Showing Compound Card for 4-Pentenoic acid (CDB005785)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraProtein targetPathwaysConcentrationsLinksReferencesXML
Record Information
Version1.0
Created at2020-04-27 16:56:21 UTC
Updated at2021-01-04 18:49:17 UTC
CannabisDB IDCDB005785
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name4-Pentenoic acid
Description4-Pentenoic acid, also known as 4-pentenoate or allyl acetic acid, belongs to the class of organic compounds known as straight chain fatty acids. These are fatty acids with a straight aliphatic chain. 4-Pentenoic acid is pentenoic acid having its double bond at position 4 relative to the acid group. 4-Pentenoic acid exists as a clear colorless liquid. It is a relatively hydrophobic molecule that is practically insoluble in water. 4-Pentenoic acid has a cheesy, parmesan, buttery or ricotta aroma and a dairy cheesy or fruity taste. It is used as a flavoring additive in milk and cheese products and gives foods buttery, dairy, fruit, cheese and caramel flavors. 4-Pentenoic acid is one of several acidic compounds found in cannabis smoke and is formed during the combustion of cannabis ( Ref:DOI ).
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
3-Vinylpropionic acidChEBI
4-Penten-1-Oic acidChEBI
4-Pentenic acidChEBI
4-PentensaeureChEBI
Allyl acetic acidChEBI
Allylacetic acidChEBI
AllylessigsaeureChEBI
Delta(4)-Pentenoic acidChEBI
3-VinylpropionateGenerator
4-Penten-1-OateGenerator
4-PentenateGenerator
Allyl acetateGenerator
AllylacetateGenerator
delta(4)-PentenoateGenerator
Δ(4)-pentenoateGenerator
Δ(4)-pentenoic acidGenerator
4-PentenoateGenerator
4-Pentenoic acid, potassium saltMeSH
4-Pentenoic acid, sodium saltMeSH
Pent-4-enoateMeSH
3-Butene-1-carboxylic acidHMDB
Delta4-Pentenoic acidHMDB
FEMA 2843HMDB
Pent-4-enoic acidHMDB
4-Pentenoic acidChEBI
Chemical FormulaC5H8O2
Average Molecular Weight100.12
Monoisotopic Molecular Weight100.0524
IUPAC Namepent-4-enoic acid
Traditional Name4-pentenoic acid
CAS Registry Number591-80-0
SMILES
OC(=O)CCC=C
InChI Identifier
InChI=1S/C5H8O2/c1-2-3-4-5(6)7/h2H,1,3-4H2,(H,6,7)
InChI KeyHVAMZGADVCBITI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as straight chain fatty acids. These are fatty acids with a straight aliphatic chain.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentStraight chain fatty acids
Alternative Parents
Substituents
  • Unsaturated fatty acid
  • Straight chain fatty acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Industrial application:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-22.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.87ALOGPS
logP1.06ChemAxon
logS-0.2ALOGPS
pKa (Strongest Acidic)4.89ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity26.52 m³·mol⁻¹ChemAxon
Polarizability10.34 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS4-Pentenoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0f96-9000000000-98b9cc05685722e324b1Spectrum
Predicted GC-MS4-Pentenoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05ic-9100000000-e6b999d6b4efc2e7fc66Spectrum
Predicted GC-MS4-Pentenoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ue9-9600000000-5e2804320ad3cb15644d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a59-9100000000-61f88ee9e349db6d5d5b2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-6a2907da2fd0d71359532016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9000000000-3aa83ae262324f9d463d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-052b-9000000000-0a65fea009630d47f3bc2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9000000000-03b83288cbd11381a12c2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001j-9000000000-0dd140a743f97f58b9f92021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-053r-9000000000-ca523d147b1f90805ea72021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9000000000-b455e7eaf49823bc80b22021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0536-9000000000-c181af77c4263caf8e7c2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-b1d2cbcb3c9d4aedaf552021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-90ad2e576135b2a2b63a2021-09-25View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0031602
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008235
KNApSAcK IDC00038105
Chemspider ID55085
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPentenoic acid
METLIN IDNot Available
PubChem Compound61138
PDB IDNot Available
ChEBI ID35936
References
General ReferencesNot Available