Burkinabin C

Burkinabin C is a divanilloylquinic acid found in the root bark of Fagara zanthoxyloides (Zanthoxylum zanthoxyloides).[1][2]

Burkinabin C
Chemical structure of burkinabin C
Names
Preferred IUPAC name
(1S,3R,4R,5R)-1,3-Dihydroxy-4,5-bis[(4-hydroxy-3-methoxybenzoyl)oxy]cyclohexane-1-carboxylic acid
Other names
4,5-O-divanilloylquinic acid
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C23H24O12/c1-32-16-7-11(3-5-13(16)24)20(27)34-18-10-23(31,22(29)30)9-15(26)19(18)35-21(28)12-4-6-14(25)17(8-12)33-2/h3-8,15,18-19,24-26,31H,9-10H2,1-2H3,(H,29,30)/t15-,18-,19-,23+/m1/s1 checkY
    Key: NNIPMYIDMKBMBF-ALIIGJLFSA-N checkY
  • InChI=1/C23H24O12/c1-32-16-7-11(3-5-13(16)24)20(27)34-18-10-23(31,22(29)30)9-15(26)19(18)35-21(28)12-4-6-14(25)17(8-12)33-2/h3-8,15,18-19,24-26,31H,9-10H2,1-2H3,(H,29,30)/t15-,18-,19-,23+/m1/s1
    Key: NNIPMYIDMKBMBF-ALIIGJLFBH
  • O=C(O[C@@H]2[C@H](O)C[C@](O)(C[C@H]2OC(=O)c1ccc(O)c(OC)c1)C(O)=O)c3ccc(O)c(OC)c3
Properties
C23H24O12
Molar mass 492.42 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. LC/MS/NMR analysis of isomeric divanilloylquinic acids from the root bark of Fagara zanthoxyloides Lam. Badioré Ouattara, Luc Angenot, Pierre Guissou, Pierre Fondu, Jacques Dubois, Michel Frédérich, Olivia Jansen, Jean-Claude van Heugen, Jean-Noël Wauters and Monique Tits, Phytochemistry, Volume 65, Issue 8, April 2004, Pages 1145-1151, doi:10.1016/j.phytochem.2004.02.025
  2. Ameh, Sunday J; Tarfa, Florence D; Ebeshi, Benjamin U (2012). "Traditional Herbal Management of Sickle Cell Anemia: Lessons from Nigeria". Anemia. 2012: 1–9. doi:10.1155/2012/607436. PMC 3502758. PMID 23198140.
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