GenisteinA highly specific inhibitor of protein tyrosine kinase (PTK)

Genistein (CAS 446-72-0)

Genistein | CAS 446-72-0 is rated 5.0 out of 5 by 1.
  • y_2019, m_10, d_14, h_1
  • bvseo_bulk, prod_bvrr, vn_bulk_2.0.13
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_3515, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getAggregateRating, 71ms
  • REVIEWS, PRODUCT
5
1
4
0
3
0
2
0
1
0
Synonym: Prunetol
Application: A highly specific inhibitor of protein tyrosine kinase (PTK)
CAS Number: 446-72-0
Purity: >98%
Molecular Weight: 270.24
Molecular Formula: C15H10O5
* Refer to Certificate of Analysis for lot specific data (including water content).
Submit a review for this product and receive 15 CruzCredits

Genistein, a phytoestrogen found in soy products, is a highly specific inhibitor of protein tyrosine kinase (PTK). Additionally, Genistein is a competitive inhibitor of ATP in other protein kinase reactions. Genistein inhibits tyrosine phosphorylation in isolated enzyme and receptor preparations and in whole cells including platelets, lymphocytes and a variety of cultured cells. It also inhibits EGF-stimulated phosphorylation in cultured cells as well as inhibition of Topo II (topoisomerase II). In cultured A431 epidermoid carcinoma cells, EGF-stimulated tyrosine phosphorylation was completely inhibited by genistein at 100 μg/ml. Inhibition is competitive with ATP and noncompetitive with substrate. Genistein also acts as an agonist at the GPR30 receptor and binds to PPARγ and estrogen receptors. Genistein also binds to PPARγ, acting as an agonist at this receptor and has been shown to acitvate CFTR (cystic fibrosis transmembrane conductance regulator) chlorine channels in some studies. Genistein is an inhibitor of Glucosidase.


References

1. Akiyama, T., et al. 1987. J. Biol. Chem. 262: 5592-5595. PMID: 3106339
2. Dean, N.M., et al. 1989. Biochem. Biophys. Res. Commun. 165: 795-801. PMID: 2532009
3. Markovits, J., et al. 1989. Cancer Res. 49: 5111-5117. PMID: 2548712
4. Gaudette, D.C., et al. 1990. Biochem. Biophys. Res. Commun. 170: 238-242. PMID: 2164806
5. Linassier, C., et al. 1990. Biochem. Pharmacol. 39: 187-193. PMID: 2153378
6. Trevillyan, J.M., et al. 1990. J. Immunol. 145: 3223-3230. PMID: 2172380
7. Dhar, A., et al. 1990. Mol. Pharmacol. 37: 519-525. PMID: 1691437
8. Mustelin, T., et al. 1990. Science. 247: 1584-1587. PMID: 2138816
9. Lane, P.J., et al. 1991. J. Immunol. 146: 715-722. PMID: 1702814

Physical State :
Solid
Solubility :
Slightly soluble in chlorform:methanol (1:1[v:v]) (10 mg/ml), DMSO (100 mM), hot water, hot ethanol, hot methanol, soluble in hot 80% ethanol, hot 80% methanol, hot acetone, pyridine, a1:6 solution of DMSO:PBS(pH7.2) (~1 mg/ml), DMF (~30 mg/ml), and 100% ethanol (4 mg/ml). Insoluble in cold water.
Storage :
Store at -20° C
Melting Point :
>280° C
Boiling Point :
~555.5° C at 760 mmHg (Predicted)
Density :
~1.5 g/cm3 (Predicted)
Refractive Index :
n20D 1.73
IC50 :
autophosphorylation of epidermal growth factor receptor kinase: IC50 = 2.6 µM; the activity of PKA and PKC: IC50 = >350 µM; α-glucosidase: IC50 = 50 nM; insulin-induced glucose uptake: IC50 = 20 µM ( adipocytes); Estrogen-related receptor alpha: IC50 = 10 nM (human); Epidermal growth factor receptor erbB1: IC50 = 0.7 ug ml-1 (human); Estrogen receptor beta: IC50 = 6.8 nM (human); Plasmodium falciparum: IC50 = 4.1 ug.mL-1 (Plasmodium falciparum); Estrogen receptor beta: EC5050 = 1.7 nM (human); Estrogen receptor alphaEstrogen receptor alpha: EC5050 = 20 nM (human); HeLa (Cervical adenocarcinoma cells): EC5050 = 73 nM (human)
Ki Data :
transport of both methylglucose and deoxyglucose: Ki= 12 mM; Estrogen receptor beta: Ki= 24 nM (human); Estrogen receptor alpha: Ki= 370 nM (human); Adenosine A1 receptor: Ki= 5000 nM (Rattus norvegicus)
pK Values :
pKa: 7.08
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
NR2392000
PubChem CID :
5280961
Merck Index :
14: 4391
MDL Number :
MFCD00016952
EC Number :
207-174-9
Beilstein Registry :
263823
SMILES :
C1=CC(=CC=C1C2=COC3=CC(=CC(=C3C2=O)O)O)O

Download SDS (MSDS)

Certificate of Analysis

Adobe Acrobat Reader is required to reliably view,
print and comment on PDF documents

Genistein  Product Citations

See how others have used Genistein. Click on the entry to view the PubMed entry .

Citations 1 to 10 of 21 total

PMID: # 31380388  Reinert, M.|Piffaretti, D.|Wilzbach, M.|Hauger, C.|Guckler, R.|Marchi, F.|D'Angelo, ML.| et al. 2019. Front Surg. 6: 41.

PMID: # 27118978  Zarmouh, NO. et al. 2016. Evid Based Complement Alternat Med. 2016: 1423052.

PMID: # 26421996  Kim, HS. et al. 2016. Int. J. Cancer. 138: 1432-41.

PMID: # 27070720  Patel, K. et al. 2016. Molecular pharmaceutics. 13: 2049-58.

PMID: # 25181960  Akcakaya, H. et al. 2015. Cell Biol. Int. 39: 201-9.

PMID: # 26202868  Sadowska-Bartosz, I. et al. 2015. Redox Biol. 6: 93-9.

PMID: # 26146126  Galiniak, S. et al. 2015. Cell. Mol. Biol. Lett. 20: 562-70.

PMID: # 26156035  Guo, T. et al. 2015. J Nanobiotechnology. 13: 47.

PMID: # 25811655  2015. PLoS ONE. 10: e0121316.

PMID: # 25448576  Zhang, Y. et al. 2015. Int J Pharm. 478: 138-46.

Citations 1 to 10 of 21 total
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getContent, 21ms
  • QUESTIONS, PRODUCT
  • bvseo-msg: The resource to the URL or file is currently unavailable.;
Rated 5 out of 5 by from Yashar Yashar, et. al (PubMed ID 16083949) studied the effect that Genistein and daidzein had on cell growth alone and in conjunction with radiation. -SCBT Publication Review
Date published: 2015-01-14
  • y_2019, m_10, d_14, h_1
  • bvseo_bulk, prod_bvrr, vn_bulk_2.0.13
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_3515, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getReviews, 22ms
  • REVIEWS, PRODUCT

Santa Cruz Biotechnology, Inc. is a world leader in the development of products for the biomedical research market. Call us Toll Free at 1-800-457-3801.
Copyright © 2007-2019 Santa Cruz Biotechnology, Inc. All Rights Reserved. "Santa Cruz Biotechnology", and the Santa Cruz Biotechnology, Inc. logo, "Santa Cruz Animal Health", "San Juan Ranch", "Supplement of Champions", the San Juan Ranch logo, "Ultracruz", "Chemcruz", "Immunocruz", "Exactacruz", and "EZ Touch" are registered trademarks of Santa Cruz Biotechnology, Inc.
All trademarks are the property of their respective owners.