Oroxindin

Oroxindin is a flavone, a type of phenolic chemical compound. It is a wogonoside, more accurately a wogonin glucuronide isolated from Oroxylum indicum (Bignoniaceae),[1] Bacopa monnieri (Plantaginaceae) and Holmskioldia sanguinea[2] (Chinese hat plant, Verbenaceae).

Oroxindin
Names
IUPAC name
5-Hydroxy-8-methoxy-4-oxoflav-2-en-7-yl β-D-glucopyranosiduronic acid
Systematic IUPAC name
(2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl)oxy]oxane-2-carboxylic acid
Other names
Wogonin-7-O-β-D-glucuronide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.230.643
UNII
  • InChI=1S/C22H20O11/c1-30-18-13(32-22-17(27)15(25)16(26)20(33-22)21(28)29)8-11(24)14-10(23)7-12(31-19(14)18)9-5-3-2-4-6-9/h2-8,15-17,20,22,24-27H,1H3,(H,28,29)/t15-,16-,17+,20-,22+/m0/s1 ☒N
    Key: LNOHXHDWGCMVCO-NTKSAMNMSA-N ☒N
  • InChI=1/C22H20O11/c1-30-18-13(32-22-17(27)15(25)16(26)20(33-22)21(28)29)8-11(24)14-10(23)7-12(31-19(14)18)9-5-3-2-4-6-9/h2-8,15-17,20,22,24-27H,1H3,(H,28,29)/t15-,16-,17+,20-,22+/m0/s1
    Key: LNOHXHDWGCMVCO-NTKSAMNMBE
  • COc1c(cc(c2c1oc(cc2=O)c3ccccc3)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O
Properties
C22H20O11
Molar mass 460.388 g/mol
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

References
  1. "Oroxindin—A new flavone glucuronide from Oroxylum indicum". doi:10.1007/BF02844710. S2CID 90414405. {{cite journal}}: Cite journal requires |journal= (help)
  2. Phytotoxic and antimicrobial constituents of Bacopa monnieri and Holmskioldia sanguinea
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