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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:04:29 UTC

Update Date

2022-03-07 02:55:53 UTC

HMDB ID

HMDB0038736

Secondary Accession Numbers

HMDB38736

Metabolite Identification

Common Name

(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one

Description

(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a significant number of articles have been published on (3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one.

Structure

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

HMDB0038736
     RDKit          3D
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one
 39 39  0  0  0  0  0  0  0  0999 V2000
    4.6836   -0.4347   -0.7075 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5939   -0.1818    0.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9066   -0.0006    1.4668 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1902   -0.1375   -0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2178    0.0873    0.7524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1995    0.1427    0.4286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9067    0.3390    1.6207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7934   -1.0989   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5241   -2.2206    0.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3282   -1.5432   -1.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3012   -0.9269   -0.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7611    0.4430   -0.4404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9230    0.4304   -1.2416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7714    1.3358   -1.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4602    1.3732   -0.4205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4398    2.5854    0.4909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5445    1.5711   -1.3689 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9309   -1.5072   -0.7903 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2817   -0.1269   -1.7119 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5716    0.1976   -0.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9355   -0.2939   -1.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5468    0.2378    1.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3807    0.1570    2.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5573   -2.3841    0.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9023   -1.8240    1.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0897   -3.1047    0.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1246   -2.2207   -1.8951 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5471   -2.2432   -1.3141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1524   -0.7836   -2.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7636   -1.3100    0.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6894   -1.6090   -0.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0694    0.9353    0.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2895   -0.4994   -1.2872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2114    2.3570   -1.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6888    1.0589   -2.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4983    2.9291    0.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0453    2.3274    1.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1900    3.3991    0.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6164    2.5437   -1.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15  6  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
M  END


  Mrv0541 02241211482D          

 17 17  0  0  0  0            999 V2000
    0.8246   -1.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0825   -1.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0825   -2.6798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5767   -1.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6589   -0.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4017   -1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5667   -0.9477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8246   -0.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4845   -0.0414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4946    2.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7417    1.9377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2467    1.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4117    0.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0825   -0.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5775    0.5357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5667    1.7727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3188   -0.0414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  8  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 14  1  0  0  0  0
  5 17  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 14  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  2  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038736

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)\C=C\C1(O)C(C)(C)CC(O)CC1(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C13H22O4/c1-9(14)5-6-13(17)11(2,3)7-10(15)8-12(13,4)16/h5-6,10,15-17H,7-8H2,1-4H3/b6-5+

> <INCHI_KEY>
QASOACWKTAXFSE-AATRIKPKSA-N

> <FORMULA>
C13H22O4

> <MOLECULAR_WEIGHT>
242.3114

> <EXACT_MASS>
242.151809192

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
26.23608715403916

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E)-4-(1,2,4-trihydroxy-2,6,6-trimethylcyclohexyl)but-3-en-2-one

> <ALOGPS_LOGP>
0.58

> <JCHEM_LOGP>
0.1806101033333336

> <ALOGPS_LOGS>
-1.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.45741151689181

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.880723024583574

> <JCHEM_PKA_STRONGEST_BASIC>
-2.737440634594247

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
65.6898

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.46e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E)-4-(1,2,4-trihydroxy-2,6,6-trimethylcyclohexyl)but-3-en-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038736
     RDKit          3D
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one
 39 39  0  0  0  0  0  0  0  0999 V2000
    4.6836   -0.4347   -0.7075 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5939   -0.1818    0.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9066   -0.0006    1.4668 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1902   -0.1375   -0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2178    0.0873    0.7524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1995    0.1427    0.4286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9067    0.3390    1.6207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7934   -1.0989   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5241   -2.2206    0.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3282   -1.5432   -1.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3012   -0.9269   -0.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7611    0.4430   -0.4404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9230    0.4304   -1.2416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7714    1.3358   -1.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4602    1.3732   -0.4205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4398    2.5854    0.4909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5445    1.5711   -1.3689 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9309   -1.5072   -0.7903 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2817   -0.1269   -1.7119 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5716    0.1976   -0.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9355   -0.2939   -1.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5468    0.2378    1.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3807    0.1570    2.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5573   -2.3841    0.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9023   -1.8240    1.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0897   -3.1047    0.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1246   -2.2207   -1.8951 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5471   -2.2432   -1.3141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1524   -0.7836   -2.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7636   -1.3100    0.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6894   -1.6090   -0.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0694    0.9353    0.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2895   -0.4994   -1.2872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2114    2.3570   -1.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6888    1.0589   -2.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4983    2.9291    0.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0453    2.3274    1.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1900    3.3991    0.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6164    2.5437   -1.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15  6  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       1.539  -2.693   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.154  -3.462   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.154  -5.002   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.077  -2.693   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.230  -1.153   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.617  -1.924   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.925  -1.769   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.539  -1.153   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.771  -0.077   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.923   5.002   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.385   3.617   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.461   2.385   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.769   1.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.154  -0.231   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.078   1.000   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -2.925   3.309   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -2.462  -0.077   0.000  0.00  0.00           O+0
CONECT    1    2    8                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   14   17                                             
CONECT    6    5                                                            
CONECT    7    8                                                            
CONECT    8    1    7    9   14                                             
CONECT    9    8                                                            
CONECT   10   11                                                            
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14    5    8   13   15                                             
CONECT   15   14                                                            
CONECT   16   11                                                            
CONECT   17    5                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0038736
HETATM    1  C1  UNL     1       4.684  -0.435  -0.708  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.594  -0.182   0.269  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.907  -0.001   1.467  1.00  0.00           O  
HETATM    4  C3  UNL     1       2.190  -0.138  -0.114  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.218   0.087   0.752  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.200   0.143   0.429  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.907   0.339   1.621  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.793  -1.099  -0.138  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.524  -2.221   0.862  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.328  -1.543  -1.461  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.301  -0.927  -0.161  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.761   0.443  -0.440  1.00  0.00           C  
HETATM   13  O3  UNL     1      -3.923   0.430  -1.242  1.00  0.00           O  
HETATM   14  C11 UNL     1      -1.771   1.336  -1.125  1.00  0.00           C  
HETATM   15  C12 UNL     1      -0.460   1.373  -0.420  1.00  0.00           C  
HETATM   16  C13 UNL     1      -0.440   2.585   0.491  1.00  0.00           C  
HETATM   17  O4  UNL     1       0.545   1.571  -1.369  1.00  0.00           O  
HETATM   18  H1  UNL     1       4.931  -1.507  -0.790  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.282  -0.127  -1.712  1.00  0.00           H  
HETATM   20  H3  UNL     1       5.572   0.198  -0.534  1.00  0.00           H  
HETATM   21  H4  UNL     1       1.935  -0.294  -1.141  1.00  0.00           H  
HETATM   22  H5  UNL     1       1.547   0.238   1.777  1.00  0.00           H  
HETATM   23  H6  UNL     1      -0.381   0.157   2.417  1.00  0.00           H  
HETATM   24  H7  UNL     1       0.557  -2.384   0.974  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.902  -1.824   1.849  1.00  0.00           H  
HETATM   26  H9  UNL     1      -1.090  -3.105   0.533  1.00  0.00           H  
HETATM   27  H10 UNL     1      -1.125  -2.221  -1.895  1.00  0.00           H  
HETATM   28  H11 UNL     1       0.547  -2.243  -1.314  1.00  0.00           H  
HETATM   29  H12 UNL     1      -0.152  -0.784  -2.215  1.00  0.00           H  
HETATM   30  H13 UNL     1      -2.764  -1.310   0.796  1.00  0.00           H  
HETATM   31  H14 UNL     1      -2.689  -1.609  -0.947  1.00  0.00           H  
HETATM   32  H15 UNL     1      -3.069   0.935   0.514  1.00  0.00           H  
HETATM   33  H16 UNL     1      -4.289  -0.499  -1.287  1.00  0.00           H  
HETATM   34  H17 UNL     1      -2.211   2.357  -1.135  1.00  0.00           H  
HETATM   35  H18 UNL     1      -1.689   1.059  -2.208  1.00  0.00           H  
HETATM   36  H19 UNL     1      -1.498   2.929   0.688  1.00  0.00           H  
HETATM   37  H20 UNL     1      -0.045   2.327   1.506  1.00  0.00           H  
HETATM   38  H21 UNL     1       0.190   3.399   0.100  1.00  0.00           H  
HETATM   39  H22 UNL     1       0.616   2.544  -1.534  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    3    4
CONECT    4    5    5   21
CONECT    5    6   22
CONECT    6    7    8   15
CONECT    7   23
CONECT    8    9   10   11
CONECT    9   24   25   26
CONECT   10   27   28   29
CONECT   11   12   30   31
CONECT   12   13   14   32
CONECT   13   33
CONECT   14   15   34   35
CONECT   15   16   17
CONECT   16   36   37   38
CONECT   17   39
END

HMDB0038736
     RDKit          3D
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one
 39 39  0  0  0  0  0  0  0  0999 V2000
    4.6836   -0.4347   -0.7075 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5939   -0.1818    0.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9066   -0.0006    1.4668 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1902   -0.1375   -0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2178    0.0873    0.7524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1995    0.1427    0.4286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9067    0.3390    1.6207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7934   -1.0989   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5241   -2.2206    0.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3282   -1.5432   -1.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3012   -0.9269   -0.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7611    0.4430   -0.4404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9230    0.4304   -1.2416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7714    1.3358   -1.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4602    1.3732   -0.4205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4398    2.5854    0.4909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5445    1.5711   -1.3689 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9309   -1.5072   -0.7903 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2817   -0.1269   -1.7119 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5716    0.1976   -0.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9355   -0.2939   -1.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5468    0.2378    1.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3807    0.1570    2.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5573   -2.3841    0.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9023   -1.8240    1.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0897   -3.1047    0.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1246   -2.2207   -1.8951 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5471   -2.2432   -1.3141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1524   -0.7836   -2.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7636   -1.3100    0.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6894   -1.6090   -0.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0694    0.9353    0.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2895   -0.4994   -1.2872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2114    2.3570   -1.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6888    1.0589   -2.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4983    2.9291    0.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0453    2.3274    1.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1900    3.3991    0.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6164    2.5437   -1.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15  6  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₃H₂₂O₄

Average Molecular Weight

242.3114

Monoisotopic Molecular Weight

242.151809192

IUPAC Name

(3E)-4-(1,2,4-trihydroxy-2,6,6-trimethylcyclohexyl)but-3-en-2-one

Traditional Name

(3E)-4-(1,2,4-trihydroxy-2,6,6-trimethylcyclohexyl)but-3-en-2-one

CAS Registry Number

Not Available

SMILES

CC(=O)\C=C\C1(O)C(C)(C)CC(O)CC1(C)O

InChI Identifier

InChI=1S/C13H22O4/c1-9(14)5-6-13(17)11(2,3)7-10(15)8-12(13,4)16/h5-6,10,15-17H,7-8H2,1-4H3/b6-5+

InChI Key

QASOACWKTAXFSE-AATRIKPKSA-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

Sesquiterpenoid
Megastigmane sesquiterpenoid
Cyclofarsesane sesquiterpenoid
Ionone derivative
Cyclohexanol
Cyclitol or derivatives
Acryloyl-group
Cyclic alcohol
Enone
Alpha,beta-unsaturated ketone
Tertiary alcohol
Ketone
Secondary alcohol
Polyol
Organooxygen compound
Organic oxide
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038736)

Source

Endogenous

Endogenous (HMDB: HMDB0038736)

Plant

Plant (HMDB: HMDB0038736)

Animal

Animal (HMDB: HMDB0038736)

Exogenous

Food

Food (HMDB: HMDB0038736)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0038736)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0038736)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0038736)

Lipid metabolism pathway (HMDB: HMDB0038736)

Cellular process

Cell signaling (HMDB: HMDB0038736)

Biochemical process

Lipid transport (HMDB: HMDB0038736)

Role

Biological role

Energy source (HMDB: HMDB0038736)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038736)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	68 - 69 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	6.46 g/L	ALOGPS
logP	0.58	ALOGPS
logP	0.18	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	12.88	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	65.69 m³·mol⁻¹	ChemAxon
Polarizability	26.24 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	162.956	30932474
DeepCCS	[M-H]-	160.598	30932474
DeepCCS	[M-2H]-	193.552	30932474
DeepCCS	[M+Na]+	169.049	30932474
AllCCS	[M+H]+	157.1	32859911
AllCCS	[M+H-H2O]+	153.5	32859911
AllCCS	[M+NH4]+	160.4	32859911
AllCCS	[M+Na]+	161.3	32859911
AllCCS	[M-H]-	160.1	32859911
AllCCS	[M+Na-2H]-	160.9	32859911
AllCCS	[M+HCOO]-	161.9	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.	2.76 minutes	32390414
Predicted by Siyang on May 30, 2022	10.1259 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.19 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1445.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	205.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	114.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	156.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	51.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	408.3 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	403.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	66.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	679.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	212.4 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	1078.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	223.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	224.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	292.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	222.8 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	46.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one	CC(=O)\C=C\C1(O)C(C)(C)CC(O)CC1(C)O	3606.5	Standard polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one	CC(=O)\C=C\C1(O)C(C)(C)CC(O)CC1(C)O	1828.8	Standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one	CC(=O)\C=C\C1(O)C(C)(C)CC(O)CC1(C)O	1957.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,1TMS,isomer #1	CC(=O)/C=C/C1(O[Si](C)(C)C)C(C)(C)CC(O)CC1(C)O	2093.3	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,1TMS,isomer #2	CC(=O)/C=C/C1(O)C(C)(C)CC(O[Si](C)(C)C)CC1(C)O	2063.2	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,1TMS,isomer #3	CC(=O)/C=C/C1(O)C(C)(C)CC(O)CC1(C)O[Si](C)(C)C	2070.4	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,1TMS,isomer #4	C=C(/C=C/C1(O)C(C)(C)CC(O)CC1(C)O)O[Si](C)(C)C	2117.1	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,2TMS,isomer #1	CC(=O)/C=C/C1(O[Si](C)(C)C)C(C)(C)CC(O[Si](C)(C)C)CC1(C)O	2064.5	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,2TMS,isomer #2	CC(=O)/C=C/C1(O[Si](C)(C)C)C(C)(C)CC(O)CC1(C)O[Si](C)(C)C	2102.3	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,2TMS,isomer #3	C=C(/C=C/C1(O[Si](C)(C)C)C(C)(C)CC(O)CC1(C)O)O[Si](C)(C)C	2142.9	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,2TMS,isomer #4	CC(=O)/C=C/C1(O)C(C)(C)CC(O[Si](C)(C)C)CC1(C)O[Si](C)(C)C	2027.9	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,2TMS,isomer #5	C=C(/C=C/C1(O)C(C)(C)CC(O[Si](C)(C)C)CC1(C)O)O[Si](C)(C)C	2075.0	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,2TMS,isomer #6	C=C(/C=C/C1(O)C(C)(C)CC(O)CC1(C)O[Si](C)(C)C)O[Si](C)(C)C	2085.1	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,3TMS,isomer #1	CC(=O)/C=C/C1(O[Si](C)(C)C)C(C)(C)CC(O[Si](C)(C)C)CC1(C)O[Si](C)(C)C	2086.8	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,3TMS,isomer #2	C=C(/C=C/C1(O[Si](C)(C)C)C(C)(C)CC(O[Si](C)(C)C)CC1(C)O)O[Si](C)(C)C	2105.6	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,3TMS,isomer #3	C=C(/C=C/C1(O[Si](C)(C)C)C(C)(C)CC(O)CC1(C)O[Si](C)(C)C)O[Si](C)(C)C	2136.6	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,3TMS,isomer #4	C=C(/C=C/C1(O)C(C)(C)CC(O[Si](C)(C)C)CC1(C)O[Si](C)(C)C)O[Si](C)(C)C	2057.3	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,4TMS,isomer #1	C=C(/C=C/C1(O[Si](C)(C)C)C(C)(C)CC(O[Si](C)(C)C)CC1(C)O[Si](C)(C)C)O[Si](C)(C)C	2121.0	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,4TMS,isomer #1	C=C(/C=C/C1(O[Si](C)(C)C)C(C)(C)CC(O[Si](C)(C)C)CC1(C)O[Si](C)(C)C)O[Si](C)(C)C	2127.8	Standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,1TBDMS,isomer #1	CC(=O)/C=C/C1(O[Si](C)(C)C(C)(C)C)C(C)(C)CC(O)CC1(C)O	2345.4	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,1TBDMS,isomer #2	CC(=O)/C=C/C1(O)C(C)(C)CC(O[Si](C)(C)C(C)(C)C)CC1(C)O	2332.9	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,1TBDMS,isomer #3	CC(=O)/C=C/C1(O)C(C)(C)CC(O)CC1(C)O[Si](C)(C)C(C)(C)C	2324.1	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,1TBDMS,isomer #4	C=C(/C=C/C1(O)C(C)(C)CC(O)CC1(C)O)O[Si](C)(C)C(C)(C)C	2374.3	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,2TBDMS,isomer #1	CC(=O)/C=C/C1(O[Si](C)(C)C(C)(C)C)C(C)(C)CC(O[Si](C)(C)C(C)(C)C)CC1(C)O	2540.6	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,2TBDMS,isomer #2	CC(=O)/C=C/C1(O[Si](C)(C)C(C)(C)C)C(C)(C)CC(O)CC1(C)O[Si](C)(C)C(C)(C)C	2573.2	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,2TBDMS,isomer #3	C=C(/C=C/C1(O[Si](C)(C)C(C)(C)C)C(C)(C)CC(O)CC1(C)O)O[Si](C)(C)C(C)(C)C	2618.7	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,2TBDMS,isomer #4	CC(=O)/C=C/C1(O)C(C)(C)CC(O[Si](C)(C)C(C)(C)C)CC1(C)O[Si](C)(C)C(C)(C)C	2491.0	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,2TBDMS,isomer #5	C=C(/C=C/C1(O)C(C)(C)CC(O[Si](C)(C)C(C)(C)C)CC1(C)O)O[Si](C)(C)C(C)(C)C	2566.2	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,2TBDMS,isomer #6	C=C(/C=C/C1(O)C(C)(C)CC(O)CC1(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2563.3	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,3TBDMS,isomer #1	CC(=O)/C=C/C1(O[Si](C)(C)C(C)(C)C)C(C)(C)CC(O[Si](C)(C)C(C)(C)C)CC1(C)O[Si](C)(C)C(C)(C)C	2741.1	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,3TBDMS,isomer #2	C=C(/C=C/C1(O[Si](C)(C)C(C)(C)C)C(C)(C)CC(O[Si](C)(C)C(C)(C)C)CC1(C)O)O[Si](C)(C)C(C)(C)C	2801.9	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,3TBDMS,isomer #3	C=C(/C=C/C1(O[Si](C)(C)C(C)(C)C)C(C)(C)CC(O)CC1(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2822.3	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,3TBDMS,isomer #4	C=C(/C=C/C1(O)C(C)(C)CC(O[Si](C)(C)C(C)(C)C)CC1(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2751.2	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,4TBDMS,isomer #1	C=C(/C=C/C1(O[Si](C)(C)C(C)(C)C)C(C)(C)CC(O[Si](C)(C)C(C)(C)C)CC1(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2980.9	Semi standard non polar	33892256
(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one,4TBDMS,isomer #1	C=C(/C=C/C1(O[Si](C)(C)C(C)(C)C)C(C)(C)CC(O[Si](C)(C)C(C)(C)C)CC1(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2894.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-002e-5930000000-cecf9f3b0925fdb8d534	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one GC-MS (3 TMS) - 70eV, Positive	splash10-002f-5115900000-dfb719fbe5ba5faf547a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one 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 - (3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one 10V, Positive-QTOF	splash10-004l-0190000000-3c1f704e0fa28ef04ac4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one 20V, Positive-QTOF	splash10-0a6r-2390000000-d89370be9a22de9048fd	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one 40V, Positive-QTOF	splash10-0a4i-9410000000-eae65e535911e5cd63b6	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one 10V, Negative-QTOF	splash10-0006-0290000000-50f3b4c1aa659fb0dfd9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one 20V, Negative-QTOF	splash10-006x-4690000000-035377d8ce4535c9d2ee	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one 40V, Negative-QTOF	splash10-0592-8910000000-142c54cd7d405f1eecaf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one 10V, Negative-QTOF	splash10-0006-0490000000-fc77103efd0e16d722c3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one 20V, Negative-QTOF	splash10-05fr-0900000000-2e20bede7b265f622da8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one 40V, Negative-QTOF	splash10-0a4i-0900000000-954704a2782d55250133	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one 10V, Positive-QTOF	splash10-05ru-0960000000-14d1dd0add97b1c13dec	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one 20V, Positive-QTOF	splash10-0a4i-7930000000-a3755251020ef166a53c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one 40V, Positive-QTOF	splash10-0f6x-9300000000-7188e1c0ae1a49054a33	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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

FDB018147

KNApSAcK ID

Not Available

Chemspider ID

31014626

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

51136538

PDB ID

Not Available

ChEBI ID

168487

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 (3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one (HMDB0038736)

MOL for HMDB0038736 ((3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one)

3D MOL for HMDB0038736 ((3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one)

3D SDF for HMDB0038736 ((3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one)

3D-SDF for HMDB0038736 ((3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one)

PDB for HMDB0038736 ((3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one)

3D PDB for HMDB0038736 ((3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one)

SMILES for HMDB0038736 ((3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one)

INCHI for HMDB0038736 ((3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one)

Structure for HMDB0038736 ((3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one)

3D Structure for HMDB0038736 ((3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra