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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:14:38 UTC

Update Date

2022-03-07 02:56:19 UTC

HMDB ID

HMDB0039711

Secondary Accession Numbers

HMDB39711

Metabolite Identification

Common Name

Aromadendrene epoxide

Description

Aromadendrene epoxide belongs to the class of organic compounds known as 5,10-cycloaromadendrane sesquiterpenoids. These are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton. Based on a literature review a significant number of articles have been published on Aromadendrene epoxide.

Structure

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

HMDB0039711
     RDKit          3D
Aromadendrene epoxide
 40 43  0  0  0  0  0  0  0  0999 V2000
   -1.0035   -2.9666   -0.5883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0984   -1.7475    0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5750   -1.3556    0.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6113    0.1358    0.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3331    0.5117   -0.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3400   -0.5749   -0.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7388   -0.1273    0.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5829    0.9604    0.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    1.5495   -1.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1137    2.5332   -0.8509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9182    1.8620    0.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0012    2.8225    0.5058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0730    2.2166    1.3342 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1737   -0.3839    0.4350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4437   -1.2554   -0.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1926   -0.5313    1.5387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8660   -2.5265   -1.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9485   -3.5480   -0.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1398   -3.5873   -0.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8500   -2.0225    1.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1265   -1.7970    1.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0845   -1.7314   -0.5955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6089    0.5702    1.2910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4507    0.5029   -0.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5299    0.5804   -1.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1908   -0.9319   -1.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5017   -0.2311    1.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8464    1.7438    1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1755    2.0579   -1.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9529    0.8318   -1.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5153    3.3902   -0.2822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3381    2.7814   -1.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8680    3.9034    0.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0240    2.4366    0.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7839   -2.1586   -0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2857   -0.7137   -1.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4964   -1.6103   -0.7708 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8793   -0.0902    2.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5805   -1.5717    1.6306 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0887    0.0722    1.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  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
 11 12  1  0
 12 13  1  0
  8 14  1  0
 14 15  1  0
 14 16  1  0
  6  2  1  0
 14  7  1  0
 11  5  1  0
 13 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END


  Mrv0541 05061311212D          

 16 19  0  0  0  0            999 V2000
    4.1671   -2.8749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2747   -0.0712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2747   -1.3352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7002   -2.7760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1574   -2.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3849    0.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5806    0.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5081   -1.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4588   -2.4518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5806   -1.4465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0299   -0.2907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3849   -1.6301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0299   -1.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7444   -0.7032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2226   -0.7032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5081   -0.2907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
  9  1  1  0  0  0  0
  9  4  1  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
 12  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14  2  1  0  0  0  0
 14  3  1  0  0  0  0
 14 11  1  0  0  0  0
 14 13  1  0  0  0  0
 15  7  1  0  0  0  0
 15  8  1  0  0  0  0
 15 10  1  0  0  0  0
 16  8  1  0  0  0  0
 16 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039711

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC2C1C1C(CCC22CO2)C1(C)C

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

> <INCHI_KEY>
XPGWKKLDFXNBPJ-UHFFFAOYSA-N

> <FORMULA>
C15H24O

> <MOLECULAR_WEIGHT>
220.3505

> <EXACT_MASS>
220.18271539

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.734314854200296

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,1,2-trimethyl-decahydrospiro[cyclopropa[e]azulene-5,2'-oxirane]

> <ALOGPS_LOGP>
2.68

> <JCHEM_LOGP>
3.293296024666666

> <ALOGPS_LOGS>
-5.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.204612508483695

> <JCHEM_POLAR_SURFACE_AREA>
12.53

> <JCHEM_REFRACTIVITY>
64.6336

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.30e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,1,2-trimethyl-octahydro-1aH-spiro[cyclopropa[e]azulene-5,2'-oxirane]

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0039711
     RDKit          3D
Aromadendrene epoxide
 40 43  0  0  0  0  0  0  0  0999 V2000
   -1.0035   -2.9666   -0.5883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0984   -1.7475    0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5750   -1.3556    0.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6113    0.1358    0.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3331    0.5117   -0.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3400   -0.5749   -0.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7388   -0.1273    0.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5829    0.9604    0.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    1.5495   -1.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1137    2.5332   -0.8509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9182    1.8620    0.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0012    2.8225    0.5058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0730    2.2166    1.3342 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1737   -0.3839    0.4350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4437   -1.2554   -0.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1926   -0.5313    1.5387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8660   -2.5265   -1.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9485   -3.5480   -0.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1398   -3.5873   -0.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8500   -2.0225    1.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1265   -1.7970    1.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0845   -1.7314   -0.5955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6089    0.5702    1.2910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4507    0.5029   -0.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5299    0.5804   -1.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1908   -0.9319   -1.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5017   -0.2311    1.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8464    1.7438    1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1755    2.0579   -1.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9529    0.8318   -1.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5153    3.3902   -0.2822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3381    2.7814   -1.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8680    3.9034    0.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0240    2.4366    0.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7839   -2.1586   -0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2857   -0.7137   -1.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4964   -1.6103   -0.7708 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8793   -0.0902    2.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5805   -1.5717    1.6306 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0887    0.0722    1.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  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
 11 12  1  0
 12 13  1  0
  8 14  1  0
 14 15  1  0
 14 16  1  0
  6  2  1  0
 14  7  1  0
 11  5  1  0
 13 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  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       7.779  -5.366   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.846  -0.133   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.846  -2.492   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.040  -5.182   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.027  -4.022   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.318   0.418   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.817   0.075   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.815  -2.083   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.456  -4.577   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.817  -2.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.522  -0.543   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.318  -3.043   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.522  -2.083   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.856  -1.313   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.149  -1.313   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.815  -0.543   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   14                                                            
CONECT    3   14                                                            
CONECT    4    5    9                                                       
CONECT    5    4   10                                                       
CONECT    6    7   11                                                       
CONECT    7    6   15                                                       
CONECT    8   15   16                                                       
CONECT    9    1    4   12                                                  
CONECT   10    5   12   15                                                  
CONECT   11    6   13   14                                                  
CONECT   12    9   10   13                                                  
CONECT   13   11   12   14                                                  
CONECT   14    2    3   11   13                                             
CONECT   15    7    8   10   16                                             
CONECT   16    8   15                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   38    0
END

COMPND    HMDB0039711
HETATM    1  C1  UNL     1      -1.004  -2.967  -0.588  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.098  -1.747   0.339  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.575  -1.356   0.331  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.611   0.136   0.278  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.333   0.512  -0.483  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.340  -0.575  -0.194  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.739  -0.127   0.752  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.583   0.960   0.283  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.246   1.550  -1.050  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.114   2.533  -0.851  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.918   1.862   0.016  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.001   2.823   0.506  1.00  0.00           C  
HETATM   13  O1  UNL     1      -1.073   2.217   1.334  1.00  0.00           O  
HETATM   14  C13 UNL     1       2.174  -0.384   0.435  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.444  -1.255  -0.767  1.00  0.00           C  
HETATM   16  C15 UNL     1       3.193  -0.531   1.539  1.00  0.00           C  
HETATM   17  H1  UNL     1      -0.866  -2.526  -1.615  1.00  0.00           H  
HETATM   18  H2  UNL     1      -1.949  -3.548  -0.585  1.00  0.00           H  
HETATM   19  H3  UNL     1      -0.140  -3.587  -0.341  1.00  0.00           H  
HETATM   20  H4  UNL     1      -0.850  -2.022   1.373  1.00  0.00           H  
HETATM   21  H5  UNL     1      -3.126  -1.797   1.175  1.00  0.00           H  
HETATM   22  H6  UNL     1      -3.085  -1.731  -0.595  1.00  0.00           H  
HETATM   23  H7  UNL     1      -2.609   0.570   1.291  1.00  0.00           H  
HETATM   24  H8  UNL     1      -3.451   0.503  -0.340  1.00  0.00           H  
HETATM   25  H9  UNL     1      -1.530   0.580  -1.579  1.00  0.00           H  
HETATM   26  H10 UNL     1       0.191  -0.932  -1.125  1.00  0.00           H  
HETATM   27  H11 UNL     1       0.502  -0.231   1.849  1.00  0.00           H  
HETATM   28  H12 UNL     1       1.846   1.744   1.050  1.00  0.00           H  
HETATM   29  H13 UNL     1       2.175   2.058  -1.433  1.00  0.00           H  
HETATM   30  H14 UNL     1       0.953   0.832  -1.809  1.00  0.00           H  
HETATM   31  H15 UNL     1       0.515   3.390  -0.282  1.00  0.00           H  
HETATM   32  H16 UNL     1      -0.338   2.781  -1.809  1.00  0.00           H  
HETATM   33  H17 UNL     1      -1.868   3.903   0.343  1.00  0.00           H  
HETATM   34  H18 UNL     1      -3.024   2.437   0.417  1.00  0.00           H  
HETATM   35  H19 UNL     1       1.784  -2.159  -0.707  1.00  0.00           H  
HETATM   36  H20 UNL     1       2.286  -0.714  -1.719  1.00  0.00           H  
HETATM   37  H21 UNL     1       3.496  -1.610  -0.771  1.00  0.00           H  
HETATM   38  H22 UNL     1       2.879  -0.090   2.493  1.00  0.00           H  
HETATM   39  H23 UNL     1       3.581  -1.572   1.631  1.00  0.00           H  
HETATM   40  H24 UNL     1       4.089   0.072   1.208  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    6   20
CONECT    3    4   21   22
CONECT    4    5   23   24
CONECT    5    6   11   25
CONECT    6    7   26
CONECT    7    8   14   27
CONECT    8    9   14   28
CONECT    9   10   29   30
CONECT   10   11   31   32
CONECT   11   12   13
CONECT   12   13   33   34
CONECT   14   15   16
CONECT   15   35   36   37
CONECT   16   38   39   40
END

HMDB0039711
     RDKit          3D
Aromadendrene epoxide
 40 43  0  0  0  0  0  0  0  0999 V2000
   -1.0035   -2.9666   -0.5883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0984   -1.7475    0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5750   -1.3556    0.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6113    0.1358    0.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3331    0.5117   -0.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3400   -0.5749   -0.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7388   -0.1273    0.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5829    0.9604    0.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    1.5495   -1.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1137    2.5332   -0.8509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9182    1.8620    0.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0012    2.8225    0.5058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0730    2.2166    1.3342 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1737   -0.3839    0.4350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4437   -1.2554   -0.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1926   -0.5313    1.5387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8660   -2.5265   -1.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9485   -3.5480   -0.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1398   -3.5873   -0.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8500   -2.0225    1.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1265   -1.7970    1.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0845   -1.7314   -0.5955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6089    0.5702    1.2910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4507    0.5029   -0.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5299    0.5804   -1.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1908   -0.9319   -1.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5017   -0.2311    1.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8464    1.7438    1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1755    2.0579   -1.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9529    0.8318   -1.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5153    3.3902   -0.2822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3381    2.7814   -1.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8680    3.9034    0.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0240    2.4366    0.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7839   -2.1586   -0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2857   -0.7137   -1.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4964   -1.6103   -0.7708 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8793   -0.0902    2.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5805   -1.5717    1.6306 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0887    0.0722    1.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  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
 11 12  1  0
 12 13  1  0
  8 14  1  0
 14 15  1  0
 14 16  1  0
  6  2  1  0
 14  7  1  0
 11  5  1  0
 13 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 15 35  1  0
 15 36  1  0
 15 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
10,14-Epoxyaromadendrane	HMDB
Mezotrin	MeSH, HMDB
N,N'-bis(phenylisopropyl)tetramethylenediamine	MeSH, HMDB
Mesotrin	MeSH, HMDB

Chemical Formula

C₁₅H₂₄O

Average Molecular Weight

220.3505

Monoisotopic Molecular Weight

220.18271539

IUPAC Name

1,1,2-trimethyl-decahydrospiro[cyclopropa[e]azulene-5,2'-oxirane]

Traditional Name

1,1,2-trimethyl-octahydro-1aH-spiro[cyclopropa[e]azulene-5,2'-oxirane]

CAS Registry Number

85710-39-0

SMILES

CC1CCC2C1C1C(CCC22CO2)C1(C)C

InChI Identifier

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

InChI Key

XPGWKKLDFXNBPJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 5,10-cycloaromadendrane sesquiterpenoids. These are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

5,10-cycloaromadendrane sesquiterpenoids

Alternative Parents

Substituents

5,10-cycloaromadendrane sesquiterpenoid
Oxacycle
Organoheterocyclic compound
Ether
Oxirane
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

Cytoplasm (HMDB: HMDB0039711)
Cell membrane (HMDB: HMDB0039711)

Cellular substructure

Extracellular (HMDB: HMDB0039711)
Membrane (HMDB: HMDB0039711)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039711)

Source

Endogenous

Endogenous (HMDB: HMDB0039711)

Animal

Animal (HMDB: HMDB0039711)

Exogenous

Food

Food (HMDB: HMDB0039711)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0039711)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0039711)

Cellular process

Cell signaling (HMDB: HMDB0039711)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0039711)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0039711)

Nutrient

Nutrient (HMDB: HMDB0039711)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0039711)

Emulsifier (HMDB: HMDB0039711)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	274.00 to 275.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	3.14 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.201 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0013 g/L	ALOGPS
logP	2.68	ALOGPS
logP	3.29	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.53 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	64.63 m³·mol⁻¹	ChemAxon
Polarizability	26.73 Å³	ChemAxon
Number of Rings	4	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]+	152.612	31661259
DarkChem	[M-H]-	147.953	31661259
DeepCCS	[M-2H]-	187.047	30932474
DeepCCS	[M+Na]+	162.253	30932474
AllCCS	[M+H]+	151.0	32859911
AllCCS	[M+H-H2O]+	147.2	32859911
AllCCS	[M+NH4]+	154.6	32859911
AllCCS	[M+Na]+	155.6	32859911
AllCCS	[M-H]-	162.0	32859911
AllCCS	[M+Na-2H]-	162.1	32859911
AllCCS	[M+HCOO]-	162.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aromadendrene epoxide	CC1CCC2C1C1C(CCC22CO2)C1(C)C	2199.5	Standard polar	33892256
Aromadendrene epoxide	CC1CCC2C1C1C(CCC22CO2)C1(C)C	1666.8	Standard non polar	33892256
Aromadendrene epoxide	CC1CCC2C1C1C(CCC22CO2)C1(C)C	1657.9	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 - Aromadendrene epoxide GC-MS (Non-derivatized) - 70eV, Positive	splash10-003u-5910000000-7494a9b35340d5804e57	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aromadendrene epoxide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aromadendrene epoxide 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 - Aromadendrene epoxide 10V, Positive-QTOF	splash10-00di-0290000000-b4cfa0fd5dd90b96500c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrene epoxide 20V, Positive-QTOF	splash10-0kmu-2790000000-7cb594fa844077d9efb4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrene epoxide 40V, Positive-QTOF	splash10-0a59-9300000000-e53d75be9fee0f0a99c4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrene epoxide 10V, Negative-QTOF	splash10-014i-0090000000-217bcddc4ac77fa25b4d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrene epoxide 20V, Negative-QTOF	splash10-014i-1190000000-51c5d6db710a80007f70	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrene epoxide 40V, Negative-QTOF	splash10-01uc-7910000000-75b1b955de6565c03427	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrene epoxide 10V, Positive-QTOF	splash10-00di-0090000000-a0be1c695aa70f176aed	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrene epoxide 20V, Positive-QTOF	splash10-00di-3490000000-d7e85da9ac6d1aba4a48	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrene epoxide 40V, Positive-QTOF	splash10-00sl-9130000000-e96ecf0872582251be5a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrene epoxide 10V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrene epoxide 20V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrene epoxide 40V, Negative-QTOF	splash10-00kr-0890000000-ee70782176a41f075511	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB019346

KNApSAcK ID

C00055719

Chemspider ID

460833

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

528759

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1602531

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 Aromadendrene epoxide (HMDB0039711)

MOL for HMDB0039711 (Aromadendrene epoxide)

3D MOL for HMDB0039711 (Aromadendrene epoxide)

3D SDF for HMDB0039711 (Aromadendrene epoxide)

3D-SDF for HMDB0039711 (Aromadendrene epoxide)

PDB for HMDB0039711 (Aromadendrene epoxide)

3D PDB for HMDB0039711 (Aromadendrene epoxide)

SMILES for HMDB0039711 (Aromadendrene epoxide)

INCHI for HMDB0039711 (Aromadendrene epoxide)

Structure for HMDB0039711 (Aromadendrene epoxide)

3D Structure for HMDB0039711 (Aromadendrene epoxide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra