Record Information
Version1.0
Creation date2010-04-08 22:10:14 UTC
Update date2019-11-26 03:07:05 UTC
Primary IDFDB012565
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name3-Aminopropanenitrile
DescriptionConstituent of chickling pea (Lathyrus sativus) beta-Aminopropionitrile is a toxic amino-acid derivative. On an unusual case of the Cantrell-sequence in a premature infant with associated dysmelia, aplasia of the right kidney, cerebellar hypoplasia and circumscribed aplasia of the cutis, maternal history suggested an occupational exposure to aminopropionitriles prior to pregnancy. The characteristic features of the Cantrell-sequence--anterior thoraco-abdominal wall defect with ectopia cordis and diaphragm, sternum, pericardium, and heart defects--have been observed in animals following maternal administration of beta-aminopropionitrile. Some species of lathyrus (chickling pea, Lathyrus sativus- related), notably Lathyrus odoratus, are unable to induce human lathyrism but contain beta-aminopropionitrile, that induces pathological changes in bone ("osteolathyrism") and blood vessels ("angiolathyrism") of experimental animals without damaging the nervous system. The administration of beta-aminopropionitrile has been proposed for pharmacological control of unwanted scar tissue in human beings. beta-Aminopropionitrile is a reagent used as an intermediate in the manufacture of beta-alanine and pantothenic acid. (PMID: 367235 , 6422318, 9394169, Am J Perinatol. 1997 Oct;14(9):567-71.). 3-Aminopropanenitrile is found in pulses.
CAS Number151-18-8
Structure
Thumb
Synonyms
SynonymSource
2-CyanoethylamineChEBI
3-AminopropionitrileChEBI
3-AminopropiononitrileChEBI
AminopropionitrileChEBI
BAPNChEBI
beta-AlaninenitrileChEBI
beta-Aminoethyl cyanideChEBI
beta-CyanoethylamineChEBI
H2NCH2CH2CNChEBI
b-AlaninenitrileGenerator
Β-alaninenitrileGenerator
b-Aminoethyl cyanideGenerator
Β-aminoethyl cyanideGenerator
b-CyanoethylamineGenerator
Β-cyanoethylamineGenerator
b-AminopropionitrileGenerator
Β-aminopropionitrileGenerator
3-AminopropanenitrileHMDB
b-AlaminenitrileHMDB
beta-AlaminenitrileHMDB
beta AminopropionitrileHMDB
beta-AminopropionitrileKEGG
(C11-C13)Branched alkyl aminoethylenenitrilebiospider
(C12-C18)Alkyl alkoxyethyleneaminonitrilebiospider
β-alaminenitrilebiospider
β-alaninenitrilebiospider
β-aminoethyl cyanidebiospider
β-aminopropionitrilebiospider
β-cyanoethylaminebiospider
3-Aminopropanenitrile, 9CIdb_source
3-Aminopropionitrile fumaratebiospider
3-Cyanopropylaminedb_source
B-alaminenitrilebiospider
B-alaninenitrilebiospider
B-aminoethyl cyanidebiospider
B-cyanoethylaminebiospider
Beta-alaminenitrilebiospider
Beta-alaninenitrilebiospider
Beta-aminoethyl cyanidebiospider
Beta-aminopropionitrilebiospider
Beta-cyanoethylaminebiospider
Propanenitrile, 3-amino-biospider
Propanenitrile, 3-amino-, N-C11-13-isoalkyl derivs.biospider
Propionitrile, 3-amino-biospider
β-alaninenitrileGenerator
β-aminoethyl cyanideGenerator
β-aminopropionitrileGenerator
β-cyanoethylamineGenerator
Predicted Properties
PropertyValueSource
Water Solubility37 g/LALOGPS
logP-1.1ALOGPS
logP-0.85ChemAxon
logS-0.28ALOGPS
pKa (Strongest Basic)7.85ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area49.81 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity19.68 m³·mol⁻¹ChemAxon
Polarizability7.53 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC3H6N2
IUPAC name3-aminopropanenitrile
InChI IdentifierInChI=1S/C3H6N2/c4-2-1-3-5/h1-2,4H2
InChI KeyAGSPXMVUFBBBMO-UHFFFAOYSA-N
Isomeric SMILESNCCC#N
Average Molecular Weight70.0931
Monoisotopic Molecular Weight70.053098202
Classification
Description Belongs to the class of organic compounds known as nitriles. Nitriles are compounds having the structure RC#N; thus C-substituted derivatives of hydrocyanic acid, HC#N.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassOrganic cyanides
Direct ParentNitriles
Alternative Parents
Substituents
  • Nitrile
  • Carbonitrile
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary amine
  • Primary aliphatic amine
