Name | 11B-hydroxyprogesterone |
Synonyms | 21-deoxycorticosterone 11B-hydroxyprogesterone HYDROXYPROGESTERONE, 11B- 11-beta-hydroxy-pregn-4-ene-20-dione 11-beta-hydroxypregn-4-ene-3,20-dione 11-hydroxy-20-dion(11-beta)-pregn-4-ene- Pregn-4-ene-3,20-dione,11-hydroxy-, (11b)- 17-acetyl-11-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one |
CAS | 600-57-7 |
EINECS | 209-995-8 |
InChI | InChI=1/C21H30O3/c1-12(22)16-6-7-17-15-5-4-13-10-14(23)8-9-20(13,2)19(15)18(24)11-21(16,17)3/h10,15-19,24H,4-9,11H2,1-3H3 |
Molecular Formula | C21H30O3 |
Molar Mass | 330.46 |
Density | 1.15g/cm3 |
Melting Point | 181~184℃ |
Boling Point | 487.4°C at 760 mmHg |
Flash Point | 262.7°C |
Water Solubility | 30.84mg/L(37 ºC) |
Vapor Presure | 1.51E-11mmHg at 25°C |
Appearance | Form Solid, color White to Off-White |
pKa | 14.52±0.70(Predicted) |
Storage Condition | 2-8°C |
Refractive Index | 1.557 |
Physical and Chemical Properties | Bioactive 11beta-Hydroxyprogesterone is a potent inhibitor of 11 β-hydroxysteroid dehydrogenase (11β-Hydroxysteroid dehydrogenase); simultaneously activates human mineralocorticoid receptors in COS-7 cells with an ED50 value of 10 nM. |
Target
Human Endogenous Metabolite
in vitro studies
11OHP displays agonist mineralocorticoid activity. 11β-hydroxyprogesterone activates the transiently expressed hMR in COS-7 cells in a dose-dependent manner with an ED 50 of 10 nM and stimulates Ams/ SC in mpkCCD cl4 cells. Docking 11β-hydroxyprogesterone within the hMR-ligand-binding domain homology model reveals that the agonist activity of 11OHP is caused by contacts between its 11β-hydroxyl group and Asn770.
In vivo studies
11β-hydroxyprogesterone causes a significant elevation in blood pressure within 3 days, an effect that persisted throughout the 14-day infusion. 11β-hydroxyprogesterone is potently hypertensinogenic in the rat and that this activity depends on an intact adrenal and at least in part on the activation of mineralocorticoid receptors.