CHEBI:66750 - phomoxanthone B

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ChEBI Name phomoxanthone B
ChEBI ID CHEBI:66750
Definition A member of the class of xanthones that is a dimer isolated from Phomopsis. It exhibits cytotoxic, antimalarial and antitubercular activities.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C38H38O16
Net Charge 0
Average Mass 750.69870
Monoisotopic Mass 750.21599
InChI InChI=1S/C38H38O16/c1-15-11-25(45)30-33(48)28-26(53-37(30,13-49-17(3)39)35(15)51-19(5)41)10-8-21(31(28)46)22-7-9-23(43)27-32(47)29-24(44)12-16(2)36(52-20(6)42)38(29,54-34(22)27)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
InChIKey RAKGKFLUJPUROQ-ACMZUNAXSA-N
SMILES C[C@@H]1CC(O)=C2C(=O)c3c(O[C@]2(COC(C)=O)[C@@H]1OC(C)=O)ccc(c3O)-c1ccc(O)c2C(=O)C3=C(O)C[C@@H](C)[C@@H](OC(C)=O)[C@@]3(COC(C)=O)Oc12
Metabolite of Species Details
Phomopsis (NCBI:txid34399) An endophytic fungus See: PubMed
Roles Classification
Biological Role(s): 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.
antitubercular agent
A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): 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.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing phomoxanthone B (CHEBI:66750) has role antimalarial (CHEBI:38068)
phomoxanthone B (CHEBI:66750) has role antineoplastic agent (CHEBI:35610)
phomoxanthone B (CHEBI:66750) has role antitubercular agent (CHEBI:33231)
phomoxanthone B (CHEBI:66750) has role metabolite (CHEBI:25212)
phomoxanthone B (CHEBI:66750) is a acetate ester (CHEBI:47622)
phomoxanthone B (CHEBI:66750) is a biaryl (CHEBI:64459)
phomoxanthone B (CHEBI:66750) is a phenols (CHEBI:33853)
phomoxanthone B (CHEBI:66750) 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-2,4'-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-2,4'-bixanthene-10a,10a'-diyl]bis(methylene) diacetate ChEBI
Registry Number Type Source
8966507 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
11520217 PubMed citation Europe PMC
Last Modified
19 July 2013