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CHEBI:64409 - F-9775B

ChEBI IDCHEBI:64409
ChEBI NameF-9775B
Stars
DefinitionAn organic heteropentacyclic compound and polyketide that is 11a,11b-dihydrobenzo[b]cyclopenta[2,3]indeno[4,5-e][1,4]dioxine-6,8,9(8aH)-trione which is substituted by hydroxy groups at positions 1 and 7, and by methyl groups at the 3, 8a, 11 and 11b positions. A cathepsin K inhibitor, it was first isolated from Paecilomyces carneus and subsequently obtained from Aspergillus nidulans cocultivated with a soil-dwelling actinomycete.
Last Modified5 August 2014
SubmitterGareth Owen
DownloadsMolfile
FormulaC22H18O7
Net Charge0
Average Mass394.379
Monoisotopic Mass394.10525
SMILESCC1=CC(=O)C2(C)C(=O)C3=C(O)C(=O)C4=C(Oc5c(O)cc(C)cc5O4)C3(C)C12
InChIInChI=1S/C22H18O7/c1-8-5-10(23)16-11(6-8)28-17-15(26)14(25)13-19(27)21(3)12(24)7-9(2)18(21)22(13,4)20(17)29-16/h5-7,18,23,25H,1-4H3
InChIKeyVNWAFOIGZWHSSN-UHFFFAOYSA-N
Roles Classification
Biological Roles:
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
EC 3.4.22.38 (cathepsin K) inhibitor  A cysteine protease inhibitor which inhibits cathepsin K (EC 3.4.22.38).
ChEBI Ontology
Outgoing Relation(s)
F-9775B (CHEBI:64409) has role EC 3.4.22.38 (cathepsin K) inhibitor (CHEBI:64406)
F-9775B (CHEBI:64409) has role fungal metabolite (CHEBI:76946)
F-9775B (CHEBI:64409) is a organic heteropentacyclic compound (CHEBI:38164)
F-9775B (CHEBI:64409) is a phenols (CHEBI:33853)
F-9775B (CHEBI:64409) is a polyketide (CHEBI:26188)
IUPAC Name 
1,7-dihydroxy-3,8a,11,11b-tetramethyl-11a,11b-dihydrobenzo[b]cyclopenta[2,3]indeno[4,5-e][1,4]dioxine-6,8,9(8aH)-trione
Citations