Showing Compound Card for Allyl amine (CDB005744)

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Record Information
Version1.0
Created at2020-04-27 16:51:24 UTC
Updated at2021-01-04 18:49:13 UTC
CannabisDB IDCDB005744
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameAllyl amine
DescriptionAllylamine, also known as 3 aminopropylene is an allyl derivative of amine. It belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing a primary aliphatic amine group. There are three isomers of allylamine including mono-, di-, and triallylamine. Allylamine is a colorless liquid and the simplest stable unsaturated amine. Allylamines are produced by the treating allyl chloride with ammonia followed by distillation ( Ref:DOI ). Allylamine, like other allyl derivatives is a lachrymator (tear gas) and skin irritant. Its oral LD50 is 106 mg/kg for rats. Allylamine is used as an industrial solvent and in organic synthesis, including rubber vulcanization, synthesis of ion-exchange resins, and as an intermediate in pharmaceutical synthesis. Derivatives of allylamine are utilized as both veterinary and human pharmaceuticals, including the antifungal agent terbinafine. Allylamine has been used since the 1940s as a research tool for investigations of cardiovascular disease, with the earliest studies using allylamine to induce initial vascular injury in animal models of atherogenesis. Additionally, allylamine has been used to model myocardial infarction and vascular injury in animal models of human cardiovascular disease. Allylamine antifungals (terbinafine) act by inhibiting the ergosterol synthesis by interfering with squalene epioxidase, another key enzyme in the biosynthesis of ergosterol. Allylamine is a constituent of cannabis smoke and is formed during the combustion of cannabis ( Ref:DOI ).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
3 AminopropyleneHMDB
3-AminopropyleneHMDB
Chemical FormulaC3H7N
Average Molecular Weight57.09
Monoisotopic Molecular Weight57.0578
IUPAC Nameprop-2-en-1-amine
Traditional Nameallylamine
CAS Registry NumberNot Available
SMILES
NCC=C
InChI Identifier
InChI=1S/C3H7N/c1-2-3-4/h2H,1,3-4H2
InChI KeyVVJKKWFAADXIJK-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct ParentMonoalkylamines
Alternative Parents
Substituents
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point−88 °CWikipedia
Boiling Point55 to 58 °CWikipedia
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.43ALOGPS
logP0.11ChemAxon
logS0.33ALOGPS
pKa (Strongest Basic)9.66ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area26.02 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity19.08 m³·mol⁻¹ChemAxon
Polarizability6.84 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-MSAllyl amine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-053u-9000000000-dd492b721e40168bc349Spectrum
Predicted GC-MSAllyl amine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4l-9000000000-54471765cf13b330b0482016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-e9f3bc826fff1fc8b8a82016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-15d9a173fc408a6545642016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-9000000000-1a01e5e42908866128e62016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9000000000-0c28c6b8a62cce081f632016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-9000000000-9b9377cebd65e342f8882016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-9000000000-b5541f0be053a5c615f32021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-5a0f73206eec5978645d2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-08e13551cdf4703e33392021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-9000000000-6476eb1ab37f3ee1988b2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9000000000-6476eb1ab37f3ee1988b2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4r-9000000000-77c6c57ba68ee0e0bd8a2021-09-24View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0168957
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID13835977
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkAllylamine
METLIN IDNot Available
PubChem Compound7853
PDB IDNot Available
ChEBI IDNot Available
References
General ReferencesNot Available