Introduction：Basic information about Genistin CAS 529-59-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Genistin Basic information
| Product Name: | Genistin |
| Synonyms: | 4',5,7-TRIHYDROXYISOFLAVONE 7-GLUCOSIDE;7-O-B-D-GLUCOPRYANOSYL GENISTEIN;7-O-BETA-D-GLUCOPYRANOSIDE;GENISTEIN-7-GLUCOSIDE;GENISTEIN, 7-O-BETA-D-GLUCOPYRANOSIDE;GENISTEIN-7-O-GLUCOSIDE;GENISTIN;GLUCOSYL-7-GENISTEIN |
| CAS: | 529-59-9 |
| MF: | C21H20O10 |
| MW: | 432.38 |
| EINECS: | 610-921-5 |
| Product Categories: | Iso-Flavones;The group of Daidzin;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;natural product;Inhibitors;inhibitor;Aromatics;Glucuronides;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals |
| Mol File: | 529-59-9.mol |
|
Genistin Chemical Properties
| Melting point | 254°C |
| alpha | D21 -28° (c = 0.6 in 0.02N NaOH); D26 -21.4° (pyridine) |
| Boiling point | 256 °C |
| density | 1.642±0.06 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| solubility | DMSO: 10 mg/mL |
| pka | 6.12±0.20(Predicted) |
| form | Solid |
| color | Off-white |
| biological source | Glycine max (soybean) |
| Merck | 13,4402 |
| BRN | 64479 |
| Stability: | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 week. |
| Major Application | food and beverages |
| Cosmetics Ingredients Functions | ANTIOXIDANT
SKIN CONDITIONING |
| InChIKey | ZCOLJUOHXJRHDI-CMWLGVBASA-N |
| SMILES | OC[C@H]1O[C@@H](Oc2cc(O)c3C(=O)C(=COc3c2)c4ccc(O)cc4)[C@H](O)[C@@H](O)[C@@H]1O |
| LogP | 0.790 (est) |
Safety Information
| Safety Statements | 22-24/25 |
| WGK Germany | 3 |
| RTECS | DJ3093000 |
| F | 10 |
| HS Code | 29389090 |
| Storage Class | 11 - Combustible Solids |
Genistin Usage And Synthesis
| Description | Genistin is a natural isoflavone isolated from legumes, including soy and kudzu. It is a phytoestrogen, as it stimulates the growth of estrogen-dependent human breast cancer cells in vivo. Like other isoflavones, genistin promotes the proliferation of bone marrow stromal cells and osteoblasts and suppresses bone turnover. It also increases bone formation in collagen matrix in vivo. |
| Chemical Properties | White Powder |
| Uses | A derivative of Genistein. Inhibitor |
| Uses | An isoflavone glycoside which is an inactive analog of the PTK inhibitor Genistein. |
| Uses | Genistin has been used for immune reactivity against influenza viruses in vitro and as an internal standard in isoflavones quantification. |
| Uses | Glucoside of genistein that inhibits protein tyrosine kinase |
| Definition | ChEBI: Genistein 7-O-beta-D-glucoside is a 7-hydroxyisoflavones 7-O-beta-D-glucoside. It is functionally related to a genistein. It is a conjugate acid of a genistein 7-O-beta-D-glucoside(1-). |
| General Description | Genistin belongs to the class of isoflavone glycosides generally extracted from soybeans. |
| Biochem/physiol Actions | Selective inhibitor of mammalian terminal deoxynucleotidyl transferase (TdT), with no measurable effect on mammalian or microbial DNA polymerases. |
| Purification Methods | Genistin is repeatedly crystallised from hot 80% EtOH/water and treated with charcoal (Nuchar) until free from saponin. The presence of saponin is detected by adding crystals to conc H2SO4 when the citron yellow colour changes to red, then purple. Pure genistin does not change colour. UV in 85% EtOH has max at 262.5nm. [Walter J Am Chem Soc 63 3273 1941, Beilstein 18 III/IV 2732.] |
| References | [1] YUKINOBU UCHIYAMA . Selective inhibitors of terminal deoxyribonucleotidyltransferase (TdT): Baicalin and genistin[J]. Biochimica et biophysica acta. General subjects, 2005, 1725 3: Pages 298-304. DOI:10.1016/j.bbagen.2005.06.017
[2] EUN JEONG CHOI Myeong S L Taehee Kim. Pro-apoptotic effect and cytotoxicity of genistein and genistin in human ovarian cancer SK-OV-3 cells[J]. Life sciences, 2007, 80 15: Pages 1403-1408. DOI:10.1016/j.lfs.2006.12.031
[3] ALESSANDRA RUSSO . Genistin inhibits UV light-induced plasmid DNA damage and cell growth in human melanoma cells[J]. Journal of Nutritional Biochemistry, 2006, 17 2: Pages 103-108. DOI:10.1016/j.jnutbio.2005.05.011 |
Genistin Preparation Products And Raw materials
| Preparation Products | Sophoricoside |
