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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:08:20 UTC

Update Date

2022-03-07 02:55:55 UTC

HMDB ID

HMDB0038794

Secondary Accession Numbers

HMDB38794

Metabolite Identification

Common Name

2,12-Epoxy-7(14)-illudadiene-3,8-diol

Description

2,12-Epoxy-7(14)-illudadiene-3,8-diol is found in mushrooms. 2,12-Epoxy-7(14)-illudadiene-3,8-diol is a metabolite of Agrocybe aegerita.

Structure

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

HMDB0038794
     RDKit          3D
2,12-Epoxy-7(14)-illudadiene-3,8-diol
 38 41  0  0  0  0  0  0  0  0999 V2000
   -2.9528    1.6848   -1.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8516    1.1466   -0.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5597    1.8735   -0.9561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6261    3.0508   -0.1924 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5954    1.0247   -0.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8213    1.3396   -0.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5287    0.0713    0.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6772    0.1562    1.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6771   -0.6917   -1.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3658   -0.9349   -1.5026 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5083   -0.4637   -0.5156 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3302   -0.7200    0.7592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8318   -1.0368   -0.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8204   -2.3551    0.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2156   -1.3229   -1.8254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8243   -0.1133    0.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8853   -0.0049    1.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0360   -0.5924    0.7972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9205    1.2187   -1.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9569    2.6015   -1.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4769    2.1797   -2.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6288    2.7967    0.7780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1886    2.3596   -0.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2499    1.0830    0.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3465   -0.7045    0.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3413    0.1021    2.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2781   -0.1686   -1.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0983   -1.6958   -0.8213 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9665   -0.1574    1.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5584   -1.7652    0.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5029   -2.2552    1.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0963   -3.0492   -0.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8108   -2.8222    0.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9530   -0.5783   -2.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3498   -0.6876    2.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9961    1.0354    1.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9474    0.0467    0.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2888   -1.6511    0.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 16  2  1  0
 11  5  1  0
 18 16  1  0
 12  7  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  6 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 12 29  1  0
 12 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
M  END


  Mrv0541 05061310392D          

 18 21  0  0  0  0            999 V2000
    3.5859   -0.3035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3290    0.1239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6818    2.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7011    0.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2953    1.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7249   -0.1406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9330    1.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1564    1.1738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8692    0.1052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4746    0.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1673   -0.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3550    0.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1653    1.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8761    0.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4081    1.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1439   -1.1426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7258    1.9863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5244    1.7172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  9  1  2  0  0  0  0
 10  6  2  0  0  0  0
 11  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12  2  1  0  0  0  0
 12  6  1  0  0  0  0
 12  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14  5  1  0  0  0  0
 14  9  1  0  0  0  0
 14 13  1  0  0  0  0
 15  7  1  0  0  0  0
 15 10  1  0  0  0  0
 15 13  1  0  0  0  0
 16 11  1  0  0  0  0
 17 13  1  0  0  0  0
 18  8  1  0  0  0  0
 18 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038794

> <DATABASE_NAME>
hmdb

> <SMILES>
CC12COC3(C1)C(=C2)C(O)C(=C)C1(CC1)C3(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O3/c1-9-11(16)10-6-12(2)7-15(10,18-8-12)13(3,17)14(9)4-5-14/h6,11,16-17H,1,4-5,7-8H2,2-3H3

> <INCHI_KEY>
WLMXEYUIRPFYIT-UHFFFAOYSA-N

> <FORMULA>
C15H20O3

> <MOLECULAR_WEIGHT>
248.3175

> <EXACT_MASS>
248.141244506

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
27.075403145049165

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2',8'-dimethyl-4'-methylidene-10'-oxaspiro[cyclopropane-1,3'-tricyclo[6.2.1.0¹,⁶]undecan]-6'-ene-2',5'-diol

> <ALOGPS_LOGP>
0.72

> <JCHEM_LOGP>
0.4748028440000001

> <ALOGPS_LOGS>
-1.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.0437809488622

