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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:54:37 UTC

Update Date

2022-03-07 02:54:40 UTC

HMDB ID

HMDB0035869

Secondary Accession Numbers

HMDB35869

Metabolite Identification

Common Name

alpha-Rotunol

Description

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

Structure

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

HMDB0035869
     RDKit          3D
alpha-Rotunol
 39 40  0  0  0  0  0  0  0  0999 V2000
    3.7301   -0.6617    0.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9420    0.1831    0.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4114    1.5582   -0.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6100   -0.2266   -0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2926   -1.6206    0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0863   -2.0665   -0.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1605   -1.0701   -0.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2733   -1.3464   -1.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7415   -1.3248    1.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3661   -0.1491    1.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7785   -0.2246    3.0378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5289    1.1049    1.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7447    1.3266    0.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9390    2.6345   -0.6153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7440    0.3543   -0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5862    0.5146   -1.7199 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5950    0.6878    0.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4434   -1.6857    0.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7406   -0.3905    0.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7743    2.2462    0.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3199    1.7767   -1.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4610    1.7033    0.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4466   -0.1257   -1.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4194   -1.7200    1.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0200   -2.3088   -0.4483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0354   -2.4033   -1.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2944   -3.0052    0.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9590   -2.1384   -0.7558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8703   -0.4312   -1.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733   -1.6089   -2.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5261   -2.1367    1.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9726   -1.7122    1.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2782    1.8440    1.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7432    2.4555   -1.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9836    2.9300   -1.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2430    3.4252    0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0778    1.3073   -1.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8467    1.7217   -0.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6532    0.5834    1.3566 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  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17  4  1  0
 15  7  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
M  END


  Mrv0541 05061308452D          

 17 18  0  0  0  0            999 V2000
    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
    3.5724    2.0625    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
    1.4289    0.0000    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    0.8250    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   -0.4125    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
    1.4289    0.8250    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
    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
    2.8579    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
 10  1  2  0  0  0  0
 10  2  1  0  0  0  0
 11  3  1  0  0  0  0
 11  7  2  0  0  0  0
 12  5  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13  7  1  0  0  0  0
 13  9  1  0  0  0  0
 14  4  1  0  0  0  0
 14  6  1  0  0  0  0
 14  9  1  0  0  0  0
 15  8  1  0  0  0  0
 15 11  1  0  0  0  0
 15 14  1  0  0  0  0
 16 13  2  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035869

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=C)C1CCC2(C)CC(=O)C=C(C)C2(O)C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O2/c1-10(2)12-5-6-14(4)9-13(16)7-11(3)15(14,17)8-12/h7,12,17H,1,5-6,8-9H2,2-4H3

> <INCHI_KEY>
WDFLKCAWQQMJCA-UHFFFAOYSA-N

> <FORMULA>
C15H22O2

> <MOLECULAR_WEIGHT>
234.334

> <EXACT_MASS>
234.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
26.922923192391814

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.46

> <JCHEM_LOGP>
2.6964445076666665

> <ALOGPS_LOGS>
-2.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.373229177447538

