Molecule

3-cyanoalanine

AlkaPlorer ID: AK019990

Synonym: 'beta-Cyanoalanine', '3-cyano-L-alanine', 'beta-cyanoalanine', 'cyanoalanine', 'propargylglycine', '6232-19-5', 'L-beta-Cyanoalanine', 'L-3-Cyanoalanine', '3-Cyano-L-alanine'

IUPAC Name: (2S)-2-amino-3-cyanopropanoic acid

Structure

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

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

InChIKey: BXRLWGXPSRYJDZ-VKHMYHEASA-N

Reference

Metabolic differences in ripening of Solanum lycopersicum ‘Ailsa Craig’ and three monogenic mutants

PubChem CID: 439742

CAS: 6232-19-5

LOTUS: LTS0074195

SuperNatural Ⅲ: SN0038295-02

NPASS: NPC232152

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Homo sapiens	Homo	Hominidae	Primates	Mammalia	Chordata	Metazoa	Eukaryota
Vicia sativa	Vicia	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Mus musculus	Mus	Muridae	Rodentia	Mammalia	Chordata	Metazoa	Eukaryota

Properties Information

Molecule Weight: 114.10399999999998

TPSA？: 87.11

MolLogP？: -0.6880200000000001

Number of H-Donors: 2

Number of H-Acceptors: 3

RingCount: 0

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	Cystathionine gamma-lyase	IC50	14000.0	nM	10.1021/acsmedchemlett.7b00313

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT001186	C#N.N[C@@H](CS)C(=O)O>>N#CC[C@H](N)C(=O)O	L-3-CYANOALANINE-SYNTHASE-RXN
AKRT003630	CC(=O)N[C@H]1[C@@H](OP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H](C)C(=O)O.N#CC[C@H](N)C(=O)O>>CC(=O)N[C@H]1[C@@H](OP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H](C)C(=O)N[C@@H](CC#N)C(=O)O	enzymemap_91036
AKRT004067	CC(=O)O.N#CC[C@H](N)C(=O)O>>CC(=O)OC[C@H](N)C(=O)O	MNXR172646
AKRT004256	CC(=O)OC[C@H](N)C(=O)O.C#N>>N#CC[C@H](N)C(=O)O	enzymemap_40592
AKRT015619	N#CCCNC(=O)CC[C@H](N)C(=O)O.O=C=O>>N#CC[C@H](N)C(=O)O	MNXR105362
AKRT015621	N#CCCNC(=O)CC[C@H](N)C(=O)O>>N#CC[C@H](N)C(=O)O	MNXR179803
AKRT015634	N#CC[C@H](N)C(=O)O.N[C@@H](CCC(=O)O)C(=O)O>>N#CC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)O	R03970
AKRT015635	N#CC[C@H](N)C(=O)O>>C#N	MNXR132699
AKRT015636	N#CC[C@H](N)C(=O)O>>N#CCCN	R06614
AKRT015637	N#CC[C@H](N)C(=O)O>>NC(=O)C[C@H](N)C(=O)O	3-CYANOALANINE-HYDRATASE-RXN
AKRT015638	N#CC[C@H](N)C(=O)O>>NC(CS)C(=O)O	MNXR147878
AKRT015639	N#CC[C@H](N)C(=O)O>>NCC[C@H](N)C(=O)O	MNXR134401
AKRT015640	N#CC[C@H](N)C(=O)O>>N[C@@H](CC(=O)O)C(=O)O	3.5.5.4-RXN
AKRT015641	N#CC[C@H](N)C(=O)O>>N[C@@H](CS)C(=O)O	MNXR132699
AKRT015642	N#CC[C@H](N)C(=O)O>>N[C@@H](CSS(=O)(=O)O)C(=O)O	MNXR172648
AKRT015643	N#CC[C@H](N)C(=O)O>>N[C@H](CS)C(=O)O	MNXR173316
AKRT015644	N#CC[C@H](N)C(=O)O>>O=C=O	R06614