Abcam, ab141943, (Z)-4-Hydroxytamoxifen, estrogen receptor modulator

Size: 5mg / 10mg / 25mg
MW 387.5 Da, Purity >98%. Potent and selective estrogen receptor antagonist (IC 50 = 7 nM). Active metabolite of ( Z )-tamoxifen (ab120656) and exhibits higher potency in vitro . Shows antiproliferative effect (IC 50 = 27 μM). Induces p21 nuclear localization.
Key facts
CAS number:68047-06-3,
Purity:>98%,
Form:SolidSee storage information,
Molecular weight:387.5 Da,
Molecular formula:C26H29NO2,
PubChem:449459,
Nature:Synthetic,
Solubility:Soluble in ethanol to 50 mMSoluble in DMSO to 100 mM,
Biochemical name:4-Hydroxytamoxifen,
Biological description:Potent and selective estrogen receptor antagonist (IC50 = 7 nM). Active metabolite of (Z)-tamoxifen (ab120656) and exhibits higher potency in vitro. Shows antiproliferative effect (IC50 = 27 μM). Induces p21 nuclear localization.,
Canonical smiles:CCC(=C(C1=CC=C(C=C1)O)C2=CC=C(C=C2)OCCN(C)C)C3=CC=CC=C3,
Isomeric smiles:CC/C(=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/b26-25-,
InChiKey:TXUZVZSFRXZGTL-QPLCGJKRSA-N,
IUPAC Name:4-[(Z)-1-[4-[2-(dimethylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenol

Properties and Storage Information:
Shipped at conditions-Ambient - Can Ship with Ice, Appropriate short-term storage conditions--20°C, 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 estrogen receptor family includes Estrogen Receptor (ER) Estrogen Receptor beta (ERβ) and Estrogen Related Receptors alpha beta and gamma (ERRα ERRβ ERRγ). These nuclear receptors function as transcription factors activated by estrogen with ER being extensively studied. ER has two subtypes ERα and ERβ with masses approximately 66 kDa and 59 kDa respectively. These receptors are largely expressed in reproductive tissues but also in the brain bone and cardiovascular system. ERRs related yet distinct from ERs do not actually bind estrogens and function independently of these ligands.
Biological function summary
Estrogen receptors regulate gene expression and play essential roles in various physiological processes. They often form receptor complexes to exert their effects. These receptors impact cell reproduction differentiation and development processes influencing tissue homeostasis. ERα is particularly important in breast tissue affecting growth and function and interacts with co-regulator proteins to mediate estrogen responses. ERRs while sharing structural similarities regulate genes involved in energy metabolism and mitochondrial function.
Pathways
The estrogen receptors participate in the estrogen signaling pathway influencing growth and development in response to hormonal changes. They interact strongly with coactivators and corepressors to modulate gene transcription. MAPK/ERK and PI3K/Akt are notable pathways through which ERs exert effects often involving cross-talk with Growth Factor Receptors. ERRs participate in metabolic reprogramming pathways associating with genes that regulate oxidative phosphorylation. These pathways reveal how receptor actions are integrated and regulated in cellular contexts.
Estrogen receptors are significantly involved in breast cancer and osteoporosis. ERα is often overexpressed in many breast cancer types and serves as a target for compounds like 4-hydroxytamoxifen (4-OHT) a selective estrogen receptor modulator. This interaction inhibits estrogen stimulation of cancer cells. ERRs are implicated in metabolic disorders due to their role in energy homeostasis. For osteoporosis the receptor's influence on bone density and turnover points to key therapeutic targets. In breast cancer the relationship between ERα and proteins like Her2/neu can affect treatment responses and prognosis illustrating the critical role estrogen receptors play in disease mechanisms.