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 NUn3OYJ{TnWwY4Tpc44h[XO|YYm= NHrBemtFcXOybHHj[Y1mdnRib3[gX|NJZTF5YnX0ZU1me3S{YXTpc4wh\nKxbTDy[YNwdWKrbnHueEBpfW2jbjDFVoJmfGFiZYjwdoV{e2WmIHnuJFI6O1RiY3XscJMtKEmFNUC9NE4xODF|IN88US=> MXKxOlIyQTR4Mx?=
HeLa cells NIPoZXRHfW6ldHnvckBie3OjeR?= MVnBZ5RqfmG2aX;uJI9nKGW|dILv[4VvKHKnc4DvcpNmKGWuZX3lcpQhcW5iSHXMZUBk\WyuczDzeIFjdHlidILhcpNn\WO2ZXSge4l1cCCqdX3hckBGe3S{b3flckBz\WOncITvdkBj\XSjLDDFR|UxRTBwMEC0NUDPxE1? MYqxNVkxPjJ6MB?=
human Ishikawa cells M3nMZmZ2dmO2aX;uJIF{e2G7 MYC0JIRigXN? MVXFd5Rzd2enbnnjJIFkfGm4aYT5JIlvKGi3bXHuJGl{cGmtYYfhJINmdGy|IHHzd4V{e2WmIHHzJIlv\HWldHnvckBw\iCjbHvhcIlv\SCyaH;zdIhifGG|ZTDhZ5Rqfmm2eTDh[pRmeiB2IHThfZMh[nlicHHyZU1vcXS{b4Do[Y5wdCC{ZXzlZZNmKGG|c3H5MEBKSzVyPUCuOVEh|ryP Ml3rNVI2ODJ|MEe=
human MCF7 cells M{exUWN6fG:2b4jpZ:Kh[XO|YYm= MkKxOFghcA>? M{XIbmN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJG1ETjdiY3XscJMh[W[2ZYKgOFghcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME2xJO69VQ>? NF7kWIYzODhzM{WyOC=>
NIH3T3 cells MnPvSpVv[3Srb36gZZN{[Xl? NVzWcYp2SWexbnnzeEBi[3Srdnn0fUBifCCFRmTSMYRmdHSjRkWwPEBufXSjboSg[ZhxemW|c3XkJIlvKE6LSEPUN{Bk\WyuczDhd5Nme3OnZDDhd{BqdmO{ZXHz[UBqdiCob4Lzb49tcW5vc4TpcZVt[XSnZDDjeZJz\W62LDDFR|UxRTRwNDFOwG0> NF;QdHYyQDV7NU[5Oi=>
human HL60 cells M4rJUGZ2dmO2aX;uJIF{e2G7 MWWyOEBp NX\yNHNKSW62aXzleYtmdWmlIHHjeIl3cXS7IHHnZYlve3RiaIXtZY4hUEx4MDDj[YxteyCjZoTldkAzPCCqcoOgZpkh[2yxbn;n[Y5q[yCjc4PhfUwhVEN3ME22MlMh|ryP NEXZd5AyQDF4M{W4PS=>
mouse L1210 cells M2\xemZ2dmO2aX;uJIF{e2G7 M2HuV|I1KGh? NIGwWoRCdnSrbHX1b4VucWNiYXP0bZZqfHliYXfhbY5{fCCvb4Xz[UBNOTJzMDDj[YxteyCjZoTldkAzPCCqcoOgZpkh[2yxbn;n[Y5q[yCjc4PhfUwhVEN3ME22MlUh|ryP M1Hr[VE5OTZ|NUi5
MDCK cells  MWfGeY5kfGmxbjDhd5NigQ>? MoTOTY5pcWKrdHnvckBw\iCEQ2LQJIV5eHKnc4Pl[EBqdiCPRFPLJINmdGy|IIXzbY5oKEixZXPod5QhOzN|NEKgd5RicW6rbnesJGlEPTB;Nj65JO69VQ>? NYrsUYNLOjF|NUS4NFA>
human MOLT3 cells NGC5d3JHfW6ldHnvckBie3OjeR?= NFjKVmQzPCCq NEjXcJFCdnSrbHX1b4VucWNiYXP0bZZqfHliYXfhbY5{fCCqdX3hckBOV0yWMzDj[YxteyCjZoTldkAzPCCqcoOgZpkh[2yxbn;n[Y5q[yCjc4PhfUwhVEN3ME23MlUh|ryP MX[xPFE3OzV6OR?=
ANN-1 cells MUjDfZRwfG:6aXRCpIF{e2G7 MmDiR5l1d3SxeHnjJIVn\mWldDDvckB3NWGkbDD0doFve2[xcn3l[EBufXKrbnWgRW5PNTFiY3XscJMtKEmFNUC9PEDPxE1? M{D2TlgzODF4MEO=
human MCF7 cells M{S5O3Bzd2yrZnXyZZRqd25iYYPzZZk> NHvGcW5CdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIV{fHKxZ3XuJJJm[2WydH;yJIV5eHKnc4PpcochcHWvYX6gUWNHPyClZXzsd{whT0l3ME2xNEDPxE1? MYKxPVgyQDZzMh?=
human Raji cells MnrBSpVv[3Srb36gZZN{[Xl? NUnuO4RKOjRiaB?= NHzH[pFCdnSrbHX1b4VucWNiYXP0bZZqfHliYXfhbY5{fCCqdX3hckBT[WqrIHPlcIx{KGGodHXyJFI1KGi{czDifUBkdG:wb3flcolkKGG|c3H5MEBNSzVyPUGzMlch|ryP NU\ydodVOThzNkO1PFk>
human LoVo cells MkD2R5l1d3SxeHnjxsBie3OjeR?= MnfwO|IhcA>? NUPYWZBYS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hVG:YbzDj[YxteyCjZoTldkA4OiCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVE2Njh6IN88US=> NXvtfppnOjFzMkm5O|c>
K562 cells M3y4SWdzd3e2aDDpcohq[mm2aX;uJIF{e2G7 NXzxUIs6PSCmYYnz Moq0S5Jwf3SqIHnubIljcXSrb36gc4YhUzV4MjDj[YxteyCkeTDYWHQh[XO|YYmgZYZ1\XJiNTDkZZl{NCCLQ{WwQVE4NjV4IN88US=> MnO4NVc1OTFyOUK=
RAW 264 cells MkLtSpVv[3Srb36gZZN{[Xl? NXzoVFlmOjRiaB?= NHLiRZZKdmirYnn0bY9vKG:oIEGgeYcwdWxiTGDTMZN1cW23bHH0[YQhXE6IYXzwbIEh[WOldX31cIF1cW:wIHnuJHJCXyB{NkSgZ4VtdHNiYX\0[ZIhOjRiaILzMEBKSzVyPUG4MlEh|ryP NXrSOWUxOTd|MkCyOFY>
mouse RAW264.7 cells M4\hWGZ2dmO2aX;uJIF{e2G7 MXGyOEBp MkHCRY51cWmwZnzhcY1ifG:{eTDhZ5Rqfmm2eTDpckBud3W|ZTDSRXczPjRwNzDj[YxteyCjc4Pld5Nm\CCjczDpcohq[mm2aX;uJI9nKEySUz3pcoR2[2WmIGTOSoFteGijIIDyc4R2[3Srb36geJJm[XSnZDCyJIhzeyCkZX\vdoUhVFCVIHPoZYxt\W6pZTDt[YF{fXKnZDDh[pRmeiB{NDDodpMh[nliRVzJV2EtKEmFNUC9NVkvOSEQvF2= MmnwNlEzQDh5Mke=
HEK293 cells NFPBe2ZHfW6ldHnvckBie3OjeR?= MWXBcpRi\2:waYP0JIFkfGm4aYT5JIF1KGi3bXHuJJJm[2:vYnnuZY51KEy[UnLleIEh\XiycnXzd4VlKGmwIFjFT|I6OyClZXzsd{BjgSCudXPp[oVz[XOnIILldI9zfGW{IHflcoUh[XO|YYmsJGlEPTB;MkKg{txO M3GxclE5OzR|MUK2
3T3 cells NXjXcnFlS3m2b4TvfIlkyqCjc4PhfS=> M2fTWmN6fG:2b4jpZ{Bm\m[nY4Sgc44hO1R|IHPlcIx{NCCLQ{WwQVI1KM7:TR?= MUK4NlAyPjB|
human MCF7 cells NYDKTllbTnWwY4Tpc44h[XO|YYm= NUDmNYpwPiCq M1T4U2lvcGmkaYTpc44hd2ZicHjvdoJwdCCnc4Tldk1qdmS3Y3XkJI9zdmm2aHnu[UBl\WOjcnLvfJlt[XOnIHnuJIh2dWGwIF3DSlch[2WubIOgZYZ1\XJiNjDodpMtKEmFNUC9NlYh|ryP NXyzdGRzOTByN{W3OFI>
WiDr human colon cells MorxR5l1d3SxeHnjxsBie3OjeR?= NVj6c2JqS3m2b4TvfIlkKGWoZnXjeEBwdiCZaVTyJIh2dWGwIHPvcI9vKGOnbHzzMEBKSzVyPUK3Mlch|ryP M1i4ZlgzODF4MEO=
NHEM cells M3rTd2Z2dmO2aX;uJIF{e2G7 MYq3NkBp NUfINlFTUW6qaXLpeIlwdiCxZjDt[YxidmmwIIP5cpRp\XOrczDpckBPUEWPIHPlcIx{KGG|c3Xzd4VlKGG|IGuxOGNefGirb4XyZYNqdCCrbnPvdpBwemG2aX;uJIFnfGW{IEeyJIhzeyCkeTDsbZF2cWRic3PpcpRqdGyjdHnvckBkd3WwdHnu[{whUUN3ME2yPU4zKM7:TR?= MV[xPVE{Ojl|NB?=
human BxPC3 cell NV;vbZp[WHKxbHnm[ZJifGmxbjDhd5NigQ>? Ml7mRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCEeGDDN{Bk\WyuIHzpcoUh[nliTWTUJIF{e2G7LDDJR|UxRTNyIN88US=> M1HJXVE3Pzh7N{O3
human LNCAP cells MV3DfZRwfG:6aXRCpIF{e2G7 NWnmWodDPzJiaB?= NYXzOY9HS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hVE6FQWCgZ4VtdHNiYX\0[ZIhPzJiaILzJIJ6KFOUQjDhd5NigSxiSVO1NF0{OC54NTFOwG0> M4e3[|IyOTJ7OUe3
HEK293 cells M{T4d2Z2dmO2aX;uJIF{e2G7 MV\BcpRi\2:waYP0JIFkfGm4aYT5JIF1KGi3bXHuJJJm[2:vYnnuZY51KEy[UnHsdIhiKGW6cILld5Nm\CCrbjDISWszQTNiY3XscJMh[nlibIXjbYZmemG|ZTDy[ZBwenSncjDn[Y5mKGG|c3H5MEBKSzVyPUOxJO69VQ>? M3fwRVE5OzR|MUK2
human HCT116 cells MYXDfZRwfG:6aXRCpIF{e2G7 M{SzdFczKGh? NHXsOWNEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBJS1RzMU[gZ4VtdHNiYX\0[ZIhPzJiaILzJIJ6KE2WVDDhd5NigSxiSVO1NF0{PC57IN88US=> NHPMcYYzOTF{OUm3Oy=>
human AGS cells NI\2XYpEgXSxdH;4bYPDqGG|c3H5 MmG5O|IhcA>? MlHCR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gRWdUKGOnbHzzJIFnfGW{IEeyJIhzeyCkeTDNWHQh[XO|YYmsJGlEPTB;NEGuOlch|ryP M13jZ|IyOTJ7OUe3
human PC3 cells MlziVJJwdGmoZYLheIlwdiCjc4PhfS=> M{\ZbVQ5KGh? M322WWFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgZY5lem:pZX6gdoVk\XC2b4Kt[IVncWOrZX70JIh2dWGwIGDDN{Bk\WyuczDpcoN2[mG2ZXSge4l1cCByLk[gcm0hd2ZiZYP0doFlcW:uIHHu[EAxNjdibl2gc4YhfGW|dH;zeIVzd26nIHHmeIVzKDR6IHjyd{BjgSC|dXzmc5Jpd2SjbXnu[UBDKGG|c3H5MEBIUTVyPUSyMlY2QCEQvF2= NWD5dnFyOjF3MUOyO|U>
human A549 cells NEn2XFhEgXSxdH;4bYPDqGG|c3H5 MXG3NkBp M3fZWmN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGE2PDliY3XscJMh[W[2ZYKgO|IhcHK|IHL5JHNTSiCjc4PhfUwhUUN3ME20N{4xQSEQvF2= Mkm1NlEyOjl7N{e=
human BT20 cell MYjQdo9tcW[ncnH0bY9vKGG|c3H5 NUDNTYZ1SW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDCWFIxKGOnbHygcIlv\SCkeTDNWHQh[XO|YYmsJGlEPTB;NE[g{txO MV[xOlc5QTd|Nx?=
human DU145 cells M3nOPGN6fG:2b4jpZ:Kh[XO|YYm= M17nOFczKGh? MkT4R5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gSHUyPDViY3XscJMh[W[2ZYKgO|IhcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME20O{4zQSEQvF2= MnHzNlEyOjl7N{e=
human U937 cells M1fNPHBzd2yrZnXyZZRqd25iYYPzZZk> MWO3NkBp M4n1UGFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5iVUmzO{Bk\WyuczDh[pRmeiB5MjDodpMh[nliV2PUMVgh[XO|YYmsJGlEPTB;NEig{txO NF7zcpEyPzF3OEC1OC=>
human MOLT3 cells M1XEXmdzd3e2aDDpcohq[mm2aX;uJIF{e2G7 MVS0PEBp MVjHdo94fGhiaX7obYJqfGmxbjDv[kBpfW2jbjDNU2xVOyClZXzsd{Bi\nSncjC0PEBpenN? M3\SV|E5OTZ|NUi5
human T47D cells NFHiVVBHfW6ldHnvckBie3OjeR?= NF;uOlNGe3S{b3flcolkKGGldHn2bZR6KGmwIHj1cYFvKFR2N1SgZ4VtdHNiYYPz[ZN{\WRiYYOg[JJ2\yCuZY\lcEBk[XW|aX7nJJN1cW23bHH0bY9vKG:oIHPlcIwheHKxbHnm[ZJifGmxbjDldZVqfmGuZX70JJRwKDFyIIDNJIV{fHKjZHnvcEBjgSCjbHHtZZIh[my3ZTDhd5NigQ>? NEewUXMyPTd6N{SzOi=>
human MDA-kb2 cells MUjGeY5kfGmxbjDhd5NigQ>? MmLpRYdwdmm|dDDhZ5Rqfmm2eTDheEBidmS{b3flckBz\WOncITvdkBqdiCqdX3hckBOTEFva3KyJINmdGy|IHHzd4V{e2WmIHHzJJN1cW23bHH0bY9vKG:oIHz1Z4ln\XKjc3WgZYN1cX[rdImgZpkhdHWlaX\ldoF{\SC{ZYDvdpRmeiCpZX7lJIF{e2G7 MmH1NVk2QTJ{NEW=
human MCF7 cells M1ew[WZ2dmO2aX;uJIF{e2G7 NY\1WnoyOC5zLUKwJO69VQ>? MkDOOEBl[Xm| NEHiV|JUfGmvdXzheIlwdiCxZjDndo94fGhiaX6gbJVu[W5iTVPGO{Bk\WyuczDheEAxNjFidH:gNlAhfU1iYX\0[ZIhPCCmYYnzJIJ6KE2WVDDhd5NigQ>? M3TofFI2ODd6M{G0
HUVE12 cells M2jL[mZ2dmO2aX;uJIF{e2G7 M334TXJmfmW{c3HsJI9nKGi7ZILv[4VvKHCncn;4bYRmNWmwZIXj[YQhVESKIHHjeIl3cXS7IHnuJIh2dWGwIFjVWmUyOiClZXzsdy=> MXixPFA3QDl6MB?=
human MCF7 cells MYTHdo94fGhiaX7obYJqfGmxbjDhd5NigQ>? Mn:xNlAuOTByIN88US=> NIjyeJM1KGSjeYO= NFj3[2JIem:5dHigbY5pcWKrdHnvckBqdiCqdX3hckBOS0Z5IHPlcIx{KGG2IEKwJJRwKDFyMDD1UUBi\nSncjC0JIRigXNiYomgUXRVKGG|c3H5 NYjrZZBIOjVyN{izNVQ>
A431 cells MWLGeY5kfGmxbjDhd5NigQ>? NWrCNlRpPTBidH:gO|UhfU1? M1nlWFM3KGh? MmHmR4VtdCCleXPs[UBienKnc4SgbY4hcHWvYX6gRVQ{OSClZXzsd{Bie3Onc4Pl[EBieyCmZXPy[YF{\SCrbjDhZ4N2dXWuYYTpc44h[XRiR{CvS|EheGijc3WgZZQhPTBidH:gO|UhfU1iYX\0[ZIhOzZiaILzJIJ6KHC{b4Dp[Il2dSCrb3Tp[IUhe3SjaX7pcocu[mG|ZXSg[oxwfyCleYTvcYV1emmlIHHuZYx6e2m| MYiyOFQ2PjByNB?=
human SKBR3 cells Mm\XSpVv[3Srb36gZZN{[Xl? M4HUclUxKHSxIEe1JJVO NVvUc2hWOzZiaB?= NY\Jc3BqS2WubDDjfYNt\SCjcoLld5QhcW5iaIXtZY4hW0uEUkOgZ4VtdHNiYYPz[ZN{\WRiYYOg[IVkemWjc3WgbY4h[WOldX31cIF1cW:wIHH0JGcxN0dzIIDoZZNmKGG2IEWwJJRwKDd3IIXNJIFnfGW{IEO2JIhzeyCkeTDwdo9xcWSrdX2gbY9lcWSnIIP0ZYlvcW6pLXLhd4VlKG[ub4egZ5l1d22ndILpZ{BidmGueYPpdy=> MWWyOFQ2PjByNB?=

... 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
Synonyms N/A

Bio Calculators

Molarity Calculator

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Calculate the mass, volume or concentration required for a solution. The Selleck molarity calculator is based on the following equation:

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Molecular Weight Calculator

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Clinical Trial Information

NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT01489813 Not yet recruiting Bladder Cancer Emory University July 31, 2017 Phase 2
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 Recruiting Cancer St. Justines Hospital July 2015 Phase 1|Phase 2
NCT02796794 Recruiting Sepsis TC Erciyes University June 2015 Phase 4
NCT01982578 Recruiting Alzheimers Disease Fundación para la Investigación del Hospital Clínico de Valencia|University of Valencia November 2013 --
NCT01985763 Completed Colon Cancer|Rectal Cancer|Colorectal Cancer Sofya Pintova|DSM Nutritional Products, Inc.|Icahn School of Medicine at Mount Sinai November 2013 Phase 1|Phase 2

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