Genistein
SIGMA/G6649 - synthetic, ≥98% (HPLC), powder
Synonym: 4′,5,7-Trihydroxyisoflavone; 5,7-
CAS Number: 446-72-0
Empirical Formula (Hill Notation): C15H10O5
Molecular Weight: 270.24
EC Number: 207-174-9
MDL Number: MFCD00016952
Linear Formula: C15H10O5
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: G6649-100MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: G6649-5MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: G6649-25MG
| assay | ≥98% (HPLC) |
| biological source | synthetic |
| color | off-white to yellow |
| form | powder |
| InChI | 1S/C15H10O5/c16-9-3-1-8(2 |
| InChI key | TZBJGXHYKVUXJN-UHFFFAOYSA |
| mp | 297.0-298.0 °C |
| Quality Level | 200  |
| SMILES string | Oc1ccc(cc1)C2=COc3cc(O)cc |
| solubility | DMSO: soluble |
| ethanol: soluble | |
| storage temp. | −20°C |
| Application: | Genistein has been used: • as a test compound to access its estrogeniic acivity • as an oestrogenic ligand to carry out identical reporter gene activation assays and also used to examine the binding of genistein to hERβ • as an endocytosis inhibitor to test the possible effect of endocytosed advanced glycation end - bovine serum albumin (AGE-BSA) on lysosomes |
| Biochem/physiol Actions: | Genistein is essential for plant-microbe interaction. It acts as a natural chemoprotectant and helps in preventing tumor progression and heart disorders. Genistein functionally shares estrogen′s action. It is useful in evaluating nutraceuticals and functional foods. Genistein exhibits antimicrobial action and can serve as a phytoalexin and phytoanticipin. |
| Biochem/physiol Actions: | Inhibitor of tyrosine protein kinase; competitive inhibitor of ATP in other protein kinase reactions. Antiangiogenic agent, down-regulates the transcription of genes involved in controlling angiogenesis. |
| Features and Benefits: | This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm . |
| Features and Benefits: | This compound is featured on the Chloride Channels and Met pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here . |
| General description: | Genistein is an isoflavonoid present among Leguminosae family of plants. It is structurally similar to estrogen (estradiol-17β). |
| Packaging: | 25, 100 mg in poly bottle |
| Packaging: | 5 mg in glass bottle |
| Preparation Note: | Genistein is soluble in DMSO and ethanol. It is also soluble in chlorform:methanol (1:1 (v:v), 10 mg/ml). |
| Symbol |  GHS07 |
| Signal word | Warning |
| Hazard statements | H302 |
| Precautionary statements | P264 - P270 - P301 + P312 - P501 |
| Hazard Codes | Xn |
| Risk Statements | 22 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% (HPLC) |
| mp | 297.0-298.0 °C |
| Storage Temp. | −20°C |
| UNSPSC | 12352200 |