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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:27:59 UTC

Update Date

2022-03-07 02:55:14 UTC

HMDB ID

HMDB0037224

Secondary Accession Numbers

HMDB37224

Metabolite Identification

Common Name

alpha-Caryophyllene alcohol acetate

Description

alpha-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). alpha-Caryophyllene alcohol acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0037224
     RDKit          3D
alpha-Caryophyllene alcohol acetate
 47 49  0  0  0  0  0  0  0  0999 V2000
    4.5706    2.1636    0.2005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7496    0.9360    0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1933   -0.2260    0.1977 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3964    0.9534   -0.0480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5562   -0.1002   -0.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5646   -0.2348    1.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3087    0.1591    2.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1084   -1.6515    1.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3914   -2.4459   -0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3877   -1.7038   -1.4591 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6104   -0.2108   -1.2824 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1623    0.3011   -2.5862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6184    0.5203   -0.8354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8924   -0.2226   -0.9458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7869    0.2617    0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7366   -0.8268    0.6500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5694    1.4272   -0.2999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7992    0.6201    1.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4735    0.7658    0.6453 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6351    1.9831   -0.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1309    2.8815   -0.5423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5194    2.6012    1.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2029   -1.0041   -0.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3189    1.2363    2.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2984   -0.3169    2.2540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7842   -0.2998    3.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6431   -2.1417    1.9226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9776   -1.7572    1.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4096   -3.2414   -0.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3331   -3.0557   -0.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3116   -2.0465   -2.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4373   -1.9421   -2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8081    1.3598   -2.7487 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2592    0.2153   -2.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7598   -0.2576   -3.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7503    1.4928   -1.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3849    0.0313   -1.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8587   -1.2990   -0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5243   -1.7775    0.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7956   -0.5092    0.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5413   -1.0123    1.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684    2.3520   -0.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9383    1.1643   -1.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4753    1.5632    0.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8076   -0.0764    2.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1724    1.5998    1.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0860    1.7708    0.8832 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
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 18 19  1  0
 11  5  1  0
 19 13  1  0
 19  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 16 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
M  END


  Mrv0541 02241209102D          

 19 21  0  0  0  0            999 V2000
   -0.4902    0.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2083    0.7087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1240    0.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5985   -0.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1075   -0.7748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2194   -0.6703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5534   -0.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5768    0.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3000    0.6359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7648    0.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4235   -0.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2644   -0.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0942    1.5214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3946    0.5740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0612   -1.5214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1859   -0.0282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5985   -0.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4235   -0.7433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1859   -1.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  1 16  1  0  0  0  0
  2  3  1  0  0  0  0
  2  8  1  0  0  0  0
  2 13  1  0  0  0  0
  3  4  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 15  1  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 14  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037224

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC1C2(C)CCCC1(C)C1CC(C)(C)CC21

> <INCHI_IDENTIFIER>
InChI=1S/C17H28O2/c1-11(18)19-14-16(4)7-6-8-17(14,5)13-10-15(2,3)9-12(13)16/h12-14H,6-10H2,1-5H3

> <INCHI_KEY>
UMESJHMLICGCDG-UHFFFAOYSA-N

> <FORMULA>
C17H28O2

> <MOLECULAR_WEIGHT>
264.403

> <EXACT_MASS>
264.20893014

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
31.01445904249127

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,4,4,7-tetramethyltricyclo[5.3.1.0²,⁶]undecan-11-yl acetate

> <ALOGPS_LOGP>
4.25

> <JCHEM_LOGP>
3.885987494666666

> <ALOGPS_LOGS>
-5.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0050261850729845

