P. aeruginosa Metabolome Database: 3-Cyano-L-alanine (PAMDB000915)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 11:54:54 AM

Metabolite ID

PAMDB000915

Identification

Name:

3-Cyano-L-alanine

Description:

3-cyano-L-alanine is a member of the chemical class known as Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon)

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

3-Cyano-L-alanine
3-Cyanoalanine
b-cyano-L-Alanine
Beta-Cyano-L-alanine
C9650_SIGMA
L-3-Cyanoalanine
L-b-Cyanoalanine
L-beta-Cyanoalanine
L-β-Cyanoalanine
β-cyano-L-Alanine

Chemical Formula:

C₄H₆N₂O₂

Average Molecular Weight:

114.1026

Monoisotopic Molecular Weight:

114.042927446

InChI Key:

BXRLWGXPSRYJDZ-VKHMYHEASA-N

InChI:

InChI=1S/C4H6N2O2/c5-2-1-3(6)4(7)8/h3H,1,6H2,(H,7,8)/t3-/m0/s1

CAS number:

6232-19-5

IUPAC Name:

(2S)-2-amino-3-cyanopropanoic acid

Traditional IUPAC Name:

3-cyanoalanine

SMILES:

[H][C@](N)(CC#N)C(O)=O

Chemical Taxonomy

Taxonomy Description

This compound belongs to the class of organic compounds known as d-alpha-amino acids. These are alpha amino acids which have the D-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

D-alpha-amino acids

Alternative Parents

Substituents

D-alpha-amino acid
Amino fatty acid
Fatty acyl
Fatty acid
Nitrile
Carbonitrile
Monocarboxylic acid or derivatives
Carboxylic acid
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

alanine derivative (CHEBI:16934 )
cyanoamino acid (CHEBI:16934 )

Physical Properties

State:

Not Available

Charge:

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	31.3 mg/mL	ALOGPS
logP	-2.4	ALOGPS
logP	-3.4	ChemAxon
logS	-0.56	ALOGPS
pKa (Strongest Acidic)	0.23	ChemAxon
pKa (Strongest Basic)	7.23	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	87.11 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	25.51 m³·mol^-1	ChemAxon
Polarizability	10.27 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Cytoplasm

Reactions:

3-Cyano-L-alanine + L-Glutamate <> gamma-Glutamyl-beta-cyanoalanine + Water

Pathways:

Cyanoamino acid metabolism pae00460

Spectra

Spectra:

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-0006-2910000000-cdae81bdd716faf914cb	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014j-9200000000-0e19a40d51dba814046f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0gb9-9000000000-43854410a8c06907e442	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fr6-9000000000-f4e0d1a95b214a75ce61	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-5900000000-b63ea9f293d3ea49c11b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03dj-9300000000-f9254862ccdb5dd595af	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-6b92c9baa9ac2b657576	View in MoNA

References

References:

Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
CHEBI ID	16934
HMDB ID	HMDB60245
Pubchem Compound ID	439742
Kegg ID	C02512
ChemSpider ID	388802
Wikipedia ID	Not Available
BioCyc ID	CPD0-1336
EcoCyc ID	CPD0-1336

3-Cyano-L-alanine (PAMDB000915)

Structure for 3-Cyano-L-alanine (PAMDB000915)