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[ CAS No. 40246-10-4 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 40246-10-4
Chemical Structure| 40246-10-4
Structure of 40246-10-4 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 40246-10-4 ]

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Product Citations

Product Details of [ 40246-10-4 ]

CAS No. :40246-10-4 MDL No. :MFCD00800711
Formula : C22H22O10 Boiling Point : -
Linear Structure Formula :- InChI Key :OZBAVEKZGSOMOJ-MIUGBVLSSA-N
M.W : 446.40 Pubchem ID :187808
Synonyms :
Glycitein 7-O-β-glucoside;Glycitein-7-β-O-glucoside;HY-N0012;ZX-AFC000687;Glycitein-7-beta-O-glucoside
Chemical Name :3-(4-Hydroxyphenyl)-6-methoxy-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

Calculated chemistry of [ 40246-10-4 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 32
Num. arom. heavy atoms : 16
Fraction Csp3 : 0.32
Num. rotatable bonds : 5
Num. H-bond acceptors : 10.0
Num. H-bond donors : 5.0
Molar Refractivity : 110.58
TPSA : 159.05 ?2

Pharmacokinetics

GI absorption : Low
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -8.57 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.29
Log Po/w (XLOGP3) : 0.64
Log Po/w (WLOGP) : 0.35
Log Po/w (MLOGP) : -1.39
Log Po/w (SILICOS-IT) : 0.89
Consensus Log Po/w : 0.56

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 1.0
Egan : 1.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.05
Solubility : 0.397 mg/ml ; 0.000889 mol/l
Class : Soluble
Log S (Ali) : -3.56
Solubility : 0.124 mg/ml ; 0.000278 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.38
Solubility : 0.185 mg/ml ; 0.000415 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 5.2

Safety of [ 40246-10-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 40246-10-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 40246-10-4 ]

[ 40246-10-4 ] Synthesis Path-Downstream   1~2

  • 1
  • Solgen 40 [ No CAS ]
  • [ 40246-10-4 ]
  • [ 552-66-9 ]
  • [ 529-59-9 ]
YieldReaction ConditionsOperation in experiment
With acetic acid; at 20℃; for 0.5h;Purification / work up; 10.0 gram aliquots of"Solgen 40" (containing 26.9% genistin, 11.9% daidzin, 2.0% glycetin; negligible aglycon content; genistin-to-daidzin ratio 2.3 : 1) were charged to a 100 ml ERLENMEYER flask equipped with a magnetic stirring bar. Varying amounts of solvents comprising glacial acetic acid (GAA) and various co-solvents were added and the resulting slurry was stirred at ambient temperature for 30 minutes, then filtered on a Buechner funnel through Whatman No.541 paper. The filter cakes were washed with 10 milliliters of the solvent employed, dried in vacuo at 80C., and subjected to HPLC analysis. The results are tabulated below.
With acetic acid; In ethyl acetate; at 20℃; for 0.5h;Purification / work up; 10.0 gram aliquots of"Solgen 40" (containing 26.9% genistin, 11.9% daidzin, 2.0% glycetin; negligible aglycon content; genistin-to-daidzin ratio 2.3 : 1) were charged to a 100 ml ERLENMEYER flask equipped with a magnetic stirring bar. Varying amounts of solvents comprising glacial acetic acid (GAA) and various co-solvents were added and the resulting slurry was stirred at ambient temperature for 30 minutes, then filtered on a Buechner funnel through Whatman No.541 paper. The filter cakes were washed with 10 milliliters of the solvent employed, dried in vacuo at 80C., and subjected to HPLC analysis. The results are tabulated below.
With acetic acid; In 2,2,4-trimethylpentane; at 20℃; for 0.5h;Purification / work up; 10.0 gram aliquots of"Solgen 40" (containing 26.9% genistin, 11.9% daidzin, 2.0% glycetin; negligible aglycon content; genistin-to-daidzin ratio 2.3 : 1) were charged to a 100 ml ERLENMEYER flask equipped with a magnetic stirring bar. Varying amounts of solvents comprising glacial acetic acid (GAA) and various co-solvents were added and the resulting slurry was stirred at ambient temperature for 30 minutes, then filtered on a Buechner funnel through Whatman No.541 paper. The filter cakes were washed with 10 milliliters of the solvent employed, dried in vacuo at 80C., and subjected to HPLC analysis. The results are tabulated below.
With acetic acid; In cyclohexane; at 20℃; for 0.5h;Purification / work up; 10.0 gram aliquots of"Solgen 40" (containing 26.9% genistin, 11.9% daidzin, 2.0% glycetin; negligible aglycon content; genistin-to-daidzin ratio 2.3 : 1) were charged to a 100 ml ERLENMEYER flask equipped with a magnetic stirring bar. Varying amounts of solvents comprising glacial acetic acid (GAA) and various co-solvents were added and the resulting slurry was stirred at ambient temperature for 30 minutes, then filtered on a Buechner funnel through Whatman No.541 paper. The filter cakes were washed with 10 milliliters of the solvent employed, dried in vacuo at 80C., and subjected to HPLC analysis. The results are tabulated below.
With acetic acid; In hexane; acetone; at 20℃; for 0.5h;Purification / work up; 10.0 gram aliquots of"Solgen 40" (containing 26.9% genistin, 11.9% daidzin, 2.0% glycetin; negligible aglycon content; genistin-to-daidzin ratio 2.3 : 1) were charged to a 100 ml ERLENMEYER flask equipped with a magnetic stirring bar. Varying amounts of solvents comprising glacial acetic acid (GAA) and various co-solvents were added and the resulting slurry was stirred at ambient temperature for 30 minutes, then filtered on a Buechner funnel through Whatman No.541 paper. The filter cakes were washed with 10 milliliters of the solvent employed, dried in vacuo at 80C., and subjected to HPLC analysis. The results are tabulated below.
With acetic acid; In hexane; at 20℃; for 0.5h;Purification / work up; 10.0 gram aliquots of"Solgen 40" (containing 26.9% genistin, 11.9% daidzin, 2.0% glycetin; negligible aglycon content; genistin-to-daidzin ratio 2.3 : 1) were charged to a 100 ml ERLENMEYER flask equipped with a magnetic stirring bar. Varying amounts of solvents comprising glacial acetic acid (GAA) and various co-solvents were added and the resulting slurry was stirred at ambient temperature for 30 minutes, then filtered on a Buechner funnel through Whatman No.541 paper. The filter cakes were washed with 10 milliliters of the solvent employed, dried in vacuo at 80C., and subjected to HPLC analysis. The results are tabulated below.
With acetic acid; In water; at 20℃; for 0.5h;Purification / work up; 10.0 gram aliquots of"Solgen 40" (containing 26.9% genistin, 11.9% daidzin, 2.0% glycetin; negligible aglycon content; genistin-to-daidzin ratio 2.3 : 1) were charged to a 100 ml ERLENMEYER flask equipped with a magnetic stirring bar. Varying amounts of solvents comprising glacial acetic acid (GAA) and various co-solvents were added and the resulting slurry was stirred at ambient temperature for 30 minutes, then filtered on a Buechner funnel through Whatman No.541 paper. The filter cakes were washed with 10 milliliters of the solvent employed, dried in vacuo at 80C., and subjected to HPLC analysis. The results are tabulated below.
With acetic acid; In Octanoic acid; at 20℃; for 0.5h;Purification / work up; 10.0 gram aliquots of"Solgen 40" (containing 26.9% genistin, 11.9% daidzin, 2.0% glycetin; negligible aglycon content; genistin-to-daidzin ratio 2.3 : 1) were charged to a 100 ml ERLENMEYER flask equipped with a magnetic stirring bar. Varying amounts of solvents comprising glacial acetic acid (GAA) and various co-solvents were added and the resulting slurry was stirred at ambient temperature for 30 minutes, then filtered on a Buechner funnel through Whatman No.541 paper. The filter cakes were washed with 10 milliliters of the solvent employed, dried in vacuo at 80C., and subjected to HPLC analysis. The results are tabulated below.
With acetic acid; In acetone; at 20℃; for 0.5h;Purification / work up; 10.0 gram aliquots of"Solgen 40" (containing 26.9% genistin, 11.9% daidzin, 2.0% glycetin; negligible aglycon content; genistin-to-daidzin ratio 2.3 : 1) were charged to a 100 ml ERLENMEYER flask equipped with a magnetic stirring bar. Varying amounts of solvents comprising glacial acetic acid (GAA) and various co-solvents were added and the resulting slurry was stirred at ambient temperature for 30 minutes, then filtered on a Buechner funnel through Whatman No.541 paper. The filter cakes were washed with 10 milliliters of the solvent employed, dried in vacuo at 80C., and subjected to HPLC analysis. The results are tabulated below.

  • 2
  • ADM Novasoy [ No CAS ]
  • [ 40246-10-4 ]
  • [ 552-66-9 ]
  • [ 529-59-9 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; In methanol; water; at 66℃; for 0.25h;Heating / reflux;Purification / work up; 50.0 grams OF ADM Novasoy (22.16% genistin + genistein; 18.56% daidzin + daidzein; 5.04% glycetin + glycetein; total aglycons 1.70% ; total isoflavone content 45.39% by wt.; genistin-to daidzin ratio 1.2 : 1) was added to 250 ml of methanol and 50 ml of concentrated hydrochloric acid in an ERLENMEYER flask equipped with a magnetic stirring bar and reflux condenser. The mixture was heated on a hotplate to reflux (66 C.), maintained at reflux for 15 minutes, then cooled to 15 C. The resulting slurry was filtered at this temperature on a Buechner funnel through Whatman No.541 filter paper. Filtration was very rapid, with no blinding. The off-white filter cake solids were washed with a modest volume of 5: 1 methanol: HCL and dried in a vacuum oven at 80 C. to give 10.13 grams of off-white solids containing: 55.4% by wt. genistin (5.61 grams, or 50.7% of that present in the starting material) 15.65% by wt. daidzin (1.58 grams, or 17.1% of that present in the starting material) 0.86% by wt. glycetin (0.087 grams, or 3.4% of that present in the starting material) 72.00% total isoflavones; genistin-to-daidzin ratio = 3.54 : 1 No isoflavone aglycons were detected.
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Technical Information

? Appel Reaction ? Baeyer-Villiger Oxidation ? Barbier Coupling Reaction ? Baylis-Hillman Reaction ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Bucherer-Bergs Reaction ? Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions ? Chugaev Reaction ? Clemmensen Reduction ? Corey-Bakshi-Shibata (CBS) Reduction ? Corey-Chaykovsky Reaction ? Corey-Kim Oxidation ? Dess-Martin Oxidation ? Fischer Indole Synthesis ? Friedel-Crafts Reaction ? Grignard Reaction ? Henry Nitroaldol Reaction ? Horner-Wadsworth-Emmons Reaction ? Hydride Reductions ? Hydrogenolysis of Benzyl Ether ? Jones Oxidation ? Lawesson's Reagent ? Leuckart-Wallach Reaction ? Martin's Sulfurane Dehydrating Reagent ? McMurry Coupling ? Meerwein-Ponndorf-Verley Reduction ? Mitsunobu Reaction ? Moffatt Oxidation ? Nomenclature of Ethers ? Oxidation of Alcohols by DMSO ? Passerini Reaction ? Paternò-Büchi Reaction ? Petasis Reaction ? Peterson Olefination ? Pictet-Spengler Tetrahydroisoquinoline Synthesis ? Preparation of Alcohols ? Preparation of Aldehydes and Ketones ? Preparation of Alkylbenzene ? Preparation of Amines ? Preparation of Ethers ? Prins Reaction ? Reactions of Alcohols ? Reactions of Aldehydes and Ketones ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reactions of Ethers ? Reactions with Organometallic Reagents ? Reformatsky Reaction ? Ritter Reaction ? Robinson Annulation ? Schlosser Modification of the Wittig Reaction ? Schmidt Reaction ? Sharpless Olefin Synthesis ? Specialized Acylation Reagents-Ketenes ? Stobbe Condensation ? Swern Oxidation ? Tebbe Olefination ? Ugi Reaction ? Vilsmeier-Haack Reaction ? Wittig Reaction ? Wolff-Kishner Reduction
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