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
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
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-001i-9000000000-e5c8c009efa6f24410412014-09-20View Spectrum
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-9000000000-6a162c90ff7c10fa232c2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0udi-9000000000-d2707111f575b74b6f7d2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-9000000000-f8447d5497483c7298552017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0udi-9000000000-bc2e9976335d260923dd2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-001i-9000000000-044e599cd4faa32caadb2017-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0fk9-9000000000-7dfadb8fdf34775407812015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-9000000000-ca5db6c876b46ee9a1cf2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-9000000000-39a4d5ba1e275b87d47b2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-9000000000-d13e9e176f608de3e76b2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-9000000000-3b795596647194f89ae62015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udl-9000000000-062a72ed70b3ea0ab27c2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0uk9-9000000000-2fff615cd0ee0cefe3872021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udl-9000000000-68c0881f62968c46bae32021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-9000000000-adccf0ec306a306afdde2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-9000000000-a14492dbdacb5919bd262021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-9000000000-5a010be4a6fec74e8afd2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fr6-9000000000-0fbbefce04b1773be5c62021-09-22View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
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
Processing...
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference