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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:54:33 UTC

Update Date

2022-03-07 02:54:40 UTC

HMDB ID

HMDB0035868

Secondary Accession Numbers

HMDB35868

Metabolite Identification

Common Name

Rosifoliol

Description

Rosifoliol 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 Rosifoliol.

Structure

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

HMDB0035868
     RDKit          3D
Rosifoliol
 42 43  0  0  0  0  0  0  0  0999 V2000
   -1.5431   -2.5720   -1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7937   -1.5240    0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1837   -0.9358   -0.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3310    0.0563    1.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3943    1.2012    0.9933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1244    0.9996    0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3619    1.7036   -1.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0429    1.7655    0.8967 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3347    1.3383    0.6185 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5013    0.2680   -0.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8854   -0.3915   -0.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0558   -1.0093    1.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9674    0.6119   -0.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8871   -1.4306   -1.2400 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4561   -0.7681   -0.3270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7873   -0.4080   -0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0364   -2.1288   -1.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8697   -3.3757   -0.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5115   -3.0586   -1.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6818   -1.9848    1.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4115   -0.5479   -1.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8938   -1.7672    0.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2449   -0.5181    1.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3832    0.4671    1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1328    1.4410    2.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9272    2.1357    0.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4403    1.6748   -1.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7927    1.2308   -1.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1172    2.7772   -1.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1672    2.8496    0.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2708    1.7599    1.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9730    2.2071    0.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7960    0.9774    1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4910    0.7517   -1.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6289   -1.9511    0.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5549   -0.3079    1.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0282   -1.2760    1.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6113    1.4680   -1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3532    1.0915    0.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8473    0.1788   -1.0856 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3592   -1.1731   -2.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7123   -1.8265   -0.5096 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  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 10 15  1  0
 15 16  2  0
 16  2  1  0
 16  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
  5 26  1  0
  7 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 12 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
M  END


  Mrv0541 05061308452D          

 16 17  0  0  0  0            999 V2000
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138    0.3020    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
    1.4289    0.0000    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
    3.5724   -0.4125    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
    4.2868    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
    5.0013   -0.4125    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
    4.5888   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  5  1  0  0  0  0
  9  7  1  0  0  0  0
 11  1  1  0  0  0  0
 11  6  1  0  0  0  0
 12  7  1  0  0  0  0
 12 10  1  0  0  0  0
 13 10  2  0  0  0  0
 13 11  1  0  0  0  0
 14  2  1  0  0  0  0
 14  3  1  0  0  0  0
 14 12  1  0  0  0  0
 15  4  1  0  0  0  0
 15  8  1  0  0  0  0
 15  9  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035868

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCCC2(C)CCC(C=C12)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O/c1-11-6-5-8-15(4)9-7-12(10-13(11)15)14(2,3)16/h10-12,16H,5-9H2,1-4H3

> <INCHI_KEY>
SRHDLIDOZXPROB-UHFFFAOYSA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.3663

> <EXACT_MASS>
222.198365454

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
27.337995011004637

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.80

> <JCHEM_LOGP>
3.4737942476666666

> <ALOGPS_LOGS>
-3.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.17219588700168

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9738815190254647

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
69.43399999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.95e-02 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035868
     RDKit          3D
Rosifoliol
 42 43  0  0  0  0  0  0  0  0999 V2000
   -1.5431   -2.5720   -1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7937   -1.5240    0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1837   -0.9358   -0.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3310    0.0563    1.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3943    1.2012    0.9933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1244    0.9996    0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3619    1.7036   -1.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0429    1.7655    0.8967 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3347    1.3383    0.6185 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5013    0.2680   -0.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8854   -0.3915   -0.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0558   -1.0093    1.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9674    0.6119   -0.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8871   -1.4306   -1.2400 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4561   -0.7681   -0.3270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7873   -0.4080   -0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0364   -2.1288   -1.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8697   -3.3757   -0.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5115   -3.0586   -1.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6818   -1.9848    1.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4115   -0.5479   -1.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8938   -1.7672    0.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2449   -0.5181    1.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3832    0.4671    1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1328    1.4410    2.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9272    2.1357    0.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4403    1.6748   -1.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7927    1.2308   -1.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1172    2.7772   -1.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1672    2.8496    0.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2708    1.7599    1.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9730    2.2071    0.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7960    0.9774    1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4910    0.7517   -1.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6289   -1.9511    0.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5549   -0.3079    1.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0282   -1.2760    1.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6113    1.4680   -1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3532    1.0915    0.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8473    0.1788   -1.0856 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3592   -1.1731   -2.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7123   -1.8265   -0.5096 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  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 10 15  1  0
 15 16  2  0
 16  2  1  0
 16  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
  5 26  1  0
  7 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 12 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 15 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       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.106   0.564   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       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   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       9.336  -0.770   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       8.566  -2.104   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   14                                                            
CONECT    3   14                                                            
CONECT    4   15                                                            
CONECT    5    6    8                                                       
CONECT    6    5   11                                                       
CONECT    7    9   12                                                       
CONECT    8    5   15                                                       
CONECT    9    7   15                                                       
CONECT   10   12   13                                                       
CONECT   11    1    6   13                                                  
CONECT   12    7   10   14                                                  
CONECT   13   10   11   15                                                  
CONECT   14    2    3   12   16                                             
CONECT   15    4    8    9   13                                             
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0035868
HETATM    1  C1  UNL     1      -1.543  -2.572  -1.022  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.794  -1.524   0.012  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.184  -0.936  -0.084  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.331   0.056   1.017  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.394   1.201   0.993  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.124   1.000   0.200  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.362   1.704  -1.144  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.043   1.765   0.897  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.335   1.338   0.618  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.501   0.268  -0.398  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.885  -0.391  -0.310  1.00  0.00           C  
HETATM   12  C12 UNL     1       3.056  -1.009   1.078  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.967   0.612  -0.574  1.00  0.00           C  
HETATM   14  O1  UNL     1       2.887  -1.431  -1.240  1.00  0.00           O  
HETATM   15  C14 UNL     1       0.456  -0.768  -0.327  1.00  0.00           C  
HETATM   16  C15 UNL     1      -0.787  -0.408  -0.042  1.00  0.00           C  
HETATM   17  H1  UNL     1      -1.036  -2.129  -1.904  1.00  0.00           H  
HETATM   18  H2  UNL     1      -0.870  -3.376  -0.643  1.00  0.00           H  
HETATM   19  H3  UNL     1      -2.511  -3.059  -1.328  1.00  0.00           H  
HETATM   20  H4  UNL     1      -1.682  -1.985   1.015  1.00  0.00           H  
HETATM   21  H5  UNL     1      -3.412  -0.548  -1.083  1.00  0.00           H  
HETATM   22  H6  UNL     1      -3.894  -1.767   0.109  1.00  0.00           H  
HETATM   23  H7  UNL     1      -3.245  -0.518   1.986  1.00  0.00           H  
HETATM   24  H8  UNL     1      -4.383   0.467   1.056  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.133   1.441   2.067  1.00  0.00           H  
HETATM   26  H10 UNL     1      -2.927   2.136   0.648  1.00  0.00           H  
HETATM   27  H11 UNL     1      -2.440   1.675  -1.410  1.00  0.00           H  
HETATM   28  H12 UNL     1      -0.793   1.231  -1.959  1.00  0.00           H  
HETATM   29  H13 UNL     1      -1.117   2.777  -1.010  1.00  0.00           H  
HETATM   30  H14 UNL     1      -0.167   2.850   0.612  1.00  0.00           H  
HETATM   31  H15 UNL     1      -0.271   1.760   2.000  1.00  0.00           H  
HETATM   32  H16 UNL     1       1.973   2.207   0.320  1.00  0.00           H  
HETATM   33  H17 UNL     1       1.796   0.977   1.581  1.00  0.00           H  
HETATM   34  H18 UNL     1       1.491   0.752  -1.415  1.00  0.00           H  
HETATM   35  H19 UNL     1       3.629  -1.951   0.980  1.00  0.00           H  
HETATM   36  H20 UNL     1       3.555  -0.308   1.767  1.00  0.00           H  
HETATM   37  H21 UNL     1       2.028  -1.276   1.411  1.00  0.00           H  
HETATM   38  H22 UNL     1       3.611   1.468  -1.203  1.00  0.00           H  
HETATM   39  H23 UNL     1       4.353   1.092   0.362  1.00  0.00           H  
HETATM   40  H24 UNL     1       4.847   0.179  -1.086  1.00  0.00           H  
HETATM   41  H25 UNL     1       2.359  -1.173  -2.040  1.00  0.00           H  
HETATM   42  H26 UNL     1       0.712  -1.826  -0.510  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   16   20
CONECT    3    4   21   22
CONECT    4    5   23   24
CONECT    5    6   25   26
CONECT    6    7    8   16
CONECT    7   27   28   29
CONECT    8    9   30   31
CONECT    9   10   32   33
CONECT   10   11   15   34
CONECT   11   12   13   14
CONECT   12   35   36   37
CONECT   13   38   39   40
CONECT   14   41
CONECT   15   16   16   42
END

HMDB0035868
     RDKit          3D
Rosifoliol
 42 43  0  0  0  0  0  0  0  0999 V2000
   -1.5431   -2.5720   -1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7937   -1.5240    0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1837   -0.9358   -0.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3310    0.0563    1.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3943    1.2012    0.9933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1244    0.9996    0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3619    1.7036   -1.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0429    1.7655    0.8967 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3347    1.3383    0.6185 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5013    0.2680   -0.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8854   -0.3915   -0.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0558   -1.0093    1.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9674    0.6119   -0.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8871   -1.4306   -1.2400 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4561   -0.7681   -0.3270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7873   -0.4080   -0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0364   -2.1288   -1.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8697   -3.3757   -0.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5115   -3.0586   -1.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6818   -1.9848    1.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4115   -0.5479   -1.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8938   -1.7672    0.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2449   -0.5181    1.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3832    0.4671    1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1328    1.4410    2.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9272    2.1357    0.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4403    1.6748   -1.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7927    1.2308   -1.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1172    2.7772   -1.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1672    2.8496    0.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2708    1.7599    1.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9730    2.2071    0.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7960    0.9774    1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4910    0.7517   -1.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6289   -1.9511    0.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5549   -0.3079    1.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0282   -1.2760    1.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6113    1.4680   -1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3532    1.0915    0.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8473    0.1788   -1.0856 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3592   -1.1731   -2.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7123   -1.8265   -0.5096 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  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 10 15  1  0
 15 16  2  0
 16  2  1  0
 16  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
  5 26  1  0
  7 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 12 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+)-Rosifoliol	HMDB
[2R-(2alpha,4Abeta,8beta)]- 2,3,4,4a,5,6,7,8-octahydro-alpha,alpha,4a,8-tetramethyl-2-naphthalenemethanol	HMDB

Chemical Formula

C₁₅H₂₆O

Average Molecular Weight

222.3663

Monoisotopic Molecular Weight

222.198365454

IUPAC Name

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

Traditional Name

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

CAS Registry Number

63891-61-2

SMILES

CC1CCCC2(C)CCC(C=C12)C(C)(C)O

InChI Identifier

InChI=1S/C15H26O/c1-11-6-5-8-15(4)9-7-12(10-13(11)15)14(2,3)16/h10-12,16H,5-9H2,1-4H3

InChI Key

SRHDLIDOZXPROB-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
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

Cytoplasm (HMDB: HMDB0035868)
Cell membrane (HMDB: HMDB0035868)

Cellular substructure

Extracellular (HMDB: HMDB0035868)
Membrane (HMDB: HMDB0035868)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035868)

Source

Endogenous

Endogenous (HMDB: HMDB0035868)

Plant

Plant (HMDB: HMDB0035868)

Animal

Animal (HMDB: HMDB0035868)

Exogenous

Food

Food (HMDB: HMDB0035868)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035868)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035868)

Cellular process

Cell signaling (HMDB: HMDB0035868)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035868)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035868)

Nutrient

Nutrient (HMDB: HMDB0035868)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035868)

Emulsifier (HMDB: HMDB0035868)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	84 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	8.51 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.04 g/L	ALOGPS
logP	4.8	ALOGPS
logP	3.47	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	19.17	ChemAxon
pKa (Strongest Basic)	-0.97	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	27.34 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]+	154.53	31661259
DarkChem	[M-H]-	150.949	31661259
DeepCCS	[M-2H]-	193.112	30932474
DeepCCS	[M+Na]+	168.251	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]-	161.8	32859911
AllCCS	[M+Na-2H]-	162.5	32859911
AllCCS	[M+HCOO]-	163.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Rosifoliol	CC1CCCC2(C)CCC(C=C12)C(C)(C)O	2231.2	Standard polar	33892256
Rosifoliol	CC1CCCC2(C)CCC(C=C12)C(C)(C)O	1605.0	Standard non polar	33892256
Rosifoliol	CC1CCCC2(C)CCC(C=C12)C(C)(C)O	1610.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Rosifoliol,1TMS,isomer #1	CC1CCCC2(C)CCC(C(C)(C)O[Si](C)(C)C)C=C12	1755.9	Semi standard non polar	33892256
Rosifoliol,1TBDMS,isomer #1	CC1CCCC2(C)CCC(C(C)(C)O[Si](C)(C)C(C)(C)C)C=C12	2029.0	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 - Rosifoliol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-4920000000-b23b3f5273f3b7e55c92	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rosifoliol GC-MS (1 TMS) - 70eV, Positive	splash10-00ai-2790000000-1e16aa5aaeb7c433e3e2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rosifoliol 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 - Rosifoliol 10V, Positive-QTOF	splash10-0ab9-0290000000-a224107bcc54f252f9d5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosifoliol 20V, Positive-QTOF	splash10-0avr-3950000000-8dfb2481a3655448d13b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosifoliol 40V, Positive-QTOF	splash10-0673-9800000000-3bff9cdc733370668128	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosifoliol 10V, Negative-QTOF	splash10-00di-0190000000-a5ed41671666d7bd6e2f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosifoliol 20V, Negative-QTOF	splash10-0229-0590000000-0f146f9bdae1dbc92a93	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosifoliol 40V, Negative-QTOF	splash10-03dj-2920000000-a3008de9394c9cd47613	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosifoliol 10V, Negative-QTOF	splash10-00di-0090000000-ab61d8a2af41e6ed2e49	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosifoliol 20V, Negative-QTOF	splash10-00di-0090000000-ab61d8a2af41e6ed2e49	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosifoliol 40V, Negative-QTOF	splash10-00xr-0290000000-7ccd3b783727160d7f18	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosifoliol 10V, Positive-QTOF	splash10-00di-0390000000-bcfcbce9b04f96fcdf66	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosifoliol 20V, Positive-QTOF	splash10-00di-5920000000-9e285c26f323e70a9251	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosifoliol 40V, Positive-QTOF	splash10-0a4l-6900000000-a7662b3f73ac87174c36	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

FDB014648

KNApSAcK ID

C00012810

Chemspider ID

459536

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

527256

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1058741

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 Rosifoliol (HMDB0035868)

MOL for HMDB0035868 (Rosifoliol)

3D MOL for HMDB0035868 (Rosifoliol)

3D SDF for HMDB0035868 (Rosifoliol)

3D-SDF for HMDB0035868 (Rosifoliol)

PDB for HMDB0035868 (Rosifoliol)

3D PDB for HMDB0035868 (Rosifoliol)

SMILES for HMDB0035868 (Rosifoliol)

INCHI for HMDB0035868 (Rosifoliol)

Structure for HMDB0035868 (Rosifoliol)

3D Structure for HMDB0035868 (Rosifoliol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra