Np mrd loader

Showing NP-Card for Oenanthic ether (NP0000560)

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Record Information
Version2.0
Created at2005-11-16 15:48:42 UTC
Updated at2021-08-19 23:58:13 UTC
NP-MRD IDNP0000560
Secondary Accession NumbersNone
Natural Product Identification
Common NameOenanthic ether
DescriptionOenanthic ether is an odorous substance (ester) (PMID 15474656 ) present in human sweat (PMID 8887339 ).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000560 (Oenanthic ether)

Oenanthic ether.mol
  Mrv1652305271900242D          

 11 10  0  0  0  0            999 V2000
   -1.0717   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  8  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  1  9  1  0  0  0  0
M  END
Download

3D MOL for NP0000560 (Oenanthic ether)

HMDB0000798
     RDKit          3D
Oenanthic ether
 29 28  0  0  0  0  0  0  0  0999 V2000
   -4.7811   -0.1582   -0.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3852   -0.5099    0.3021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3750   -0.2498   -0.7789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9669   -0.5893   -0.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5235    0.2018    0.8445 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8668   -0.2011    1.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8949    0.0017    0.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9521   -0.6221   -0.8848 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8808    0.9534    0.4203 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9233    1.2810   -0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8421    0.1171   -0.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1750   -0.9242   -0.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4674   -0.1400    0.7399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7899    0.8707   -0.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4073   -1.5869    0.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1298    0.1296    1.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6077   -0.9167   -1.6339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4138    0.7901   -1.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2944   -0.3651   -1.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8826   -1.6679   -0.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1685    0.0459    1.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5664    1.3078    0.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8694   -1.3062    1.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1732    0.2620    2.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6051    1.7600   -1.3963 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5465    2.0498    0.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2259    0.1688   -1.7940 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7599    0.1640   -0.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3943   -0.8663   -0.5366 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  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
M  END
Download

3D SDF for NP0000560 (Oenanthic ether)

Oenanthic ether.mol
  Mrv1652305271900242D          

 11 10  0  0  0  0            999 V2000
   -1.0717   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  8  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  1  9  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000560

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCC(=O)OCC

> <INCHI_IDENTIFIER>
InChI=1S/C9H18O2/c1-3-5-6-7-8-9(10)11-4-2/h3-8H2,1-2H3

> <INCHI_KEY>
TVQGDYNRXLTQAP-UHFFFAOYSA-N

> <FORMULA>
C9H18O2

> <MOLECULAR_WEIGHT>
158.238

> <EXACT_MASS>
158.13067982

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
19.561157419218915

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
ethyl heptanoate

> <ALOGPS_LOGP>
3.39

> <JCHEM_LOGP>
2.7581668033333324

> <ALOGPS_LOGS>
-2.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.032123336973473

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
45.1923

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.05e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
wine oil

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0000560 (Oenanthic ether)

HMDB0000798
     RDKit          3D
Oenanthic ether
 29 28  0  0  0  0  0  0  0  0999 V2000
   -4.7811   -0.1582   -0.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3852   -0.5099    0.3021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3750   -0.2498   -0.7789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9669   -0.5893   -0.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5235    0.2018    0.8445 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8668   -0.2011    1.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8949    0.0017    0.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9521   -0.6221   -0.8848 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8808    0.9534    0.4203 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9233    1.2810   -0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8421    0.1171   -0.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1750   -0.9242   -0.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4674   -0.1400    0.7399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7899    0.8707   -0.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4073   -1.5869    0.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1298    0.1296    1.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6077   -0.9167   -1.6339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4138    0.7901   -1.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2944   -0.3651   -1.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8826   -1.6679   -0.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1685    0.0459    1.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5664    1.3078    0.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8694   -1.3062    1.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1732    0.2620    2.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6051    1.7600   -1.3963 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5465    2.0498    0.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2259    0.1688   -1.7940 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7599    0.1640   -0.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3943   -0.8663   -0.5366 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  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
M  END
Download

PDB for NP0000560 (Oenanthic ether)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Oenanthic ether.mol                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      -2.001  -0.385   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.667  -1.155   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.667  -0.385   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.001  -1.155   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.334  -0.385   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.668  -1.155   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.002  -0.385   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.001   1.155   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -3.334  -1.155   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -4.668  -0.385   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.002  -1.155   0.000  0.00  0.00           C+0
CONECT    1    2    8    9                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    1                                                            
CONECT    9   10    1                                                       
CONECT   10    9   11                                                       
CONECT   11   10                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END
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3D PDB for NP0000560 (Oenanthic ether)

COMPND    HMDB0000798
HETATM    1  C1  UNL     1      -4.781  -0.158  -0.159  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.385  -0.510   0.302  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.375  -0.250  -0.779  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.967  -0.589  -0.334  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.523   0.202   0.844  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.867  -0.201   1.242  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.895   0.002   0.198  1.00  0.00           C  
HETATM    8  O1  UNL     1       1.952  -0.622  -0.885  1.00  0.00           O  
HETATM    9  O2  UNL     1       2.881   0.953   0.420  1.00  0.00           O  
HETATM   10  C8  UNL     1       3.923   1.281  -0.436  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.842   0.117  -0.754  1.00  0.00           C  
HETATM   12  H1  UNL     1      -5.175  -0.924  -0.866  1.00  0.00           H  
HETATM   13  H2  UNL     1      -5.467  -0.140   0.740  1.00  0.00           H  
HETATM   14  H3  UNL     1      -4.790   0.871  -0.626  1.00  0.00           H  
HETATM   15  H4  UNL     1      -3.407  -1.587   0.558  1.00  0.00           H  
HETATM   16  H5  UNL     1      -3.130   0.130   1.184  1.00  0.00           H  
HETATM   17  H6  UNL     1      -2.608  -0.917  -1.634  1.00  0.00           H  
HETATM   18  H7  UNL     1      -2.414   0.790  -1.149  1.00  0.00           H  
HETATM   19  H8  UNL     1      -0.294  -0.365  -1.192  1.00  0.00           H  
HETATM   20  H9  UNL     1      -0.883  -1.668  -0.101  1.00  0.00           H  
HETATM   21  H10 UNL     1      -1.168   0.046   1.745  1.00  0.00           H  
HETATM   22  H11 UNL     1      -0.566   1.308   0.622  1.00  0.00           H  
HETATM   23  H12 UNL     1       0.869  -1.306   1.476  1.00  0.00           H  
HETATM   24  H13 UNL     1       1.173   0.262   2.214  1.00  0.00           H  
HETATM   25  H14 UNL     1       3.605   1.760  -1.396  1.00  0.00           H  
HETATM   26  H15 UNL     1       4.546   2.050   0.099  1.00  0.00           H  
HETATM   27  H16 UNL     1       5.226   0.169  -1.794  1.00  0.00           H  
HETATM   28  H17 UNL     1       5.760   0.164  -0.100  1.00  0.00           H  
HETATM   29  H18 UNL     1       4.394  -0.866  -0.537  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3   15   16
CONECT    3    4   17   18
CONECT    4    5   19   20
CONECT    5    6   21   22
CONECT    6    7   23   24
CONECT    7    8    8    9
CONECT    9   10
CONECT   10   11   25   26
CONECT   11   27   28   29
END
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SMILES for NP0000560 (Oenanthic ether)

CCCCCCC(=O)OCC
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INCHI for NP0000560 (Oenanthic ether)

InChI=1S/C9H18O2/c1-3-5-6-7-8-9(10)11-4-2/h3-8H2,1-2H3
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View in JSmol
Synonyms
ValueSource
Enanthic acid ethyl esterChEBI
Ethyl enanthateChEBI
Grape oilChEBI
Heptanoic acid ethyl esterChEBI
Wine oilChEBI
Enanthate ethyl esterGenerator
Ethyl enanthic acidGenerator
Heptanoate ethyl esterGenerator
Cognac oilHMDB
Enanthylic etherHMDB
Ethyl heptanoateHMDB
Ethyl heptanoic acidHMDB
Ethyl heptoateHMDB
Ethyl heptoic acidHMDB
Ethyl heptylateHMDB
Ethyl N-heptanoateHMDB
Ethyl N-heptanoic acidHMDB
Ethyl oenanthateHMDB
Ethyl oenanthylateHMDB
Heptanoic acid, ethyl esterHMDB
Oenanthic etherChEBI
Chemical FormulaC9H18O2
Average Mass158.2380 Da
Monoisotopic Mass158.13068 Da
IUPAC Nameethyl heptanoate
Traditional Namewine oil
CAS Registry Number106-30-9
SMILES
CCCCCCC(=O)OCC
InChI Identifier
InChI=1S/C9H18O2/c1-3-5-6-7-8-9(10)11-4-2/h3-8H2,1-2H3
InChI KeyTVQGDYNRXLTQAP-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CD3OD, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Ananas comosusLOTUS Database
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
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Juglans nigraLOTUS Database
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Mandragora autumnalisKNApSAcK Database
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
Opuntia ficus-indicaLOTUS Database
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Pyrus pyrifoliaFooDB
    • Gary R. Takeoka, Ron G. Buttery, and Robert A. Flath. Volatile Constituents of Asian Pear (Pyrus ...
Struthio camelusFooDB
Sus scrofaFooDB
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Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acid esters
Direct ParentFatty acid esters
Alternative Parents
Substituents
  • Fatty acid ester
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-66.1 °CNot Available
Boiling Point188.00 to 189.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0.29 mg/mLNot Available
LogP3.333 (est)The Good Scents Company Information System
Predicted Properties
PropertyValueSource
Water Solubility0.31 g/LALOGPS
logP3.39ALOGPS
logP2.76ChemAxon
logS-2.7ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity45.19 m³·mol⁻¹ChemAxon
Polarizability19.56 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0000798
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008200
KNApSAcK IDC00052891
Chemspider ID7509
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkEthyl_heptanoate
METLIN ID5763
PubChem Compound7797
PDB IDNot Available
ChEBI ID86618
Good Scents IDrw1009171
References
General References
  1. Cometto-Muniz JE, Cain WS, Abraham MH: Odor detection of single chemicals and binary mixtures. Behav Brain Res. 2005 Jan 6;156(1):115-23. [PubMed:15474656 ]
  2. Wang X, Xie K, Zhuang H, Ye R, Fang Z, Feng T: Volatile flavor compounds, total polyphenolic contents and antioxidant activities of a China gingko wine. Food Chem. 2015 Sep 1;182:41-6. doi: 10.1016/j.foodchem.2015.02.120. Epub 2015 Feb 28. [PubMed:25842306 ]