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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:57:55 UTC

Update Date

2022-03-07 02:54:19 UTC

HMDB ID

HMDB0035026

Secondary Accession Numbers

HMDB35026

Metabolite Identification

Common Name

alpha-Cyperol

Description

alpha-Cyperol, also known as a-cyperol, belongs to the class of organic compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. These are sesquiterpenoids with a structure based on the eudesmane skeleton. Based on a literature review a small amount of articles have been published on alpha-Cyperol.

Structure

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

HMDB0035026
     RDKit          3D
alpha-Cyperol
 40 41  0  0  0  0  0  0  0  0999 V2000
    2.4043    1.1088    1.5452 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6863    0.0671    0.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7854   -0.8798    1.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9781   -0.2168   -0.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4666   -1.6409   -0.3561 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1511   -1.6966    0.3675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9159   -0.9020   -0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9728   -1.4449   -1.7980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2047   -1.1614    0.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8819    0.0431    0.9053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6196    1.3047    0.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3749    1.3366   -1.0038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2048    1.5198   -0.2200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6774    2.9285   -0.3506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4496    0.4699   -0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9550    0.7524   -0.8702 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6284    1.8012    1.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9804    1.2535    2.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4293   -1.5711    2.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6834   -0.2961    1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0984   -1.4887    0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7715   -0.2551   -1.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1790   -2.2610    0.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3408   -2.1154   -1.3421 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2726   -1.2212    1.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1186   -2.7720    0.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2877   -0.8801   -2.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6130   -2.4949   -1.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0132   -1.4681   -2.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1033   -1.9147    1.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9034   -1.6181   -0.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9811   -0.1037    0.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5475    0.1799    1.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9881    2.1741    0.7844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2621    0.9658   -0.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0896    3.2545    0.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6022    3.5696   -0.4626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1176    3.0988   -1.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2529    1.7799   -0.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8654    0.7944   -2.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16  4  1  0
 15  7  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 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
 11 34  1  0
 12 35  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
 16 39  1  0
 16 40  1  0
M  END

  Mrv0541 05061308122D          

 16 17  0  0  0  0            999 V2000
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 10  1  2  0  0  0  0
 10  2  1  0  0  0  0
 11  3  1  0  0  0  0
 12  5  1  0  0  0  0
 12  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13  9  1  0  0  0  0
 13 11  2  0  0  0  0
 14  6  1  0  0  0  0
 14 11  1  0  0  0  0
 15  4  1  0  0  0  0
 15  7  1  0  0  0  0
 15  8  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035026

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=C)C1CCC2(C)CCC(O)C(C)=C2C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O/c1-10(2)12-5-7-15(4)8-6-14(16)11(3)13(15)9-12/h12,14,16H,1,5-9H2,2-4H3

> <INCHI_KEY>
APWLDLGOYJHNIK-UHFFFAOYSA-N

> <FORMULA>
C15H24O

> <MOLECULAR_WEIGHT>
220.3505

> <EXACT_MASS>
220.18271539

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.993286579304595

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,4a-dimethyl-7-(prop-1-en-2-yl)-2,3,4,4a,5,6,7,8-octahydronaphthalen-2-ol

> <ALOGPS_LOGP>
4.13

> <JCHEM_LOGP>
3.2448405000000005

> <ALOGPS_LOGS>
-3.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.096112250368133

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4445605016889784

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
68.70129999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.73e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,4a-dimethyl-7-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydro-2H-naphthalen-2-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035026
     RDKit          3D
alpha-Cyperol
 40 41  0  0  0  0  0  0  0  0999 V2000
    2.4043    1.1088    1.5452 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6863    0.0671    0.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7854   -0.8798    1.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9781   -0.2168   -0.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4666   -1.6409   -0.3561 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1511   -1.6966    0.3675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9159   -0.9020   -0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9728   -1.4449   -1.7980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2047   -1.1614    0.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8819    0.0431    0.9053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6196    1.3047    0.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3749    1.3366   -1.0038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2048    1.5198   -0.2200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6774    2.9285   -0.3506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4496    0.4699   -0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9550    0.7524   -0.8702 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6284    1.8012    1.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9804    1.2535    2.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4293   -1.5711    2.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6834   -0.2961    1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0984   -1.4887    0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7715   -0.2551   -1.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1790   -2.2610    0.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3408   -2.1154   -1.3421 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2726   -1.2212    1.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1186   -2.7720    0.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2877   -0.8801   -2.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6130   -2.4949   -1.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0132   -1.4681   -2.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1033   -1.9147    1.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9034   -1.6181   -0.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9811   -0.1037    0.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5475    0.1799    1.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9881    2.1741    0.7844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2621    0.9658   -0.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0896    3.2545    0.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6022    3.5696   -0.4626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1176    3.0988   -1.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2529    1.7799   -0.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8654    0.7944   -2.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16  4  1  0
 15  7  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 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
 11 34  1  0
 12 35  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
 16 39  1  0
 16 40  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   15                                                            
CONECT    5    7   12                                                       
CONECT    6    8   14                                                       
CONECT    7    5   15                                                       
CONECT    8    6   15                                                       
CONECT    9   12   13                                                       
CONECT   10    1    2   12                                                  
CONECT   11    3   13   14                                                  
CONECT   12    5    9   10                                                  
CONECT   13    9   11   15                                                  
CONECT   14    6   11   16                                                  
CONECT   15    4    7    8   13                                             
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0035026
HETATM    1  C1  UNL     1       2.404   1.109   1.545  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.686   0.067   0.793  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.785  -0.880   1.230  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.978  -0.217  -0.476  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.467  -1.641  -0.356  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.151  -1.697   0.367  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.916  -0.902  -0.355  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.973  -1.445  -1.798  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.205  -1.161   0.337  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.882   0.043   0.905  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.620   1.305   0.176  1.00  0.00           C  
HETATM   12  O1  UNL     1      -3.375   1.337  -1.004  1.00  0.00           O  
HETATM   13  C12 UNL     1      -1.205   1.520  -0.220  1.00  0.00           C  
HETATM   14  C13 UNL     1      -0.677   2.928  -0.351  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.450   0.470  -0.457  1.00  0.00           C  
HETATM   16  C15 UNL     1       0.955   0.752  -0.870  1.00  0.00           C  
HETATM   17  H1  UNL     1       1.628   1.801   1.265  1.00  0.00           H  
HETATM   18  H2  UNL     1       2.980   1.253   2.466  1.00  0.00           H  
HETATM   19  H3  UNL     1       3.429  -1.571   2.009  1.00  0.00           H  
HETATM   20  H4  UNL     1       4.683  -0.296   1.542  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.098  -1.489   0.365  1.00  0.00           H  
HETATM   22  H6  UNL     1       2.772  -0.255  -1.267  1.00  0.00           H  
HETATM   23  H7  UNL     1       2.179  -2.261   0.213  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.341  -2.115  -1.342  1.00  0.00           H  
HETATM   25  H9  UNL     1       0.273  -1.221   1.384  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.119  -2.772   0.470  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.288  -0.880  -2.451  1.00  0.00           H  
HETATM   28  H12 UNL     1      -0.613  -2.495  -1.788  1.00  0.00           H  
HETATM   29  H13 UNL     1      -2.013  -1.468  -2.160  1.00  0.00           H  
HETATM   30  H14 UNL     1      -2.103  -1.915   1.146  1.00  0.00           H  
HETATM   31  H15 UNL     1      -2.903  -1.618  -0.395  1.00  0.00           H  
HETATM   32  H16 UNL     1      -3.981  -0.104   0.958  1.00  0.00           H  
HETATM   33  H17 UNL     1      -2.548   0.180   1.964  1.00  0.00           H  
HETATM   34  H18 UNL     1      -2.988   2.174   0.784  1.00  0.00           H  
HETATM   35  H19 UNL     1      -4.262   0.966  -0.760  1.00  0.00           H  
HETATM   36  H20 UNL     1      -0.090   3.255   0.505  1.00  0.00           H  
HETATM   37  H21 UNL     1      -1.602   3.570  -0.463  1.00  0.00           H  
HETATM   38  H22 UNL     1      -0.118   3.099  -1.275  1.00  0.00           H  
HETATM   39  H23 UNL     1       1.253   1.780  -0.624  1.00  0.00           H  
HETATM   40  H24 UNL     1       0.865   0.794  -2.014  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3    4
CONECT    3   19   20   21
CONECT    4    5   16   22
CONECT    5    6   23   24
CONECT    6    7   25   26
CONECT    7    8    9   15
CONECT    8   27   28   29
CONECT    9   10   30   31
CONECT   10   11   32   33
CONECT   11   12   13   34
CONECT   12   35
CONECT   13   14   15   15
CONECT   14   36   37   38
CONECT   15   16
CONECT   16   39   40
END

HMDB0035026
     RDKit          3D
alpha-Cyperol
 40 41  0  0  0  0  0  0  0  0999 V2000
    2.4043    1.1088    1.5452 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6863    0.0671    0.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7854   -0.8798    1.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9781   -0.2168   -0.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4666   -1.6409   -0.3561 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1511   -1.6966    0.3675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9159   -0.9020   -0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9728   -1.4449   -1.7980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2047   -1.1614    0.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8819    0.0431    0.9053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6196    1.3047    0.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3749    1.3366   -1.0038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2048    1.5198   -0.2200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6774    2.9285   -0.3506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4496    0.4699   -0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9550    0.7524   -0.8702 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6284    1.8012    1.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9804    1.2535    2.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4293   -1.5711    2.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6834   -0.2961    1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0984   -1.4887    0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7715   -0.2551   -1.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1790   -2.2610    0.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3408   -2.1154   -1.3421 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2726   -1.2212    1.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1186   -2.7720    0.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2877   -0.8801   -2.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6130   -2.4949   -1.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0132   -1.4681   -2.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1033   -1.9147    1.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9034   -1.6181   -0.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9811   -0.1037    0.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5475    0.1799    1.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9881    2.1741    0.7844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2621    0.9658   -0.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0896    3.2545    0.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6022    3.5696   -0.4626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1176    3.0988   -1.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2529    1.7799   -0.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8654    0.7944   -2.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16  4  1  0
 15  7  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 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
 11 34  1  0
 12 35  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
 16 39  1  0
 16 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
a-Cyperol	Generator
Α-cyperol	Generator
Cyperol	HMDB

Chemical Formula

C₁₅H₂₄O

Average Molecular Weight

220.3505

Monoisotopic Molecular Weight

220.18271539

IUPAC Name

1,4a-dimethyl-7-(prop-1-en-2-yl)-2,3,4,4a,5,6,7,8-octahydronaphthalen-2-ol

Traditional Name

1,4a-dimethyl-7-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydro-2H-naphthalen-2-ol

CAS Registry Number

20084-99-5

SMILES

CC(=C)C1CCC2(C)CCC(O)C(C)=C2C1

InChI Identifier

InChI=1S/C15H24O/c1-10(2)12-5-7-15(4)8-6-14(16)11(3)13(15)9-12/h12,14,16H,1,5-9H2,2-4H3

InChI Key

APWLDLGOYJHNIK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. These are sesquiterpenoids with a structure based on the eudesmane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids

Alternative Parents

Substituents

Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoid
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035026)

Source

Endogenous

Endogenous (HMDB: HMDB0035026)

Plant

Plant (HMDB: HMDB0035026)

Animal

Animal (HMDB: HMDB0035026)

Exogenous

Food

Food (HMDB: HMDB0035026)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Exogenous (HMDB: HMDB0035026)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035026)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035026)

Lipid metabolism pathway (HMDB: HMDB0035026)

Cellular process

Cell signaling (HMDB: HMDB0035026)

Biochemical process

Lipid transport (HMDB: HMDB0035026)

Role

Biological role

Energy source (HMDB: HMDB0035026)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035026)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	111.5 - 112 °C	Not Available
Boiling Point	318.61 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	7.35 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.536 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.17 g/L	ALOGPS
logP	4.13	ALOGPS
logP	3.24	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	18.1	ChemAxon
pKa (Strongest Basic)	-1.4	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	68.7 m³·mol⁻¹	ChemAxon
Polarizability	26.99 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
DarkChem	[M+H]+	152.326	31661259
DarkChem	[M-H]-	148.121	31661259
DeepCCS	[M+H]+	153.601	30932474
DeepCCS	[M-H]-	151.243	30932474
DeepCCS	[M-2H]-	184.988	30932474
DeepCCS	[M+Na]+	159.906	30932474
AllCCS	[M+H]+	153.6	32859911
AllCCS	[M+H-H2O]+	149.7	32859911
AllCCS	[M+NH4]+	157.1	32859911
AllCCS	[M+Na]+	158.2	32859911
AllCCS	[M-H]-	160.2	32859911
AllCCS	[M+Na-2H]-	160.8	32859911
AllCCS	[M+HCOO]-	161.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
alpha-Cyperol	CC(=C)C1CCC2(C)CCC(O)C(C)=C2C1	2229.7	Standard polar	33892256
alpha-Cyperol	CC(=C)C1CCC2(C)CCC(O)C(C)=C2C1	1657.0	Standard non polar	33892256
alpha-Cyperol	CC(=C)C1CCC2(C)CCC(O)C(C)=C2C1	1678.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
alpha-Cyperol,1TMS,isomer #1	C=C(C)C1CCC2(C)CCC(O[Si](C)(C)C)C(C)=C2C1	1807.1	Semi standard non polar	33892256
alpha-Cyperol,1TBDMS,isomer #1	C=C(C)C1CCC2(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)=C2C1	2056.8	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-Cyperol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-1920000000-a1618e42c894ea7e172a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Cyperol GC-MS (1 TMS) - 70eV, Positive	splash10-01t9-4190000000-6cb6b80e98e5b38c3e51	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Cyperol 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-Cyperol 10V, Positive-QTOF	splash10-0uk9-0390000000-2ff00299964e0a0398a0	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cyperol 20V, Positive-QTOF	splash10-0w90-1940000000-42e0c4267bdc5361c87d	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cyperol 40V, Positive-QTOF	splash10-014u-6900000000-de154806e94250960a71	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cyperol 10V, Negative-QTOF	splash10-014i-0090000000-32526038c1e7337703f4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cyperol 20V, Negative-QTOF	splash10-014i-0090000000-a8e4b8f08e3107b8dea1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cyperol 40V, Negative-QTOF	splash10-0udr-2950000000-130a25cbf67ca87683d5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cyperol 10V, Positive-QTOF	splash10-03di-0920000000-a64fa8703582d38146e1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cyperol 20V, Positive-QTOF	splash10-0ir0-2920000000-55b146484b2fefa1360e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cyperol 40V, Positive-QTOF	splash10-016u-9300000000-0c64d6abe6fef44386da	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cyperol 10V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cyperol 20V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cyperol 40V, Negative-QTOF	splash10-0gbi-0490000000-7aec6bd24a75ea1c9648	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

273569

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1565351

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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-Cyperol (HMDB0035026)

MOL for HMDB0035026 (alpha-Cyperol)

3D MOL for HMDB0035026 (alpha-Cyperol)

3D SDF for HMDB0035026 (alpha-Cyperol)

3D-SDF for HMDB0035026 (alpha-Cyperol)

PDB for HMDB0035026 (alpha-Cyperol)

3D PDB for HMDB0035026 (alpha-Cyperol)

SMILES for HMDB0035026 (alpha-Cyperol)

INCHI for HMDB0035026 (alpha-Cyperol)

Structure for HMDB0035026 (alpha-Cyperol)

3D Structure for HMDB0035026 (alpha-Cyperol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra