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 NGiyTGdHfW6ldHnvckBie3OjeR?= M2jyZ2Rqe3CuYXPlcYVvfCCxZjDbN2heOTekZYThMYV{fHKjZHnvcEBnem:vIILlZ49u[mmwYX70JIh2dWGwIFXSZoV1[SCneIDy[ZN{\WRiaX6gNlk{XCClZXzsd{whUUN3ME2wMlAxOTNizszN MoflNVYzOTl2NkO=
HeLa cells MojZSpVv[3Srb36gZZN{[Xl? M3PzN2FkfGm4YYTpc44hd2ZiZYP0do9o\W5icnXzdI9ve2ViZXzlcYVvfCCrbjDI[WxiKGOnbHzzJJN1[WKueTD0doFve2[nY4Tl[EB4cXSqIHj1cYFvKEW|dILv[4VvKHKnY3XweI9zKGKndHGsJGVEPTB;MD6wNFQyKM7:TR?= MkT6NVE6ODZ{OEC=
human Ishikawa cells Mn\QSpVv[3Srb36gZZN{[Xl? NHvOWWI1KGSjeYO= M{j1fmV{fHKxZ3XubYMh[WO2aY\peJkhcW5iaIXtZY4hUXOqaXvhe4Eh[2WubIOgZZN{\XO|ZXSgZZMhcW6mdXP0bY9vKG:oIHHsb4FtcW6nIIDoc5NxcGG2YYPlJIFkfGm4aYT5JIFnfGW{IESg[IF6eyCkeTDwZZJiNW6rdILvdIhmdm:uIILlcIVie2ViYYPzZZktKEmFNUC9NE42OSEQvF2= MlXPNVI2ODJ|MEe=
human MCF7 cells MV7DfZRwfG:6aXRCpIF{e2G7 NV7aXXd7PDhiaB?= M1jtRmN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJG1ETjdiY3XscJMh[W[2ZYKgOFghcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME2xJO69VQ>? MnrpNlA5OTN3MkS=
NIH3T3 cells MoP4SpVv[3Srb36gZZN{[Xl? NHK1bmNC\2:waYP0JIFkfGm4aYT5JIF1KEOIVGKt[IVtfGGINUC4JI12fGGwdDDlfJBz\XO|ZXSgbY4hVkmKM2SzJINmdGy|IHHzd4V{e2WmIHHzJIlv[3KnYYPlJIlvKG[xcoPrc4xqdi2|dHnteYxifGWmIHP1dpJmdnRuIFXDOVA:PC52IN88US=> MmPHNVg2QTV4OU[=
human HL60 cells NUK3OFg1TnWwY4Tpc44h[XO|YYm= NX\TUItROjRiaB?= MkWyRY51cWyndXvlcYlkKGGldHn2bZR6KGGpYXnud5QhcHWvYX6gTGw3OCClZXzsd{Bi\nSncjCyOEBpenNiYomgZ4xwdm:pZX7pZ{Bie3OjeTygUGM2OD14LkOg{txO MoqzNVgyPjN3OEm=
mouse L1210 cells MXjGeY5kfGmxbjDhd5NigQ>? NX3MVJpMOjRiaB?= NXnzc2VOSW62aXzleYtmdWmlIHHjeIl3cXS7IHHnZYlve3RibX;1d4UhVDF{MUCgZ4VtdHNiYX\0[ZIhOjRiaILzJIJ6KGOub37v[4VvcWNiYYPzZZktKEyFNUC9Ok42KM7:TR?= M1yybVE5OTZ|NUi5
MDCK cells  NXfOfIU1TnWwY4Tpc44h[XO|YYm= M1njOGlvcGmkaYTpc44hd2ZiQlPSVEBmgHC{ZYPz[YQhcW5iTVTDT{Bk\WyuczD1d4lv\yCKb3XjbJN1KDN|M{SyJJN1[WmwaX7nMEBKSzVyPU[uPUDPxE1? MXuyNVM2PDhyMB?=
human MOLT3 cells M1[3T2Z2dmO2aX;uJIF{e2G7 NH7YZ|IzPCCq NUKwVoRKSW62aXzleYtmdWmlIHHjeIl3cXS7IHHnZYlve3RiaIXtZY4hVU:OVEOgZ4VtdHNiYX\0[ZIhOjRiaILzJIJ6KGOub37v[4VvcWNiYYPzZZktKEyFNUC9O{42KM7:TR?= MmK0NVgyPjN3OEm=
ANN-1 cells NFPOOm1EgXSxdH;4bYPDqGG|c3H5 MUDDfZRwfG:6aXOg[YZn\WO2IH;uJJYu[WKuIITyZY5{\m:{bXXkJI12emmwZTDBUm4uOSClZXzsd{whUUN3ME24JO69VQ>? NEH5[Vk5OjBzNkCz
