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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:13:00 UTC

Update Date

2022-03-07 02:54:48 UTC

HMDB ID

HMDB0036153

Secondary Accession Numbers

HMDB36153

Metabolite Identification

Common Name

Shyobunyl acetate

Description

Shyobunyl acetate belongs to the class of organic compounds known as elemane sesquiterpenoids. These are sesquiterpenoids with a structure based on the elemane skeleton. Elemane is a monocyclic compound consisting of a cyclohexane ring substituted with a methyl group, an ethyl group, and two 1-methylethyl groups at the 1-, 1-, 2-, and 4-position, respectively. Based on a literature review a significant number of articles have been published on Shyobunyl acetate.

Structure

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

HMDB0036153
     RDKit          3D
Shyobunyl acetate
 47 47  0  0  0  0  0  0  0  0999 V2000
   -1.7700   -3.1170   -0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1292   -1.8482   -0.1522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2727   -0.7154   -0.5529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1653    0.2728   -1.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2585   -1.1970   -1.5606 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0753   -1.3563   -0.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5985   -0.0124   -0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7689   -0.1101    0.4712 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9275   -0.8477   -0.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4710   -0.7963    1.7730 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4861    0.8728    0.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0150    1.6474   -0.9006 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0341    3.0019   -1.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5986    3.5831   -2.2883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6036    3.7065   -0.2016 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5838   -0.0710    0.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4900    0.4180    1.6391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5608    1.6812    2.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4211   -0.5248    2.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4758   -3.8668    0.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7912   -3.4493   -0.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1890   -1.6701    0.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4446    1.1352   -0.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0981   -0.2212   -1.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6689    0.6561   -2.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1388   -0.4429   -2.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5329   -2.1866   -1.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7751   -1.7053   -1.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0861   -2.0971   -0.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9664    0.5008   -1.3749 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1662    0.9012    0.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1379   -0.4995   -1.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8403   -0.6266    0.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7774   -1.9475   -0.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8456   -0.1922    2.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4680   -0.8688    2.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -1.8436    1.6672 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8712    1.4797    0.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6964    3.3214   -2.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4770    4.6661   -2.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1677    3.0371   -3.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0024   -0.9193    1.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9142    2.4082    1.5420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2806    1.9603    2.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3112   -0.2146    3.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1408   -1.5678    2.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4508   -0.3347    2.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 11 16  1  0
 16 17  1  0
 17 18  2  3
 17 19  1  0
 16  3  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  4 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 14 39  1  0
 14 40  1  0
 14 41  1  0
 16 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 19 47  1  0
M  END


  Mrv0541 05061308542D          

 19 19  0  0  0  0            999 V2000
    2.0572    1.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1066    0.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4494    1.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5100   -0.2946    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
    0.0000    0.8250    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9110   -0.9305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  2  0  0  0  0
 10  9  1  0  0  0  0
 11  2  1  0  0  0  0
 11  3  1  0  0  0  0
 12  4  2  0  0  0  0
 12  5  1  0  0  0  0
 13  6  1  0  0  0  0
 14  9  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17  7  1  0  0  0  0
 17  8  1  0  0  0  0
 17 10  1  0  0  0  0
 17 15  1  0  0  0  0
 18 13  2  0  0  0  0
 19 13  1  0  0  0  0
 19 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036153

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1CCC(C)(C=C)C(C1OC(C)=O)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C17H28O2/c1-8-17(7)10-9-14(11(2)3)16(19-13(6)18)15(17)12(4)5/h8,11,14-16H,1,4,9-10H2,2-3,5-7H3

> <INCHI_KEY>
YDQZSIGUGOIRSL-UHFFFAOYSA-N

> <FORMULA>
C17H28O2

> <MOLECULAR_WEIGHT>
264.403

> <EXACT_MASS>
264.20893014

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
31.270885082000206

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-ethenyl-3-methyl-2-(prop-1-en-2-yl)-6-(propan-2-yl)cyclohexyl acetate

> <ALOGPS_LOGP>
4.54

> <JCHEM_LOGP>
4.294941132666667

> <ALOGPS_LOGS>
-5.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.004582256298168

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
79.11569999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.74e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-ethenyl-6-isopropyl-3-methyl-2-(prop-1-en-2-yl)cyclohexyl acetate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036153
     RDKit          3D
Shyobunyl acetate
 47 47  0  0  0  0  0  0  0  0999 V2000
   -1.7700   -3.1170   -0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1292   -1.8482   -0.1522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2727   -0.7154   -0.5529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1653    0.2728   -1.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2585   -1.1970   -1.5606 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0753   -1.3563   -0.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5985   -0.0124   -0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7689   -0.1101    0.4712 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9275   -0.8477   -0.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4710   -0.7963    1.7730 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4861    0.8728    0.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0150    1.6474   -0.9006 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0341    3.0019   -1.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5986    3.5831   -2.2883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6036    3.7065   -0.2016 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5838   -0.0710    0.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4900    0.4180    1.6391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5608    1.6812    2.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4211   -0.5248    2.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4758   -3.8668    0.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7912   -3.4493   -0.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1890   -1.6701    0.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4446    1.1352   -0.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0981   -0.2212   -1.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6689    0.6561   -2.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1388   -0.4429   -2.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5329   -2.1866   -1.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7751   -1.7053   -1.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0861   -2.0971   -0.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9664    0.5008   -1.3749 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1662    0.9012    0.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1379   -0.4995   -1.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8403   -0.6266    0.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7774   -1.9475   -0.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8456   -0.1922    2.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4680   -0.8688    2.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -1.8436    1.6672 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8712    1.4797    0.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6964    3.3214   -2.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4770    4.6661   -2.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1677    3.0371   -3.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0024   -0.9193    1.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9142    2.4082    1.5420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2806    1.9603    2.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3112   -0.2146    3.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1408   -1.5678    2.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4508   -0.3347    2.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 11 16  1  0
 16 17  1  0
 17 18  2  3
 17 19  1  0
 16  3  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  4 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 14 39  1  0
 14 40  1  0
 14 41  1  0
 16 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 19 47  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       3.840   3.222   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.932   0.660   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.839   3.710   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.324   3.490   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.819  -0.550   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.567  -1.737   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2   11                                                            
CONECT    3   11                                                            
CONECT    4   12                                                            
CONECT    5   12                                                            
CONECT    6   13                                                            
CONECT    7   17                                                            
CONECT    8    1   17                                                       
CONECT    9   10   14                                                       
CONECT   10    9   17                                                       
CONECT   11    2    3   14                                                  
CONECT   12    4    5   15                                                  
CONECT   13    6   18   19                                                  
CONECT   14    9   11   16                                                  
CONECT   15   12   16   17                                                  
CONECT   16   14   15   19                                                  
CONECT   17    7    8   10   15                                             
CONECT   18   13                                                            
CONECT   19   13   16                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0036153
HETATM    1  C1  UNL     1      -1.770  -3.117  -0.128  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.129  -1.848  -0.152  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.273  -0.715  -0.553  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.165   0.273  -1.279  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.258  -1.197  -1.561  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.075  -1.356  -0.884  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.598  -0.012  -0.465  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.769  -0.110   0.471  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.928  -0.848  -0.166  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.471  -0.796   1.773  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.486   0.873   0.143  1.00  0.00           C  
HETATM   12  O1  UNL     1      -0.015   1.647  -0.901  1.00  0.00           O  
HETATM   13  C12 UNL     1       0.034   3.002  -1.069  1.00  0.00           C  
HETATM   14  C13 UNL     1      -0.599   3.583  -2.288  1.00  0.00           C  
HETATM   15  O2  UNL     1       0.604   3.706  -0.202  1.00  0.00           O  
HETATM   16  C14 UNL     1      -0.584  -0.071   0.632  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.490   0.418   1.639  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.561   1.681   2.006  1.00  0.00           C  
HETATM   19  C17 UNL     1      -2.421  -0.525   2.377  1.00  0.00           C  
HETATM   20  H1  UNL     1      -2.476  -3.867   0.182  1.00  0.00           H  
HETATM   21  H2  UNL     1      -0.791  -3.449  -0.412  1.00  0.00           H  
HETATM   22  H3  UNL     1      -3.189  -1.670   0.155  1.00  0.00           H  
HETATM   23  H4  UNL     1      -2.445   1.135  -0.672  1.00  0.00           H  
HETATM   24  H5  UNL     1      -3.098  -0.221  -1.620  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.669   0.656  -2.217  1.00  0.00           H  
HETATM   26  H7  UNL     1      -0.139  -0.443  -2.372  1.00  0.00           H  
HETATM   27  H8  UNL     1      -0.533  -2.187  -1.983  1.00  0.00           H  
HETATM   28  H9  UNL     1       1.775  -1.705  -1.707  1.00  0.00           H  
HETATM   29  H10 UNL     1       1.086  -2.097  -0.059  1.00  0.00           H  
HETATM   30  H11 UNL     1       1.966   0.501  -1.375  1.00  0.00           H  
HETATM   31  H12 UNL     1       3.166   0.901   0.732  1.00  0.00           H  
HETATM   32  H13 UNL     1       4.138  -0.499  -1.198  1.00  0.00           H  
HETATM   33  H14 UNL     1       4.840  -0.627   0.427  1.00  0.00           H  
HETATM   34  H15 UNL     1       3.777  -1.948  -0.103  1.00  0.00           H  
HETATM   35  H16 UNL     1       1.846  -0.192   2.463  1.00  0.00           H  
HETATM   36  H17 UNL     1       3.468  -0.869   2.303  1.00  0.00           H  
HETATM   37  H18 UNL     1       2.142  -1.844   1.667  1.00  0.00           H  
HETATM   38  H19 UNL     1       0.871   1.480   0.937  1.00  0.00           H  
HETATM   39  H20 UNL     1      -1.696   3.321  -2.303  1.00  0.00           H  
HETATM   40  H21 UNL     1      -0.477   4.666  -2.347  1.00  0.00           H  
HETATM   41  H22 UNL     1      -0.168   3.037  -3.155  1.00  0.00           H  
HETATM   42  H23 UNL     1       0.002  -0.919   1.119  1.00  0.00           H  
HETATM   43  H24 UNL     1      -0.914   2.408   1.542  1.00  0.00           H  
HETATM   44  H25 UNL     1      -2.281   1.960   2.779  1.00  0.00           H  
HETATM   45  H26 UNL     1      -2.311  -0.215   3.457  1.00  0.00           H  
HETATM   46  H27 UNL     1      -2.141  -1.568   2.281  1.00  0.00           H  
HETATM   47  H28 UNL     1      -3.451  -0.335   2.086  1.00  0.00           H  
CONECT    1    2    2   20   21
CONECT    2    3   22
CONECT    3    4    5   16
CONECT    4   23   24   25
CONECT    5    6   26   27
CONECT    6    7   28   29
CONECT    7    8   11   30
CONECT    8    9   10   31
CONECT    9   32   33   34
CONECT   10   35   36   37
CONECT   11   12   16   38
CONECT   12   13
CONECT   13   14   15   15
CONECT   14   39   40   41
CONECT   16   17   42
CONECT   17   18   18   19
CONECT   18   43   44
CONECT   19   45   46   47
END

HMDB0036153
     RDKit          3D
Shyobunyl acetate
 47 47  0  0  0  0  0  0  0  0999 V2000
   -1.7700   -3.1170   -0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1292   -1.8482   -0.1522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2727   -0.7154   -0.5529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1653    0.2728   -1.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2585   -1.1970   -1.5606 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0753   -1.3563   -0.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5985   -0.0124   -0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7689   -0.1101    0.4712 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9275   -0.8477   -0.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4710   -0.7963    1.7730 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4861    0.8728    0.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0150    1.6474   -0.9006 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0341    3.0019   -1.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5986    3.5831   -2.2883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6036    3.7065   -0.2016 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5838   -0.0710    0.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4900    0.4180    1.6391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5608    1.6812    2.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4211   -0.5248    2.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4758   -3.8668    0.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7912   -3.4493   -0.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1890   -1.6701    0.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4446    1.1352   -0.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0981   -0.2212   -1.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6689    0.6561   -2.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1388   -0.4429   -2.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5329   -2.1866   -1.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7751   -1.7053   -1.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0861   -2.0971   -0.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9664    0.5008   -1.3749 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1662    0.9012    0.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1379   -0.4995   -1.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8403   -0.6266    0.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7774   -1.9475   -0.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8456   -0.1922    2.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4680   -0.8688    2.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -1.8436    1.6672 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8712    1.4797    0.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6964    3.3214   -2.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4770    4.6661   -2.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1677    3.0371   -3.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0024   -0.9193    1.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9142    2.4082    1.5420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2806    1.9603    2.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3112   -0.2146    3.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1408   -1.5678    2.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4508   -0.3347    2.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 11 16  1  0
 16 17  1  0
 17 18  2  3
 17 19  1  0
 16  3  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  4 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 14 39  1  0
 14 40  1  0
 14 41  1  0
 16 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 19 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Shyobunyl acetic acid	Generator
3-Ethenyl-3-methyl-2-(prop-1-en-2-yl)-6-(propan-2-yl)cyclohexyl acetic acid	Generator

Chemical Formula

C₁₇H₂₈O₂

Average Molecular Weight

264.403

Monoisotopic Molecular Weight

264.20893014

IUPAC Name

3-ethenyl-3-methyl-2-(prop-1-en-2-yl)-6-(propan-2-yl)cyclohexyl acetate

Traditional Name

3-ethenyl-6-isopropyl-3-methyl-2-(prop-1-en-2-yl)cyclohexyl acetate

CAS Registry Number

Not Available

SMILES

CC(C)C1CCC(C)(C=C)C(C1OC(C)=O)C(C)=C

InChI Identifier

InChI=1S/C17H28O2/c1-8-17(7)10-9-14(11(2)3)16(19-13(6)18)15(17)12(4)5/h8,11,14-16H,1,4,9-10H2,2-3,5-7H3

InChI Key

YDQZSIGUGOIRSL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as elemane sesquiterpenoids. These are sesquiterpenoids with a structure based on the elemane skeleton. Elemane is a monocyclic compound consisting of a cyclohexane ring substituted with a methyl group, an ethyl group, and two 1-methylethyl groups at the 1-, 1-, 2-, and 4-position, respectively.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Elemane sesquiterpenoids

Alternative Parents

Substituents

Elemane sesquiterpenoid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0036153)
Cell membrane (HMDB: HMDB0036153)

Cellular substructure

Extracellular (HMDB: HMDB0036153)
Membrane (HMDB: HMDB0036153)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036153)

Source

Endogenous

Endogenous (HMDB: HMDB0036153)

Plant

Plant (HMDB: HMDB0036153)

Animal

Animal (HMDB: HMDB0036153)

Exogenous

Food

Food (HMDB: HMDB0036153)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0036153)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0036153)

Cellular process

Cell signaling (HMDB: HMDB0036153)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0036153)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036153)

Nutrient

Nutrient (HMDB: HMDB0036153)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036153)

Emulsifier (HMDB: HMDB0036153)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0017 g/L	ALOGPS
logP	4.54	ALOGPS
logP	4.29	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	79.12 m³·mol⁻¹	ChemAxon
Polarizability	31.27 Å³	ChemAxon
Number of Rings	1	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]+	163.664	31661259
DarkChem	[M-H]-	158.731	31661259
DeepCCS	[M+H]+	168.564	30932474
DeepCCS	[M-H]-	166.206	30932474
DeepCCS	[M-2H]-	199.092	30932474
DeepCCS	[M+Na]+	174.657	30932474
AllCCS	[M+H]+	163.8	32859911
AllCCS	[M+H-H2O]+	160.4	32859911
AllCCS	[M+NH4]+	166.9	32859911
AllCCS	[M+Na]+	167.8	32859911
AllCCS	[M-H]-	171.6	32859911
AllCCS	[M+Na-2H]-	172.3	32859911
AllCCS	[M+HCOO]-	173.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Shyobunyl acetate	CC(C)C1CCC(C)(C=C)C(C1OC(C)=O)C(C)=C	1901.9	Standard polar	33892256
Shyobunyl acetate	CC(C)C1CCC(C)(C=C)C(C1OC(C)=O)C(C)=C	1606.8	Standard non polar	33892256
Shyobunyl acetate	CC(C)C1CCC(C)(C=C)C(C1OC(C)=O)C(C)=C	1632.5	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 - Shyobunyl acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-001l-9220000000-02a26555d0a8be7d7e38	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Shyobunyl acetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Shyobunyl acetate 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 - Shyobunyl acetate 10V, Positive-QTOF	splash10-014i-0090000000-6614baed16919338f329	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Shyobunyl acetate 20V, Positive-QTOF	splash10-0abi-4690000000-5035f39b288da40b9c20	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Shyobunyl acetate 40V, Positive-QTOF	splash10-100r-9300000000-988fe5dacad0a67746e9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Shyobunyl acetate 10V, Negative-QTOF	splash10-03k9-0090000000-67e94371af6fb23c16bd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Shyobunyl acetate 20V, Negative-QTOF	splash10-0229-2190000000-f5a002907a225163728e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Shyobunyl acetate 40V, Negative-QTOF	splash10-0a4i-7790000000-c7cf6f73e7b35fa9de79	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Shyobunyl acetate 10V, Negative-QTOF	splash10-0229-0090000000-e74e0bcd40239b2fbc1c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Shyobunyl acetate 20V, Negative-QTOF	splash10-0pb9-7190000000-0b66318a9444a27261dd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Shyobunyl acetate 40V, Negative-QTOF	splash10-0a4i-4890000000-258821dde9b042e1f750	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Shyobunyl acetate 10V, Positive-QTOF	splash10-014i-0390000000-1ece9905a7a35d8f21a7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Shyobunyl acetate 20V, Positive-QTOF	splash10-0a4i-5920000000-d6f04ab979fb5934b8b4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Shyobunyl acetate 40V, Positive-QTOF	splash10-05q9-9600000000-2322437bfb45a9bd1c6d	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

FDB015004

KNApSAcK ID

Not Available

Chemspider ID

35014105

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751920

PDB ID

Not Available

ChEBI ID

173880

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 ]
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Showing metabocard for Shyobunyl acetate (HMDB0036153)

MOL for HMDB0036153 (Shyobunyl acetate)

3D MOL for HMDB0036153 (Shyobunyl acetate)

3D SDF for HMDB0036153 (Shyobunyl acetate)

3D-SDF for HMDB0036153 (Shyobunyl acetate)

PDB for HMDB0036153 (Shyobunyl acetate)

3D PDB for HMDB0036153 (Shyobunyl acetate)

SMILES for HMDB0036153 (Shyobunyl acetate)

INCHI for HMDB0036153 (Shyobunyl acetate)

Structure for HMDB0036153 (Shyobunyl acetate)

3D Structure for HMDB0036153 (Shyobunyl acetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra