Balanophotannin D

Balanophotannin D
Names

IUPAC name [(2R,3S,4S,5R,6S)-6-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (1S)-7,8,9-trihydroxy-3,5-dioxo-1,2-dihydrocyclopenta[c]isochromene-1-carboxylate
Identifiers
3D model (Jmol)	Interactive image
ChemSpider	23340737
PubChem	24862008
InChI InChI=1S/C28H24O16/c29-12-3-1-9(5-13(12)30)2-4-17(33)43-28-24(38)23(37)21(35)16(42-28)8-41-26(39)11-7-15(32)25-19(11)18-10(27(40)44-25)6-14(31)20(34)22(18)36/h1-6,11,16,21,23-24,28-31,34-38H,7-8H2/b4-2+/t11-,16+,21+,23-,24+,28-/m0/s1 Key: URJGURKNABRVCH-ATYMIDRYSA-N InChI=1/C28H24O16/c29-12-3-1-9(5-13(12)30)2-4-17(33)43-28-24(38)23(37)21(35)16(42-28)8-41-26(39)11-7-15(32)25-19(11)18-10(27(40)44-25)6-14(31)20(34)22(18)36/h1-6,11,16,21,23-24,28-31,34-38H,7-8H2/b4-2+/t11-,16+,21+,23-,24+,28-/m0/s1 Key: URJGURKNABRVCH-ATYMIDRYBR
SMILES C1[C@@H](C2=C(C1=O)OC(=O)C3=CC(=C(C(=C32)O)O)O)C(=O)OC[C@@H]4[C@H]([C@@H]([C@H]([C@@H](O4)OC(=O)/C=C/C5=CC(=C(C=C5)O)O)O)O)O
Properties
Chemical formula	C₂₈H₂₄O₁₆
Molar mass	616.48 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Balanophotannin D is a hydrolyzable tannin found in Balanophora japonica. It contains an oxidized hexahydroxydiphenoyl (HHDP) group.^[1]

References

↑ Cytotoxic hydrolyzable tannins from Balanophora japonica. Zhi-Hong Jiang, Xiao-Yun Wen, Takashi Tanaka, Shao-Yu Wu, Zhongqiu Liu, Hiromi Iwata, Yoko Hirose, Shuguang Wu and Isao Kouno, Journal of Natural Products, 01-04-2008, PMID 18302336

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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