Derrubone

Derrubone
Names
	IUPAC name 5,7-Dihydroxy-6-(3-methylbut-2-en-1-yl)-3′,4′-[methylenebis(oxy)]isoflavone
	Systematic IUPAC name 3-(2H-1,3-Benzodioxol-5-yl)-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4H-1-benzopyran-4-one
	Other names 5,7-Dihydroxy-3',4'-methylenedioxy-6-prenylisoflavone
Identifiers
CAS Number	22044-58-2 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL412010 ;
ChemSpider	4709237 ;
PubChem CID	5810067;
UNII	EVN8G9T8C6 ;
CompTox Dashboard (EPA)	DTXSID601027239 ;
	InChI InChI=1S/C21H18O6/c1-11(2)3-5-13-15(22)8-18-19(20(13)23)21(24)14(9-25-18)12-4-6-16-17(7-12)27-10-26-16/h3-4,6-9,22-23H,5,10H2,1-2H3 Key: FTBGFGQPUMCUSC-UHFFFAOYSA-N ; InChI=1/C21H18O6/c1-11(2)3-5-13-15(22)8-18-19(20(13)23)21(24)14(9-25-18)12-4-6-16-17(7-12)27-10-26-16/h3-4,6-9,22-23H,5,10H2,1-2H3 Key: FTBGFGQPUMCUSC-UHFFFAOYAI;
	SMILES CC(=CCC1=C(C=C2C(=C1O)C(=O)C(=CO2)C3=CC4=C(C=C3)OCO4)O)C;
Properties
Chemical formula	C21H18O6
Molar mass	366.369 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Derrubone is a prenylated isoflavone, a type of flavonoid. It was originally isolated from the Indian tree Derris robusta.^[1] Recent research indicates that it acts as an inhibitor of Hsp90 to its function as a chaperone protein.^[2]

References

^ East AJ, Ollis WD, Wheeler RE (1969). "Natural occurrence of 3-aryl-4-hydroxycoumarins. Part I. Phytochemical examination of Derris robusta(roxb.) benth". J. Chem. Soc. C. 3 (3): 365–74. doi:10.1039/J39690000365.
^ Hadden MK, Galam L, Gestwicki JE, Matts RL, Blagg BS (December 2007). "Derrubone, an inhibitor of the Hsp90 protein folding machinery". J. Nat. Prod. 70 (12): 2014–8. doi:10.1021/np070190s. PMID 18020309.

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v t e Isoflavones and their glycosides
Isoflavones	Daidzein Genistein Orobol
O-methylated isoflavones	Biochanin A Calycosin Formononetin Glycitein Irigenin 5-O-methylgenistein Pratensein Prunetin Psi-tectorigenin Retusin Tectorigenin
Glycosides	Daidzin Genistin Iridin Mirificin Ononin Puerarin Sophoricoside Tectoridin
Prenylated isoflavones	Bidwillol A Derrubone Luteone 7-O-Methylluteone Wighteone
Pyranoisoflavones	Alpinumisoflavone Barbigerone Di-O-methylalpinumisoflavone 4'-methyl-alpinumisoflavone
Derivatives	Anagyroidisoflavone A and B Irilone Pseudobaptigenin Rotenoids
Synthetic	Ipriflavone

Names

IUPAC name 5,7-Dihydroxy-6-(3-methylbut-2-en-1-yl)-3′,4′-[methylenebis(oxy)]isoflavone
Systematic IUPAC name 3-(2H-1,3-Benzodioxol-5-yl)-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4H-1-benzopyran-4-one
Other names 5,7-Dihydroxy-3',4'-methylenedioxy-6-prenylisoflavone
Identifiers
CAS Number	22044-58-2^N
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL412010^N
ChemSpider	4709237^N
PubChem CID	5810067
UNII	EVN8G9T8C6^Y
CompTox Dashboard (EPA)	DTXSID601027239
InChI InChI=1S/C21H18O6/c1-11(2)3-5-13-15(22)8-18-19(20(13)23)21(24)14(9-25-18)12-4-6-16-17(7-12)27-10-26-16/h3-4,6-9,22-23H,5,10H2,1-2H3^N Key: FTBGFGQPUMCUSC-UHFFFAOYSA-N^N InChI=1/C21H18O6/c1-11(2)3-5-13-15(22)8-18-19(20(13)23)21(24)14(9-25-18)12-4-6-16-17(7-12)27-10-26-16/h3-4,6-9,22-23H,5,10H2,1-2H3 Key: FTBGFGQPUMCUSC-UHFFFAOYAI
SMILES CC(=CCC1=C(C=C2C(=C1O)C(=O)C(=CO2)C3=CC4=C(C=C3)OCO4)O)C
Properties
Chemical formula	C₂₁H₁₈O₆
Molar mass	366.369 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references