Genistein

Catalog No.S1342

Genistein Chemical Structure

Molecular Weight(MW): 270.24

Genistein, a phytoestrogen found in soy products, is a highly specific inhibitor of protein tyrosine kinase (PTK) which blocks the mitogenic effect mediated by EGF on NIH-3T3 cells with IC50 of 12μM or by insulin with IC50 of 19 μM.

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Biological Activity

Description Genistein, a phytoestrogen found in soy products, is a highly specific inhibitor of protein tyrosine kinase (PTK) which blocks the mitogenic effect mediated by EGF on NIH-3T3 cells with IC50 of 12μM or by insulin with IC50 of 19 μM.
Targets
EGFR [1] topo II [1]
In vitro

Genistein is an ATP competitive inhibitor. 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). Genistein inhibits EGF-stimulated tyrosine phosphorylation in cultured A431 epidermoid carcinoma cells. Inhibition is competitive with ATP and noncompetitive with substrate. [1] Genistein blocks the mitogenic effect mediated by EGF, insulin and thrombin on NIH-3T3 cells.[2] 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 with Ki of 5.7 μM. [3]

Cell Data
Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID
293T cells NIXkR2NHfW6ldHnvckBie3OjeR?= MYLEbZNxdGGlZX3lcpQhd2ZiW{PIYVE4[mW2YT3ld5Rz[WSrb3yg[pJwdSC{ZXPvcYJqdmGwdDDoeY1idiCHUnLleIEh\XiycnXzd4VlKGmwIEK5N3Qh[2WubIOsJGlEPTB;MD6wNFE{KM7:TR?= MX6xOlIyQTR4Mx?=
HeLa cells NGXySlZHfW6ldHnvckBie3OjeR?= M4rUXWFkfGm4YYTpc44hd2ZiZYP0do9o\W5icnXzdI9ve2ViZXzlcYVvfCCrbjDI[WxiKGOnbHzzJJN1[WKueTD0doFve2[nY4Tl[EB4cXSqIHj1cYFvKEW|dILv[4VvKHKnY3XweI9zKGKndHGsJGVEPTB;MD6wNFQyKM7:TR?= MYKxNVkxPjJ6MB?=
human Ishikawa cells NGDjN4lHfW6ldHnvckBie3OjeR?= M1PEb|Qh\GG7cx?= Moq1SZN1em:pZX7pZ{Bi[3Srdnn0fUBqdiCqdX3hckBKe2ira3H3ZUBk\WyuczDhd5Nme3OnZDDhd{BqdmS3Y4Tpc44hd2ZiYXzrZYxqdmVicHjvd5Bp[XSjc3WgZYN1cX[rdImgZYZ1\XJiNDDkZZl{KGK7IIDhdoEudmm2cn;wbIVvd2xicnXs[YF{\SCjc4PhfUwhUUN3ME2wMlUyKM7:TR?= MoHWNVI2ODJ|MEe=
human MCF7 cells M4LnW2N6fG:2b4jpZ:Kh[XO|YYm= NID0Z281QCCq NGfXfoxEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBOS0Z5IHPlcIx{KGGodHXyJFQ5KGi{czDifUBOXFRiYYPzZZktKEmFNUC9NUDPxE1? MlTzNlA5OTN3MkS=
NIH3T3 cells NID5e3FHfW6ldHnvckBie3OjeR?= MWPB[49vcXO2IHHjeIl3cXS7IHH0JGNHXFJvZHXseIFHPTB6IH31eIFvfCCneIDy[ZN{\WRiaX6gUmlJO1R|IHPlcIx{KGG|c3Xzd4VlKGG|IHnuZ5Jm[XOnIHnuJIZwenOtb3zpck1{fGmvdXzheIVlKGO3coLlcpQtKEWFNUC9OE41KM7:TR?= M1zWN|E5PTl3Nkm2
human HL60 cells MXfGeY5kfGmxbjDhd5NigQ>? NXT6N4ZoOjRiaB?= M2LFb2FvfGmuZYXr[Y1q[yCjY4Tpeol1gSCjZ3HpcpN1KGi3bXHuJGhNPjBiY3XscJMh[W[2ZYKgNlQhcHK|IHL5JINtd26xZ3XubYMh[XO|YYmsJGxEPTB;Nj6zJO69VQ>? NWThTJZYOThzNkO1PFk>
mouse L1210 cells MVjGeY5kfGmxbjDhd5NigQ>? M3y4PVI1KGh? MX\BcpRqdGW3a3XtbYMh[WO2aY\peJkh[WejaX7zeEBud3W|ZTDMNVIyOCClZXzsd{Bi\nSncjCyOEBpenNiYomgZ4xwdm:pZX7pZ{Bie3OjeTygUGM2OD14LkWg{txO NUj0VGc5OThzNkO1PFk>
MDCK cells  NYnMUVZ6TnWwY4Tpc44h[XO|YYm= Mnj6TY5pcWKrdHnvckBw\iCEQ2LQJIV5eHKnc4Pl[EBqdiCPRFPLJINmdGy|IIXzbY5oKEixZXPod5QhOzN|NEKgd5RicW6rbnesJGlEPTB;Nj65JO69VQ>? NYe4d4h3OjF|NUS4NFA>
human MOLT3 cells MnjHSpVv[3Srb36gZZN{[Xl? M37oS|I1KGh? NYHaRot{SW62aXzleYtmdWmlIHHjeIl3cXS7IHHnZYlve3RiaIXtZY4hVU:OVEOgZ4VtdHNiYX\0[ZIhOjRiaILzJIJ6KGOub37v[4VvcWNiYYPzZZktKEyFNUC9O{42KM7:TR?= MXWxPFE3OzV6OR?=
ANN-1 cells NH;5S2dEgXSxdH;4bYPDqGG|c3H5 M4\VSGN6fG:2b4jpZ{Bm\m[nY4Sgc44hfi2jYnygeJJidnOob4Lt[YQhdXW{aX7lJGFPVi1zIHPlcIx{NCCLQ{WwQVgh|ryP NWKzUG1xQDJyMU[wNy=>
human MCF7 cells MkDXVJJwdGmoZYLheIlwdiCjc4PhfS=> MY\BcpRqeHKxbHnm[ZJifGm4ZTDhZ5Rqfmm2eTDh[4FqdnO2IHXzeJJw\2WwIILlZ4VxfG:{IHX4dJJme3OrbnegbJVu[W5iTVPGO{Bk\WyuczygS2k2OD1zMDFOwG0> NVTSZ292OTl6MUi2NVI>
human Raji cells NHnrU2tHfW6ldHnvckBie3OjeR?= NIjCd|kzPCCq NFfs[4FCdnSrbHX1b4VucWNiYXP0bZZqfHliYXfhbY5{fCCqdX3hckBT[WqrIHPlcIx{KGGodHXyJFI1KGi{czDifUBkdG:wb3flcolkKGG|c3H5MEBNSzVyPUGzMlch|ryP M374VVE5OTZ|NUi5
human LoVo cells MUjDfZRwfG:6aXRCpIF{e2G7 NE\l[VY4OiCq NGPxU29EgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBNd1[xIHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9NVUvQDhizszN NX[xXXM{OjFzMkm5O|c>
K562 cells M3jm[2dzd3e2aDDpcohq[mm2aX;uJIF{e2G7 MnrZOUBl[Xm| NHPzZ2dIem:5dHigbY5pcWKrdHnvckBw\iCNNU[yJINmdGy|IHL5JHhVXCCjc4PhfUBi\nSncjC1JIRigXNuIFnDOVA:OTdwNU[g{txO Mn;VNVc1OTFyOUK=
RAW 264 cells NE\LXHFHfW6ldHnvckBie3OjeR?= MW[yOEBp MXjJcohq[mm2aX;uJI9nKDFidXevcYwhVFCVLYP0bY12dGG2ZXSgWG5H[WyyaHGgZYNkfW23bHH0bY9vKGmwIGLBW{AzPjRiY3XscJMh[W[2ZYKgNlQhcHK|LDDJR|UxRTF6LkGg{txO NXjQW5RbOTd|MkCyOFY>
mouse RAW264.7 cells MVPGeY5kfGmxbjDhd5NigQ>? Mn;CNlQhcA>? MnrkRY51cWmwZnzhcY1ifG:{eTDhZ5Rqfmm2eTDpckBud3W|ZTDSRXczPjRwNzDj[YxteyCjc4Pld5Nm\CCjczDpcohq[mm2aX;uJI9nKEySUz3pcoR2[2WmIGTOSoFteGijIIDyc4R2[3Srb36geJJm[XSnZDCyJIhzeyCkZX\vdoUhVFCVIHPoZYxt\W6pZTDt[YF{fXKnZDDh[pRmeiB{NDDodpMh[nliRVzJV2EtKEmFNUC9NVkvOSEQvF2= NITBU4UzOTJ6OEeyOy=>
HEK293 cells M2jiVmZ2dmO2aX;uJIF{e2G7 M3;UW2FvfGGpb37pd5Qh[WO2aY\peJkh[XRiaIXtZY4hemWlb33ibY5idnRiTGjSZoV1[SCneIDy[ZN{\WRiaX6gTGVMOjl|IHPlcIx{KGK7IHz1Z4ln\XKjc3WgdoVxd3K2ZYKg[4Vv\SCjc4PhfUwhUUN3ME2yNkDPxE1? MnPnNVg{PDNzMk[=
3T3 cells MoXjR5l1d3SxeHnjxsBie3OjeR?= NHPjbnhEgXSxdH;4bYMh\W[oZXP0JI9vKDOWMzDj[YxteyxiSVO1NF0zPCEQvF2= MlizPFIxOTZyMx?=
human MCF7 cells NIqycItHfW6ldHnvckBie3OjeR?= MWm2JIg> NXvwcmR5UW6qaXLpeIlwdiCxZjDwbI9z[m:uIHXzeIVzNWmwZIXj[YQhd3KwaYTobY5mKGSnY3HyZo95gWyjc3WgbY4hcHWvYX6gUWNHPyClZXzsd{Bi\nSncjC2JIhzeyxiSVO1NF0zPiEQvF2= MoK3NVAxPzV5NEK=
WiDr human colon cells MYfDfZRwfG:6aXRCpIF{e2G7 NXzJWoYzS3m2b4TvfIlkKGWoZnXjeEBwdiCZaVTyJIh2dWGwIHPvcI9vKGOnbHzzMEBKSzVyPUK3Mlch|ryP M1jiNVgzODF4MEO=
NHEM cells NHnpdIJHfW6ldHnvckBie3OjeR?= MUi3NkBp MULJcohq[mm2aX;uJI9nKG2nbHHubY4he3mwdHjld4l{KGmwIF7ISW0h[2WubIOgZZN{\XO|ZXSgZZMhYzF2Q230bIlwfXKjY3nsJIlv[2:{cH;yZZRqd25iYX\0[ZIhPzJiaILzJIJ6KGyrcYXp[EB{[2mwdHnscIF1cW:wIHPveY51cW6pLDDJR|UxRTJ7LkKg{txO NFnQeVUyQTF|MkmzOC=>
human BxPC3 cell NYnwOJZVWHKxbHnm[ZJifGmxbjDhd5NigQ>? NHjNbodCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIFL4VGM{KGOnbHygcIlv\SCkeTDNWHQh[XO|YYmsJGlEPTB;M{Cg{txO MYKxOlc5QTd|Nx?=
human LNCAP cells NVTXTmt[S3m2b4TvfIlkyqCjc4PhfS=> MkD3O|IhcA>? NV;mUnhyS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hVE6FQWCgZ4VtdHNiYX\0[ZIhPzJiaILzJIJ6KFOUQjDhd5NigSxiSVO1NF0{OC54NTFOwG0> MXeyNVEzQTl5Nx?=
HEK293 cells NE\PR21HfW6ldHnvckBie3OjeR?= NUPxTnp5SW62YXfvcol{fCCjY4Tpeol1gSCjdDDoeY1idiC{ZXPvcYJqdmGwdDDMXHJidHCqYTDlfJBz\XO|ZXSgbY4hUEWNMkmzJINmdGy|IHL5JIx2[2moZYLhd4UhemWyb4L0[ZIh\2WwZTDhd5NigSxiSVO1NF0{OSEQvF2= MYOxPFM1OzF{Nh?=
human HCT116 cells MmrJR5l1d3SxeHnjxsBie3OjeR?= NXT0NXVLPzJiaB?= M4P0WWN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGhEXDFzNjDj[YxteyCjZoTldkA4OiCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVM1NjlizszN Mlq3NlEyOjl7N{e=
human AGS cells NHKwSYNEgXSxdH;4bYPDqGG|c3H5 NHvpZ5E4OiCq MUTDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDBS3Mh[2WubIOgZYZ1\XJiN{KgbJJ{KGK7IF3UWEBie3OjeTygTWM2OD12MT62O{DPxE1? NInkSYEzOTF{OUm3Oy=>
human PC3 cells M33TdHBzd2yrZnXyZZRqd25iYYPzZZk> NV\sSGVxPDhiaB?= MXXBcpRqeHKxbHnm[ZJifGm4ZTDhZ5Rqfmm2eTDh[4FqdnO2IHHu[JJw\2WwIILlZ4VxfG:{LXTl[olkcWWwdDDoeY1idiCSQ{OgZ4VtdHNiaX7jeYJifGWmIIfpeIghOC54IH7NJI9nKGW|dILh[IlwdCCjbnSgNE44KG6PIH;mJJRme3Sxc4Tldo9v\SCjZoTldkA1QCCqcoOgZpkhe3WuZn;ybI9l[W2rbnWgRkBie3OjeTygS2k2OD12Mj62OVgh|ryP Mm\qNlE2OTN{N{W=
human A549 cells NVLoUYtKS3m2b4TvfIlkyqCjc4PhfS=> NWrPWpR7PzJiaB?= MXTDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDBOVQ6KGOnbHzzJIFnfGW{IEeyJIhzeyCkeTDTVmIh[XO|YYmsJGlEPTB;NEOuNFkh|ryP Mn7YNlEyOjl7N{e=
human BT20 cell M3;0eHBzd2yrZnXyZZRqd25iYYPzZZk> M{XjcmFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5iQmSyNEBk\WyuIHzpcoUh[nliTWTUJIF{e2G7LDDJR|UxRTR4IN88US=> M2PpSVE3Pzh7N{O3
human DU145 cells MYDDfZRwfG:6aXRCpIF{e2G7 M1zWSFczKGh? NH;se5VEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBFXTF2NTDj[YxteyCjZoTldkA4OiCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVQ4NjJ7IN88US=> MUmyNVEzQTl5Nx?=
human U937 cells Mkf5VJJwdGmoZYLheIlwdiCjc4PhfS=> Mom3O|IhcA>? NVjCNFN5SW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDVPVM4KGOnbHzzJIFnfGW{IEeyJIhzeyCkeTDXV3QuQCCjc4PhfUwhUUN3ME20PEDPxE1? NYPQZXo6OTdzNUiwOVQ>
human MOLT3 cells MX\Hdo94fGhiaX7obYJqfGmxbjDhd5NigQ>? Mlm5OFghcA>? MX;Hdo94fGhiaX7obYJqfGmxbjDv[kBpfW2jbjDNU2xVOyClZXzsd{Bi\nSncjC0PEBpenN? NE[wemcyQDF4M{W4PS=>
human T47D cells NVHXVFNDTnWwY4Tpc44h[XO|YYm= NE\vXG1Ge3S{b3flcolkKGGldHn2bZR6KGmwIHj1cYFvKFR2N1SgZ4VtdHNiYYPz[ZN{\WRiYYOg[JJ2\yCuZY\lcEBk[XW|aX7nJJN1cW23bHH0bY9vKG:oIHPlcIwheHKxbHnm[ZJifGmxbjDldZVqfmGuZX70JJRwKDFyIIDNJIV{fHKjZHnvcEBjgSCjbHHtZZIh[my3ZTDhd5NigQ>? NIjQU4IyPTd6N{SzOi=>
human MDA-kb2 cells MYTGeY5kfGmxbjDhd5NigQ>? MlW4RYdwdmm|dDDhZ5Rqfmm2eTDheEBidmS{b3flckBz\WOncITvdkBqdiCqdX3hckBOTEFva3KyJINmdGy|IHHzd4V{e2WmIHHzJJN1cW23bHH0bY9vKG:oIHz1Z4ln\XKjc3WgZYN1cX[rdImgZpkhdHWlaX\ldoF{\SC{ZYDvdpRmeiCpZX7lJIF{e2G7 MX6xPVU6OjJ2NR?=
human MCF7 cells MnjmSpVv[3Srb36gZZN{[Xl? MViwMlEuOjBizszN NXPnNlFOPCCmYYnz NGrqcWlUfGmvdXzheIlwdiCxZjDndo94fGhiaX6gbJVu[W5iTVPGO{Bk\WyuczDheEAxNjFidH:gNlAhfU1iYX\0[ZIhPCCmYYnzJIJ6KE2WVDDhd5NigQ>? MoXqNlUxPzh|MUS=
HUVE12 cells MkLhSpVv[3Srb36gZZN{[Xl? NW[yc5VIWmW4ZYLzZYwhd2ZiaInkdo9o\W5icHXyc5hq\GVvaX7keYNm\CCORFigZYN1cX[rdImgbY4hcHWvYX6gTHVXTTF{IHPlcIx{ MoWxNVgxPjh7OEC=
human MCF7 cells NInzS5JIem:5dHigbY5pcWKrdHnvckBie3OjeR?= NVvSe3V1OjBvMUCwJO69VQ>? NIPONJo1KGSjeYO= M1vl[mdzd3e2aDDpcohq[mm2aX;uJIlvKGi3bXHuJG1ETjdiY3XscJMh[XRiMkCgeI8hOTByIIXNJIFnfGW{IESg[IF6eyCkeTDNWHQh[XO|YYm= NFLES2IzPTB5OEOxOC=>
A431 cells M4nndGZ2dmO2aX;uJIF{e2G7 NU\0Vnp1PTBidH:gO|UhfU1? MkTBN|YhcA>? M3LLOmNmdGxiY4njcIUh[XK{ZYP0JIlvKGi3bXHuJGE1OzFiY3XscJMh[XO|ZYPz[YQh[XNiZHXjdoVie2ViaX6gZYNkfW23bHH0bY9vKGG2IFewM2cyKHCqYYPlJIF1KDVyIITvJFc2KHWPIHHmeIVzKDN4IHjyd{BjgSCycn;wbYRqfW1iaX;kbYRmKHO2YXnubY5oNWKjc3XkJIZtd3diY4n0c41mfHKrYzDhcoFtgXOrcx?= M3j4cFI1PDV4MEC0
human SKBR3 cells NUDRPJdZTnWwY4Tpc44h[XO|YYm= NFHBNVU2OCC2bzC3OUB2VQ>? MmjzN|YhcA>? NInGTZZE\WyuIHP5Z4xmKGG{cnXzeEBqdiCqdX3hckBUU0KUMzDj[YxteyCjc4Pld5Nm\CCjczDk[YNz\WG|ZTDpckBi[2O3bYXsZZRqd25iYYSgS|AwTzFicHjhd4Uh[XRiNUCgeI8hPzVidV2gZYZ1\XJiM{[gbJJ{KGK7IIDyc5Bq\Gm3bTDpc4Rq\GVic4ThbY5qdmdvYnHz[YQh\myxdzDjfZRwdWW2cnnjJIFv[Wy7c3nz MoDnNlQ1PTZyMES=

... Click to View More Cell Line Experimental Data

In vivo Genistein has chemopreventive effects on breast, prostate, and other endocrine-dependent tumors in adult animals. Genistein in the diet reduced the incidence of poorly differentiated prostatic adenocarcinomas in a dose-dependent manner and down-regulated androgen receptor, estrogen receptor-alpha, progesterone receptor, epidermal growth factor receptor, insulin-like growth factor-I, and extracellular signal-regulated kinase-1 but not estrogen receptor-beta and transforming growth factor-alpha mRNA expressions. Dietary genistein protects against mammary and prostate cancers by regulating specific sex steroid receptors and growth factor signaling pathways.[4] Genistein combined with prostate tumor irradiation causes greater inhibition of primary tumor growth and increases control of spontaneous metastasis to para-aortic lymph nodes, increasing mouse survival. Paradoxically, treatment with genistein alone increases metastasis to lymph nodes. [5]

Protocol

Solubility (25°C)

In vitro DMSO 54 mg/mL (199.82 mM)
Ethanol 2 mg/mL (7.4 mM)
Water Insoluble

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 270.24
Formula

C15H10O5

CAS No. 446-72-0
Storage powder
in solvent
Synonyms N/A

Bio Calculators

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Clinical Trial Information

NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT02766478 Recruiting Prostate Cancer Emory University October 16 2017 Phase 2
NCT01489813 Recruiting Bladder Cancer Emory University|DSM Nutritional Products Inc. May 19 2017 Phase 2
NCT03040531 Recruiting Osteoporosis Steroid Induced University of Messina|Ministry of Health Italy January 19 2017 Phase 2|Phase 3
NCT02624388 Recruiting Lymphoma|Childhood Lymphoma|Solid Tumor|Childhood Solid Tumor|Neuroblastoma|Ewing Sarcoma|Hodgkin Lymphoma|Non-Hodgkin Lymphoma|Rhabdomyosarcoma|Soft Tissue Sarcoma|Medulloblastoma|Germ Cell Tumor|Wilms Tumor|Brain Neoplasms|Medulloblastoma Childhood|Neuroectodermal Tumors Primitive University of Virginia August 2016 Phase 2
NCT02499861 Completed Cancer St. Justine''s Hospital July 2015 Phase 1|Phase 2
NCT02796794 Unknown status Sepsis TC Erciyes University June 2015 Phase 4

Tech Support

Answers to questions you may have can be found in the inhibitor handling instructions. Topics include how to prepare stock solutions, how to store inhibitors, and issues that need special attention for cell-based assays and animal experiments.

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID