CHEBI:68299 - phomalevone C

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ChEBI Name phomalevone C
ChEBI ID CHEBI:68299
Definition A biaryl that is 5',10a'-dihydro-9H,9'H-2,2'-bixanthene-5,9,9'(10aH)-trione substituted by hydroxy groups at positions 1, 1', 5', 8 and 8' and methyl groups at positions 3, 3', 10a and 10a'. Isolated from the cultures of a Hawaiian isolate of the fungus Phoma species, it exhibits antibacterial and antifungal activities.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H24O10
Net Charge 0
Average Mass 544.50560
Monoisotopic Mass 544.13695
InChI InChI=1S/C30H24O10/c1-11-9-15-21(27(37)23-13(31)5-7-17(33)29(23,3)39-15)25(35)19(11)20-12(2)10-16-22(26(20)36)28(38)24-14(32)6-8-18(34)30(24,4)40-16/h5-10,17,31-33,35-36H,1-4H3/t17-,29-,30-/m0/s1
InChIKey DRYAIORIKWDUCC-AHFZSLFQSA-N
SMILES Cc1cc2O[C@@]3(C)[C@@H](O)C=CC(O)=C3C(=O)c2c(O)c1-c1c(C)cc2O[C@@]3(C)C(=O)C=CC(O)=C3C(=O)c2c1O
Metabolite of Species Details
Phoma (NCBI:txid37463) Found in mycelium (BTO:0001436). crude EtOAc extract of white mycelia isolated on the undersurface of a dead hardwood of strain MYC 1734 See: PubMed
Roles Classification
Biological Role(s): antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing phomalevone C (CHEBI:68299) has role antibacterial agent (CHEBI:33282)
phomalevone C (CHEBI:68299) has role fungal metabolite (CHEBI:76946)
phomalevone C (CHEBI:68299) is a biaryl (CHEBI:64459)
phomalevone C (CHEBI:68299) is a polyketide (CHEBI:26188)
phomalevone C (CHEBI:68299) is a polyphenol (CHEBI:26195)
phomalevone C (CHEBI:68299) is a xanthones (CHEBI:51149)
IUPAC Name
(5'S,10aR,10a'R)-1,1',5',8,8'-pentahydroxy-3,3',10a,10a'-tetramethyl-5',10a'-dihydro-9H,9'H-2,2'-bixanthene-5,9,9'(10aH)-trione
Manual Xref Database
26346248 ChemSpider
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Registry Number Type Source
21389532 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21247198 PubMed citation Europe PMC
Last Modified
05 August 2014