Menformon A

Base Information

• Chemical Name: Menformon A
• CAS No.: 53-16-7
• Molecular Formula: C18H22O2
• Molecular Weight: 270.371
• Hs Code.: 29335995
• NSC Number: 9699
• Wikidata: Q27166915
• ChEMBL ID: CHEMBL756
• Mol file: 53-16-7.mol

Synonyms:Menformon A;E1;Oestrone;Estrone-[2,3,4-13C3];Fermidyn;Estrin;Femestrone inj.;NSC9699;Follidrin (tablets);1,3,5-Oestratrien-3-ol-17-one;NCGC00015423-03;Duogen (Salt/Mix);ST019426;component of Spanestrin-P;CHEMBL756;Oprea1_745128;MLS001331716;SCHEMBL157262;CHEBI:95131;DNXHEGUUPJUMQT-UHFFFAOYSA-N;HMS2235H07;HMS3370A22;MFCD00003620;3-Hydroxy-17-ketoestra-1,5-triene;3-Hydroxy-17-ketooestra-1,5-triene;AKOS001116292;1,5(10)-Estratrien-3-ol-17-one;1,5(10)-Oestratrien-3-ol-17-one;3-hydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one;5-hydroxy-15-methyltetracyclo[8.7.0.0<2,7>.0<11,15>]heptadeca-2(7),3,5-trien-1 4-one;NCGC00015423-02;NCGC00142363-01;NCGC00142363-02;3-Hydroxyestra-1,5(10)-trien-17-one;SMR000814705;SY036249;3-Hydroxy-1,5(10)-oestratrien-17-one;WLN: L E5 B666 FVTTT&J E1 OQ;3-Hydroxy-oestra-1,5(10)-trien-17-one;3-Hydroxy-1,3,5(10)-oestratrien-17-one;CS-0348902;FT-0668040;FT-0668041;.delta.-1,5-Estratrien-3.beta.-ol-17-one;delta-1,3,5-Estratrien-3.beta.-ol-17-one;EN300-18760;Estra-1,5(10)-trien-17-one, 3-hydroxy-;.delta.-1,5-Oestratrien-3.beta.-ol-17-one;delta-1,3,5-Oestratrien-3.beta.-ol-17-one;.DELTA.-1,3,5(10)-Estratrien-3-ol-17-one;BRD-A14458579-001-08-5;Q27166915;5-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-14-one;1187829-63-5;3-Hydroxy-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-17h-cyclopenta[a]phenanthren-17-one

Chemical Property of Menformon A

Chemical Property:

• Appearance/Colour: crystalline solid
• Vapor Pressure: 1.54E-08mmHg at 25°C
• Melting Point: 258-261 ºC
• Refractive Index: 165 ° (C=1, Dioxane)
• Boiling Point: 445.2 ºC at 760 mmHg
• PKA: pKa 10.77±0.02(H2O)(Approximate)
• Flash Point: 189.7 ºC
• PSA: 37.30000
• Density: 1.164 g/cm³
• LogP: 3.81740
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Dioxane (Slightly), Ethanol (Slightly), Methanol (Slightl
• Water Solubility.: 0.03 g/L
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 270.161979940
• Heavy Atom Count: 20
• Complexity: 418

Purity/Quality:

99% ^*data from raw suppliers

Folliculin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T,F
• Statements: 45-60-61-64-40-63-39/23/24/25-23/24/25-11
• Safety Statements: 53-45-36/37-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2=O)CCC4=C3C=CC(=C4)O
• Natural Steroid Hormone: Estrone is a natural steroid hormone produced by the ovary, placenta, and adrenal cortex in both humans and animals. It is excreted in urine and feces, ultimately being released into the environment.
• Gene Expression Profiles: Gene profiles influenced by pre- and postmenopausal estrogens differ. Estrone stimulates certain genes associated with epithelial-to-mesenchymal transition (EMT), invasion, and metastasis in vivo.
• Feminizing Hormone Treatment: Estrone is relevant in feminizing hormone treatment for transgender women. It is an estrogen receptor agonist and a metabolite of estradiol. The route of administration (oral vs. transdermal) affects the concentration of estrone, with oral estradiol leading to higher levels. Estrone's relative binding affinity for estrogen receptors is lower than that of estradiol, but its role in feminization varies among individuals.
• Predictor of Circulating Estradiol: Estrone is a strong predictor of circulating estradiol levels in women aged 70 years and older.
• Environmental Contamination: Global-scale contamination of soil and aquatic environments with estrone results from the widespread use of animal manure as fertilizer. Understanding the degradation of estrone by microorganisms is essential for bioremediation efforts.
• Physiological Role: Estrogens, including estrone, regulate various physiological processes such as sexual development, stress response, tissue differentiation, and energy metabolism. During menopause, estrone becomes the principal estrogen in circulation as the ovaries cease estradiol production.

Technology Process of Menformon A

There total 238 articles about Menformon A which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

estrone 3-methyl ether (1624-62-0) → Estrone (53-16-7)

Guidance literature:

With aluminium trichloride; sodium iodide; In dichloromethane; acetonitrile; for 5.5h; Heating;

Reference yield: 91.0%

(8R,9S,13S,14S)-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydrospiro[cyclopenta[a]phenanthrene-17,2'-[1,3]dithiolan]-3-ol (14485-61-1) → Estrone (53-16-7)

Guidance literature:

With iodosylbenzene; In dichloromethane; at 20 ℃; for 1.16667h;

DOI:10.24820/ARK.5550190.P011.476

Reference yield: 16.0%

19-hydroxy-4β,5-epoxy-5β-androstane-3,17-dione (53875-00-6) → Estrone (53-16-7) + 2-hydroxyestrone (362-06-1,4735-38-0) + 2β,19-epoxyandrost-4-ene-3,17-dione (124522-67-4) + 2α,19-dihydroxyandrost-4-ene-3,17-dione (53875-01-7)

Guidance literature:

With sulfuric acid; In dimethyl sulfoxide;

upstream raw materials:

1,4-dioxane

(13α)-3-hydroxyestra-1(10),2,4-trien-17-one

ethanol

Estriol

Downstream raw materials:

2-(((8R,9S,13S,14S)-13-methyl-17-oxo-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl)oxy)acetic acid

3-(trans-cinnamyloxy)-estra-1,3,5⁽¹⁰⁾-trien-17-one

rac-8α,9β-estra-1,3,5(10)-trien-3-ol

estrone acetate

Refernces

• 1、 Funk,Vollhardt. "". . p. 215,216. Retrieved 1979.
• 2、 Wang, Pingping,Zheng, Daning,Peng, Wanli,Wang, Yanqiu,Wang, Xiuli,Xiong, Weiliang,Liang, Rubing. "Characterization of 17β-hydroxysteroid dehydrogenase and regulators involved in estrogen degradation in Pseudomonas putida SJTE-1". . p. 2413 - 2425. Retrieved 2019.
• 3、 Brodie,Warg. "". . p. 535. Retrieved 1967.
• 4、 Akhtar, Muhammed,Calder, Michael R.,Corina, David L.,Wright, J. Neville. "The Status of Oxygen Atoms in the Removal of C-19 in Oestrogen Biosynthesis". . p. 129 - 130. Retrieved 1981.
• 5、 Zhang,Bragg, Leslie M.,Servos, Mark R.,Liu, Juewen. "Gold nanoparticles as dehydrogenase mimicking nanozymes for estradiol degradation". . p. 1655 - 1658. Retrieved 2019.
• 6、 Gurawa, Aakanksha,Kashyap, Sudhir,Kumar, Manoj. "Me3SI-promoted chemoselective deacetylation: a general and mild protocol". . p. 19310 - 19315. Retrieved 2021/06/03.
• 7、 Kang, Qi-Kai,Li, Ke,Li, Yuntong,Lin, Yunzhi,Shi, Hang,Xu, Lun. "Catalytic SNAr Hydroxylation and Alkoxylation of Aryl Fluorides". supporting information. p. 20391 - 20399. Retrieved 2021/08/13.