4-Hydroxytamoxifen

Catalog No.S7827 Synonyms: Afimoxifene

4-Hydroxytamoxifen Chemical Structure

Molecular Weight(MW): 387.51

4-Hydroxytamoxifen 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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Cited by 4 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 purchased from Selleck.

Purity & Quality Control

Choose Selective Estrogen/progestogen Receptor Inhibitors

Biological Activity

Description 4-Hydroxytamoxifen 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 NFf1VWtRem:uaX\ldoF1cW:wIHHzd4F6 M1G2OGlvcGmkaYTpc44hd2ZiZYP0do9o\W5vc4TpcZVt[XSnZDDNR2YuPyClZXzsJJBzd2yrZnXyZZRqd25uIFnDOVA:OC53IH7N MlLzPVU1QDhzNx?=
MCF7 cells M3;VR2Z2dmO2aX;uJIF{e2G7 M1Hxb2lvcGmkaYTvdpkh[2:wY3XueJJifGmxbjDh[4FqdnO2IF3DSk04KGK{ZXHzeEB1fW2xcjDj[YxteyC3c3nu[{BOS0ZvNzDhd5NigSxiSVO1NF05NjVibl2= M3PYSVEzQDJ3OUO1
MCF7 cells MVTQdo9tcW[ncnH0bY9vKGG|c3H5 MWK3NkBp NWLGWo02SW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBme3S{b3flckBz\WOncITvdkBl\XCnbnTlcpQhcHWvYX6gUWNHPyClZXzsd{Bi\nSncjC3NkBpenNiYomgUXRVKGG|c3H5MEBKSzVyPUCuNVA4KM7:TR?= NFm3SmcyQDh|NUG3Oi=>
MCF7 cells MWTQdo9tcW[ncnH0bY9vKGG|c3H5 NV;rZ3ptOjRiaB?= NGfTOmNCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIF3DSlch[2WubIOgZYZ1\XJiMkSgbJJ{KGK7IF3UV{Bie3OjeTygTWM2OD16LkWgcm0> NGniXIgyQDJ5MkK1Oi=>
T47D:C:4:2 cells MVrGeY5kfGmxbjDhd5NigQ>? NF[wdoVGe3S{b3flcolkKGGldHn2bZR6KGG2IIfpcIQhfHmyZTDFVkBidHCqYTDlfJBz\XO|ZXSgbY4hXDR5RErDPlQ7OiClZXzsd{Bkd2W6cILld5NqdmdiZYP0do9o\W5icnXzdI9ve2ViZXzlcYVvfCCkeTDkeYVtKGy3Y3nm[ZJie2VicnXwc5J1\XJiZ3Xu[UBie3OjeR?= M2m4NVIxOzN2M{[4
MDA-MB-231 cells NW\rZWVpTnWwY4Tpc44h[XO|YYm= NH62VmU{KGSjeYO= M3TrVmN6fG:|dHH0bYMh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDNSGEuVUJvMkOxJINmdGy|IHHmeIVzKDNiZHH5d{BjgSCvaXPyc5RqfGW{IHHzd4F6 MojUNlA2QTh3NUW=
PC3 cells MXrQdo9tcW[ncnH0bY9vKGG|c3H5 NVjjNVd[PDhiaB?= NHH1PZdCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIFv\HKxZ3XuJJJm[2WydH;yMYRm\mmlaXXueEBpfW2jbjDQR|Mh[2WubIOgbY5kfWKjdHXkJJdqfGhiMD62JI5OKG:oIHXzeJJi\GmxbDDhcoQhOC55IH7NJI9nKHSnc4Tvd5Rmem:wZTDh[pRmeiB2ODDodpMh[nlic4Xs[o9zcG:mYX3pcoUhSiCjc4PhfUwhT0l3ME23MlU5PTd6IN88US=> NIjPR3gzOTVzM{K3OS=>
DU145 cells NFX2c|hRem:uaX\ldoF1cW:wIHHzd4F6 MXW0PEBp NFKzZZdCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIFv\HKxZ3XuJJJm[2WydH;yMYRm\mmlaXXueEBpfW2jbjDEWVE1PSClZXzsd{BqdmO3YnH0[YQhf2m2aDCwMlYhdk1ib3[g[ZN1emGmaX;sJIFv\CByLkegcm0hd2ZidHXzeI9{fGW{b37lJIFnfGW{IES4JIhzeyCkeTDzeYxnd3Kqb3ThcYlv\SCEIHHzd4F6NCCJSUWwQVExNjdzNUKg{txO M2LMPFIyPTF|Mke1
LNCAP cells MlO0VJJwdGmoZYLheIlwdiCjc4PhfS=> MYm0PEBp M{W5eGFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5iTF7DRXAh[2WubIOg[ZhxemW|c3nu[{BidmS{b3flckBz\WOncITvdkBqdmO3YnH0[YQhf2m2aDCwMlYhdk1ib3[g[ZN1emGmaX;sJIFv\CByLkegcm0hd2ZidHXzeI9{fGW{b37lJIFnfGW{IES4JIhzeyCkeTDzeYxnd3Kqb3ThcYlv\SCEIHHzd4F6NCCJSUWwQVgvOzF5NkSg{txO MmLnNlE2OTN{N{W=
T47D cells MWnDfZRwfG:6aXPpeJkh[XO|YYm= MkLaOUBl[Xm| M4T6[2N6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJHQ1P0RiY3XscJMh[W[2ZYKgOUBl[Xm|LDDJR|UxRTBwMkGg{txO NG[xeWszOzh4NEmyPC=>
MDA-MB-231 cells MUHQdo9tcW[ncnH0bY9vKGG|c3H5 NYDidmZkOjRiaB?= MWLBcpRqeHKxbHnm[ZJifGm4ZTDhZ5Rqfmm2eTDh[4FqdnO2IHj1cYFvKE2GQT3NRk0zOzFiY3XscJMh[W[2ZYKgNlQhcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME2xNE41KM7:TR?= NHHqOG8zPDF6OUC1OS=>
MCF7 cells MWLGeY5kfGmxbjDhd5NigQ>? Mn3rNVAh|ryP MlPYOkBp NFrMNmVWeHKnZ4XsZZRqd25ib3[gSXJidHCqYTDwdo91\WmwIHzleoVteyCrbjDoeY1idiCPQ1[3JINmdGy|IHH0JFExKHWPIHHmeIVzKDZiaILzJIJ6KFenc4Tldo4h[myxdDDt[ZRpd2R? Mk\WNlQ{OzJ4M{C=
SKOV3 cells M1nEW2Z2dmO2aX;uJIF{e2G7 NHTzdIo1QCCq MX\BcpRq[2GwY3XyJIFo[Wmwc4SgbJVu[W5iU1vPWlMh[2WubIOgc5ZmemW6cILld5NqdmdiUD3ndEBie3Onc4Pl[EBieyClZXzsJJZq[WKrbHn0fUBi\nSncjC0PEBpenNiYomgV3JDKGG|c3H5MEBKSzVyPUeuOFYh|ryP NGG2R4IzPDl2NkG0OS=>
MDA-MB-231 cells Mm\iSpVv[3Srb36gZZN{[Xl? M1y1[|Q5KGh? M{PTTGFvfGmlYX7j[ZIh[WejaX7zeEBpfW2jbjDFVk1xd3OrdHn2[UBOTEFvTVKtNlMyKGOnbHzzJIF{e2W|c3XkJIF{KGOnbHygeoli[mmuaYT5JIFnfGW{IES4JIhzeyCkeTDTVmIh[XO|YYmsJGlEPTB;NT60JO69VQ>? Mo\VNlQ6PDZzNEW=
MCF7 cells MYPGeY5kfGmxbjDhd5NigQ>? NGLORmE1QCCq MnzrRY51cWOjbnPldkBi\2GrboP0JIh2dWGwIFXSMZBwe2m2aY\lJG1ETjdiY3XscJMh[XO|ZYPz[YQh[XNiY3XscEB3cWGkaXzpeJkh[W[2ZYKgOFghcHK|IHL5JHNTSiCjc4PhfUwhUUN3ME25MlIh|ryP MYmyOFk1PjF2NR?=
MDA-MB-231 cells NE\6fGpHfW6ldHnvckBie3OjeR?= M2Xyd|Q5KGh? MU\BcpRq[2GwY3XyJIFo[Wmwc4SgbJVu[W5iRWKtcoVo[XSrdnWgUWRCNU2ELUKzNUBk\WyuczDhd5Nme3OnZDDhd{Bk\WyuII\pZYJqdGm2eTDh[pRmeiB2ODDodpMh[nliU2LCJIF{e2G7LDDJR|UxRTZwMjFOwG0> MX[yOFk1PjF2NR?=
MCF7 cells MV\GeY5kfGmxbjDhd5NigQ>? NX\hRlZ7OjVyIITvJFUxOCCwTR?= MVe1JIRigXN? Mn7GRY51cWOjbnPldkBi\2GrboP0JIh2dWGwIFXSMZBwe2m2aY\lJG1ETjdiY3XscJMh[XO|ZYPz[YQh[XNiaX7obYJqfGmxbjDv[kBme3S{YXTpc4wucW6mdXPl[EBk\WyuIIDyc4xq\mW{YYTpc44h[XRiMkWwJJRwKDVyMDDuUUBi\nSncjC1JIRigXN? Ml\BNlQ6PDZzNEW=
MCF7 cells M1LUSWN6fG:2b4jpZ4l1gSCjc4PhfS=> MmHJOFghcA>? Mn7IR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gUWNHPyClZXzsd{Bi\nSncjC0PEBpenNiYomgUXRVKGG|c3H5MEBKSzVyPUGzMlYh|ryP MlPKNlU3OTh3OUW=
DU145 cells NGOwcXhRem:uaX\ldoF1cW:wIHHzd4F6 Ml36O|IhcA>? NILDb3BCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIFTVNVQ2KGOnbHzzJIF{e2W|c3XkJIF{KGmwaHnibZRqd25ib3[gZ4VtdCC4aXHibYxqfHliYX\0[ZIhPzJiaILzJIJ6KE2WVDDhd5NigSxiSVO1NF0yPS5|IN88US=> MYOyOVk6OzJ4OR?=
african green monkey Vero cells NV;kZ3A4WHKxbHnm[ZJifGmxbjDhd5NigQ>? MkPjO|IhcA>? M3vpRmFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgZYZzcWOjbjDndoVmdiCvb37r[ZkhXmW{bzDj[YxteyCjc4Pld5Nm\CCjczDpcohq[mm2aX;uJI9nKGOnbHygeoli[mmuaYT5JIFnfGW{IEeyJIhzeyCkeTDNWHQh[XO|YYmsJGlEPTB;MUWuNUDPxE1? M2PQe|I2QTl|Mk[5
BT-20 cells MWPQdo9tcW[ncnH0bY9vKGG|c3H5 NViyT3FmUW6qaXLpeI9zgSCjY4Tpeol1gSCjZ3HpcpN1KHC{b3zp[oVz[XSrb36gc4YhSlRvMkCgZ4VtdHNiaX6gdJJme2WwY3Wgc4YhXFCHIHH0JFEx\S13IF2gZ49v[2WwdILheIlwdg>? MmPqNlc3QTZ6MR?=
Ishikawa endometrial cells MmTpSpVv[3Srb36gZZN{[Xl? NW\mT|VPSW62YXfvcol{fCCjY4Tpeol1gSCjczDpcohq[mm2aX;uJI9nKDFibl2gNVcu[mW2YT3ld5Rz[WSrb3ygd5RqdXWuYYTl[EBidGujbHnu[UBxcG:|cHjheIF{\SCrbnT1Z5Rqd25iaX6gTZNpcWujd3Gg[Y5ld22ndILpZYwh[2WubIOsJGlEPTB;MD61NUDPxE1? MofkNVU{QDB{MEi=
MCF-7-2a cells M4nSXGZ2dmO2aX;uJIF{e2G7 MYPJcohq[mm2aX;uJI9nKGW|dILh[IlwdCCrbnT1Z4VlKGW|dILv[4VvKHKnY3XweI9zKHS{YX7zZ5JqeHSrb37hcEBi[3SrdnH0bY9vKGmwIF3DSk04NTKjIHPlcIx{NCCLQ{WwQVAvODB5IN88US=> NEXoeYEyOjZ5MkK0PS=>
Calu-1 cells MWnGeY5kfGmxbjDhd5NigQ>? NFKyWWU{OCCvaX7z NYC3XGd3UW6qaXLpeIlwdiCxZjDQUGQyKGmwIHj1cYFvKEOjbIWtNUBk\WyuczDhd5Nme3OnZDDhd{Bl\WO{ZXHz[UBqdiCyaH;zdIhifGmmeXzieZRidm:uLWvkPX0heHKxZIXjeIlwdiCjZoTldkA{OCCvaX7zJIJ6KG2jc4Ogd5Bm[3S{b33leJJq[yCjbnHsfZNqeyxiSVO1NF01NjhizszN MomyNVkyOzZ7N{W=
MCF12A cells NVzPeI1CWHKxbHnm[ZJifGmxbjDhd5NigQ>? MUC0PEBp M1TyU2FvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4Sg[ZN1em:pZX6gdoVk\XC2b4Kt[IVncWOrZX70JIh2dWGwIF3DSlEzSSClZXzsd{BqdmO3YnH0[YQhf2m2aDCwMlAxOyCwTTDv[kBme3S{YXTpc4wh[W6mIECuNFEhdk1ib3[geIV{fG:|dHXyc45mKGGodHXyJFQ5KGi{czDifUB{fWyob4Loc4RidWmwZTDCJIF{e2G7IHnuJJBz\XOnbnPlJI9nKDVnIH\leIFtKGKxdnnu[UB{\XK3bTygS2k2OD1|LkOxNVMyKM7:TR?= M37vOlIyPTF|Mke1
MCF7:WS8 cells NGDZdJpHfW6ldHnvckBie3OjeR?= MWrBZ5RqfmG2aX;uJI9nKGi3bXHuJGVTKGmwIHj1cYFvKE2FRke6W3M5KGOnbHzzJIV5eHKnc4Ppcoch\XO2cn;n[Y4hemW|cH;ud4l3\SCnbHXt[Y51KGK7IHz1Z4ln\XKjc3WgdoVxd3K2ZYKg[4Vv\SCjc4PhfS=> MnXONlA{OzR|Nki=
HEK293 cell M{jje2Z2dmO2aX;uJIF{e2G7 NFPZZ5o{OCCvaX7z MX\Jcohq[mm2aX;uJI9nKEeIUD30ZYdo\WRiaIXtZY4hWEyGMjDlfJBz\XO|ZXSgbY4hcHWvYX6gTGVMOjl|IHPlcIx{KGG|c3Xzd4VlKGG|IHTlZ5Jm[XOnIHnuJJBpd3OyaHH0bYR6dGK3dHHuc4wuY2R7XTDwdo9lfWO2aX;uJIFnfGW{IEOwJI1qdnNiYomgcYF{eyC|cHXjeJJwdWW2cnnjJIFv[Wy7c3nzMEBKSzVyPUCuNFQ1KM7:TR?= MW[xPVE{Pjl5NR?=
MCF12A cells NX7SVXd7WHKxbHnm[ZJifGmxbjDhd5NigQ>? NUS4VmdQPDhiaB?= MVfBcpRqeHKxbHnm[ZJifGm4ZTDhZ5Rqfmm2eTDh[4FqdnO2IHXzeJJw\2WwIILlZ4VxfG:{LXTl[olkcWWwdDDoeY1idiCPQ1[xNmEh[2WubIOgbY5kfWKjdHXkJJdqfGhiMD6wOkBvVSCxZjDld5Rz[WSrb3ygZY5lKDBwMEegcm0hd2ZidHXzeI9{fGW{b37lJIFnfGW{IES4JIhzeyCkeTDzeYxnd3Kqb3ThcYlv\SCEIHHzd4F6KGmwIIDy[ZNmdmOnIH;mJIZmfGGuIHLveolv\SC|ZYL1cUBidmRiToXT[ZJ2dSxiR1m1NF0{Njh7MES1JO69VQ>? Mn;BNlE2OTN{N{W=
HEK293 cells NH7EfHVHfW6ldHnvckBie3OjeR?= NXrwWFRCSWexbnnzeEBi[3Srdnn0fUBifCCqdX3hckBme3S{b3flckBz\WyjdHXkJJJm[2WydH;yJIdidW2jIHX4dJJme3OnZDDpckBJTUt{OUOgZ4VtdHNiYomgcJVkcW[ncnHz[UBz\XCxcoTldkBo\W6nIHHzd4F6NCCJSUWwQVEvOzVizszN M4\KT|I2OzB3Nki4
rat GH3 cells M4W4U2Z2dmO2aX;uJIF{e2G7 NYn6dI9xPDhiaB?= NYGySHFFSW62YXfvcol{fCCjY4Tpeol1gSCjdDDFVkBqdiC{YYSgS2g{KGOnbHzzJIF{e2W|c3XkJIF{KGmwaHnibZRqd25ib3[g[ZN1emGmaX;sMYlv\HWlZXSgdJJwdGGldHnuJIdmdmViZYjwdoV{e2mxbjDheEAyOCdvNjDNJIFnfGW{IES4JIhzeyCkeTDSWE1RS1JiYX7hcJl{cXN? NVnPZ45XOjR6MEWxPVk>
MCF7:WS8 cells NVP5boNWTnWwY4Tpc44h[XO|YYm= M1S0U|Q5KGh? NFTPZW9C\2:waYP0JIFkfGm4aYT5JIF1KEWUIHnuJIh2dWGwIF3DSlc7X1N6IHPlcIx{KGG|c3Xzd4VlKGG|IFfSSWIyKGenbnWg[ZhxemW|c3nvckBifCBzMDetOkBOKGGodHXyJFQ5KGi{czDifUBTXC2SQ2KgZY5idHm|aYO= NGTT[HkzPDhyNUG5PS=>
rat GH3 cells MVnGeY5kfGmxbjDhd5NigQ>? NWTqSZhZPDhiaB?= NXLqR2N6SW62YXfvcol{fCCjY4Tpeol1gSCjdDDFVkBqdiC{YYSgS2g{KGOnbHzzJIF{e2W|c3XkJIF{KGmwaHnibZRqd25ib3[g[ZN1emGmaX;sMYlv\HWlZXSgdJJwdGGldHnuJIdmdmViZYjwdoV{e2mxbjDheEAyOCdvMUCgeI8hOTBpLU[gUUBi\nSncjC0PEBpenNiYomgVnQuWEOUIHHuZYx6e2m| NF:1XXgzPDhyNUG5PS=>

... 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]

+ Expand
  • 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]

+ Expand
  • Animal Models: Sprague-Dawley rats
  • Formulation: dissolved in 200 μl tricaprylin
  • 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

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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