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
75.28389999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.09e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,4,4,7-tetramethyltricyclo[5.3.1.0²,⁶]undecan-11-yl acetate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037224
     RDKit          3D
alpha-Caryophyllene alcohol acetate
 47 49  0  0  0  0  0  0  0  0999 V2000
    4.5706    2.1636    0.2005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7496    0.9360    0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1933   -0.2260    0.1977 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3964    0.9534   -0.0480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5562   -0.1002   -0.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5646   -0.2348    1.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3087    0.1591    2.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1084   -1.6515    1.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3914   -2.4459   -0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3877   -1.7038   -1.4591 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6104   -0.2108   -1.2824 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1623    0.3011   -2.5862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6184    0.5203   -0.8354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8924   -0.2226   -0.9458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7869    0.2617    0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7366   -0.8268    0.6500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5694    1.4272   -0.2999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7992    0.6201    1.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4735    0.7658    0.6453 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6351    1.9831   -0.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1309    2.8815   -0.5423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5194    2.6012    1.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2029   -1.0041   -0.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3189    1.2363    2.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2984   -0.3169    2.2540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7842   -0.2998    3.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6431   -2.1417    1.9226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9776   -1.7572    1.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4096   -3.2414   -0.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3331   -3.0557   -0.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3116   -2.0465   -2.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4373   -1.9421   -2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8081    1.3598   -2.7487 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2592    0.2153   -2.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7598   -0.2576   -3.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7503    1.4928   -1.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3849    0.0313   -1.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8587   -1.2990   -0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5243   -1.7775    0.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7956   -0.5092    0.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5413   -1.0123    1.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684    2.3520   -0.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9383    1.1643   -1.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4753    1.5632    0.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8076   -0.0764    2.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1724    1.5998    1.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0860    1.7708    0.8832 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
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 18 19  1  0
 11  5  1  0
 19 13  1  0
 19  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 16 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 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      -0.915   0.022   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.389   1.323   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.098   1.392   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.984  -0.029   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.067  -1.446   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.410  -1.251   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.033  -0.766   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.077   0.771   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.427   1.187   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.294   0.022   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.524  -1.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.360  -1.125   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.176   2.840   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.470   1.071   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.114  -2.840   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.214  -0.053   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.984  -1.387   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -4.524  -1.387   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.214  -2.722   0.000  0.00  0.00           C+0
CONECT    1    2    6   16                                                  
CONECT    2    1    3    8   13                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    7   15                                             
CONECT    7    6    8   12                                                  
CONECT    8    2    7    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12   14                                             
CONECT   11   10                                                            
CONECT   12    7   10                                                       
CONECT   13    2                                                            
CONECT   14   10                                                            
CONECT   15    6                                                            
CONECT   16    1   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0037224
HETATM    1  C1  UNL     1       4.571   2.164   0.201  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.750   0.936   0.121  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.193  -0.226   0.198  1.00  0.00           O  
HETATM    4  O2  UNL     1       2.396   0.953  -0.048  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.556  -0.100  -0.133  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.565  -0.235   1.037  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.309   0.159   2.305  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.108  -1.651   1.051  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.391  -2.446  -0.167  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.388  -1.704  -1.459  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.610  -0.211  -1.282  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.162   0.301  -2.586  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.618   0.520  -0.835  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.892  -0.223  -0.946  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.787   0.262   0.205  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.737  -0.827   0.650  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.569   1.427  -0.300  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.799   0.620   1.287  1.00  0.00           C  
HETATM   19  C17 UNL     1      -0.474   0.766   0.645  1.00  0.00           C  
HETATM   20  H1  UNL     1       5.635   1.983  -0.027  1.00  0.00           H  
HETATM   21  H2  UNL     1       4.131   2.881  -0.542  1.00  0.00           H  
HETATM   22  H3  UNL     1       4.519   2.601   1.224  1.00  0.00           H  
HETATM   23  H4  UNL     1       2.203  -1.004  -0.036  1.00  0.00           H  
HETATM   24  H5  UNL     1       1.319   1.236   2.461  1.00  0.00           H  
HETATM   25  H6  UNL     1       2.298  -0.317   2.254  1.00  0.00           H  
HETATM   26  H7  UNL     1       0.784  -0.300   3.186  1.00  0.00           H  
HETATM   27  H8  UNL     1       0.643  -2.142   1.923  1.00  0.00           H  
HETATM   28  H9  UNL     1      -0.978  -1.757   1.346  1.00  0.00           H  
HETATM   29  H10 UNL     1      -0.410  -3.241  -0.250  1.00  0.00           H  
HETATM   30  H11 UNL     1       1.333  -3.056  -0.015  1.00  0.00           H  
HETATM   31  H12 UNL     1       1.312  -2.047  -2.023  1.00  0.00           H  
HETATM   32  H13 UNL     1      -0.437  -1.942  -2.140  1.00  0.00           H  
HETATM   33  H14 UNL     1       0.808   1.360  -2.749  1.00  0.00           H  
HETATM   34  H15 UNL     1       2.259   0.215  -2.658  1.00  0.00           H  
HETATM   35  H16 UNL     1       0.760  -0.258  -3.464  1.00  0.00           H  
HETATM   36  H17 UNL     1      -0.750   1.493  -1.397  1.00  0.00           H  
HETATM   37  H18 UNL     1      -2.385   0.031  -1.924  1.00  0.00           H  
HETATM   38  H19 UNL     1      -1.859  -1.299  -0.836  1.00  0.00           H  
HETATM   39  H20 UNL     1      -3.524  -1.777   0.127  1.00  0.00           H  
HETATM   40  H21 UNL     1      -4.796  -0.509   0.553  1.00  0.00           H  
HETATM   41  H22 UNL     1      -3.541  -1.012   1.737  1.00  0.00           H  
HETATM   42  H23 UNL     1      -2.968   2.352  -0.409  1.00  0.00           H  
HETATM   43  H24 UNL     1      -3.938   1.164  -1.334  1.00  0.00           H  
HETATM   44  H25 UNL     1      -4.475   1.563   0.314  1.00  0.00           H  
HETATM   45  H26 UNL     1      -1.808  -0.076   2.142  1.00  0.00           H  
HETATM   46  H27 UNL     1      -2.172   1.600   1.714  1.00  0.00           H  
HETATM   47  H28 UNL     1      -0.086   1.771   0.883  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   11   23
CONECT    6    7    8   19
CONECT    7   24   25   26
CONECT    8    9   27   28
CONECT    9   10   29   30
CONECT   10   11   31   32
CONECT   11   12   13
CONECT   12   33   34   35
CONECT   13   14   19   36
CONECT   14   15   37   38
CONECT   15   16   17   18
CONECT   16   39   40   41
CONECT   17   42   43   44
CONECT   18   19   45   46
CONECT   19   47
END

HMDB0037224
     RDKit          3D
alpha-Caryophyllene alcohol acetate
 47 49  0  0  0  0  0  0  0  0999 V2000
    4.5706    2.1636    0.2005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7496    0.9360    0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1933   -0.2260    0.1977 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3964    0.9534   -0.0480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5562   -0.1002   -0.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5646   -0.2348    1.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3087    0.1591    2.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1084   -1.6515    1.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3914   -2.4459   -0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3877   -1.7038   -1.4591 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6104   -0.2108   -1.2824 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1623    0.3011   -2.5862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6184    0.5203   -0.8354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8924   -0.2226   -0.9458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7869    0.2617    0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7366   -0.8268    0.6500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5694    1.4272   -0.2999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7992    0.6201    1.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4735    0.7658    0.6453 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6351    1.9831   -0.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1309    2.8815   -0.5423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5194    2.6012    1.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2029   -1.0041   -0.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3189    1.2363    2.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2984   -0.3169    2.2540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7842   -0.2998    3.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6431   -2.1417    1.9226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9776   -1.7572    1.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4096   -3.2414   -0.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3331   -3.0557   -0.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3116   -2.0465   -2.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4373   -1.9421   -2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8081    1.3598   -2.7487 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2592    0.2153   -2.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7598   -0.2576   -3.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7503    1.4928   -1.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3849    0.0313   -1.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8587   -1.2990   -0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5243   -1.7775    0.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7956   -0.5092    0.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5413   -1.0123    1.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684    2.3520   -0.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9383    1.1643   -1.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4753    1.5632    0.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8076   -0.0764    2.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1724    1.5998    1.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0860    1.7708    0.8832 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
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 18 19  1  0
 11  5  1  0
 19 13  1  0
 19  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 16 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
a-Caryophyllene alcohol acetate	Generator
a-Caryophyllene alcohol acetic acid	Generator
alpha-Caryophyllene alcohol acetic acid	Generator
Α-caryophyllene alcohol acetate	Generator
Α-caryophyllene alcohol acetic acid	Generator
1,4,4,7-Tetramethyltricyclo[5.3.1.0²,⁶]undecan-11-yl acetic acid	Generator

Chemical Formula

C₁₇H₂₈O₂

Average Molecular Weight

264.403

Monoisotopic Molecular Weight

264.20893014

IUPAC Name

1,4,4,7-tetramethyltricyclo[5.3.1.0²,⁶]undecan-11-yl acetate

Traditional Name

1,4,4,7-tetramethyltricyclo[5.3.1.0²,⁶]undecan-11-yl acetate

CAS Registry Number

17622-35-4

SMILES

CC(=O)OC1C2(C)CCCC1(C)C1CC(C)(C)CC21

InChI Identifier

InChI=1S/C17H28O2/c1-11(18)19-14-16(4)7-6-8-17(14,5)13-10-15(2,3)9-12(13)16/h12-14H,6-10H2,1-5H3

InChI Key

UMESJHMLICGCDG-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

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0037224)

Cellular substructure

Extracellular (HMDB: HMDB0037224)
Membrane (HMDB: HMDB0037224)

Source

Endogenous

Endogenous (HMDB: HMDB0037224)

Exogenous

Food

Food (HMDB: HMDB0037224)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0037224)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0037224)

Nutrient

Nutrient (HMDB: HMDB0037224)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037224)

Food and nutrition

Food additive

Flavoring agent

Flavoring agent (HMDB: HMDB0037224)

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
Water Solubility	0.0011 g/L	ALOGPS
logP	4.25	ALOGPS
logP	3.89	ChemAxon
logS	-5.4	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	75.28 m³·mol⁻¹	ChemAxon
Polarizability	31.01 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]+	163.722	31661259
DarkChem	[M-H]-	156.433	31661259
DeepCCS	[M-2H]-	201.413	30932474
DeepCCS	[M+Na]+	176.977	30932474
AllCCS	[M+H]+	165.1	32859911
AllCCS	[M+H-H2O]+	161.9	32859911
AllCCS	[M+NH4]+	168.1	32859911
AllCCS	[M+Na]+	169.0	32859911
AllCCS	[M-H]-	172.9	32859911
AllCCS	[M+Na-2H]-	173.2	32859911
AllCCS	[M+HCOO]-	173.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
alpha-Caryophyllene alcohol acetate	CC(=O)OC1C2(C)CCCC1(C)C1CC(C)(C)CC21	2194.3	Standard polar	33892256
alpha-Caryophyllene alcohol acetate	CC(=O)OC1C2(C)CCCC1(C)C1CC(C)(C)CC21	1713.4	Standard non polar	33892256
alpha-Caryophyllene alcohol acetate	CC(=O)OC1C2(C)CCCC1(C)C1CC(C)(C)CC21	1707.8	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 acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0007-9030000000-2ea2ecd756a8a206f9e3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Caryophyllene alcohol acetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-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 - alpha-Caryophyllene alcohol acetate 10V, Negative-QTOF	splash10-03k9-0090000000-6349b8ab85316565f190	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Caryophyllene alcohol acetate 20V, Negative-QTOF	splash10-0229-2090000000-d05d039e177a1e75314f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Caryophyllene alcohol acetate 40V, Negative-QTOF	splash10-0ab9-3090000000-cf53871828b566e46bd9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Caryophyllene alcohol acetate 10V, Negative-QTOF	splash10-03di-2090000000-a6280b898154d25f8c11	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Caryophyllene alcohol acetate 20V, Negative-QTOF	splash10-0a4i-9000000000-c01bbbf5bed889264ddb	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Caryophyllene alcohol acetate 40V, Negative-QTOF	splash10-0a4i-9040000000-1d835a8aedd1ccd12f1c	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Caryophyllene alcohol acetate 10V, Positive-QTOF	splash10-014i-0090000000-734adf9dcf2ac06adb00	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Caryophyllene alcohol acetate 20V, Positive-QTOF	splash10-0ab9-2190000000-fb543730e57d290cb2cc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Caryophyllene alcohol acetate 40V, Positive-QTOF	splash10-0a4m-9420000000-9de9aa2b6c21da746b5d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Caryophyllene alcohol acetate 10V, Positive-QTOF	splash10-014i-0090000000-1431c4ed3b4f397a1d32	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Caryophyllene alcohol acetate 20V, Positive-QTOF	splash10-014j-2090000000-df046a53d3c248b511c8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Caryophyllene alcohol acetate 40V, Positive-QTOF	splash10-003r-9110000000-ac186bf82a7daf0ad823	2021-09-25	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

FDB016231

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752165

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 acetate (HMDB0037224)

MOL for HMDB0037224 (alpha-Caryophyllene alcohol acetate)

3D MOL for HMDB0037224 (alpha-Caryophyllene alcohol acetate)

3D SDF for HMDB0037224 (alpha-Caryophyllene alcohol acetate)

3D-SDF for HMDB0037224 (alpha-Caryophyllene alcohol acetate)

PDB for HMDB0037224 (alpha-Caryophyllene alcohol acetate)

3D PDB for HMDB0037224 (alpha-Caryophyllene alcohol acetate)

SMILES for HMDB0037224 (alpha-Caryophyllene alcohol acetate)

INCHI for HMDB0037224 (alpha-Caryophyllene alcohol acetate)

Structure for HMDB0037224 (alpha-Caryophyllene alcohol acetate)

3D Structure for HMDB0037224 (alpha-Caryophyllene alcohol acetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra