Balanophotannin D

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Balanophotannin D
Chemical structure of 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 (JSmol)
ChEMBL
ChemSpider
  • 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
  • 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
C28H24O16
Molar mass 616.484 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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

References

  1. ^ Jiang, Z. H.; Wen, X. Y.; Tanaka, T.; Wu, S. Y.; Liu, Z.; Iwata, H.; Hirose, Y.; Wu, S.; Kouno, I. (2008). "Cytotoxic hydrolyzable tannins from Balanophora japonica". Journal of Natural Products. 71 (4): 719–723. doi:10.1021/np070519+. PMID 18302336.
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