alliin (CHEBI:2596)

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ChEBI Name	alliin

ChEBI ID	CHEBI:2596

Definition	An L-alanine derivative in which one of the methyl hydrogens of L-alanine has been replaced by an (S)-allylsulfinyl group.

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

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Formula

C6H11NO3S

Net Charge

Average Mass

177.223

Monoisotopic Mass

177.04596

InChI

InChI=1S/C6H11NO3S/c1-2-3-11(10)4-5(7)6(8)9/h2,5H,1,3-4,7H2,(H,8,9)/t5-,11-/m0/s1

InChIKey

XUHLIQGRKRUKPH-DYEAUMGKSA-N

SMILES

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

Metabolite of Species	Details
Allium sativum (NCBI:txid4682)	Found in leaf (BTO:0000713). See: PubMed

Roles Classification
Chemical Role(s):	antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. 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):	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.

Application(s):	cardioprotective agent Any protective agent that is able to prevent damage to the heart. neuroprotective agent Any compound that can be used for the treatment of neurodegenerative disorders.

ChEBI Ontology
Outgoing	alliin (CHEBI:2596) has role antimicrobial agent (CHEBI:33281) alliin (CHEBI:2596) has role antioxidant (CHEBI:22586) alliin (CHEBI:2596) has role cardioprotective agent (CHEBI:77307) alliin (CHEBI:2596) has role neuroprotective agent (CHEBI:63726) alliin (CHEBI:2596) has role plant metabolite (CHEBI:76924) alliin (CHEBI:2596) is a L-alanine derivative (CHEBI:83943) alliin (CHEBI:2596) is a L-cysteine derivative (CHEBI:83824) alliin (CHEBI:2596) is a non-proteinogenic α-amino acid (CHEBI:83925) alliin (CHEBI:2596) is a olefinic compound (CHEBI:78840) alliin (CHEBI:2596) is a sulfoxide (CHEBI:22063) alliin (CHEBI:2596) is tautomer of alliin zwitterion (CHEBI:132987)

Incoming	N-acetylalliin (CHEBI:133430) has functional parent alliin (CHEBI:2596) alliin zwitterion (CHEBI:132987) is tautomer of alliin (CHEBI:2596)

IUPAC Name

3-[(S)-prop-2-ene-1-sulfinyl]-L-alanine

Synonyms	Sources
(+)-L-Alliin	MetaCyc
(S)-3-(Allylsulphinyl)-L-alanine	MetaCyc
(S)-S-Allyl-L-cysteine sulfoxide	MetaCyc
3-(Allylsulfinyl)alanine	MetaCyc
Alliin	KEGG COMPOUND
S-Allyl-L-cystein-S-oxide	MetaCyc
S-allyl-L-cysteine sulfoxide	ChEBI

Last Modified

27 September 2016