CHEBI:83318 - ovothiol A

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ChEBI Name ovothiol A
ChEBI ID CHEBI:83318
Definition A L-histidine derivative that is L-histidine substituted at positions N3 and C5 on the imidazole ring by methyl and mercapto groups respectively.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C7H11N3O2S
Net Charge 0
Average Mass 201.24600
Monoisotopic Mass 201.057
InChI InChI=1S/C7H11N3O2S/c1-10-3-9-6(13)5(10)2-4(8)7(11)12/h3-4,13H,2,8H2,1H3,(H,11,12)/t4-/m0/s1
InChIKey XWKKYVJREGXHFO-BYPYZUCNSA-N
SMILES Cn1cnc(S)c1C[C@H](N)C(O)=O
Metabolite of Species Details
Crithidia fasciculata (NCBI:5656) See: PubMed
Leishmania (NCBI:5658) See: PubMed
Trypanosoma brucei (NCBI:5691) See: PubMed
Trypanosoma cruzi (NCBI:5693) See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
radical scavenger
A role played by a substance that can react readily with, and thereby eliminate, radicals.
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via L-alpha-amino acid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ovothiol A (CHEBI:83318) has role antioxidant (CHEBI:22586)
ovothiol A (CHEBI:83318) has role marine metabolite (CHEBI:76507)
ovothiol A (CHEBI:83318) has role radical scavenger (CHEBI:48578)
ovothiol A (CHEBI:83318) is a L-histidine derivative (CHEBI:84076)
ovothiol A (CHEBI:83318) is a aryl thiol (CHEBI:82711)
ovothiol A (CHEBI:83318) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
ovothiol A (CHEBI:83318) is tautomer of ovothiol A zwitterion (CHEBI:82723)
Incoming ovothiol A zwitterion (CHEBI:82723) is tautomer of ovothiol A (CHEBI:83318)
IUPAC Name
3-methyl-5-sulfanyl-L-histidine
Synonyms Sources
1-N-Methyl-4-mercaptohistidine ChemIDplus
5-mercapto-3-methyl-L-histidine ChEBI
5-mercapto-3-methylhistidine ChEBI
L-Ovothiol A KNApSAcK
Database Links Databases
C00028779 KNApSAcK
Ovothiol_A Wikipedia
View more database links
Registry Numbers Types Sources
108418-13-9 CAS Registry Number ChemIDplus
4684953 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11420105 PubMed citation Europe PMC
11606184 PubMed citation Europe PMC
12487629 PubMed citation Europe PMC
23877651 PubMed citation Europe PMC
24510213 PubMed citation Europe PMC
2817362 PubMed citation Europe PMC
3651433 PubMed citation Europe PMC
8033907 PubMed citation Europe PMC
8076641 PubMed citation Europe PMC
9022682 PubMed citation Europe PMC
Last Modified
07 January 2015