Burkinabin C

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Burkinabin C

Other names 4,5-O-divanilloylquinic acid
Identifiers
CAS number	720682-39-3^Y
ChemSpider	10363137^Y
Jmol-3D images	{{#if: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\|Image 1
SMILES 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
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^Y Key: NNIPMYIDMKBMBF-ALIIGJLFSA-N^Y 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
Properties
Molecular formula	C₂₃H₂₄O₁₂
Molar mass	492.42 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

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

It has a type of structure similar to a hydrolysable tannin or to the chlorogenic acid isomers 3,4-dicaffeoylquinic acid and 3,5-dicaffeoylquinic acid, with a carbohydrate forming the core of the molecule and phenolics attached to it.

References

↑ 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

v t e Types of hydrolysable tannins

Carbohydrates	Glucose Quinic acid Shikimic acid

Phenolic	gallic acid \| Ellagic acid \| Vanillic acid

Types	Ellagitannins Gallotannins

unclassified	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	Tannin sources Tannate

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