CAS 58562-33-7

4-Methoxyestrone

Description:

4-Methoxyestrone is a synthetic derivative of estrone, a naturally occurring estrogen. It is characterized by the presence of a methoxy group (-OCH3) at the 4-position of the steroid nucleus, which influences its biological activity and solubility. This compound is typically a white to off-white crystalline powder and is soluble in organic solvents such as ethanol and dimethyl sulfoxide (DMSO), but has limited solubility in water. 4-Methoxyestrone exhibits estrogenic activity, which makes it of interest in both pharmacological research and potential therapeutic applications, particularly in hormone replacement therapy and the treatment of estrogen-related conditions. Its molecular structure includes a steroid backbone, which is essential for its interaction with estrogen receptors. As with many synthetic estrogens, the safety profile and potential side effects are important considerations in its use. Proper handling and storage conditions are necessary to maintain its stability and efficacy.

Formula: C₁₉H₂₄O₃

InChI: InChI=1/C19H24O3/c1-19-10-9-12-11-5-7-16(20)18(22-2)14(11)4-3-13(12)15(19)6-8-17(19)21/h5,7,12-13,15,20H,3-4,6,8-10H2,1-2H3/t12-,13-,15+,19+/m1/s1

InChI key: InChIKey=PUEXVLNGOBYUEW-BFDPJXHCSA-N

SMILES: C[C@@]12[C@]([C@]3([C@@](C=4C(CC3)=C(OC)C(O)=CC4)(CC1)[H])[H])(CCC2=O)[H]

Synonyms:

• 4-Methoxyestrone
• Estra-1,3,5(10)-Trien-17-One, 3-Hydroxy-4-Methoxy-
• Estrone, 4-methoxy-
• 3-Hydroxy-4-methoxyestra-1,3,5(10)-trien-17-one
• Methoxyestrone
• Estrone Impurity 9
• 4-Methoxyestrone-d4
• Estrone 4-Methoxy Impurity
• 1,3,5(10)-Estatrien-3,4-diol-17-one 4-methyl ether
• 4-Methoxy-[13C,2H3]-estrone
• 4-hydroxyestrone-4-methyl ether

4-hydroxyestrone-4-methyl ether

CAS: 58562-33-7

4-hydroxyestrone-4-methyl ether (4-Methoxy Estrone) is the methylation of 4-OHE1, which is catalyzed by COMT.

Formula: C₁₉H₂₄O₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 300.39

Ref: TM-T9455

4-Methoxyestrone-1,2,16,16-d4

CAS: 58562-33-7

Purity: 98 atom % D

Color and Shape: White Solid

Molecular weight: 304.42

Ref: 3U-D5805

4-Methoxy Estrone

Controlled Product

CAS: 58562-33-7

Applications An endogenous estrogen metabolite, risk-factor for development of breast cancer.
References Beral, V., et al.: Lancet, 362, 419 (2003), Nelson, R., et al.: Clin. Chem., 50, 373 (2004), Malekinejad, H., et al.: J. Agric. Food Chem., 54, 9785 (2006),

Formula: C₁₉H₂₄O₃

Color and Shape: Off White Solid

Molecular weight: 300.39

Ref: TR-M226135

4-Methoxy estrone

Controlled Product

CAS: 58562-33-7

4-Methoxy estrone is a metabolite of estradiol that has been shown to induce cellular transformation in vitro and tumorigenesis in vivo. It can be found in the urine of women with breast cancer and is also produced during pregnancy. 4-Methoxy estrone has been shown to have a high affinity for catechol-O-methyltransferase (COMT) enzyme, which may contribute to its carcinogenic effects. Studies have also shown that 4-methoxy estrone can be metabolized by hydroxylation at the 4 position to form catechol estrogen metabolites, which are associated with preeclampsia. This compound has been identified as an endocrine disruptor that alters metabolic profiles when administered to animals.

Formula: C₁₉H₂₄O₃

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 300.39 g/mol

Ref: 3D-FM25179

4-Methoxyestrone-1,2,16,16-d4

Controlled Product

CAS: 58562-33-7

Applications 4-Methoxyestrone-1,2,16,16-d4 is a useful isotopically labeled compound of 4-Methoxy Estrone (M226135)

Formula: C₁₉D₄H₂₀O₃

Color and Shape: Neat

Molecular weight: 304.42

Ref: TR-M226136

4-Methoxy Estrone

CAS: 58562-33-7

Formula: C₁₉H₂₄O₃

Molecular weight: 300.4

Ref: ST-EA-CP-E30005