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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:35:39 UTC

Update Date

2022-03-07 02:54:55 UTC

HMDB ID

HMDB0036452

Secondary Accession Numbers

HMDB36452

Metabolite Identification

Common Name

alpha-Cadinol

Description

alpha-Cadinol, also known as a-cadinol or cadin-4-en-10-ol, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a significant number of articles have been published on alpha-Cadinol.

Structure

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

HMDB0036452
     RDKit          3D
alpha-Cadinol
 42 43  0  0  0  0  0  0  0  0999 V2000
   -0.6823    4.0173    0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7641    2.5443    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2891    1.7430    0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1618    0.2564   -0.0047 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2873   -0.4258    0.6776 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5624   -0.5358   -0.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4934   -1.2792   -1.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2745    0.7679   -0.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8372   -1.8356    1.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1934   -2.3398    0.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4865   -1.6006    0.3554 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3338   -1.6864   -0.8747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1217   -2.2210    1.4188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1117   -0.1641    0.7069 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2799    0.6847    0.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0564    1.9444   -0.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1618    4.5217   -0.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3190    4.2656    1.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3662    4.3474    0.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2274    2.2197    0.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0929    0.0736   -1.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4811    0.0861    1.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2520   -1.1360    0.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4181   -2.3855   -1.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7500   -0.8814   -2.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4912   -1.1351   -1.8666 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8127    1.3629   -1.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2950    0.4947   -0.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4595    1.3533    0.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4119   -1.8550    2.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7124   -2.5348    1.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3051   -3.4347    0.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0401   -2.1688   -0.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4092   -1.8060   -0.5914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0753   -2.6362   -1.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1677   -0.8733   -1.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5210   -3.0641    1.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8522   -0.1882    1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1169    0.1375   -0.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7351    0.9860    1.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1123    1.7304   -1.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9108    2.6507   -0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  1
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16  2  1  0
 14  4  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  6
  5 22  1  1
  6 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  1
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
M  END

  Mrv1652309272006312D          

 18 19  0  0  0  0            999 V2000
 9998.915410001.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.200910001.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.630010001.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.769010000.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.627910000.9666    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.915410000.5495    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.200910000.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.341110000.5494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.626610000.1369    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.3411 9998.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0556 9999.3118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.055610000.1369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6286 9998.5983    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1991 9999.3120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6296 9999.3120    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.3973 9998.2544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.4412 9998.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9143 9998.8991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  6  7  1  0  0  0  0
  8  9  1  0  0  0  0
  8 12  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6  1  1  1  0  0  0
 12  4  1  0  0  0  0
  6  9  1  0  0  0  0
  9  5  1  1  0  0  0
 15 13  1  6  0  0  0
 18 17  1  1  0  0  0
 14 18  1  0  0  0  0
 18 15  1  0  0  0  0
 18 16  1  6  0  0  0
  7 14  1  0  0  0  0
  9 15  1  0  0  0  0
 15 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036452

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O/c1-10(2)12-7-8-15(4,16)14-6-5-11(3)9-13(12)14/h9-10,12-14,16H,5-8H2,1-4H3/t12-,13-,14+,15+/m0/s1

> <INCHI_KEY>
LHYHMMRYTDARSZ-BYNSBNAKSA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.372

> <EXACT_MASS>
222.198365457

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
27.809196254904155

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,4S,4aR,8aR)-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-ol

> <ALOGPS_LOGP>
3.52

> <JCHEM_LOGP>
3.538719954

> <ALOGPS_LOGS>
-3.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5880059181230378

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
69.4305

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.57e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
α-cadinol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036452
     RDKit          3D
alpha-Cadinol
 42 43  0  0  0  0  0  0  0  0999 V2000
   -0.6823    4.0173    0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7641    2.5443    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2891    1.7430    0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1618    0.2564   -0.0047 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2873   -0.4258    0.6776 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5624   -0.5358   -0.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4934   -1.2792   -1.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2745    0.7679   -0.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8372   -1.8356    1.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1934   -2.3398    0.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4865   -1.6006    0.3554 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3338   -1.6864   -0.8747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1217   -2.2210    1.4188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1117   -0.1641    0.7069 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2799    0.6847    0.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0564    1.9444   -0.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1618    4.5217   -0.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3190    4.2656    1.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3662    4.3474    0.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2274    2.2197    0.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0929    0.0736   -1.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4811    0.0861    1.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2520   -1.1360    0.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4181   -2.3855   -1.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7500   -0.8814   -2.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4912   -1.1351   -1.8666 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8127    1.3629   -1.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2950    0.4947   -0.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4595    1.3533    0.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4119   -1.8550    2.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7124   -2.5348    1.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3051   -3.4347    0.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0401   -2.1688   -0.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4092   -1.8060   -0.5914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0753   -2.6362   -1.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1677   -0.8733   -1.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5210   -3.0641    1.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8522   -0.1882    1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1169    0.1375   -0.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7351    0.9860    1.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1123    1.7304   -1.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9108    2.6507   -0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  1
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16  2  1  0
 14  4  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  6
  5 22  1  1
  6 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  1
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8664.6428669.245   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8663.3088670.015   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8665.9768670.015   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8669.9698667.697   0.000  0.00  0.00           C+0
HETATM    5  H   UNK     0    8665.9728668.471   0.000  0.00  0.00           H+0
HETATM    6  C   UNK     0    8664.6428667.692   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8663.3088666.922   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8667.3038667.692   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8665.9708666.922   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8667.3038664.612   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8668.6378665.382   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8668.6378666.922   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0    8665.9738664.050   0.000  0.00  0.00           H+0
HETATM   14  C   UNK     0    8663.3058665.382   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8665.9758665.382   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8663.6758663.408   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0    8665.6248663.427   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8664.6408664.612   0.000  0.00  0.00           C+0
CONECT    1    2    3    6                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4   12                                                            
CONECT    5    9                                                            
CONECT    6    7    1    9                                                  
CONECT    7    6   14                                                       
CONECT    8    9   12                                                       
CONECT    9    8    6    5   15                                             
CONECT   10   11   15                                                       
CONECT   11   10   12                                                       
CONECT   12    8   11    4                                                  
CONECT   13   15                                                            
CONECT   14   18    7                                                       
CONECT   15   13   18    9   10                                             
CONECT   16   18                                                            
CONECT   17   18                                                            
CONECT   18   17   14   15   16                                             
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0036452
HETATM    1  C1  UNL     1      -0.682   4.017   0.237  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.764   2.544   0.052  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.289   1.743   0.191  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.162   0.256  -0.005  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.287  -0.426   0.678  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.562  -0.536  -0.065  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.493  -1.279  -1.354  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.275   0.768  -0.298  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.837  -1.836   1.036  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.193  -2.340   0.081  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.487  -1.601   0.355  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.334  -1.686  -0.875  1.00  0.00           C  
HETATM   13  O1  UNL     1      -2.122  -2.221   1.419  1.00  0.00           O  
HETATM   14  C13 UNL     1      -1.112  -0.164   0.707  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.280   0.685   0.482  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.056   1.944  -0.298  1.00  0.00           C  
HETATM   17  H1  UNL     1      -1.162   4.522  -0.627  1.00  0.00           H  
HETATM   18  H2  UNL     1      -1.319   4.266   1.120  1.00  0.00           H  
HETATM   19  H3  UNL     1       0.366   4.347   0.386  1.00  0.00           H  
HETATM   20  H4  UNL     1       1.227   2.220   0.450  1.00  0.00           H  
HETATM   21  H5  UNL     1       0.093   0.074  -1.085  1.00  0.00           H  
HETATM   22  H6  UNL     1       1.481   0.086   1.639  1.00  0.00           H  
HETATM   23  H7  UNL     1       3.252  -1.136   0.604  1.00  0.00           H  
HETATM   24  H8  UNL     1       2.418  -2.385  -1.217  1.00  0.00           H  
HETATM   25  H9  UNL     1       1.750  -0.881  -2.067  1.00  0.00           H  
HETATM   26  H10 UNL     1       3.491  -1.135  -1.867  1.00  0.00           H  
HETATM   27  H11 UNL     1       2.813   1.363  -1.134  1.00  0.00           H  
HETATM   28  H12 UNL     1       4.295   0.495  -0.703  1.00  0.00           H  
HETATM   29  H13 UNL     1       3.460   1.353   0.602  1.00  0.00           H  
HETATM   30  H14 UNL     1       0.412  -1.855   2.054  1.00  0.00           H  
HETATM   31  H15 UNL     1       1.712  -2.535   1.056  1.00  0.00           H  
HETATM   32  H16 UNL     1      -0.305  -3.435   0.238  1.00  0.00           H  
HETATM   33  H17 UNL     1       0.040  -2.169  -0.983  1.00  0.00           H  
HETATM   34  H18 UNL     1      -3.409  -1.806  -0.591  1.00  0.00           H  
HETATM   35  H19 UNL     1      -2.075  -2.636  -1.410  1.00  0.00           H  
HETATM   36  H20 UNL     1      -2.168  -0.873  -1.600  1.00  0.00           H  
HETATM   37  H21 UNL     1      -2.521  -3.064   1.091  1.00  0.00           H  
HETATM   38  H22 UNL     1      -0.852  -0.188   1.792  1.00  0.00           H  
HETATM   39  H23 UNL     1      -3.117   0.138  -0.045  1.00  0.00           H  
HETATM   40  H24 UNL     1      -2.735   0.986   1.458  1.00  0.00           H  
HETATM   41  H25 UNL     1      -2.112   1.730  -1.398  1.00  0.00           H  
HETATM   42  H26 UNL     1      -2.911   2.651  -0.106  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3   16
CONECT    3    4   20
CONECT    4    5   14   21
CONECT    5    6    9   22
CONECT    6    7    8   23
CONECT    7   24   25   26
CONECT    8   27   28   29
CONECT    9   10   30   31
CONECT   10   11   32   33
CONECT   11   12   13   14
CONECT   12   34   35   36
CONECT   13   37
CONECT   14   15   38
CONECT   15   16   39   40
CONECT   16   41   42
END

HMDB0036452
     RDKit          3D
alpha-Cadinol
 42 43  0  0  0  0  0  0  0  0999 V2000
   -0.6823    4.0173    0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7641    2.5443    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2891    1.7430    0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1618    0.2564   -0.0047 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2873   -0.4258    0.6776 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5624   -0.5358   -0.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4934   -1.2792   -1.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2745    0.7679   -0.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8372   -1.8356    1.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1934   -2.3398    0.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4865   -1.6006    0.3554 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3338   -1.6864   -0.8747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1217   -2.2210    1.4188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1117   -0.1641    0.7069 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2799    0.6847    0.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0564    1.9444   -0.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1618    4.5217   -0.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3190    4.2656    1.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3662    4.3474    0.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2274    2.2197    0.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0929    0.0736   -1.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4811    0.0861    1.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2520   -1.1360    0.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4181   -2.3855   -1.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7500   -0.8814   -2.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4912   -1.1351   -1.8666 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8127    1.3629   -1.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2950    0.4947   -0.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4595    1.3533    0.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4119   -1.8550    2.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7124   -2.5348    1.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3051   -3.4347    0.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0401   -2.1688   -0.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4092   -1.8060   -0.5914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0753   -2.6362   -1.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1677   -0.8733   -1.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5210   -3.0641    1.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8522   -0.1882    1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1169    0.1375   -0.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7351    0.9860    1.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1123    1.7304   -1.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9108    2.6507   -0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  1
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16  2  1  0
 14  4  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  6
  5 22  1  1
  6 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  1
 15 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
(-)-alpha-Cadinol	ChEBI
(1R,4S,4AR,8ar)-4-isopropyl-1,6-dimethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-ol	ChEBI
Cadin-4-en-10-ol	ChEBI
(-)-a-Cadinol	Generator
(-)-Α-cadinol	Generator
a-Cadinol	Generator
Α-cadinol	Generator
Cadinol	HMDB
L-alpha-Cadinol	HMDB
L-Α-cadinol	HMDB
alpha-Cadinol	PhytoBank

Chemical Formula

C₁₅H₂₆O

Average Molecular Weight

222.372

Monoisotopic Molecular Weight

222.198365457

IUPAC Name

(1R,4S,4aR,8aR)-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-ol

Traditional Name

α-cadinol

CAS Registry Number

481-34-5

SMILES

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

InChI Identifier

InChI=1S/C15H26O/c1-10(2)12-7-8-15(4,16)14-6-5-11(3)9-13(12)14/h9-10,12-14,16H,5-8H2,1-4H3/t12-,13-,14+,15+/m0/s1

InChI Key

LHYHMMRYTDARSZ-BYNSBNAKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Cadinane sesquiterpenoid
Tertiary alcohol
Cyclic alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036452)

Source

Endogenous

Endogenous (HMDB: HMDB0036452)

Plant

Plant (HMDB: HMDB0036452)

Animal

Animal (HMDB: HMDB0036452)

Exogenous

Food

Food (HMDB: HMDB0036452)

