2''-O-Rhamnosylicariside II is a flavonoid glycoside compound that may be beneficial in improving postmenopausal osteoporosis.

Physicochemical Properties

Molecular Formula	C33H40O14
Molecular Weight	660.6623
Exact Mass	660.241
CAS #	135293-13-9
PubChem CID	5318987
Appearance	Light yellow to yellow solid powder
Density	1.5±0.1 g/cm3
Boiling Point	892.8±65.0 °C at 760 mmHg
Flash Point	283.2±27.8 °C
Vapour Pressure	0.0±0.3 mmHg at 25°C
Index of Refraction	1.666
LogP	5.36
Hydrogen Bond Donor Count	7
Hydrogen Bond Acceptor Count	14
Rotatable Bond Count	8
Heavy Atom Count	47
Complexity	1150
Defined Atom Stereocenter Count	10
SMILES	C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@@H]([C@H]([C@@H](O[C@H]2OC3=C(OC4=C(C(=CC(=C4C3=O)O)O)CC=C(C)C)C5=CC=C(C=C5)OC)C)O)O)O)O)O
InChi Key	TVBJKPLTBPGHDJ-ZJTKNEERSA-N
InChi Code	InChI=1S/C33H40O14/c1-13(2)6-11-18-19(34)12-20(35)21-24(38)30(28(45-29(18)21)16-7-9-17(42-5)10-8-16)46-33-31(26(40)23(37)15(4)44-33)47-32-27(41)25(39)22(36)14(3)43-32/h6-10,12,14-15,22-23,25-27,31-37,39-41H,11H2,1-5H3/t14-,15-,22-,23-,25+,26+,27+,31+,32-,33-/m0/s1
Chemical Name	3-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one
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
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

Animal Protocol	The study involved ovariectomized (OVX) female Sprague Dawley rats. Starting 4 weeks post-surgery, rats received daily oral gavage of the flavonoid fraction (HEFF, containing 2''-O-Rhamnosylicariside II) at doses of 7.5, 15, and 30 mg/kg/day, suspended in 0.5% sodium carboxymethyl cellulose, for a duration of 8 weeks. The reference drug ipriflavone (200 mg/kg/day) was administered similarly. [1]
References	[1]. Beneficial Effects of a Flavonoid Fraction of Herba Epimedii on Bone Metabolism in Ovariectomized Rats. Planta Med. 2016 Mar;82(4):322-9.
Additional Infomation	2''-O-Rhamnosylicariside II is identified as one of the eight major flavonoid glycoside compounds present in the flavonoid fraction (HEFF) isolated from Herba Epimedii leaves. Its presence in the HEFF was confirmed by HPLC-ESI-MS analysis, with a retention time of 21.80 minutes and a [M+H]+ ion at m/z 661. In the context of the HEFF mixture, it is part of the composition that demonstrated anti-osteoporotic effects in OVX rats, likely contributing to the overall activity through mechanisms involving the OPG/RANKL pathway. [1]

Solubility Data

Solubility (In Vitro)

DMSO : ~100 mg/mL (~151.36 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (3.78 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% 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 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (3.78 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	1.5136 mL	7.5682 mL	15.1364 mL
	5 mM	0.3027 mL	1.5136 mL	3.0273 mL
	10 mM	0.1514 mL	0.7568 mL	1.5136 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.