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

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ChEBI Name 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin
ChEBI ID CHEBI:65772
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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C24H26O10
Net Charge 0
Average Mass 474.45720
Monoisotopic Mass 474.15260
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
SMILES [H][C@@]12COc3cc(OC)c(OC)cc3[C@]1(O)C(=O)c1c(O)cc3OC(C)(C)C(O)C(OC)c3c1O2
Metabolite of Species Details
Tephrosia toxicaria (IPNI:520970-1) Found in stem (BTO:0001300). See: PubMed
Roles Classification
Biological Role(s): 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 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 α-hydroxy ketone (CHEBI:139592)
4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin (CHEBI:65772) is a tertiary alcohol (CHEBI:26878)
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 Xref Database
9937202 ChemSpider
View more database links
Registry Number Type Source
9820416 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
14510590 PubMed citation Europe PMC
Last Modified
06 February 2018