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CHEBI:66178 - sch 213766

ChEBI IDCHEBI:66178
ChEBI Namesch 213766
Stars
DefinitionA pyrrolidinone derivative that is the methyl ester of sch 210972. Isolated from fungal fermentation broth of Chaetomium globosum, it exhibits inhibitory activity against chemokine receptor CCR-5.
Secondary ChEBI IDCHEBI:68711
Last Modified7 September 2017
DownloadsMolfile
FormulaC26H37NO6
Net Charge0
Average Mass459.583
Monoisotopic Mass459.26209
SMILES[H][C@]12[C@H](/C(O)=C3/C(=O)N[C@H](C[C@@](C)(O)C(=O)OC)C3=O)[C@]([H])(/C(C)=C/C)C=C[C@]1([H])C[C@H](C)C[C@]2([H])C
InChIInChI=1S/C26H37NO6/c1-7-14(3)17-9-8-16-11-13(2)10-15(4)19(16)20(17)23(29)21-22(28)18(27-24(21)30)12-26(5,32)25(31)33-6/h7-9,13,15-20,29,32H,10-12H2,1-6H3,(H,27,30)/b14-7+,23-21-/t13-,15+,16-,17+,18-,19-,20-,26-/m1/s1
InChIKeyITWQKCOXYYEWRZ-VOHDXAEZSA-N
Species of MetaboliteComponentSourceComments
Chaetomium globosum (ncbitaxon:38033)
- PubMed (17827664)
- PubMed (17827664)
Roles Classification
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 213766 (CHEBI:66178) has functional parent sch 210972 (CHEBI:68749)
sch 213766 (CHEBI:66178) has role Chaetomium metabolite (CHEBI:76960)
sch 213766 (CHEBI:66178) has role chemokine receptor 5 antagonist (CHEBI:63673)
sch 213766 (CHEBI:66178) is a carbobicyclic compound (CHEBI:36785)
sch 213766 (CHEBI:66178) is a carboxylic ester (CHEBI:33308)
sch 213766 (CHEBI:66178) is a enol (CHEBI:33823)
sch 213766 (CHEBI:66178) is a octahydronaphthalenes (CHEBI:138397)
sch 213766 (CHEBI:66178) is a pyrrolidin-2-ones (CHEBI:74223)
sch 213766 (CHEBI:66178) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
methyl (2R)-3-{(2R,4Z)-4-[{(1S,2R,4aR,6R,8S,8aR)-2-[(2E)-but-2-en-2-yl]-6,8-dimethyldecahydronaphthalen-1-yl}(hydroxy)methylidene]-3,5-dioxopyrrolidin-2-yl}-2-hydroxy-2-methylpropanoate
Citations