Kaempferol 3-O-rutinoside

Kaempferol-3-O-rutinoside is a bitter-tasting flavonol glycoside. It can be isolated from the rhizomes of the fern Selliguea feei.[1]

Kaempferol 3-O-rutinoside
Names
IUPAC name
7-[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
Other names
Kaempferol 3-O-rutinoside
Kaempferol 3-O-rhamnosyl-glucoside
Nicotiflorin
Kaempferol-3-O-β-D-glucopyranoside-7-O-α-L-rhamnopyranoside
Kaempferol 7-neohesperidoside
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.211.421
EC Number
  • 241-377-3
KEGG
UNII
  • InChI=1S/C27H30O15/c1-9-17(31)20(34)22(36)26(39-9)38-8-15-18(32)21(35)23(37)27(41-15)42-25-19(33)16-13(30)6-12(29)7-14(16)40-24(25)10-2-4-11(28)5-3-10/h2-7,9,15,17-18,20-23,26-32,34-37H,8H2,1H3/t9-,15+,17-,18+,20+,21-,22+,23+,26+,27-/m0/s1
    Key: RTATXGUCZHCSNG-QHWHWDPRSA-N
  • InChI=1/C27H30O15/c1-9-17(31)20(34)22(36)26(39-9)38-8-15-18(32)21(35)23(37)27(41-15)42-25-19(33)16-13(30)6-12(29)7-14(16)40-24(25)10-2-4-11(28)5-3-10/h2-7,9,15,17-18,20-23,26-32,34-37H,8H2,1H3/t9-,15+,17-,18+,20+,21-,22+,23+,26+,27-/m0/s1
    Key: RTATXGUCZHCSNG-QHWHWDPRBU
  • C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)Oc3c(=O)c4c(cc(cc4oc3c5ccc(cc5)O)O)O)O)O)O)O)O)O
Properties
C27H30O15
Molar mass 594.52 g/mol
Density 1.762 g/mL
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References
  1. Baek, Nam-In; Kennelly, Edward J.; Kardono, Leonardus B.S.; Tsauri, Soefjan; Padmawinata, Kosasih; Doel Soejarto, D.; Douglas Kinghorn, A. (1994). "Flavonoids and a proanthocyanidin from rhizomes of Selliguea feei". Phytochemistry. 36 (2): 513–518. doi:10.1016/S0031-9422(00)97105-X. INIST:3300075
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