Sophoradin

Sophoradin
Chemical structure of sophoradin
Names
Preferred IUPAC name
2′,4,4′-Trihydroxy-3,3′,5-tris(3-methylbut-2-en-1-yl)chalcone
Identifiers
CAS Number
  • 23057-54-7 checkY
  • 31934-68-6 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 4479146 ☒N
PubChem CID
  • 5321393
UNII
  • GLR4RE4EBU checkY
InChI
  • 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
Chemical formula
 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).
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Infobox references
Chemical compound

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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Chalconoids and their glycosides
Chalconoids
  • Butein
  • Isoliquiritigenin
  • Methyl hydroxychalcone
  • Okanin
Chalconoid glycosides
  • Carthamin
  • Marein
  • okanin 3,4,3′-trimethyl ether 4′-glucoside
  • okanin 4-methyl ether 4′-glucoside
  • okanin 4-methyl ether 4′-glucoside monoacetate
  • Okanin 3,4-dimethyl ether 4′-glucoside
Acylated chalconoids
  • Licochalcone A
  • Sophoradin (prenylated)
  • Tephrospinosin (3′,5′-diisopentenyl-2′,4′-dihydroxychalcone) (prenylated)
  • Xanthohumol (prenylated)
O-methylated chalconoids
  • Cardamomin
  • Flavokawin B
  • Okanin 3,4,3′,4′-tetramethyl ether
  • Pashanone (2',6'-Dihydroxy-3',4'-dimethoxychalcone)
FlavokavainsSynthetic


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