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.77158348225796

> <JCHEM_PKA_STRONGEST_BASIC>
-3.336105628296256

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
69.4446

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.65e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4a-hydroxy-4,8a-dimethyl-6-(prop-1-en-2-yl)-5,6,7,8-tetrahydro-1H-naphthalen-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035869
     RDKit          3D
alpha-Rotunol
 39 40  0  0  0  0  0  0  0  0999 V2000
    3.7301   -0.6617    0.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9420    0.1831    0.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4114    1.5582   -0.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6100   -0.2266   -0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2926   -1.6206    0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0863   -2.0665   -0.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1605   -1.0701   -0.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2733   -1.3464   -1.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7415   -1.3248    1.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3661   -0.1491    1.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7785   -0.2246    3.0378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5289    1.1049    1.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7447    1.3266    0.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9390    2.6345   -0.6153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7440    0.3543   -0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5862    0.5146   -1.7199 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5950    0.6878    0.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4434   -1.6857    0.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7406   -0.3905    0.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7743    2.2462    0.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3199    1.7767   -1.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4610    1.7033    0.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4466   -0.1257   -1.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4194   -1.7200    1.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0200   -2.3088   -0.4483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0354   -2.4033   -1.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2944   -3.0052    0.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9590   -2.1384   -0.7558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8703   -0.4312   -1.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733   -1.6089   -2.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5261   -2.1367    1.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9726   -1.7122    1.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2782    1.8440    1.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7432    2.4555   -1.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9836    2.9300   -1.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2430    3.4252    0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0778    1.3073   -1.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8467    1.7217   -0.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6532    0.5834    1.3566 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  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17  4  1  0
 15  7  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  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       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   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  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   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
HETATM   17  O   UNK     0       5.335   3.080   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   14                                                            
CONECT    5    6   12                                                       
CONECT    6    5   14                                                       
CONECT    7   11   13                                                       
CONECT    8   12   15                                                       
CONECT    9   13   14                                                       
CONECT   10    1    2   12                                                  
CONECT   11    3    7   15                                                  
CONECT   12    5    8   10                                                  
CONECT   13    7    9   16                                                  
CONECT   14    4    6    9   15                                             
CONECT   15    8   11   14   17                                             
CONECT   16   13                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0035869
HETATM    1  C1  UNL     1       3.730  -0.662   0.649  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.942   0.183   0.020  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.411   1.558  -0.244  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.610  -0.227  -0.418  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.293  -1.621   0.030  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.086  -2.066  -0.356  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.161  -1.070  -0.109  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.273  -1.346  -1.107  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.742  -1.325   1.261  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.366  -0.149   1.859  1.00  0.00           C  
HETATM   11  O1  UNL     1      -2.779  -0.225   3.038  1.00  0.00           O  
HETATM   12  C11 UNL     1      -2.529   1.105   1.143  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.745   1.327   0.104  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.939   2.635  -0.615  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.744   0.354  -0.320  1.00  0.00           C  
HETATM   16  O2  UNL     1      -0.586   0.515  -1.720  1.00  0.00           O  
HETATM   17  C15 UNL     1       0.595   0.688   0.276  1.00  0.00           C  
HETATM   18  H1  UNL     1       3.443  -1.686   0.873  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.741  -0.391   0.995  1.00  0.00           H  
HETATM   20  H3  UNL     1       2.774   2.246   0.372  1.00  0.00           H  
HETATM   21  H4  UNL     1       3.320   1.777  -1.333  1.00  0.00           H  
HETATM   22  H5  UNL     1       4.461   1.703   0.112  1.00  0.00           H  
HETATM   23  H6  UNL     1       1.447  -0.126  -1.510  1.00  0.00           H  
HETATM   24  H7  UNL     1       1.419  -1.720   1.120  1.00  0.00           H  
HETATM   25  H8  UNL     1       2.020  -2.309  -0.448  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.035  -2.403  -1.423  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.294  -3.005   0.225  1.00  0.00           H  
HETATM   28  H11 UNL     1      -2.959  -2.138  -0.756  1.00  0.00           H  
HETATM   29  H12 UNL     1      -2.870  -0.431  -1.322  1.00  0.00           H  
HETATM   30  H13 UNL     1      -1.773  -1.609  -2.071  1.00  0.00           H  
HETATM   31  H14 UNL     1      -2.526  -2.137   1.227  1.00  0.00           H  
HETATM   32  H15 UNL     1      -0.973  -1.712   1.969  1.00  0.00           H  
HETATM   33  H16 UNL     1      -3.278   1.844   1.455  1.00  0.00           H  
HETATM   34  H17 UNL     1      -2.743   2.456  -1.357  1.00  0.00           H  
HETATM   35  H18 UNL     1      -0.984   2.930  -1.071  1.00  0.00           H  
HETATM   36  H19 UNL     1      -2.243   3.425   0.092  1.00  0.00           H  
HETATM   37  H20 UNL     1      -0.078   1.307  -1.948  1.00  0.00           H  
HETATM   38  H21 UNL     1       0.847   1.722  -0.049  1.00  0.00           H  
HETATM   39  H22 UNL     1       0.653   0.583   1.357  1.00  0.00           H  
CONECT    1    2    2   18   19
CONECT    2    3    4
CONECT    3   20   21   22
CONECT    4    5   17   23
CONECT    5    6   24   25
CONECT    6    7   26   27
CONECT    7    8    9   15
CONECT    8   28   29   30
CONECT    9   10   31   32
CONECT   10   11   11   12
CONECT   12   13   13   33
CONECT   13   14   15
CONECT   14   34   35   36
CONECT   15   16   17
CONECT   16   37
CONECT   17   38   39
END

HMDB0035869
     RDKit          3D
alpha-Rotunol
 39 40  0  0  0  0  0  0  0  0999 V2000
    3.7301   -0.6617    0.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9420    0.1831    0.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4114    1.5582   -0.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6100   -0.2266   -0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2926   -1.6206    0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0863   -2.0665   -0.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1605   -1.0701   -0.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2733   -1.3464   -1.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7415   -1.3248    1.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3661   -0.1491    1.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7785   -0.2246    3.0378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5289    1.1049    1.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7447    1.3266    0.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9390    2.6345   -0.6153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7440    0.3543   -0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5862    0.5146   -1.7199 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5950    0.6878    0.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4434   -1.6857    0.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7406   -0.3905    0.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7743    2.2462    0.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3199    1.7767   -1.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4610    1.7033    0.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4466   -0.1257   -1.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4194   -1.7200    1.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0200   -2.3088   -0.4483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0354   -2.4033   -1.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2944   -3.0052    0.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9590   -2.1384   -0.7558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8703   -0.4312   -1.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733   -1.6089   -2.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5261   -2.1367    1.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9726   -1.7122    1.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2782    1.8440    1.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7432    2.4555   -1.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9836    2.9300   -1.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2430    3.4252    0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0778    1.3073   -1.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8467    1.7217   -0.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6532    0.5834    1.3566 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  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17  4  1  0
 15  7  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
a-Rotunol	Generator
Α-rotunol	Generator
[4AS-(4aalpha,6beta,8abeta)]-4a,5,6,7,8,8a-hexahydro-4a-hydroxy-4,8a-dimethyl-6-(1-methylethenyl)-2(1H)-naphthalenone	HMDB
b-Rotunol	Generator
Β-rotunol	Generator

Chemical Formula

C₁₅H₂₂O₂

Average Molecular Weight

234.334

Monoisotopic Molecular Weight

234.161979948

IUPAC Name

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

Traditional Name

4a-hydroxy-4,8a-dimethyl-6-(prop-1-en-2-yl)-5,6,7,8-tetrahydro-1H-naphthalen-2-one

CAS Registry Number

24405-56-9

SMILES

CC(=C)C1CCC2(C)CC(=O)C=C(C)C2(O)C1

InChI Identifier

InChI=1S/C15H22O2/c1-10(2)12-5-6-14(4)9-13(16)7-11(3)15(14,17)8-12/h7,12,17H,1,5-6,8-9H2,2-4H3

InChI Key

WDFLKCAWQQMJCA-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
Cyclohexenone
Tertiary alcohol
Cyclic alcohol
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Root vegetables (FooDB: FOOD00873)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	87.5 - 88.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	121.1 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	0.26 g/L	ALOGPS
logP	2.46	ALOGPS
logP	2.7	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	13.77	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	69.44 m³·mol⁻¹	ChemAxon
Polarizability	26.92 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]+	154.964	31661259
DarkChem	[M-H]-	151.566	31661259
DeepCCS	[M+H]+	161.36	30932474
DeepCCS	[M-H]-	159.002	30932474
DeepCCS	[M-2H]-	192.104	30932474
DeepCCS	[M+Na]+	167.453	30932474
AllCCS	[M+H]+	155.4	32859911
AllCCS	[M+H-H2O]+	151.7	32859911
AllCCS	[M+NH4]+	158.9	32859911
AllCCS	[M+Na]+	159.9	32859911
AllCCS	[M-H]-	162.1	32859911
AllCCS	[M+Na-2H]-	162.5	32859911
AllCCS	[M+HCOO]-	163.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
alpha-Rotunol	CC(=C)C1CCC2(C)CC(=O)C=C(C)C2(O)C1	3010.7	Standard polar	33892256
alpha-Rotunol	CC(=C)C1CCC2(C)CC(=O)C=C(C)C2(O)C1	1796.4	Standard non polar	33892256
alpha-Rotunol	CC(=C)C1CCC2(C)CC(=O)C=C(C)C2(O)C1	1933.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
alpha-Rotunol,1TMS,isomer #1	C=C(C)C1CCC2(C)CC(=O)C=C(C)C2(O[Si](C)(C)C)C1	2028.3	Semi standard non polar	33892256
alpha-Rotunol,1TMS,isomer #2	C=C(C)C1CCC2(C)C=C(O[Si](C)(C)C)C=C(C)C2(O)C1	1987.2	Semi standard non polar	33892256
alpha-Rotunol,2TMS,isomer #1	C=C(C)C1CCC2(C)C=C(O[Si](C)(C)C)C=C(C)C2(O[Si](C)(C)C)C1	1950.4	Semi standard non polar	33892256
alpha-Rotunol,2TMS,isomer #1	C=C(C)C1CCC2(C)C=C(O[Si](C)(C)C)C=C(C)C2(O[Si](C)(C)C)C1	1958.8	Standard non polar	33892256
alpha-Rotunol,1TBDMS,isomer #1	C=C(C)C1CCC2(C)CC(=O)C=C(C)C2(O[Si](C)(C)C(C)(C)C)C1	2273.4	Semi standard non polar	33892256
alpha-Rotunol,1TBDMS,isomer #2	C=C(C)C1CCC2(C)C=C(O[Si](C)(C)C(C)(C)C)C=C(C)C2(O)C1	2217.9	Semi standard non polar	33892256
alpha-Rotunol,2TBDMS,isomer #1	C=C(C)C1CCC2(C)C=C(O[Si](C)(C)C(C)(C)C)C=C(C)C2(O[Si](C)(C)C(C)(C)C)C1	2406.1	Semi standard non polar	33892256
alpha-Rotunol,2TBDMS,isomer #1	C=C(C)C1CCC2(C)C=C(O[Si](C)(C)C(C)(C)C)C=C(C)C2(O[Si](C)(C)C(C)(C)C)C1	2415.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Rotunol GC-MS (Non-derivatized) - 70eV, Positive	splash10-015d-9520000000-7f204ce9c3a9ca728c82	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Rotunol GC-MS (1 TMS) - 70eV, Positive	splash10-006x-6090000000-51946f21782ce8c1dfd3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Rotunol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Rotunol 10V, Negative-QTOF	splash10-001i-0090000000-462acfe4e44a2d558f81	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Rotunol 20V, Negative-QTOF	splash10-001i-0090000000-196f7d26364442dc650d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Rotunol 40V, Negative-QTOF	splash10-0gb9-3960000000-c98bf03080f51e9baf45	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Rotunol 10V, Negative-QTOF	splash10-001i-0090000000-9087f47ed0ae51229a17	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Rotunol 20V, Negative-QTOF	splash10-001i-0090000000-096295cb81e359e18667	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Rotunol 40V, Negative-QTOF	splash10-0fs9-2910000000-a1829c2a73845cf311ef	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Rotunol 10V, Positive-QTOF	splash10-014r-0290000000-fdf8209b97f5396811e1	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Rotunol 20V, Positive-QTOF	splash10-014i-5690000000-af1926a67454fbc887ab	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Rotunol 40V, Positive-QTOF	splash10-0uxv-9310000000-294cb7d800d088fb2605	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Rotunol 10V, Positive-QTOF	splash10-004i-0920000000-3fa5e82ae57b9c864daf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Rotunol 20V, Positive-QTOF	splash10-0gdi-3920000000-4f68e880120bd4526cde	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Rotunol 40V, Positive-QTOF	splash10-05ql-9800000000-c616a56b3168e3bc97a8	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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

FDB014650

KNApSAcK ID

C00012842

Chemspider ID

35014038

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12315078

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1852201

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for alpha-Rotunol (HMDB0035869)

MOL for HMDB0035869 (alpha-Rotunol)

3D MOL for HMDB0035869 (alpha-Rotunol)

3D SDF for HMDB0035869 (alpha-Rotunol)

3D-SDF for HMDB0035869 (alpha-Rotunol)

PDB for HMDB0035869 (alpha-Rotunol)

3D PDB for HMDB0035869 (alpha-Rotunol)

SMILES for HMDB0035869 (alpha-Rotunol)

INCHI for HMDB0035869 (alpha-Rotunol)

Structure for HMDB0035869 (alpha-Rotunol)

3D Structure for HMDB0035869 (alpha-Rotunol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra