CHEBI:68299 - phomalevone C

ChEBI IDCHEBI:68299
ChEBI Namephomalevone C
Stars
DefinitionA 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.
Last Modified5 August 2014
DownloadsMolfile
FormulaC30H24O10
Net Charge0
Average Mass544.512
Monoisotopic Mass544.13695
SMILESCc1cc2c(c(O)c1-c1c(C)cc3c(c1O)C(=O)C1=C(O)C=C[C@H](O)[C@]1(C)O3)C(=O)C1=C(O)C=CC(=O)[C@]1(C)O2
InChIInChI=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
InChIKeyDRYAIORIKWDUCC-AHFZSLFQSA-N
Species of MetaboliteComponentSourceComments
Phoma (ncbitaxon:37463) mycelium (BTO:0001436) PubMed (21247198) crude EtOAc extract of white mycelia isolated on the undersurface of a dead hardwood Strain: MYC 1734
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.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
ChEBI Ontology
Outgoing Relation(s)
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 XrefsDatabases
26346248ChemSpider
Registry NumbersSources
Reaxys:21389532Reaxys
Citations