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4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin
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.


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03. Biological Effects of Specific Chemicals: biochemical uses [CHEBI:52206] > metabolite [CHEBI:25212] > secondary metabolite [CHEBI:26619] > 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772]
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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 biochemical uses [CHEBI:52206] (3306) 
 metabolite [CHEBI:25212] (2692) 
 secondary metabolite [CHEBI:26619] (2225) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
05. Industrial Uses 
05. Industrial Uses
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 antineoplastic agent [CHEBI:35610] (760) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 s-block molecular entity [CHEBI:33674] (7287) 
 hydrogen molecular entity [CHEBI:33608] (6932) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 tertiary alcohol [CHEBI:26878] (183) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 secondary alcohol [CHEBI:35681] (342) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 p-block molecular entity [CHEBI:33675] (25343) 
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 tertiary alcohol [CHEBI:26878] (183) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 secondary alcohol [CHEBI:35681] (342) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 organooxygen compound [CHEBI:36963] (11352) 
 ether [CHEBI:25698] (876) 
 aromatic ether [CHEBI:35618] (353) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 oxacycle [CHEBI:38104] (2002) 
 benzopyran [CHEBI:22727] (349) 
 1-benzopyran [CHEBI:38443] (328) 
 chromenes [CHEBI:23232] (118) 
 tetrahydrochromenochromene [CHEBI:72579] (3) 
 rotenoid [CHEBI:71543] (3) 
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 flavonoids [CHEBI:72544] (433) 
 rotenoid [CHEBI:71543] (3) 
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 ether [CHEBI:25698] (876) 
 aromatic ether [CHEBI:35618] (353) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 oxacycle [CHEBI:38104] (2002) 
 benzopyran [CHEBI:22727] (349) 
 1-benzopyran [CHEBI:38443] (328) 
 chromenes [CHEBI:23232] (118) 
 tetrahydrochromenochromene [CHEBI:72579] (3) 
 rotenoid [CHEBI:71543] (3) 
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 benzopyran [CHEBI:22727] (349) 
 1-benzopyran [CHEBI:38443] (328) 
 chromenes [CHEBI:23232] (118) 
 tetrahydrochromenochromene [CHEBI:72579] (3) 
 rotenoid [CHEBI:71543] (3) 
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 benzopyran [CHEBI:22727] (349) 
 1-benzopyran [CHEBI:38443] (328) 
 chromenes [CHEBI:23232] (118) 
 tetrahydrochromenochromene [CHEBI:72579] (3) 
 rotenoid [CHEBI:71543] (3) 
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 organic heteropentacyclic compound [CHEBI:38164] (100) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 tetrahydrochromenochromene [CHEBI:72579] (3) 
 rotenoid [CHEBI:71543] (3) 
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 ether [CHEBI:25698] (876) 
 aromatic ether [CHEBI:35618] (353) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 oxacycle [CHEBI:38104] (2002) 
 benzopyran [CHEBI:22727] (349) 
 1-benzopyran [CHEBI:38443] (328) 
 chromenes [CHEBI:23232] (118) 
 tetrahydrochromenochromene [CHEBI:72579] (3) 
 rotenoid [CHEBI:71543] (3) 
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 tertiary alcohol [CHEBI:26878] (183) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 secondary alcohol [CHEBI:35681] (342) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 flavonoids [CHEBI:72544] (433) 
 rotenoid [CHEBI:71543] (3) 
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 benzopyran [CHEBI:22727] (349) 
 1-benzopyran [CHEBI:38443] (328) 
 chromenes [CHEBI:23232] (118) 
 tetrahydrochromenochromene [CHEBI:72579] (3) 
 rotenoid [CHEBI:71543] (3) 
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 benzopyran [CHEBI:22727] (349) 
 1-benzopyran [CHEBI:38443] (328) 
 chromenes [CHEBI:23232] (118) 
 tetrahydrochromenochromene [CHEBI:72579] (3) 
 rotenoid [CHEBI:71543] (3) 
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 organic heteropentacyclic compound [CHEBI:38164] (100) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 tetrahydrochromenochromene [CHEBI:72579] (3) 
 rotenoid [CHEBI:71543] (3) 
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 organic aromatic compound [CHEBI:33659] (3593) 
 aromatic ether [CHEBI:35618] (353) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 polycyclic compound [CHEBI:33635] (4078) 
 heteropolycyclic compound [CHEBI:33671] (2613) 
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 benzopyran [CHEBI:22727] (349) 
 1-benzopyran [CHEBI:38443] (328) 
 chromenes [CHEBI:23232] (118) 
 tetrahydrochromenochromene [CHEBI:72579] (3) 
 rotenoid [CHEBI:71543] (3) 
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 organic heteropentacyclic compound [CHEBI:38164] (100) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 tetrahydrochromenochromene [CHEBI:72579] (3) 
 rotenoid [CHEBI:71543] (3) 
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 aromatic compound [CHEBI:33655] (3799) 
 organic aromatic compound [CHEBI:33659] (3593) 
 aromatic ether [CHEBI:35618] (353) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 benzopyran [CHEBI:22727] (349) 
 1-benzopyran [CHEBI:38443] (328) 
 chromenes [CHEBI:23232] (118) 
 tetrahydrochromenochromene [CHEBI:72579] (3) 
 rotenoid [CHEBI:71543] (3) 
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 benzopyran [CHEBI:22727] (349) 
 1-benzopyran [CHEBI:38443] (328) 
 chromenes [CHEBI:23232] (118) 
 tetrahydrochromenochromene [CHEBI:72579] (3) 
 rotenoid [CHEBI:71543] (3) 
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 organic heteropentacyclic compound [CHEBI:38164] (100) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 tetrahydrochromenochromene [CHEBI:72579] (3) 
 rotenoid [CHEBI:71543] (3) 
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 organic aromatic compound [CHEBI:33659] (3593) 
 aromatic ether [CHEBI:35618] (353) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 heterocyclic compound [CHEBI:5686] (5275) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 benzopyran [CHEBI:22727] (349) 
 1-benzopyran [CHEBI:38443] (328) 
 chromenes [CHEBI:23232] (118) 
 tetrahydrochromenochromene [CHEBI:72579] (3) 
 rotenoid [CHEBI:71543] (3) 
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 benzopyran [CHEBI:22727] (349) 
 1-benzopyran [CHEBI:38443] (328) 
 chromenes [CHEBI:23232] (118) 
 tetrahydrochromenochromene [CHEBI:72579] (3) 
 rotenoid [CHEBI:71543] (3) 
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 organic heteropentacyclic compound [CHEBI:38164] (100) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 tetrahydrochromenochromene [CHEBI:72579] (3) 
 rotenoid [CHEBI:71543] (3) 
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 heteropolycyclic compound [CHEBI:33671] (2613) 
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 benzopyran [CHEBI:22727] (349) 
 1-benzopyran [CHEBI:38443] (328) 
 chromenes [CHEBI:23232] (118) 
 tetrahydrochromenochromene [CHEBI:72579] (3) 
 rotenoid [CHEBI:71543] (3) 
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 organic heteropentacyclic compound [CHEBI:38164] (100) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 tetrahydrochromenochromene [CHEBI:72579] (3) 
 rotenoid [CHEBI:71543] (3) 
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 benzopyran [CHEBI:22727] (349) 
 1-benzopyran [CHEBI:38443] (328) 
 chromenes [CHEBI:23232] (118) 
 tetrahydrochromenochromene [CHEBI:72579] (3) 
 rotenoid [CHEBI:71543] (3) 
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 benzopyran [CHEBI:22727] (349) 
 1-benzopyran [CHEBI:38443] (328) 
 chromenes [CHEBI:23232] (118) 
 tetrahydrochromenochromene [CHEBI:72579] (3) 
 rotenoid [CHEBI:71543] (3) 
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 organic heteropentacyclic compound [CHEBI:38164] (100) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 tetrahydrochromenochromene [CHEBI:72579] (3) 
 rotenoid [CHEBI:71543] (3) 
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 organic aromatic compound [CHEBI:33659] (3593) 
 aromatic ether [CHEBI:35618] (353) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 rotenones [CHEBI:72581] (3) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 tertiary alcohol [CHEBI:26878] (183) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
 secondary alcohol [CHEBI:35681] (342) 
 4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin [CHEBI:65772] (1)
ChEBI Compound Accession Identifier  [CHEBI:65772]
ChEBI Compound Description  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.
ChEBI Compound Identification Number  65772
ChEBI InChI Value  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
ChEBI InChIKey Value  RTUABMSWXKMPKI-JIEJDMOWSA-N
ChEBI Compound Name  4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin
ChEBI SMILES Value  [H][C@@]12COc3cc(OC)c(OC)cc3[C@]1(O)C(=O)c1c(O)cc3OC(C)(C)C(O)C(OC)c3c1O2
ChEBI Substance ID  160709585
ChEBI URL  ChEBI:65772
ChemSpider ID  9937202
Ontomatica Chemical Accession Key (OnChAKey)  RTUABMSWXKMPKI_JIEJDMOWSA_N_000_000000
PubChem Compound ID  11762505