CAS 5976-61-4

4-Hydroxyestradiol

Description:

4-Hydroxyestradiol is a naturally occurring estrogen and a metabolite of estradiol, classified under the category of phenolic compounds. It is characterized by the presence of a hydroxyl group at the fourth carbon position of the estradiol structure, which contributes to its biological activity. This compound exhibits estrogenic activity, influencing various physiological processes, including reproductive functions and bone metabolism. Its molecular formula is C18H24O3, and it has a relatively low molecular weight. 4-Hydroxyestradiol is soluble in organic solvents and has limited solubility in water, which affects its bioavailability and distribution in biological systems. The compound is of interest in pharmacology and toxicology due to its role in hormone metabolism and potential implications in hormone-related diseases. Additionally, it can be involved in the formation of reactive metabolites that may contribute to oxidative stress. Overall, 4-Hydroxyestradiol serves as an important compound in the study of estrogenic activity and its effects on human health.

Formula: C₁₈H₂₄O₃

InChI: InChI=1/C18H24O3/c1-18-9-8-11-10-4-6-15(19)17(21)13(10)3-2-12(11)14(18)5-7-16(18)20/h4,6,11-12,14,16,19-21H,2-3,5,7-9H2,1H3/t11-,12-,14+,16+,18+/m1/s1

InChI key: InChIKey=QOZFCKXEVSGWGS-ZHIYBZGJSA-N

SMILES: C[C@@]12[C@]([C@]3([C@@](C=4C(CC3)=C(O)C(O)=CC4)(CC1)[H])[H])(CC[C@@H]2O)[H]

Synonyms:

• (17β)-Estra-1,3,5(10)-triene-3,4,17-triol
• Estra-1,3,5(10)-triene-3,4,17-triol, (17β)-
• 4-Hydroxyestradiol
• Estra-1,3,5(10)-triene-3,4,17β-triol
• 4-Hydroxy-17β-estradiol
• 4-OH-E2α
• 3,4,17BETA-TRIHYDROXY-1,3,5[10]-ESTRATRIENE
• 1,3,5(10)-ESTRATRIEN-3,4,17-BETA-TRIOL
• 4-Hydroxy-17-estradiol
• 4-hydroxyestradiol-17beta
• 4-Hydroxyestradiol-17α
• estra-1,3,5(10)-triene-3,4,17-beta-triol
• 4-oh-estradiol
• 1,3,5(10)-Estratriene-3,4,17β-triol
• 4-hydroxyestradiol approx. 90% (hplc)
• (17)-Estra-1,3,5(10)-triene-3,4,17-triol
• Estra-1,3,5(10)-triene-3,4,17α-triol
• 4-Hydroxyestradiol,1,3,5(10)-Estratriene-3,4,17β-triol
• 1,3,5[10]-ESTRATRIENE-3,4,17BETA-TRIOL
• Estra-1(10),2,4-triene-3,4,17β-triol

4-Hydroxyestradiol

CAS: 5976-61-4

Formula: C₁₈H₂₄O₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 288.3814

Ref: IN-DA00EAL4

4-Hydroxyestradiol

CAS: 5976-61-4

Formula: C₁₈H₂₄O₃

Purity: (TLC) ≥ 98%

Color and Shape: Off-white to pale yellow or beige powder

Molecular weight: 288.38

Ref: 7W-GL1043

4-Hydroxy-17β-estradiol

Controlled Product

CAS: 5976-61-4

Applications A metabolite of Estradiol.
References Bucala, R., et al.: J. Clin. Endocrinol. Metab., 60, 841 (1985), Telang, N., et al.: Anticancer Res., et al.: 11, 1021 (1991), Seeger, H., et al.: Med. Sci. Res., 26, 481 (1998), Bolton, J., et al.: Chem. Res. Toxicol., 13, 135 (2000),

Formula: C₁₈H₂₄O₃

Color and Shape: Fluid

Molecular weight: 288.38

Ref: TR-H941895

4-Hydroxy-17b-estradiol

Controlled Product

CAS: 5976-61-4

4-Hydroxy-17β-estradiol (4-OHE2) is a reactive metabolite of 17β-estradiol that binds to DNA and has been shown to have carcinogenic potential. The catechol-o-methyltransferase enzyme catalyzes the conversion of 4-OHE2 to 4-hydroxycatechol, which can then be further methylated by estrogen sulfotransferase or sulfatase to estrone and estrone sulfate. It has been shown that 4-OHE2 may be a potential biomarker for breast cancer. Experimental studies have shown that 4-OHE2 may act as an antioxidant in cancer tissues, but its activity has not been demonstrated in normal tissues. In order to demonstrate the ability of 4-OHE2 as an antioxidant, its activity was tested in vitro using human breast cancer cells (MDA MB 231). Results showed that 4-OHE2 decreased oxidative stress levels in these cells,

Formula: C₁₈H₂₄O₃

Purity: Min. 95%

Color and Shape: Solid

Molecular weight: 288.38 g/mol

Ref: 3D-FH24183

4-Hydroxyestradiol

CAS: 5976-61-4

Formula: C₁₈H₂₄O₃

Molecular weight: 288.39

Ref: ST-EA-CP-E28044