963   2.093   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.290   0.784   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.720  -1.732   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.520   2.630   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.961  -1.038   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.647   0.459   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.724   0.754   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.447  -0.761   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.239   0.476   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.069   2.113   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.260  -1.742   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.777  -3.193   0.000  0.00  0.00           O+0
HETATM   17  H   UNK     0       3.206   0.497   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0       4.835  -2.251   0.000  0.00  0.00           H+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   14                                                            
CONECT    4    6    7                                                       
CONECT    5    8   11                                                       
CONECT    6    4   14                                                       
CONECT    7    4   15                                                       
CONECT    8    5   14                                                       
CONECT    9   12   13                                                       
CONECT   10   14   15                                                       
CONECT   11    5   12   13   17                                             
CONECT   12    9   11   15   18                                             
CONECT   13    1    2    9   11                                             
CONECT   14    3    6    8   10                                             
CONECT   15    7   10   12   16                                             
CONECT   16   15                                                            
CONECT   17   11                                                            
CONECT   18   12                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0303898
HETATM    1  C1  UNL     1       3.706   0.758  -0.621  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.569  -0.076  -0.133  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.920  -0.892   1.070  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.914  -0.882  -1.269  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.630  -0.704  -0.499  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.236   0.626  -0.028  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.683   0.897   1.312  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.695   0.357   1.548  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.727   0.759   0.572  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.243   2.142   0.991  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.880  -0.229   0.666  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.852  -1.288  -0.362  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.564  -1.634  -0.970  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.624  -0.494  -1.244  1.00  0.00           C  
HETATM   15  O1  UNL     1      -0.311  -0.389  -2.617  1.00  0.00           O  
HETATM   16  C15 UNL     1      -1.319   0.782  -0.866  1.00  0.00           C  
HETATM   17  H1  UNL     1       3.530   1.111  -1.669  1.00  0.00           H  
HETATM   18  H2  UNL     1       3.886   1.634   0.049  1.00  0.00           H  
HETATM   19  H3  UNL     1       4.615   0.130  -0.624  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.075  -1.280   1.636  1.00  0.00           H  
HETATM   21  H5  UNL     1       3.506  -0.240   1.750  1.00  0.00           H  
HETATM   22  H6  UNL     1       3.578  -1.748   0.824  1.00  0.00           H  
HETATM   23  H7  UNL     1       1.937  -0.299  -2.210  1.00  0.00           H  
HETATM   24  H8  UNL     1       2.287  -1.925  -1.339  1.00  0.00           H  
HETATM   25  H9  UNL     1       0.564  -1.458   0.278  1.00  0.00           H  
HETATM   26  H10 UNL     1       1.183   1.414  -0.785  1.00  0.00           H  
HETATM   27  H11 UNL     1       0.609   2.016   1.437  1.00  0.00           H  
HETATM   28  H12 UNL     1       1.323   0.545   2.148  1.00  0.00           H  
HETATM   29  H13 UNL     1      -1.013   0.761   2.558  1.00  0.00           H  
HETATM   30  H14 UNL     1      -0.720  -0.750   1.690  1.00  0.00           H  
HETATM   31  H15 UNL     1      -2.731   1.977   1.984  1.00  0.00           H  
HETATM   32  H16 UNL     1      -1.347   2.784   1.186  1.00  0.00           H  
HETATM   33  H17 UNL     1      -2.929   2.561   0.252  1.00  0.00           H  
HETATM   34  H18 UNL     1      -2.931  -0.624   1.721  1.00  0.00           H  
HETATM   35  H19 UNL     1      -3.810   0.363   0.541  1.00  0.00           H  
HETATM   36  H20 UNL     1      -3.275  -2.224   0.115  1.00  0.00           H  
HETATM   37  H21 UNL     1      -3.589  -1.066  -1.189  1.00  0.00           H  
HETATM   38  H22 UNL     1      -1.748  -2.147  -1.950  1.00  0.00           H  
HETATM   39  H23 UNL     1      -1.065  -2.428  -0.340  1.00  0.00           H  
HETATM   40  H24 UNL     1      -0.304  -1.326  -2.973  1.00  0.00           H  
HETATM   41  H25 UNL     1      -0.793   1.697  -1.179  1.00  0.00           H  
HETATM   42  H26 UNL     1      -2.282   0.791  -1.463  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    4    6
CONECT    3   20   21   22
CONECT    4    5   23   24
CONECT    5    6   14   25
CONECT    6    7   26
CONECT    7    8   27   28
CONECT    8    9   29   30
CONECT    9   10   11   16
CONECT   10   31   32   33
CONECT   11   12   34   35
CONECT   12   13   36   37
CONECT   13   14   38   39
CONECT   14   15   16
CONECT   15   40
CONECT   16   41   42
END

