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 Mm\TSpVv[3Srb36gZZN{[Xl? MYTEbZNxdGGlZX3lcpQhd2ZiW{PIYVE4[mW2YT3ld5Rz[WSrb3yg[pJwdSC{ZXPvcYJqdmGwdDDoeY1idiCHUnLleIEh\XiycnXzd4VlKGmwIEK5N3Qh[2WubIOsJGlEPTB;MD6wNFE{KM7:TR?= NEf0ZVQyPjJzOUS2Ny=>
HeLa cells MWPGeY5kfGmxbjDhd5NigQ>? NHfLN4ZC[3SrdnH0bY9vKG:oIHXzeJJw\2WwIILld5BwdnOnIHXs[Y1mdnRiaX6gTIVN[SClZXzsd{B{fGGkbImgeJJidnOoZXP0[YQhf2m2aDDoeY1idiCHc4Tyc4dmdiC{ZXPldJRweiCkZYThMEBGSzVyPUCuNFA1OSEQvF2= NXfuRmdMOTF7ME[yPFA>
human Ishikawa cells NWD0SlVFTnWwY4Tpc44h[XO|YYm= M4jOZVQh\GG7cx?= M1\ST2V{fHKxZ3XubYMh[WO2aY\peJkhcW5iaIXtZY4hUXOqaXvhe4Eh[2WubIOgZZN{\XO|ZXSgZZMhcW6mdXP0bY9vKG:oIHHsb4FtcW6nIIDoc5NxcGG2YYPlJIFkfGm4aYT5JIFnfGW{IESg[IF6eyCkeTDwZZJiNW6rdILvdIhmdm:uIILlcIVie2ViYYPzZZktKEmFNUC9NE42OSEQvF2= M1TjPVEzPTB{M{C3
human MCF7 cells MWXDfZRwfG:6aXRCpIF{e2G7 Mn6wOFghcA>? MWnDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDNR2Y4KGOnbHzzJIFnfGW{IES4JIhzeyCkeTDNWHQh[XO|YYmsJGlEPTB;MTFOwG0> Mk\JNlA5OTN3MkS=
NIH3T3 cells MmSzSpVv[3Srb36gZZN{[Xl? NIPRdmZC\2:waYP0JIFkfGm4aYT5JIF1KEOIVGKt[IVtfGGINUC4JI12fGGwdDDlfJBz\XO|ZXSgbY4hVkmKM2SzJINmdGy|IHHzd4V{e2WmIHHzJIlv[3KnYYPlJIlvKG[xcoPrc4xqdi2|dHnteYxifGWmIHP1dpJmdnRuIFXDOVA:PC52IN88US=> NGjXfVAyQDV7NU[5Oi=>
human HL60 cells NGqzeVFHfW6ldHnvckBie3OjeR?= MnvDNlQhcA>? MU\BcpRqdGW3a3XtbYMh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDIUFYxKGOnbHzzJIFnfGW{IEK0JIhzeyCkeTDjcI9vd2enbnnjJIF{e2G7LDDMR|UxRTZwMzFOwG0> NF\BTZkyQDF4M{W4PS=>
mouse L1210 cells Ml;mSpVv[3Srb36gZZN{[Xl? MnrnNlQhcA>? M4nlVWFvfGmuZYXr[Y1q[yCjY4Tpeol1gSCjZ3HpcpN1KG2xdYPlJGwyOjFyIHPlcIx{KGGodHXyJFI1KGi{czDifUBkdG:wb3flcolkKGG|c3H5MEBNSzVyPU[uOUDPxE1? NGDBVpcyQDF4M{W4PS=>
MDCK cells  MnfzSpVv[3Srb36gZZN{[Xl? NH7nOJdKdmirYnn0bY9vKG:oIFLDVnAh\XiycnXzd4VlKGmwIF3ER2sh[2WubIOgeZNqdmdiSH;lZ4h{fCB|M{O0NkB{fGGrbnnu[{whUUN3ME22Mlkh|ryP NHy5b20zOTN3NEiwNC=>
human MOLT3 cells M1Ly[WZ2dmO2aX;uJIF{e2G7 NVfpU2NEOjRiaB?= M4S2TGFvfGmuZYXr[Y1q[yCjY4Tpeol1gSCjZ3HpcpN1KGi3bXHuJG1QVFR|IHPlcIx{KGGodHXyJFI1KGi{czDifUBkdG:wb3flcolkKGG|c3H5MEBNSzVyPUeuOUDPxE1? NYPZXHA6OThzNkO1PFk>
ANN-1 cells MXTDfZRwfG:6aXRCpIF{e2G7 MULDfZRwfG:6aXOg[YZn\WO2IH;uJJYu[WKuIITyZY5{\m:{bXXkJI12emmwZTDBUm4uOSClZXzsd{whUUN3ME24JO69VQ>? Mo\GPFIxOTZyMx?=
human MCF7 cells NVnM[II{WHKxbHnm[ZJifGmxbjDhd5NigQ>? MlLSRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDld5Rzd2enbjDy[YNmeHSxcjDlfJBz\XO|aX7nJIh2dWGwIF3DSlch[2WubIOsJGdKPTB;MUCg{txO MXyxPVgyQDZzMh?=
human Raji cells MlfDSpVv[3Srb36gZZN{[Xl? Ml3HNlQhcA>? NIDD[5lCdnSrbHX1b4VucWNiYXP0bZZqfHliYXfhbY5{fCCqdX3hckBT[WqrIHPlcIx{KGGodHXyJFI1KGi{czDifUBkdG:wb3flcolkKGG|c3H5MEBNSzVyPUGzMlch|ryP NH\ydlIyQDF4M{W4PS=>
human LoVo cells MlLsR5l1d3SxeHnjxsBie3OjeR?= NHXtNoc4OiCq NHLqcJpEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBNd1[xIHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9NVUvQDhizszN NYKxe2E1OjFzMkm5O|c>
K562 cells MVzHdo94fGhiaX7obYJqfGmxbjDhd5NigQ>? M3TwPVUh\GG7cx?= MoewS5Jwf3SqIHnubIljcXSrb36gc4YhUzV4MjDj[YxteyCkeTDYWHQh[XO|YYmgZYZ1\XJiNTDkZZl{NCCLQ{WwQVE4NjV4IN88US=> NGHYTm4yPzRzMUC5Ni=>
RAW 264 cells Ml7WSpVv[3Srb36gZZN{[Xl? NFzEcIkzPCCq MV;Jcohq[mm2aX;uJI9nKDFidXevcYwhVFCVLYP0bY12dGG2ZXSgWG5H[WyyaHGgZYNkfW23bHH0bY9vKGmwIGLBW{AzPjRiY3XscJMh[W[2ZYKgNlQhcHK|LDDJR|UxRTF6LkGg{txO M3rzfFE4OzJyMkS2
mouse RAW264.7 cells MVTGeY5kfGmxbjDhd5NigQ>? NHzXVYMzPCCq MWDBcpRqcW6obHHtcYF1d3K7IHHjeIl3cXS7IHnuJI1wfXOnIGLBW|I3PC55IHPlcIx{KGG|c3Xzd4VlKGG|IHnubIljcXSrb36gc4YhVFCVLXnu[JVk\WRiVF7GZYxxcGFicILv[JVkfGmxbjD0doVifGWmIEKgbJJ{KGKnZn;y[UBNWFNiY3jhcIxmdmenIH3lZZN2emWmIHHmeIVzKDJ2IHjyd{BjgSCHTFnTRUwhUUN3ME2xPU4yKM7:TR?= M2e4e|IyOjh6N{K3
HEK293 cells NI\EZ4RHfW6ldHnvckBie3OjeR?= NUO1SZBpSW62YXfvcol{fCCjY4Tpeol1gSCjdDDoeY1idiC{ZXPvcYJqdmGwdDDMXHJj\XSjIHX4dJJme3OnZDDpckBJTUt{OUOgZ4VtdHNiYomgcJVkcW[ncnHz[UBz\XCxcoTldkBo\W6nIHHzd4F6NCCLQ{WwQVIzKM7:TR?= NETzTYwyQDN2M{GyOi=>
3T3 cells Mlu1R5l1d3SxeHnjxsBie3OjeR?= MVvDfZRwfG:6aXOg[YZn\WO2IH;uJFNVOyClZXzsd{whUUN3ME2yOEDPxE1? NEnFc5A5OjBzNkCz
human MCF7 cells NH7QbVdHfW6ldHnvckBie3OjeR?= NVjaSHR2PiCq M{P6e2lvcGmkaYTpc44hd2ZicHjvdoJwdCCnc4Tldk1qdmS3Y3XkJI9zdmm2aHnu[UBl\WOjcnLvfJlt[XOnIHnuJIh2dWGwIF3DSlch[2WubIOgZYZ1\XJiNjDodpMtKEmFNUC9NlYh|ryP NHS1dYgyODB5NUe0Ni=>
WiDr human colon cells NHrTU4FEgXSxdH;4bYPDqGG|c3H5 M4\VUGN6fG:2b4jpZ{Bm\m[nY4Sgc44hX2mGcjDoeY1idiClb3zvckBk\WyuczygTWM2OD1{Nz63JO69VQ>? NUHo[|R4QDJyMU[wNy=>
NHEM cells NXz6cFhbTnWwY4Tpc44h[XO|YYm= NXzIenR{PzJiaB?= NXnmT5RZUW6qaXLpeIlwdiCxZjDt[YxidmmwIIP5cpRp\XOrczDpckBPUEWPIHPlcIx{KGG|c3Xzd4VlKGG|IGuxOGNefGirb4XyZYNqdCCrbnPvdpBwemG2aX;uJIFnfGW{IEeyJIhzeyCkeTDsbZF2cWRic3PpcpRqdGyjdHnvckBkd3WwdHnu[{whUUN3ME2yPU4zKM7:TR?= M3jnTVE6OTN{OUO0
human BxPC3 cell NIGyZVJRem:uaX\ldoF1cW:wIHHzd4F6 NHX6flhCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIFL4VGM{KGOnbHygcIlv\SCkeTDNWHQh[XO|YYmsJGlEPTB;M{Cg{txO MnS4NVY4QDl5M{e=
human LNCAP cells NVy0fpRJS3m2b4TvfIlkyqCjc4PhfS=> M{nv[|czKGh? MmDkR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gUG5ESVBiY3XscJMh[W[2ZYKgO|IhcHK|IHL5JHNTSiCjc4PhfUwhUUN3ME2zNE43PSEQvF2= MnvVNlEyOjl7N{e=
HEK293 cells M1;nW2Z2dmO2aX;uJIF{e2G7 NEGwVGNCdnSjZ3;ubZN1KGGldHn2bZR6KGG2IHj1cYFvKHKnY3;tZolv[W62IFzYVoFteGijIHX4dJJme3OnZDDpckBJTUt{OUOgZ4VtdHNiYomgcJVkcW[ncnHz[UBz\XCxcoTldkBo\W6nIHHzd4F6NCCLQ{WwQVMyKM7:TR?= NH\XRpoyQDN2M{GyOi=>
human HCT116 cells M1HqeWN6fG:2b4jpZ:Kh[XO|YYm= MmH4O|IhcA>? M4nH[mN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGhEXDFzNjDj[YxteyCjZoTldkA4OiCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVM1NjlizszN MmC5NlEyOjl7N{e=
human AGS cells M1nnUWN6fG:2b4jpZ:Kh[XO|YYm= MnTBO|IhcA>? NHLOOFREgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBCT1NiY3XscJMh[W[2ZYKgO|IhcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME20NU43PyEQvF2= MmD0NlEyOjl7N{e=
human PC3 cells NG\hWoZRem:uaX\ldoF1cW:wIHHzd4F6 M1\zV|Q5KGh? MVPBcpRqeHKxbHnm[ZJifGm4ZTDhZ5Rqfmm2eTDh[4FqdnO2IHHu[JJw\2WwIILlZ4VxfG:{LXTl[olkcWWwdDDoeY1idiCSQ{OgZ4VtdHNiaX7jeYJifGWmIIfpeIghOC54IH7NJI9nKGW|dILh[IlwdCCjbnSgNE44KG6PIH;mJJRme3Sxc4Tldo9v\SCjZoTldkA1QCCqcoOgZpkhe3WuZn;ybI9l[W2rbnWgRkBie3OjeTygS2k2OD12Mj62OVgh|ryP MYGyNVUyOzJ5NR?=
human A549 cells MoXiR5l1d3SxeHnjxsBie3OjeR?= NXnHUZhoPzJiaB?= NEX0SHBEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBCPTR7IHPlcIx{KGGodHXyJFczKGi{czDifUBUWkJiYYPzZZktKEmFNUC9OFMvODlizszN NULZc4xTOjFzMkm5O|c>
human BT20 cell NVnrOFNXWHKxbHnm[ZJifGmxbjDhd5NigQ>? MkjwRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCEVEKwJINmdGxibHnu[UBjgSCPVGSgZZN{[XluIFnDOVA:PDZizszN MUWxOlc5QTd|Nx?=
human DU145 cells Mn\6R5l1d3SxeHnjxsBie3OjeR?= NG\jNJg4OiCq M2HnRWN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGRWOTR3IHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9OFcvOjlizszN M3fuZ|IyOTJ7OUe3
human U937 cells M1OyS3Bzd2yrZnXyZZRqd25iYYPzZZk> MnK4O|IhcA>? M13FNGFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5iVUmzO{Bk\WyuczDh[pRmeiB5MjDodpMh[nliV2PUMVgh[XO|YYmsJGlEPTB;NEig{txO MU[xO|E2QDB3NB?=
human MOLT3 cells Ml3sS5Jwf3SqIHnubIljcXSrb36gZZN{[Xl? NFT6Tno1QCCq NUXTemJwT3Kxd4ToJIlvcGmkaYTpc44hd2ZiaIXtZY4hVU:OVEOgZ4VtdHNiYX\0[ZIhPDhiaILz NHj0UY4yQDF4M{W4PS=>
human T47D cells M1rqWmZ2dmO2aX;uJIF{e2G7 NXXjSlA{TXO2cn;n[Y5q[yCjY4Tpeol1gSCrbjDoeY1idiCWNEfEJINmdGy|IHHzd4V{e2WmIHHzJIRzfWdibHX2[Ywh[2G3c3nu[{B{fGmvdXzheIlwdiCxZjDj[YxtKHC{b3zp[oVz[XSrb36g[ZF2cX[jbHXueEB1dyBzMDDwUUBme3S{YXTpc4wh[nliYXzhcYFzKGKudXWgZZN{[Xl? M3L4UVE2Pzh5NEO2
human MDA-kb2 cells MUPGeY5kfGmxbjDhd5NigQ>? M{\jTWFod26rc4SgZYN1cX[rdImgZZQh[W6mcn;n[Y4hemWlZYD0c5IhcW5iaIXtZY4hVUSDLXviNkBk\WyuczDhd5Nme3OnZDDhd{B{fGmvdXzheIlwdiCxZjDseYNq\mW{YYPlJIFkfGm4aYT5JIJ6KGy3Y3nm[ZJie2VicnXwc5J1\XJiZ3Xu[UBie3OjeR?= NF7YbpEyQTV7MkK0OS=>
human MCF7 cells M3XLTmZ2dmO2aX;uJIF{e2G7 Ml\wNE4yNTJyIN88US=> NUSwSFZLPCCmYYnz NFewU45UfGmvdXzheIlwdiCxZjDndo94fGhiaX6gbJVu[W5iTVPGO{Bk\WyuczDheEAxNjFidH:gNlAhfU1iYX\0[ZIhPCCmYYnzJIJ6KE2WVDDhd5NigQ>? MlXGNlUxPzh|MUS=
HUVE12 cells MVrGeY5kfGmxbjDhd5NigQ>? NED2UGRT\X[ncoPhcEBw\iCqeXTyc4dmdiCyZYLvfIll\S2rbnT1Z4VlKEyGSDDhZ5Rqfmm2eTDpckBpfW2jbjDIWXZGOTJiY3XscJM> MnXsNVgxPjh7OEC=
human MCF7 cells M3XZS2dzd3e2aDDpcohq[mm2aX;uJIF{e2G7 NWTOfZFuOjBvMUCwJO69VQ>? MVm0JIRigXN? MlfuS5Jwf3SqIHnubIljcXSrb36gbY4hcHWvYX6gUWNHPyClZXzsd{BifCB{MDD0c{AyODBidV2gZYZ1\XJiNDDkZZl{KGK7IF3UWEBie3OjeR?= MlP6NlUxPzh|MUS=
A431 cells MWrGeY5kfGmxbjDhd5NigQ>? M2DQelUxKHSxIEe1JJVO NF3VdWc{PiCq NGTpbpFE\WyuIHP5Z4xmKGG{cnXzeEBqdiCqdX3hckBCPDNzIHPlcIx{KGG|c3Xzd4VlKGG|IHTlZ5Jm[XOnIHnuJIFk[3WvdXzheIlwdiCjdDDHNE9IOSCyaHHz[UBifCB3MDD0c{A4PSC3TTDh[pRmeiB|NjDodpMh[nlicILvdIllcXWvIHnv[Ill\SC|dHHpcolv\y2kYYPl[EBndG:5IHP5eI9u\XS{aXOgZY5idHm|aYO= MoTTNlQ1PTZyMES=
human SKBR3 cells NX3Peo9CTnWwY4Tpc44h[XO|YYm= MYe1NEB1dyB5NTD1US=> M1L0XFM3KGh? M1Wze2NmdGxiY4njcIUh[XK{ZYP0JIlvKGi3bXHuJHNMSlJ|IHPlcIx{KGG|c3Xzd4VlKGG|IHTlZ5Jm[XOnIHnuJIFk[3WvdXzheIlwdiCjdDDHNE9IOSCyaHHz[UBifCB3MDD0c{A4PSC3TTDh[pRmeiB|NjDodpMh[nlicILvdIllcXWvIHnv[Ill\SC|dHHpcolv\y2kYYPl[EBndG:5IHP5eI9u\XS{aXOgZY5idHm|aYO= MkSxNlQ1PTZyMES=

... 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
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
NCT01489813 Recruiting Bladder Cancer Emory University|DSM Nutritional Products Inc. May 19 2017 Phase 2
NCT03040531 Unknown status Osteoporosis Steroid Induced University of Messina|Ministry of Health Italy January 19 2017 Phase 2|Phase 3
NCT03040531 Unknown status Osteoporosis Steroid Induced University of Messina|Ministry of Health Italy January 19 2017 Phase 2|Phase 3

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.

Handling Instructions

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID