Chemistry:Mirificin

Mirificin

Names
IUPAC name 8-[β-D-Apiofuranosyl-(1→6)-β-D-glucopyranosyloxy]-4′,7-dihydroxyisoflavone
Systematic IUPAC name 8-[(2S,3R,4R,5S,6R)-6-({[(2R,3R,4R)-3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}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 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:85168
ChemSpider	10289943
PubChem CID	21676217
UNII	9FQ75MJ4HG Y
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 C1[C@@]([C@H]([C@@H](O1)OC[C@@H]2[C@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

Tracking categories (test):

• SizeSet

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

See also

• Daidzein
• Deoxymiroestrol
• Miroestrol
• Puerarin
• 3'-Methoxymirificin