CHEBI:68748 - sch 210971

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ChEBI Name sch 210971
ChEBI ID CHEBI:68748
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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C25H35NO6
Net Charge 0
Average Mass 445.556
Monoisotopic Mass 445.24644
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
SMILES [H][C@]1(C)C[C@@H](C)C[C@@]2([H])C=C[C@]([H])([C@@H](\C(O)=C3\C(=O)N[C@H](C[C@](C)(O)C(O)=O)C3=O)[C@]12[H])C(\C)=C\C
Metabolite of Species Details
Chaetomium globosum (NCBI:txid38033) See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): 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).
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Xref Database
28283529 ChemSpider
View more database links
Registry Number Type Source
18561653 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16872138 PubMed citation Europe PMC
23519550 PubMed citation Europe PMC
25885659 PubMed citation Europe PMC
26360642 PubMed citation Europe PMC
Last Modified
08 April 2021
General Comment
2021-04-08 The structure of sch 210971 shown is relative configuration.