Cannabaceae

Kaempferol 7-O-glucoside
Names
IUPAC name
7-(β-D-Glucopyranosyloxy)-3,4′,5-trihydroxyflavone
Systematic IUPAC name
3,5-Dihydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-1-benzopyran-4-one
Other names
Kaempferol-7-O-beta-D-glucoside
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C21H20O11/c22-7-13-15(25)17(27)19(29)21(32-13)30-10-5-11(24)14-12(6-10)31-20(18(28)16(14)26)8-1-3-9(23)4-2-8/h1-6,13,15,17,19,21-25,27-29H,7H2/t13-,15-,17+,19-,21-/m1/s1
    Key: YPWHZCPMOQGCDQ-HMGRVEAOSA-N
  • InChI=1/C21H20O11/c22-7-13-15(25)17(27)19(29)21(32-13)30-10-5-11(24)14-12(6-10)31-20(18(28)16(14)26)8-1-3-9(23)4-2-8/h1-6,13,15,17,19,21-25,27-29H,7H2/t13-,15-,17+,19-,21-/m1/s1
    Key: YPWHZCPMOQGCDQ-HMGRVEAOBK
  • C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O
Properties
C21H20O11
Molar mass 448.380 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Kaempferol 7-O-glucoside is a flavonol glucoside. It can be found in Smilax china,[1] and in the fern Asplenium rhizophyllum, and its hybrid descendants, as part of a complex with caffeic acid.[2]

Derivatives[edit]

Amurensin is the tert-amyl alcohol derivative of kaempferol 7-O-glucoside. 6'''-O-acetyl amurensin is found in the leaves of Phellodendron japonicum.[3]

References[edit]

  1. ^ Xu, W.; Liu, J.; Li, C.; Wu, H. Z.; Liu, Y. W. (2008). "Kaempferol-7-O-β-d-glucoside (KG) isolated from Smilax china L. rhizome induces G2/M phase arrest and apoptosis on HeLa cells in a p53-independent manner". Cancer Letters. 264 (2): 229–240. doi:10.1016/j.canlet.2008.01.044. PMID 18343026.
  2. ^ Harborne, Jeffrey B.; Williams, Christine A.; Smith, Dale M. (1973). "Species-specific kaempferol derivatives in ferns of the Appalachian Asplenium complex". Biochemical Systematics and Ecology. 1 (1): 51–54. doi:10.1016/0305-1978(73)90035-5.
  3. ^ Chiu, C. Y.; Li, C. Y.; Chiu, C. C.; Niwa, M.; Kitanaka, S.; Damu, A. G.; Lee, E. J.; Wu, T. S. (2005). "Constituents of Leaves of Phellodendron japonicum MAXIM. And Their Antioxidant Activity". Chemical & Pharmaceutical Bulletin. 53 (9): 1118. doi:10.1248/cpb.53.1118.

One thought on “Cannabaceae

  1. Well, that’s interesting to know that Psilotum nudum are known as whisk ferns. Psilotum nudum is the commoner species of the two. While the P. flaccidum is a rare species and is found in the tropical islands. Both the species are usually epiphytic in habit and grow upon tree ferns. These species may also be terrestrial and grow in humus or in the crevices of the rocks.
    View the detailed Guide of Psilotum nudum: Detailed Study Of Psilotum Nudum (Whisk Fern), Classification, Anatomy, Reproduction

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