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 MX7GeY5kfGmxbjDhd5NigQ>? MmTXSIl{eGyjY3Xt[Y51KG:oIGuzTH0yP2KndHGt[ZN1emGmaX;sJIZzd21icnXjc41jcW6jboSgbJVu[W5iRWLi[ZRiKGW6cILld5Nm\CCrbjCyPVNVKGOnbHzzMEBKSzVyPUCuNFAyOyEQvF2= MlTYNVYzOTl2NkO=
HeLa cells NW\ue3d1TnWwY4Tpc44h[XO|YYm= NVrucoc1SWO2aY\heIlwdiCxZjDld5Rzd2enbjDy[ZNxd26|ZTDlcIVu\W62IHnuJGhmVGFiY3XscJMhe3SjYnz5JJRz[W6|ZnXjeIVlKHerdHigbJVu[W5iRYP0do9o\W5icnXj[ZB1d3JiYnX0ZUwhTUN3ME2wMlAxPDFizszN MUWxNVkxPjJ6MB?=
human Ishikawa cells NVW3fJZsTnWwY4Tpc44h[XO|YYm= MoPDOEBl[Xm| MYDFd5Rzd2enbnnjJIFkfGm4aYT5JIlvKGi3bXHuJGl{cGmtYYfhJINmdGy|IHHzd4V{e2WmIHHzJIlv\HWldHnvckBw\iCjbHvhcIlv\SCyaH;zdIhifGG|ZTDhZ5Rqfmm2eTDh[pRmeiB2IHThfZMh[nlicHHyZU1vcXS{b4Do[Y5wdCC{ZXzlZZNmKGG|c3H5MEBKSzVyPUCuOVEh|ryP NVjDc2JJOTJ3MEKzNFc>
human MCF7 cells M{Tr[2N6fG:2b4jpZ:Kh[XO|YYm= MWK0PEBp NFz4S3ZEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBOS0Z5IHPlcIx{KGGodHXyJFQ5KGi{czDifUBOXFRiYYPzZZktKEmFNUC9NUDPxE1? NU\M[nBJOjB6MUO1NlQ>
NIH3T3 cells MkLxSpVv[3Srb36gZZN{[Xl? NFm0S4lC\2:waYP0JIFkfGm4aYT5JIF1KEOIVGKt[IVtfGGINUC4JI12fGGwdDDlfJBz\XO|ZXSgbY4hVkmKM2SzJINmdGy|IHHzd4V{e2WmIHHzJIlv[3KnYYPlJIlvKG[xcoPrc4xqdi2|dHnteYxifGWmIHP1dpJmdnRuIFXDOVA:PC52IN88US=> NXTBeIQ2OTh3OUW2PVY>
human HL60 cells NVXhRmUzTnWwY4Tpc44h[XO|YYm= M{CwdFI1KGh? MkS4RY51cWyndXvlcYlkKGGldHn2bZR6KGGpYXnud5QhcHWvYX6gTGw3OCClZXzsd{Bi\nSncjCyOEBpenNiYomgZ4xwdm:pZX7pZ{Bie3OjeTygUGM2OD14LkOg{txO MWSxPFE3OzV6OR?=
mouse L1210 cells Ml31SpVv[3Srb36gZZN{[Xl? M{fJRlI1KGh? Ml3vRY51cWyndXvlcYlkKGGldHn2bZR6KGGpYXnud5QhdW:3c3WgUFEzOTBiY3XscJMh[W[2ZYKgNlQhcHK|IHL5JINtd26xZ3XubYMh[XO|YYmsJGxEPTB;Nj61JO69VQ>? NVLlNGNlOThzNkO1PFk>
MDCK cells  NXPUeINITnWwY4Tpc44h[XO|YYm= MWnJcohq[mm2aX;uJI9nKEKFUmCg[ZhxemW|c3XkJIlvKE2GQ1ugZ4VtdHNidYPpcochUG:nY3jzeEA{OzN2MjDzeIFqdmmwZzygTWM2OD14Lkmg{txO NX7KeVJIOjF|NUS4NFA>
human MOLT3 cells MnXnSpVv[3Srb36gZZN{[Xl? MlvONlQhcA>? NH7vZoNCdnSrbHX1b4VucWNiYXP0bZZqfHliYXfhbY5{fCCqdX3hckBOV0yWMzDj[YxteyCjZoTldkAzPCCqcoOgZpkh[2yxbn;n[Y5q[yCjc4PhfUwhVEN3ME23MlUh|ryP NV;mUGVzOThzNkO1PFk>
ANN-1 cells NHeyNJlEgXSxdH;4bYPDqGG|c3H5 NHi2PItEgXSxdH;4bYMh\W[oZXP0JI9vKHZvYXLsJJRz[W6|Zn;ycYVlKG23cnnu[UBCVk5vMTDj[YxteyxiSVO1NF05KM7:TR?= MVW4NlAyPjB|
human MCF7 cells MmXVVJJwdGmoZYLheIlwdiCjc4PhfS=> M{Hwe2FvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4Sg[ZN1em:pZX6gdoVk\XC2b4Kg[ZhxemW|c3nu[{BpfW2jbjDNR2Y4KGOnbHzzMEBIUTVyPUGwJO69VQ>? MmDGNVk5OTh4MUK=
human Raji cells MmLESpVv[3Srb36gZZN{[Xl? NH;6dmszPCCq NY\YUXhbSW62aXzleYtmdWmlIHHjeIl3cXS7IHHnZYlve3RiaIXtZY4hWmGsaTDj[YxteyCjZoTldkAzPCCqcoOgZpkh[2yxbn;n[Y5q[yCjc4PhfUwhVEN3ME2xN{44KM7:TR?= NY\BbGhMOThzNkO1PFk>
human LoVo cells NHjjc5dEgXSxdH;4bYPDqGG|c3H5 NVqwNG9xPzJiaB?= MYDDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDMc3ZwKGOnbHzzJIFnfGW{IEeyJIhzeyCkeTDNWHQh[XO|YYmsJGlEPTB;MUWuPFgh|ryP Ml;FNlEyOjl7N{e=
K562 cells NUKz[ItmT3Kxd4ToJIlvcGmkaYTpc44h[XO|YYm= NUDSPIZpPSCmYYnz M1HpeWdzd3e2aDDpcohq[mm2aX;uJI9nKEt3NkKgZ4VtdHNiYomgXHRVKGG|c3H5JIFnfGW{IEWg[IF6eyxiSVO1NF0yPy53NjFOwG0> M1:0NVE4PDFzMEmy
RAW 264 cells NHfHeGVHfW6ldHnvckBie3OjeR?= MYWyOEBp NVj4fFRqUW6qaXLpeIlwdiCxZjCxJJVoN22uIFzQV{1{fGmvdXzheIVlKFSQRnHsdIhiKGGlY4XteYxifGmxbjDpckBTSVdiMk[0JINmdGy|IHHmeIVzKDJ2IHjyd{whUUN3ME2xPE4yKM7:TR?= M4LpfVE4OzJyMkS2
mouse RAW264.7 cells MnO1SpVv[3Srb36gZZN{[Xl? M2n0VFI1KGh? Mm\ERY51cWmwZnzhcY1ifG:{eTDhZ5Rqfmm2eTDpckBud3W|ZTDSRXczPjRwNzDj[YxteyCjc4Pld5Nm\CCjczDpcohq[mm2aX;uJI9nKEySUz3pcoR2[2WmIGTOSoFteGijIIDyc4R2[3Srb36geJJm[XSnZDCyJIhzeyCkZX\vdoUhVFCVIHPoZYxt\W6pZTDt[YF{fXKnZDDh[pRmeiB{NDDodpMh[nliRVzJV2EtKEmFNUC9NVkvOSEQvF2= M3XzVlIyOjh6N{K3
HEK293 cells MXPGeY5kfGmxbjDhd5NigQ>? NVPmVZh6SW62YXfvcol{fCCjY4Tpeol1gSCjdDDoeY1idiC{ZXPvcYJqdmGwdDDMXHJj\XSjIHX4dJJme3OnZDDpckBJTUt{OUOgZ4VtdHNiYomgcJVkcW[ncnHz[UBz\XCxcoTldkBo\W6nIHHzd4F6NCCLQ{WwQVIzKM7:TR?= MXyxPFM1OzF{Nh?=
3T3 cells NGHY[Y1EgXSxdH;4bYPDqGG|c3H5 NFzTTolEgXSxdH;4bYMh\W[oZXP0JI9vKDOWMzDj[YxteyxiSVO1NF0zPCEQvF2= MmDYPFIxOTZyMx?=
human MCF7 cells M2HmSWZ2dmO2aX;uJIF{e2G7 Ml[3OkBp NWTpZoVbUW6qaXLpeIlwdiCxZjDwbI9z[m:uIHXzeIVzNWmwZIXj[YQhd3KwaYTobY5mKGSnY3HyZo95gWyjc3WgbY4hcHWvYX6gUWNHPyClZXzsd{Bi\nSncjC2JIhzeyxiSVO1NF0zPiEQvF2= NUntR5pGOTByN{W3OFI>
WiDr human colon cells NWKy[pFtS3m2b4TvfIlkyqCjc4PhfS=> NUCwUpZGS3m2b4TvfIlkKGWoZnXjeEBwdiCZaVTyJIh2dWGwIHPvcI9vKGOnbHzzMEBKSzVyPUK3Mlch|ryP MoGxPFIxOTZyMx?=
NHEM cells NVqwOFZWTnWwY4Tpc44h[XO|YYm= MoLpO|IhcA>? NWPMfWduUW6qaXLpeIlwdiCxZjDt[YxidmmwIIP5cpRp\XOrczDpckBPUEWPIHPlcIx{KGG|c3Xzd4VlKGG|IGuxOGNefGirb4XyZYNqdCCrbnPvdpBwemG2aX;uJIFnfGW{IEeyJIhzeyCkeTDsbZF2cWRic3PpcpRqdGyjdHnvckBkd3WwdHnu[{whUUN3ME2yPU4zKM7:TR?= MYmxPVE{Ojl|NB?=
human BxPC3 cell NVjBOWJkWHKxbHnm[ZJifGmxbjDhd5NigQ>? MYLBcpRqeHKxbHnm[ZJifGm4ZTDhZ5Rqfmm2eTDh[4FqdnO2IHj1cYFvKEK6UFOzJINmdGxibHnu[UBjgSCPVGSgZZN{[XluIFnDOVA:OzBizszN Mm[0NVY4QDl5M{e=
human LNCAP cells MkfXR5l1d3SxeHnjxsBie3OjeR?= M2PrNVczKGh? MWDDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDMUmNCWCClZXzsd{Bi\nSncjC3NkBpenNiYomgV3JDKGG|c3H5MEBKSzVyPUOwMlY2KM7:TR?= NV7wbXI6OjFzMkm5O|c>
HEK293 cells NHnP[Y9HfW6ldHnvckBie3OjeR?= NFjSV|RCdnSjZ3;ubZN1KGGldHn2bZR6KGG2IHj1cYFvKHKnY3;tZolv[W62IFzYVoFteGijIHX4dJJme3OnZDDpckBJTUt{OUOgZ4VtdHNiYomgcJVkcW[ncnHz[UBz\XCxcoTldkBo\W6nIHHzd4F6NCCLQ{WwQVMyKM7:TR?= NVnQTJM{OTh|NEOxNlY>
human HCT116 cells M2XBXmN6fG:2b4jpZ:Kh[XO|YYm= M3TjVFczKGh? M1HFSGN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGhEXDFzNjDj[YxteyCjZoTldkA4OiCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVM1NjlizszN NVTkW3E{OjFzMkm5O|c>
human AGS cells MlXQR5l1d3SxeHnjxsBie3OjeR?= M{PMelczKGh? NYfqTnl[S3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hSUeVIHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9OFEvPjdizszN M{DzTVIyOTJ7OUe3
human PC3 cells NX2ze5JDWHKxbHnm[ZJifGmxbjDhd5NigQ>? M{OxblQ5KGh? Mn;oRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDhcoRzd2enbjDy[YNmeHSxcj3k[YZq[2mnboSgbJVu[W5iUFOzJINmdGy|IHnuZ5Vj[XSnZDD3bZRpKDBwNjDuUUBw\iCnc4TyZYRqd2xiYX7kJFAvPyCwTTDv[kB1\XO2b4P0[ZJwdmViYX\0[ZIhPDhiaILzJIJ6KHO3bH\vdohw\GGvaX7lJGIh[XO|YYmsJGdKPTB;NEKuOlU5KM7:TR?= NXXDU4tjOjF3MUOyO|U>
human A549 cells NHX4dmlEgXSxdH;4bYPDqGG|c3H5 NFftWVc4OiCq Mn3PR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gRVU1QSClZXzsd{Bi\nSncjC3NkBpenNiYomgV3JDKGG|c3H5MEBKSzVyPUSzMlA6KM7:TR?= NIW0V5UzOTF{OUm3Oy=>
human BT20 cell NHXlfIJRem:uaX\ldoF1cW:wIHHzd4F6 NV\CbpY5SW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDCWFIxKGOnbHygcIlv\SCkeTDNWHQh[XO|YYmsJGlEPTB;NE[g{txO MVixOlc5QTd|Nx?=
human DU145 cells NEDzdXJEgXSxdH;4bYPDqGG|c3H5 MYq3NkBp NWPOSJlzS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hTFVzNEWgZ4VtdHNiYX\0[ZIhPzJiaILzJIJ6KE2WVDDhd5NigSxiSVO1NF01Py5{OTFOwG0> NWXRe2ZROjFzMkm5O|c>
human U937 cells NH\1VWZRem:uaX\ldoF1cW:wIHHzd4F6 NEPoS5I4OiCq MWDBcpRqeHKxbHnm[ZJifGm4ZTDhZ5Rqfmm2eTDh[4FqdnO2IHj1cYFvKFV7M{egZ4VtdHNiYX\0[ZIhPzJiaILzJIJ6KFeVVD24JIF{e2G7LDDJR|UxRTR6IN88US=> M{TWOlE4OTV6MEW0
human MOLT3 cells M3HZS2dzd3e2aDDpcohq[mm2aX;uJIF{e2G7 NYL1O3Y2PDhiaB?= NEjueWJIem:5dHigbY5pcWKrdHnvckBw\iCqdX3hckBOV0yWMzDj[YxteyCjZoTldkA1QCCqcoO= NYnCb|BmOThzNkO1PFk>
human T47D cells NULmUI9RTnWwY4Tpc44h[XO|YYm= NV;0N2h4TXO2cn;n[Y5q[yCjY4Tpeol1gSCrbjDoeY1idiCWNEfEJINmdGy|IHHzd4V{e2WmIHHzJIRzfWdibHX2[Ywh[2G3c3nu[{B{fGmvdXzheIlwdiCxZjDj[YxtKHC{b3zp[oVz[XSrb36g[ZF2cX[jbHXueEB1dyBzMDDwUUBme3S{YXTpc4wh[nliYXzhcYFzKGKudXWgZZN{[Xl? M4DaVlE2Pzh5NEO2
human MDA-kb2 cells MWPGeY5kfGmxbjDhd5NigQ>? M3vXcmFod26rc4SgZYN1cX[rdImgZZQh[W6mcn;n[Y4hemWlZYD0c5IhcW5iaIXtZY4hVUSDLXviNkBk\WyuczDhd5Nme3OnZDDhd{B{fGmvdXzheIlwdiCxZjDseYNq\mW{YYPlJIFkfGm4aYT5JIJ6KGy3Y3nm[ZJie2VicnXwc5J1\XJiZ3Xu[UBie3OjeR?= NV:wfIRzOTl3OUKyOFU>
human MCF7 cells MWPGeY5kfGmxbjDhd5NigQ>? NHnvXJIxNjFvMkCg{txO NWHve5NTPCCmYYnz NH3pRYtUfGmvdXzheIlwdiCxZjDndo94fGhiaX6gbJVu[W5iTVPGO{Bk\WyuczDheEAxNjFidH:gNlAhfU1iYX\0[ZIhPCCmYYnzJIJ6KE2WVDDhd5NigQ>? M{HxT|I2ODd6M{G0
HUVE12 cells NFT2PGdHfW6ldHnvckBie3OjeR?= NFLBdG5T\X[ncoPhcEBw\iCqeXTyc4dmdiCyZYLvfIll\S2rbnT1Z4VlKEyGSDDhZ5Rqfmm2eTDpckBpfW2jbjDIWXZGOTJiY3XscJM> MnfSNVgxPjh7OEC=
human MCF7 cells MkT6S5Jwf3SqIHnubIljcXSrb36gZZN{[Xl? MVqyNE0yODBizszN NIXaZo41KGSjeYO= NELHdlRIem:5dHigbY5pcWKrdHnvckBqdiCqdX3hckBOS0Z5IHPlcIx{KGG2IEKwJJRwKDFyMDD1UUBi\nSncjC0JIRigXNiYomgUXRVKGG|c3H5 NVLyN4dWOjVyN{izNVQ>
A431 cells MYjGeY5kfGmxbjDhd5NigQ>? MU[1NEB1dyB5NTD1US=> M2jRVFM3KGh? M174OmNmdGxiY4njcIUh[XK{ZYP0JIlvKGi3bXHuJGE1OzFiY3XscJMh[XO|ZYPz[YQh[XNiZHXjdoVie2ViaX6gZYNkfW23bHH0bY9vKGG2IFewM2cyKHCqYYPlJIF1KDVyIITvJFc2KHWPIHHmeIVzKDN4IHjyd{BjgSCycn;wbYRqfW1iaX;kbYRmKHO2YXnubY5oNWKjc3XkJIZtd3diY4n0c41mfHKrYzDhcoFtgXOrcx?= M2Xh[lI1PDV4MEC0
human SKBR3 cells NYPUN5RTTnWwY4Tpc44h[XO|YYm= NULjZ2FTPTBidH:gO|UhfU1? NXTtOHQ4OzZiaB?= M2nHbWNmdGxiY4njcIUh[XK{ZYP0JIlvKGi3bXHuJHNMSlJ|IHPlcIx{KGG|c3Xzd4VlKGG|IHTlZ5Jm[XOnIHnuJIFk[3WvdXzheIlwdiCjdDDHNE9IOSCyaHHz[UBifCB3MDD0c{A4PSC3TTDh[pRmeiB|NjDodpMh[nlicILvdIllcXWvIHnv[Ill\SC|dHHpcolv\y2kYYPl[EBndG:5IHP5eI9u\XS{aXOgZY5idHm|aYO= MXuyOFQ2PjByNB?=

... 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
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
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
NCT01982578 Unknown status Alzheimer''s Disease Fundación para la Investigación del Hospital Clínico de Valencia|University of Valencia November 2013 Not Applicable
NCT01628471 Completed Non Small Cell Lung Cancer Uman Pharma|DSM Nutritional Products Inc.|MDEIE Ministry Québec Government|INRS-Institut Armand Frappier Université du Québec November 2012 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