Showing Compound Card for Hexyl hexanoate (CDB000180)

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Record Information
Version1.0
Created at2020-03-18 23:27:45 UTC
Updated at2020-12-07 19:07:13 UTC
CannabisDB IDCDB000180
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameHexyl hexanoate
DescriptionHexyl hexanoate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Hexyl hexanoate is very hydrophobic, practically insoluble in water, and relatively neutral. Hexyl hexanoate has an apple peel, cut grass, and fresh taste. Hexyl hexanoate is found in highest concentration in passion fruits. Hexyl hexanoate has also been detected in milk and milk products, pomes, citrus, asian pears, and apples. This could make hexyl hexanoate a potential biomarker for the consumption of these foods. Hexyl hexanoate is also found in cannabis plants (PMID:6991645 ).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Capryl caproateChEBI
Hexanoic acid hexyl esterChEBI
Hexanoic acid, hexyl esterChEBI
Hexyl caproateChEBI
Hexyl hexoateChEBI
N-Hexyl caproateChEBI
N-Hexyl hexanoateChEBI
N-Hexyl N-hexanoateChEBI
Capryl caproic acidGenerator
Hexanoate hexyl esterGenerator
Hexanoate, hexyl esterGenerator
Hexyl caproic acidGenerator
Hexyl hexoic acidGenerator
N-Hexyl caproic acidGenerator
N-Hexyl hexanoic acidGenerator
N-Hexyl N-hexanoic acidGenerator
Hexyl hexanoic acidGenerator
FEMA 2572HMDB
Hexyl N-hexanoateHMDB
Chemical FormulaC12H24O2
Average Molecular Weight200.32
Monoisotopic Molecular Weight200.1776
IUPAC Namehexyl hexanoate
Traditional Namehexanoic acid, hexyl ester
CAS Registry Number6378-65-0
SMILES
CCCCCCOC(=O)CCCCC
InChI Identifier
InChI=1S/C12H24O2/c1-3-5-7-9-11-14-12(13)10-8-6-4-2/h3-11H2,1-2H3
InChI KeyNCDCLPBOMHPFCV-UHFFFAOYSA-N
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
Ontology
Disposition

Route of exposure:

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Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP4.71ALOGPS
logP4.17ChemAxon
logS-4.2ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity58.92 m³·mol⁻¹ChemAxon
Polarizability25.67 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSHexyl hexanoate, non-derivatized, GC-MS Spectrumsplash10-0006-9100000000-33bceaef03295494e537Spectrum
GC-MSHexyl hexanoate, non-derivatized, GC-MS Spectrumsplash10-0006-9100000000-33bceaef03295494e537Spectrum
Predicted GC-MSHexyl hexanoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0acc-9200000000-983e12286cae57d6f4c8Spectrum
Predicted GC-MSHexyl hexanoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSHexyl hexanoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-7390000000-01e6dba123e775e14f112016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-9100000000-26e0ff2854d62257ca322016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052o-9000000000-5c4a7c20ee65adff9b562016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-5900000000-d7429771a4fff5a524a32016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00kb-7900000000-4a06c98375dfb5ad5aa62016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05te-9100000000-ee0b5f35b924ac6de3bb2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-8900000000-b28d35960749f7490f192021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-9800000000-d20ee06b5513c6efa3ca2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kb-9000000000-424180a16b881d5862fa2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4u-9000000000-ecd2c537b6dbe33753ec2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0592-9000000000-cd9294b56099e68f97642021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a5c-9000000000-4b8052a470388ac991be2021-09-24View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0033619
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB011707
KNApSAcK IDC00053316
Chemspider ID21430
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound22873
PDB IDNot Available
ChEBI ID156492
References
General References
  1. Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. [PubMed:6991645 ]