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 MWrGeY5kfGmxbjDhd5NigQ>? M{XIOGRqe3CuYXPlcYVvfCCxZjDbN2heOTekZYThMYV{fHKjZHnvcEBnem:vIILlZ49u[mmwYX70JIh2dWGwIFXSZoV1[SCneIDy[ZN{\WRiaX6gNlk{XCClZXzsd{whUUN3ME2wMlAxOTNizszN MmDxNVYzOTl2NkO=
HeLa cells M2XwXWZ2dmO2aX;uJIF{e2G7 NH3hZVZC[3SrdnH0bY9vKG:oIHXzeJJw\2WwIILld5BwdnOnIHXs[Y1mdnRiaX6gTIVN[SClZXzsd{B{fGGkbImgeJJidnOoZXP0[YQhf2m2aDDoeY1idiCHc4Tyc4dmdiC{ZXPldJRweiCkZYThMEBGSzVyPUCuNFA1OSEQvF2= MXyxNVkxPjJ6MB?=
human Ishikawa cells NGHuWZJHfW6ldHnvckBie3OjeR?= M3frdVQh\GG7cx?= MnSwSZN1em:pZX7pZ{Bi[3Srdnn0fUBqdiCqdX3hckBKe2ira3H3ZUBk\WyuczDhd5Nme3OnZDDhd{BqdmS3Y4Tpc44hd2ZiYXzrZYxqdmVicHjvd5Bp[XSjc3WgZYN1cX[rdImgZYZ1\XJiNDDkZZl{KGK7IIDhdoEudmm2cn;wbIVvd2xicnXs[YF{\SCjc4PhfUwhUUN3ME2wMlUyKM7:TR?= NHjoUIsyOjVyMkOwOy=>
human MCF7 cells MXLDfZRwfG:6aXRCpIF{e2G7 MnXVOFghcA>? NYDJSWo2S3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hVUOINzDj[YxteyCjZoTldkA1QCCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVEh|ryP NEX5UIgzODhzM{WyOC=>
NIH3T3 cells NYSzSot{TnWwY4Tpc44h[XO|YYm= M17WSWFod26rc4SgZYN1cX[rdImgZZQhS0[WUj3k[Yx1[UZ3MEigcZV1[W62IHX4dJJme3OnZDDpckBPUUh|VEOgZ4VtdHNiYYPz[ZN{\WRiYYOgbY5kemWjc3WgbY4h\m:{c3vvcIlvNXO2aX31cIF1\WRiY4XydoVvfCxiRVO1NF01NjRizszN M2rpOlE5PTl3Nkm2
human HL60 cells NH;NO5JHfW6ldHnvckBie3OjeR?= MUeyOEBp NUSxfXh[SW62aXzleYtmdWmlIHHjeIl3cXS7IHHnZYlve3RiaIXtZY4hUEx4MDDj[YxteyCjZoTldkAzPCCqcoOgZpkh[2yxbn;n[Y5q[yCjc4PhfUwhVEN3ME22MlMh|ryP Mo\nNVgyPjN3OEm=
mouse L1210 cells MUnGeY5kfGmxbjDhd5NigQ>? MnnlNlQhcA>? NEfpcGVCdnSrbHX1b4VucWNiYXP0bZZqfHliYXfhbY5{fCCvb4Xz[UBNOTJzMDDj[YxteyCjZoTldkAzPCCqcoOgZpkh[2yxbn;n[Y5q[yCjc4PhfUwhVEN3ME22MlUh|ryP Ml[zNVgyPjN3OEm=
MDCK cells  MUTGeY5kfGmxbjDhd5NigQ>? NWrtUmJHUW6qaXLpeIlwdiCxZjDCR3JRKGW6cILld5Nm\CCrbjDNSGNMKGOnbHzzJJV{cW6pIFjv[YNpe3RiM{OzOFIhe3SjaX7pcoctKEmFNUC9Ok46KM7:TR?= NWqyPIh4OjF|NUS4NFA>
human MOLT3 cells NV3JRVlTTnWwY4Tpc44h[XO|YYm= MlPPNlQhcA>? NEL4dmVCdnSrbHX1b4VucWNiYXP0bZZqfHliYXfhbY5{fCCqdX3hckBOV0yWMzDj[YxteyCjZoTldkAzPCCqcoOgZpkh[2yxbn;n[Y5q[yCjc4PhfUwhVEN3ME23MlUh|ryP MXmxPFE3OzV6OR?=
ANN-1 cells MnTCR5l1d3SxeHnjxsBie3OjeR?= MVnDfZRwfG:6aXOg[YZn\WO2IH;uJJYu[WKuIITyZY5{\m:{bXXkJI12emmwZTDBUm4uOSClZXzsd{whUUN3ME24JO69VQ>? M2nEOlgzODF4MEO=
