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Showing Compound 3-cyano-L-alanine (FDB030412)

Record Information
Version1.0
Creation date2015-05-07 19:12:05 UTC
Update date2020-09-17 15:40:07 UTC
Primary IDFDB030412
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name3-cyano-L-alanine
DescriptionL-3-Cyanoalanine, also known as L-beta-cyanoalanine, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. L-3-Cyanoalanine is a very strong basic compound (based on its pKa). L-3-Cyanoalanine exists in all living organisms, ranging from bacteria to humans. Outside of the human body, L-3-Cyanoalanine has been detected, but not quantified in, several different foods, such as summer savories, orange bell peppers, red rices, mixed nuts, and green bell peppers. This could make L-3-cyanoalanine a potential biomarker for the consumption of these foods. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).
CAS Number6232-19-5
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
L-beta-CyanoalanineChEBI, KEGG
L-b-CyanoalanineGenerator
L-β-CyanoalanineGenerator
beta-CyanoalanineMeSH, HMDB
3-CyanoalanineMeSH, HMDB
beta-Cyano-L-alanineMeSH, HMDB
3-Cyanoalanine, (L)-isomerMeSH, HMDB
L-3-CyanoalanineKEGG, ChEBI
(2S)-2-Amino-3-cyanopropanoic acidHMDB
(2S)-2-Amino-3-cyanopropionic acidHMDB
2-Amino-3-cyanopropanoic acidHMDB
2-Amino-3-cyanopropionic acidHMDB
3-Cyano-L-alanineHMDB
L-2-Amino-3-cyanopropanoic acidHMDB
L-2-Amino-3-cyanopropionic acidHMDB
β-Cyano-L-alanineHMDB
β-CyanoalanineHMDB
Predicted Properties
PropertyValueSource
Water Solubility31.3 g/LALOGPS
logP-2.4ALOGPS
logP-3.4ChemAxon
logS-0.56ALOGPS
pKa (Strongest Acidic)0.23ChemAxon
pKa (Strongest Basic)7.23ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area87.11 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity25.51 m³·mol⁻¹ChemAxon
Polarizability10.27 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC4H6N2O2
IUPAC name(2S)-2-amino-3-cyanopropanoic acid
InChI IdentifierInChI=1S/C4H6N2O2/c5-2-1-3(6)4(7)8/h3H,1,6H2,(H,7,8)/t3-/m0/s1
InChI KeyBXRLWGXPSRYJDZ-VKHMYHEASA-N
Isomeric SMILES[H][C@](N)(CC#N)C(O)=O
Average Molecular Weight114.1026
Monoisotopic Molecular Weight114.042927446
Classification
Description Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentL-alpha-amino acids
Alternative Parents
Substituents
  • L-alpha-amino acid
  • Fatty acid
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Carbonitrile
  • Nitrile
  • Amine
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Primary aliphatic amine
  • Organic nitrogen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
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
GC-MS3-cyano-L-alanine, 2 TMS, GC-MS Spectrumsplash10-0006-2910000000-cdae81bdd716faf914cbSpectrum
GC-MS3-cyano-L-alanine, non-derivatized, GC-MS Spectrumsplash10-0006-0910000000-76fcf98a116d8f5fb3a3Spectrum
GC-MS3-cyano-L-alanine, non-derivatized, GC-MS Spectrumsplash10-0006-0900000000-87a768329cbe7349b129Spectrum
Predicted GC-MS3-cyano-L-alanine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-014i-9000000000-b588e4f0716ef2c3b6eaSpectrum
Predicted GC-MS3-cyano-L-alanine, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-014i-9100000000-84aa6cdc91672d2d0c40Spectrum
Predicted GC-MS3-cyano-L-alanine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS3-cyano-L-alanine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0002-9000000000-fe247d540e001b5b738b2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 35V, negativesplash10-0006-9000000000-0b174b164285773536122020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 7V, negativesplash10-0udi-9000000000-b9d26a1c944b0649cadc2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 7V, negativesplash10-0002-9000000000-f17c4c09160c2e81931a2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 2V, negativesplash10-0002-9000000000-c35c2982261090e1ac282020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 2V, negativesplash10-0002-9000000000-970b9d3c7c142d5bc7ba2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 2V, negativesplash10-0002-9000000000-1638709f55d082c648352020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 3V, negativesplash10-0002-9000000000-cc48714167e1ba803c7c2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 0V, negativesplash10-03di-0900000000-45c3feae2e1ceff7377d2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 0V, negativesplash10-03di-0900000000-bf090b5f90b37f228ec42020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 0V, negativesplash10-03di-1900000000-48b98dfc454b8b5ef5d42020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 0V, negativesplash10-03di-2900000000-7490f45dd2e226996a582020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 1V, negativesplash10-03di-4900000000-ba685d69c16b14e76f7f2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 1V, negativesplash10-03dj-9800000000-9eb50c4dbae9090478e72020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 2V, negativesplash10-01ot-9400000000-d239b0a8038ad871ad6b2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 2V, negativesplash10-0002-9200000000-1e9123df57023d1425922020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 2V, negativesplash10-0002-9100000000-bee64b38054305fe23fc2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 3V, negativesplash10-0002-9000000000-36456509bbb17410a4c02020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 3V, negativesplash10-0002-9000000000-a9cd3d6dc542f1ebd0b32020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 4V, negativesplash10-006t-9000000000-0923f4b6979f216eb7572020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 7V, negativesplash10-0002-9000000000-dc0d16ea8ae536cb82eb2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 7V, negativesplash10-0udi-9000000000-e742d1778ed2916e79892020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-0006-9000000000-46983704961d3c708c402021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 7V, positivesplash10-00di-9000000000-783db8104c08d89834672020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 7V, positivesplash10-0a4j-8900000000-c3a0f4587b5f55cd8cf92020-07-22View Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
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
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference