Kaempferol 7-O-glucoside
Kaempferol 7-O-glucoside
![](../I/m/Kaempferol_7-O-glucoside.svg.png) |
Names |
IUPAC name
3,5-Dihydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one |
Other names
Kaempferol-7-O-beta-D-glucoside |
Identifiers |
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16290-07-6 |
ChemSpider |
8270716 |
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
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Jmol-3D images |
Image |
PubChem |
10095180 |
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
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Properties |
Molecular formula |
C21H20O11 |
Molar mass |
448.38 g·mol−1 |
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa) |
Infobox references |
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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
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
- ↑ 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.
- ↑ 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.
- ↑ 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.
Flavonols and their conjugates |
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| Backbone | |
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| Flavonols | Aglycones | |
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| Conjugates | | |
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- Afzelin (Kaempferol 3-rhamnoside)
- Astragalin (kaempferol 3-O-glucoside)
- Kaempferitrin (kaempferol 3,7-dirhamnoside)
- Juglanin (Kaempferol 3-O-arabinoside)
- Kaempferol 3-alpha-L-arabinopyranoside
- Kaempferol 3-alpha-D-arabinopyranoside
- Kaempferol 7-alpha-L-arabinoside
- Kaempferol 7-O-glucoside
- Kaempferol 3-lathyroside
- Kaempferol 4'-rhamnoside
- Kaempferol 5-rhamnoside
- Kaempferol 7-rhamnoside
- Kaempferol 7-O-alpha-L-rhamnofuranoside
- Kaempferol 3-xyloside
- Kaempferol 7-xyloside
- Robinin (kaempferol-3-O-robinoside-7-O-rhamnoside)
- Kaempferol 3-O-rutinoside
- Sophoraflavonoloside (Kaempferol 3-O-sophoroside)
- Trifolin (Kaempferol 3-O-beta-D-galactoside)
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| O-Methylated flavonols | Aglycones | |
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| Glycosides | of isorhamnetin |
- Narcissin (Isorhamnetin 3-O-rutinoside)
- Isorhamnetin 3-O-glucoside
- Tamarixetin 7-rutinoside
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| other |
- Azalein (Azaleatin 3-O-α-L-rhamnoside)
- Centaurein (Centaureidin 7-O-glucoside)
- Eupalin (Eupalitin 3-0-rhamnoside)
- Eupatolin (Eupatolitin 3-O-rhamnoside)
- Jacein (Jaceidin 7-O-glucoside)
- Patulitrin (Patuletin 7-O-glucoside
- Xanthorhamnin (Rhamnetin glycoside)
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| Derivative flavonols | Aglycones |
- Noricaritin
- Dihydronoricaritin
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| Glycosides | |
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| Pyranoflavonols | |
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| Furanoflavonols | |
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| Semisynthetic | |
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