cordysinin A (CHEBI:69425)

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ChEBI Name	cordysinin A

ChEBI ID	CHEBI:69425

Definition	A pyrrolopyrazine that is hexahydropyrrolo[1,2-a]pyrazine-1,4-dione substituted by a hydroxy group at position 6 and a 2-methylpropyl group at position 3. It has been isolated from the mycelia of Cordyceps sinensis.

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

Supplier Information

Download	Molfile XML SDF

Formula

C11H18N2O3

Net Charge

Average Mass

226.27220

Monoisotopic Mass

226.13174

InChI

InChI=1S/C11H18N2O3/c1-6(2)5-7-11(16)13-8(10(15)12-7)3-4-9(13)14/h6-9,14H,3-5H2,1-2H3,(H,12,15)/t7-,8-,9+/m0/s1

InChIKey

HPHCHBVVCGFPNC-XHNCKOQMSA-N

SMILES

CC(C)C[C@@H]1NC(=O)[C@@H]2CC[C@@H](O)N2C1=O

Metabolite of Species	Details
Cordyceps sinensis (NCBI:txid72228)	Found in mycelium (BTO:0001436). Ethanolic extract of dried mycelia See: PubMed

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.

ChEBI Ontology
Outgoing	cordysinin A (CHEBI:69425) has role fungal metabolite (CHEBI:76946) cordysinin A (CHEBI:69425) is a dipeptide (CHEBI:46761) cordysinin A (CHEBI:69425) is a pyrrolopyrazine (CHEBI:48337)

IUPAC Name

(3S,6R,8aS)-6-hydroxy-3-(2-methylpropyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione

Synonym	Source
cyclo(L-leucine-L-hydroxyproline)	ChEBI

Registry Number	Type	Source
21902661	Reaxys Registry Number	Reaxys

Citation	Type	Source
21848266	PubMed citation	Europe PMC

Last Modified

14 January 2014