4-Hydroxytamoxifen (Afimoxifene)

For research use only.

Catalog No.S7827 Synonyms: Afimoxifene

9 publications

4-Hydroxytamoxifen (Afimoxifene) Chemical Structure

CAS No. 68392-35-8

4-Hydroxytamoxifen (Afimoxifene) is the active metabolite of tamoxifen and a selective estrogen receptor (ER) modulator that is widely used in the therapeutic and chemopreventive treatment of breast cancer. It activates on-target modification frequency for intein-Cas9 variants.

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Selleck's 4-Hydroxytamoxifen (Afimoxifene) has been cited by 9 publications

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  • CDK4/6 inhibitor resistance promotes diminished ER expression and activity. (a and b) Proliferation of MCF-7 and MR cells in the presence of different concentrations of ICI (a) or 4-hydroxytamoxifen (4-OHT) (b) was measured by the alamarBlue assay and plotted as % inhibition of proliferation against log concentration of inhibitor. Each data point represents the average value±s.d. of six replicates obtained in three independent experiments.

    Oncogene, 2016, 36(16):2255-2264. 4-Hydroxytamoxifen (Afimoxifene) purchased from Selleck.

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Choose Selective Estrogen/progestogen Receptor Inhibitors

Biological Activity

Description 4-Hydroxytamoxifen (Afimoxifene) is the active metabolite of tamoxifen and a selective estrogen receptor (ER) modulator that is widely used in the therapeutic and chemopreventive treatment of breast cancer. It activates on-target modification frequency for intein-Cas9 variants.
In vitro

4-OHT is a potent activator of ER and has been shown to have a higher affinity for estrogen receptors compared to tamoxifen. It has significant dose and time-dependent direct effects to alter the contractile function of isolated adult rat cardiac myocytes[1]. 4-HT activates on-target modification frequency for intein-Cas9 variants [3].

Cell Data
Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID
MCF7 cells NX;0Z21pWHKxbHnm[ZJifGmxbjDhd5NigQ>? Ml\3TY5pcWKrdHnvckBw\iCnc4Tyc4dmdi2|dHnteYxifGWmIF3DSk04KGOnbHygdJJwdGmoZYLheIlwdixiSVO1NF0xNjVibl2= M2PBZlxiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493Nzl3NEi4NVcoRjl3NEi4NVc9N2F-
MCF7 NI\nO4NHfW6ldHnvckBie3OjeR?= NXL2W5JSTW[oZXP0bZZmKGSxc3Wg[o9zKFt|SG2tJIV{fHKjZHnvcEBi\2GrboP0JJBzd2yrZnXyZZRqd25ib3[gUWNHNTdiY3XscJMtKEWFNUCgQUAxNjByMECzJO69VS5? NUHiWpR7RGFidHHy[4V1RSehYnzhcosoKGi{ZX[9K4h1fHC|Oj:vdJVjdWWmLn7jZokvdmyvLn7pbE5od3ZxMke2PVY5OSd-Mke2PVY5OTxxYU6=
MCF7 NVvjTZRVTnWwY4Tpc44h[XO|YYm= MVm0JIhzew>? Mn7GTY5lfWO2aX;uJI9nKEWUYXzwbIEh\GWpcnHkZZRqd25iaX6gbJVu[W5iTVPGO{Bk\WyuczDpckBxcGWwb3ygdoVlKG[{ZXWgVnBOUSCvZXTpeY0h[2:wdHHpcolv\yB3JTDjbIFz[2:jbDDk[Zh1emGwLYTy[YF1\WRiRlLTJIlv[3WkYYTl[EBnd3JiNDDodpMh[nliU2CxJIFv\CCjboTpMWVTKHKjYnLpeEBud26xY3;scoFtKGGwdHnic4R6KGKjc3XkJIlvNWOnbHygW4V{fGW{bjDhd5NigSxiQXP0bZZqfHliPTCwMlAxODFizszNMi=> M1u0TVxiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493NzNyMEi2OlI3Lz5|MEC4OlYzPjxxYU6=
MCF7 MWTGeY5kfGmxbjDhd5NigQ>? MkfsSYZn\WO2aY\lJINwdmOnboTyZZRqd25iYXfhbY5{fCCPQ1[tO{BjemWjc4SgeJVud3JiY3XscJMhfXOrbnegUWNHNTdiYYPzZZktKEWFNUCgQUAxNjByMEGyJO69VS5? MYS8ZUB1[XKpZYS9K39jdGGwazegbJJm\j1paIT0dJM7Ny:ydXLt[YQvdmOkaT7ucI0vdmmqLnfvek8yOjh{NUmzOUc,OTJ6MkW5N|U9N2F-
MCF7 NVPGeZZFSW62aYDyc4xq\mW{YYTpeoUh[XO|YYm= NWHkfpZxSW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDNR2Y4KGOnbHzzMEBKSzVyIE2gNE4xODB3IN88UU4> M1n1ZVxiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493NzJ{NEC1Nlg3Lz5{MkSwOVI5PjxxYU6=
MCF7 MV3BcpRqeHKxbHnm[ZJifGm4ZTDhd5NigQ>? M2XOemFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5iTVPGO{Bk\WyuczygTWM2OCB;IECuNFAxPTN5IN88UU4> M4fvTFxiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493NzJ4NEC3NFEzLz5{NkSwO|AyOjxxYU6=
MCF M2HHXWZ2dmO2aX;uJIF{e2G7 M3PkOGFvfGGpb37pd5Qh[WO2aY\peJkh[XRicILv[4V{fGW{b37lJJJm[2WydH;yJIlvKGi3bXHuJG1ETiClZXzsd{Bie3Onc4Pl[EBieyCnc4TyZYRqd2xvaX7keYNm\CC{ZXPldJRweiC{ZYPwc45{\SxiSVO1NEA:KDBwMECwO|k1OyEQvF2u MkjNQIEhfGG{Z3X0QUdg[myjbnunJIhz\WZ;J3j0eJB{Qi9xcIXicYVlNm6lYnmucoxuNm6raD7nc5YwOjZ2MEewNVIoRjJ4NEC3NFEzRC:jPh?=
Ishikawa endometrial cells Mo\YSpVv[3Srb36gZZN{[Xl? M{D1d2Fod26rc4SgZYN1cX[rdImgZZMh[WytYXzpcoUheGixc4DoZZRie2ViaX7keYN1cW:wIHnuJGl{cGmtYYfhJIVv\G:vZYTybYFtKGOnbHzzJINwdXCjcnXkJJRwKEV{LDDFR|UxKD1iMD6wNFA5KM7:TT6= M135SlxiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493NzF3M{iwNlA5Lz5zNUO4NFIxQDxxYU6=
MCF7 MWrGeY5kfGmxbjDhd5NigQ>? M3[3d2lvcGmkaYTpc44hd2ZiZYP0do9o\W5vaX7keYNm\CCycn;sbYZmemG2aX;uJIlvKGi3bXHuJG1ETi15IHLy[YF{fCClYX7j[ZIh[2WubIOsJGlEPTBiPTCwMlAxOTF5IN88UU4> M4fC[lxiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493NzlzNUS5OlMoRjlzNUS5OlM9N2F-
MCF7 NHnoXHpHfW6ldHnvckBie3OjeR?= MniyNlQhcHK| Mn;3RY51[WexbnnzeEBi[3Srdnn0fUBifCCHUnHsdIhiKGmwIHj1cYFvKE2FRkegZ4VtdHNiYYPz[ZN{\WRiYYOgbY5pcWKrdHnvckBw\iCnc4Tyc4dmdi2rbnT1Z4VlKHS{YX7zZ5JqeHSrb36gdJJmcW6ldXLheIVlKG:4ZYLubYdpfCCob3zsc5dm\CCkeTDld5Rzd2enbjDh[IRqfGmxbjDt[YF{fXKnZDDh[pRmeiB{NDDodpMh[nliZIXhcEBtfWOrZnXyZZNmKHKncH;yeIVzKGenbnWgZZN{[XluIFnDOVAhRSByLkCwN{DPxE1w NFHWZZo9[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi9{OEK5OlM6QCd-MkiyPVY{QTh:L3G+
Rosetta 2 DE3 NIGxcGZHfW6ldHnvckBie3OjeR?= MXKxJIhz MoDiSIl{eGyjY3Xt[Y51KG:oIGuzTH0u\XO2cnHkbY9tKG[{b32gdoVkd22kaX7hcpQhcHWvYX6gUk11\XKvaX7hcEBJcXNvdHHn[4VlKEWUYXzwbIEhVEKGIHjhdoJwemmwZzDDN|gyWy:FNEG3V{9EPTNyUzDteZRidnRiZYjwdoV{e2WmIHnuJHJwe2W2dHGgNkBFTTNiY3;tdIV1\W62IHPlcIx{KGGodHXyJFEhcHJiYomgV3BCKGKrbnTpcoch[XO|YYmsJGlEPTBiPTCwMlAxPCEQvF2u NHPLcGc9[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi9{OEK5OlM6QCd-MkiyPVY{QTh:L3G+
insect cells NVXFXFU1TnWwY4Tpc44h[XO|YYm= NU\iOXpvUW6qaXLpeIlwdiCxZjDmcJVwem2xbnWgSXMzKGe{ZXXuJIJqdmSrbnegeI8hemWlb33ibY5idnRiZoXscEBt\W6pdHigbJVu[W5iRWLhcJBp[SCneIDy[ZN{\WRiaX6gbY5{\WO2IHPlcIx{KGK7IH\seY9z\XOlZX7j[UBxd2yjcnn6ZZRqd25iYYPzZZktKEmFNUCgQUAxNjByNkK5JO69VS5? MlvoQIEhfGG{Z3X0QUdg[myjbnunJIhz\WZ;J3j0eJB{Qi9xcIXicYVlNm6lYnmucoxuNm6raD7nc5YwOjh5M{WyNVQoRjJ6N{O1NlE1RC:jPh?=
MCF-7-2a NYmydHYzTnWwY4Tpc44h[XO|YYm= M3HlV2lvcGmkaYTpc44hd2ZiZYP0doFlcW:uIHnu[JVk\WRiZYP0do9o\W5icnXj[ZB1d3JidILhcpNkemmydHnvcoFtKGGldHn2ZZRqd25iaX6gUWNHNTdvMnGgZ4VtdHNuIFnDOVAhRSByLkCwO{DPxE1w NWXOXnVPRGFidHHy[4V1RSehYnzhcosoKGi{ZX[9K4h1fHC|Oj:vdJVjdWWmLn7jZokvdmyvLn7pbE5od3ZxMUK2O|IzPDlpPkGyOlczOjR7PD;hQi=>
MCF7 NIizc|FCdnSrcILvcIln\XKjdHn2[UBie3OjeR?= MojBNlQhcHK| MWrBcpRqeHKxbHnm[ZJifGm4ZTDhZ5Rqfmm2eTDh[4FqdnO2IHj1cYFvKE2FRkegZ4VtdHNiYX\0[ZIhOjRiaILzJIJ6KE2WUzDhd5NigSxiSVO1NEA:KDBwMEC4OUDPxE1w NHnkR|M9[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi9zOEK3NlI2Pid-MUiyO|IzPTZ:L3G+
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Ishikawa cells NHvwcHRHfW6ldHnvckBie3OjeR?= MYi3NkBpenN? NIX2NpFCdnSjZ3;ubZN1KGGldHn2bZR6KGG2IHXzeJJw\2WwIILlZ4VxfG:{IHHsdIhiN2KndHGgbY4hcHWvYX6gTZNpcWujd3GgZ4VtdHNiYX\0[ZIhPzJiaILzJIJ6KGGua3HsbY5mKHCqb4PwbIF1[XOnIHHzd4F6NCCLQ{WwJF0hOC5yMTFOwG0v NV7lXFJqRGFidHHy[4V1RSehYnzhcosoKGi{ZX[9K4h1fHC|Oj:vdJVjdWWmLn7jZokvdmyvLn7pbE5od3ZxMki0NlY6OzFpPkK4OFI3QTNzPD;hQi=>
insect cells M4np[WZ2dmO2aX;uJIF{e2G7 MW\EbZNxdGGlZX3lcpQhd2ZiZnz1c5Jme2OnaX6gcIFj\WynZDDld5Rz[WSrb3yg[pJwdSCqdX3hckBz\WOxbXLpcoFvfCCHUnLleIEh\XiycnXzd4VlKGmwIHLhZ5Vtd3[rcoXzJIlv\mWldHXkJIlve2WldDDj[YxteyCkeTDmcJVwemW|Y3XuZ4UheG:uYYLpfoF1cW:wIHHzd4F6NCCLQ{WwJF0hOC5yMjFOwG0v NX\lXVJtRGFidHHy[4V1RSehYnzhcosoKGi{ZX[9K4h1fHC|Oj:vdJVjdWWmLn7jZokvdmyvLn7pbE5od3ZxMUi4N|UyPzZpPkG4PFM2OTd4PD;hQi=>
MCF7 MULDfZRwfG:6aXPpeJkh[XO|YYm= M{e3PVUh\GG7cx?= NIDYPGdEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBOS0Z5IHPlcIx{KGGodHXyJFUh\GG7czygTWM2OCB;IECuNFI6OSEQvF2u M1jXb|xiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493NzJ|OE[0PVI5Lz5{M{i2OFkzQDxxYU6=
GT1-7 M2X3b2Z2dmO2aX;uJIF{e2G7 MkXCNlAhfG9iMkSgbJJ{ NXPIRlV7SW62YXfvcol{fCCjY4Tpeol1gSCjdDDld5Rzd2enbjDy[YNmeHSxcjDpckBud3W|ZTDHWFEuPyClZXzsd{Bp[XKkb4Lpcoch[mW2YT3nZYxi[3Sxc3nkZZNmKHKncH;yeIVzKGenbnWgZZN{\XO|ZXSgZZMhemWmdXP0bY9vKGmwIEG3ZoV1[S2nc4TyZYRqd2xiaX7keYNm\CC{ZYPwc45{\SCvZXHzeZJm\CCjZoTldkAzOCC2bzCyOEBpenNiYomgcJVkcW[ncnHz[UBz\XCxcoTldkBo\W6nIHHzd4F6NCCLQ{WwJF0hOC5yM{OyJO69VS5? NH3WT|I9[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi9{OESwNFI{QSd-Mki0NFAzOzl:L3G+
insect cells NIXCSodHfW6ldHnvckBie3OjeR?= MlzNSIl{eGyjY3Xt[Y51KG:oIH\seY9z\XOlZXnuJIxi[mWuZXSg[ZN1emGmaX;sJIZzd21iaIXtZY4hemWlb33ibY5idnRiRWLhcJBp[SCneIDy[ZN{\WRiaX6gZoFkfWyxdnnyeZMhcW6oZXP0[YQhcW6|ZXP0JINmdGy|IHL5JIZtfW:{ZYPj[Y5k\SCyb3zhdol7[XSrb36gZZN{[XluIFnDOVAhRSByLkC0JO69VS5? NF3j[G09[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi9zOEizOVE4Pid-MUi4N|UyPzZ:L3G+
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HEK293 M2jxXGZ2dmO2aX;uJIF{e2G7 NXW3No1YOSCqch?= NFjZWmFCdnSjZ3;ubZN1KGGldHn2bZR6KGG2IILlZ49u[mmwYX70JIh2dWGwIFXSZYxxcGFiZYjwdoV{e2WmIHnuJGhGUzJ7MzDj[YxteyCjc4Pld5Nm\CCjczDpcohq[mm2aX;uJI9nKGW|dILh[IlwdC2rbnT1Z4VlKFmIUD3meZNm\CCVUlOxJINw[WO2aY\heI9zKHKnY4L1bZRu\W62IH3lZZN2emWmIHHmeIVzKDFiaIKgbY4heHKnc3XuZ4Uhd2ZiQ3;lcIVvfGW{YYrpcoUhUCCkeTDCVmVVKGG|c3H5MEBKSzVyIE2gNE4xPyEQvF2u NFrVPFc9[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi9|MEC3PFYxQSd-M{CwO|g3ODl:L3G+
MCF7 NXPzVZprSW62aYDyc4xq\mW{YYTpeoUh[XO|YYm= M4Xt[VczKGi{cx?= MYfBcpRqeHKxbHnm[ZJifGm4ZTDhZ5Rqfmm2eTDh[4FqdnO2IHXzeJJw\2WwIILlZ4VxfG:{IHTldIVv\GWwdDDoeY1idiCPQ1[3JINmdGy|IHHmeIVzKDd{IHjyd{BjgSCPVGSgZZN{[XluIFnDOVAhRSByLkGwO{DPxE1w M3jEOlxiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493NzF6OEO1NVc3Lz5zOEizOVE4PjxxYU6=
MCF7 Mk\ERY51cXC{b3zp[oVz[XSrdnWgZZN{[Xl? MV[3NkBpenN? M1\iSGFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5iTVPGO{Bk\WyuczDh[pRmeiB5MjDodpMh[nlidIL5dIFvKGKudXWgZZN{[XluIFfJOVAhRSByLkGwO{DPxE1w NYTDd29HRGFidHHy[4V1RSehYnzhcosoKGi{ZX[9K4h1fHC|Oj:vdJVjdWWmLn7jZokvdmyvLn7pbE5od3ZxMkO3N|U5OjlpPkKzO|M2QDJ7PD;hQi=>
MCF7 NX;VWm81SW62aYDyc4xq\mW{YYTpeoUh[XO|YYm= M1S0eVczKGi{cx?= NVvVTYJxSW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBGWi2mZYDlcoRmdnRiaIXtZY4hVUOINzDj[YxteyCjZoTldkA4OiCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwJF0hOC5zMTFOwG0v NUXpbXRjRGFidHHy[4V1RSehYnzhcosoKGi{ZX[9K4h1fHC|Oj:vdJVjdWWmLn7jZokvdmyvLn7pbE5od3ZxMki0NlY6OzFpPkK4OFI3QTNzPD;hQi=>
T47D MVrDfZRwfG:6aXPpeJkh[XO|YYm= NVj3epdpPSCmYYnz NGnRTm9EgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBVPDeGIHPlcIx{KGGodHXyJFUh\GG7czygTWM2OCB;IECuNlEh|ryPLh?= NHvKTXU9[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi9{M{i2OFkzQCd-MkO4OlQ6Ojh:L3G+
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... Click to View More Cell Line Experimental Data

Assay
Methods Test Index PMID
Western blot
p-ERK / ERK / p-MEK / MEK1 / MEK2 / p21 / Cyclin D1 ; 

PubMed: 26163823     


LNCaP-Raf:ER cells were treated with increasing doses of 4-hydroxytamoxifen for 2 days. The bottom panel indicates densitometry of MEK1 and MEK2 signals. Data (mean ± standard error) are from two independent experiments. Pearson’s r = 0.823 for MEK1 and −0.673 for MEK2. 

26163823
Growth inhibition assay
Cell viability; 

PubMed: 26014809     


Dose-dependent effect of 4-hydroxytamoxifen on survival of T47D, MCF-7 and BT-474 cell lines after 96 h of treatment. Control samples were treated with appropriate concentrations of DMSO. Viability was assayed by MTT method.

26014809

Protocol

Cell Research:

[1]

- Collapse
  • Cell lines: Adult Rat and Mouse Cardiac Myocytes
  • Concentrations: 0, 0.5, 1, 3, 5, and 10 µM
  • Incubation Time: 15-45 min
  • Method:

    For sarcomere length measurements, cells are covered in Tyrode’s containing 4OHT, allowed to reach 36 ± 1°C, and then stimulated at 0.2 Hz.


    (Only for Reference)
Animal Research:

[2]

- Collapse
  • Animal Models: Sprague-Dawley rats
  • Dosages: 21 mg/kg, 54 μmol/kg
  • Administration: oral administration
    (Only for Reference)

Solubility (25°C)

In vitro DMSO 77 mg/mL (198.7 mM)
Water Insoluble
Ethanol 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 387.51
Formula

C26H29NO2

CAS No. 68392-35-8
Storage powder
in solvent
Synonyms Afimoxifene
Smiles CCC(=C(C1=CC=C(C=C1)O)C2=CC=C(C=C2)OCCN(C)C)C3=CC=CC=C3

In vivo Formulation Calculator (Clear solution)

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Calculate the mass, volume or concentration required for a solution. The Selleck molarity calculator is based on the following equation:

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Clinical Trial Information

NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT03199963 Terminated Drug: 4-OH tamoxifen|Drug: Placebo Mammographic Breast Density BHR Pharma LLC August 21 2017 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.

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Estrogen/progestogen Receptor Signaling Pathway Map

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID