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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:53:09 UTC

Update Date

2022-03-07 02:54:17 UTC

HMDB ID

HMDB0034951

Secondary Accession Numbers

HMDB34951

Metabolite Identification

Common Name

Valerianol

Description

Valerianol, also known as jinkoh-eremol, belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. Based on a literature review a small amount of articles have been published on Valerianol.

Structure

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

HMDB0034951
     RDKit          3D
Valerianol
 42 43  0  0  0  0  0  0  0  0999 V2000
   -1.7980    2.3845    0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1696    0.9305    0.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7695    0.5862   -1.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2733   -0.8226   -1.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1600   -1.7188   -0.6322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1606   -1.3270    0.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0857   -2.2988    0.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2095   -1.7521   -0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2113   -0.3412   -0.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6573    0.1665   -0.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2279    0.0797    0.9826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7521    1.5957   -0.8681 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4594   -0.6226   -1.2412 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3114    0.5909    0.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9976    0.0378    0.6824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9453   -0.1048    2.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0031    2.6506    1.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6992    2.9911    0.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5447    2.7004   -0.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9950    0.8141    1.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0187    0.6858   -1.8138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6435    1.2619   -1.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0820   -0.9780   -0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6199   -1.0916   -2.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1711   -2.7598   -0.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0922   -2.4395    1.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3096   -3.3187    0.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5359   -2.3880   -0.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9815   -1.9825    0.7558 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9669   -0.3082   -1.5669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4542    0.0342    1.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9609   -0.7720    1.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8293    0.9872    1.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6458    2.3016    0.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0277    1.8303   -1.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8100    1.7449   -1.2109 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4045   -1.5472   -0.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0753    1.4458   -0.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8552    1.0796    1.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1047   -0.1017    2.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4399    0.7737    2.6840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5021   -0.9978    2.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
  9 14  1  0
 14 15  1  0
 15 16  1  0
 15  2  1  0
 15  6  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
 11 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
M  END


  Mrv0541 05061308092D          

 16 17  0  0  0  0            999 V2000
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    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
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    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
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    1.7605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  9  8  1  0  0  0  0
 11  1  1  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14  2  1  0  0  0  0
 14  3  1  0  0  0  0
 14 13  1  0  0  0  0
 15  4  1  0  0  0  0
 15 10  1  0  0  0  0
 15 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034951

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC=C2CCC(CC12C)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O/c1-11-6-5-7-12-8-9-13(14(2,3)16)10-15(11,12)4/h7,11,13,16H,5-6,8-10H2,1-4H3

> <INCHI_KEY>
MQWIFDHBNGIVPO-UHFFFAOYSA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.3663

> <EXACT_MASS>
222.198365454

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
27.506623484572124

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.69

> <JCHEM_LOGP>
3.4737942476666666

> <ALOGPS_LOGS>
-3.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.288477512805468

