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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:04:10 UTC

Update Date

2022-03-07 02:55:53 UTC

HMDB ID

HMDB0038731

Secondary Accession Numbers

HMDB38731

Metabolite Identification

Common Name

4,7-Megastigmadien-9-ol

Description

4,7-Megastigmadien-9-ol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on 4,7-Megastigmadien-9-ol.

Structure

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

HMDB0038731
     RDKit          3D
4,7-Megastigmadien-9-ol
 36 36  0  0  0  0  0  0  0  0999 V2000
   -0.1318    2.0902    1.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9555    1.3312    0.5805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3138    1.5338    0.6545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1472    0.7760   -0.2990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8234   -0.6912   -0.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3444   -0.9216   -0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0746   -1.9034   -1.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9126   -1.5913    1.0754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5751    0.3768   -0.4492 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8169    0.0979   -0.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9297    0.5528   -0.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2777    0.1042   -0.7603 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0656   -0.5666    0.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0036    1.1914   -1.2155 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4124    2.8969    1.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8232    2.6441    2.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4119    1.4087    2.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7270    2.2163    1.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0457    1.1126   -1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2491    0.9183   -0.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2356   -0.9903    0.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3544   -1.2841   -0.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8361   -1.3082   -2.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2156   -2.5590   -1.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9541   -2.5510   -1.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7334   -2.2950    1.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8329   -0.8733    1.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0099   -2.2173    0.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1110    0.7648   -1.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9905   -0.6750   -1.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9255    1.2897    0.4979 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1987   -0.6186   -1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2651    0.0881    1.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5980   -1.5392    0.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0491   -0.8393   -0.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4615    2.0308   -1.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  9  2  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
M  END


  Mrv0541 05061310362D          

 14 14  0  0  0  0            999 V2000
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    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
    0.0000    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
    2.8579    2.4750    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  7  2  0  0  0  0
  9  5  1  0  0  0  0
 10  1  1  0  0  0  0
 10  6  2  0  0  0  0
 11  2  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13  3  1  0  0  0  0
 13  4  1  0  0  0  0
 13  9  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038731

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(O)\C=C\C1C(C)=CCCC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C13H22O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h6-8,11-12,14H,5,9H2,1-4H3/b8-7+

> <INCHI_KEY>
PWDOJWCZWKWKSE-BQYQJAHWSA-N

> <FORMULA>
C13H22O

> <MOLECULAR_WEIGHT>
194.3132

> <EXACT_MASS>
194.167065326

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
23.928486073663755

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-ol

> <ALOGPS_LOGP>
4.10

> <JCHEM_LOGP>
3.085956459

> <ALOGPS_LOGS>
-3.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.911424557736087

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9627428984462352

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
63.089000000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.37e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038731
     RDKit          3D
4,7-Megastigmadien-9-ol
 36 36  0  0  0  0  0  0  0  0999 V2000
   -0.1318    2.0902    1.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9555    1.3312    0.5805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3138    1.5338    0.6545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1472    0.7760   -0.2990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8234   -0.6912   -0.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3444   -0.9216   -0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0746   -1.9034   -1.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9126   -1.5913    1.0754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5751    0.3768   -0.4492 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8169    0.0979   -0.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9297    0.5528   -0.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2777    0.1042   -0.7603 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0656   -0.5666    0.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0036    1.1914   -1.2155 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4124    2.8969    1.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8232    2.6441    2.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4119    1.4087    2.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7270    2.2163    1.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0457    1.1126   -1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2491    0.9183   -0.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2356   -0.9903    0.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3544   -1.2841   -0.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8361   -1.3082   -2.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2156   -2.5590   -1.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9541   -2.5510   -1.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7334   -2.2950    1.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8329   -0.8733    1.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0099   -2.2173    0.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1110    0.7648   -1.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9905   -0.6750   -1.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9255    1.2897    0.4979 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1987   -0.6186   -1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2651    0.0881    1.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5980   -1.5392    0.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0491   -0.8393   -0.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4615    2.0308   -1.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  9  2  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  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  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.344   3.490   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.324   3.490   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   3.850   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       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   4.620   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       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   11                                                            
CONECT    3   13                                                            
CONECT    4   13                                                            
CONECT    5    6    9                                                       
CONECT    6    5   10                                                       
CONECT    7    8   11                                                       
CONECT    8    7   12                                                       
CONECT    9    5   13                                                       
CONECT   10    1    6   12                                                  
CONECT   11    2    7   14                                                  
CONECT   12    8   10   13                                                  
CONECT   13    3    4    9   12                                             
CONECT   14   11                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0038731
HETATM    1  C1  UNL     1      -0.132   2.090   1.536  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.955   1.331   0.581  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.314   1.534   0.654  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.147   0.776  -0.299  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.823  -0.691  -0.129  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.344  -0.922  -0.207  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.075  -1.903  -1.328  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.913  -1.591   1.075  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.575   0.377  -0.449  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.817   0.098  -0.753  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.930   0.553  -0.277  1.00  0.00           C  
HETATM   12  C12 UNL     1       3.278   0.104  -0.760  1.00  0.00           C  
HETATM   13  C13 UNL     1       4.066  -0.567   0.334  1.00  0.00           C  
HETATM   14  O1  UNL     1       4.004   1.191  -1.216  1.00  0.00           O  
HETATM   15  H1  UNL     1       0.412   2.897   1.051  1.00  0.00           H  
HETATM   16  H2  UNL     1      -0.823   2.644   2.272  1.00  0.00           H  
HETATM   17  H3  UNL     1       0.412   1.409   2.185  1.00  0.00           H  
HETATM   18  H4  UNL     1      -2.727   2.216   1.380  1.00  0.00           H  
HETATM   19  H5  UNL     1      -3.046   1.113  -1.356  1.00  0.00           H  
HETATM   20  H6  UNL     1      -4.249   0.918  -0.025  1.00  0.00           H  
HETATM   21  H7  UNL     1      -3.236  -0.990   0.882  1.00  0.00           H  
HETATM   22  H8  UNL     1      -3.354  -1.284  -0.909  1.00  0.00           H  
HETATM   23  H9  UNL     1      -0.836  -1.308  -2.240  1.00  0.00           H  
HETATM   24  H10 UNL     1      -0.216  -2.559  -1.132  1.00  0.00           H  
HETATM   25  H11 UNL     1      -1.954  -2.551  -1.529  1.00  0.00           H  
HETATM   26  H12 UNL     1      -1.733  -2.295   1.354  1.00  0.00           H  
HETATM   27  H13 UNL     1      -0.833  -0.873   1.914  1.00  0.00           H  
HETATM   28  H14 UNL     1      -0.010  -2.217   0.949  1.00  0.00           H  
HETATM   29  H15 UNL     1      -1.111   0.765  -1.405  1.00  0.00           H  
HETATM   30  H16 UNL     1       0.990  -0.675  -1.574  1.00  0.00           H  
HETATM   31  H17 UNL     1       1.926   1.290   0.498  1.00  0.00           H  
HETATM   32  H18 UNL     1       3.199  -0.619  -1.598  1.00  0.00           H  
HETATM   33  H19 UNL     1       4.265   0.088   1.192  1.00  0.00           H  
HETATM   34  H20 UNL     1       3.598  -1.539   0.639  1.00  0.00           H  
HETATM   35  H21 UNL     1       5.049  -0.839  -0.102  1.00  0.00           H  
HETATM   36  H22 UNL     1       3.461   2.031  -1.208  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    3    9
CONECT    3    4   18
CONECT    4    5   19   20
CONECT    5    6   21   22
CONECT    6    7    8    9
CONECT    7   23   24   25
CONECT    8   26   27   28
CONECT    9   10   29
CONECT   10   11   11   30
CONECT   11   12   31
CONECT   12   13   14   32
CONECT   13   33   34   35
CONECT   14   36
END

HMDB0038731
     RDKit          3D
4,7-Megastigmadien-9-ol
 36 36  0  0  0  0  0  0  0  0999 V2000
   -0.1318    2.0902    1.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9555    1.3312    0.5805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3138    1.5338    0.6545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1472    0.7760   -0.2990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8234   -0.6912   -0.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3444   -0.9216   -0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0746   -1.9034   -1.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9126   -1.5913    1.0754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5751    0.3768   -0.4492 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8169    0.0979   -0.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9297    0.5528   -0.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2777    0.1042   -0.7603 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0656   -0.5666    0.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0036    1.1914   -1.2155 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4124    2.8969    1.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8232    2.6441    2.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4119    1.4087    2.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7270    2.2163    1.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0457    1.1126   -1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2491    0.9183   -0.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2356   -0.9903    0.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3544   -1.2841   -0.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8361   -1.3082   -2.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2156   -2.5590   -1.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9541   -2.5510   -1.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7334   -2.2950    1.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8329   -0.8733    1.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0099   -2.2173    0.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1110    0.7648   -1.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9905   -0.6750   -1.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9255    1.2897    0.4979 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1987   -0.6186   -1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2651    0.0881    1.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5980   -1.5392    0.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0491   -0.8393   -0.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4615    2.0308   -1.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  9  2  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-3-buten-2-ol, 9ci	HMDB

Chemical Formula

C₁₃H₂₂O

Average Molecular Weight

194.3132

Monoisotopic Molecular Weight

194.167065326

IUPAC Name

(3E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-ol

Traditional Name

(3E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-ol

CAS Registry Number

25312-34-9

SMILES

CC(O)\C=C\C1C(C)=CCCC1(C)C

InChI Identifier

InChI=1S/C13H22O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h6-8,11-12,14H,5,9H2,1-4H3/b8-7+

InChI Key

PWDOJWCZWKWKSE-BQYQJAHWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Cyclofarsesane sesquiterpenoid
Megastigmane sesquiterpenoid
Sesquiterpenoid
Ionone derivative
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	127.00 °C. @ 15.00 mm Hg	The Good Scents Company Information System
Water Solubility	21.02 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.492 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	4.1	ALOGPS
logP	3.09	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	16.91	ChemAxon
pKa (Strongest Basic)	-2	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	2	ChemAxon
Refractivity	63.09 m³·mol⁻¹	ChemAxon
Polarizability	23.93 Å³	ChemAxon
Number of Rings	1	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]+	149.234	31661259
DarkChem	[M-H]-	144.872	31661259
DeepCCS	[M+H]+	150.577	30932474
DeepCCS	[M-H]-	148.182	30932474
DeepCCS	[M-2H]-	182.45	30932474
DeepCCS	[M+Na]+	157.127	30932474
AllCCS	[M+H]+	145.5	32859911
AllCCS	[M+H-H2O]+	141.5	32859911
AllCCS	[M+NH4]+	149.3	32859911
AllCCS	[M+Na]+	150.4	32859911
AllCCS	[M-H]-	151.1	32859911
AllCCS	[M+Na-2H]-	152.1	32859911
AllCCS	[M+HCOO]-	153.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4,7-Megastigmadien-9-ol	CC(O)\C=C\C1C(C)=CCCC1(C)C	1966.6	Standard polar	33892256
4,7-Megastigmadien-9-ol	CC(O)\C=C\C1C(C)=CCCC1(C)C	1378.5	Standard non polar	33892256
4,7-Megastigmadien-9-ol	CC(O)\C=C\C1C(C)=CCCC1(C)C	1387.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4,7-Megastigmadien-9-ol,1TMS,isomer #1	CC1=CCCC(C)(C)C1/C=C/C(C)O[Si](C)(C)C	1527.7	Semi standard non polar	33892256
4,7-Megastigmadien-9-ol,1TBDMS,isomer #1	CC1=CCCC(C)(C)C1/C=C/C(C)O[Si](C)(C)C(C)(C)C	1770.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 4,7-Megastigmadien-9-ol EI-B (Non-derivatized)	splash10-0005-9200000000-79a43e185c1f45743976	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4,7-Megastigmadien-9-ol EI-B (Non-derivatized)	splash10-0005-9200000000-79a43e185c1f45743976	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,7-Megastigmadien-9-ol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fba-5900000000-c267f7a31ec9b031ae59	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,7-Megastigmadien-9-ol GC-MS (1 TMS) - 70eV, Positive	splash10-0udi-9360000000-66d7b3229c5dd2eedca3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,7-Megastigmadien-9-ol 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 - 4,7-Megastigmadien-9-ol 10V, Positive-QTOF	splash10-004i-0900000000-a21cb300d61fa383daa2	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,7-Megastigmadien-9-ol 20V, Positive-QTOF	splash10-004r-3900000000-29e9baa4c5c595eb5ba0	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,7-Megastigmadien-9-ol 40V, Positive-QTOF	splash10-014i-9700000000-ba2237d76cc290ce2c14	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,7-Megastigmadien-9-ol 10V, Negative-QTOF	splash10-0006-0900000000-bd8d3890ec9b5e43ef64	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,7-Megastigmadien-9-ol 20V, Negative-QTOF	splash10-002f-0900000000-4982cb3db1855e817a39	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,7-Megastigmadien-9-ol 40V, Negative-QTOF	splash10-0a6r-3900000000-53881c2fab6d3e460920	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,7-Megastigmadien-9-ol 10V, Positive-QTOF	splash10-000i-0900000000-df71ccc453498a99045b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,7-Megastigmadien-9-ol 20V, Positive-QTOF	splash10-05g0-5900000000-c757dd76cd7d6297457d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,7-Megastigmadien-9-ol 40V, Positive-QTOF	splash10-066r-9700000000-3d259c7c12b1ded9f657	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,7-Megastigmadien-9-ol 10V, Negative-QTOF	splash10-0006-0900000000-f4ac9f2710ef63610b81	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,7-Megastigmadien-9-ol 20V, Negative-QTOF	splash10-00di-0900000000-a2d9b2d72bcdd63e297a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,7-Megastigmadien-9-ol 40V, Negative-QTOF	splash10-05fs-1900000000-6dc6312d4637bb6d53ef	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018141

KNApSAcK ID

Not Available

Chemspider ID

4516121

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5363817

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1015831

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 4,7-Megastigmadien-9-ol (HMDB0038731)

MOL for HMDB0038731 (4,7-Megastigmadien-9-ol)

3D MOL for HMDB0038731 (4,7-Megastigmadien-9-ol)

3D SDF for HMDB0038731 (4,7-Megastigmadien-9-ol)

3D-SDF for HMDB0038731 (4,7-Megastigmadien-9-ol)

PDB for HMDB0038731 (4,7-Megastigmadien-9-ol)

3D PDB for HMDB0038731 (4,7-Megastigmadien-9-ol)

SMILES for HMDB0038731 (4,7-Megastigmadien-9-ol)

INCHI for HMDB0038731 (4,7-Megastigmadien-9-ol)

Structure for HMDB0038731 (4,7-Megastigmadien-9-ol)

3D Structure for HMDB0038731 (4,7-Megastigmadien-9-ol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra