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CHEBI:16768 - mycothiol

ChEBI IDCHEBI:16768
ChEBI Namemycothiol
Stars
DefinitionA pseudodisaccharide, 1D-myo-inosityl-α-D-glucopyranoside, in which the hydroxy group at the 2-position of the glucose moiety is replaced by an (N-acetyl-L-cysteinyl)amido group.
Secondary ChEBI IDsCHEBI:7040, CHEBI:14626, CHEBI:25440
Last Modified28 January 2015
DownloadsMolfile
FormulaC17H30N2O12S
Net Charge0
Average Mass486.496
Monoisotopic Mass486.15195
SMILESCC(=O)N[C@@H](CS)C(=O)N[C@H]1[C@@H](O[C@@H]2[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O
InChIInChI=1S/C17H30N2O12S/c1-4(21)18-5(3-32)16(29)19-7-9(23)8(22)6(2-20)30-17(7)31-15-13(27)11(25)10(24)12(26)14(15)28/h5-15,17,20,22-28,32H,2-3H2,1H3,(H,18,21)(H,19,29)/t5-,6+,7+,8+,9+,10-,11-,12+,13+,14+,15-,17+/m0/s1
InChIKeyMQBCDKMPXVYCGO-FQBKTPCVSA-N
Wikipedia
Roles Classification
Chemical Role:
reducing agent  The element or compound in a reduction-oxidation (redox) reaction that donates an electron to another species.
Biological Roles:
cofactor  An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group).
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
mycothiol (CHEBI:16768) has functional parent myo-inositol (CHEBI:17268)
mycothiol (CHEBI:16768) has role bacterial metabolite (CHEBI:76969)
mycothiol (CHEBI:16768) has role cofactor (CHEBI:23357)
mycothiol (CHEBI:16768) has role reducing agent (CHEBI:63247)
mycothiol (CHEBI:16768) is a 2-deoxy-α-D-glucoside (CHEBI:37449)
mycothiol (CHEBI:16768) is a mycothiols (CHEBI:25441)
mycothiol (CHEBI:16768) is a thiol (CHEBI:29256)
Incoming Relation(s)
S-(hydroxymethyl)mycothiol (CHEBI:61586) has functional parent mycothiol (CHEBI:16768)
S-formylmycothiol (CHEBI:15735) has functional parent mycothiol (CHEBI:16768)
S-nitrosomycothiol (CHEBI:59637) has functional parent mycothiol (CHEBI:16768)
mycothiol S-conjugate (CHEBI:59633) has functional parent mycothiol (CHEBI:16768)
mycothione (CHEBI:16086) has functional parent mycothiol (CHEBI:16768)
IUPAC Name 
1-O-{2-[(N-acetyl-L-cysteinyl)amino]-2-deoxy-α-D-glucopyranosyl}-1D-myo-inositol
Synonyms  Source
MycothiolKEGG COMPOUND
1-D-myo-inositol-2-(N-acetyl-L-cysteinyl)amino-2-deoxy-alpha-D-glucopyranosideChEBI
1-O-[2-(N-acetyl-L-cysteinamido)-2-deoxy-α-D-glucopyranosyl]-D-myo-inositolIUBMB
1D-1-O-[2-(N-acetyl-L-cysteinamido)-2-deoxy-α-D-glucopyranosyl]-myo-inositolIUPAC
1-O-(2-[N-acetyl-L-cysteinyl]amido-2-deoxy-α-D-glucopyranosyl)-D-myo-inositolIUBMB
(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl 2-[(N-acetyl-L-cysteinyl)amino]-2-deoxy-α-D-glucopyranosideIUPAC
UniProt Name  Source
mycothiolUniProt
Manual XrefsDatabases
C06717KEGG COMPOUND
G11174KEGG GLYCAN
MycothiolWikipedia
CPD1G-2MetaCyc
Registry NumbersSources
Beilstein:9308053Beilstein
Reaxys:9308053Reaxys
CAS:192126-76-4ChemIDplus
Citations