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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:24:26 UTC

Update Date

2022-03-07 02:55:38 UTC

HMDB ID

HMDB0038123

Secondary Accession Numbers

HMDB38123

Metabolite Identification

Common Name

1,5-Epoxy-4(14)-salvialene

Description

1,5-Epoxy-4(14)-salvialene, also known as 1,5-epoxysalvial-4(14)-ene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 1,5-Epoxy-4(14)-salvialene is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0038123
     RDKit          3D
1,5-Epoxy-4(14)-salvialene
 40 42  0  0  0  0  0  0  0  0999 V2000
   -2.1479    2.9758   -0.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0548    1.6692   -0.0778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9252    0.8047    0.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0213   -0.5946    0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9438   -0.9691   -0.7255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6807    0.0142   -1.6518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0199    0.9913   -0.9045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0700    0.2273    0.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3001    0.2417   -0.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4051    0.1087    0.4192 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4369    1.1973    1.4483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7223    0.1750   -0.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3529   -0.9828   -1.4832 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2802   -1.9106   -1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5994   -1.1643   -0.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6780   -1.8887    1.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8997    3.4648    0.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4963    3.5571   -0.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5158    0.8297    1.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9514    1.2391    0.8480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0594   -1.3051    1.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9992   -0.7040   -0.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2281   -1.9432   -1.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4740    1.6702   -1.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1433    0.6845    1.0063 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4270    1.1312   -1.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3394   -0.8686    0.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3368    1.0289    2.0774 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5719    1.1756    2.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5807    2.1936    0.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5774    0.5621   -1.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1850   -0.8353   -0.4333 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4549    0.8424    0.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3306   -1.5234   -1.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2729   -0.7030   -2.5556 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6767   -2.8493   -0.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2815   -2.2468   -1.9351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3419   -2.0714    1.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1599   -2.8660    1.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2428   -1.3581    2.0149 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  7  2  1  0
 15  8  1  0
 15  5  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END


  Mrv0541 02241215272D          

 16 18  0  0  0  0            999 V2000
   -0.6184    0.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1233   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8656    0.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3607   -0.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483   -0.9892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1233   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1233   -1.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9490   -0.3295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7010   -1.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5260   -1.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9385   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5260    0.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9385    1.0726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9385    1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1135    1.0726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6184    1.6496    0.0000 C   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
  1 12  1  0  0  0  0
  2  3  1  0  0  0  0
  2  6  1  0  0  0  0
  3  4  1  0  0  0  0
  3 15  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  9  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038123

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1CCC2(C)C3CCC(=C)C(O3)C12

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O/c1-9(2)11-7-8-15(4)12-6-5-10(3)14(16-12)13(11)15/h9,11-14H,3,5-8H2,1-2,4H3

> <INCHI_KEY>
BITBXAWCPCNKKN-UHFFFAOYSA-N

> <FORMULA>
C15H24O

> <MOLECULAR_WEIGHT>
220.3505

> <EXACT_MASS>
220.18271539

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.42814642635131

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methyl-8-methylidene-5-(propan-2-yl)-11-oxatricyclo[5.3.1.0²,⁶]undecane

> <ALOGPS_LOGP>
3.37

> <JCHEM_LOGP>
3.7029240413333335

> <ALOGPS_LOGS>
-4.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.201694314231027

> <JCHEM_POLAR_SURFACE_AREA>
9.23

> <JCHEM_REFRACTIVITY>
66.0463

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-isopropyl-2-methyl-8-methylidene-11-oxatricyclo[5.3.1.0²,⁶]undecane

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038123
     RDKit          3D
1,5-Epoxy-4(14)-salvialene
 40 42  0  0  0  0  0  0  0  0999 V2000
   -2.1479    2.9758   -0.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0548    1.6692   -0.0778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9252    0.8047    0.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0213   -0.5946    0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9438   -0.9691   -0.7255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6807    0.0142   -1.6518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0199    0.9913   -0.9045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0700    0.2273    0.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3001    0.2417   -0.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4051    0.1087    0.4192 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4369    1.1973    1.4483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7223    0.1750   -0.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3529   -0.9828   -1.4832 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2802   -1.9106   -1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5994   -1.1643   -0.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6780   -1.8887    1.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8997    3.4648    0.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4963    3.5571   -0.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5158    0.8297    1.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9514    1.2391    0.8480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0594   -1.3051    1.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9992   -0.7040   -0.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2281   -1.9432   -1.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4740    1.6702   -1.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1433    0.6845    1.0063 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4270    1.1312   -1.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3394   -0.8686    0.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3368    1.0289    2.0774 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5719    1.1756    2.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5807    2.1936    0.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5774    0.5621   -1.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1850   -0.8353   -0.4333 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4549    0.8424    0.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3306   -1.5234   -1.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2729   -0.7030   -2.5556 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6767   -2.8493   -0.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2815   -2.2468   -1.9351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3419   -2.0714    1.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1599   -2.8660    1.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2428   -1.3581    2.0149 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  7  2  1  0
 15  8  1  0
 15  5  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  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      -1.154   0.616   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.230  -0.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.616   0.616   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.540  -0.615   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.770  -1.847   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.230  -1.539   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.230  -3.079   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.771  -0.615   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.309  -2.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.849  -2.155   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.619  -0.769   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.849   0.616   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.619   2.002   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.619   2.309   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.079   2.002   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.154   3.079   0.000  0.00  0.00           C+0
CONECT    1    2    8   12                                                  
CONECT    2    1    3    6                                                  
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    2    5    7    9                                             
CONECT    7    6                                                            
CONECT    8    1    9                                                       
CONECT    9    6    8   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12    1   11   13                                                  
CONECT   13   12                                                            
CONECT   14   15                                                            
CONECT   15    3   14   16                                                  
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END

COMPND    HMDB0038123
HETATM    1  C1  UNL     1      -2.148   2.976  -0.127  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.055   1.669  -0.078  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.925   0.805   0.760  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.021  -0.595   0.238  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.944  -0.969  -0.726  1.00  0.00           C  
HETATM    6  O1  UNL     1      -1.681   0.014  -1.652  1.00  0.00           O  
HETATM    7  C6  UNL     1      -1.020   0.991  -0.904  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.070   0.227   0.022  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.300   0.242  -0.579  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.405   0.109   0.419  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.437   1.197   1.448  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.722   0.175  -0.348  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.353  -0.983  -1.483  1.00  0.00           C  
HETATM   14  C13 UNL     1       0.280  -1.911  -1.019  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.599  -1.164  -0.067  1.00  0.00           C  
HETATM   16  C15 UNL     1      -0.678  -1.889   1.232  1.00  0.00           C  
HETATM   17  H1  UNL     1      -2.900   3.465   0.474  1.00  0.00           H  
HETATM   18  H2  UNL     1      -1.496   3.557  -0.748  1.00  0.00           H  
HETATM   19  H3  UNL     1      -2.516   0.830   1.805  1.00  0.00           H  
HETATM   20  H4  UNL     1      -3.951   1.239   0.848  1.00  0.00           H  
HETATM   21  H5  UNL     1      -3.059  -1.305   1.078  1.00  0.00           H  
HETATM   22  H6  UNL     1      -3.999  -0.704  -0.299  1.00  0.00           H  
HETATM   23  H7  UNL     1      -2.228  -1.943  -1.185  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.474   1.670  -1.568  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.143   0.684   1.006  1.00  0.00           H  
HETATM   26  H10 UNL     1       1.427   1.131  -1.228  1.00  0.00           H  
HETATM   27  H11 UNL     1       2.339  -0.869   0.921  1.00  0.00           H  
HETATM   28  H12 UNL     1       3.337   1.029   2.077  1.00  0.00           H  
HETATM   29  H13 UNL     1       1.572   1.176   2.140  1.00  0.00           H  
HETATM   30  H14 UNL     1       2.581   2.194   0.968  1.00  0.00           H  
HETATM   31  H15 UNL     1       3.577   0.562  -1.368  1.00  0.00           H  
HETATM   32  H16 UNL     1       4.185  -0.835  -0.433  1.00  0.00           H  
HETATM   33  H17 UNL     1       4.455   0.842   0.148  1.00  0.00           H  
HETATM   34  H18 UNL     1       2.331  -1.523  -1.380  1.00  0.00           H  
HETATM   35  H19 UNL     1       1.273  -0.703  -2.556  1.00  0.00           H  
HETATM   36  H20 UNL     1       0.677  -2.849  -0.572  1.00  0.00           H  
HETATM   37  H21 UNL     1      -0.281  -2.247  -1.935  1.00  0.00           H  
HETATM   38  H22 UNL     1       0.342  -2.071   1.596  1.00  0.00           H  
HETATM   39  H23 UNL     1      -1.160  -2.866   1.057  1.00  0.00           H  
HETATM   40  H24 UNL     1      -1.243  -1.358   2.015  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3    7
CONECT    3    4   19   20
CONECT    4    5   21   22
CONECT    5    6   15   23
CONECT    6    7
CONECT    7    8   24
CONECT    8    9   15   25
CONECT    9   10   13   26
CONECT   10   11   12   27
CONECT   11   28   29   30
CONECT   12   31   32   33
CONECT   13   14   34   35
CONECT   14   15   36   37
CONECT   15   16
CONECT   16   38   39   40
END

HMDB0038123
     RDKit          3D
1,5-Epoxy-4(14)-salvialene
 40 42  0  0  0  0  0  0  0  0999 V2000
   -2.1479    2.9758   -0.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0548    1.6692   -0.0778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9252    0.8047    0.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0213   -0.5946    0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9438   -0.9691   -0.7255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6807    0.0142   -1.6518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0199    0.9913   -0.9045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0700    0.2273    0.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3001    0.2417   -0.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4051    0.1087    0.4192 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4369    1.1973    1.4483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7223    0.1750   -0.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3529   -0.9828   -1.4832 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2802   -1.9106   -1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5994   -1.1643   -0.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6780   -1.8887    1.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8997    3.4648    0.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4963    3.5571   -0.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5158    0.8297    1.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9514    1.2391    0.8480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0594   -1.3051    1.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9992   -0.7040   -0.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2281   -1.9432   -1.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4740    1.6702   -1.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1433    0.6845    1.0063 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4270    1.1312   -1.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3394   -0.8686    0.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3368    1.0289    2.0774 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5719    1.1756    2.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5807    2.1936    0.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5774    0.5621   -1.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1850   -0.8353   -0.4333 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4549    0.8424    0.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3306   -1.5234   -1.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2729   -0.7030   -2.5556 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6767   -2.8493   -0.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2815   -2.2468   -1.9351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3419   -2.0714    1.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1599   -2.8660    1.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2428   -1.3581    2.0149 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  7  2  1  0
 15  8  1  0
 15  5  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,5-Epoxysalvial-4(14)-ene	HMDB

Chemical Formula

C₁₅H₂₄O

Average Molecular Weight

220.3505

Monoisotopic Molecular Weight

220.18271539

IUPAC Name

2-methyl-8-methylidene-5-(propan-2-yl)-11-oxatricyclo[5.3.1.0²,⁶]undecane

Traditional Name

5-isopropyl-2-methyl-8-methylidene-11-oxatricyclo[5.3.1.0²,⁶]undecane

CAS Registry Number

88395-47-5

SMILES

CC(C)C1CCC2(C)C3CCC(=C)C(O3)C12

InChI Identifier

InChI=1S/C15H24O/c1-9(2)11-7-8-15(4)12-6-5-10(3)14(16-12)13(11)15/h9,11-14H,3,5-8H2,1-2,4H3

InChI Key

BITBXAWCPCNKKN-UHFFFAOYSA-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
Oxane
Tetrahydrofuran
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0038123)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038123)

Source

Endogenous

Endogenous (HMDB: HMDB0038123)

Plant

Plant (HMDB: HMDB0038123)

Animal

Animal (HMDB: HMDB0038123)

Exogenous

Food

Food (HMDB: HMDB0038123)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0038123)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0038123)

Cellular process

Cell signaling (HMDB: HMDB0038123)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0038123)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0038123)

Nutrient

Nutrient (HMDB: HMDB0038123)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038123)

Emulsifier (HMDB: HMDB0038123)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	61 - 62 °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	0.01 g/L	ALOGPS
logP	3.37	ALOGPS
logP	3.7	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	9.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	66.05 m³·mol⁻¹	ChemAxon
Polarizability	26.43 Å³	ChemAxon
Number of Rings	3	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]+	152.587	31661259
DarkChem	[M-H]-	147.867	31661259
DeepCCS	[M-2H]-	190.705	30932474
DeepCCS	[M+Na]+	166.822	30932474
AllCCS	[M+H]+	153.4	32859911
AllCCS	[M+H-H2O]+	149.7	32859911
AllCCS	[M+NH4]+	156.9	32859911
AllCCS	[M+Na]+	158.0	32859911
AllCCS	[M-H]-	160.5	32859911
AllCCS	[M+Na-2H]-	160.8	32859911
AllCCS	[M+HCOO]-	161.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,5-Epoxy-4(14)-salvialene	CC(C)C1CCC2(C)C3CCC(=C)C(O3)C12	1931.3	Standard polar	33892256
1,5-Epoxy-4(14)-salvialene	CC(C)C1CCC2(C)C3CCC(=C)C(O3)C12	1546.7	Standard non polar	33892256
1,5-Epoxy-4(14)-salvialene	CC(C)C1CCC2(C)C3CCC(=C)C(O3)C12	1572.6	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 - 1,5-Epoxy-4(14)-salvialene GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-6910000000-4dd6dc6f77e91a71d131	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,5-Epoxy-4(14)-salvialene 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 - 1,5-Epoxy-4(14)-salvialene 10V, Positive-QTOF	splash10-00di-1490000000-77ba06f36d4abf8a9657	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,5-Epoxy-4(14)-salvialene 20V, Positive-QTOF	splash10-00di-6790000000-e6edc7e7d37581a9ef37	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,5-Epoxy-4(14)-salvialene 40V, Positive-QTOF	splash10-0pvi-9100000000-9bdf6410a579649b93c0	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,5-Epoxy-4(14)-salvialene 10V, Negative-QTOF	splash10-014i-0090000000-9bdf2d70626ddc716bf9	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,5-Epoxy-4(14)-salvialene 20V, Negative-QTOF	splash10-014i-0190000000-f5c6ebe87af8f1e307c3	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,5-Epoxy-4(14)-salvialene 40V, Negative-QTOF	splash10-0uk9-3910000000-63cac6b7192b212fd848	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,5-Epoxy-4(14)-salvialene 10V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,5-Epoxy-4(14)-salvialene 20V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,5-Epoxy-4(14)-salvialene 40V, Negative-QTOF	splash10-015a-1920000000-131216a40698f0edec98	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,5-Epoxy-4(14)-salvialene 10V, Positive-QTOF	splash10-00di-0090000000-a0be1c695aa70f176aed	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,5-Epoxy-4(14)-salvialene 20V, Positive-QTOF	splash10-00dj-9480000000-7af777d86769474ee44a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,5-Epoxy-4(14)-salvialene 40V, Positive-QTOF	splash10-05r3-9100000000-8ac9adf72d55d923559e	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB017349

KNApSAcK ID

C00021423

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

85669481

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

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 1,5-Epoxy-4(14)-salvialene (HMDB0038123)

MOL for HMDB0038123 (1,5-Epoxy-4(14)-salvialene)

3D MOL for HMDB0038123 (1,5-Epoxy-4(14)-salvialene)

3D SDF for HMDB0038123 (1,5-Epoxy-4(14)-salvialene)

3D-SDF for HMDB0038123 (1,5-Epoxy-4(14)-salvialene)

PDB for HMDB0038123 (1,5-Epoxy-4(14)-salvialene)

3D PDB for HMDB0038123 (1,5-Epoxy-4(14)-salvialene)

SMILES for HMDB0038123 (1,5-Epoxy-4(14)-salvialene)

INCHI for HMDB0038123 (1,5-Epoxy-4(14)-salvialene)

Structure for HMDB0038123 (1,5-Epoxy-4(14)-salvialene)

3D Structure for HMDB0038123 (1,5-Epoxy-4(14)-salvialene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra