CHEBI:65611 - chaetoxanthone A

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ChEBI Name chaetoxanthone A
ChEBI ID CHEBI:65611
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H18O7
Net Charge 0
Average Mass 370.35270
Monoisotopic Mass 370.10525
InChI InChI=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
InChIKey PYEDKAHYOPGAKC-PDXJJUDESA-N
SMILES [H][C@]12C[C@@H](O)C[C@](C)(Oc3cc4oc5cccc(OC)c5c(=O)c4c(O)c13)O2
Metabolite of Species Details
Chaetomium (NCBI:txid5149) See: PubMed
Roles Classification
Biological Role(s): antiprotozoal drug
Any antimicrobial drug which is used to treat or prevent protozoal infections.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antiprotozoal drug
Any antimicrobial drug which is used to treat or prevent protozoal infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
19305737 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
18683985 PubMed citation Europe PMC
Last Modified
05 September 2012