Mirificin

Mirificin
Names
	IUPAC name 8--4′,7-dihydroxyisoflavone
	Systematic IUPAC name 8-(2R,3R,4R)-3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yloxy}methyl)-3,4,5-trihydroxyoxan-2-yl-7-hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
	Other names Daidzein 8-C-(6-apiofuranosylglucoside)
Identifiers
CAS Number	103654-50-8 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:85168;
ChemSpider	10289943;
PubChem CID	21676217;
UNII	9FQ75MJ4HG ;
CompTox Dashboard (EPA)	DTXSID301337021 ;
	InChI InChI=1S/C26H28O13/c27-9-26(35)10-38-25(24(26)34)37-8-16-19(31)20(32)21(33)23(39-16)17-15(29)6-5-13-18(30)14(7-36-22(13)17)11-1-3-12(28)4-2-11/h1-7,16,19-21,23-25,27-29,31-35H,8-10H2/t16-,19-,20+,21-,23+,24+,25-,26-/m1/s1 Key: ZBXWGKPUSLRPHX-QOIVFALESA-N;
	SMILES C1C@@(C@H(C@@H(O1)OCC@@H2C@H(C@@H(C@H(C@@H(O2)C3=C(C=CC4=C3OC=C(C4=O)C5=CC=C(C=C5)O)O)O)O)O)O)(CO)O;
Properties
Chemical formula	C26H28O13
Molar mass	548.497 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C 77 °F, 100 kPa). Infobox references

Mirificin, also known as daidzein 8-C-(6-apiofuranosylglucoside), is an isoflavone that is found in Pueraria mirifica and Pueraria lobata.^[1]^[2] It has estrogenic activity and hence is a phytoestrogen.^[1]^[2]

Referencesedit

^ ^a ^b John Buckingham; V. Ranjit N. Munasinghe (13 March 2015). Dictionary of Flavonoids with CD-ROM. CRC Press. pp. 288–. ISBN 978-1-4822-8250-4.
^ ^a ^b Chansakaow S, Ishikawa T, Sekine K, Okada M, Higuchi Y, Kudo M, Chaichantipyuth C (2000). "Isoflavonoids from Pueraria mirifica and their estrogenic activity". Planta Med. 66 (6): 572–5. doi:10.1055/s-2000-8603. PMID 10985090.

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[BuckinghamMunasinghe2015-1] John Buckingham; V. Ranjit N. Munasinghe (13 March 2015). Dictionary of Flavonoids with CD-ROM. CRC Press. pp. 288–. ISBN 978-1-4822-8250-4.

[pmid10985090-2] Chansakaow S, Ishikawa T, Sekine K, Okada M, Higuchi Y, Kudo M, Chaichantipyuth C (2000). "Isoflavonoids from Pueraria mirifica and their estrogenic activity". Planta Med. 66 (6): 572–5. doi:10.1055/s-2000-8603. PMID 10985090.

[1]

[2]

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

See alsoedit

Referencesedit