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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
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
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
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
C 23 H 24 O 12
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).
Chemical compound
Burkinabin C is a divanilloyl quinic acid found in the root bark of Fagara zanthoxyloides (Zanthoxylum zanthoxyloides ).[ 1] [ 2]
^ 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 .
^ 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 .
Carbohydrates Phenolic Types 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