Cas no 4243-74-7 (20α-Dihydrodydrogesterone)

20α-Dihydrodydrogesterone is a synthetic progestogen derived from dydrogesterone, known for its selective action on progesterone receptors. It exhibits high binding affinity and specificity, making it a valuable compound in hormonal research and therapeutic applications. Unlike some progestins, it lacks glucocorticoid, mineralocorticoid, or androgenic activity, minimizing off-target effects. Its metabolite, 20α-DHD, contributes to its pharmacological profile by enhancing stability and bioavailability. This compound is particularly useful in studying progesterone-dependent processes, including endometrial regulation and hormone replacement therapy. Its well-characterized metabolism and predictable pharmacokinetics support its use in preclinical and clinical studies, offering a reliable tool for investigating progestogenic mechanisms.
20α-Dihydrodydrogesterone structure
20α-Dihydrodydrogesterone structure
Product Name:20α-Dihydrodydrogesterone
CAS No:4243-74-7
MF:C21H30O2
MW:314.461706638336
CID:1513488
PubChem ID:20841638
Update Time:2025-10-30

20α-Dihydrodydrogesterone Chemical and Physical Properties

Names and Identifiers

    • (8S,9R,10S,13S,14S,17S)-17-(1-hydroxyethyl)-10,13-dimethyl-1,2,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
    • 20alpha-Hydroxy-9beta,10alpha-pregna-4,6-dien-3-one
    • (8S,9R,10S,13S,14S,17S)-17-((S)-1-Hydroxyethyl)-10,13-dimethyl-8,9,10,11,12,13,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3(2H)-one
    • 20alpha-Hydroxydydrogesterone
    • 1ST182345
    • UNII-QPF25HV8PA
    • 20?-Dihydrodydrogesterone
    • (9beta,10alpha,20S)-20-Hydroxypregna-4,6-dien-3-one
    • QPF25HV8PA
    • DTXSID00962472
    • Dydrogesterone Impurity 10 (20?-Dihydrodydrogesterone)
    • 20alpha-Dihydrodydrogesterone
    • PREGNA-4,6-DIEN-3-ONE, 20-HYDROXY-, (9BETA,10ALPHA,20S)-RN: 4243-74-7
    • 4243-74-7
    • Pregna-4,6-dien-3-one, 20-hydroxy-, (9beta,10alpha,20S)-
    • (8S,9R,10S,13S,14S,17S)-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
    • 20.ALPHA.-DIHYDRODYDROGESTERONE
    • 20-alpha-dihydrodydrogesterone
    • 20α-Dihydrodydrogesterone
    • Inchi: 1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h4-5,12-13,16-19,22H,6-11H2,1-3H3/t13-,16-,17+,18-,19+,20+,21+/m0/s1
    • InChI Key: IQPNZLYVKOVQGH-LBDMABOLSA-N
    • SMILES: O[C@@H](C)[C@H]1CC[C@H]2[C@@H]3C=CC4=CC(CC[C@@]4(C)[C@@H]3CC[C@@]21C)=O

Computed Properties

  • Exact Mass: 314.2247
  • Monoisotopic Mass: 314.224580195g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 23
  • Rotatable Bond Count: 1
  • Complexity: 589
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 7
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 4.1
  • Topological Polar Surface Area: 37.3?2

Experimental Properties

  • Density: 1.1±0.1 g/cm3
  • Melting Point: NA
  • Boiling Point: 467.2±14.0 °C at 760 mmHg
  • Flash Point: 198.7±12.7 °C
  • PSA: 37.3
  • Vapor Pressure: 0.0±2.6 mmHg at 25°C

20α-Dihydrodydrogesterone Security Information

20α-Dihydrodydrogesterone Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
D450746-1mg
20α-Dihydrodydrogesterone
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$ 374.00 2023-09-07
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$724.00 2023-05-18
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$ 1200.00 2023-09-07
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D450746-10mg
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Additional information on 20α-Dihydrodydrogesterone

Introduction to 20α-Dihydrodydrogesterone (CAS No: 4243-74-7)

20α-Dihydrodydrogesterone, chemically designated as (3β-Hydroxy-5-pregnen-20-one), is a significant steroid hormone derivative with a molecular formula of C21H32O3 and a molecular weight of 332.49 g/mol. Its CAS number, 4243-74-7, uniquely identifies it in the chemical and pharmaceutical industries. This compound has garnered considerable attention in recent years due to its diverse pharmacological applications and emerging research findings.

The structure of 20α-Dihydrodydrogesterone closely resembles that of progesterone, featuring a hydroxyl group at the 20th carbon position. This structural modification imparts unique biological activities, making it a valuable intermediate in the synthesis of various steroidal drugs. The compound’s stability and solubility profile further enhance its utility in pharmaceutical formulations.

Recent studies have highlighted the therapeutic potential of 20α-Dihydrodydrogesterone in several medical conditions. One of the most promising areas is its role in reproductive health. Research indicates that this compound may modulate uterine receptivity and support embryo implantation, making it a candidate for treating infertility and recurrent pregnancy loss. The mechanistic insights into its action involve interactions with nuclear receptors such as the progesterone receptor (PR) and estrogen receptor (ER), which are pivotal in regulating uterine function.

In addition to its reproductive benefits, 20α-Dihydrodydrogesterone has shown promise in managing endocrine-related disorders. Preliminary clinical trials suggest that it may help in alleviating symptoms associated with menopausal transitions by exerting mild estrogenic effects while minimizing the risks associated with potent estrogen therapy. The compound’s ability to bind to PR with high affinity, yet differing from progesterone, positions it as a potential therapeutic agent for hormone replacement therapies.

The pharmacokinetic profile of 20α-Dihydrodydrogesterone is another area of active investigation. Studies have demonstrated that it exhibits moderate bioavailability when administered orally, with a half-life that allows for once-daily dosing. This characteristic makes it an attractive candidate for patient-friendly drug regimens. Furthermore, its metabolic pathways have been extensively studied to understand how it is processed by the body, providing insights into potential drug-drug interactions.

Emerging research also explores the anti-inflammatory and immunomodulatory properties of 20α-Dihydrodydrogesterone. In vitro studies have revealed that this compound can inhibit the production of pro-inflammatory cytokines, suggesting its potential use in managing chronic inflammatory conditions. While more clinical data is needed to confirm these findings, the preliminary results are encouraging and warrant further exploration.

The synthesis of 20α-Dihydrodydrogesterone has been optimized to ensure high yield and purity, meeting stringent pharmaceutical standards. Advanced synthetic methodologies, including enzymatic transformations and catalytic processes, have been employed to enhance efficiency and sustainability. These advancements not only improve production costs but also reduce environmental impact, aligning with global trends toward green chemistry.

The regulatory landscape for 20α-Dihydrodydrogesterone is evolving as more evidence emerges regarding its safety and efficacy. Regulatory bodies are closely monitoring clinical trials and preclinical studies to ensure that labeling and usage guidelines are updated accordingly. This cautious yet progressive approach ensures that patients receive safe and effective treatments while fostering innovation in steroid-based therapeutics.

In conclusion, 20α-Dihydrodydrogesterone (CAS No: 4243-74-7) represents a compelling therapeutic option with broad applications in reproductive health, endocrinology, and potentially immunomodulation. Its unique pharmacological profile, coupled with ongoing research efforts, positions it as a cornerstone compound in modern medicine. As scientific understanding deepens, the full therapeutic potential of this remarkable steroid hormone derivative continues to unfold.

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