Record Information
Version1.0
Creation date2010-04-08 22:09:37 UTC
Update date2018-05-28 23:30:19 UTC
Primary IDFDB011408
Secondary Accession Numbers
  • FDB004497
  • FDB004498
Chemical Information
FooDB Namecis-3-Hexenyl hexanoate
DescriptionConstituent of tabasco peppers (Capsicum frutescens). Aroma component of green teaand is also present in orange peel oil, guava fruit, feijoa fruit, purple passion fruit and other fruits. Flavouring agent. cis-3-Hexenyl hexanoate is found in many foods, some of which are fruits, tea, citrus, and herbs and spices.
CAS Number31501-11-8
Structure
Thumb
Synonyms
SynonymSource
cis-3-Hexenyl hexanoic acidGenerator
(3Z)-3-Hexenyl hexanoateHMDB
(Z)-3-Hexen-1-ol, hexanoateHMDB
(Z)-3-Hexenyl hexanoateHMDB
(Z)-Hex-3-enyl hexanoateHMDB
3-Hexen-1-ol hexanoate, cisHMDB
3-Hexenyl ester(Z)-hexanoic acidHMDB
cis-3-Hexenyl caproateHMDB
cis-3-Hexenyl caproate (hexanoate)HMDB
cis-3-Hexenyl hexoateHMDB
cis-3-Hexenyl N-hexanoateHMDB
cis-beta -Hexenyl caproateHMDB
cis-Hexanoic acid, 3-hexenyl esterHMDB
FEMA 3403HMDB
Hexanoate(Z)-3-hexen-1-olHMDB
Hexanoic acid, (3Z)-3-hexen-1-yl esterHMDB
Hexanoic acid, (3Z)-3-hexenyl esterHMDB
Hexanoic acid, 3-hexenyl esterHMDB
N-Caproic acid cis-3-hexenyl esterHMDB
(Z)-3-Hexenyl hexanoic acidGenerator
(Z)-3-hexenyl hexanoatebiospider
3-Hexen-1-ol, hexanoate, (Z)-biospider
3-Hexenyl hexanoate, (Z)-biospider
3-Hexenyl hexanoate, cis-biospider
Cis-β-hexenyl caproatebiospider
cis-3-Hexenyl Caproatebiospider
cis-3-Hexenyl hexanoatedb_source
cis-3-Hexenyl Hexoatebiospider
cis-3-Hexenyl n-hexanoatebiospider
cis-Hexanoic Acid, 3-hexenyl esterbiospider
Hexanoic Acid, 3-hexenyl Esterbiospider
Hexanoic acid, 3-hexenyl ester, (Z)-biospider
n-Caproic acid cis-3-hexenyl esterbiospider
Predicted Properties
PropertyValueSource
Water Solubility0.024 g/LALOGPS
logP4.41ALOGPS
logP3.81ChemAxon
logS-3.9ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity60.03 m³·mol⁻¹ChemAxon
Polarizability24.38 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC12H22O2
IUPAC name(3Z)-hex-3-en-1-yl hexanoate
InChI IdentifierInChI=1S/C12H22O2/c1-3-5-7-9-11-14-12(13)10-8-6-4-2/h5,7H,3-4,6,8-11H2,1-2H3/b7-5-
InChI KeyRGACQXBDYBCJCY-ALCCZGGFSA-N
Isomeric SMILESCCCCCC(=O)OCC\C=C/CC
Average Molecular Weight198.3019
Monoisotopic Molecular Weight198.161979948
Classification
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
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 72.68%; H 11.18%; O 16.14%DFC
Melting PointNot Available
Boiling PointBp12 122°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-001l-9200000000-6b8bf26be0b89f832734View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-6900000000-60bec3c7e65911e262eaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001j-9200000000-4188927f3a46e915411fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0536-9000000000-0e2ff7ec5d5432598d88View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-7900000000-3b843d69c5d696b4a4e6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00kb-9800000000-16645f3f41eb56d0cd95View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05mn-9100000000-aee95e7003d3f7477494View in MoNA
ChemSpider ID4509415
ChEMBL IDCHEMBL3187552
KEGG Compound IDNot Available
Pubchem Compound ID5352543
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33378
CRC / DFC (Dictionary of Food Compounds) IDGPT98-M:GOD78-X
EAFUS ID679
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID31501-11-8
GoodScent IDrw1007981
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
fruit
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
prune
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
fruity
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
waxy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
pear
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
winey
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
tropical
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
grassy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
pineapple
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference