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5β-Dihydroprogesterone

Catalog No. T37319   CAS 128-23-4

5β-Dihydroprogesterone (5β-DHP) is a progesterone receptor agonist and metabolite of progesterone .1,2It is formed from progesterone by 5β-reductase.25β-DHP inhibits spontaneous contractions in isolated rat uterus when used at a concentration of 10 μg/ml, an effect that can be blocked by the progesterone receptor antagonist RU486 but not the GABAAreceptor antagonist picrotoxin .1It is a negative modulator of homooligomeric Ρ1 subunit-containing GABAAreceptors, inhibiting GABA-induced currents inX. laevisoocytes expressing these receptors (IC50= 5.02 μM).3Plasma levels of 5β-DHP decrease at the onset of spontaneous human labor.4

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5β-Dihydroprogesterone Chemical Structure
5β-Dihydroprogesterone, CAS 128-23-4
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Biological Description
Chemical Properties
Storage & Solubility Information
Description 5β-Dihydroprogesterone (5β-DHP) is a progesterone receptor agonist and metabolite of progesterone .1,2It is formed from progesterone by 5β-reductase.25β-DHP inhibits spontaneous contractions in isolated rat uterus when used at a concentration of 10 μg/ml, an effect that can be blocked by the progesterone receptor antagonist RU486 but not the GABAAreceptor antagonist picrotoxin .1It is a negative modulator of homooligomeric Ρ1 subunit-containing GABAAreceptors, inhibiting GABA-induced currents inX. laevisoocytes expressing these receptors (IC50= 5.02 μM).3Plasma levels of 5β-DHP decrease at the onset of spontaneous human labor.4
Molecular Weight 316.485
Formula C21H32O2
CAS No. 128-23-4

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

Chloroform: 30 mg/mL

TargetMolReferences and Literature

1. Putnam, C.D., Brann, D.W., Kolbeck, R.C., et al.Inhibition of uterine contractility by progesterone and progesterone metabolites: Mediation by progesterone and gamma amino butyric acidA receptor systemsBiol. Reprod.45(2)266-272(1991) 2. Bumke-Vogt, C., B?hr, V., Diederich, S., et al.Expression of the progesterone receptor and progesterone- metabolising enzymes in the female and male human kidneyJ. Endocrinol.175(2)349-364(2002) 3. Morris, K.D., Moorefield, C.N., and Amin, J.Differential modulation of the γ-aminobutyric acid type C receptor by neuroactive steroidsMol. Pharmacol.56(4)752-759(1999) 4. Sheehan, P.M., Rice, G.E., Moses, E.K., et al.5β-dihydroprogesterone and steroid 5β-reductase decrease in association with human parturition at termMol. Hum. Reprod.11(7)495-501(2005)

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Keywords

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