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Showing NP-Card for (3z)-methyl 3-hexenoate (NP0211769)

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Record Information
Version2.0
Created at2022-09-05 10:11:29 UTC
Updated at2022-09-05 10:11:29 UTC
NP-MRD IDNP0211769
Secondary Accession NumbersNone
Natural Product Identification
Common Name(3z)-methyl 3-hexenoate
DescriptionMethyl (Z)-3-hexenoate, also known as fema 3364 or methyl hex-3-enoate, belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group. Methyl (Z)-3-hexenoate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Methyl (Z)-3-hexenoate is a slightly fruity, sweet, and earthy tasting compound. Outside of the human body, Methyl (Z)-3-hexenoate has been detected, but not quantified in, fruits. This could make methyl (Z)-3-hexenoate a potential biomarker for the consumption of these foods. (3z)-methyl 3-hexenoate is found in Ananas comosus and Nicotiana tabacum. Minor constituent of pineapples, also found in soursop (Annona muricata) and mountain papaya (Carica pubescens).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0211769 ((3z)-methyl 3-hexenoate)


  Mrv0541 02241215002D          

  9  8  0  0  0  0            999 V2000
   -0.0409   -1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009   -1.0309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009    1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0409    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0409    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4434    0.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  8  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
M  END
Download

3D MOL for NP0211769 ((3z)-methyl 3-hexenoate)

     RDKit          3D

 21 20  0  0  0  0  0  0  0  0999 V2000
   -3.4393   -0.1683   -0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0607    0.4867   -0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3131   -0.3260    0.8261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1859   -0.9471    0.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4968   -0.9151   -0.7041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8642   -0.3256   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5393   -0.2524   -1.6370 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3641    0.1156    0.6503 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6733    0.6563    0.6544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3135   -1.2572   -0.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1372    0.2484    0.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8183   -0.0429   -1.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444    0.5391   -1.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2701    1.5078    0.2583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7125   -0.4424    1.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2596   -1.5170    1.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0151   -0.3868   -1.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7003   -1.9882   -1.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6265    1.5882    0.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0502    0.8446    1.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3056   -0.0593    0.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  3 15  1  0
  4 16  1  0
  5 17  1  0
  5 18  1  0
  9 19  1  0
  9 20  1  0
  9 21  1  0
M  END
Download

3D SDF for NP0211769 ((3z)-methyl 3-hexenoate)


  Mrv0541 02241215002D          

  9  8  0  0  0  0            999 V2000
   -0.0409   -1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009   -1.0309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009    1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0409    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0409    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4434    0.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  8  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0211769

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H12O2/c1-3-4-5-6-7(8)9-2/h4-5H,3,6H2,1-2H3/b5-4-

> <INCHI_KEY>
XEAIHUDTEINXFG-PLNGDYQASA-N

> <FORMULA>
C7H12O2

> <MOLECULAR_WEIGHT>
128.169

> <EXACT_MASS>
128.083729628

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
14.655561207116117

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
2.08

> <JCHEM_LOGP>
1.594868527

> <ALOGPS_LOGS>
-1.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.070653802272944

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
36.959300000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.85e+00 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0211769 ((3z)-methyl 3-hexenoate)

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PDB for NP0211769 ((3z)-methyl 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  C   UNK     0      -0.076  -2.694   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.308  -1.924   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.694   0.384   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.694   1.924   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.308   2.694   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.076   1.924   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.076   0.384   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.308  -0.384   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.694   0.384   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    8                                                       
CONECT    3    4                                                            
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    2    7    9                                                  
CONECT    9    8                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END

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3D PDB for NP0211769 ((3z)-methyl 3-hexenoate)
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SMILES for NP0211769 ((3z)-methyl 3-hexenoate)
CC\C=C/CC(=O)OC
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INCHI for NP0211769 ((3z)-methyl 3-hexenoate)
InChI=1S/C7H12O2/c1-3-4-5-6-7(8)9-2/h4-5H,3,6H2,1-2H3/b5-4-
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View in JSmol
Synonyms
ValueSource
Methyl (Z)-3-hexenoic acidGenerator
3-Hexenoic acid, methyl esterHMDB
FEMA 3364HMDB
Methyl (3E)-3-hexenoateHMDB
Methyl (e)-hex-3-enoateHMDB
Methyl 3-hexenoateHMDB
Methyl ester(3E)-3-hexenoic acidHMDB
Methyl ester(e)-3-hexenoic acidHMDB
Methyl hex-3-enoateHMDB
Methyl hydrosorbateHMDB
Methyl trans-3-hexenoateHMDB
Methyl (e)-3-hexenoic acidGenerator
Chemical FormulaC7H12O2
Average Mass128.1690 Da
Monoisotopic Mass128.08373 Da
IUPAC Namemethyl (3Z)-hex-3-enoate
Traditional Namemethyl (3Z)-hex-3-enoate
CAS Registry NumberNot Available
SMILES
CC\C=C/CC(=O)OC
InChI Identifier
InChI=1S/C7H12O2/c1-3-4-5-6-7(8)9-2/h4-5H,3,6H2,1-2H3/b5-4-
InChI KeyXEAIHUDTEINXFG-PLNGDYQASA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Ananas comosusLOTUS Database
Nicotiana tabacumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty acid esters  
Direct ParentFatty acid methyl esters  
Alternative Parents
Substituents
  • Fatty acid methyl ester
    • 

  • Methyl 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
logP2.08ALOGPS
logP1.59ChemAxon
logS-1.5ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity36.96 m³·mol⁻¹ChemAxon
Polarizability14.66 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0031504  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008095  
KNApSAcK IDNot Available
Chemspider ID4515284  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5362819  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]