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Sophoradin

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Sophoradin
Chemical structure of sophoradin
Names
IUPAC name
(E)-1-[2,4-Dihydroxy-3-(3-methylbut-2-enyl)phenyl]-3-[4-hydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]prop-2-en-1-one
Other names
2',4,4'-Trihydroxy-3,3',5-tris(3-methyl-2-butenyl)chalcone
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C30H36O4/c1-19(2)7-11-23-17-22(18-24(29(23)33)12-8-20(3)4)10-15-27(31)26-14-16-28(32)25(30(26)34)13-9-21(5)6/h7-10,14-18,32-34H,11-13H2,1-6H3/b15-10+ ☒N
    Key: YAPAFDNQABLIIN-XNTDXEJSSA-N ☒N
  • InChI=1/C30H36O4/c1-19(2)7-11-23-17-22(18-24(29(23)33)12-8-20(3)4)10-15-27(31)26-14-16-28(32)25(30(26)34)13-9-21(5)6/h7-10,14-18,32-34H,11-13H2,1-6H3/b15-10+
    Key: YAPAFDNQABLIIN-XNTDXEJSBZ
  • O=C(c1ccc(O)c(c1O)C\C=C(/C)C)\C=C\c2cc(c(O)c(c2)C/C=C(\C)C)C\C=C(/C)C
Properties
C30H36O4
Molar mass 460.614 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 checkY☒N ?)

Sophoradin is an isoprenyl chalconoid,[1] a type of polyphenolic compound, found in Sophora tonkinensis, an herb used in traditional Chinese medicine.

Sofalcone is an oral gastrointestinal medication and a synthetic analog of sophoradin.[2]

References

  1. ^ Synthesis of Isoprenyl Chalcone “Sophoradin” Isolated from Sophora subprostrata. Kazuaki Kyogoku, Katsuo Hatayama, Sadakazu Yokamori, Teruya Seki and Ichiro Tanaka, Agricultural and Biological Chemistry, Vol.39 , No.1(1975) pp.133-138
  2. ^ Konturek SJ, Mrzozowski T, Drozdowicz D, Pawlik W, Sendur R (August 1987). "Gastroprotective and ulcer healing effects of solon, a synthetic flavonoid derivative of sophoradin". Hepatogastroenterology. 34 (4): 164–70. PMID 3478294.


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