CHEBI:2596 - alliin

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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Definition An L-alanine derivative in which one of the methyl hydrogens of L-alanine has been replaced by an (S)-allylsulfinyl group.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 0
Average Mass 177.223
Monoisotopic Mass 177.046
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.
View more via ChEBI Ontology
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
Manual Xrefs Databases
Alliin Wikipedia
C00001336 KNApSAcK
C08265 KEGG COMPOUND
CPD-9269 MetaCyc
HMDB0033592 HMDB
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Registry Numbers Types Sources
556-27-4 CAS Registry Number KEGG COMPOUND
6767615 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16999975 PubMed citation Europe PMC
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Last Modified
27 September 2016