Showing Compound Card for Hexyl 2-methylpropanoate (CDB000181)

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Record Information
Version1.0
Created at2020-03-18 23:27:47 UTC
Updated at2020-12-07 19:07:13 UTC
CannabisDB IDCDB000181
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameHexyl 2-methylpropanoate
DescriptionHexyl 2-methylpropanoate, also known as Hexyl isobutyrate, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Hexyl 2-methylpropanoate is neutral compound. Hexyl 2-methylpropanoate has a sweet, apple, and berry taste. Hexyl 2-methylpropanoate is found in highest concentrations in milk (cow). Hexyl 2-methylpropanoate has also been detected in evergreen blackberries. This could make hexyl 2-methylpropanoate a potential biomarker for the consumption of these foods. Hexyl 2-methylpropanoate is also found in cannabis plants (PMID:6991645 ) and in giant hogweed (Heracleum mantegazzianum) essential oil (PMID: 30682808 ).
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
Hexyl 2-methylpropanoic acidGenerator
(Phenylmethyl)-penicillinHMDB
(Phenylmethyl)-penicillinic acidHMDB
(Phenylmethyl)penicillinHMDB
(Phenylmethyl)penicillinic acidHMDB
1-Hexyl isobutyrateHMDB
AbbocillinHMDB
BenzopenicillinHMDB
Benzyl-6-aminopenicillinic acidHMDB
Benzyl-penicillinic acidHMDB
BenzylpenicillinHMDB
Benzylpenicillin gHMDB
Benzylpenicillinic acidHMDB
Caproyl isobutyrateHMDB
CilloralHMDB
CilopenHMDB
Compocillin gHMDB
CosmopenHMDB
DropcillinHMDB
Free benzylpenicillinHMDB
Free penicillin gHMDB
Free penicillin IIHMDB
GalofakHMDB
GelacillinHMDB
Hexyl isobutanoateHMDB
Hexyl isobutyrateHMDB
Isobutyric acid, hexyl esterHMDB
LiquacillinHMDB
N-Hexyl isobutanoateHMDB
N-Hexyl isobutyrateHMDB
PenicillinHMDB
Penicillin gHMDB
Penicillin g potassium saltHMDB
PentidsHMDB
PharmacillinHMDB
Phenylacetamidopenicillanic acidHMDB
PradupenHMDB
Specilline gHMDB
Chemical FormulaC10H20O2
Average Molecular Weight172.26
Monoisotopic Molecular Weight172.1463
IUPAC Namehexyl 2-methylpropanoate
Traditional Namehexyl 2-methylpropanoate
CAS Registry Number2349-07-7
SMILES
CCCCCCOC(=O)C(C)C
InChI Identifier
InChI=1S/C10H20O2/c1-4-5-6-7-8-12-10(11)9(2)3/h9H,4-8H2,1-3H3
InChI KeyCYHBDKTZDLSRMY-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentCarboxylic acid esters
Alternative Parents
Substituents
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location:

Source:

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
logP3.9ALOGPS
logP3.38ChemAxon
logS-3.1ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity49.69 m³·mol⁻¹ChemAxon
Polarizability21.56 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 2-methylpropanoate, non-derivatized, GC-MS Spectrumsplash10-0006-9000000000-e382ce27aa50afae3581Spectrum
GC-MSHexyl 2-methylpropanoate, non-derivatized, GC-MS Spectrumsplash10-0006-9000000000-e382ce27aa50afae3581Spectrum
Predicted GC-MSHexyl 2-methylpropanoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dl-9100000000-a0e9f7833d3b1286f40bSpectrum
Predicted GC-MSHexyl 2-methylpropanoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-6900000000-a8f2d460f863d9c3ec1e2016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0079-9100000000-e71026d12d04cc85305c2016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0596-9000000000-10a1787fbdb8f44fbe952016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-4900000000-83e5fa2724344f0ee3f72016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-9200000000-36899d22f3bbf51311832016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-9000000000-e7ec1507d0ab0dbb02002016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0fk9-0900000000-15ed782e493985848e442021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-9000000000-05080a392f2542f3266e2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-9000000000-22b04bd6d5908cb62cfe2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0076-9000000000-aa593ef277e6555f45172021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fkc-9200000000-55cd97b5b109bbde57002021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-a7d0944ff5bff3aa95a82021-09-22View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0037849
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB017000
KNApSAcK IDNot Available
Chemspider ID15988
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound16872
PDB IDNot Available
ChEBI IDNot Available
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 ]
  2. Matouskova M, Jurova J, Grulova D, Wajs-Bonikowska A, Renco M, Sedlak V, Poracova J, Gogalova Z, Kalemba D: Phytotoxic Effect of Invasive Heracleum mantegazzianum Essential Oil on Dicot and Monocot Species. Molecules. 2019 Jan 24;24(3). pii: molecules24030425. doi: 10.3390/molecules24030425. [PubMed:30682808 ]