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Mirificin

From Wikipedia, the free encyclopedia
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
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • 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
  • 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
C26H28O13
Molar mass548.497 g·mol−1
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

Mirificin, also known asdaidzein 8-C-(6-apiofuranosylglucoside), is anisoflavone that is found inPueraria mirifica andPueraria lobata.[1][2] It hasestrogenic activity and hence is aphytoestrogen.[1][2]

See also

[edit]

References

[edit]
  1. ^abJohn Buckingham; V. Ranjit N. Munasinghe (13 March 2015).Dictionary of Flavonoids with CD-ROM. CRC Press. pp. 288–.ISBN 978-1-4822-8250-4.
  2. ^abChansakaow 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.
Isoflavones and theirglycosides
Isoflavones
O-methylated isoflavones
Glycosides
Prenylated isoflavones
Pyranoisoflavones
Derivatives
Synthetic
Phytoestrogens
Flavanones
Flavones
Prenylflavonoids
Isoflavones
Isoflavanes
Dihydrochalcones
Isoflavenes
Coumestans
Lignans
Flavonolignans
Flavonols
Others
Mycoestrogens
Derivatives
Synthetic
Metalloestrogens
ERTooltip Estrogen receptor
Agonists
Mixed
(SERMsTooltip Selective estrogen receptor modulators)
Antagonists
GPERTooltip G protein-coupled estrogen receptor
Agonists
Antagonists
Unknown


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