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CHEBI:66749 - phomoxanthone A

Default Structure
ChEBI IDCHEBI:66749
ChEBI Namephomoxanthone A
Stars
DefinitionA member of the class of xanthones that is a dimer isolated from Phomopsis. It exhibits cytotoxic, antimalarial and antitubercular activities.
Last Modified19 July 2013
DownloadsMolfile
FormulaC38H38O16
Net Charge0
Average Mass750.706
Monoisotopic Mass750.21599
SMILESCC(=O)OC[C@]12Oc3c(-c4ccc(O)c5c4O[C@@]4(COC(C)=O)C(=C(O)C[C@@H](C)[C@H]4OC(C)=O)C5=O)ccc(O)c3C(=O)C1=C(O)C[C@@H](C)[C@H]2OC(C)=O
InChIInChI=1S/C38H38O16/c1-15-11-25(45)29-31(47)27-23(43)9-7-21(33(27)53-37(29,13-49-17(3)39)35(15)51-19(5)41)22-8-10-24(44)28-32(48)30-26(46)12-16(2)36(52-20(6)42)38(30,54-34(22)28)14-50-18(4)40/h7-10,15-16,35-36,43-46H,11-14H2,1-6H3/t15-,16-,35-,36-,37+,38+/m1/s1
InChIKeyOHHXJWHRQGZQJM-ACMZUNAXSA-N
Species of MetaboliteComponentSourceComments
Phomopsis (ncbitaxon:34399) - PubMed (11520217) An endophytic fungus
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.
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
ChEBI Ontology
Outgoing Relation(s)
phomoxanthone A (CHEBI:66749) has role antimalarial (CHEBI:38068)
phomoxanthone A (CHEBI:66749) has role antineoplastic agent (CHEBI:35610)
phomoxanthone A (CHEBI:66749) has role antitubercular agent (CHEBI:33231)
phomoxanthone A (CHEBI:66749) has role metabolite (CHEBI:25212)
phomoxanthone A (CHEBI:66749) is a acetate ester (CHEBI:47622)
phomoxanthone A (CHEBI:66749) is a biaryl (CHEBI:64459)
phomoxanthone A (CHEBI:66749) is a phenols (CHEBI:33853)
phomoxanthone A (CHEBI:66749) is a xanthones (CHEBI:51149)
IUPAC Name 
(5R*,5'R*,6R*,6'R*,10aR*,10a'R*)-10a,10a'-bis[(acetyloxy)methyl]-1,1',8,8'-tetrahydroxy-6,6'-dimethyl-9,9'-dioxo-5,5',7,7',9,9',10a,10a'-octahydro-6H,6'H-4,4'-bixanthene-5,5'-diyl diacetate
Synonym  Source
rel-[(5R,5'R,6R,6'R,10aR,10a'R)-5,5'-diacetoxy-1,1',8,8'-tetrahydroxy-6,6'-dimethyl-9,9'-dioxo-5,5',6,6',7,7',9,9'-octahydro-10aH,10a'H-4,4'-bixanthene-10a,10a'-diyl]bis(methylene) diacetateChEBI
Registry NumbersSources
Reaxys:8966562Reaxys
Citations