CHEBI:68749 - sch 210972

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ChEBI Name sch 210972 ChEBI ID CHEBI:68749 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 Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search 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-/m0/s1 InChIKey AVZATKWNGXCSDN-IIRHHVPJSA-N SMILES [H][C@]12C[C@@H](C)C[C@@H](C)[C@]1([H])[C@@H](\C(O)=C1\C(=O)N[C@@H](C[C@](C)(O)C(O)=O)C1=O)[C@]([H])(C=C2)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). View more via ChEBI Ontology ChEBI Ontology Outgoing sch 210972 (CHEBI:68749) has role Chaetomium metabolite (CHEBI:76960) sch 210972 (CHEBI:68749) has role chemokine receptor 5 antagonist (CHEBI:63673) sch 210972 (CHEBI:68749) is a carbobicyclic compound (CHEBI:36785) sch 210972 (CHEBI:68749) is a enol (CHEBI:33823) sch 210972 (CHEBI:68749) is a monocarboxylic acid (CHEBI:25384) sch 210972 (CHEBI:68749) is a octahydronaphthalenes (CHEBI:138397) sch 210972 (CHEBI:68749) is a pyrrolidin-2-ones (CHEBI:74223) sch 210972 (CHEBI:68749) is conjugate acid of sch 210972(2−) (CHEBI:167897) Incoming sch 213766 (CHEBI:66178) has functional parent sch 210972 (CHEBI:68749) sch 210972(2−) (CHEBI:167897) is conjugate base of sch 210972 (CHEBI:68749) IUPAC Name (2S)-3-{(2S,4Z)-4-[{(1R,2S,4aR,6S,8R,8aS)-2-[(2E)-but-2-en-2-yl]-6,8-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl}(hydroxy)methylidene]-3,5-dioxopyrrolidin-2-yl}-2-hydroxy-2-methylpropanoic acid Synonym Source sch210972 ChEBI Citations Types Sources 16872138 PubMed citation Europe PMC 17827664 PubMed citation Europe PMC 19413111 PubMed citation Europe PMC 25450623 PubMed citation Europe PMC 25885659 PubMed citation Europe PMC 26360642 PubMed citation Europe PMC 28387469 PubMed citation Europe PMC Last Modified 08 April 2021

General Comment 2021-04-08 The structure of sch 210972 was updated due to evidence found in PMID:26360642. In this article, the authors have determined the absolute configuration of sch 210972 crystallographically. The InChi key of the relative configuration was AVZATKWNGXCSDN-FRNHIKLPSA-N.