Grape (FooDB: FOOD00369)

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0036452)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036452)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036452)

Lipid metabolism pathway (HMDB: HMDB0036452)

Cellular process

Cell signaling (HMDB: HMDB0036452)

Biochemical process

Lipid transport (HMDB: HMDB0036452)

Role

Biological role

Energy source (HMDB: HMDB0036452)
Anti mite (HMDB: HMDB0036452)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036452)

Agriculture

Pesticide

Acaricide (HMDB: HMDB0036452)

Pesticide (HMDB: HMDB0036452)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	74.5 - 75 °C	Not Available
Boiling Point	302.00 to 304.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	9.13 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.899 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.056 g/L	ALOGPS
logP	3.52	ALOGPS
logP	3.54	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Basic)	-0.59	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	1	ChemAxon
Refractivity	69.43 m³·mol⁻¹	ChemAxon
Polarizability	27.81 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	195.217	30932474
DeepCCS	[M+Na]+	170.101	30932474
AllCCS	[M+H]+	152.4	32859911
AllCCS	[M+H-H2O]+	148.6	32859911
AllCCS	[M+NH4]+	155.9	32859911
AllCCS	[M+Na]+	156.9	32859911
AllCCS	[M-H]-	160.7	32859911
AllCCS	[M+Na-2H]-	161.4	32859911
AllCCS	[M+HCOO]-	162.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
alpha-Cadinol	[H][C@@]12C=C(C)CC[C@@]1([H])[C@](C)(O)CC[C@H]2C(C)C	2199.0	Standard polar	33892256
alpha-Cadinol	[H][C@@]12C=C(C)CC[C@@]1([H])[C@](C)(O)CC[C@H]2C(C)C	1618.2	Standard non polar	33892256
alpha-Cadinol	[H][C@@]12C=C(C)CC[C@@]1([H])[C@](C)(O)CC[C@H]2C(C)C	1640.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
alpha-Cadinol,1TMS,isomer #1	CC1=C[C@H]2[C@H](C(C)C)CC[C@@](C)(O[Si](C)(C)C)[C@@H]2CC1	1694.5	Semi standard non polar	33892256
alpha-Cadinol,1TBDMS,isomer #1	CC1=C[C@H]2[C@H](C(C)C)CC[C@@](C)(O[Si](C)(C)C(C)(C)C)[C@@H]2CC1	1953.1	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-Cadinol 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-Cadinol 10V, Positive-QTOF	splash10-00di-0490000000-72676274303cdcc9c066	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cadinol 20V, Positive-QTOF	splash10-006t-5920000000-29f3c53283c49d674b00	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cadinol 40V, Positive-QTOF	splash10-014v-9300000000-f806aad89e6066edfd27	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cadinol 10V, Negative-QTOF	splash10-00di-0090000000-ab61d8a2af41e6ed2e49	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cadinol 20V, Negative-QTOF	splash10-00di-0090000000-9427e9ff4d97889ac059	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cadinol 40V, Negative-QTOF	splash10-0udi-0190000000-45352a4df7314a06ea47	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

Not Available

KNApSAcK ID

C00020065

Chemspider ID

8574094

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Alpha-Cadinol

METLIN ID

Not Available

PubChem Compound

10398656

PDB ID

Not Available

ChEBI ID

132905

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1384351

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Chang HT, Cheng YH, Wu CL, Chang ST, Chang TT, Su YC: Antifungal activity of essential oil and its constituents from Calocedrus macrolepis var. formosana Florin leaf against plant pathogenic fungi. Bioresour Technol. 2008 Sep;99(14):6266-70. doi: 10.1016/j.biortech.2007.12.005. Epub 2008 Feb 21. [PubMed:18206367 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for alpha-Cadinol (HMDB0036452)

MOL for HMDB0036452 (alpha-Cadinol)

3D MOL for HMDB0036452 (alpha-Cadinol)

3D SDF for HMDB0036452 (alpha-Cadinol)

3D-SDF for HMDB0036452 (alpha-Cadinol)

PDB for HMDB0036452 (alpha-Cadinol)

3D PDB for HMDB0036452 (alpha-Cadinol)

SMILES for HMDB0036452 (alpha-Cadinol)

INCHI for HMDB0036452 (alpha-Cadinol)

Structure for HMDB0036452 (alpha-Cadinol)

3D Structure for HMDB0036452 (alpha-Cadinol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra