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CHEBI:65611 - chaetoxanthone A

ChEBI IDCHEBI:65611
ChEBI Namechaetoxanthone A
Stars
DefinitionA bridged organic heteropentacyclic compund that is 3,4,5,6-tetrahydro-2H,8H-2,6-epoxyoxocino[3,2-b]xanthen-8-one substituted by hydroxy groups at positions 4 and 7, a methoxy group at position 9 and a methyl group at position 2 (the 2S,4R,6S stereoisomer). It is isolated from the marine derived fungus Chaetomium and has antiprotozoal activity.
Last Modified5 September 2012
DownloadsMolfile
FormulaC20H18O7
Net Charge0
Average Mass370.357
Monoisotopic Mass370.10525
SMILES[H][C@]12C[C@@H](O)C[C@](C)(Oc3cc4oc5cccc(OC)c5c(=O)c4c(O)c31)O2
InChIInChI=1S/C20H18O7/c1-20-8-9(21)6-13(26-20)16-14(27-20)7-12-17(19(16)23)18(22)15-10(24-2)4-3-5-11(15)25-12/h3-5,7,9,13,21,23H,6,8H2,1-2H3/t9-,13+,20+/m1/s1
InChIKeyPYEDKAHYOPGAKC-PDXJJUDESA-N
Species of MetaboliteComponentSourceComments
Chaetomium (ncbitaxon:5149) - PubMed (18683985)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antiprotozoal drug  Any antimicrobial drug which is used to treat or prevent protozoal infections.
Application:
antiprotozoal drug  Any antimicrobial drug which is used to treat or prevent protozoal infections.
ChEBI Ontology
Outgoing Relation(s)
chaetoxanthone A (CHEBI:65611) has role antiprotozoal drug (CHEBI:35820)
chaetoxanthone A (CHEBI:65611) has role metabolite (CHEBI:25212)
chaetoxanthone A (CHEBI:65611) is a bridged compound (CHEBI:35990)
chaetoxanthone A (CHEBI:65611) is a cyclic ketal (CHEBI:59779)
chaetoxanthone A (CHEBI:65611) is a cyclic ketone (CHEBI:3992)
chaetoxanthone A (CHEBI:65611) is a organic heteropentacyclic compound (CHEBI:38164)
chaetoxanthone A (CHEBI:65611) is a phenols (CHEBI:33853)
IUPAC Name 
(2S,4R,6S)-4,7-dihydroxy-9-methoxy-2-methyl-3,4,5,6-tetrahydro-2H,8H-2,6-epoxyoxocino[3,2-b]xanthen-8-one
Registry NumbersSources
Reaxys:19305737Reaxys
Citations