4-Hydroxytamoxifen(Afimoxifene)

For research use only.

Catalog No.S7827 Synonyms: Afimoxifene

5 publications

4-Hydroxytamoxifen(Afimoxifene) 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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Selleck's 4-Hydroxytamoxifen(Afimoxifene) has been cited by 5 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.

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 M2rDXHBzd2yrZnXyZZRqd25iYYPzZZk> MX7Jcohq[mm2aX;uJI9nKGW|dILv[4VvNXO2aX31cIF1\WRiTVPGMVch[2WubDDwdo9tcW[ncnH0bY9vNCCLQ{WwQVAvPSCwTR?= M4nrSlk2PDh6MUe=
MCF7 cells NHi4NlJHfW6ldHnvckBie3OjeR?= Mkm5TY5pcWKrdH;yfUBkd26lZX70doF1cW:wIHHnZYlve3RiTVPGMVch[nKnYYP0JJR2dW:{IHPlcIx{KHW|aX7nJG1ETi15IHHzd4F6NCCLQ{WwQVgvPSCwTR?= M175NlEzQDJ3OUO1
MCF7 cells NXH4eWdpWHKxbHnm[ZJifGmxbjDhd5NigQ>? MWq3NkBp MlixRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDld5Rzd2enbjDy[YNmeHSxcjDk[ZBmdmSnboSgbJVu[W5iTVPGO{Bk\WyuczDh[pRmeiB5MjDodpMh[nliTWTUJIF{e2G7LDDJR|UxRTBwMUC3JO69VQ>? Mn;NNVg5OzVzN{[=
MCF7 cells NUO1fYZ1WHKxbHnm[ZJifGmxbjDhd5NigQ>? NWDtdlNsOjRiaB?= MorYRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCPQ1[3JINmdGy|IHHmeIVzKDJ2IHjyd{BjgSCPVGOgZZN{[XluIFnDOVA:QC53IH7N NXLsN4FxOTh{N{KyOVY>
T47D:C:4:2 cells MWrGeY5kfGmxbjDhd5NigQ>? NUSxbYt5TXO2cn;n[Y5q[yCjY4Tpeol1gSCjdDD3bYxlKHS7cHWgSXIh[WyyaHGg[ZhxemW|c3XkJIlvKFR2N1S6R|o1QjJiY3XscJMh[2:neIDy[ZN{cW6pIHXzeJJw\2WwIILld5BwdnOnIHXs[Y1mdnRiYomg[JVmdCCudXPp[oVz[XOnIILldI9zfGW{IHflcoUh[XO|YYm= NYnKZXV{OjB|M{SzOlg>
MDA-MB-231 cells NYrCRoVNTnWwY4Tpc44h[XO|YYm= M2TWT|Mh\GG7cx?= MmGxR5l1d3O2YYTpZ{Bi[3Srdnn0fUBi\2GrboP0JIh2dWGwIF3ERU1OSi1{M{GgZ4VtdHNiYX\0[ZIhOyCmYYnzJIJ6KG2rY4LveIl1\XJiYYPzZZk> NHHGeo4zODV7OEW1OS=>
PC3 cells M{T2T3Bzd2yrZnXyZZRqd25iYYPzZZk> MUG0PEBp M4WzSmFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgZY5lem:pZX6gdoVk\XC2b4Kt[IVncWOrZX70JIh2dWGwIGDDN{Bk\WyuczDpcoN2[mG2ZXSge4l1cCByLk[gcm0hd2ZiZYP0doFlcW:uIHHu[EAxNjdibl2gc4YhfGW|dH;zeIVzd26nIHHmeIVzKDR6IHjyd{BjgSC|dXzmc5Jpd2SjbXnu[UBDKGG|c3H5MEBIUTVyPUeuOVg2PzhizszN MoLaNlE2OTN{N{W=
DU145 cells MofHVJJwdGmoZYLheIlwdiCjc4PhfS=> M{Xsb|Q5KGh? NHe3bWVCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIFv\HKxZ3XuJJJm[2WydH;yMYRm\mmlaXXueEBpfW2jbjDEWVE1PSClZXzsd{BqdmO3YnH0[YQhf2m2aDCwMlYhdk1ib3[g[ZN1emGmaX;sJIFv\CByLkegcm0hd2ZidHXzeI9{fGW{b37lJIFnfGW{IES4JIhzeyCkeTDzeYxnd3Kqb3ThcYlv\SCEIHHzd4F6NCCJSUWwQVExNjdzNUKg{txO NHj4SI0zOTVzM{K3OS=>
LNCAP cells MkPlVJJwdGmoZYLheIlwdiCjc4PhfS=> NEPmW|Q1QCCq M3m2dmFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5iTF7DRXAh[2WubIOg[ZhxemW|c3nu[{BidmS{b3flckBz\WOncITvdkBqdmO3YnH0[YQhf2m2aDCwMlYhdk1ib3[g[ZN1emGmaX;sJIFv\CByLkegcm0hd2ZidHXzeI9{fGW{b37lJIFnfGW{IES4JIhzeyCkeTDzeYxnd3Kqb3ThcYlv\SCEIHHzd4F6NCCJSUWwQVgvOzF5NkSg{txO NVK1ZZJOOjF3MUOyO|U>
T47D cells NXXOXI9wS3m2b4TvfIlkcXS7IHHzd4F6 MUW1JIRigXN? NIfaUGJEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBVPDeGIHPlcIx{KGGodHXyJFUh\GG7czygTWM2OD1yLkKxJO69VQ>? M2j6d|I{QDZ2OUK4
MDA-MB-231 cells MYDQdo9tcW[ncnH0bY9vKGG|c3H5 NIrnSpUzPCCq NULpNHN1SW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDNSGEuVUJvMkOxJINmdGy|IHHmeIVzKDJ2IHjyd{BjgSCPVGSgZZN{[XluIFnDOVA:OTBwNDFOwG0> M1zWSlI1OTh7MEW1
MCF7 cells M1[yXmZ2dmO2aX;uJIF{e2G7 NIHsZ2gyOCEQvF2= M3ruVVYhcA>? MW\VdJJm\3WuYYTpc44hd2ZiRWLhcJBp[SCycn;0[YlvKGyndnXsd{BqdiCqdX3hckBOS0Z5IHPlcIx{KGG2IEGwJJVOKGGodHXyJFYhcHK|IHL5JHdme3Sncn6gZoxwfCCvZYToc4Q> M3K0XVI1OzN{NkOw
SKOV3 cells Mm\GSpVv[3Srb36gZZN{[Xl? MUm0PEBp NXTjSZg4SW62aXPhcoNmeiCjZ3HpcpN1KGi3bXHuJHNMV1Z|IHPlcIx{KG:4ZYLlfJBz\XO|aX7nJHAu\3BiYYPz[ZN{\WRiYYOgZ4VtdCC4aXHibYxqfHliYX\0[ZIhPDhiaILzJIJ6KFOUQjDhd5NigSxiSVO1NF04NjR4IN88US=> MVyyOFk1PjF2NR?=
MDA-MB-231 cells NGLXR5VHfW6ldHnvckBie3OjeR?= MYG0PEBp NYHBS45[SW62aXPhcoNmeiCjZ3HpcpN1KGi3bXHuJGVTNXCxc3n0bZZmKE2GQT3NRk0zOzFiY3XscJMh[XO|ZYPz[YQh[XNiY3XscEB3cWGkaXzpeJkh[W[2ZYKgOFghcHK|IHL5JHNTSiCjc4PhfUwhUUN3ME21MlQh|ryP MofnNlQ6PDZzNEW=
MCF7 cells NYjBTWZGTnWwY4Tpc44h[XO|YYm= MkThOFghcA>? NHq4S2VCdnSrY3HuZ4VzKGGpYXnud5QhcHWvYX6gSXIueG:|aYTpeoUhVUOINzDj[YxteyCjc4Pld5Nm\CCjczDj[YxtKH[rYXLpcIl1gSCjZoTldkA1QCCqcoOgZpkhW1KEIHHzd4F6NCCLQ{WwQVkvOiEQvF2= M3\jblI1QTR4MUS1
MDA-MB-231 cells NUm4PIJlTnWwY4Tpc44h[XO|YYm= NIrSSlE1QCCq NUm0dlc6SW62aXPhcoNmeiCjZ3HpcpN1KGi3bXHuJGVTNW6nZ3H0bZZmKE2GQT3NRk0zOzFiY3XscJMh[XO|ZYPz[YQh[XNiY3XscEB3cWGkaXzpeJkh[W[2ZYKgOFghcHK|IHL5JHNTSiCjc4PhfUwhUUN3ME22MlIh|ryP M1nUcVI1QTR4MUS1
MCF7 cells NX;EPGIyTnWwY4Tpc44h[XO|YYm= M3PFd|I2OCC2bzC1NFAhdk1? M1e5[FUh\GG7cx?= NY\jTFJ7SW62aXPhcoNmeiCjZ3HpcpN1KGi3bXHuJGVTNXCxc3n0bZZmKE2FRkegZ4VtdHNiYYPz[ZN{\WRiYYOgbY5pcWKrdHnvckBw\iCnc4TyZYRqd2xvaX7keYNm\CClZXzsJJBzd2yrZnXyZZRqd25iYYSgNlUxKHSxIEWwNEBvVSCjZoTldkA2KGSjeYO= NFLHSVczPDl2NkG0OS=>
MCF7 cells MXLDfZRwfG:6aXPpeJkh[XO|YYm= M33BRVQ5KGh? MlzuR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gUWNHPyClZXzsd{Bi\nSncjC0PEBpenNiYomgUXRVKGG|c3H5MEBKSzVyPUGzMlYh|ryP NX3KWJBsOjV4MUi1PVU>
DU145 cells MULQdo9tcW[ncnH0bY9vKGG|c3H5 MnnlO|IhcA>? NGnKO3lCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIFTVNVQ2KGOnbHzzJIF{e2W|c3XkJIF{KGmwaHnibZRqd25ib3[gZ4VtdCC4aXHibYxqfHliYX\0[ZIhPzJiaILzJIJ6KE2WVDDhd5NigSxiSVO1NF0yPS5|IN88US=> MVGyOVk6OzJ4OR?=
african green monkey Vero cells M2j3TnBzd2yrZnXyZZRqd25iYYPzZZk> MUW3NkBp NFv6elZCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIFnemmlYX6g[5Jm\W5ibX;ub4V6KF[ncn:gZ4VtdHNiYYPz[ZN{\WRiYYOgbY5pcWKrdHnvckBw\iClZXzsJJZq[WKrbHn0fUBi\nSncjC3NkBpenNiYomgUXRVKGG|c3H5MEBKSzVyPUG1MlEh|ryP M1TCd|I2QTl|Mk[5
BT-20 cells MoXWVJJwdGmoZYLheIlwdiCjc4PhfS=> NELuWpFKdmirYnn0c5J6KGGldHn2bZR6KGGpYXnud5QheHKxbHnm[ZJifGmxbjDv[kBDXC1{MDDj[YxteyCrbjDwdoV{\W6lZTDv[kBVWEViYYSgNVBmNTViTTDjc45k\W62cnH0bY9v M4K5[lI4Pjl4OEG=
Ishikawa endometrial cells NXe1WFJJTnWwY4Tpc44h[XO|YYm= NXy5W3RqSW62YXfvcol{fCCjY4Tpeol1gSCjczDpcohq[mm2aX;uJI9nKDFibl2gNVcu[mW2YT3ld5Rz[WSrb3ygd5RqdXWuYYTl[EBidGujbHnu[UBxcG:|cHjheIF{\SCrbnT1Z5Rqd25iaX6gTZNpcWujd3Gg[Y5ld22ndILpZYwh[2WubIOsJGlEPTB;MD61NUDPxE1? NWHT[VN1OTV|OECyNFg>
MCF-7-2a cells M33jc2Z2dmO2aX;uJIF{e2G7 M{\NRWlvcGmkaYTpc44hd2ZiZYP0doFlcW:uIHnu[JVk\WRiZYP0do9o\W5icnXj[ZB1d3JidILhcpNkemmydHnvcoFtKGGldHn2ZZRqd25iaX6gUWNHNTdvMnGgZ4VtdHNuIFnDOVA:OC5yMEeg{txO NXLZb5F1OTJ4N{KyOFk>
Calu-1 cells M4nabWZ2dmO2aX;uJIF{e2G7 NISzXmw{OCCvaX7z M2TJdWlvcGmkaYTpc44hd2ZiUFzENUBqdiCqdX3hckBE[Wy3LUGgZ4VtdHNiYYPz[ZN{\WRiYYOg[IVkemWjc3WgbY4heGixc4DoZZRq\HmuYoX0ZY5wdC2dZEndJJBzd2S3Y4Tpc44h[W[2ZYKgN|AhdWmwczDifUBu[XO|IIPw[YN1em:vZYTybYMh[W6jbInzbZMtKEmFNUC9OE45KM7:TR?= M3LwSlE6OTN4OUe1
MCF12A cells NGXtcoRRem:uaX\ldoF1cW:wIHHzd4F6 Ml;uOFghcA>? M{fkZ2FvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4Sg[ZN1em:pZX6gdoVk\XC2b4Kt[IVncWOrZX70JIh2dWGwIF3DSlEzSSClZXzsd{BqdmO3YnH0[YQhf2m2aDCwMlAxOyCwTTDv[kBme3S{YXTpc4wh[W6mIECuNFEhdk1ib3[geIV{fG:|dHXyc45mKGGodHXyJFQ5KGi{czDifUB{fWyob4Loc4RidWmwZTDCJIF{e2G7IHnuJJBz\XOnbnPlJI9nKDVnIH\leIFtKGKxdnnu[UB{\XK3bTygS2k2OD1|LkOxNVMyKM7:TR?= MW[yNVUyOzJ5NR?=
MCF7:WS8 cells M4TSXmZ2dmO2aX;uJIF{e2G7 MWLBZ5RqfmG2aX;uJI9nKGi3bXHuJGVTKGmwIHj1cYFvKE2FRke6W3M5KGOnbHzzJIV5eHKnc4Ppcoch\XO2cn;n[Y4hemW|cH;ud4l3\SCnbHXt[Y51KGK7IHz1Z4ln\XKjc3WgdoVxd3K2ZYKg[4Vv\SCjc4PhfS=> M4TsUFIxOzN2M{[4
HEK293 cell NHPG[XFHfW6ldHnvckBie3OjeR?= M1u3WFMxKG2rboO= M3\yNGlvcGmkaYTpc44hd2ZiR1\QMZRi\2enZDDoeY1idiCSTFSyJIV5eHKnc4Pl[EBqdiCqdX3hckBJTUt{OUOgZ4VtdHNiYYPz[ZN{\WRiYYOg[IVkemWjc3WgbY4heGixc4DoZZRq\HmuYoX0ZY5wdC2dZEndJJBzd2S3Y4Tpc44h[W[2ZYKgN|AhdWmwczDifUBu[XO|IIPw[YN1em:vZYTybYMh[W6jbInzbZMtKEmFNUC9NE4xPDRizszN NX74O4V4OTlzM{[5O|U>
MCF12A cells NGm5dXdRem:uaX\ldoF1cW:wIHHzd4F6 MX60PEBp M{nNNGFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4Sg[ZN1em:pZX6gdoVk\XC2b4Kt[IVncWOrZX70JIh2dWGwIF3DSlEzSSClZXzsd{BqdmO3YnH0[YQhf2m2aDCwMlA3KG6PIH;mJIV{fHKjZHnvcEBidmRiMD6wO{BvVSCxZjD0[ZN1d3O2ZYLvcoUh[W[2ZYKgOFghcHK|IHL5JJN2dG[xcnjv[IFucW6nIFKgZZN{[XliaX6gdJJme2WwY3Wgc4Yh\mW2YXygZo93cW6nIIPldpVuKGGwZDDOeXNmenWvLDDHTVUxRTNwOEmwOFUh|ryP NFiy[|AzOTVzM{K3OS=>
HEK293 cells NVyweWNrTnWwY4Tpc44h[XO|YYm= MVTB[49vcXO2IHHjeIl3cXS7IHH0JIh2dWGwIHXzeJJw\2WwIILlcIF1\WRicnXj[ZB1d3JiZ3HtcYEh\XiycnXzd4VlKGmwIFjFT|I6OyClZXzsd{BjgSCudXPp[oVz[XOnIILldI9zfGW{IHflcoUh[XO|YYmsJGdKPTB;MT6zOUDPxE1? NHH1b4MzPTNyNU[4PC=>
rat GH3 cells MljySpVv[3Srb36gZZN{[Xl? MkK4OFghcA>? NXjmdYlsSW62YXfvcol{fCCjY4Tpeol1gSCjdDDFVkBqdiC{YYSgS2g{KGOnbHzzJIF{e2W|c3XkJIF{KGmwaHnibZRqd25ib3[g[ZN1emGmaX;sMYlv\HWlZXSgdJJwdGGldHnuJIdmdmViZYjwdoV{e2mxbjDheEAyOCdvNjDNJIFnfGW{IES4JIhzeyCkeTDSWE1RS1JiYX7hcJl{cXN? MX:yOFgxPTF7OR?=
MCF7:WS8 cells NYrR[WZqTnWwY4Tpc44h[XO|YYm= MX[0PEBp NUH6cnVxSWexbnnzeEBi[3Srdnn0fUBifCCHUjDpckBpfW2jbjDNR2Y4QleVODDj[YxteyCjc4Pld5Nm\CCjczDHVmVDOSCpZX7lJIV5eHKnc4Ppc44h[XRiMUCnMVYhVSCjZoTldkA1QCCqcoOgZpkhWlRvUFPSJIFv[Wy7c3nz NGLzSXEzPDhyNUG5PS=>
rat GH3 cells MYDGeY5kfGmxbjDhd5NigQ>? Mmq0OFghcA>? NWrnVnlnSW62YXfvcol{fCCjY4Tpeol1gSCjdDDFVkBqdiC{YYSgS2g{KGOnbHzzJIF{e2W|c3XkJIF{KGmwaHnibZRqd25ib3[g[ZN1emGmaX;sMYlv\HWlZXSgdJJwdGGldHnuJIdmdmViZYjwdoV{e2mxbjDheEAyOCdvMUCgeI8hOTBpLU[gUUBi\nSncjC0PEBpenNiYomgVnQuWEOUIHHuZYx6e2m| NF6wSo4zPDhyNUG5PS=>

... 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(C1=CC=CC=C1)=C(C2=CC=C(O)C=C2)C3=CC=C(OCCN(C)C)C=C3

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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

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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