Taxillusin

Taxillusin
Names
IUPAC name
(2R,3R)-3′,4′,5,7-Tetrahydroxy-4-oxoflavan-3-yl β-D-glucopyranoside 6-(3,4,5-trihydroxybenzoate)
Systematic IUPAC name
[(2R,3S,4S,5R,6S)-6-{[(2R,3R)-2-(3,4-Dihydroxymethyl)-5,7-dihydroxy-4-oxo-2,3-dihydro-2H-1-benzopyran-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C28H26O16/c29-11-6-14(32)19-17(7-11)42-25(9-1-2-12(30)13(31)3-9)26(22(19)37)44-28-24(39)23(38)21(36)18(43-28)8-41-27(40)10-4-15(33)20(35)16(34)5-10/h1-7,18,21,23-26,28-36,38-39H,8H2/t18-,21-,23+,24-,25-,26+,28+/m1/s1
    Key: XUJNKPZDIVKHBE-GKOVUGPKSA-N
  • InChI=1/C28H26O16/c29-11-6-14(32)19-17(7-11)42-25(9-1-2-12(30)13(31)3-9)26(22(19)37)44-28-24(39)23(38)21(36)18(43-28)8-41-27(40)10-4-15(33)20(35)16(34)5-10/h1-7,18,21,23-26,28-36,38-39H,8H2/t18-,21-,23+,24-,25-,26+,28+/m1/s1
    Key: XUJNKPZDIVKHBE-GKOVUGPKBZ
  • Oc1cc(cc(O)c1O)C(=O)OC[C@H]5O[C@@H](O[C@H]2C(=O)c4c(O)cc(O)cc4O[C@@H]2c3ccc(O)c(O)c3)[C@H](O)[C@@H](O)[C@@H]5O
Properties
C28H26O16
Molar mass 618.500 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Taxillusin is a flavonol found in the parasitic plant Taxillus kaempferi.[1][2] It is a galloylated 3-O-glucoside of quercetin.

References

  1. ^ Konishi T, Nishio T, Kiyosawa S, Fujiwara Y, Konoshima T (February 1996). "The constituents of Taxillus kaempferi and the host, Pinus thunbergii. I. Catechins and flavones of Taxillus kaempferi". Yakugaku Zasshi (in Japanese). 116 (2): 148–157. doi:10.1248/yakushi1947.116.2_148. PMID 8717281.
  2. ^ Atsushi Sakurai & Yasuaki Okumura (1983). "Chemical studies on the mistletoe. V. The structure of taxillusin, a new flavonoid glycoside isolated from Taxillus kaempferi". Bulletin of the Chemical Society of Japan. 56 (2): 542–544. doi:10.1246/bcsj.56.542.


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