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 NH;SO4ZHfW6ldHnvckBie3OjeR?= M1Xq[2Rqe3CuYXPlcYVvfCCxZjDbN2heOTekZYThMYV{fHKjZHnvcEBnem:vIILlZ49u[mmwYX70JIh2dWGwIFXSZoV1[SCneIDy[ZN{\WRiaX6gNlk{XCClZXzsd{whUUN3ME2wMlAxOTNizszN NFfkfnoyPjJzOUS2Ny=>
HeLa cells NGfJZW5HfW6ldHnvckBie3OjeR?= MlfLRYN1cX[jdHnvckBw\iCnc4Tyc4dmdiC{ZYPwc45{\SCnbHXt[Y51KGmwIFjlUIEh[2WubIOgd5Ri[my7IITyZY5{\mWldHXkJJdqfGhiaIXtZY4hTXO2cn;n[Y4hemWlZYD0c5Ih[mW2YTygSWM2OD1yLkCwOFEh|ryP NVm2dlF2OTF7ME[yPFA>
human Ishikawa cells M{L2VWZ2dmO2aX;uJIF{e2G7 NITnd2k1KGSjeYO= MkLiSZN1em:pZX7pZ{Bi[3Srdnn0fUBqdiCqdX3hckBKe2ira3H3ZUBk\WyuczDhd5Nme3OnZDDhd{BqdmS3Y4Tpc44hd2ZiYXzrZYxqdmVicHjvd5Bp[XSjc3WgZYN1cX[rdImgZYZ1\XJiNDDkZZl{KGK7IIDhdoEudmm2cn;wbIVvd2xicnXs[YF{\SCjc4PhfUwhUUN3ME2wMlUyKM7:TR?= NGi1eJoyOjVyMkOwOy=>
human MCF7 cells NILq[GREgXSxdH;4bYPDqGG|c3H5 MlrnOFghcA>? MmTNR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gUWNHPyClZXzsd{Bi\nSncjC0PEBpenNiYomgUXRVKGG|c3H5MEBKSzVyPUGg{txO Ml\wNlA5OTN3MkS=
NIH3T3 cells NUnT[otwTnWwY4Tpc44h[XO|YYm= MkTVRYdwdmm|dDDhZ5Rqfmm2eTDheEBETlSULXTlcJRiTjVyODDteZRidnRiZYjwdoV{e2WmIHnuJG5KUDOWMzDj[YxteyCjc4Pld5Nm\CCjczDpcoNz\WG|ZTDpckBnd3K|a3;sbY4ue3SrbYXsZZRm\CCldYLy[Y51NCCHQ{WwQVQvPCEQvF2= NELYRYMyQDV7NU[5Oi=>
human HL60 cells Mnn2SpVv[3Srb36gZZN{[Xl? NWTBVGNHOjRiaB?= MVnBcpRqdGW3a3XtbYMh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDIUFYxKGOnbHzzJIFnfGW{IEK0JIhzeyCkeTDjcI9vd2enbnnjJIF{e2G7LDDMR|UxRTZwMzFOwG0> NIHtRXgyQDF4M{W4PS=>
mouse L1210 cells NV3oZVlVTnWwY4Tpc44h[XO|YYm= M13DUVI1KGh? NIjDWFdCdnSrbHX1b4VucWNiYXP0bZZqfHliYXfhbY5{fCCvb4Xz[UBNOTJzMDDj[YxteyCjZoTldkAzPCCqcoOgZpkh[2yxbn;n[Y5q[yCjc4PhfUwhVEN3ME22MlUh|ryP MUixPFE3OzV6OR?=
MDCK cells  NFjsTpNHfW6ldHnvckBie3OjeR?= M1LITWlvcGmkaYTpc44hd2ZiQlPSVEBmgHC{ZYPz[YQhcW5iTVTDT{Bk\WyuczD1d4lv\yCKb3XjbJN1KDN|M{SyJJN1[WmwaX7nMEBKSzVyPU[uPUDPxE1? MWeyNVM2PDhyMB?=
human MOLT3 cells Mnm4SpVv[3Srb36gZZN{[Xl? NITZV2kzPCCq NUSwb|JvSW62aXzleYtmdWmlIHHjeIl3cXS7IHHnZYlve3RiaIXtZY4hVU:OVEOgZ4VtdHNiYX\0[ZIhOjRiaILzJIJ6KGOub37v[4VvcWNiYYPzZZktKEyFNUC9O{42KM7:TR?= NIPSXFUyQDF4M{W4PS=>
ANN-1 cells Ml7lR5l1d3SxeHnjxsBie3OjeR?= MWDDfZRwfG:6aXOg[YZn\WO2IH;uJJYu[WKuIITyZY5{\m:{bXXkJI12emmwZTDBUm4uOSClZXzsd{whUUN3ME24JO69VQ>? NV23[W5{QDJyMU[wNy=>
human MCF7 cells NIfBT4ZRem:uaX\ldoF1cW:wIHHzd4F6 MYTBcpRqeHKxbHnm[ZJifGm4ZTDhZ5Rqfmm2eTDh[4FqdnO2IHXzeJJw\2WwIILlZ4VxfG:{IHX4dJJme3OrbnegbJVu[W5iTVPGO{Bk\WyuczygS2k2OD1zMDFOwG0> MoLkNVk5OTh4MUK=
human Raji cells NVHJXZBXTnWwY4Tpc44h[XO|YYm= MWeyOEBp Mn\nRY51cWyndXvlcYlkKGGldHn2bZR6KGGpYXnud5QhcHWvYX6gVoFrcSClZXzsd{Bi\nSncjCyOEBpenNiYomgZ4xwdm:pZX7pZ{Bie3OjeTygUGM2OD1zMz63JO69VQ>? NHTtZ5UyQDF4M{W4PS=>
human LoVo cells NWe0cmFJS3m2b4TvfIlkyqCjc4PhfS=> M{\FclczKGh? M1XXfGN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGxwXm9iY3XscJMh[W[2ZYKgO|IhcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME2xOU45QCEQvF2= MnHSNlEyOjl7N{e=
K562 cells NWfzWJM6T3Kxd4ToJIlvcGmkaYTpc44h[XO|YYm= Ml7XOUBl[Xm| MnzQS5Jwf3SqIHnubIljcXSrb36gc4YhUzV4MjDj[YxteyCkeTDYWHQh[XO|YYmgZYZ1\XJiNTDkZZl{NCCLQ{WwQVE4NjV4IN88US=> NF3pXFYyPzRzMUC5Ni=>
RAW 264 cells M{O2PWZ2dmO2aX;uJIF{e2G7 NUjoT3lpOjRiaB?= MX7Jcohq[mm2aX;uJI9nKDFidXevcYwhVFCVLYP0bY12dGG2ZXSgWG5H[WyyaHGgZYNkfW23bHH0bY9vKGmwIGLBW{AzPjRiY3XscJMh[W[2ZYKgNlQhcHK|LDDJR|UxRTF6LkGg{txO MVKxO|MzODJ2Nh?=
mouse RAW264.7 cells NGmzTldHfW6ldHnvckBie3OjeR?= Mo\6NlQhcA>? MXzBcpRqcW6obHHtcYF1d3K7IHHjeIl3cXS7IHnuJI1wfXOnIGLBW|I3PC55IHPlcIx{KGG|c3Xzd4VlKGG|IHnubIljcXSrb36gc4YhVFCVLXnu[JVk\WRiVF7GZYxxcGFicILv[JVkfGmxbjD0doVifGWmIEKgbJJ{KGKnZn;y[UBNWFNiY3jhcIxmdmenIH3lZZN2emWmIHHmeIVzKDJ2IHjyd{BjgSCHTFnTRUwhUUN3ME2xPU4yKM7:TR?= NV21cHg3OjF{OEi3Nlc>
HEK293 cells Mn;aSpVv[3Srb36gZZN{[Xl? NHPOeJZCdnSjZ3;ubZN1KGGldHn2bZR6KGG2IHj1cYFvKHKnY3;tZolv[W62IFzYVoJmfGFiZYjwdoV{e2WmIHnuJGhGUzJ7MzDj[YxteyCkeTDseYNq\mW{YYPlJJJmeG:{dHXyJIdmdmViYYPzZZktKEmFNUC9NlIh|ryP MnL6NVg{PDNzMk[=
3T3 cells NYXEenpHS3m2b4TvfIlkyqCjc4PhfS=> NE\STFBEgXSxdH;4bYMh\W[oZXP0JI9vKDOWMzDj[YxteyxiSVO1NF0zPCEQvF2= NHvTXYI5OjBzNkCz
human MCF7 cells M2T4[2Z2dmO2aX;uJIF{e2G7 M4O3bFYhcA>? NIfEZXNKdmirYnn0bY9vKG:oIIDoc5Jjd2xiZYP0[ZIucW6mdXPl[EBwem6rdHjpcoUh\GWlYYLic5h6dGG|ZTDpckBpfW2jbjDNR2Y4KGOnbHzzJIFnfGW{IE[gbJJ{NCCLQ{WwQVI3KM7:TR?= M{fVbVExODd3N{Sy
WiDr human colon cells M4DjT2N6fG:2b4jpZ:Kh[XO|YYm= MYrDfZRwfG:6aXOg[YZn\WO2IH;uJHdqTHJiaIXtZY4h[2:ub36gZ4VtdHNuIFnDOVA:OjdwNzFOwG0> NXzoUZl6QDJyMU[wNy=>
NHEM cells NHXmNZRHfW6ldHnvckBie3OjeR?= MYC3NkBp NGrWdWdKdmirYnn0bY9vKG:oIH3lcIFvcW5ic4nueIhme2m|IHnuJG5JTU1iY3XscJMh[XO|ZYPz[YQh[XNiW{G0R311cGmxdYLhZ4ltKGmwY3;ydI9z[XSrb36gZYZ1\XJiN{KgbJJ{KGK7IHzpdZVq\CC|Y3nueIltdGG2aX;uJINwfW62aX7nMEBKSzVyPUK5MlIh|ryP MnrRNVkyOzJ7M{S=
human BxPC3 cell NYrIV5RYWHKxbHnm[ZJifGmxbjDhd5NigQ>? NGfWWoNCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIFL4VGM{KGOnbHygcIlv\SCkeTDNWHQh[XO|YYmsJGlEPTB;M{Cg{txO NYLEW444OTZ5OEm3N|c>
human LNCAP cells M{O5OGN6fG:2b4jpZ:Kh[XO|YYm= M4n3bVczKGh? M1;2NGN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGxPS0GSIHPlcIx{KGGodHXyJFczKGi{czDifUBUWkJiYYPzZZktKEmFNUC9N|AvPjVizszN MmHSNlEyOjl7N{e=
HEK293 cells MmDsSpVv[3Srb36gZZN{[Xl? M1HnXmFvfGGpb37pd5Qh[WO2aY\peJkh[XRiaIXtZY4hemWlb33ibY5idnRiTGjSZYxxcGFiZYjwdoV{e2WmIHnuJGhGUzJ7MzDj[YxteyCkeTDseYNq\mW{YYPlJJJmeG:{dHXyJIdmdmViYYPzZZktKEmFNUC9N|Eh|ryP NUL4VoQ6OTh|NEOxNlY>
human HCT116 cells NULl[IdjS3m2b4TvfIlkyqCjc4PhfS=> MUK3NkBp NUHNOmI2S3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hUEOWMUG2JINmdGy|IHHmeIVzKDd{IHjyd{BjgSCPVGSgZZN{[XluIFnDOVA:OzRwOTFOwG0> NIfMfnQzOTF{OUm3Oy=>
human AGS cells NGH3[nFEgXSxdH;4bYPDqGG|c3H5 MneyO|IhcA>? NHrzcoZEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBCT1NiY3XscJMh[W[2ZYKgO|IhcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME20NU43PyEQvF2= NYDiW4NvOjFzMkm5O|c>
human PC3 cells MlzPVJJwdGmoZYLheIlwdiCjc4PhfS=> M{fMdlQ5KGh? NY\lbWlZSW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBidmS{b3flckBz\WOncITvdk1l\W[rY3nlcpQhcHWvYX6gVGM{KGOnbHzzJIlv[3WkYYTl[EB4cXSqIECuOkBvVSCxZjDld5Rz[WSrb3ygZY5lKDBwNzDuUUBw\iC2ZYP0c5N1\XKxbnWgZYZ1\XJiNEigbJJ{KGK7IIP1cIZwemixZHHtbY5mKEJiYYPzZZktKEeLNUC9OFIvPjV6IN88US=> NX24UoZjOjF3MUOyO|U>
human A549 cells NV2wU|J[S3m2b4TvfIlkyqCjc4PhfS=> NGWwSFc4OiCq M{HXW2N6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGE2PDliY3XscJMh[W[2ZYKgO|IhcHK|IHL5JHNTSiCjc4PhfUwhUUN3ME20N{4xQSEQvF2= NHrIeIIzOTF{OUm3Oy=>
human BT20 cell M1H0cnBzd2yrZnXyZZRqd25iYYPzZZk> MoHQRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCEVEKwJINmdGxibHnu[UBjgSCPVGSgZZN{[XluIFnDOVA:PDZizszN M4LkclE3Pzh7N{O3
human DU145 cells MWrDfZRwfG:6aXRCpIF{e2G7 M{G1NVczKGh? NX3YTlg{S3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hTFVzNEWgZ4VtdHNiYX\0[ZIhPzJiaILzJIJ6KE2WVDDhd5NigSxiSVO1NF01Py5{OTFOwG0> NVPwOmlPOjFzMkm5O|c>
human U937 cells NHLzNVVRem:uaX\ldoF1cW:wIHHzd4F6 M3j3cVczKGh? M3KzR2FvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5iVUmzO{Bk\WyuczDh[pRmeiB5MjDodpMh[nliV2PUMVgh[XO|YYmsJGlEPTB;NEig{txO MlLKNVcyPThyNUS=
human MOLT3 cells MV;Hdo94fGhiaX7obYJqfGmxbjDhd5NigQ>? MVO0PEBp M33ZUmdzd3e2aDDpcohq[mm2aX;uJI9nKGi3bXHuJG1QVFR|IHPlcIx{KGGodHXyJFQ5KGi{cx?= NUfVNFc1OThzNkO1PFk>
human T47D cells NUDS[oxGTnWwY4Tpc44h[XO|YYm= M3jyWmV{fHKxZ3XubYMh[WO2aY\peJkhcW5iaIXtZY4hXDR5RDDj[YxteyCjc4Pld5Nm\CCjczDkdpVoKGyndnXsJINifXOrbnegd5RqdXWuYYTpc44hd2ZiY3XscEBxem:uaX\ldoF1cW:wIHXxeYl3[WynboSgeI8hOTBicF2g[ZN1emGmaX;sJIJ6KGGuYX3hdkBjdHWnIHHzd4F6 MUKxOVc5PzR|Nh?=
human MDA-kb2 cells NUfhUXJkTnWwY4Tpc44h[XO|YYm= MkDQRYdwdmm|dDDhZ5Rqfmm2eTDheEBidmS{b3flckBz\WOncITvdkBqdiCqdX3hckBOTEFva3KyJINmdGy|IHHzd4V{e2WmIHHzJJN1cW23bHH0bY9vKG:oIHz1Z4ln\XKjc3WgZYN1cX[rdImgZpkhdHWlaX\ldoF{\SC{ZYDvdpRmeiCpZX7lJIF{e2G7 MmPNNVk2QTJ{NEW=
human MCF7 cells NUDxfGpnTnWwY4Tpc44h[XO|YYm= NVHCPYJzOC5zLUKwJO69VQ>? NF75dog1KGSjeYO= M33CTnN1cW23bHH0bY9vKG:oIHfyc5d1cCCrbjDoeY1idiCPQ1[3JINmdGy|IHH0JFAvOSC2bzCyNEB2VSCjZoTldkA1KGSjeYOgZpkhVVSWIHHzd4F6 NWn1O20zOjVyN{izNVQ>
HUVE12 cells NGrwTnlHfW6ldHnvckBie3OjeR?= NY\O[INHWmW4ZYLzZYwhd2ZiaInkdo9o\W5icHXyc5hq\GVvaX7keYNm\CCORFigZYN1cX[rdImgbY4hcHWvYX6gTHVXTTF{IHPlcIx{ NWjRWpo4OThyNki5PFA>
human MCF7 cells NHq0ZWVIem:5dHigbY5pcWKrdHnvckBie3OjeR?= M{LnVFIxNTFyMDFOwG0> Mlv3OEBl[Xm| NFnrN|lIem:5dHigbY5pcWKrdHnvckBqdiCqdX3hckBOS0Z5IHPlcIx{KGG2IEKwJJRwKDFyMDD1UUBi\nSncjC0JIRigXNiYomgUXRVKGG|c3H5 MlXlNlUxPzh|MUS=
A431 cells NW\Z[JFzTnWwY4Tpc44h[XO|YYm= NFiwVVc2OCC2bzC3OUB2VQ>? Mmf4N|YhcA>? M2nlT2NmdGxiY4njcIUh[XK{ZYP0JIlvKGi3bXHuJGE1OzFiY3XscJMh[XO|ZYPz[YQh[XNiZHXjdoVie2ViaX6gZYNkfW23bHH0bY9vKGG2IFewM2cyKHCqYYPlJIF1KDVyIITvJFc2KHWPIHHmeIVzKDN4IHjyd{BjgSCycn;wbYRqfW1iaX;kbYRmKHO2YXnubY5oNWKjc3XkJIZtd3diY4n0c41mfHKrYzDhcoFtgXOrcx?= M4nUNlI1PDV4MEC0
human SKBR3 cells NVLy[WNHTnWwY4Tpc44h[XO|YYm= MYe1NEB1dyB5NTD1US=> NIj0[o8{PiCq M1TnPWNmdGxiY4njcIUh[XK{ZYP0JIlvKGi3bXHuJHNMSlJ|IHPlcIx{KGG|c3Xzd4VlKGG|IHTlZ5Jm[XOnIHnuJIFk[3WvdXzheIlwdiCjdDDHNE9IOSCyaHHz[UBifCB3MDD0c{A4PSC3TTDh[pRmeiB|NjDodpMh[nlicILvdIllcXWvIHnv[Ill\SC|dHHpcolv\y2kYYPl[EBndG:5IHP5eI9u\XS{aXOgZY5idHm|aYO= MUOyOFQ2PjByNB?=

... 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
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