20alpha-Dihydrocortisol

CAS: 1719-79-5

Ref. TR-D459580

Product Information

• Name: 20alpha-Dihydrocortisol
• Synonyms: (8S,10R,11R,13S,14S,17R)-17-[(1S)-1,2-dihydroxyethyl]-11,17-dihydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one, (11Beta)-11,17,20,21-Tetrahydroxypregn-4-En-3-One
• CAS: 1719-79-5

Description

Applications 20α-Dihydrocortisol is a metabolite of Cortisol (H714615) which is a topical corticosteroid (1), more specifically a glucocorticoid, produced by the zona fasciculata of the adrenal gland (2). Cortisol is released in response to stress and a low level of blood glucocorticoids. Its primary functions are to increase blood sugar through gluconeogenesis (3); suppress the immune system; and aid in fat, protein and carbohydrate metabolism.
References Clark, D. et al.: Steroids 7, 352 (2006)

• Brand: TRC

Chemical properties

• Molecular weight: 364.476
• Formula: C₂₁H₃₂O₅
• Color/Form: Neat
• InChI: InChI=1S/C21H32O5/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/h9,14-18,22,24-26H,3-8,10-11H2,1-2H3/t14-,15-,16+,17-,18?,19-,20-,21-/m0/s1
• InChI key: InChIKey=AWWCEQOCFFQUKS-CQAXAXDTSA-N
• SMILES: C[C@]12C[C@@H](O)C3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@]2(O)[C@@H](O)CO