Genistin
Genistin structure
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Common Name | Genistin | ||
|---|---|---|---|---|
| CAS Number | 529-59-9 | Molecular Weight | 432.378 | |
| Density | 1.6±0.1 g/cm3 | Boiling Point | 788.9±60.0 °C at 760 mmHg | |
| Molecular Formula | C21H20O10 | Melting Point | 254ºC | |
| MSDS | Chinese USA | Flash Point | 280.7±26.4 °C | |
Use of GenistinGenistin is the major isoflavonoid of soybeans and soy products. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | genistein 7-O-β-D-glucoside |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | Genistin is the major isoflavonoid of soybeans and soy products. |
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| Related Catalog | |
| In Vitro | Genistin is the major isoflavonoid of soybeans and soy products. Genistin shows a dose-dependent superoxide scavenging effect and exhibits major effect at 200 μM, corresponding in activity to 0.08 U/mg protein superoxide dismutase (SOD). Results demonstrate that Genistin exhibits a significantly (P<0.01) and a dose-dependent inhibitory effect on the human cancer cell examined, and at higher concentration (100 μM), the cell viability is 59%. Genistin also induces a significant and dose-dependent increase in ROS formation when compare with the untreated control[1]. |
| In Vivo | Myocardial infarct is markedly diminished by pretreatment with Genistin, particularly at the high dose. After 1 h of reperfusion, preconditioning with Genistin at dosages of 20 to 60 mg/kg significantly attenuats the release of lactate dehydrogenase (LDH), creatine kinase (CK) in a dose-dependent manner compare with the I/R group. Results show that the level of malondialdehyde (MDA) is decreased and the activities of superoxide dismutase (SOD) and catalase (CAT) are increased as well as an increased glutathione (GSH) level in a dose-dependent manner by Genistin treatment in I/R. Pretreatment with Genistin (20, 40 and 60 mg/kg) also prevents the expression of P2X7, p-IκBα, and p-NF-κB p65 compare with the model group[2]. |
| Cell Assay | M14 human melanoma cells are used and grown in RPMI containing 10% fetal calf serum, 100 U/mL penicillin, 100 μg/mL streptomycin, and 25 μg/mL fungizone. After 24 h of incubation at 37°C under a humidified 5% carbon dioxide to allow cell attachment, the cells are treated with different concentrations (12, 25, 50, and 100 μM) of Genistin and daidzin, and incubated for 72 h under the same conditions[1]. |
| Animal Admin | Sprague-Dawley rats (male, 250 to 300 g) are used to establish the I/R injury animal model and used in this experiment. Rats are randomly apportioned in equal animals (n=10) to five experimental groups: (1) sham group: rats are subjected to the entire surgical procedure but without the induction of I/R; (2) model group: I/R injury animal model is constructed by left anterior descending coronary artery (LAD) ligation for 30 min, and then the LAD is allowed 1 h reperfusion; and (3) three Genistin-treated groups: different doses (20, 40, and 60 mg/kg body weight, resp.) of Genistin dissolved in 0.5% sodium carboxyl methyl cellulose (CMC-Na) solution are given intragastrically for 5 days before operation[2]. |
| References |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| Density | 1.6±0.1 g/cm3 |
|---|---|
| Boiling Point | 788.9±60.0 °C at 760 mmHg |
| Melting Point | 254ºC |
| Molecular Formula | C21H20O10 |
| Molecular Weight | 432.378 |
| Flash Point | 280.7±26.4 °C |
| Exact Mass | 432.105652 |
| PSA | 170.05000 |
| LogP | 0.79 |
| Vapour Pressure | 0.0±2.9 mmHg at 25°C |
| Index of Refraction | 1.717 |
| InChIKey | ZCOLJUOHXJRHDI-CMWLGVBASA-N |
| SMILES | O=c1c(-c2ccc(O)cc2)coc2cc(OC3OC(CO)C(O)C(O)C3O)cc(O)c12 |
This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.
This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
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This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| Hazard Codes | Xi |
| Safety Phrases | S22-S24/25 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | DJ3093000 |
This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.
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Genistin CAS#:529-59-9 |
| Literature: European Journal of Organic Chemistry, , # 33 p. 5622 - 5629 |
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Genistin CAS#:529-59-9 |
| Literature: European Journal of Organic Chemistry, , # 33 p. 5622 - 5629 |
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Genistin CAS#:529-59-9 |
| Literature: Chemical and Pharmaceutical Bulletin, , vol. 40, # 7 p. 1978 - 1980 |
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Genistin CAS#:529-59-9 |
| Literature: Agricultural and Biological Chemistry, , vol. 44, # 2 p. 469 - 470 |
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Genistin CAS#:529-59-9 |
| Literature: Chemische Berichte, , vol. 76, p. 1110 |
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Genistin CAS#:529-59-9 |
| Literature: Journal of Agricultural and Food Chemistry, , vol. 55, # 9 p. 3408 - 3413 |
This table lists upstream starting materials and downstream derivative products related to this chemical.
| Precursor 5 | |
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| DownStream 3 | |
CAS#:446-72-0
CAS#:2280-44-6
CAS#:50-99-7This table lists relevant public references with title, journal and publication metadata for this compound.
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Isoflavone pharmacokinetics and metabolism after consumption of a standardized soy and soy-almond bread in men with asymptomatic prostate cancer.
Cancer Prev. Res. (Phila.) 8 , 1045-54, (2015) Epidemiologic associations suggest that populations consuming substantial amounts of dietary soy exhibit a lower risk of prostate cancer. A 20-week randomized, phase II, crossover trial was conducted ... |
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Membrane dipole modifiers modulate single-length nystatin channels via reducing elastic stress in the vicinity of the lipid mouth of a pore.
Biochim. Biophys. Acta 1848(1 Pt A) , 192-9, (2015) The polyene antifungal antibiotic nystatin confers its biological activity by forming pores in the membranes of target cells. Exposure of only one side of the membrane to nystatin is more relevant tha... |
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Isoflavone extraction from okara using water as extractant.
Food Chem. 160 , 371-8, (2014) We here report on the use of water as a 'green' extraction solvent for the isolation of isoflavones from okara, a by-product of soymilk production. At a low liquid-to-solid ratio of 20 to 1 and 20 °C,... |
This table contains target information, in‑vitro & in‑vivo assay data for this compound.
This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| 7-(b-D-Glucopyranosyloxy)-5-hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one |
| 5-Hydroxy-3-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-4H-chromen-4-on |
| Genisteol 7-monoglucoside |
| Genistin |
| 5-Hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl-β-D-glucopyranoside |
| 4',5,7-trihydroxyisoflavone-7-D-glucoside |
| Diadzin |
| MFCD00016883 |
| 4',5,7-Trihydroxyisoflavone 7-glucoside |
| GLUCOSYL-7-GENISTEIN |
| Genistein-7-glucoside |
| genistein 7-O-beta-D-glucoside |
| Genistein 7-O-β-D-glucoside |
| Genistein, 7-O-β-D-glucoside |
| genistein 7-O-glucoside |
| 5-Hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl β-D-glucopyranoside |
| Genistein 7-O-b-D-Glucoside |
| Soybean Extract |
| 5-Hydroxy-3-(4-hydroxyphényl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxyméthyl)tétrahydro-2H-pyran-2-yl]oxy}-4H-chromén-4-one |
| Genistein-7-O-β-D-glucopyranoside |
| Genistine |
| Genistein glucoside |
| Genistoside |
| Genistein, 7-β-D-glucopyranoside |
| 5-Hydroxy-3-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-4H-chromen-4-one |
| Genistein-7-O-glucoside |
| Genistein 7-glucoside |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What is the LogP of genistein 7-O-β-D-glucoside? |
| A: LogP of genistein 7-O-β-D-glucoside is 0.79. |
| Q: What is the molecular weight of genistein 7-O-β-D-glucoside? |
| A: Molecular weight of genistein 7-O-β-D-glucoside is 432.378. |
| Q: What is the InChIKey of genistein 7-O-β-D-glucoside? |
| A: InChIKey of genistein 7-O-β-D-glucoside is ZCOLJUOHXJRHDI-CMWLGVBASA-N. |
| Q: What is the English name of genistein 7-O-β-D-glucoside? |
| A: The English name of genistein 7-O-β-D-glucoside is genistein 7-O-β-D-glucoside. |
| Q: What is the polar surface area (PSA) of genistein 7-O-β-D-glucoside? |
| A: Polar surface area (PSA) of genistein 7-O-β-D-glucoside is 170.05000. |
| Q: What is the safety information for genistein 7-O-β-D-glucoside? |
| A: Safety information for genistein 7-O-β-D-glucoside: S22-S24/25. |
| Q: What is the boiling point of genistein 7-O-β-D-glucoside? |
| A: Boiling point of genistein 7-O-β-D-glucoside is 788.9±60.0 °C at 760 mmHg. |
| Q: What are the upstream materials of genistein 7-O-β-D-glucoside? |
| A: Related upstream materials(CAS) of genistein 7-O-β-D-glucoside: 1105697-82-2;76298-37-8;51011-05-3;73566-30-0;572-09-8. |
| Q: What are the uses of genistein 7-O-β-D-glucoside? |
| A: Main uses of genistein 7-O-β-D-glucoside: Genistin is the major isoflavonoid of soybeans and soy products. |
| Q: What is the melting point of genistein 7-O-β-D-glucoside? |
| A: Melting point of genistein 7-O-β-D-glucoside is 254ºC. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| BioBioPha |
| naturewill |