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CHEBI:68749 - sch 210972

ChEBI IDCHEBI:68749
ChEBI Namesch 210972
Stars
DefinitionA 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 Modified8 April 2021
DownloadsMolfile
FormulaC25H35NO6
Net Charge0
Average Mass445.556
Monoisotopic Mass445.24644
SMILES[H][C@]12[C@H](C)C[C@H](C)C[C@]1([H])C=C[C@]([H])(/C(C)=C/C)[C@@H]2/C(O)=C1/C(=O)N[C@@H](C[C@](C)(O)C(=O)O)C1=O
InChIInChI=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
InChIKeyAVZATKWNGXCSDN-IIRHHVPJSA-N
Species of MetaboliteComponentSourceComments
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:
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 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 Relation(s)
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
sch210972ChEBI
Citations