Calycosin-7-O-β-D-glucoside is an isoflavone extracted from Astragalus membranaceus. Calycosin-7-O-β-D-glucoside displays diverse biological effects like neuro-protective (neuro-protection), cardioprotective, anti~inflammatory, and antioxidant effects.

Physicochemical Properties

Molecular Formula	C22H22O10
Molecular Weight	446.4041
Exact Mass	446.121
CAS #	20633-67-4
PubChem CID	5318267
Appearance	White to off-white solid powder
Density	1.5±0.1 g/cm3
Boiling Point	745.2±60.0 °C at 760 mmHg
Flash Point	262.0±26.4 °C
Vapour Pressure	0.0±2.6 mmHg at 25°C
Index of Refraction	1.675
LogP	0.09
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	5
Heavy Atom Count	32
Complexity	698
Defined Atom Stereocenter Count	5
SMILES	COC1=C(C=C(C=C1)C2=COC3=C(C2=O)C=CC(=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
InChi Key	WACBUPFEGWUGPB-MIUGBVLSSA-N
InChi Code	InChI=1S/C22H22O10/c1-29-15-5-2-10(6-14(15)24)13-9-30-16-7-11(3-4-12(16)18(13)25)31-22-21(28)20(27)19(26)17(8-23)32-22/h2-7,9,17,19-24,26-28H,8H2,1H3/t17-,19-,20+,21-,22-/m1/s1
Chemical Name	3-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-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

ln Vitro	In microvessels isolated from ischemic rat brain, calycosin-7-O-β-D-glucoside (2 μM; 6 h) strongly suppresses MMPs' expression and activity while ensuring the expression of tight junction proteins and cav-1 [1].
ln Vivo	In an in vivo MCAO ischemia-reperfusion rat model of barrier permeability, verbascoside-7-O-β-D-glucoside (ip; 26.8 mg/kg; 14 days) dramatically lowers infarct volume, histological damage, and blood brain [1].
Animal Protocol	Animal/Disease Models: Middle cerebral artery occlusion (MCAO) male adult Sprague-Daweley rat [1] Doses: 26.8 mg/kg Route of Administration: intraperitoneal (ip) injection; 26.8 mg/kg; 14 days Experimental Results: Neuroprotective effect on rats .
References	[1]. Calycosin-7-O-β-D-glucoside regulates nitric oxide /caveolin-1/matrix metalloproteinases pathway and protects blood-brain barrier integrity in experimental cerebral ischemia-reperfusion injury. J Ethnopharmacol. 2014 Aug 8;155(1):692-701. [2]. Calycosin-7- O- β- D-glucoside Attenuates OGD/R-Induced Damage by Preventing Oxidative Stress and Neuronal Apoptosis via the SIRT1/FOXO1/PGC-1 α Pathway in HT22 Cells. Neural Plast. 2019 Dec 1;2019:8798069.
Additional Infomation	Calycosin-7-O-beta-D-glucoside is a glycosyloxyisoflavone that is calycosin substituted by a beta-D-glucopyranosyl residue at position at 7 via a glycosidic linkage. It is a hydroxyisoflavone, a monosaccharide derivative, a member of 4'-methoxyisoflavones and a 7-hydroxyisoflavones 7-O-beta-D-glucoside. It is functionally related to a calycosin. Calycosin 7-O-glucoside has been reported in Glycyrrhiza pallidiflora, Maackia amurensis, and other organisms with data available. See also: Astragalus propinquus root (part of).

Solubility Data

Solubility (In Vitro)

DMSO : ≥ 100 mg/mL (~224.01 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (5.60 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 (5.60 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. Solubility in Formulation 3: ≥ 2.5 mg/mL (5.60 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (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 corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.2401 mL	11.2007 mL	22.4014 mL
	5 mM	0.4480 mL	2.2401 mL	4.4803 mL
	10 mM	0.2240 mL	1.1201 mL	2.2401 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.