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9230199358988872

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
69.43399999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.06e-02 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0034951
     RDKit          3D
Valerianol
 42 43  0  0  0  0  0  0  0  0999 V2000
   -1.7980    2.3845    0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1696    0.9305    0.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7695    0.5862   -1.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2733   -0.8226   -1.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1600   -1.7188   -0.6322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1606   -1.3270    0.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0857   -2.2988    0.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2095   -1.7521   -0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2113   -0.3412   -0.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6573    0.1665   -0.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2279    0.0797    0.9826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7521    1.5957   -0.8681 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4594   -0.6226   -1.2412 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3114    0.5909    0.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9976    0.0378    0.6824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9453   -0.1048    2.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0031    2.6506    1.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6992    2.9911    0.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5447    2.7004   -0.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9950    0.8141    1.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0187    0.6858   -1.8138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6435    1.2619   -1.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0820   -0.9780   -0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6199   -1.0916   -2.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1711   -2.7598   -0.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0922   -2.4395    1.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3096   -3.3187    0.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5359   -2.3880   -0.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9815   -1.9825    0.7558 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9669   -0.3082   -1.5669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4542    0.0342    1.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9609   -0.7720    1.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8293    0.9872    1.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6458    2.3016    0.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0277    1.8303   -1.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8100    1.7449   -1.2109 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4045   -1.5472   -0.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0753    1.4458   -0.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8552    1.0796    1.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1047   -0.1017    2.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4399    0.7737    2.6840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5021   -0.9978    2.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
  9 14  1  0
 14 15  1  0
 15 16  1  0
 15  2  1  0
 15  6  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
 11 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  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   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.565   5.954   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.105   3.286   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   14                                                            
CONECT    3   14                                                            
CONECT    4   15                                                            
CONECT    5    6    7                                                       
CONECT    6    5   11                                                       
CONECT    7    5   12                                                       
CONECT    8    9   12                                                       
CONECT    9    8   13                                                       
CONECT   10   13   15                                                       
CONECT   11    1    6   15                                                  
CONECT   12    7    8   15                                                  
CONECT   13    9   10   14                                                  
CONECT   14    2    3   13   16                                             
CONECT   15    4   10   11   12                                             
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0034951
HETATM    1  C1  UNL     1      -1.798   2.384   0.313  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.170   0.930   0.355  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.770   0.586  -1.006  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.273  -0.823  -1.010  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.160  -1.719  -0.632  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.161  -1.327   0.116  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.086  -2.299   0.444  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.210  -1.752  -0.034  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.211  -0.341  -0.463  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.657   0.166  -0.393  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.228   0.080   0.983  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.752   1.596  -0.868  1.00  0.00           C  
HETATM   13  O1  UNL     1       3.459  -0.623  -1.241  1.00  0.00           O  
HETATM   14  C13 UNL     1       0.311   0.591   0.230  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.998   0.038   0.682  1.00  0.00           C  
HETATM   16  C15 UNL     1      -0.945  -0.105   2.191  1.00  0.00           C  
HETATM   17  H1  UNL     1      -1.003   2.651   1.025  1.00  0.00           H  
HETATM   18  H2  UNL     1      -2.699   2.991   0.582  1.00  0.00           H  
HETATM   19  H3  UNL     1      -1.545   2.700  -0.739  1.00  0.00           H  
HETATM   20  H4  UNL     1      -2.995   0.814   1.088  1.00  0.00           H  
HETATM   21  H5  UNL     1      -2.019   0.686  -1.814  1.00  0.00           H  
HETATM   22  H6  UNL     1      -3.644   1.262  -1.138  1.00  0.00           H  
HETATM   23  H7  UNL     1      -4.082  -0.978  -0.260  1.00  0.00           H  
HETATM   24  H8  UNL     1      -3.620  -1.092  -2.019  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.171  -2.760  -0.995  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.092  -2.440   1.561  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.310  -3.319   0.032  1.00  0.00           H  
HETATM   28  H12 UNL     1       1.536  -2.388  -0.910  1.00  0.00           H  
HETATM   29  H13 UNL     1       1.981  -1.983   0.756  1.00  0.00           H  
HETATM   30  H14 UNL     1       0.967  -0.308  -1.567  1.00  0.00           H  
HETATM   31  H15 UNL     1       2.454   0.034   1.779  1.00  0.00           H  
HETATM   32  H16 UNL     1       3.961  -0.772   1.089  1.00  0.00           H  
HETATM   33  H17 UNL     1       3.829   0.987   1.198  1.00  0.00           H  
HETATM   34  H18 UNL     1       2.646   2.302   0.007  1.00  0.00           H  
HETATM   35  H19 UNL     1       2.028   1.830  -1.668  1.00  0.00           H  
HETATM   36  H20 UNL     1       3.810   1.745  -1.211  1.00  0.00           H  
HETATM   37  H21 UNL     1       3.405  -1.547  -0.903  1.00  0.00           H  
HETATM   38  H22 UNL     1       0.075   1.446  -0.470  1.00  0.00           H  
HETATM   39  H23 UNL     1       0.855   1.080   1.074  1.00  0.00           H  
HETATM   40  H24 UNL     1       0.105  -0.102   2.570  1.00  0.00           H  
HETATM   41  H25 UNL     1      -1.440   0.774   2.684  1.00  0.00           H  
HETATM   42  H26 UNL     1      -1.502  -0.998   2.540  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   15   20
CONECT    3    4   21   22
CONECT    4    5   23   24
CONECT    5    6    6   25
CONECT    6    7   15
CONECT    7    8   26   27
CONECT    8    9   28   29
CONECT    9   10   14   30
CONECT   10   11   12   13
CONECT   11   31   32   33
CONECT   12   34   35   36
CONECT   13   37
CONECT   14   15   38   39
CONECT   15   16
CONECT   16   40   41   42
END

HMDB0034951
     RDKit          3D
Valerianol
 42 43  0  0  0  0  0  0  0  0999 V2000
   -1.7980    2.3845    0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1696    0.9305    0.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7695    0.5862   -1.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2733   -0.8226   -1.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1600   -1.7188   -0.6322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1606   -1.3270    0.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0857   -2.2988    0.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2095   -1.7521   -0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2113   -0.3412   -0.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6573    0.1665   -0.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2279    0.0797    0.9826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7521    1.5957   -0.8681 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4594   -0.6226   -1.2412 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3114    0.5909    0.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9976    0.0378    0.6824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9453   -0.1048    2.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0031    2.6506    1.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6992    2.9911    0.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5447    2.7004   -0.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9950    0.8141    1.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0187    0.6858   -1.8138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6435    1.2619   -1.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0820   -0.9780   -0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6199   -1.0916   -2.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1711   -2.7598   -0.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0922   -2.4395    1.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3096   -3.3187    0.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5359   -2.3880   -0.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9815   -1.9825    0.7558 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9669   -0.3082   -1.5669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4542    0.0342    1.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9609   -0.7720    1.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8293    0.9872    1.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6458    2.3016    0.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0277    1.8303   -1.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8100    1.7449   -1.2109 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4045   -1.5472   -0.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0753    1.4458   -0.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8552    1.0796    1.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1047   -0.1017    2.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4399    0.7737    2.6840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5021   -0.9978    2.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
  9 14  1  0
 14 15  1  0
 15 16  1  0
 15  2  1  0
 15  6  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
 11 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Jinkoh-eremol	MeSH
Jinkoheremol	MeSH
Jinkoheremol, (2R-(2alpha,8alpha,8aalpha))-isomer	MeSH
Jinkoheremol, (2R-(2alpha,8beta,8abeta))-isomer	MeSH
(+)-Valerianol	HMDB
Kusenol	HMDB
Kusunol	HMDB

Chemical Formula

C₁₅H₂₆O

Average Molecular Weight

222.3663

Monoisotopic Molecular Weight

222.198365454

IUPAC Name

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

Traditional Name

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

CAS Registry Number

20489-45-6

SMILES

CC1CCC=C2CCC(CC12C)C(C)(C)O

InChI Identifier

InChI=1S/C15H26O/c1-11-6-5-7-12-8-9-13(14(2,3)16)10-15(11,12)4/h7,11,13,16H,5-6,8-10H2,1-4H3

InChI Key

MQWIFDHBNGIVPO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids

Alternative Parents

Substituents

Eremophilane sesquiterpenoid
Tertiary 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: HMDB0034951)

Source

Endogenous

Endogenous (HMDB: HMDB0034951)

Plant

Plant (HMDB: HMDB0034951)

Animal

Animal (HMDB: HMDB0034951)

Exogenous

Food

Food (HMDB: HMDB0034951)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Exogenous (HMDB: HMDB0034951)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0034951)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0034951)

Lipid metabolism pathway (HMDB: HMDB0034951)

Cellular process

Cell signaling (HMDB: HMDB0034951)

Biochemical process

Lipid transport (HMDB: HMDB0034951)

Role

Biological role

Energy source (HMDB: HMDB0034951)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034951)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	309.00 to 310.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	8.51 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.637 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.041 g/L	ALOGPS
logP	4.69	ALOGPS
logP	3.47	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	19.29	ChemAxon
pKa (Strongest Basic)	-0.92	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	27.51 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]+	153.377	31661259
DarkChem	[M-H]-	151.923	31661259
DeepCCS	[M-2H]-	188.773	30932474
DeepCCS	[M+Na]+	163.739	30932474
AllCCS	[M+H]+	153.3	32859911
AllCCS	[M+H-H2O]+	149.5	32859911
AllCCS	[M+NH4]+	156.8	32859911
AllCCS	[M+Na]+	157.8	32859911
AllCCS	[M-H]-	161.9	32859911
AllCCS	[M+Na-2H]-	162.6	32859911
AllCCS	[M+HCOO]-	163.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.56 minutes	32390414
Predicted by Siyang on May 30, 2022	18.9629 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.23 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2498.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	613.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	223.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	310.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	415.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	868.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	889.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	105.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1518.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	479.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1465.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	615.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	431.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	522.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	667.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Valerianol	CC1CCC=C2CCC(CC12C)C(C)(C)O	2238.2	Standard polar	33892256
Valerianol	CC1CCC=C2CCC(CC12C)C(C)(C)O	1630.3	Standard non polar	33892256
Valerianol	CC1CCC=C2CCC(CC12C)C(C)(C)O	1653.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Valerianol,1TMS,isomer #1	CC1CCC=C2CCC(C(C)(C)O[Si](C)(C)C)CC21C	1804.6	Semi standard non polar	33892256
Valerianol,1TBDMS,isomer #1	CC1CCC=C2CCC(C(C)(C)O[Si](C)(C)C(C)(C)C)CC21C	2069.1	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 - Valerianol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-3920000000-302e7f194bb5c5592cff	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valerianol GC-MS (1 TMS) - 70eV, Positive	splash10-00b9-5690000000-ae9144ae0681b3064c33	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valerianol 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 - Valerianol 10V, Positive-QTOF	splash10-0ab9-0390000000-fba11ae22401723b2cdb	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valerianol 20V, Positive-QTOF	splash10-0609-2930000000-f8b770f1bf00134bd98f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valerianol 40V, Positive-QTOF	splash10-00kr-7900000000-b691fc6cc3fd45ff2e5e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valerianol 10V, Negative-QTOF	splash10-00di-0090000000-0552c8fe20297df08d79	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valerianol 20V, Negative-QTOF	splash10-0229-0490000000-a7ab5f2784ca432b94bc	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valerianol 40V, Negative-QTOF	splash10-08ms-1930000000-b489d33200be2f927908	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valerianol 10V, Negative-QTOF	splash10-00di-0090000000-ab61d8a2af41e6ed2e49	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valerianol 20V, Negative-QTOF	splash10-00di-0090000000-ab61d8a2af41e6ed2e49	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valerianol 40V, Negative-QTOF	splash10-014i-0390000000-6d7664f4b8d552ceb830	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valerianol 10V, Positive-QTOF	splash10-0bt9-0790000000-32b186dbad9d6da3434f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valerianol 20V, Positive-QTOF	splash10-0a4i-5940000000-a7aaedf2beeddb073920	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valerianol 40V, Positive-QTOF	splash10-006x-9500000000-206929d8dd6b483b5297	2021-09-24	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

FDB013544

KNApSAcK ID

C00016999

Chemspider ID

129483

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146808

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1055571

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 Valerianol (HMDB0034951)

MOL for HMDB0034951 (Valerianol)

3D MOL for HMDB0034951 (Valerianol)

3D SDF for HMDB0034951 (Valerianol)

3D-SDF for HMDB0034951 (Valerianol)

PDB for HMDB0034951 (Valerianol)

3D PDB for HMDB0034951 (Valerianol)

SMILES for HMDB0034951 (Valerianol)

INCHI for HMDB0034951 (Valerianol)

Structure for HMDB0034951 (Valerianol)

3D Structure for HMDB0034951 (Valerianol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra