5,7,3'-trihydroxy-4',5'-(2'''',2''''-dimethylpyran)-8,2'-di(3-methyl-2-butenyl)-(2S)-flavanone (CHEBI:66267)

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CHEBI:66267 - 5,7,3'-trihydroxy-4',5'-(2'''',2''''-dimethylpyran)-8,2'-di(3-methyl-2-butenyl)-(2S)-flavanone

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ChEBI ID	CHEBI:66267
ChEBI Name	5,7,3'-trihydroxy-4',5'-(2'''',2''''-dimethylpyran)-8,2'-di(3-methyl-2-butenyl)-(2S)-flavanone
Stars
ASCII Name	5,7,3'-trihydroxy-4',5'-(2'''',2''''-dimethylpyran)-8,2'-di(3-methyl-2-butenyl)-(2S)-flavanone
Definition	An extended flavonoid that consists of (2S)-flavanone substituted by hydroxy groups at positions 5, 7 and 3', prenyl groups at positions 8 and 2' and a gem-dimethyl pyran ring fused across positions 4' and 5'. Isolated from Dendrolobium lanceolatum, it exhibits antimalarial activity.
Last Modified	29 April 2013
Downloads	Molfile

Formula	C30H34O6
Net Charge	0
Average Mass	490.596
Monoisotopic Mass	490.23554
SMILES	CC(C)=CCc1c([C@@H]2CC(=O)c3c(O)cc(O)c(CC=C(C)C)c3O2)cc2c(c1O)OC(C)(C)C=C2
InChI	InChI=1S/C30H34O6/c1-16(2)7-9-19-21(13-18-11-12-30(5,6)36-28(18)27(19)34)25-15-24(33)26-23(32)14-22(31)20(29(26)35-25)10-8-17(3)4/h7-8,11-14,25,31-32,34H,9-10,15H2,1-6H3/t25-/m0/s1
InChIKey	WHMJSNMIIPVCHC-VWLOTQADSA-N

Species of Metabolite	Component	Source	Comments
Dendrolobium lanceolatum (ncbitaxon:185705)	root (BTO:0001188)	PubMed (15217275)

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. 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.
Application:	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)
	5,7,3'-trihydroxy-4',5'-(2'''',2''''-dimethylpyran)-8,2'-di(3-methyl-2-butenyl)-(2S)-flavanone (CHEBI:66267) has functional parent (2S)-flavanone (CHEBI:15606)
	5,7,3'-trihydroxy-4',5'-(2'''',2''''-dimethylpyran)-8,2'-di(3-methyl-2-butenyl)-(2S)-flavanone (CHEBI:66267) has role antimalarial (CHEBI:38068)
	5,7,3'-trihydroxy-4',5'-(2'''',2''''-dimethylpyran)-8,2'-di(3-methyl-2-butenyl)-(2S)-flavanone (CHEBI:66267) has role metabolite (CHEBI:25212)
	5,7,3'-trihydroxy-4',5'-(2'''',2''''-dimethylpyran)-8,2'-di(3-methyl-2-butenyl)-(2S)-flavanone (CHEBI:66267) is a extended flavonoid (CHEBI:71037)
	5,7,3'-trihydroxy-4',5'-(2'''',2''''-dimethylpyran)-8,2'-di(3-methyl-2-butenyl)-(2S)-flavanone (CHEBI:66267) is a trihydroxyflavanone (CHEBI:38739)

IUPAC Name
(2S)-5,7,8'-trihydroxy-2',2'-dimethyl-7',8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-2'H,4H-2,6'-bichromen-4-one

Synonym	Source
(2S)-5,7,8'-trihydroxy-2',2'-dimethyl-7',8-bis(3-methyl-2-butenyl)-[2,6'-bi-2H-1-benzopyran]-4(3H)-one	ChEBI

Registry Numbers	Sources
Reaxys:10044719	Reaxys

Citations