sch 210971 (CHEBI:68748)

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CHEBI:68748 - sch 210971

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ChEBI ID	CHEBI:68748
ChEBI Name	sch 210971
Stars
Definition	A member of the class of pyrrolidin-2-ones isolated from the fungal fermentation broth of Chaetomium globosum and shown to exhibit inhibitory activity against chemokine receptor CCR-5.
Last Modified	8 April 2021
Downloads	Molfile

Formula	C25H35NO6
Net Charge	0
Average Mass	445.556
Monoisotopic Mass	445.24644
SMILES	[H][C@]12[C@H](/C(O)=C3/C(=O)N[C@H](C[C@](C)(O)C(=O)O)C3=O)[C@]([H])(/C(C)=C/C)C=C[C@]1([H])C[C@H](C)C[C@]2([H])C
InChI	InChI=1S/C25H35NO6/c1-6-13(3)16-8-7-15-10-12(2)9-14(4)18(15)19(16)22(28)20-21(27)17(26-23(20)29)11-25(5,32)24(30)31/h6-8,12,14-19,28,32H,9-11H2,1-5H3,(H,26,29)(H,30,31)/b13-6+,22-20-/t12-,14+,15-,16+,17-,18-,19-,25+/m1/s1
InChIKey	AVZATKWNGXCSDN-UPZXKQCMSA-N

Species of Metabolite	Component	Source	Comments
Chaetomium globosum (ncbitaxon:38033)	-	PubMed (16872138)

Roles Classification

Chemical Role:	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:	antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. Chaetomium metabolite Any fungal metabolite produced during a metabolic reaction in the mould, Chaetomium. chemokine receptor 5 antagonist An antogonist that blocks chemokine receptor 5 (CCR5).

ChEBI Ontology

Outgoing Relation(s)
	sch 210971 (CHEBI:68748) has role Chaetomium metabolite (CHEBI:76960)
	sch 210971 (CHEBI:68748) has role antifungal agent (CHEBI:35718)
	sch 210971 (CHEBI:68748) has role chemokine receptor 5 antagonist (CHEBI:63673)
	sch 210971 (CHEBI:68748) is a carbobicyclic compound (CHEBI:36785)
	sch 210971 (CHEBI:68748) is a enol (CHEBI:33823)
	sch 210971 (CHEBI:68748) is a monocarboxylic acid (CHEBI:25384)
	sch 210971 (CHEBI:68748) is a octahydronaphthalenes (CHEBI:138397)
	sch 210971 (CHEBI:68748) is a pyrrolidin-2-ones (CHEBI:74223)
	sch 210971 (CHEBI:68748) is conjugate acid of sch 210971(2−) (CHEBI:167911)
Incoming Relation(s)
Incoming Relation(s)	sch 210971(2−) (CHEBI:167911) is conjugate base of sch 210971 (CHEBI:68748)

IUPAC Name
rel-(2S)-3-{(2R,4Z)-4-[{(1S,2R,4aS,6R,8S,8aR)-2-[(2E)-but-2-en-2-yl]-6,8-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl}(hydroxy)methylene]-3,5-dioxopyrrolidin-2-yl}-2-hydroxy-2-methylpropanoic acid

Manual Xrefs	Databases
28283529	ChemSpider

Registry Numbers	Sources
Reaxys:18561653	Reaxys

Citations