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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:30:58 UTC

Update Date

2022-03-07 02:55:15 UTC

HMDB ID

HMDB0037273

Secondary Accession Numbers

HMDB37273

Metabolite Identification

Common Name

beta-Caryophyllene alcohol acetate

Description

beta-Caryophyllene alcohol acetate belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). beta-Caryophyllene alcohol acetate is a dry, earthy, and woody tasting compound. Based on a literature review a significant number of articles have been published on beta-Caryophyllene alcohol acetate.

Structure

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

HMDB0037273
     RDKit          3D
beta-Caryophyllene alcohol acetate
 47 49  0  0  0  0  0  0  0  0999 V2000
   -1.9626    3.9307    1.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0265    2.5040    0.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0961    1.8477    0.6379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9068    1.8774    0.1058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8274    0.5703   -0.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7307    0.2750   -1.5298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4495   -1.0388   -1.3906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5427   -2.1697   -0.9865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9208   -1.8330    0.3708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6744   -2.7016    1.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5150   -2.2191    0.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4484   -1.2704    1.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3754    0.1236    0.5461 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5855    0.2807   -0.7630 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4718    1.4858   -0.9996 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5345    0.6912   -0.2191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2378   -0.2423   -1.1490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4096    1.5386    0.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1758   -0.4080    0.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1731    4.0630    1.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8681    4.6180    0.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9557    4.1672    1.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1367    0.2392   -2.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4828    1.0692   -1.6445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9008   -1.2903   -2.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2825   -1.0035   -0.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7445   -2.3572   -1.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1440   -3.0896   -0.9519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5181   -2.3049    2.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7480   -2.6048    1.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3913   -3.7615    1.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6290   -3.2131    0.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8606   -2.3983   -0.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1674   -1.3003    2.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4654   -1.6970    0.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0131    0.8958    1.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7588   -0.5045   -1.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1467    2.3797   -0.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7380    1.6990   -2.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9806   -0.0595   -2.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3455   -0.0559   -1.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0057   -1.3144   -0.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8889    2.4612    0.9225 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3802    1.7006    0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6309    0.9324    1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2715   -0.3136    0.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6581   -0.1990    1.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  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  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
  9 19  1  0
 14  5  1  0
 19  5  1  0
 16 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
M  END


  Mrv0541 02241219432D          

 19 21  0  0  0  0            999 V2000
   -0.2990    1.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2990    0.4531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1213    0.4531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6164   -0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4527   -0.9467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7102   -1.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1213   -2.1017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0515   -1.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7734   -1.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9371   -0.7817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2990   -0.7005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2784   -0.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9371    0.4531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0402    2.1017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1213    1.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9463    1.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1502    1.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9463    1.4650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658    1.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 15  1  0  0  0  0
  2  3  1  0  0  0  0
  2 12  1  0  0  0  0
  3  4  1  0  0  0  0
  3 15  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6 11  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 12  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037273

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC12CCCC(C)(C1)CCC1C2CC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C17H28O2/c1-12(18)19-17-8-5-7-16(4,11-17)9-6-13-14(17)10-15(13,2)3/h13-14H,5-11H2,1-4H3

> <INCHI_KEY>
SJDDHMSVZMBJPH-UHFFFAOYSA-N

> <FORMULA>
C17H28O2

> <MOLECULAR_WEIGHT>
264.403

> <EXACT_MASS>
264.20893014

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
31.506900093034833

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,4,8-trimethyltricyclo[6.3.1.0²,⁵]dodecan-1-yl acetate

> <ALOGPS_LOGP>
4.06

> <JCHEM_LOGP>
3.8681591516666654

> <ALOGPS_LOGS>
-5.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.012032380511575

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
75.65339999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.81e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,4,8-trimethyltricyclo[6.3.1.0²,⁵]dodecan-1-yl acetate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037273
     RDKit          3D
beta-Caryophyllene alcohol acetate
 47 49  0  0  0  0  0  0  0  0999 V2000
   -1.9626    3.9307    1.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0265    2.5040    0.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0961    1.8477    0.6379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9068    1.8774    0.1058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8274    0.5703   -0.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7307    0.2750   -1.5298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4495   -1.0388   -1.3906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5427   -2.1697   -0.9865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9208   -1.8330    0.3708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6744   -2.7016    1.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5150   -2.2191    0.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4484   -1.2704    1.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3754    0.1236    0.5461 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5855    0.2807   -0.7630 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4718    1.4858   -0.9996 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5345    0.6912   -0.2191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2378   -0.2423   -1.1490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4096    1.5386    0.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1758   -0.4080    0.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1731    4.0630    1.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8681    4.6180    0.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9557    4.1672    1.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1367    0.2392   -2.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4828    1.0692   -1.6445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9008   -1.2903   -2.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2825   -1.0035   -0.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7445   -2.3572   -1.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1440   -3.0896   -0.9519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5181   -2.3049    2.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7480   -2.6048    1.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3913   -3.7615    1.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6290   -3.2131    0.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8606   -2.3983   -0.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1674   -1.3003    2.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4654   -1.6970    0.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0131    0.8958    1.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7588   -0.5045   -1.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1467    2.3797   -0.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7380    1.6990   -2.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9806   -0.0595   -2.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3455   -0.0559   -1.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0057   -1.3144   -0.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8889    2.4612    0.9225 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3802    1.7006    0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6309    0.9324    1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2715   -0.3136    0.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6581   -0.1990    1.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  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  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
  9 19  1  0
 14  5  1  0
 19  5  1  0
 16 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.558   2.386   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.558   0.846   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.093   0.846   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.017  -0.384   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.712  -1.767   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.326  -2.537   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.093  -3.923   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.096  -3.459   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.444  -2.999   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.749  -1.459   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.558  -1.308   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.520  -0.230   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.749   0.846   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.942   3.923   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.093   2.386   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.633   2.537   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.147   2.334   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.633   2.735   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.056   3.423   0.000  0.00  0.00           C+0
CONECT    1    2   15                                                       
CONECT    2    1    3   12                                                  
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8   11                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   12                                                       
CONECT   11    6   12                                                       
CONECT   12    2   10   11   13                                             
CONECT   13   12   17                                                       
CONECT   14   15                                                            
CONECT   15    1    3   14   16                                             
CONECT   16   15                                                            
CONECT   17   13   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0037273
HETATM    1  C1  UNL     1      -1.963   3.931   1.072  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.027   2.504   0.598  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.096   1.848   0.638  1.00  0.00           O  
HETATM    4  O2  UNL     1      -0.907   1.877   0.106  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.827   0.570  -0.362  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.731   0.275  -1.530  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.450  -1.039  -1.391  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.543  -2.170  -0.987  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.921  -1.833   0.371  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.674  -2.702   1.389  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.515  -2.219   0.310  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.448  -1.270   1.006  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.375   0.124   0.546  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.585   0.281  -0.763  1.00  0.00           C  
HETATM   15  C13 UNL     1       1.472   1.486  -1.000  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.534   0.691  -0.219  1.00  0.00           C  
HETATM   17  C15 UNL     1       3.238  -0.242  -1.149  1.00  0.00           C  
HETATM   18  C16 UNL     1       3.410   1.539   0.657  1.00  0.00           C  
HETATM   19  C17 UNL     1      -1.176  -0.408   0.754  1.00  0.00           C  
HETATM   20  H1  UNL     1      -1.173   4.063   1.812  1.00  0.00           H  
HETATM   21  H2  UNL     1      -1.868   4.618   0.195  1.00  0.00           H  
HETATM   22  H3  UNL     1      -2.956   4.167   1.521  1.00  0.00           H  
HETATM   23  H4  UNL     1      -1.137   0.239  -2.466  1.00  0.00           H  
HETATM   24  H5  UNL     1      -2.483   1.069  -1.645  1.00  0.00           H  
HETATM   25  H6  UNL     1      -2.901  -1.290  -2.372  1.00  0.00           H  
HETATM   26  H7  UNL     1      -3.283  -1.003  -0.666  1.00  0.00           H  
HETATM   27  H8  UNL     1      -0.744  -2.357  -1.754  1.00  0.00           H  
HETATM   28  H9  UNL     1      -2.144  -3.090  -0.952  1.00  0.00           H  
HETATM   29  H10 UNL     1      -1.518  -2.305   2.412  1.00  0.00           H  
HETATM   30  H11 UNL     1      -2.748  -2.605   1.126  1.00  0.00           H  
HETATM   31  H12 UNL     1      -1.391  -3.761   1.290  1.00  0.00           H  
HETATM   32  H13 UNL     1       0.629  -3.213   0.814  1.00  0.00           H  
HETATM   33  H14 UNL     1       0.861  -2.398  -0.743  1.00  0.00           H  
HETATM   34  H15 UNL     1       1.167  -1.300   2.100  1.00  0.00           H  
HETATM   35  H16 UNL     1       2.465  -1.697   0.956  1.00  0.00           H  
HETATM   36  H17 UNL     1       1.013   0.896   1.279  1.00  0.00           H  
HETATM   37  H18 UNL     1       0.759  -0.505  -1.497  1.00  0.00           H  
HETATM   38  H19 UNL     1       1.147   2.380  -0.407  1.00  0.00           H  
HETATM   39  H20 UNL     1       1.738   1.699  -2.035  1.00  0.00           H  
HETATM   40  H21 UNL     1       2.981  -0.060  -2.230  1.00  0.00           H  
HETATM   41  H22 UNL     1       4.346  -0.056  -1.097  1.00  0.00           H  
HETATM   42  H23 UNL     1       3.006  -1.314  -0.976  1.00  0.00           H  
HETATM   43  H24 UNL     1       2.889   2.461   0.922  1.00  0.00           H  
HETATM   44  H25 UNL     1       4.380   1.701   0.132  1.00  0.00           H  
HETATM   45  H26 UNL     1       3.631   0.932   1.578  1.00  0.00           H  
HETATM   46  H27 UNL     1      -2.272  -0.314   0.966  1.00  0.00           H  
HETATM   47  H28 UNL     1      -0.658  -0.199   1.688  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   14   19
CONECT    6    7   23   24
CONECT    7    8   25   26
CONECT    8    9   27   28
CONECT    9   10   11   19
CONECT   10   29   30   31
CONECT   11   12   32   33
CONECT   12   13   34   35
CONECT   13   14   16   36
CONECT   14   15   37
CONECT   15   16   38   39
CONECT   16   17   18
CONECT   17   40   41   42
CONECT   18   43   44   45
CONECT   19   46   47
END

HMDB0037273
     RDKit          3D
beta-Caryophyllene alcohol acetate
 47 49  0  0  0  0  0  0  0  0999 V2000
   -1.9626    3.9307    1.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0265    2.5040    0.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0961    1.8477    0.6379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9068    1.8774    0.1058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8274    0.5703   -0.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7307    0.2750   -1.5298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4495   -1.0388   -1.3906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5427   -2.1697   -0.9865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9208   -1.8330    0.3708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6744   -2.7016    1.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5150   -2.2191    0.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4484   -1.2704    1.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3754    0.1236    0.5461 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5855    0.2807   -0.7630 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4718    1.4858   -0.9996 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5345    0.6912   -0.2191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2378   -0.2423   -1.1490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4096    1.5386    0.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1758   -0.4080    0.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1731    4.0630    1.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8681    4.6180    0.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9557    4.1672    1.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1367    0.2392   -2.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4828    1.0692   -1.6445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9008   -1.2903   -2.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2825   -1.0035   -0.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7445   -2.3572   -1.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1440   -3.0896   -0.9519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5181   -2.3049    2.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7480   -2.6048    1.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3913   -3.7615    1.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6290   -3.2131    0.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8606   -2.3983   -0.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1674   -1.3003    2.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4654   -1.6970    0.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0131    0.8958    1.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7588   -0.5045   -1.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1467    2.3797   -0.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7380    1.6990   -2.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9806   -0.0595   -2.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3455   -0.0559   -1.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0057   -1.3144   -0.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8889    2.4612    0.9225 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3802    1.7006    0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6309    0.9324    1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2715   -0.3136    0.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6581   -0.1990    1.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  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  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
  9 19  1  0
 14  5  1  0
 19  5  1  0
 16 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
b-Caryophyllene alcohol acetate	Generator
b-Caryophyllene alcohol acetic acid	Generator
beta-Caryophyllene alcohol acetic acid	Generator
Β-caryophyllene alcohol acetate	Generator
Β-caryophyllene alcohol acetic acid	Generator
4,4,8-Trimethyltricyclo[6.3.1.0²,⁵]dodecan-1-yl acetic acid	HMDB

Chemical Formula

C₁₇H₂₈O₂

Average Molecular Weight

264.403

Monoisotopic Molecular Weight

264.20893014

IUPAC Name

4,4,8-trimethyltricyclo[6.3.1.0²,⁵]dodecan-1-yl acetate

Traditional Name

4,4,8-trimethyltricyclo[6.3.1.0²,⁵]dodecan-1-yl acetate

CAS Registry Number

62532-51-8

SMILES

CC(=O)OC12CCCC(C)(C1)CCC1C2CC1(C)C

InChI Identifier

InChI=1S/C17H28O2/c1-12(18)19-17-8-5-7-16(4,11-17)9-6-13-14(17)10-15(13,2)3/h13-14H,5-11H2,1-4H3

InChI Key

SJDDHMSVZMBJPH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Carboxylic acid esters

Alternative Parents

Substituents

Carboxylic acid ester
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	40 °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	0.00068 g/L	ALOGPS
logP	4.06	ALOGPS
logP	3.87	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	75.65 m³·mol⁻¹	ChemAxon
Polarizability	31.51 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]+	162.666	31661259
DarkChem	[M-H]-	159.42	31661259
DeepCCS	[M-2H]-	196.747	30932474
DeepCCS	[M+Na]+	172.301	30932474
AllCCS	[M+H]+	164.8	32859911
AllCCS	[M+H-H2O]+	161.6	32859911
AllCCS	[M+NH4]+	167.9	32859911
AllCCS	[M+Na]+	168.8	32859911
AllCCS	[M-H]-	172.0	32859911
AllCCS	[M+Na-2H]-	172.3	32859911
AllCCS	[M+HCOO]-	172.7	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.	7.65 minutes	32390414
Predicted by Siyang on May 30, 2022	19.2539 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.55 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2718.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	563.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	227.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	279.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	507.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	887.9 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	881.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	86.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1622.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	497.5 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	1715.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	630.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	465.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	478.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	550.8 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	9.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
beta-Caryophyllene alcohol acetate	CC(=O)OC12CCCC(C)(C1)CCC1C2CC1(C)C	2306.9	Standard polar	33892256
beta-Caryophyllene alcohol acetate	CC(=O)OC12CCCC(C)(C1)CCC1C2CC1(C)C	1741.7	Standard non polar	33892256
beta-Caryophyllene alcohol acetate	CC(=O)OC12CCCC(C)(C1)CCC1C2CC1(C)C	1764.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Caryophyllene alcohol acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-059w-9170000000-c51621510a69acf62e47	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Caryophyllene alcohol acetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Caryophyllene alcohol acetate 10V, Positive-QTOF	splash10-014i-0090000000-4202e4ae545466f7dea5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Caryophyllene alcohol acetate 20V, Positive-QTOF	splash10-0ab9-1190000000-d0d4ab4e0051fe7da7c7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Caryophyllene alcohol acetate 40V, Positive-QTOF	splash10-052g-9330000000-078a9009e90cb3f23a27	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Caryophyllene alcohol acetate 10V, Negative-QTOF	splash10-03k9-1090000000-985c3d3ca24f9d868949	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Caryophyllene alcohol acetate 20V, Negative-QTOF	splash10-0229-2090000000-523f396e9fdda24efbe9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Caryophyllene alcohol acetate 40V, Negative-QTOF	splash10-0ab9-5390000000-9d850998fecc114fd648	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Caryophyllene alcohol acetate 10V, Positive-QTOF	splash10-066r-0090000000-4ba8d60affb3d46f57bb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Caryophyllene alcohol acetate 20V, Positive-QTOF	splash10-0a4i-5290000000-14d229050f89ed3d4c05	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Caryophyllene alcohol acetate 40V, Positive-QTOF	splash10-0a4i-9300000000-bfcfbada8c356f83888e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Caryophyllene alcohol acetate 10V, Negative-QTOF	splash10-03di-1090000000-a3bae63a6d4c96319f0f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Caryophyllene alcohol acetate 20V, Negative-QTOF	splash10-03di-1090000000-40f9176f8fee6390583d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Caryophyllene alcohol acetate 40V, Negative-QTOF	splash10-0a4l-9040000000-69b651c479a085d568f5	2021-09-22	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

FDB016291

KNApSAcK ID

Not Available

Chemspider ID

55961

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

62127

PDB ID

Not Available

ChEBI ID

173884

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 beta-Caryophyllene alcohol acetate (HMDB0037273)

MOL for HMDB0037273 (beta-Caryophyllene alcohol acetate)

3D MOL for HMDB0037273 (beta-Caryophyllene alcohol acetate)

3D SDF for HMDB0037273 (beta-Caryophyllene alcohol acetate)

3D-SDF for HMDB0037273 (beta-Caryophyllene alcohol acetate)

PDB for HMDB0037273 (beta-Caryophyllene alcohol acetate)

3D PDB for HMDB0037273 (beta-Caryophyllene alcohol acetate)

SMILES for HMDB0037273 (beta-Caryophyllene alcohol acetate)

INCHI for HMDB0037273 (beta-Caryophyllene alcohol acetate)

Structure for HMDB0037273 (beta-Caryophyllene alcohol acetate)

3D Structure for HMDB0037273 (beta-Caryophyllene alcohol acetate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra