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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:15:38 UTC

Update Date

2022-03-07 02:54:27 UTC

HMDB ID

HMDB0035301

Secondary Accession Numbers

HMDB35301

Metabolite Identification

Common Name

4alpha,5alpha-Epoxy-11-eudesmen-3a-ol

Description

4alpha,5alpha-Epoxy-11-eudesmen-3a-ol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on 4alpha,5alpha-Epoxy-11-eudesmen-3a-ol.

Structure

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

HMDB0035301
     RDKit          3D
4alpha,5alpha-Epoxy-11-eudesmen-3a-ol
 41 43  0  0  0  0  0  0  0  0999 V2000
    4.0211   -0.7081    0.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1010    0.2222    0.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4687    1.5226    0.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7390   -0.0417   -0.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5653   -1.3190   -0.9187 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1656   -1.4211   -1.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8970   -1.0761   -0.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8401   -2.1588    0.6356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2344   -1.1709   -1.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7412    0.1929   -1.4184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9170    0.9295   -0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3785    2.2151   -0.4507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5810    1.1139    0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5431    2.0799    1.6999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5898    1.4118   -0.5206 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6214    0.2246    0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7176    0.0602    0.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0585   -0.5218    0.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7908   -1.6567   -0.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5720    1.6194    0.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781    2.3522    0.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0746    1.6169    1.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4505    0.7882   -0.8759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8297   -2.2003   -0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2488   -1.2780   -1.8071 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0118   -2.4650   -1.8013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0396   -0.7704   -2.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1307   -1.7316    1.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5838   -2.9581    0.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1390   -2.6288    0.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2270   -1.8155   -1.9988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9689   -1.6291   -0.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9026    0.7424   -1.9306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6503    0.2218   -2.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6527    0.4273    0.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5872    2.6618   -0.8812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3516    3.0933    1.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7877    1.8128    2.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5364    2.1183    2.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9393    0.9693    1.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7114   -0.8454    1.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17  4  1  0
 16  7  1  0
 16 13  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 17 40  1  0
 17 41  1  0
M  END


  Mrv0541 05061308212D          

 17 19  0  0  0  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 10  1  2  0  0  0  0
 10  2  1  0  0  0  0
 11  5  1  0  0  0  0
 11  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12  6  1  0  0  0  0
 13  3  1  0  0  0  0
 13  7  1  0  0  0  0
 13  8  1  0  0  0  0
 14  4  1  0  0  0  0
 14 12  1  0  0  0  0
 15  9  1  0  0  0  0
 15 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 12  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035301

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=C)C1CCC2(C)CCC(O)C3(C)OC23C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O2/c1-10(2)11-5-7-13(3)8-6-12(16)14(4)15(13,9-11)17-14/h11-12,16H,1,5-9H2,2-4H3

> <INCHI_KEY>
AXKKANUAFIGTQI-UHFFFAOYSA-N

> <FORMULA>
C15H24O2

> <MOLECULAR_WEIGHT>
236.3499

> <EXACT_MASS>
236.177630012

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.6751100318981

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1b,5b-dimethyl-4-(prop-1-en-2-yl)-octahydro-H-naphtho[1,8a-b]oxiren--ol

> <ALOGPS_LOGP>
3.14

> <JCHEM_LOGP>
2.771043038333333

> <ALOGPS_LOGS>
-3.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.910053195285688

> <JCHEM_PKA_STRONGEST_BASIC>
-3.27554273238204

> <JCHEM_POLAR_SURFACE_AREA>
32.76

> <JCHEM_REFRACTIVITY>
67.433

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.30e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1b,5b-dimethyl-4-(prop-1-en-2-yl)-hexahydro-H-naphtho[1,8a-b]oxiren--ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035301
     RDKit          3D
4alpha,5alpha-Epoxy-11-eudesmen-3a-ol
 41 43  0  0  0  0  0  0  0  0999 V2000
    4.0211   -0.7081    0.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1010    0.2222    0.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4687    1.5226    0.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7390   -0.0417   -0.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5653   -1.3190   -0.9187 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1656   -1.4211   -1.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8970   -1.0761   -0.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8401   -2.1588    0.6356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2344   -1.1709   -1.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7412    0.1929   -1.4184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9170    0.9295   -0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3785    2.2151   -0.4507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5810    1.1139    0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5431    2.0799    1.6999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5898    1.4118   -0.5206 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6214    0.2246    0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7176    0.0602    0.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0585   -0.5218    0.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7908   -1.6567   -0.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5720    1.6194    0.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781    2.3522    0.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0746    1.6169    1.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4505    0.7882   -0.8759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8297   -2.2003   -0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2488   -1.2780   -1.8071 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0118   -2.4650   -1.8013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0396   -0.7704   -2.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1307   -1.7316    1.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5838   -2.9581    0.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1390   -2.6288    0.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2270   -1.8155   -1.9988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9689   -1.6291   -0.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9026    0.7424   -1.9306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6503    0.2218   -2.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6527    0.4273    0.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5872    2.6618   -0.8812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3516    3.0933    1.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7877    1.8128    2.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5364    2.1183    2.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9393    0.9693    1.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7114   -0.8454    1.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17  4  1  0
 16  7  1  0
 16 13  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 17 40  1  0
 17 41  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.438  -2.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.335  -1.540   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   13                                                            
CONECT    4   14                                                            
CONECT    5    7   11                                                       
CONECT    6    8   12                                                       
CONECT    7    5   13                                                       
CONECT    8    6   13                                                       
CONECT    9   11   15                                                       
CONECT   10    1    2   11                                                  
CONECT   11    5    9   10                                                  
CONECT   12    6   14   16                                                  
CONECT   13    3    7    8   15                                             
CONECT   14    4   12   15   17                                             
CONECT   15    9   13   14   17                                             
CONECT   16   12                                                            
CONECT   17   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0035301
HETATM    1  C1  UNL     1       4.021  -0.708   0.132  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.101   0.222   0.272  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.469   1.523   0.877  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.739  -0.042  -0.168  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.565  -1.319  -0.919  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.166  -1.421  -1.472  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.897  -1.076  -0.446  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.840  -2.159   0.636  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.234  -1.171  -1.095  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.741   0.193  -1.418  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.917   0.930  -0.082  1.00  0.00           C  
HETATM   12  O1  UNL     1      -3.378   2.215  -0.451  1.00  0.00           O  
HETATM   13  C12 UNL     1      -1.581   1.114   0.555  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.543   2.080   1.700  1.00  0.00           C  
HETATM   15  O2  UNL     1      -0.590   1.412  -0.521  1.00  0.00           O  
HETATM   16  C14 UNL     1      -0.621   0.225   0.244  1.00  0.00           C  
HETATM   17  C15 UNL     1       0.718   0.060   0.965  1.00  0.00           C  
HETATM   18  H1  UNL     1       5.058  -0.522   0.462  1.00  0.00           H  
HETATM   19  H2  UNL     1       3.791  -1.657  -0.300  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.572   1.619   0.944  1.00  0.00           H  
HETATM   21  H4  UNL     1       3.078   2.352   0.242  1.00  0.00           H  
HETATM   22  H5  UNL     1       3.075   1.617   1.918  1.00  0.00           H  
HETATM   23  H6  UNL     1       1.450   0.788  -0.876  1.00  0.00           H  
HETATM   24  H7  UNL     1       1.830  -2.200  -0.335  1.00  0.00           H  
HETATM   25  H8  UNL     1       2.249  -1.278  -1.807  1.00  0.00           H  
HETATM   26  H9  UNL     1       0.012  -2.465  -1.801  1.00  0.00           H  
HETATM   27  H10 UNL     1       0.040  -0.770  -2.376  1.00  0.00           H  
HETATM   28  H11 UNL     1      -1.131  -1.732   1.608  1.00  0.00           H  
HETATM   29  H12 UNL     1      -1.584  -2.958   0.404  1.00  0.00           H  
HETATM   30  H13 UNL     1       0.139  -2.629   0.717  1.00  0.00           H  
HETATM   31  H14 UNL     1      -2.227  -1.816  -1.999  1.00  0.00           H  
HETATM   32  H15 UNL     1      -2.969  -1.629  -0.374  1.00  0.00           H  
HETATM   33  H16 UNL     1      -1.903   0.742  -1.931  1.00  0.00           H  
HETATM   34  H17 UNL     1      -3.650   0.222  -2.020  1.00  0.00           H  
HETATM   35  H18 UNL     1      -3.653   0.427   0.555  1.00  0.00           H  
HETATM   36  H19 UNL     1      -2.587   2.662  -0.881  1.00  0.00           H  
HETATM   37  H20 UNL     1      -1.352   3.093   1.270  1.00  0.00           H  
HETATM   38  H21 UNL     1      -0.788   1.813   2.463  1.00  0.00           H  
HETATM   39  H22 UNL     1      -2.536   2.118   2.162  1.00  0.00           H  
HETATM   40  H23 UNL     1       0.939   0.969   1.560  1.00  0.00           H  
HETATM   41  H24 UNL     1       0.711  -0.845   1.585  1.00  0.00           H  
CONECT    1    2    2   18   19
CONECT    2    3    4
CONECT    3   20   21   22
CONECT    4    5   17   23
CONECT    5    6   24   25
CONECT    6    7   26   27
CONECT    7    8    9   16
CONECT    8   28   29   30
CONECT    9   10   31   32
CONECT   10   11   33   34
CONECT   11   12   13   35
CONECT   12   36
CONECT   13   14   15   16
CONECT   14   37   38   39
CONECT   15   16
CONECT   16   17
CONECT   17   40   41
END

HMDB0035301
     RDKit          3D
4alpha,5alpha-Epoxy-11-eudesmen-3a-ol
 41 43  0  0  0  0  0  0  0  0999 V2000
    4.0211   -0.7081    0.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1010    0.2222    0.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4687    1.5226    0.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7390   -0.0417   -0.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5653   -1.3190   -0.9187 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1656   -1.4211   -1.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8970   -1.0761   -0.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8401   -2.1588    0.6356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2344   -1.1709   -1.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7412    0.1929   -1.4184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9170    0.9295   -0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3785    2.2151   -0.4507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5810    1.1139    0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5431    2.0799    1.6999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5898    1.4118   -0.5206 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6214    0.2246    0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7176    0.0602    0.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0585   -0.5218    0.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7908   -1.6567   -0.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5720    1.6194    0.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781    2.3522    0.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0746    1.6169    1.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4505    0.7882   -0.8759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8297   -2.2003   -0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2488   -1.2780   -1.8071 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0118   -2.4650   -1.8013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0396   -0.7704   -2.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1307   -1.7316    1.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5838   -2.9581    0.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1390   -2.6288    0.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2270   -1.8155   -1.9988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9689   -1.6291   -0.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9026    0.7424   -1.9306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6503    0.2218   -2.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6527    0.4273    0.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5872    2.6618   -0.8812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3516    3.0933    1.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7877    1.8128    2.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5364    2.1183    2.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9393    0.9693    1.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7114   -0.8454    1.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17  4  1  0
 16  7  1  0
 16 13  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 17 40  1  0
 17 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4a,5a-Epoxy-11-eudesmen-3a-ol	Generator
4Α,5α-epoxy-11-eudesmen-3a-ol	Generator
4alpha,5alpha-Epoxy-11-eudesmen-3alpha-ol	HMDB
[1AR-(1aalpha,2alpha,4aalpha,7alpha,8as*)]-octahydro-1a,4a-dimethyl-7-(1-methylethenyl)-3H-naphth[1,8a-b]oxiren-2-ol	HMDB

Chemical Formula

C₁₅H₂₄O₂

Average Molecular Weight

236.3499

Monoisotopic Molecular Weight

236.177630012

IUPAC Name

1b,5b-dimethyl-4-(prop-1-en-2-yl)-octahydro-H-naphtho[1,8a-b]oxiren--ol

Traditional Name

1b,5b-dimethyl-4-(prop-1-en-2-yl)-hexahydro-H-naphtho[1,8a-b]oxiren--ol

CAS Registry Number

61248-42-8

SMILES

CC(=C)C1CCC2(C)CCC(O)C3(C)OC23C1

InChI Identifier

InChI=1S/C15H24O2/c1-10(2)11-5-7-13(3)8-6-12(16)14(4)15(13,9-11)17-14/h11-12,16H,1,5-9H2,2-4H3

InChI Key

AXKKANUAFIGTQI-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
Oxepane
Cyclic alcohol
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0035301)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035301)

Source

Endogenous

Endogenous (HMDB: HMDB0035301)

Plant

Plant (HMDB: HMDB0035301)

Animal

Animal (HMDB: HMDB0035301)

Exogenous

Food

Food (HMDB: HMDB0035301)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035301)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035301)

Cellular process

Cell signaling (HMDB: HMDB0035301)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035301)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035301)

Nutrient

Nutrient (HMDB: HMDB0035301)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035301)

Emulsifier (HMDB: HMDB0035301)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	61.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	112.6 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.13 g/L	ALOGPS
logP	3.14	ALOGPS
logP	2.77	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	13.91	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	32.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	67.43 m³·mol⁻¹	ChemAxon
Polarizability	27.68 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]+	154.516	31661259
DarkChem	[M-H]-	150.918	31661259
DeepCCS	[M-2H]-	190.143	30932474
DeepCCS	[M+Na]+	165.171	30932474
AllCCS	[M+H]+	157.1	32859911
AllCCS	[M+H-H2O]+	153.4	32859911
AllCCS	[M+NH4]+	160.5	32859911
AllCCS	[M+Na]+	161.5	32859911
AllCCS	[M-H]-	164.2	32859911
AllCCS	[M+Na-2H]-	164.5	32859911
AllCCS	[M+HCOO]-	164.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4alpha,5alpha-Epoxy-11-eudesmen-3a-ol	CC(=C)C1CCC2(C)CCC(O)C3(C)OC23C1	2382.9	Standard polar	33892256
4alpha,5alpha-Epoxy-11-eudesmen-3a-ol	CC(=C)C1CCC2(C)CCC(O)C3(C)OC23C1	1751.6	Standard non polar	33892256
4alpha,5alpha-Epoxy-11-eudesmen-3a-ol	CC(=C)C1CCC2(C)CCC(O)C3(C)OC23C1	1750.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4alpha,5alpha-Epoxy-11-eudesmen-3a-ol,1TMS,isomer #1	C=C(C)C1CCC2(C)CCC(O[Si](C)(C)C)C3(C)OC23C1	1803.6	Semi standard non polar	33892256
4alpha,5alpha-Epoxy-11-eudesmen-3a-ol,1TBDMS,isomer #1	C=C(C)C1CCC2(C)CCC(O[Si](C)(C)C(C)(C)C)C3(C)OC23C1	2060.0	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 - 4alpha,5alpha-Epoxy-11-eudesmen-3a-ol GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9440000000-1f4315e02ca1f3588083	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4alpha,5alpha-Epoxy-11-eudesmen-3a-ol GC-MS (1 TMS) - 70eV, Positive	splash10-003u-9040000000-89bd5e16c078e381bdcb	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4alpha,5alpha-Epoxy-11-eudesmen-3a-ol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4alpha,5alpha-Epoxy-11-eudesmen-3a-ol 10V, Positive-QTOF	splash10-000i-0190000000-b75ca618a0391e23aad6	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4alpha,5alpha-Epoxy-11-eudesmen-3a-ol 20V, Positive-QTOF	splash10-00kr-7690000000-385969a0ab7c7d7751cc	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4alpha,5alpha-Epoxy-11-eudesmen-3a-ol 40V, Positive-QTOF	splash10-0159-9000000000-86d082d07635449f4150	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4alpha,5alpha-Epoxy-11-eudesmen-3a-ol 10V, Negative-QTOF	splash10-000i-0090000000-e9d4e4f92126ca66084d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4alpha,5alpha-Epoxy-11-eudesmen-3a-ol 20V, Negative-QTOF	splash10-000i-0090000000-70f2649bb78fe9edec5f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4alpha,5alpha-Epoxy-11-eudesmen-3a-ol 40V, Negative-QTOF	splash10-016u-3950000000-ab7b7dab37cf646a931b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4alpha,5alpha-Epoxy-11-eudesmen-3a-ol 10V, Negative-QTOF	splash10-000i-0090000000-c0031dc201eac6b6350a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4alpha,5alpha-Epoxy-11-eudesmen-3a-ol 20V, Negative-QTOF	splash10-000i-0090000000-c0031dc201eac6b6350a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4alpha,5alpha-Epoxy-11-eudesmen-3a-ol 40V, Negative-QTOF	splash10-000i-0090000000-f9401ae36356b150d3a2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4alpha,5alpha-Epoxy-11-eudesmen-3a-ol 10V, Positive-QTOF	splash10-000i-0090000000-a467b3aec90e48caea99	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4alpha,5alpha-Epoxy-11-eudesmen-3a-ol 20V, Positive-QTOF	splash10-000i-2590000000-0e33cabd7362fadbf78b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4alpha,5alpha-Epoxy-11-eudesmen-3a-ol 40V, Positive-QTOF	splash10-014u-9100000000-1ec1364024dd5a7dad16	2021-09-25	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

FDB013969

KNApSAcK ID

C00012741

Chemspider ID

35013898

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751701

PDB ID

Not Available

ChEBI ID

171716

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1848971

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 4alpha,5alpha-Epoxy-11-eudesmen-3a-ol (HMDB0035301)

MOL for HMDB0035301 (4alpha,5alpha-Epoxy-11-eudesmen-3a-ol)

3D MOL for HMDB0035301 (4alpha,5alpha-Epoxy-11-eudesmen-3a-ol)

3D SDF for HMDB0035301 (4alpha,5alpha-Epoxy-11-eudesmen-3a-ol)

3D-SDF for HMDB0035301 (4alpha,5alpha-Epoxy-11-eudesmen-3a-ol)

PDB for HMDB0035301 (4alpha,5alpha-Epoxy-11-eudesmen-3a-ol)

3D PDB for HMDB0035301 (4alpha,5alpha-Epoxy-11-eudesmen-3a-ol)

SMILES for HMDB0035301 (4alpha,5alpha-Epoxy-11-eudesmen-3a-ol)

INCHI for HMDB0035301 (4alpha,5alpha-Epoxy-11-eudesmen-3a-ol)

Structure for HMDB0035301 (4alpha,5alpha-Epoxy-11-eudesmen-3a-ol)

3D Structure for HMDB0035301 (4alpha,5alpha-Epoxy-11-eudesmen-3a-ol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra