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 M4TDSWZ2dmO2aX;uJIF{e2G7 MWPEbZNxdGGlZX3lcpQhd2ZiW{PIYVE4[mW2YT3ld5Rz[WSrb3yg[pJwdSC{ZXPvcYJqdmGwdDDoeY1idiCHUnLleIEh\XiycnXzd4VlKGmwIEK5N3Qh[2WubIOsJGlEPTB;MD6wNFE{KM7:TR?= NH[wZVkyPjJzOUS2Ny=>
HeLa cells MUTGeY5kfGmxbjDhd5NigQ>? MkDlRYN1cX[jdHnvckBw\iCnc4Tyc4dmdiC{ZYPwc45{\SCnbHXt[Y51KGmwIFjlUIEh[2WubIOgd5Ri[my7IITyZY5{\mWldHXkJJdqfGhiaIXtZY4hTXO2cn;n[Y4hemWlZYD0c5Ih[mW2YTygSWM2OD1yLkCwOFEh|ryP MV2xNVkxPjJ6MB?=
human Ishikawa cells NWPpS5BxTnWwY4Tpc44h[XO|YYm= NUW0TldIPCCmYYnz MYTFd5Rzd2enbnnjJIFkfGm4aYT5JIlvKGi3bXHuJGl{cGmtYYfhJINmdGy|IHHzd4V{e2WmIHHzJIlv\HWldHnvckBw\iCjbHvhcIlv\SCyaH;zdIhifGG|ZTDhZ5Rqfmm2eTDh[pRmeiB2IHThfZMh[nlicHHyZU1vcXS{b4Do[Y5wdCC{ZXzlZZNmKGG|c3H5MEBKSzVyPUCuOVEh|ryP MUSxNlUxOjNyNx?=
human MCF7 cells NUHiN5hvS3m2b4TvfIlkyqCjc4PhfS=> NVfuc|hXPDhiaB?= NUDZVoVOS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hVUOINzDj[YxteyCjZoTldkA1QCCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVEh|ryP NITCOIIzODhzM{WyOC=>
NIH3T3 cells NUj4XlNpTnWwY4Tpc44h[XO|YYm= MofoRYdwdmm|dDDhZ5Rqfmm2eTDheEBETlSULXTlcJRiTjVyODDteZRidnRiZYjwdoV{e2WmIHnuJG5KUDOWMzDj[YxteyCjc4Pld5Nm\CCjczDpcoNz\WG|ZTDpckBnd3K|a3;sbY4ue3SrbYXsZZRm\CCldYLy[Y51NCCHQ{WwQVQvPCEQvF2= NUjxNpMzOTh3OUW2PVY>
human HL60 cells NEfkVnpHfW6ldHnvckBie3OjeR?= NXrOc2hpOjRiaB?= MmfFRY51cWyndXvlcYlkKGGldHn2bZR6KGGpYXnud5QhcHWvYX6gTGw3OCClZXzsd{Bi\nSncjCyOEBpenNiYomgZ4xwdm:pZX7pZ{Bie3OjeTygUGM2OD14LkOg{txO MXqxPFE3OzV6OR?=
mouse L1210 cells MV3GeY5kfGmxbjDhd5NigQ>? Mlr0NlQhcA>? M{jNWmFvfGmuZYXr[Y1q[yCjY4Tpeol1gSCjZ3HpcpN1KG2xdYPlJGwyOjFyIHPlcIx{KGGodHXyJFI1KGi{czDifUBkdG:wb3flcolkKGG|c3H5MEBNSzVyPU[uOUDPxE1? MkTZNVgyPjN3OEm=
MDCK cells  NHTXO|FHfW6ldHnvckBie3OjeR?= NU\KUlRTUW6qaXLpeIlwdiCxZjDCR3JRKGW6cILld5Nm\CCrbjDNSGNMKGOnbHzzJJV{cW6pIFjv[YNpe3RiM{OzOFIhe3SjaX7pcoctKEmFNUC9Ok46KM7:TR?= NUXZcHQyOjF|NUS4NFA>
human MOLT3 cells NWqzfpBHTnWwY4Tpc44h[XO|YYm= NHviU2gzPCCq NVP3PG5ZSW62aXzleYtmdWmlIHHjeIl3cXS7IHHnZYlve3RiaIXtZY4hVU:OVEOgZ4VtdHNiYX\0[ZIhOjRiaILzJIJ6KGOub37v[4VvcWNiYYPzZZktKEyFNUC9O{42KM7:TR?= M3fySFE5OTZ|NUi5
ANN-1 cells MY\DfZRwfG:6aXRCpIF{e2G7 MVHDfZRwfG:6aXOg[YZn\WO2IH;uJJYu[WKuIITyZY5{\m:{bXXkJI12emmwZTDBUm4uOSClZXzsd{whUUN3ME24JO69VQ>? NXmyXJdlQDJyMU[wNy=>
human MCF7 cells NG\Ge2pRem:uaX\ldoF1cW:wIHHzd4F6 M2HhS2FvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4Sg[ZN1em:pZX6gdoVk\XC2b4Kg[ZhxemW|c3nu[{BpfW2jbjDNR2Y4KGOnbHzzMEBIUTVyPUGwJO69VQ>? NUfaTVVVOTl6MUi2NVI>
human Raji cells MWDGeY5kfGmxbjDhd5NigQ>? NEPMZoozPCCq NXnDd|gySW62aXzleYtmdWmlIHHjeIl3cXS7IHHnZYlve3RiaIXtZY4hWmGsaTDj[YxteyCjZoTldkAzPCCqcoOgZpkh[2yxbn;n[Y5q[yCjc4PhfUwhVEN3ME2xN{44KM7:TR?= MX:xPFE3OzV6OR?=
human LoVo cells Ml;qR5l1d3SxeHnjxsBie3OjeR?= MYe3NkBp MmD2R5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gUI9XdyClZXzsd{Bi\nSncjC3NkBpenNiYomgUXRVKGG|c3H5MEBKSzVyPUG1Mlg5KM7:TR?= NIjKbmUzOTF{OUm3Oy=>
K562 cells NFrQfo5Iem:5dHigbY5pcWKrdHnvckBie3OjeR?= M1f6Z|Uh\GG7cx?= NXrZTJVNT3Kxd4ToJIlvcGmkaYTpc44hd2ZiS{W2NkBk\WyuczDifUBZXFRiYYPzZZkh[W[2ZYKgOUBl[Xm|LDDJR|UxRTF5LkW2JO69VQ>? MV[xO|QyOTB7Mh?=
RAW 264 cells M1joeWZ2dmO2aX;uJIF{e2G7 M2nhV|I1KGh? Mn;1TY5pcWKrdHnvckBw\iBzIIXnM41tKEySUz3zeIlufWyjdHXkJHRPTmGucHjhJIFk[3WvdXzheIlwdiCrbjDSRXchOjZ2IHPlcIx{KGGodHXyJFI1KGi{czygTWM2OD1zOD6xJO69VQ>? MkXvNVc{OjB{NE[=
mouse RAW264.7 cells Mne1SpVv[3Srb36gZZN{[Xl? MVGyOEBp MnvpRY51cWmwZnzhcY1ifG:{eTDhZ5Rqfmm2eTDpckBud3W|ZTDSRXczPjRwNzDj[YxteyCjc4Pld5Nm\CCjczDpcohq[mm2aX;uJI9nKEySUz3pcoR2[2WmIGTOSoFteGijIIDyc4R2[3Srb36geJJm[XSnZDCyJIhzeyCkZX\vdoUhVFCVIHPoZYxt\W6pZTDt[YF{fXKnZDDh[pRmeiB{NDDodpMh[nliRVzJV2EtKEmFNUC9NVkvOSEQvF2= M1rHXVIyOjh6N{K3
HEK293 cells NIO1TWVHfW6ldHnvckBie3OjeR?= NXfiPGFlSW62YXfvcol{fCCjY4Tpeol1gSCjdDDoeY1idiC{ZXPvcYJqdmGwdDDMXHJj\XSjIHX4dJJme3OnZDDpckBJTUt{OUOgZ4VtdHNiYomgcJVkcW[ncnHz[UBz\XCxcoTldkBo\W6nIHHzd4F6NCCLQ{WwQVIzKM7:TR?= M1m2PVE5OzR|MUK2
3T3 cells MkOwR5l1d3SxeHnjxsBie3OjeR?= NUT1SVB3S3m2b4TvfIlkKGWoZnXjeEBwdiB|VEOgZ4VtdHNuIFnDOVA:OjRizszN NVjjV|NrQDJyMU[wNy=>
human MCF7 cells MYrGeY5kfGmxbjDhd5NigQ>? MVG2JIg> MoXSTY5pcWKrdHnvckBw\iCyaH;yZo9tKGW|dHXyMYlv\HWlZXSgc5JvcXSqaX7lJIRm[2G{Yn;4fYxie2ViaX6gbJVu[W5iTVPGO{Bk\WyuczDh[pRmeiB4IHjyd{whUUN3ME2yOkDPxE1? MXOxNFA4PTd2Mh?=
WiDr human colon cells NH3yNlhEgXSxdH;4bYPDqGG|c3H5 M13HWWN6fG:2b4jpZ{Bm\m[nY4Sgc44hX2mGcjDoeY1idiClb3zvckBk\WyuczygTWM2OD1{Nz63JO69VQ>? NFf0XXY5OjBzNkCz
NHEM cells MUXGeY5kfGmxbjDhd5NigQ>? MnzHO|IhcA>? M{X5U2lvcGmkaYTpc44hd2ZibXXsZY5qdiC|eX70bIV{cXNiaX6gUmhGVSClZXzsd{Bie3Onc4Pl[EBieyCdMUTDYZRpcW:3cnHjbYwhcW6lb4Lwc5JifGmxbjDh[pRmeiB5MjDodpMh[nlibHnxeYllKHOlaX70bYxt[XSrb36gZ492dnSrbnesJGlEPTB;MkmuNkDPxE1? M2W1N|E6OTN{OUO0
human BxPC3 cell NGrMc2ZRem:uaX\ldoF1cW:wIHHzd4F6 NX3lfG84SW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDCfHBEOyClZXzsJIxqdmViYomgUXRVKGG|c3H5MEBKSzVyPUOwJO69VQ>? NILO[GoyPjd6OUezOy=>
human LNCAP cells NYLmfIlUS3m2b4TvfIlkyqCjc4PhfS=> NFzKdYw4OiCq M1niW2N6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGxPS0GSIHPlcIx{KGGodHXyJFczKGi{czDifUBUWkJiYYPzZZktKEmFNUC9N|AvPjVizszN MortNlEyOjl7N{e=
HEK293 cells MmXESpVv[3Srb36gZZN{[Xl? NI\RfXFCdnSjZ3;ubZN1KGGldHn2bZR6KGG2IHj1cYFvKHKnY3;tZolv[W62IFzYVoFteGijIHX4dJJme3OnZDDpckBJTUt{OUOgZ4VtdHNiYomgcJVkcW[ncnHz[UBz\XCxcoTldkBo\W6nIHHzd4F6NCCLQ{WwQVMyKM7:TR?= NV7uSI5HOTh|NEOxNlY>
human HCT116 cells NEfuN4JEgXSxdH;4bYPDqGG|c3H5 NXy5emJpPzJiaB?= Ml\2R5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gTGNVOTF4IHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9N|QvQSEQvF2= M4DyWVIyOTJ7OUe3
human AGS cells NFrOfZZEgXSxdH;4bYPDqGG|c3H5 MXS3NkBp NUjNbI9KS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hSUeVIHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9OFEvPjdizszN NInwNnMzOTF{OUm3Oy=>
human PC3 cells M1zETHBzd2yrZnXyZZRqd25iYYPzZZk> NFXwbVM1QCCq MXnBcpRqeHKxbHnm[ZJifGm4ZTDhZ5Rqfmm2eTDh[4FqdnO2IHHu[JJw\2WwIILlZ4VxfG:{LXTl[olkcWWwdDDoeY1idiCSQ{OgZ4VtdHNiaX7jeYJifGWmIIfpeIghOC54IH7NJI9nKGW|dILh[IlwdCCjbnSgNE44KG6PIH;mJJRme3Sxc4Tldo9v\SCjZoTldkA1QCCqcoOgZpkhe3WuZn;ybI9l[W2rbnWgRkBie3OjeTygS2k2OD12Mj62OVgh|ryP MkTQNlE2OTN{N{W=
human A549 cells MXvDfZRwfG:6aXRCpIF{e2G7 NXXEepYyPzJiaB?= NVjYO|hkS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hSTV2OTDj[YxteyCjZoTldkA4OiCqcoOgZpkhW1KEIHHzd4F6NCCLQ{WwQVQ{NjB7IN88US=> MW[yNVEzQTl5Nx?=
human BT20 cell NVn6fHVqWHKxbHnm[ZJifGmxbjDhd5NigQ>? MVPBcpRqeHKxbHnm[ZJifGm4ZTDhZ5Rqfmm2eTDh[4FqdnO2IHj1cYFvKEKWMkCgZ4VtdCCuaX7lJIJ6KE2WVDDhd5NigSxiSVO1NF01PiEQvF2= M2rsSVE3Pzh7N{O3
human DU145 cells M3joXGN6fG:2b4jpZ:Kh[XO|YYm= M1LocFczKGh? NUP1WYxRS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hTFVzNEWgZ4VtdHNiYX\0[ZIhPzJiaILzJIJ6KE2WVDDhd5NigSxiSVO1NF01Py5{OTFOwG0> MmHSNlEyOjl7N{e=
human U937 cells M2W3VXBzd2yrZnXyZZRqd25iYYPzZZk> M1rVPVczKGh? NWLWRolzSW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDVPVM4KGOnbHzzJIFnfGW{IEeyJIhzeyCkeTDXV3QuQCCjc4PhfUwhUUN3ME20PEDPxE1? MWOxO|E2QDB3NB?=
human MOLT3 cells MlTHS5Jwf3SqIHnubIljcXSrb36gZZN{[Xl? NFvDZ5E1QCCq MnjYS5Jwf3SqIHnubIljcXSrb36gc4YhcHWvYX6gUW9NXDNiY3XscJMh[W[2ZYKgOFghcHK| MVSxPFE3OzV6OR?=
human T47D cells MlvKSpVv[3Srb36gZZN{[Xl? NFrMWppGe3S{b3flcolkKGGldHn2bZR6KGmwIHj1cYFvKFR2N1SgZ4VtdHNiYYPz[ZN{\WRiYYOg[JJ2\yCuZY\lcEBk[XW|aX7nJJN1cW23bHH0bY9vKG:oIHPlcIwheHKxbHnm[ZJifGmxbjDldZVqfmGuZX70JJRwKDFyIIDNJIV{fHKjZHnvcEBjgSCjbHHtZZIh[my3ZTDhd5NigQ>? NHfje3AyPTd6N{SzOi=>
human MDA-kb2 cells NFTjTWZHfW6ldHnvckBie3OjeR?= MV7B[49vcXO2IHHjeIl3cXS7IHH0JIFv\HKxZ3XuJJJm[2WydH;yJIlvKGi3bXHuJG1FSS2tYkKgZ4VtdHNiYYPz[ZN{\WRiYYOgd5RqdXWuYYTpc44hd2ZibIXjbYZmemG|ZTDhZ5Rqfmm2eTDifUBtfWOrZnXyZZNmKHKncH;yeIVzKGenbnWgZZN{[Xl? MXWxPVU6OjJ2NR?=
human MCF7 cells MUXGeY5kfGmxbjDhd5NigQ>? NEHJb5IxNjFvMkCg{txO MXi0JIRigXN? Mnj3V5RqdXWuYYTpc44hd2ZiZ4Lve5RpKGmwIHj1cYFvKE2FRkegZ4VtdHNiYYSgNE4yKHSxIEKwJJVOKGGodHXyJFQh\GG7czDifUBOXFRiYYPzZZk> MmH3NlUxPzh|MUS=
HUVE12 cells Ml:3SpVv[3Srb36gZZN{[Xl? M{Hp[3JmfmW{c3HsJI9nKGi7ZILv[4VvKHCncn;4bYRmNWmwZIXj[YQhVESKIHHjeIl3cXS7IHnuJIh2dWGwIFjVWmUyOiClZXzsdy=> NEfiXVAyQDB4OEm4NC=>
human MCF7 cells NHrX[Y5Iem:5dHigbY5pcWKrdHnvckBie3OjeR?= M1zGXVIxNTFyMDFOwG0> MlXwOEBl[Xm| MoDqS5Jwf3SqIHnubIljcXSrb36gbY4hcHWvYX6gUWNHPyClZXzsd{BifCB{MDD0c{AyODBidV2gZYZ1\XJiNDDkZZl{KGK7IF3UWEBie3OjeR?= NXvTS243OjVyN{izNVQ>
A431 cells M3y5cmZ2dmO2aX;uJIF{e2G7 Mn7DOVAhfG9iN{WgeW0> MUmzOkBp MojVR4VtdCCleXPs[UBienKnc4SgbY4hcHWvYX6gRVQ{OSClZXzsd{Bie3Onc4Pl[EBieyCmZXPy[YF{\SCrbjDhZ4N2dXWuYYTpc44h[XRiR{CvS|EheGijc3WgZZQhPTBidH:gO|UhfU1iYX\0[ZIhOzZiaILzJIJ6KHC{b4Dp[Il2dSCrb3Tp[IUhe3SjaX7pcocu[mG|ZXSg[oxwfyCleYTvcYV1emmlIHHuZYx6e2m| MVGyOFQ2PjByNB?=
human SKBR3 cells M17MWWZ2dmO2aX;uJIF{e2G7 MnvjOVAhfG9iN{WgeW0> NYO2bWFFOzZiaB?= M{jVZWNmdGxiY4njcIUh[XK{ZYP0JIlvKGi3bXHuJHNMSlJ|IHPlcIx{KGG|c3Xzd4VlKGG|IHTlZ5Jm[XOnIHnuJIFk[3WvdXzheIlwdiCjdDDHNE9IOSCyaHHz[UBifCB3MDD0c{A4PSC3TTDh[pRmeiB|NjDodpMh[nlicILvdIllcXWvIHnv[Ill\SC|dHHpcolv\y2kYYPl[EBndG:5IHP5eI9u\XS{aXOgZY5idHm|aYO= NHryNmkzPDR3NkCwOC=>

... 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