human MCF7 cells NVj2TWJ7WHKxbHnm[ZJifGmxbjDhd5NigQ>? MXzBcpRqeHKxbHnm[ZJifGm4ZTDhZ5Rqfmm2eTDh[4FqdnO2IHXzeJJw\2WwIILlZ4VxfG:{IHX4dJJme3OrbnegbJVu[W5iTVPGO{Bk\WyuczygS2k2OD1zMDFOwG0> NXToO2hUOTl6MUi2NVI>
human Raji cells NUjXcFd1TnWwY4Tpc44h[XO|YYm= NX;IZ4tbOjRiaB?= MXLBcpRqdGW3a3XtbYMh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDSZYpqKGOnbHzzJIFnfGW{IEK0JIhzeyCkeTDjcI9vd2enbnnjJIF{e2G7LDDMR|UxRTF|Lkeg{txO M4riU|E5OTZ|NUi5
human LoVo cells MVzDfZRwfG:6aXRCpIF{e2G7 MkPkO|IhcA>? Ml\MR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gUI9XdyClZXzsd{Bi\nSncjC3NkBpenNiYomgUXRVKGG|c3H5MEBKSzVyPUG1Mlg5KM7:TR?= MX6yNVEzQTl5Nx?=
K562 cells MUfHdo94fGhiaX7obYJqfGmxbjDhd5NigQ>? NWfWTlFuPSCmYYnz MoPUS5Jwf3SqIHnubIljcXSrb36gc4YhUzV4MjDj[YxteyCkeTDYWHQh[XO|YYmgZYZ1\XJiNTDkZZl{NCCLQ{WwQVE4NjV4IN88US=> NGjHZpQyPzRzMUC5Ni=>
RAW 264 cells MVzGeY5kfGmxbjDhd5NigQ>? NHSxe24zPCCq M{TXdWlvcGmkaYTpc44hd2ZiMTD1[{9udCCOUGOtd5RqdXWuYYTl[EBVVk[jbIDoZUBi[2O3bYXsZZRqd25iaX6gVmFYKDJ4NDDj[YxteyCjZoTldkAzPCCqcoOsJGlEPTB;MUiuNUDPxE1? NVTZTo9{OTd|MkCyOFY>
mouse RAW264.7 cells MUTGeY5kfGmxbjDhd5NigQ>? NVzzTXhvOjRiaB?= NUm0O4V6SW62aXnu[oxidW2jdH;yfUBi[3Srdnn0fUBqdiCvb4Xz[UBTSVd{NkSuO{Bk\WyuczDhd5Nme3OnZDDhd{BqdmirYnn0bY9vKG:oIFzQV{1qdmS3Y3XkJHRPTmGucHjhJJBzd2S3Y4Tpc44hfHKnYYTl[EAzKGi{czDi[YZwemViTGDTJINp[WyuZX7n[UBu\WG|dYLl[EBi\nSncjCyOEBpenNiYomgSWxKW0FuIFnDOVA:OTlwMTFOwG0> M2CyXlIyOjh6N{K3
HEK293 cells MXrGeY5kfGmxbjDhd5NigQ>? NH;U[5pCdnSjZ3;ubZN1KGGldHn2bZR6KGG2IHj1cYFvKHKnY3;tZolv[W62IFzYVoJmfGFiZYjwdoV{e2WmIHnuJGhGUzJ7MzDj[YxteyCkeTDseYNq\mW{YYPlJJJmeG:{dHXyJIdmdmViYYPzZZktKEmFNUC9NlIh|ryP MVuxPFM1OzF{Nh?=
3T3 cells MWLDfZRwfG:6aXRCpIF{e2G7 NVzWNHo5S3m2b4TvfIlkKGWoZnXjeEBwdiB|VEOgZ4VtdHNuIFnDOVA:OjRizszN MUS4NlAyPjB|
human MCF7 cells NVzaeJI6TnWwY4Tpc44h[XO|YYm= MWO2JIg> MV\Jcohq[mm2aX;uJI9nKHCqb4Lic4wh\XO2ZYKtbY5lfWOnZDDvdo5qfGirbnWg[IVk[XKkb4j5cIF{\SCrbjDoeY1idiCPQ1[3JINmdGy|IHHmeIVzKDZiaILzMEBKSzVyPUK2JO69VQ>? MWWxNFA4PTd2Mh?=
WiDr human colon cells M{PqUmN6fG:2b4jpZ:Kh[XO|YYm= NYrxc|FKS3m2b4TvfIlkKGWoZnXjeEBwdiCZaVTyJIh2dWGwIHPvcI9vKGOnbHzzMEBKSzVyPUK3Mlch|ryP MVi4NlAyPjB|
NHEM cells M4nnZWZ2dmO2aX;uJIF{e2G7 M3P4NlczKGh? MlvzTY5pcWKrdHnvckBw\iCvZXzhcolvKHO7boTo[ZNqeyCrbjDOTGVOKGOnbHzzJIF{e2W|c3XkJIF{KFtzNFPdeIhqd3W{YXPpcEBqdmOxcoDvdoF1cW:wIHHmeIVzKDd{IHjyd{BjgSCuaYH1bYQhe2OrboTpcIxifGmxbjDjc5VvfGmwZzygTWM2OD1{OT6yJO69VQ>? M2XZcVE6OTN{OUO0
human BxPC3 cell M2SxXHBzd2yrZnXyZZRqd25iYYPzZZk> NUHod5BVSW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDCfHBEOyClZXzsJIxqdmViYomgUXRVKGG|c3H5MEBKSzVyPUOwJO69VQ>? MVixOlc5QTd|Nx?=
human LNCAP cells M3rYXmN6fG:2b4jpZ:Kh[XO|YYm= MYO3NkBp NFfvTmNEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBNVkODUDDj[YxteyCjZoTldkA4OiCqcoOgZpkhW1KEIHHzd4F6NCCLQ{WwQVMxNjZ3IN88US=> M1fuV|IyOTJ7OUe3
HEK293 cells NYTsbopxTnWwY4Tpc44h[XO|YYm= NXHrSHk{SW62YXfvcol{fCCjY4Tpeol1gSCjdDDoeY1idiC{ZXPvcYJqdmGwdDDMXHJidHCqYTDlfJBz\XO|ZXSgbY4hUEWNMkmzJINmdGy|IHL5JIx2[2moZYLhd4UhemWyb4L0[ZIh\2WwZTDhd5NigSxiSVO1NF0{OSEQvF2= NUX3WpRHOTh|NEOxNlY>
human HCT116 cells MX7DfZRwfG:6aXRCpIF{e2G7 MXy3NkBp MnW0R5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gTGNVOTF4IHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9N|QvQSEQvF2= NVHFT2ZzOjFzMkm5O|c>
human AGS cells NHrLbnpEgXSxdH;4bYPDqGG|c3H5 M1jm[lczKGh? MX;DfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDBS3Mh[2WubIOgZYZ1\XJiN{KgbJJ{KGK7IF3UWEBie3OjeTygTWM2OD12MT62O{DPxE1? MmXmNlEyOjl7N{e=
human PC3 cells M13ifnBzd2yrZnXyZZRqd25iYYPzZZk> NWXUUIQ{PDhiaB?= M2rHNmFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgZY5lem:pZX6gdoVk\XC2b4Kt[IVncWOrZX70JIh2dWGwIGDDN{Bk\WyuczDpcoN2[mG2ZXSge4l1cCByLk[gcm0hd2ZiZYP0doFlcW:uIHHu[EAxNjdibl2gc4YhfGW|dH;zeIVzd26nIHHmeIVzKDR6IHjyd{BjgSC|dXzmc5Jpd2SjbXnu[UBDKGG|c3H5MEBIUTVyPUSyMlY2QCEQvF2= M1fMflIyPTF|Mke1
human A549 cells NXSzXGtKS3m2b4TvfIlkyqCjc4PhfS=> MXi3NkBp M2HWRmN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGE2PDliY3XscJMh[W[2ZYKgO|IhcHK|IHL5JHNTSiCjc4PhfUwhUUN3ME20N{4xQSEQvF2= NVzJR3VbOjFzMkm5O|c>
human BT20 cell M2flXXBzd2yrZnXyZZRqd25iYYPzZZk> MlfhRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCEVEKwJINmdGxibHnu[UBjgSCPVGSgZZN{[XluIFnDOVA:PDZizszN M1\6cFE3Pzh7N{O3
human DU145 cells MnviR5l1d3SxeHnjxsBie3OjeR?= MmezO|IhcA>? MmSxR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gSHUyPDViY3XscJMh[W[2ZYKgO|IhcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME20O{4zQSEQvF2= M{XoU|IyOTJ7OUe3
human U937 cells NUHhcFhsWHKxbHnm[ZJifGmxbjDhd5NigQ>? M13OXlczKGh? Mn\0RY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCXOUO3JINmdGy|IHHmeIVzKDd{IHjyd{BjgSCZU2StPEBie3OjeTygTWM2OD12ODFOwG0> NHTSdVkyPzF3OEC1OC=>
human MOLT3 cells Mon5S5Jwf3SqIHnubIljcXSrb36gZZN{[Xl? NVzneGJwPDhiaB?= NW\j[2NTT3Kxd4ToJIlvcGmkaYTpc44hd2ZiaIXtZY4hVU:OVEOgZ4VtdHNiYX\0[ZIhPDhiaILz MkTLNVgyPjN3OEm=
human T47D cells M13tZ2Z2dmO2aX;uJIF{e2G7 NE\UbFRGe3S{b3flcolkKGGldHn2bZR6KGmwIHj1cYFvKFR2N1SgZ4VtdHNiYYPz[ZN{\WRiYYOg[JJ2\yCuZY\lcEBk[XW|aX7nJJN1cW23bHH0bY9vKG:oIHPlcIwheHKxbHnm[ZJifGmxbjDldZVqfmGuZX70JJRwKDFyIIDNJIV{fHKjZHnvcEBjgSCjbHHtZZIh[my3ZTDhd5NigQ>? NIDQboYyPTd6N{SzOi=>
human MDA-kb2 cells NEDoUWlHfW6ldHnvckBie3OjeR?= Mm\iRYdwdmm|dDDhZ5Rqfmm2eTDheEBidmS{b3flckBz\WOncITvdkBqdiCqdX3hckBOTEFva3KyJINmdGy|IHHzd4V{e2WmIHHzJJN1cW23bHH0bY9vKG:oIHz1Z4ln\XKjc3WgZYN1cX[rdImgZpkhdHWlaX\ldoF{\SC{ZYDvdpRmeiCpZX7lJIF{e2G7 NHK2U4MyQTV7MkK0OS=>
human MCF7 cells NFLadYtHfW6ldHnvckBie3OjeR?= MXewMlEuOjBizszN M1rWcVQh\GG7cx?= NXXMbW1mW3SrbYXsZZRqd25ib3[g[5Jwf3SqIHnuJIh2dWGwIF3DSlch[2WubIOgZZQhOC5zIITvJFIxKHWPIHHmeIVzKDRiZHH5d{BjgSCPVGSgZZN{[Xl? NWPyN4FGOjVyN{izNVQ>
HUVE12 cells Mn;vSpVv[3Srb36gZZN{[Xl? NVrmTI46WmW4ZYLzZYwhd2ZiaInkdo9o\W5icHXyc5hq\GVvaX7keYNm\CCORFigZYN1cX[rdImgbY4hcHWvYX6gTHVXTTF{IHPlcIx{ NWTOUYFrOThyNki5PFA>
human MCF7 cells NF24OldIem:5dHigbY5pcWKrdHnvckBie3OjeR?= NYXaW2J5OjBvMUCwJO69VQ>? MnzJOEBl[Xm| NYq2clVmT3Kxd4ToJIlvcGmkaYTpc44hcW5iaIXtZY4hVUOINzDj[YxteyCjdDCyNEB1dyBzMECgeW0h[W[2ZYKgOEBl[Xm|IHL5JG1VXCCjc4PhfS=> NFjjZ2czPTB5OEOxOC=>
A431 cells MlSwSpVv[3Srb36gZZN{[Xl? M2PFN|UxKHSxIEe1JJVO M{\SflM3KGh? NILUe3lE\WyuIHP5Z4xmKGG{cnXzeEBqdiCqdX3hckBCPDNzIHPlcIx{KGG|c3Xzd4VlKGG|IHTlZ5Jm[XOnIHnuJIFk[3WvdXzheIlwdiCjdDDHNE9IOSCyaHHz[UBifCB3MDD0c{A4PSC3TTDh[pRmeiB|NjDodpMh[nlicILvdIllcXWvIHnv[Ill\SC|dHHpcolv\y2kYYPl[EBndG:5IHP5eI9u\XS{aXOgZY5idHm|aYO= M3jZflI1PDV4MEC0
human SKBR3 cells NWPvZWNQTnWwY4Tpc44h[XO|YYm= M{\RdlUxKHSxIEe1JJVO M1TEb|M3KGh? NEL3dYVE\WyuIHP5Z4xmKGG{cnXzeEBqdiCqdX3hckBUU0KUMzDj[YxteyCjc4Pld5Nm\CCjczDk[YNz\WG|ZTDpckBi[2O3bYXsZZRqd25iYYSgS|AwTzFicHjhd4Uh[XRiNUCgeI8hPzVidV2gZYZ1\XJiM{[gbJJ{KGK7IIDyc5Bq\Gm3bTDpc4Rq\GVic4ThbY5qdmdvYnHz[YQh\myxdzDjfZRwdWW2cnnjJIFv[Wy7c3nz MnX4NlQ1PTZyMES=

... 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

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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