human MCF7 cells NGDiSmNRem:uaX\ldoF1cW:wIHHzd4F6 MoPKRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDld5Rzd2enbjDy[YNmeHSxcjDlfJBz\XO|aX7nJIh2dWGwIF3DSlch[2WubIOsJGdKPTB;MUCg{txO MlzvNVk5OTh4MUK=
human Raji cells M3rSR2Z2dmO2aX;uJIF{e2G7 NXzPUmROOjRiaB?= M{nuZmFvfGmuZYXr[Y1q[yCjY4Tpeol1gSCjZ3HpcpN1KGi3bXHuJHJicmliY3XscJMh[W[2ZYKgNlQhcHK|IHL5JINtd26xZ3XubYMh[XO|YYmsJGxEPTB;MUOuO{DPxE1? MlznNVgyPjN3OEm=
human LoVo cells MUXDfZRwfG:6aXRCpIF{e2G7 NEGyd|U4OiCq NGHxXmFEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBNd1[xIHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9NVUvQDhizszN NVjkOIdGOjFzMkm5O|c>
K562 cells M1nzfWdzd3e2aDDpcohq[mm2aX;uJIF{e2G7 NUT6c3lwPSCmYYnz NGHNRY1Iem:5dHigbY5pcWKrdHnvckBw\iCNNU[yJINmdGy|IHL5JHhVXCCjc4PhfUBi\nSncjC1JIRigXNuIFnDOVA:OTdwNU[g{txO Ml[5NVc1OTFyOUK=
RAW 264 cells NHXoephHfW6ldHnvckBie3OjeR?= MnLDNlQhcA>? MXvJcohq[mm2aX;uJI9nKDFidXevcYwhVFCVLYP0bY12dGG2ZXSgWG5H[WyyaHGgZYNkfW23bHH0bY9vKGmwIGLBW{AzPjRiY3XscJMh[W[2ZYKgNlQhcHK|LDDJR|UxRTF6LkGg{txO NFXSZWgyPzN{MEK0Oi=>
mouse RAW264.7 cells NYraTm8{TnWwY4Tpc44h[XO|YYm= MnvwNlQhcA>? Mn\MRY51cWmwZnzhcY1ifG:{eTDhZ5Rqfmm2eTDpckBud3W|ZTDSRXczPjRwNzDj[YxteyCjc4Pld5Nm\CCjczDpcohq[mm2aX;uJI9nKEySUz3pcoR2[2WmIGTOSoFteGijIIDyc4R2[3Srb36geJJm[XSnZDCyJIhzeyCkZX\vdoUhVFCVIHPoZYxt\W6pZTDt[YF{fXKnZDDh[pRmeiB{NDDodpMh[nliRVzJV2EtKEmFNUC9NVkvOSEQvF2= M4XxXlIyOjh6N{K3
HEK293 cells NIX0SIRHfW6ldHnvckBie3OjeR?= NUL3UHlSSW62YXfvcol{fCCjY4Tpeol1gSCjdDDoeY1idiC{ZXPvcYJqdmGwdDDMXHJj\XSjIHX4dJJme3OnZDDpckBJTUt{OUOgZ4VtdHNiYomgcJVkcW[ncnHz[UBz\XCxcoTldkBo\W6nIHHzd4F6NCCLQ{WwQVIzKM7:TR?= NUTMTVJyOTh|NEOxNlY>
3T3 cells NHz6[ZBEgXSxdH;4bYPDqGG|c3H5 NW\jVHJsS3m2b4TvfIlkKGWoZnXjeEBwdiB|VEOgZ4VtdHNuIFnDOVA:OjRizszN M{P2VlgzODF4MEO=
human MCF7 cells NX:0TYRLTnWwY4Tpc44h[XO|YYm= MnPGOkBp M1fRfmlvcGmkaYTpc44hd2ZicHjvdoJwdCCnc4Tldk1qdmS3Y3XkJI9zdmm2aHnu[UBl\WOjcnLvfJlt[XOnIHnuJIh2dWGwIF3DSlch[2WubIOgZYZ1\XJiNjDodpMtKEmFNUC9NlYh|ryP MX6xNFA4PTd2Mh?=
WiDr human colon cells NWfqeGJNS3m2b4TvfIlkyqCjc4PhfS=> MlWwR5l1d3SxeHnjJIVn\mWldDDvckBYcUS{IHj1cYFvKGOxbH;uJINmdGy|LDDJR|UxRTJ5Lkeg{txO M3HYRlgzODF4MEO=
NHEM cells NEXJe3JHfW6ldHnvckBie3OjeR?= M3TRZlczKGh? NHO1NmxKdmirYnn0bY9vKG:oIH3lcIFvcW5ic4nueIhme2m|IHnuJG5JTU1iY3XscJMh[XO|ZYPz[YQh[XNiW{G0R311cGmxdYLhZ4ltKGmwY3;ydI9z[XSrb36gZYZ1\XJiN{KgbJJ{KGK7IHzpdZVq\CC|Y3nueIltdGG2aX;uJINwfW62aX7nMEBKSzVyPUK5MlIh|ryP M2fLNFE6OTN{OUO0
human BxPC3 cell MlLzVJJwdGmoZYLheIlwdiCjc4PhfS=> MlP3RY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCEeGDDN{Bk\WyuIHzpcoUh[nliTWTUJIF{e2G7LDDJR|UxRTNyIN88US=> MUGxOlc5QTd|Nx?=
human LNCAP cells M1HmdGN6fG:2b4jpZ:Kh[XO|YYm= NUf5bXpIPzJiaB?= MorkR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gUG5ESVBiY3XscJMh[W[2ZYKgO|IhcHK|IHL5JHNTSiCjc4PhfUwhUUN3ME2zNE43PSEQvF2= M1zGflIyOTJ7OUe3
HEK293 cells MnH4SpVv[3Srb36gZZN{[Xl? NUmyZlNZSW62YXfvcol{fCCjY4Tpeol1gSCjdDDoeY1idiC{ZXPvcYJqdmGwdDDMXHJidHCqYTDlfJBz\XO|ZXSgbY4hUEWNMkmzJINmdGy|IHL5JIx2[2moZYLhd4UhemWyb4L0[ZIh\2WwZTDhd5NigSxiSVO1NF0{OSEQvF2= NITpfmMyQDN2M{GyOi=>
human HCT116 cells M2fvbGN6fG:2b4jpZ:Kh[XO|YYm= M1joOlczKGh? MX;DfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDIR3QyOTZiY3XscJMh[W[2ZYKgO|IhcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME2zOE46KM7:TR?= MX6yNVEzQTl5Nx?=
human AGS cells M2Dj[GN6fG:2b4jpZ:Kh[XO|YYm= M1XPbVczKGh? MmrvR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gRWdUKGOnbHzzJIFnfGW{IEeyJIhzeyCkeTDNWHQh[XO|YYmsJGlEPTB;NEGuOlch|ryP M4rMeFIyOTJ7OUe3
human PC3 cells MVTQdo9tcW[ncnH0bY9vKGG|c3H5 MnjqOFghcA>? MWrBcpRqeHKxbHnm[ZJifGm4ZTDhZ5Rqfmm2eTDh[4FqdnO2IHHu[JJw\2WwIILlZ4VxfG:{LXTl[olkcWWwdDDoeY1idiCSQ{OgZ4VtdHNiaX7jeYJifGWmIIfpeIghOC54IH7NJI9nKGW|dILh[IlwdCCjbnSgNE44KG6PIH;mJJRme3Sxc4Tldo9v\SCjZoTldkA1QCCqcoOgZpkhe3WuZn;ybI9l[W2rbnWgRkBie3OjeTygS2k2OD12Mj62OVgh|ryP MnzsNlE2OTN{N{W=
human A549 cells M1i2RmN6fG:2b4jpZ:Kh[XO|YYm= MVy3NkBp Ml\DR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gRVU1QSClZXzsd{Bi\nSncjC3NkBpenNiYomgV3JDKGG|c3H5MEBKSzVyPUSzMlA6KM7:TR?= NHTsTo0zOTF{OUm3Oy=>
human BT20 cell MVzQdo9tcW[ncnH0bY9vKGG|c3H5 Mn3CRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCEVEKwJINmdGxibHnu[UBjgSCPVGSgZZN{[XluIFnDOVA:PDZizszN NH;3NZgyPjd6OUezOy=>
human DU145 cells MXfDfZRwfG:6aXRCpIF{e2G7 NWnBXXJOPzJiaB?= M3\KZWN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGRWOTR3IHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9OFcvOjlizszN MXKyNVEzQTl5Nx?=
human U937 cells MVPQdo9tcW[ncnH0bY9vKGG|c3H5 M2TyTlczKGh? NGPlNpBCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIGW5N|ch[2WubIOgZYZ1\XJiN{KgbJJ{KGK7IGfTWE05KGG|c3H5MEBKSzVyPUS4JO69VQ>? M1vUR|E4OTV6MEW0
human MOLT3 cells M2LidWdzd3e2aDDpcohq[mm2aX;uJIF{e2G7 NVHRUZRyPDhiaB?= MXfHdo94fGhiaX7obYJqfGmxbjDv[kBpfW2jbjDNU2xVOyClZXzsd{Bi\nSncjC0PEBpenN? MWixPFE3OzV6OR?=
human T47D cells MVnGeY5kfGmxbjDhd5NigQ>? M1\wNmV{fHKxZ3XubYMh[WO2aY\peJkhcW5iaIXtZY4hXDR5RDDj[YxteyCjc4Pld5Nm\CCjczDkdpVoKGyndnXsJINifXOrbnegd5RqdXWuYYTpc44hd2ZiY3XscEBxem:uaX\ldoF1cW:wIHXxeYl3[WynboSgeI8hOTBicF2g[ZN1emGmaX;sJIJ6KGGuYX3hdkBjdHWnIHHzd4F6 M1v5RVE2Pzh5NEO2
human MDA-kb2 cells MWXGeY5kfGmxbjDhd5NigQ>? NXrLOot4SWexbnnzeEBi[3Srdnn0fUBifCCjbnTyc4dmdiC{ZXPldJRweiCrbjDoeY1idiCPRFGtb4IzKGOnbHzzJIF{e2W|c3XkJIF{KHO2aX31cIF1cW:wIH;mJIx2[2moZYLhd4Uh[WO2aY\peJkh[nlibIXjbYZmemG|ZTDy[ZBwenSncjDn[Y5mKGG|c3H5 MXyxPVU6OjJ2NR?=
human MCF7 cells NIfse5dHfW6ldHnvckBie3OjeR?= MkfuNE4yNTJyIN88US=> NIDqTXI1KGSjeYO= MYLTeIlufWyjdHnvckBw\iCpcn;3eIghcW5iaIXtZY4hVUOINzDj[YxteyCjdDCwMlEhfG9iMkCgeW0h[W[2ZYKgOEBl[Xm|IHL5JG1VXCCjc4PhfS=> NX3aWmkxOjVyN{izNVQ>
HUVE12 cells MYDGeY5kfGmxbjDhd5NigQ>? NWTGVWxLWmW4ZYLzZYwhd2ZiaInkdo9o\W5icHXyc5hq\GVvaX7keYNm\CCORFigZYN1cX[rdImgbY4hcHWvYX6gTHVXTTF{IHPlcIx{ MXSxPFA3QDl6MB?=
human MCF7 cells M2foXmdzd3e2aDDpcohq[mm2aX;uJIF{e2G7 NHPTeWUzOC1zMECg{txO MV60JIRigXN? M1HEPWdzd3e2aDDpcohq[mm2aX;uJIlvKGi3bXHuJG1ETjdiY3XscJMh[XRiMkCgeI8hOTByIIXNJIFnfGW{IESg[IF6eyCkeTDNWHQh[XO|YYm= MkizNlUxPzh|MUS=
A431 cells NUHUTGNZTnWwY4Tpc44h[XO|YYm= M{PSeFUxKHSxIEe1JJVO MX:zOkBp NF;VV2FE\WyuIHP5Z4xmKGG{cnXzeEBqdiCqdX3hckBCPDNzIHPlcIx{KGG|c3Xzd4VlKGG|IHTlZ5Jm[XOnIHnuJIFk[3WvdXzheIlwdiCjdDDHNE9IOSCyaHHz[UBifCB3MDD0c{A4PSC3TTDh[pRmeiB|NjDodpMh[nlicILvdIllcXWvIHnv[Ill\SC|dHHpcolv\y2kYYPl[EBndG:5IHP5eI9u\XS{aXOgZY5idHm|aYO= M1fCWVI1PDV4MEC0
human SKBR3 cells NWXNZXZOTnWwY4Tpc44h[XO|YYm= NXHsPXJMPTBidH:gO|UhfU1? M{PLUVM3KGh? NX7xSZRpS2WubDDjfYNt\SCjcoLld5QhcW5iaIXtZY4hW0uEUkOgZ4VtdHNiYYPz[ZN{\WRiYYOg[IVkemWjc3WgbY4h[WOldX31cIF1cW:wIHH0JGcxN0dzIIDoZZNmKGG2IEWwJJRwKDd3IIXNJIFnfGW{IEO2JIhzeyCkeTDwdo9xcWSrdX2gbY9lcWSnIIP0ZYlvcW6pLXLhd4VlKG[ub4egZ5l1d22ndILpZ{BidmGueYPpdy=> M{DhdVI1PDV4MEC0

... 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