HMDB0303898
     RDKit          3D
caryophyllene alcohol
 42 44  0  0  0  0  0  0  0  0999 V2000
    3.7059    0.7581   -0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5686   -0.0761   -0.1329 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9203   -0.8921    1.0703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9136   -0.8825   -1.2691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6297   -0.7042   -0.4990 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2360    0.6263   -0.0279 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6830    0.8966    1.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6949    0.3574    1.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7270    0.7591    0.5723 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2429    2.1418    0.9914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8795   -0.2290    0.6660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8518   -1.2880   -0.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5644   -1.6343   -0.9699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6237   -0.4944   -1.2436 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3110   -0.3892   -2.6168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3194    0.7822   -0.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5305    1.1111   -1.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8858    1.6339    0.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6148    0.1296   -0.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0753   -1.2802    1.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5061   -0.2400    1.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5778   -1.7478    0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9372   -0.2987   -2.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2869   -1.9250   -1.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5643   -1.4582    0.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1825    1.4136   -0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6086    2.0156    1.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3234    0.5446    2.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0131    0.7609    2.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7198   -0.7498    1.6898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7306    1.9775    1.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3468    2.7845    1.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9286    2.5612    0.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9306   -0.6240    1.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8099    0.3632    0.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2752   -2.2236    0.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5895   -1.0662   -1.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7478   -2.1467   -1.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0646   -2.4284   -0.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3036   -1.3263   -2.9730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7934    1.6968   -1.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2823    0.7908   -1.4631 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
  7  8  1  0
  8  9  1  0
  9 10  1  1
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  6
 14 16  1  0
  6  2  1  0
 16  9  1  0
 14  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  1
  6 26  1  6
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 10 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
 13 38  1  0
 13 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
beta-Caryophyllene alcohol	HMDB
Caryolan-1-ol	HMDB
4,4,8-Trimethyltricyclo(6.3.1.02,5)dodecan-1-ol	HMDB

Chemical Formula

C₁₅H₂₆O

Average Molecular Weight

222.372

Monoisotopic Molecular Weight

222.198365457

IUPAC Name

(1R,2S,5R,8S)-4,4,8-trimethyltricyclo[6.3.1.0²,⁵]dodecan-1-ol

Traditional Name

(1R,2S,5R,8S)-4,4,8-trimethyltricyclo[6.3.1.0²,⁵]dodecan-1-ol

CAS Registry Number

Not Available

SMILES

[H][C@]12CC(C)(C)[C@]1([H])CC[C@]1(C)CCC[C@@]2(O)C1

InChI Identifier

InChI=1S/C15H26O/c1-13(2)9-12-11(13)5-8-14(3)6-4-7-15(12,16)10-14/h11-12,16H,4-10H2,1-3H3/t11-,12+,14+,15-/m1/s1

InChI Key

FUQAYSQLAOJBBC-PAPYEOQZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Tertiary alcohols

Alternative Parents

Substituents

Tertiary alcohol
Cyclic alcohol
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Exogenous (HMDB: HMDB0303898)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.52	ALOGPS
logP	3.43	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	-0.19	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	66.5 m³·mol⁻¹	ChemAxon
Polarizability	27.41 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
AllCCS	[M+H]+	154.266	32859911
AllCCS	[M+H-H2O]+	150.651	32859911
AllCCS	[M+Na]+	158.592	32859911
AllCCS	[M+NH4]+	157.625	32859911
AllCCS	[M-H]-	161.602	32859911
AllCCS	[M+Na-2H]-	161.973	32859911
AllCCS	[M+HCOO]-	162.488	32859911
DeepCCS	[M-2H]-	188.575	30932474
DeepCCS	[M+Na]+	163.803	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - caryophyllene alcohol 10V, Positive-QTOF	splash10-0ab9-0090000000-f722d04da4e967382a9b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - caryophyllene alcohol 20V, Positive-QTOF	splash10-0ab9-1290000000-68742d2f6dacdd03ba4c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - caryophyllene alcohol 40V, Positive-QTOF	splash10-054x-8910000000-6d5494cbf7239c6a6288	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - caryophyllene alcohol 10V, Negative-QTOF	splash10-00di-0090000000-df53e329d8b4cb321660	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - caryophyllene alcohol 20V, Negative-QTOF	splash10-00di-0090000000-78f3f8caa5d303c302f1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - caryophyllene alcohol 40V, Negative-QTOF	splash10-0a4i-3950000000-68721e6a300ef023c3c0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - caryophyllene alcohol 10V, Positive-QTOF	splash10-00di-1190000000-a5cba1f33314ad7d03b8	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - caryophyllene alcohol 20V, Positive-QTOF	splash10-05gi-7890000000-f18a1d77918874b2aebc	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - caryophyllene alcohol 40V, Positive-QTOF	splash10-014l-9100000000-9d7ca763ce31215f13f5	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - caryophyllene alcohol 10V, Negative-QTOF	splash10-00di-0090000000-ab61d8a2af41e6ed2e49	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - caryophyllene alcohol 20V, Negative-QTOF	splash10-00di-0090000000-519e0e3856b93dbdb25b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - caryophyllene alcohol 40V, Negative-QTOF	splash10-01b9-0090000000-d11503112ee11674b636	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB029744

KNApSAcK ID

Not Available

Chemspider ID

9920922

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11746218

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

Not Available

Showing metabocard for caryophyllene alcohol (HMDB0303898)

MOL for HMDB0303898 (caryophyllene alcohol)

3D MOL for HMDB0303898 (caryophyllene alcohol)

3D SDF for HMDB0303898 (caryophyllene alcohol)

3D-SDF for HMDB0303898 (caryophyllene alcohol)

PDB for HMDB0303898 (caryophyllene alcohol)

3D PDB for HMDB0303898 (caryophyllene alcohol)

SMILES for HMDB0303898 (caryophyllene alcohol)

INCHI for HMDB0303898 (caryophyllene alcohol)

Structure for HMDB0303898 (caryophyllene alcohol)

3D Structure for HMDB0303898 (caryophyllene alcohol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra