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CAS 68-54-2

:

(5β)-17,21-Dihydroxypregnane-3,11,20-trione

Description:
(5β)-17,21-Dihydroxypregnane-3,11,20-trione, commonly known as hydrocortisone, is a steroid hormone that plays a crucial role in various physiological processes. It is classified as a glucocorticoid and is primarily produced in the adrenal cortex. This compound exhibits anti-inflammatory, immunosuppressive, and metabolic effects, making it significant in medical applications, particularly in treating conditions like allergies, asthma, and autoimmune disorders. Hydrocortisone functions by binding to glucocorticoid receptors, influencing gene expression and modulating the immune response. Its chemical structure features a steroid backbone with hydroxyl groups at the 17 and 21 positions and ketone groups at the 3, 11, and 20 positions, contributing to its biological activity. Hydrocortisone is also involved in the regulation of glucose metabolism, blood pressure, and stress response. Due to its potent effects, it is available in various formulations, including topical creams, oral tablets, and injectable forms, allowing for versatile therapeutic applications.
Formula:C21H30O5
InChI:InChI=1/C21H30O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h12,14-15,18,22,26H,3-11H2,1-2H3/t12-,14+,15+,18-,19+,20+,21+/m1/s1
InChI key:InChIKey=YCLWEYIBFOLMEM-FNLRALKVSA-N
SMILES:C[C@@]12[C@]([C@]3([C@@]([C@]4(C)[C@](CC3)(CC(=O)CC4)[H])(C(=O)C1)[H])[H])(CC[C@@]2(C(CO)=O)O)[H]
Synonyms:
  • (5β)-17,21-Dihydroxypregnane-3,11,20-trione
  • 17,21-Dihydroxy-5β-pregnane-3,11,20-trione
  • 17α,21-Dihydroxy-5β-pregnane-3,11,20-trione
  • 5beta-Dihydrocortisone
  • 5β-Dihydrocortisone
  • 5β-Pregnan-3,11,20-trione-17α,21-diol
  • 5β-Pregnane-3,11,20-trione, 17,21-dihydroxy-
  • Pregnane-3,11,20-Trione, 17,21-Dihydroxy-, (5Beta)-
  • Pregnane-3,11,20-trione, 17,21-dihydroxy-, (5β)-
  • DIHYDROCORTISONE
  • See more synonyms
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Found 3 products.
  • 5β-Dihydrocortisone

    CAS:
    5β-Dihydrocortisone, a sterol metabolite derived from cortisone, is produced in the liver through the action of 5β-reductase (AKR1D1).
    Formula:C21H30O5
    Color and Shape:Solid
    Molecular weight:362.466
  • 5-β-Dihydro Hydrocortisone

    CAS:
    Formula:C21H30O5
    Molecular weight:362.47

    Ref: 4Z-H-103147

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  • 5β-Dihydrocortisone

    Controlled Product
    CAS:
    <p>Applications 5β-Dihydrocortisone is used in the screening of nonsteroidal antiinflammatory drug potency.<br>References Penning, T.M.: J. Pharm. Sci., 74, 651 (1985)<br></p>
    Formula:C21H30O5
    Color and Shape:Neat
    Molecular weight:362.46

    Ref: TR-D449785

    1g
    2,077.00€
    100mg
    326.00€