CHEBI:65765 - dicerandrol B

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ChEBI Name dicerandrol B
ChEBI ID CHEBI:65765
Definition A biaryl that is 5,5',7,7',9,9',10a,10a'-octahydro-6H,6'H-2,2'-bixanthene substituted by acetyloxy groups at C-5 and C-5', (acetyloxy)methyl group at C-10a, hydroxy groups at C-1, C-1', C-8 and C-8', hydroxymethyl group at C-10a', methyl groups at C-6 and C-6' and oxo groups at C-9 and C-9' respectively. A dimeric tetrahydroxanthone derivative isolated from Phomopsis longicolla, it exhibits antibacterial and cytotoxic activities.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C36H36O15
Net Charge 0
Average Mass 708.66200
Monoisotopic Mass 708.20542
InChI InChI=1S/C36H36O15/c1-14-10-21(41)27-31(45)25-23(50-35(27,12-37)33(14)48-17(4)39)8-6-19(29(25)43)20-7-9-24-26(30(20)44)32(46)28-22(42)11-15(2)34(49-18(5)40)36(28,51-24)13-47-16(3)38/h6-9,14-15,33-34,37,41-44H,10-13H2,1-5H3/t14-,15-,33-,34-,35+,36+/m1/s1
InChIKey WRLHYRADHSNDLJ-NKSNWBLISA-N
SMILES C[C@@H]1CC(O)=C2C(=O)c3c(O[C@]2(CO)[C@@H]1OC(C)=O)ccc(c3O)-c1ccc2O[C@]3(COC(C)=O)[C@H](OC(C)=O)[C@H](C)CC(O)=C3C(=O)c2c1O
Metabolite of Species Details
Phomopsis longicolla (NCBI:txid54899) An endophytic fungus of the endangered mint plant Dicerandra frutescens See: PubMed
Roles Classification
Biological Role(s): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing dicerandrol B (CHEBI:65765) has role antimicrobial agent (CHEBI:33281)
dicerandrol B (CHEBI:65765) has role antineoplastic agent (CHEBI:35610)
dicerandrol B (CHEBI:65765) has role metabolite (CHEBI:25212)
dicerandrol B (CHEBI:65765) is a acetate ester (CHEBI:47622)
dicerandrol B (CHEBI:65765) is a biaryl (CHEBI:64459)
dicerandrol B (CHEBI:65765) is a polyphenol (CHEBI:26195)
dicerandrol B (CHEBI:65765) is a primary alcohol (CHEBI:15734)
dicerandrol B (CHEBI:65765) is a xanthones (CHEBI:51149)
IUPAC Name
(5R,5'R,6R,6'R,10aR,10a'R)-10a-[(acetyloxy)methyl]-1,1',8,8'-tetrahydroxy-10a'-(hydroxymethyl)-6,6'-dimethyl-9,9'-dioxo-5,5',7,7',9,9',10a,10a'-octahydro-6H,6'H-2,2'-bixanthene-5,5'-diyl diacetate
Registry Number Type Source
8965660 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
11520215 PubMed citation Europe PMC
Last Modified
07 January 2013