L-cystine (CHEBI:16283)

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ChEBI Name	L-cystine

ChEBI ID	CHEBI:16283

ChEBI ASCII Name	L-cystine

Definition	The L-enantiomer of the sulfur-containing amino acid cystine.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:6209, CHEBI:13097, CHEBI:21278

Supplier Information	ZINC000001532715

Download	Molfile XML SDF

Formula

C6H12N2O4S2

Net Charge

Average Mass

240.30256

Monoisotopic Mass

240.02385

InChI

InChI=1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m0/s1

InChIKey

LEVWYRKDKASIDU-IMJSIDKUSA-N

SMILES

N[C@@H](CSSC[C@H](N)C(O)=O)C(O)=O

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932)	Source: yeast.sf.net See: PubMed
Homo sapiens (NCBI:txid9606)	See: DOI

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	Saccharomyces cerevisiae metabolite Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ). mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). (via cystine ) flour treatment agent A food additive which is added to flour or dough to improve baking quality and/or colour. human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). (via cystine ) EC 1.2.1.11 (aspartate-semialdehyde dehydrogenase) inhibitor Any EC 1.2.1.* (oxidoreductase acting on donor aldehyde/oxo group with NAD+ or NADP+ as acceptor) inhibitor that inhibits the action of aspartate-semialdehyde dehydrogenase (EC 1.2.1.11).

Application(s):	flour treatment agent A food additive which is added to flour or dough to improve baking quality and/or colour.

ChEBI Ontology
Outgoing	L-cystine (CHEBI:16283) has role Saccharomyces cerevisiae metabolite (CHEBI:75772) L-cystine (CHEBI:16283) has role EC 1.2.1.11 (aspartate-semialdehyde dehydrogenase) inhibitor (CHEBI:145814) L-cystine (CHEBI:16283) has role flour treatment agent (CHEBI:64577) L-cystine (CHEBI:16283) has role human metabolite (CHEBI:77746) L-cystine (CHEBI:16283) has role mouse metabolite (CHEBI:75771) L-cystine (CHEBI:16283) is a L-cysteine derivative (CHEBI:83824) L-cystine (CHEBI:16283) is a cystine (CHEBI:17376) L-cystine (CHEBI:16283) is a non-proteinogenic L-α-amino acid (CHEBI:83822) L-cystine (CHEBI:16283) is conjugate acid of L-cystine anion (CHEBI:63163) L-cystine (CHEBI:16283) is enantiomer of D-cystine (CHEBI:35494) L-cystine (CHEBI:16283) is tautomer of L-cystine zwitterion (CHEBI:35491)

Incoming	L-cystine di-2-naphthylamide (CHEBI:90428) has functional parent L-cystine (CHEBI:16283) L-cystine mono-2-naphthylamide (CHEBI:90427) has functional parent L-cystine (CHEBI:16283) L-cystine anion (CHEBI:63163) is conjugate base of L-cystine (CHEBI:16283) D-cystine (CHEBI:35494) is enantiomer of L-cystine (CHEBI:16283) L-cystine residue (CHEBI:50058) is substituent group from L-cystine (CHEBI:16283) L-cystinyl group (CHEBI:50066) is substituent group from L-cystine (CHEBI:16283) L-cystyl group (CHEBI:50057) is substituent group from L-cystine (CHEBI:16283) L-cystine zwitterion (CHEBI:35491) is tautomer of L-cystine (CHEBI:16283)

IUPAC Names

(2R,2'R)-3,3'-disulfanediylbis(2-aminopropanoic acid)

L-cystine

Synonyms	Sources
(R,R)-3,3'-dithiobis(2-aminopropanoic acid)	ChEBI
(R-(R,R))-3,3'-Dithiobis(2-aminopropanoic acid)	ChemIDplus
3,3'-Dithiobis-L-alanine	ChemIDplus
β,β'-diamino-β,β'-dicarboxydiethyl disulfide	NIST Chemistry WebBook
β,β'-dithiodialanine	NIST Chemistry WebBook
bis(β-amino-β-carboxyethyl) disulfide	NIST Chemistry WebBook
E921	ChEBI
L-alpha-Diamino-beta-dithiolactic acid	KEGG COMPOUND
L-Cystine	KEGG COMPOUND
L-Dicysteine	KEGG COMPOUND
oxidized L-cysteine	NIST Chemistry WebBook

Citations

Last Modified

16 January 2020