The product looks to be soluble in DMSO ~2mg/mL according to different sources. MilliporeSigma only has information validated for ethanol and methanol.
H7904
(Z)-4-Hydroxytamoxifen
≥98% (HPLC), powder, estrogen receptor modulator
Synonym(s):
4OH-Tamoxifen, (Z)-4-(1-[4-(Dimethylaminoethoxy)phenyl]-2-phenyl-1-butenyl)phenol, (Z)-4-OHT, trans-4-Hydroxytamoxifen
Sign Into View Organizational & Contract Pricing
Select a Size
5 MG
€241.00
25 MG
€855.00
All Photos(5)
Select a Size
Change View
5 MG
€241.00
25 MG
€855.00
About This Item
Empirical Formula (Hill Notation):
C26H29NO2
CAS Number:
Molecular Weight:
387.51
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
Product Name
(Z)-4-Hydroxytamoxifen, ≥98% Z isomer
Quality Level
Assay
≥98% (HPLC)
form
powder
storage condition
desiccated
protect from light
solubility
methanol: 10 mg/mL
ethanol: 20 mg/mL (with heating)
antibiotic activity spectrum
neoplastics
Mode of action
enzyme | inhibits
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)
General description
4-Hydroxytamoxifen (4-OHT) is a metabolite of the antiestrogen tamoxifen in humans and other mammals.[1] Both the Z (trans) and E (cis) 4-OHT isomers exhibit antiestrogenic properties in immature rats. Studies on the structure-function relationships of fixed ring systems have revealed that the trans isomer is a potent antiestrogen, while the cis isomer is relatively weaker (about 100 times less potent) as an antiestrogen in T47D breast cancer cells in vitro. 4-OHT binds to estrogen receptors (ER) and estrogen-related receptors (ERR), exerting both estrogenic and anti-estrogenic effects. This compound is a cell-permeable, selective estrogen receptor modulator (SERM). Compared to tamoxifen and its other metabolites, 4-OHT demonstrates a higher affinity for binding to estrogen receptors, resulting in 50 to 100-fold greater potency in inhibiting cell proliferation in normal human breast cells and breast cancer cell lines in culture.[2] Moreover, 4-OHT has been found effective in inhibiting the growth of these cells in the absence of estrogen when cell proliferation was induced by insulin or epidermal growth factor.
Application
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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B - Repr. 1B
Storage Class Code
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Choose from one of the most recent versions:
Certificates of Analysis (COA)
Lot/Batch Number
Don't see the Right Version?
If you require a particular version, you can look up a specific certificate by the Lot or Batch number.
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Customers Also Viewed
Microglia-Specific Expression of Olfml3 Is Directly Regulated by Transforming Growth Factor ?1-Induced Smad2 Signaling
Neidert N, et al.
Frontiers in Immunology, 9, 1728-1728 (2018)
Pei-Shan Hou et al.
Nature communications, 10(1), 3581-3581 (2019-08-10)
The bimodal requisite for a genetic program and external stimuli is a key feature of sensory circuit formation. However, the contribution of cell-intrinsic codes to directing sensory-specific circuits remains unknown. Here, we identify the earliest molecular program that preselects projection
Decreased expression of Yes-associated protein is associated with outcome in the luminal A breast cancer subgroup and with an impaired tamoxifen response
Lehn S, et al.
BMC Cancer, 14, 119-119 (2014)
Tamoxifen and hydroxytamoxifen as intramembraneous inhibitors of lipid peroxidation. Evidence for peroxyl radical scavenging activity
Cust'odio JBA, et al.
Biochemical Pharmacology, 47, 1989-1998 (1994)
Formulation of anti-miR-21 and 4-hydroxytamoxifen co-loaded biodegradable polymer nanoparticles and their antiproliferative effect on breast cancer cells
Devulapally R, et al.
J. Mol. Pharmacol., 12, 2080-2092 (2015)
Articles
Modulation of homology-directed repair (HDR) within the context of CRISPR-genome editing has led to the identification of small molecules that enhance CRISPR-mediated HDR efficiency in various cell types.
Modulation of homology-directed repair (HDR) within the context of CRISPR-genome editing has led to the identification of small molecules that enhance CRISPR-mediated HDR efficiency in various cell types.
Modulation of homology-directed repair (HDR) within the context of CRISPR-genome editing has led to the identification of small molecules that enhance CRISPR-mediated HDR efficiency in various cell types.
Modulation of homology-directed repair (HDR) within the context of CRISPR-genome editing has led to the identification of small molecules that enhance CRISPR-mediated HDR efficiency in various cell types.
-
What is the (Z)-4-Hydroxytamoxifen (product H7904) solubility in DMSO?
1 answer-
Helpful?
-
-
What are the solubility and solution stability recommendations for product H7904?
1 answer-
We do not test shelf life of solutions of this product in methanol or ethanol. Solubility in 95% ethanol at 20-25 mg/ml producing a clear, very faint yellow solution. Heating is required for solubilization in ethanol (20mg/ml); it is recommended to heat the powder in the solvent for short time periods and alternately invert or vortex to stir it, repeating until product appears dissolved, to prevent over- heating of the product.
Solutions of 4-OHT were prepared in methanol or chloroform at 10 mg/ml, yielding clear solutions
Helpful?
-
-
Is there Regulatory Support File available for storing product H7904 outside the recommended temperature range of 2-8°C?
1 answer-
There is no Regulatory Support File (RSF) available for storing product H7904 outside the recommended temperature range of 2-8°C. The product is not produced or offered as a compendial grade product and is strictly for research use only.
Helpful?
-
Active Filters
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service
