H5752

17α-Hydroxyprogesterone

≥95%

• Synonyme(s) : 17α-hydroxy-4-pregnène-3,20-dione
• Formule empirique (notation de Hill): C₂₁H₃₀O₃
• Numéro CAS: 68-96-2
• Poids moléculaire : 330.46
• Beilstein: 3218109
• Numéro CE : 200-699-4
• Numéro MDL: MFCD00003659
• Code UNSPSC : 51111800
• ID de substance PubChem : 24278469
• Nomenclature NACRES : NA.77

Propriétés

• Source biologique: synthetic (organic)
• Niveau de qualité: 200
• Stérilité: non-sterile
• Essai: ≥95%
• Forme: powder
• Solubilité: chloroform: 50 mg/mL, clear, colorless to light yellow
• Conditions d'expédition: ambient
• Température de stockage: room temp
• Chaîne SMILES: [H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@@]4(C)[C@@]2([H])CC[C@]4(O)C(C)=O
• InChI: 1S/C21H30O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12,16-18,24H,4-11H2,1-3H3/t16-,17+,18+,19+,20+,21+/m1/s1
• Clé InChI: DBPWSSGDRRHUNT-CEGNMAFCSA-N
• Informations sur le gène: human ... PGR(5241) , SERPINA6(866) ; rat ... Ar(24208)

Description

Description générale

17α-Hydroxyprogesterone (17OHP) is a cortisol precursor and is synthesized from progesterone by the action of enzyme 17α-hydroxylase. 17OHP is a poor ligand for the nuclear progesterone receptor and an antagonist for mineralocorticoid receptor.

Application

17α-Hydroxyprogesterone has been used:

• for titration against ovarian S9 protein in thin-layer chromatography
• as a substrate for hydroxysteroid dehydrogenase from B. megaterium cultures
• as a cortisone analog to test its effect on voltage-dependent potassium channels (Kv1)

Actions biochimiques/physiologiques

17α-Hydroxyprogesterone (17OHP) is converted to 11-deoxycortisol in the presence of enzyme 21-hydroxylase. Deficiency of 21-hydroxylase results in the accumulation of 17OHP. High levels of 17OHP are observed in congenital adrenal hyperplasia (CAH).

Informations sur la sécurité

• Pictogrammes: GHS08,GHS09
• Mention d'avertissement: Danger
• Mentions de danger: H360FD,H411
• Conseils de prudence: P202 - P273 - P280 - P308 + P313 - P391 - P405
• Classification des risques: Aquatic Chronic 2 - Repr. 1B
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Équipement de protection individuelle: Eyeshields, Gloves, type P2 (EN 143) respirator cartridges