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.254292401079464

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2663214108205336

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
67.92320000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.48e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2',8'-dimethyl-4'-methylidene-10'-oxaspiro[cyclopropane-1,3'-tricyclo[6.2.1.0¹,⁶]undecan]-6'-ene-2',5'-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038794
     RDKit          3D
2,12-Epoxy-7(14)-illudadiene-3,8-diol
 38 41  0  0  0  0  0  0  0  0999 V2000
   -2.9528    1.6848   -1.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8516    1.1466   -0.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5597    1.8735   -0.9561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6261    3.0508   -0.1924 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5954    1.0247   -0.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8213    1.3396   -0.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5287    0.0713    0.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6772    0.1562    1.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6771   -0.6917   -1.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3658   -0.9349   -1.5026 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5083   -0.4637   -0.5156 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3302   -0.7200    0.7592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8318   -1.0368   -0.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8204   -2.3551    0.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2156   -1.3229   -1.8254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8243   -0.1133    0.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8853   -0.0049    1.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0360   -0.5924    0.7972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9205    1.2187   -1.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9569    2.6015   -1.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4769    2.1797   -2.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6288    2.7967    0.7780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1886    2.3596   -0.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2499    1.0830    0.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3465   -0.7045    0.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3413    0.1021    2.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2781   -0.1686   -1.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0983   -1.6958   -0.8213 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9665   -0.1574    1.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5584   -1.7652    0.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5029   -2.2552    1.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0963   -3.0492   -0.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8108   -2.8222    0.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9530   -0.5783   -2.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3498   -0.6876    2.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9961    1.0354    1.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9474    0.0467    0.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2888   -1.6511    0.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 16  2  1  0
 11  5  1  0
 18 16  1  0
 12  7  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  6 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 12 29  1  0
 12 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  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       6.694  -0.567   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.614   0.231   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.139   3.826   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.909   1.751   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.151   3.092   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.353  -0.262   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.742   2.594   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.292   2.191   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.356   0.196   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.753   0.290   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.046  -0.594   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.663   1.092   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.042   2.578   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.369   1.766   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.628   1.932   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.002  -2.133   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.088   3.708   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.979   3.205   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   12                                                            
CONECT    3   13                                                            
CONECT    4    5   14                                                       
CONECT    5    4   14                                                       
CONECT    6   10   12                                                       
CONECT    7   12   15                                                       
CONECT    8   12   18                                                       
CONECT    9    1   11   14                                                  
CONECT   10    6   11   15                                                  
CONECT   11    9   10   16                                                  
CONECT   12    2    6    7    8                                             
CONECT   13    3   14   15   17                                             
CONECT   14    4    5    9   13                                             
CONECT   15    7   10   13   18                                             
CONECT   16   11                                                            
CONECT   17   13                                                            
CONECT   18    8   15                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   42    0
END

COMPND    HMDB0038794
HETATM    1  C1  UNL     1      -2.953   1.685  -1.167  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.852   1.147  -0.681  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.560   1.874  -0.956  1.00  0.00           C  
HETATM    4  O1  UNL     1      -0.626   3.051  -0.192  1.00  0.00           O  
HETATM    5  C4  UNL     1       0.595   1.025  -0.537  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.821   1.340  -0.129  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.529   0.071   0.197  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.677   0.156   1.072  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.677  -0.692  -1.089  1.00  0.00           C  
HETATM   10  O2  UNL     1       1.366  -0.935  -1.503  1.00  0.00           O  
HETATM   11  C9  UNL     1       0.508  -0.464  -0.516  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.330  -0.720   0.759  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.832  -1.037  -0.516  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.820  -2.355   0.226  1.00  0.00           C  
HETATM   15  O3  UNL     1      -1.216  -1.323  -1.825  1.00  0.00           O  
HETATM   16  C13 UNL     1      -1.824  -0.113   0.107  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.885  -0.005   1.586  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.036  -0.592   0.797  1.00  0.00           C  
HETATM   19  H1  UNL     1      -3.920   1.219  -1.010  1.00  0.00           H  
HETATM   20  H2  UNL     1      -2.957   2.602  -1.739  1.00  0.00           H  
HETATM   21  H3  UNL     1      -0.477   2.180  -2.007  1.00  0.00           H  
HETATM   22  H4  UNL     1      -0.629   2.797   0.778  1.00  0.00           H  
HETATM   23  H5  UNL     1       2.189   2.360  -0.065  1.00  0.00           H  
HETATM   24  H6  UNL     1       4.250   1.083   0.893  1.00  0.00           H  
HETATM   25  H7  UNL     1       4.346  -0.705   0.927  1.00  0.00           H  
HETATM   26  H8  UNL     1       3.341   0.102   2.146  1.00  0.00           H  
HETATM   27  H9  UNL     1       3.278  -0.169  -1.848  1.00  0.00           H  
HETATM   28  H10 UNL     1       3.098  -1.696  -0.821  1.00  0.00           H  
HETATM   29  H11 UNL     1       0.966  -0.157   1.609  1.00  0.00           H  
HETATM   30  H12 UNL     1       1.558  -1.765   0.905  1.00  0.00           H  
HETATM   31  H13 UNL     1      -0.503  -2.255   1.268  1.00  0.00           H  
HETATM   32  H14 UNL     1      -0.096  -3.049  -0.262  1.00  0.00           H  
HETATM   33  H15 UNL     1      -1.811  -2.822   0.151  1.00  0.00           H  
HETATM   34  H16 UNL     1      -0.953  -0.578  -2.397  1.00  0.00           H  
HETATM   35  H17 UNL     1      -1.350  -0.688   2.259  1.00  0.00           H  
HETATM   36  H18 UNL     1      -1.996   1.035   1.999  1.00  0.00           H  
HETATM   37  H19 UNL     1      -3.947   0.047   0.658  1.00  0.00           H  
HETATM   38  H20 UNL     1      -3.289  -1.651   0.926  1.00  0.00           H  
CONECT    1    2    2   19   20
CONECT    2    3   16
CONECT    3    4    5   21
CONECT    4   22
CONECT    5    6    6   11
CONECT    6    7   23
CONECT    7    8    9   12
CONECT    8   24   25   26
CONECT    9   10   27   28
CONECT   10   11
CONECT   11   12   13
CONECT   12   29   30
CONECT   13   14   15   16
CONECT   14   31   32   33
CONECT   15   34
CONECT   16   17   18
CONECT   17   18   35   36
CONECT   18   37   38
END

HMDB0038794
     RDKit          3D
2,12-Epoxy-7(14)-illudadiene-3,8-diol
 38 41  0  0  0  0  0  0  0  0999 V2000
   -2.9528    1.6848   -1.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8516    1.1466   -0.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5597    1.8735   -0.9561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6261    3.0508   -0.1924 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5954    1.0247   -0.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8213    1.3396   -0.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5287    0.0713    0.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6772    0.1562    1.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6771   -0.6917   -1.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3658   -0.9349   -1.5026 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5083   -0.4637   -0.5156 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3302   -0.7200    0.7592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8318   -1.0368   -0.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8204   -2.3551    0.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2156   -1.3229   -1.8254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8243   -0.1133    0.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8853   -0.0049    1.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0360   -0.5924    0.7972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9205    1.2187   -1.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9569    2.6015   -1.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4769    2.1797   -2.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6288    2.7967    0.7780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1886    2.3596   -0.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2499    1.0830    0.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3465   -0.7045    0.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3413    0.1021    2.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2781   -0.1686   -1.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0983   -1.6958   -0.8213 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9665   -0.1574    1.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5584   -1.7652    0.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5029   -2.2552    1.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0963   -3.0492   -0.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8108   -2.8222    0.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9530   -0.5783   -2.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3498   -0.6876    2.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9961    1.0354    1.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9474    0.0467    0.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2888   -1.6511    0.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 16  2  1  0
 11  5  1  0
 18 16  1  0
 12  7  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  6 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 12 29  1  0
 12 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Sodium methyl sulfuric acid	Generator
Sodium methyl sulphate	Generator
Sodium methyl sulphuric acid	Generator

Chemical Formula

C₁₅H₂₀O₃

Average Molecular Weight

248.3175

Monoisotopic Molecular Weight

248.141244506

IUPAC Name

2',8'-dimethyl-4'-methylidene-10'-oxaspiro[cyclopropane-1,3'-tricyclo[6.2.1.0¹,⁶]undecan]-6'-ene-2',5'-diol

Traditional Name

2',8'-dimethyl-4'-methylidene-10'-oxaspiro[cyclopropane-1,3'-tricyclo[6.2.1.0¹,⁶]undecan]-6'-ene-2',5'-diol

CAS Registry Number

141940-50-3

SMILES

CC12COC3(C1)C(=C2)C(O)C(=C)C1(CC1)C3(C)O

InChI Identifier

InChI=1S/C15H20O3/c1-9-11(16)10-6-12(2)7-15(10,18-8-12)13(3,17)14(9)4-5-14/h6,11,16-17H,1,4-5,7-8H2,2-3H3

InChI Key

WLMXEYUIRPFYIT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sulfuric acid monoesters. These are organic compounds containing the sulfuric acid monoester functional group, with the generic structure ROS(O)(=O)=O, (R=organyl group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfuric acids and derivatives

Sub Class

Sulfuric acid esters

Direct Parent

Sulfuric acid monoesters

Alternative Parents

Substituents

Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Organic alkali metal salt
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organic sodium salt
Organic salt
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0038794)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038794)

Source

Endogenous

Endogenous (HMDB: HMDB0038794)

Plant

Plant (HMDB: HMDB0038794)

Exogenous

Food

Food (HMDB: HMDB0038794)

Vegetable

Mushroom

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0038794)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0038794)

Nutrient

Nutrient (HMDB: HMDB0038794)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038794)

Emulsifier (HMDB: HMDB0038794)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	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	3.48 g/L	ALOGPS
logP	0.72	ALOGPS
logP	0.47	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	13.25	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	67.92 m³·mol⁻¹	ChemAxon
Polarizability	27.08 Å³	ChemAxon
Number of Rings	4	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
DarkChem	[M+H]+	154.756	31661259
DarkChem	[M-H]-	151.401	31661259
DeepCCS	[M-2H]-	193.186	30932474
DeepCCS	[M+Na]+	168.413	30932474
AllCCS	[M+H]+	157.6	32859911
AllCCS	[M+H-H2O]+	154.0	32859911
AllCCS	[M+NH4]+	161.0	32859911
AllCCS	[M+Na]+	162.0	32859911
AllCCS	[M-H]-	164.0	32859911
AllCCS	[M+Na-2H]-	163.7	32859911
AllCCS	[M+HCOO]-	163.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,12-Epoxy-7(14)-illudadiene-3,8-diol	CC12COC3(C1)C(=C2)C(O)C(=C)C1(CC1)C3(C)O	2642.4	Standard polar	33892256
2,12-Epoxy-7(14)-illudadiene-3,8-diol	CC12COC3(C1)C(=C2)C(O)C(=C)C1(CC1)C3(C)O	1773.3	Standard non polar	33892256
2,12-Epoxy-7(14)-illudadiene-3,8-diol	CC12COC3(C1)C(=C2)C(O)C(=C)C1(CC1)C3(C)O	1884.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,12-Epoxy-7(14)-illudadiene-3,8-diol,1TMS,isomer #1	C=C1C(O[Si](C)(C)C)C2=CC3(C)COC2(C3)C(C)(O)C12CC2	1883.5	Semi standard non polar	33892256
2,12-Epoxy-7(14)-illudadiene-3,8-diol,1TMS,isomer #2	C=C1C(O)C2=CC3(C)COC2(C3)C(C)(O[Si](C)(C)C)C12CC2	1886.2	Semi standard non polar	33892256
2,12-Epoxy-7(14)-illudadiene-3,8-diol,2TMS,isomer #1	C=C1C(O[Si](C)(C)C)C2=CC3(C)COC2(C3)C(C)(O[Si](C)(C)C)C12CC2	1942.5	Semi standard non polar	33892256
2,12-Epoxy-7(14)-illudadiene-3,8-diol,1TBDMS,isomer #1	C=C1C(O[Si](C)(C)C(C)(C)C)C2=CC3(C)COC2(C3)C(C)(O)C12CC2	2107.9	Semi standard non polar	33892256
2,12-Epoxy-7(14)-illudadiene-3,8-diol,1TBDMS,isomer #2	C=C1C(O)C2=CC3(C)COC2(C3)C(C)(O[Si](C)(C)C(C)(C)C)C12CC2	2129.0	Semi standard non polar	33892256
2,12-Epoxy-7(14)-illudadiene-3,8-diol,2TBDMS,isomer #1	C=C1C(O[Si](C)(C)C(C)(C)C)C2=CC3(C)COC2(C3)C(C)(O[Si](C)(C)C(C)(C)C)C12CC2	2407.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2,12-Epoxy-7(14)-illudadiene-3,8-diol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-8950000000-6c08c4672b84e9dd05b4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,12-Epoxy-7(14)-illudadiene-3,8-diol GC-MS (2 TMS) - 70eV, Positive	splash10-004i-6339000000-a414c6fed8544b398381	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,12-Epoxy-7(14)-illudadiene-3,8-diol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,12-Epoxy-7(14)-illudadiene-3,8-diol 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 - 2,12-Epoxy-7(14)-illudadiene-3,8-diol 10V, Positive-QTOF	splash10-001j-0090000000-90c6a3bdba8eaf5f63d4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,12-Epoxy-7(14)-illudadiene-3,8-diol 20V, Positive-QTOF	splash10-001j-4190000000-16858854f3891566dddd	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,12-Epoxy-7(14)-illudadiene-3,8-diol 40V, Positive-QTOF	splash10-000i-9100000000-d7685d0a966d13af4be4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,12-Epoxy-7(14)-illudadiene-3,8-diol 10V, Negative-QTOF	splash10-0002-0090000000-9aac02f8a592fc9a54b7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,12-Epoxy-7(14)-illudadiene-3,8-diol 20V, Negative-QTOF	splash10-002b-0090000000-094eb0081b333cb5feb0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,12-Epoxy-7(14)-illudadiene-3,8-diol 40V, Negative-QTOF	splash10-0kai-7940000000-c224be92ef1f0dd782fb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,12-Epoxy-7(14)-illudadiene-3,8-diol 10V, Negative-QTOF	splash10-0002-0090000000-7b3a58b796a0e4263959	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,12-Epoxy-7(14)-illudadiene-3,8-diol 20V, Negative-QTOF	splash10-0002-0190000000-e83b041cf728771dd521	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,12-Epoxy-7(14)-illudadiene-3,8-diol 40V, Negative-QTOF	splash10-0002-1590000000-8987152936cd1887d6b6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,12-Epoxy-7(14)-illudadiene-3,8-diol 10V, Positive-QTOF	splash10-0002-0090000000-49680131e353d9de1199	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,12-Epoxy-7(14)-illudadiene-3,8-diol 20V, Positive-QTOF	splash10-0002-5790000000-d6e68b692e3f375a5095	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,12-Epoxy-7(14)-illudadiene-3,8-diol 40V, Positive-QTOF	splash10-0002-1190000000-392c5527b9339750e50c	2021-09-24	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

FDB018135

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2,12-Epoxy-7(14)-illudadiene-3,8-diol (HMDB0038794)

MOL for HMDB0038794 (2,12-Epoxy-7(14)-illudadiene-3,8-diol)

3D MOL for HMDB0038794 (2,12-Epoxy-7(14)-illudadiene-3,8-diol)

3D SDF for HMDB0038794 (2,12-Epoxy-7(14)-illudadiene-3,8-diol)

3D-SDF for HMDB0038794 (2,12-Epoxy-7(14)-illudadiene-3,8-diol)

PDB for HMDB0038794 (2,12-Epoxy-7(14)-illudadiene-3,8-diol)

3D PDB for HMDB0038794 (2,12-Epoxy-7(14)-illudadiene-3,8-diol)

SMILES for HMDB0038794 (2,12-Epoxy-7(14)-illudadiene-3,8-diol)

INCHI for HMDB0038794 (2,12-Epoxy-7(14)-illudadiene-3,8-diol)

Structure for HMDB0038794 (2,12-Epoxy-7(14)-illudadiene-3,8-diol)

3D Structure for HMDB0038794 (2,12-Epoxy-7(14)-illudadiene-3,8-diol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra