Burkinabin C

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
CAS Number
  • 720682-39-3 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 10363137 checkY
PubChem CID
  • 23250814
CompTox Dashboard (EPA)
  • DTXSID501029618 Edit this at Wikidata
InChI
  • 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
Chemical formula
 C23H24O12
Molar mass 492.433 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

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

References

  1. ^ Ouattara, B.; Angenot, L.; Guissou, P.; Fondu, P.; Dubois, J.; Frédérich, M.; Jansen, O.; Van Heugen, J. C.; Wauters, J. N.; Tits, M. (2004). "LC/MS/NMR analysis of isomeric divanilloylquinic acids from the root bark of Fagara zanthoxyloides Lam". Phytochemistry. 65 (8): 1145–1151. Bibcode:2004PChem..65.1145O. doi:10.1016/j.phytochem.2004.02.025. PMID 15110696.
  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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Types of hydrolysable tannins
Carbohydrates
  • Glucose
  • Quinic acid
  • Shikimic acid
Phenolic
gallic acid | Ellagic acid | Vanillic acid
Typesunclassified
  • 1,2-di-O-galloyl-3-O-digalloyl-4,6-O-(S)-hexa- hydroxydiphenoy-β-D-glucose
  • 2,3-(S)-Hexahydroxydiphenoyl-D-glucose
  • Alienanin B
  • Alunusnin A
  • Aromatinin A
  • Balanophotannin D, E, F and G
  • Burkinabin A, B and C
  • Castavaloninic acid
  • Cinchotannic acid
  • Cocciferin D2
  • Emblicanins (Emblicanin A and Emblicanin B)
  • Euprostin A
  • Flavogallonic acid
  • Flavogallonic acid dilactone
  • Heterophylliin D
  • Helioscopin A (1,6-(S)-hexahydroxydiphenoyl-2,4-(R)-elaeocarpusinoyl-3-O-galloyl-β-D-glucose)
  • Helioscopin B (1,3,6-tri-O-galloyl-2,4-(R)-elaeocarpusinoyl-β-D-glucose)
  • Helioscopinin A (1,6-(S)-hexahydroxydiphenoyl-2,4-(S)-dehydrohexahydroxydiphenoyl-3-O-galloyl-β-D-glucose)
  • Helioscopinin B (1,6-(S)-hexahydroxydiphenoyl-3-O-galloyl-β-D-glucose)
  • Hipophaenin D
  • Isostrictinin
  • Kinotannic acid
  • Platycaryanin A
  • Rugosin C, D and F
  • Squarrosanin A
  • Strictinin
  • Syzyginin A
  • Tannic acid
  • Tellimagrandin I
  • Tercatin
  • Tergallagin
  • Vescalin
  • Vescavaloneic acid/Castavaloneic acid
Other
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