dicerandrol C (CHEBI:65766)

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CHEBI:65766 - dicerandrol C

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ChEBI ID	CHEBI:65766
ChEBI Name	dicerandrol C
Stars
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 and C-10a', hydroxy groups at C-1, C-1', C-8 and C-8', 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 Modified	7 January 2013
Downloads	Molfile

Formula	C38H38O16
Net Charge	0
Average Mass	750.706
Monoisotopic Mass	750.21599
SMILES	CC(=O)OC[C@]12Oc3ccc(-c4ccc5c(c4O)C(=O)C4=C(O)C[C@@H](C)[C@@H](OC(C)=O)[C@@]4(COC(C)=O)O5)c(O)c3C(=O)C1=C(O)C[C@@H](C)[C@H]2OC(C)=O
InChI	InChI=1S/C38H38O16/c1-15-11-23(43)29-33(47)27-25(53-37(29,13-49-17(3)39)35(15)51-19(5)41)9-7-21(31(27)45)22-8-10-26-28(32(22)46)34(48)30-24(44)12-16(2)36(52-20(6)42)38(30,54-26)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	LYWOIRXBEDUAPM-ACMZUNAXSA-N

Species of Metabolite	Component	Source	Comments
Phomopsis longicolla (ncbitaxon:54899)	-	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 C (CHEBI:65766) has role antimicrobial agent (CHEBI:33281)
	dicerandrol C (CHEBI:65766) has role antineoplastic agent (CHEBI:35610)
	dicerandrol C (CHEBI:65766) has role metabolite (CHEBI:25212)
	dicerandrol C (CHEBI:65766) is a acetate ester (CHEBI:47622)
	dicerandrol C (CHEBI:65766) is a biaryl (CHEBI:64459)
	dicerandrol C (CHEBI:65766) is a polyphenol (CHEBI:26195)
	dicerandrol C (CHEBI:65766) 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-2,2'-bixanthene-5,5'-diyl diacetate

Manual Xrefs	Databases
10213918	ChemSpider

Registry Numbers	Sources
Reaxys:8965881	Reaxys

Citations