Showing NP-Card for Ethyl (E)-3-hexenoate (NP0049680)

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Record Information
Version2.0
Created at2022-03-17 21:16:22 UTC
Updated at2022-03-17 21:16:22 UTC
NP-MRD IDNP0049680
Secondary Accession NumbersNone
Natural Product Identification
Common NameEthyl (E)-3-hexenoate
DescriptionEthyl (E)-3-hexenoate, also known as ethyl (e)-3-hexenoic acid or ethyl cis-hex-3-enoate, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Ethyl (E)-3-hexenoate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Ethyl (E)-3-hexenoate is a sweet, fresh, and fruity tasting compound. Outside of the human body, Ethyl (E)-3-hexenoate has been detected, but not quantified in, fruits and prickly pears. This could make ethyl (e)-3-hexenoate a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0049680 (Ethyl (E)-3-hexenoate)

  Mrv0541 02241216542D          

 10  9  0  0  0  0            999 V2000
   -0.6807    0.0008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4019   -0.3999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1231    0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0404   -1.2012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0404   -0.3999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6807    0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6807    0.8005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4019    1.2012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1231    0.8005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1231    0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
M  END
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3D MOL for NP0049680 (Ethyl (E)-3-hexenoate)

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3D SDF for NP0049680 (Ethyl (E)-3-hexenoate)
  Mrv0541 02241216542D          

 10  9  0  0  0  0            999 V2000
   -0.6807    0.0008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4019   -0.3999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1231    0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0404   -1.2012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0404   -0.3999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6807    0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6807    0.8005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4019    1.2012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1231    0.8005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1231    0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049680

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC(=O)C\C=C/CC

> <INCHI_IDENTIFIER>
InChI=1S/C8H14O2/c1-3-5-6-7-8(9)10-4-2/h5-6H,3-4,7H2,1-2H3/b6-5-

> <INCHI_KEY>
VTSFIPHRNAESED-WAYWQWQTSA-N

> <FORMULA>
C8H14O2

> <MOLECULAR_WEIGHT>
142.1956

> <EXACT_MASS>
142.099379692

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
16.425112603766497

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
ethyl (3Z)-hex-3-enoate

> <ALOGPS_LOGP>
2.49

> <JCHEM_LOGP>
1.951676481666666

> <ALOGPS_LOGS>
-1.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.078807425976818

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
41.7079

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.17e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl (3Z)-hex-3-enoate

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0049680 (Ethyl (E)-3-hexenoate)
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PDB for NP0049680 (Ethyl (E)-3-hexenoate)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -1.271   0.001   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.617  -0.746   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.963   0.001   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.075  -2.242   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.075  -0.746   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.271   0.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.271   1.494   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.617   2.242   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.963   1.494   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.963   0.001   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2                                                            
CONECT    4    5                                                            
CONECT    5    1    4    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END

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3D PDB for NP0049680 (Ethyl (E)-3-hexenoate)
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SMILES for NP0049680 (Ethyl (E)-3-hexenoate)
CCOC(=O)C\C=C/CC
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INCHI for NP0049680 (Ethyl (E)-3-hexenoate)
InChI=1S/C8H14O2/c1-3-5-6-7-8(9)10-4-2/h5-6H,3-4,7H2,1-2H3/b6-5-
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Synonyms
ValueSource
Ethyl (e)-3-hexenoic acidGenerator
Ethyl (3Z)-3-hexenoateHMDB
Ethyl (Z)-3-hexenoateHMDB
Ethyl (Z)-hex-3-enoateHMDB
Ethyl (Z)hex-3-enoateHMDB
Ethyl cis-3-hexenoateHMDB
Ethyl cis-hex-3-enoateHMDB
Ethyl ester(Z)-3-hexenoic acidHMDB
Chemical FormulaC8H14O2
Average Mass142.1956 Da
Monoisotopic Mass142.09938 Da
IUPAC Nameethyl (3Z)-hex-3-enoate
Traditional Nameethyl (3Z)-hex-3-enoate
CAS Registry Number64187-83-3
SMILES
CCOC(=O)C\C=C/CC
InChI Identifier
InChI=1S/C8H14O2/c1-3-5-6-7-8(9)10-4-2/h5-6H,3-4,7H2,1-2H3/b6-5-
InChI KeyVTSFIPHRNAESED-WAYWQWQTSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
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 DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.49ALOGPS
logP1.95ChemAxon
logS-1.8ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity41.71 m³·mol⁻¹ChemAxon
Polarizability16.43 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0032266  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB020377  
KNApSAcK IDNot Available
Chemspider ID4515122  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5362623  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References