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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:43:57 UTC

Update Date

2022-03-07 02:54:36 UTC

HMDB ID

HMDB0035718

Secondary Accession Numbers

HMDB35718

Metabolite Identification

Common Name

Isocyperol

Description

Isocyperol 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 Isocyperol.

Structure

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

HMDB0035718
     RDKit          3D
Isocyperol
 40 41  0  0  0  0  0  0  0  0999 V2000
    3.4719    1.1972    1.0300 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0570    0.5773   -0.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1249    0.1655   -1.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6317    0.2892   -0.2964 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4771   -1.1614   -0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0424   -1.3470   -1.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8593   -1.0459    0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6486   -2.1526    1.0840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2894   -1.1835   -0.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2619   -0.4602    0.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0610    1.0222    0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8222    1.6129   -0.6538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5984    1.2581    0.1311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2160    2.3110   -0.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6676    0.2705    0.7154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7507    0.7397    0.7895 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8069    1.5389    1.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5535    1.3842    1.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6028   -0.7332   -0.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6872   -0.0021   -2.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8841    0.9740   -1.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3701    0.8538   -1.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1118   -1.3459   -1.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7676   -1.8611    0.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1721   -0.7675   -2.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0819   -2.4183   -1.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2948   -2.0191    1.6334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5767   -3.1002    0.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5114   -2.2012    1.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5761   -2.2345   -0.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3278   -0.6732   -1.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2791   -0.6880    0.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1798   -0.8469    1.4822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3479    1.5302    1.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9239    2.5668   -0.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9625    3.0088   -0.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1960    2.5824   -0.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0222    0.1326    1.7822 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2026    0.3893    1.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7447    1.8376    0.8543 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  2  3
 13 15  1  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
 15 38  1  0
 16 39  1  0
 16 40  1  0
M  END


  Mrv0541 05061308402D          

 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  2  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  1  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>
HMDB0035718

> <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,1,3,5-9H2,2,4H3

> <INCHI_KEY>
CZFHAODYOVXPIQ-UHFFFAOYSA-N

> <FORMULA>
C15H24O

> <MOLECULAR_WEIGHT>
220.3505

> <EXACT_MASS>
220.18271539

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.925746212591367

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4a-methyl-1-methylidene-7-(prop-1-en-2-yl)-decahydronaphthalen-2-ol

> <ALOGPS_LOGP>
3.86

> <JCHEM_LOGP>
3.3464319950000005

> <ALOGPS_LOGS>
-3.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.095872944711108

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4446651739833616

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
67.8954

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.37e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4a-methyl-1-methylidene-7-(prop-1-en-2-yl)-octahydronaphthalen-2-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035718
     RDKit          3D
Isocyperol
 40 41  0  0  0  0  0  0  0  0999 V2000
    3.4719    1.1972    1.0300 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0570    0.5773   -0.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1249    0.1655   -1.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6317    0.2892   -0.2964 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4771   -1.1614   -0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0424   -1.3470   -1.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8593   -1.0459    0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6486   -2.1526    1.0840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2894   -1.1835   -0.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2619   -0.4602    0.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0610    1.0222    0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8222    1.6129   -0.6538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5984    1.2581    0.1311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2160    2.3110   -0.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6676    0.2705    0.7154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7507    0.7397    0.7895 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8069    1.5389    1.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5535    1.3842    1.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6028   -0.7332   -0.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6872   -0.0021   -2.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8841    0.9740   -1.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3701    0.8538   -1.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1118   -1.3459   -1.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7676   -1.8611    0.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1721   -0.7675   -2.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0819   -2.4183   -1.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2948   -2.0191    1.6334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5767   -3.1002    0.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5114   -2.2012    1.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5761   -2.2345   -0.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3278   -0.6732   -1.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2791   -0.6880    0.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1798   -0.8469    1.4822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3479    1.5302    1.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9239    2.5668   -0.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9625    3.0088   -0.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1960    2.5824   -0.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0222    0.1326    1.7822 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2026    0.3893    1.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7447    1.8376    0.8543 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  2  3
 13 15  1  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
 15 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    HMDB0035718
HETATM    1  C1  UNL     1       3.472   1.197   1.030  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.057   0.577  -0.054  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.125   0.165  -1.043  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.632   0.289  -0.296  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.477  -1.161  -0.671  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.042  -1.347  -1.099  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.859  -1.046   0.041  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.649  -2.153   1.084  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.289  -1.183  -0.449  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.262  -0.460   0.450  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.061   1.022   0.351  1.00  0.00           C  
HETATM   12  O1  UNL     1      -3.822   1.613  -0.654  1.00  0.00           O  
HETATM   13  C12 UNL     1      -1.598   1.258   0.131  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.216   2.311  -0.556  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.668   0.271   0.715  1.00  0.00           C  
HETATM   16  C15 UNL     1       0.751   0.740   0.789  1.00  0.00           C  
HETATM   17  H1  UNL     1       2.807   1.539   1.805  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.553   1.384   1.167  1.00  0.00           H  
HETATM   19  H3  UNL     1       4.603  -0.733  -0.612  1.00  0.00           H  
HETATM   20  H4  UNL     1       3.687  -0.002  -2.037  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.884   0.974  -1.058  1.00  0.00           H  
HETATM   22  H6  UNL     1       1.370   0.854  -1.246  1.00  0.00           H  
HETATM   23  H7  UNL     1       2.112  -1.346  -1.562  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.768  -1.861   0.106  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.172  -0.767  -2.014  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.082  -2.418  -1.359  1.00  0.00           H  
HETATM   27  H11 UNL     1       0.295  -2.019   1.633  1.00  0.00           H  
HETATM   28  H12 UNL     1      -0.577  -3.100   0.507  1.00  0.00           H  
HETATM   29  H13 UNL     1      -1.511  -2.201   1.779  1.00  0.00           H  
HETATM   30  H14 UNL     1      -2.576  -2.235  -0.543  1.00  0.00           H  
HETATM   31  H15 UNL     1      -2.328  -0.673  -1.444  1.00  0.00           H  
HETATM   32  H16 UNL     1      -4.279  -0.688   0.068  1.00  0.00           H  
HETATM   33  H17 UNL     1      -3.180  -0.847   1.482  1.00  0.00           H  
HETATM   34  H18 UNL     1      -3.348   1.530   1.313  1.00  0.00           H  
HETATM   35  H19 UNL     1      -3.924   2.567  -0.417  1.00  0.00           H  
HETATM   36  H20 UNL     1      -1.963   3.009  -0.964  1.00  0.00           H  
HETATM   37  H21 UNL     1      -0.196   2.582  -0.777  1.00  0.00           H  
HETATM   38  H22 UNL     1      -1.022   0.133   1.782  1.00  0.00           H  
HETATM   39  H23 UNL     1       1.203   0.389   1.768  1.00  0.00           H  
HETATM   40  H24 UNL     1       0.745   1.838   0.854  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   14   15
CONECT   14   36   37
CONECT   15   16   38
CONECT   16   39   40
END

HMDB0035718
     RDKit          3D
Isocyperol
 40 41  0  0  0  0  0  0  0  0999 V2000
    3.4719    1.1972    1.0300 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0570    0.5773   -0.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1249    0.1655   -1.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6317    0.2892   -0.2964 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4771   -1.1614   -0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0424   -1.3470   -1.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8593   -1.0459    0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6486   -2.1526    1.0840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2894   -1.1835   -0.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2619   -0.4602    0.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0610    1.0222    0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8222    1.6129   -0.6538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5984    1.2581    0.1311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2160    2.3110   -0.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6676    0.2705    0.7154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7507    0.7397    0.7895 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8069    1.5389    1.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5535    1.3842    1.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6028   -0.7332   -0.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6872   -0.0021   -2.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8841    0.9740   -1.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3701    0.8538   -1.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1118   -1.3459   -1.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7676   -1.8611    0.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1721   -0.7675   -2.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0819   -2.4183   -1.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2948   -2.0191    1.6334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5767   -3.1002    0.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5114   -2.2012    1.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5761   -2.2345   -0.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3278   -0.6732   -1.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2791   -0.6880    0.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1798   -0.8469    1.4822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3479    1.5302    1.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9239    2.5668   -0.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9625    3.0088   -0.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1960    2.5824   -0.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0222    0.1326    1.7822 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2026    0.3893    1.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7447    1.8376    0.8543 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  2  3
 13 15  1  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
 15 38  1  0
 16 39  1  0
 16 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-Eudesma-4(14),11-dien-3alpha-ol	HMDB
2-iodo-N-Phenylpropanamide	HMDB
[2R-(2alpha,4Abeta,7beta,8aalpha)]-decahydro-4a-methyl-1-methylene-7-(1-methylethenyl)-2-naphthalenol	HMDB
Isocyperol	MeSH

Chemical Formula

C₁₅H₂₄O

Average Molecular Weight

220.3505

Monoisotopic Molecular Weight

220.18271539

IUPAC Name

4a-methyl-1-methylidene-7-(prop-1-en-2-yl)-decahydronaphthalen-2-ol

Traditional Name

4a-methyl-1-methylidene-7-(prop-1-en-2-yl)-octahydronaphthalen-2-ol

CAS Registry Number

20085-00-1

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,1,3,5-9H2,2,4H3

InChI Key

CZFHAODYOVXPIQ-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
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	308.64 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	8.12 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.467 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.044 g/L	ALOGPS
logP	3.86	ALOGPS
logP	3.35	ChemAxon
logS	-3.7	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	67.9 m³·mol⁻¹	ChemAxon
Polarizability	26.93 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]+	151.77	31661259
DarkChem	[M-H]-	148.192	31661259
DeepCCS	[M+H]+	154.219	30932474
DeepCCS	[M-H]-	151.861	30932474
DeepCCS	[M-2H]-	185.42	30932474
DeepCCS	[M+Na]+	160.363	30932474
AllCCS	[M+H]+	154.0	32859911
AllCCS	[M+H-H2O]+	150.2	32859911
AllCCS	[M+NH4]+	157.6	32859911
AllCCS	[M+Na]+	158.6	32859911
AllCCS	[M-H]-	159.6	32859911
AllCCS	[M+Na-2H]-	160.2	32859911
AllCCS	[M+HCOO]-	160.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isocyperol	CC(=C)C1CCC2(C)CCC(O)C(=C)C2C1	2290.9	Standard polar	33892256
Isocyperol	CC(=C)C1CCC2(C)CCC(O)C(=C)C2C1	1668.3	Standard non polar	33892256
Isocyperol	CC(=C)C1CCC2(C)CCC(O)C(=C)C2C1	1692.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isocyperol,1TMS,isomer #1	C=C(C)C1CCC2(C)CCC(O[Si](C)(C)C)C(=C)C2C1	1772.8	Semi standard non polar	33892256
Isocyperol,1TBDMS,isomer #1	C=C(C)C1CCC2(C)CCC(O[Si](C)(C)C(C)(C)C)C(=C)C2C1	2016.9	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 - Isocyperol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f6x-1920000000-29d1e6ab14314b0e792b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isocyperol GC-MS (1 TMS) - 70eV, Positive	splash10-03fr-3290000000-710d288016d87252e488	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isocyperol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isocyperol 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 - Isocyperol 10V, Positive-QTOF	splash10-0uk9-0290000000-362fc6a36e84527b18e3	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isocyperol 20V, Positive-QTOF	splash10-0w99-2940000000-78acdcdf56729d04e876	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isocyperol 40V, Positive-QTOF	splash10-02tl-6900000000-04e4def4a7b2aa7d8bdc	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isocyperol 10V, Negative-QTOF	splash10-014i-0090000000-579c5e6f2c049ebad78e	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isocyperol 20V, Negative-QTOF	splash10-014i-0090000000-68b3231296dbc6fa3049	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isocyperol 40V, Negative-QTOF	splash10-0udr-2940000000-89c5603e1921f51ab865	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isocyperol 10V, Positive-QTOF	splash10-03di-0920000000-1edf5150b7be38d8f2c2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isocyperol 20V, Positive-QTOF	splash10-0irr-2910000000-753e7f9eae999e86f990	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isocyperol 40V, Positive-QTOF	splash10-016u-9300000000-11e1c68e7576b9c0ab36	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isocyperol 10V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isocyperol 20V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isocyperol 40V, Negative-QTOF	splash10-0gb9-0490000000-988e6365402adecdd7ef	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

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

14076603

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1058921

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 Isocyperol (HMDB0035718)

MOL for HMDB0035718 (Isocyperol)

3D MOL for HMDB0035718 (Isocyperol)

3D SDF for HMDB0035718 (Isocyperol)

3D-SDF for HMDB0035718 (Isocyperol)

PDB for HMDB0035718 (Isocyperol)

3D PDB for HMDB0035718 (Isocyperol)

SMILES for HMDB0035718 (Isocyperol)

INCHI for HMDB0035718 (Isocyperol)

Structure for HMDB0035718 (Isocyperol)

3D Structure for HMDB0035718 (Isocyperol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra