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CHEBI:65764 - dicerandrol A

ChEBI IDCHEBI:65764
ChEBI Namedicerandrol A
Stars
DefinitionA biaryl that is 5,5',7,7',9,9',10a,10a'-octahydro-6H,6'H-2,2'-bixanthene substituted by acetoxy groups at C-5 and C-5', hydroxy groups at C-1, C-1', C-8 and C-8', hydroxymethyl groups at C-10a and 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.
Last Modified4 January 2013
DownloadsMolfile
FormulaC34H34O14
Net Charge0
Average Mass666.632
Monoisotopic Mass666.19486
SMILESCC(=O)O[C@@H]1[C@H](C)CC(O)=C2C(=O)c3c(ccc(-c4ccc5c(c4O)C(=O)C4=C(O)C[C@@H](C)[C@@H](OC(C)=O)[C@@]4(CO)O5)c3O)O[C@@]21CO
InChIInChI=1S/C34H34O14/c1-13-9-19(39)25-29(43)23-21(47-33(25,11-35)31(13)45-15(3)37)7-5-17(27(23)41)18-6-8-22-24(28(18)42)30(44)26-20(40)10-14(2)32(46-16(4)38)34(26,12-36)48-22/h5-8,13-14,31-32,35-36,39-42H,9-12H2,1-4H3/t13-,14-,31-,32-,33+,34+/m1/s1
InChIKeyLMADRJRTQXNOEP-FNCICBJWSA-N
Species of MetaboliteComponentSourceComments
Phomopsis longicolla (ncbitaxon:54899) stem (BTO:0001300) PubMed (11520215) An endophytic fungus of the endangered mint plant Dicerandra frutescens
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.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
dicerandrol A (CHEBI:65764) has role antimicrobial agent (CHEBI:33281)
dicerandrol A (CHEBI:65764) has role antineoplastic agent (CHEBI:35610)
dicerandrol A (CHEBI:65764) has role metabolite (CHEBI:25212)
dicerandrol A (CHEBI:65764) is a acetate ester (CHEBI:47622)
dicerandrol A (CHEBI:65764) is a biaryl (CHEBI:64459)
dicerandrol A (CHEBI:65764) is a polyphenol (CHEBI:26195)
dicerandrol A (CHEBI:65764) is a primary alcohol (CHEBI:15734)
dicerandrol A (CHEBI:65764) is a xanthones (CHEBI:51149)
IUPAC Name 
(5R,5'R,6R,6'R,10aR,10a'R)-1,1',8,8'-tetrahydroxy-10a,10a'-bis(hydroxymethyl)-6,6'-dimethyl-9,9'-dioxo-5,5',7,7',9,9',10a,10a'-octahydro-6H,6'H-2,2'-bixanthene-5,5'-diyldiacetate
Registry NumbersSources
Reaxys:15827229Reaxys
Citations