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H7904 Sigma-Aldrich

(Z)-4-Hydroxytamoxifen

≥98% Z isomer

Synonym: (Z)-4-OHT, (Z)-4-(1-[4-(Dimethylaminoethoxy)phenyl]-2-phenyl-1-butenyl)phenol, trans-4-Hydroxytamoxifen

  • CAS Number 68047-06-3

  • Empirical Formula (Hill Notation) C26H29NO2

  • Molecular Weight 387.51

  •  MDL number MFCD00278780

  •  PubChem Substance ID 24895814

  •  NACRES NA.77

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Properties

Related Categories Antibiotics, Antibiotics A to Z, Antibiotics G-M, Antibiotics by Application, Antineoplastic and Immunosuppressive Antibiotics,
Quality Level   300
assay   ≥98% (HPLC)
form   powder
storage condition   desiccated
  protect from light
solubility   methanol: 10 mg/mL
  ethanol: 20 mg/mL (with heating)
Mode of action   enzyme | inhibits
antibiotic activity spectrum   neoplastics
originator   AstraZeneca
storage temp.   2-8°C
SMILES string   CC\C(c1ccccc1)=C(/c2ccc(O)cc2)c3ccc(OCCN(C)C)cc3
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-
InChI key   TXUZVZSFRXZGTL-QPLCGJKRSA-N
Gene Information   human ... ESR1(2099), ESR2(2100), ESRRG(2104), IL6(3569)
rat ... Ar(24208), Esr1(24890), Esr2(25149)

Description

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

4-Hydroxytamoxifen (4-HT) is the active metabolite of tamoxifen which binds estrogen receptors (ER) and estrogen-related receptors (ERR) with estrogenic and anti-estrogenic effects. It is a cell permeable, selective estrogen receptor modulator (SERM). In Cas9 variants engineered with ligand-dependent inteins 4-Hydroxytamoxifen was used control Cas9 function, which reduced off target effects in CRISPR-mediated gene editing.

Features and Benefits

This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

This compound was developed by AstraZeneca. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. H7904.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
SL1210000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Small Molecule CRISPR Enhancers

As the CRISPR-Cas9 system has become an increasingly popular tool for genome editing, the desire to improve efficiency of precise CRISPR-mediated gene editing has arisen. A number of studies have ide...
Keywords: Bioactive small molecules, Chemical biology, Cyclizations, Genetic, Recombination, Transcription

Peer-Reviewed Papers
15

References

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