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 51.41%; H 8.63%; N 39.97%DFC
Melting Point< 25 oC
Boiling PointBp0.1 50-55°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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-001i-9000000000-e5c8c009efa6f2441041Spectrum
GC-MS3-Aminopropanenitrile, non-derivatized, GC-MS Spectrumsplash10-001i-9000000000-f05f2291dfe77fc789cbSpectrum
GC-MS3-Aminopropanenitrile, non-derivatized, GC-MS Spectrumsplash10-00di-3900000000-75972f9c9d6ba1c09de2Spectrum
GC-MS3-Aminopropanenitrile, non-derivatized, GC-MS Spectrumsplash10-00di-9800000000-a9d53e8af368cf281f3cSpectrum
GC-MS3-Aminopropanenitrile, non-derivatized, GC-MS Spectrumsplash10-006t-9640000000-2a51789533a4a0d4beedSpectrum
GC-MS3-Aminopropanenitrile, non-derivatized, GC-MS Spectrumsplash10-0f79-2690000000-e7505ee33092ac028fb9Spectrum
GC-MS3-Aminopropanenitrile, non-derivatized, GC-MS Spectrumsplash10-0002-7900000000-1aa082aac45073e0b837Spectrum
GC-MS3-Aminopropanenitrile, non-derivatized, GC-MS Spectrumsplash10-001i-9000000000-f05f2291dfe77fc789cbSpectrum
GC-MS3-Aminopropanenitrile, non-derivatized, GC-MS Spectrumsplash10-00di-3900000000-75972f9c9d6ba1c09de2Spectrum
GC-MS3-Aminopropanenitrile, non-derivatized, GC-MS Spectrumsplash10-00di-9800000000-a9d53e8af368cf281f3cSpectrum
GC-MS3-Aminopropanenitrile, non-derivatized, GC-MS Spectrumsplash10-006t-9640000000-2a51789533a4a0d4beedSpectrum
GC-MS3-Aminopropanenitrile, non-derivatized, GC-MS Spectrumsplash10-0f79-2690000000-e7505ee33092ac028fb9Spectrum
GC-MS3-Aminopropanenitrile, non-derivatized, GC-MS Spectrumsplash10-0002-7900000000-1aa082aac45073e0b837Spectrum
Predicted GC-MS3-Aminopropanenitrile, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001i-9000000000-3fe507f31005b95d4d19Spectrum
Predicted GC-MS3-Aminopropanenitrile, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS3-Aminopropanenitrile, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-00di-9000000000-6a162c90ff7c10fa232cSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0udi-9000000000-d2707111f575b74b6f7dSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-9000000000-f8447d5497483c729855Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0udi-9000000000-bc2e9976335d260923ddSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-001i-9000000000-044e599cd4faa32caadbSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0fk9-9000000000-7dfadb8fdf3477540781Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-9000000000-ca5db6c876b46ee9a1cfSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-9000000000-39a4d5ba1e275b87d47bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-9000000000-d13e9e176f608de3e76bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-9000000000-3b795596647194f89ae6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udl-9000000000-062a72ed70b3ea0ab27cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0uk9-9000000000-2fff615cd0ee0cefe387Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udl-9000000000-68c0881f62968c46bae3Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-9000000000-adccf0ec306a306afddeSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-9000000000-a14492dbdacb5919bd26Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-9000000000-5a010be4a6fec74e8afdSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fr6-9000000000-0fbbefce04b1773be5c6Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
ChemSpider ID21241485
ChEMBL IDCHEMBL1618272
KEGG Compound IDC05670
Pubchem Compound ID1647
Pubchem Substance IDNot Available
ChEBI ID27413
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB04101
CRC / DFC (Dictionary of Food Compounds) IDCHQ52-J:HHZ98-X
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
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
Enzymes
NameGene NameUniProt ID
Gamma-glutamyltranspeptidase 1GGT1P19440
Gamma-glutamyltransferase 7GGT7Q9UJ14
Gamma-glutamyltransferase 6GGT6Q6P531
Gamma-glutamyltransferase 5GGT5P36269
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference