4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin (CHEBI:65772)

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CHEBI:65772 - 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin

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ChEBI ID	CHEBI:65772
ChEBI Name	4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin
Stars
Definition	A member of the class of rotenones that is 4',5'-dihydrotephrosin substituted by hydroxy groups at positions 11 and 5' and a methoxy group at position 4'. It is isolated from the stems of Tephrosia toxicaria and exhibits antineoplastic activity.
Last Modified	6 February 2018
Downloads	Molfile

Formula	C24H26O10
Net Charge	0
Average Mass	474.462
Monoisotopic Mass	474.15260
SMILES	[H][C@@]12COc3cc(OC)c(OC)cc3[C@]1(O)C(=O)c1c(O)cc3c(c1O2)C(OC)C(O)C(C)(C)O3
InChI	InChI=1S/C24H26O10/c1-23(2)22(27)20(31-5)18-15(34-23)7-11(25)17-19(18)33-16-9-32-12-8-14(30-4)13(29-3)6-10(12)24(16,28)21(17)26/h6-8,16,20,22,25,27-28H,9H2,1-5H3/t16-,20?,22?,24-/m1/s1
InChIKey	RTUABMSWXKMPKI-JIEJDMOWSA-N

Species of Metabolite	Component	Source	Comments
Tephrosia toxicaria (IPNI:520970-1)	stem (BTO:0001300)	PubMed (14510590)

Roles Classification

Biological Role:	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology

Outgoing Relation(s)
	4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin (CHEBI:65772) has functional parent tephrosin (CHEBI:9442)
	4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin (CHEBI:65772) has role antineoplastic agent (CHEBI:35610)
	4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin (CHEBI:65772) has role metabolite (CHEBI:25212)
	4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin (CHEBI:65772) is a aromatic ether (CHEBI:35618)
	4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin (CHEBI:65772) is a cyclic ketone (CHEBI:3992)
	4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin (CHEBI:65772) is a organic heteropentacyclic compound (CHEBI:38164)
	4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin (CHEBI:65772) is a rotenones (CHEBI:72581)
	4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin (CHEBI:65772) is a secondary alcohol (CHEBI:35681)
	4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin (CHEBI:65772) is a tertiary alcohol (CHEBI:26878)
	4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin (CHEBI:65772) is a tertiary α-hydroxy ketone (CHEBI:139592)

IUPAC Name
(7aR,13aR)-2,6,7a-dihydroxy-1,9,10-trimethoxy-3,3-dimethyl-2,3,13,13a-tetrahydro-1H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(7aH)-one

Manual Xrefs	Databases
9937202	ChemSpider

Registry Numbers	Sources
Reaxys:9820416	Reaxys

Citations