Kaempferol 3-O-gentiobioside is a natural flavonoid extracted from C. alata leaves and has antidiabetic activity. Kaempferol 3-O-gentiobioside has anti-α-glucosidase activity and inhibitory activity against carbohydrase, with IC50 of 50.0 µM.

Physicochemical Properties

Molecular Formula	C₂₇H₃₀O₁₆
Molecular Weight	610.52
Exact Mass	610.153
CAS #	22149-35-5
PubChem CID	9960512
Appearance	White to yellow solid powder
Density	1.8±0.1 g/cm3
Boiling Point	991.0±65.0 °C at 760 mmHg
Flash Point	328.0±27.8 °C
Vapour Pressure	0.0±0.3 mmHg at 25°C
Index of Refraction	1.764
LogP	-0.52
Hydrogen Bond Donor Count	10
Hydrogen Bond Acceptor Count	16
Rotatable Bond Count	7
Heavy Atom Count	43
Complexity	1000
Defined Atom Stereocenter Count	10
SMILES	C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O)O
InChi Key	BITPRCODIALMOV-DEFKTLOSSA-N
InChi Code	InChI=1S/C27H30O16/c28-7-14-17(32)20(35)22(37)26(41-14)39-8-15-18(33)21(36)23(38)27(42-15)43-25-19(34)16-12(31)5-11(30)6-13(16)40-24(25)9-1-3-10(29)4-2-9/h1-6,14-15,17-18,20-23,26-33,35-38H,7-8H2/t14-,15-,17-,18-,20+,21+,22-,23-,26-,27+/m1/s1
Chemical Name	5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
Synonyms	Kaempferol 3-O-gentiobioside Kaempferol 3-gentiobioside
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

References

[1]. Antidiabetic components of Cassia alata leaves: identification through α-glucosidase inhibition studies. Pharm Biol. 2013 Mar;51(3):345-9.

Additional Infomation

Kaempferol 3-beta-gentiobioside is a kaempferol O-glucoside in which the hydroxy hydrogen at position 3 of kaempferol has been replaced by a gentiobiosyl group. It has a role as a Brassica napus metabolite. It is a disaccharide derivative, a kaempferol O-glucoside and a trihydroxyflavone. It is functionally related to a gentiobiose. Kaempferol 3-gentiobioside has been reported in Meconopsis grandis, Glycine max, and other organisms with data available.

Solubility Data

Solubility (In Vitro)

DMSO : ~50 mg/mL (~81.90 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (4.09 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	1.6379 mL	8.1897 mL	16.3795 mL
	5 mM	0.3276 mL	1.6379 mL	3.2759 mL
	10 mM	0.1638 mL	0.8190 mL	1.6379 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.