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AB143638

(E,Z)-4-Hydroxytamoxifen (17197F0KYM), estrogen receptor modulator

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MW 387.5 Da, Purity >97%. Potent and selective estrogen receptor modulator. Mixture of (Z)-4-Hydroxytamoxifen (ab141943) and (E)-4-Hydroxytamoxifen (ab143637) isomers. Tamoxifen (ab120656) metabolite. Inhibits lipid peroxidation. Shows estrogenic and antiestrogenic effects in vivo. Orally active.

View Alternative Names

Atherosclerosis, susceptibility to, included, Choline phosphatase 2, DKFZp686N23123, DKFZp781L1617, EC 3.1.4.4, ER, ER-alpha, ER-beta, ERR B2, ERR G2, ERR b, ERR beta-2, ERR gamma-2, ERR-beta, ERR2_HUMAN, ERR3_HUMAN, ERRgamma, ER[a], ER[b], ESR, ESR B, ESR BETA, ESR L2, ESR1_HUMAN, ESR2_HUMAN, ESRA, ESRRG, ESTR B, Era, Erb, Erb2, Esrrb, Estr, Estra, Estradiol Receptor alpha, Estradiol Receptor beta, Estradiol receptor, Estrogen Receptor 1, Estrogen Receptor 2, Estrogen receptor, Estrogen receptor 1 (alpha), Estrogen receptor 2 (ER beta), Estrogen receptor 2 ER beta, Estrogen receptor alpha, Estrogen receptor beta, Estrogen receptor beta 4, Estrogen receptor related 2, Estrogen receptor-like 2, Estrogen receptor-related protein 3, Estrogen resistance, included, Estrogen-related receptor beta, Estrogen-related receptor gamma, Estrrb, FLJ16023, HDL cholesterol, augmented response of, to hormone replacement, included, KIAA0832, Myocardial infarction, susceptibility to, included, NR3A1, NR3A2, NR3B3, NR3C3, Nr3b2, Nuclear receptor ERRB2, Nuclear receptor subfamily 3 group A member 1, Nuclear receptor subfamily 3 group A member 2, Nuclear receptor subfamily 3 group B member 2, Nuclear receptor subfamily 3 group B member 3, Nuclear receptor subfamily 3 group C member 3, OTTHUMP00000017718, OTTHUMP00000017719, Orphan nuclear receptor, PGR, PLD1C, PLD2_HUMAN, PR, PRA, PRB, PRGR_HUMAN, Phosphatidylcholine-hydrolyzing phospholipase D2, Phospholipase D2, Pldc, Progesterone receptor, Progestin receptor form A, Progestin receptor form B, RNESTROR, Steroid hormone receptor ERR 2, estrogen nuclear receptor beta variant a, estrogen nuclear receptor beta variant b, hPLD 2, mPLD2, rPLD2

1 Images
Chemical Structure - (E,Z)-4-Hydroxytamoxifen (17197F0KYM), estrogen receptor modulator (AB143638)
  • Chemical Structure

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Chemical Structure - (E,Z)-4-Hydroxytamoxifen (17197F0KYM), estrogen receptor modulator (AB143638)

2D chemical structure image of ab143638, (E,Z)-4-Hydroxytamoxifen (17197F0KYM), estrogen receptor modulator

Key facts

CAS number

68392-35-8

Purity

>97%

Form

Solid

form

Molecular weight

387.5 Da

Molecular formula

C<sub>2</sub><sub>6</sub>H<sub>2</sub><sub>9</sub>NO<sub>2</sub>

PubChem

63062

Nature

Synthetic

Solubility

Soluble in ethanol to 25 mM

Biochemical name

Afimoxifene

Biological description

Potent and selective estrogen receptor modulator. Mixture of (Z)-4-Hydroxytamoxifen (ab141943) and (E)-4-Hydroxytamoxifen (ab143637) isomers. Tamoxifen (ab120656) metabolite. Inhibits lipid peroxidation. Shows estrogenic and antiestrogenic effects in vivo. Orally active.

Canonical smiles

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

InChi

InChI=1S/C26H29NO2/c1-4-25(20-8-6-5-7-9-20)26(21-10-14-23(28)15-11-21)22-12-16-24(17-13-22)29-19-18-27(2)3/h5-17,28H,4,18-19H2,1-3H3

InChiKey

TXUZVZSFRXZGTL-UHFFFAOYSA-N

IUPAC Name

4-[1-[4-[2-(dimethylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenol

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate long-term storage conditions
-20°C
Storage information
Store under desiccating conditions|The product can be stored for up to 12 months

Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

The progesterone receptor estrogen receptor alpha and estrogen receptor beta are nuclear receptor proteins involved in gene regulation. These proteins help mediate the effects of their respective hormones with estrogen receptor alpha and beta having masses of approximately 66 kDa and 59 kDa respectively. They are expressed in several tissues including the breast uterus and ovaries. Progesterone receptors are also present in the central nervous system. Estrogen-related receptors beta and gamma function similarly to estrogen receptors but do not bind estrogen. Phospholipase D2 (PLD2) is another protein involved here acting as a phospholipid-hydrolyzing enzyme predominantly found in cell membranes and also expressed in many tissues.
Biological function summary

These receptors and enzymes play significant roles in regulating cellular proliferation differentiation and survival. Estrogen receptors alpha and beta often form heterodimers or homodimers influencing gene expression in response to estrogen. Progesterone receptor activation helps modulate reproductive processes and neuroprotection. The esterogen-related receptors beta and gamma while orphan receptors play roles in energy metabolism and mitochondrial functions. PLD2 contributes to signal transduction and membrane trafficking.

Pathways

The progesterone and estrogen receptors are key components of the steroid hormone signaling pathway influencing cellular processes like development and metabolism. These receptors interact with other proteins like coactivators and corepressors to regulate transcriptional activity. On the other hand PLD2 is part of the phosphatidic acid signaling pathway involved in cellular signaling and membrane dynamics. Through these pathways the proteins ensure the regulation of various physiological processes including gene transcription and protein synthesis.

These proteins have solid connections to breast cancer and metabolic disorders. Abnormalities in estrogen receptors are often linked to breast cancer progression making them important in developing hormone therapies such as 4-hydroxytamoxifen treatment. The progesterone receptor also plays a role in breast cancer influencing disease progression and treatment outcomes. PLD2 has a connection with metabolic disorders due to its involvement in lipid signaling affecting insulin resistance and obesity. These proteins are essential both as biomarkers and therapeutic targets in treating these conditions.

Product protocols

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