70805-85-5

Basic information

• Product Name: DESOGESTREL RELATED COMPOUND B (15 MG) (3-HYDROXY-DESOGESTREL)
• Synonyms: DESOGESTREL RELATED COMPOUND B (15 MG) (3-HYDROXY-DESOGESTREL);3β-Hydroxydesogestrel;3-beta-Hydroxyl Desogestrel;(3S,8S,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-11-methylidene-1,2,3,6,7,8,9,10,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-diol
• CAS NO: 70805-85-5
• Molecular Formula: C22H30O2
• Molecular Weight: 326.4724
• Product Categories: Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals, Steroids
• Mol File: 70805-85-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 470.4±45.0 °C(Predicted)
• Appearance: /
• Density: 1.13±0.1 g/cm3(Predicted)
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 13.04±0.60(Predicted)
• Stability: Light Sensitive
• CAS DataBase Reference: DESOGESTREL RELATED COMPOUND B (15 MG) (3-HYDROXY-DESOGESTREL)(CAS DataBase Reference)
• NIST Chemistry Reference: DESOGESTREL RELATED COMPOUND B (15 MG) (3-HYDROXY-DESOGESTREL)(70805-85-5)
• EPA Substance Registry System: DESOGESTREL RELATED COMPOUND B (15 MG) (3-HYDROXY-DESOGESTREL)(70805-85-5)

Safety Data

• Hazardous Substances Data: 70805-85-5(Hazardous Substances Data)

Usage

Description

DESOGESTREL RELATED COMPOUND B (15 MG) (3-HYDROXY-DESOGESTREL) is a metabolite of Desogestrel (D296875), which is a progestogen with low androgenic potency. It is derived from the parent compound Desogestrel and plays a significant role in the hormonal regulation and contraceptive effects associated with it.

Uses

Used in Pharmaceutical Industry:
DESOGESTREL RELATED COMPOUND B (15 MG) (3-HYDROXY-DESOGESTREL) is used as a pharmaceutical compound for hormonal regulation and contraception. It contributes to the effectiveness of contraceptive medications by providing a balance of hormones, thus preventing ovulation and pregnancy.
Additionally, due to its progestogenic properties, it may also be used in hormone replacement therapy or to treat conditions related to hormonal imbalances, such as menstrual disorders or menopausal symptoms. However, it is essential to note that the specific applications and dosages should be determined by a healthcare professional based on individual needs and medical history.

Upstream product

• 54048-10-1 etonogestrel 

Relevant articles and documents

Preparation of 3-ketodesogestrel metabolites by microbial transformation and chemical synthesis

Specific microbial reactions were used for the preparation of metabolites of 3-ketodesogestrel (13-ethyl-17β-hydroxy-11-methylene-18,19- dinor-17α-pregn-4-en-20-yn-3-one, the active of the progestagen desogestrel. Clostridium paraputrificum transformed 3-ketodesogestrel (KDG) to the 5β- dihydro and tetrahydro metabolites 13-ethyl-17β-hydroxy-11-methylene-18,19- dinor-5β,17α-pregnan-20-yn-3-one and 13-ethyl-11-methylene-18,19-dinor- 5β,17α-pregnan-20-yne-3α,17β-diol, respectively. The epimeric compound 13-ethyl-11-methylene-18,19-dinor-5β, 17α-pregnan-20-yne-3β, 17β-diol was obtained by chemical reduction of the 3-oxo compound. Mycobacterium smegmatis converted KDG to metabolites of the 5αH-series: 13-ethyl-17β-hydroxy-11- methylene-18,19-dinor-5α, 17α-pregnan-20-yn-3-one, 13-ethyl-11-methylene- 18,19-dinor-5α, 17α-pregnan-20-yne-3α,17β-diol and 13-ethyl-11-methylene- 18,19-dinor-5α,17α-pregnan-20-yne-3β,17β-diol. The ring A-aromatized analog of KDG 13-ethyl-11-methylene-18,19-dinor-17α-pregna-1,3,5,(10)- trien-20-yne-3,17β-diol was obtained by microbial 1-dehydrogenation with Rhodococcus rhodochrous. Additionally, chemical syntheses of the microbially obtained KDG metabolites listed above were carried out. These included Birch reduction, reduction of KDG with sodium borohydride in aqueous pyridine and in the methanol, reduction of KDG with potassium selectride in tetrahydrofuran, and dehydrogenation of KDG with cupric-II bromide in acetonitrile. The problems encountered in chemical syntheses favor the microbial procedures. The compounds were characterized by mass spectra (MS), IR, and circular dichroism (CD). Complete assignments of 1H and 13C chemical shifts were made using homo- and heteronuclear 2-DN-NMR spectroscopy. Chromatographic [gas-liquid chromatography (GLC), high performance liquid chromatography (HPLC), thin-layer chromatography (TLC)] data of all the prepared KDG metabolites are presented.