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17-Hydroxyprogesterone Sale

(Synonyms: 17α-羟孕酮; 17-Hydroxyprogesterone; 17-OHP) 目录号 : GC17475

A steroid and precursor in the synthesis of adrenal androgens

17-Hydroxyprogesterone Chemical Structure

Cas No.:68-96-2

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产品描述

17-Hydroxyprogesterone, an endogenous progestogen and chemical intermediate in the biosynthesis of other steroid hormones, is also the parent compound of various progestins derivatives.

In vitro: 17-Hydroxyprogesterone was found to be an agonist of the progesterone receptor (PR), which was similarly to progesterone. In addition, 17-hydroxyprogesterone was also an antagonist of the mineralocorticoid receptor (MR) as well as a partial agonist of the glucocorticoid receptor (GR), with very low potency (EC50>100-fold less relative to cortisol), which was also similarly to progesterone [1].

In vivo: Findings from a previous rat in vivo study demonstrated that even if modest, lowering blood pressure with 17-hydroxyprogesterone could be a viable treatment selection for blocking inflammation and uterine artery vasoconstriction, whereas improving litter size [2].

Clinical trial: Clinically, 17-hydroxyprogesterone has been evaluated in newborn screening programs as the biomarker to detect the rare but potentially fatal inherited disease, such as congenital adrenal hyperplasia. Results showed that the respiratory distress syndrome was related with higher 17-hydroxyprogesterone level. In addition, higher 17-hydroxyprogesterone and false positives were found to be significantly related with lower gestational age and birth weight, which was the same as that previously reported [3].

References:
[1] Barbara J.  Attardi, et al. Comparison of progesterone and glucocorticoid receptor binding and stimulation of gene expression by progesterone, 17-alpha hydroxyprogesterone caproate (17-OHPC), and related progestins. Am J Obstet Gynecol. 2007 Dec; 197(6): 599.e1–599.e7.
[2] Lorena M.  Amaral, et al. 17- hydroxyprogesterone caproate significantly improves clinical characteristics of preeclampsia in the Rupp rat model. Hypertension. 2015 Jan; 65(1): 225–231.
[3] Ryckman KK,Cook DE,Berberich SL,Shchelochkov OA,Berends SK,Busch T,Dagle JM,Murray JC.  Replication of clinical associations with 17-hydroxyprogesterone in preterm newborns. J Pediatr Endocrinol Metab. 2012;25(3-4):301-5.

Chemical Properties

Cas No. 68-96-2 SDF
别名 17α-羟孕酮; 17-Hydroxyprogesterone; 17-OHP
化学名 (8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one
Canonical SMILES CC([C@@]1(O)CC[C@@]2([H])[C@]([C@]3([H])CC[C@@]21C)([H])CCC4=CC(CC[C@@]43C)=O)=O
分子式 C21H30O3 分子量 330.46
溶解度 ≥ 31.6 mg/mL in DMSO, ≥ 16 mg/mL in EtOH with gentle warming 储存条件 Store at 4°C, protect from light
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1 mM 3.0261 mL 15.1304 mL 30.2608 mL
5 mM 0.6052 mL 3.0261 mL 6.0522 mL
10 mM 0.3026 mL 1.513 mL 3.0261 mL
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