CHEBI:83290 - Nα-(L-γ-glutamyl)-hercynyl-L-cysteine sulfoxide

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name Nα-(L-γ-glutamyl)-hercynyl-L-cysteine sulfoxide
ChEBI ID CHEBI:83290
ChEBI ASCII Name N(alpha)-(L-gamma-glutamyl)-hercynyl-L-cysteine sulfoxide
Definition A non-proteinogenic dipeptide formed from L-γ-glutamic acid and hercynyl-L-cysteine sulfoxide residues. It is an intermediate in the synthesis of ergothioneine, a compound found in certain fungi and mycobacteria.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C17H27N5O8S
Net Charge 0
Average Mass 461.49000
Monoisotopic Mass 461.15803
InChI InChI=1S/C17H27N5O8S/c1-22(2,3)12(16(28)29)6-9-7-19-17(20-9)31(30)8-11(15(26)27)21-13(23)5-4-10(18)14(24)25/h7,10-12H,4-6,8,18H2,1-3H3,(H4-,19,20,21,23,24,25,26,27,28,29)/t10-,11-,12-,31?/m0/s1
InChIKey SJHLSLUUWIBQNS-TYLCEOGASA-N
SMILES C[N+](C)(C)[C@@H](Cc1c[nH]c(n1)S(=O)C[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O)C([O-])=O
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing Nα-(L-γ-glutamyl)-hercynyl-L-cysteine sulfoxide (CHEBI:83290) has functional parent L-cysteine (CHEBI:17561)
Nα-(L-γ-glutamyl)-hercynyl-L-cysteine sulfoxide (CHEBI:83290) has functional parent L-histidine (CHEBI:15971)
Nα-(L-γ-glutamyl)-hercynyl-L-cysteine sulfoxide (CHEBI:83290) has role fungal metabolite (CHEBI:76946)
Nα-(L-γ-glutamyl)-hercynyl-L-cysteine sulfoxide (CHEBI:83290) is a ammonium betaine (CHEBI:35284)
Nα-(L-γ-glutamyl)-hercynyl-L-cysteine sulfoxide (CHEBI:83290) is a dipeptide (CHEBI:46761)
Nα-(L-γ-glutamyl)-hercynyl-L-cysteine sulfoxide (CHEBI:83290) is a sulfoxide (CHEBI:22063)
Nα-(L-γ-glutamyl)-hercynyl-L-cysteine sulfoxide (CHEBI:83290) is conjugate acid of Nα-(L-γ-glutamyl)-hercynyl-L-cysteine sulfoxide(1−) (CHEBI:82703)
Incoming Nα-(L-γ-glutamyl)-hercynyl-L-cysteine sulfoxide(1−) (CHEBI:82703) is conjugate base of Nα-(L-γ-glutamyl)-hercynyl-L-cysteine sulfoxide (CHEBI:83290)
IUPAC Name
L-γ-glutamyl-3-({4-[(2S)-2-carboxylato-2-(trimethylazaniumyl)ethyl]-1H-imidazol-2-yl}sulfinyl)-L-alanine
Manual Xref Database
CPD-15279 MetaCyc
View more database links
Registry Number Type Source
24604970 Reaxys Registry Number Reaxys
Last Modified
07 January 2015