CAS 600-57-7|11beta-Hydroxyprogesterone

Introduction:Basic information about CAS 600-57-7|11beta-Hydroxyprogesterone, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Name11beta-Hydroxyprogesterone
CAS Number600-57-7Molecular Weight330.46100
Density1.15g/cm3Boiling Point487.4ºC at 760 mmHg
Molecular FormulaC21H30O3Melting Point/
MSDS/Flash Point262.7ºC

Names

Name11β-hydroxyprogesterone
SynonymMore Synonyms

11beta-Hydroxyprogesterone BiologicalActivity

Description11beta-Hydroxyprogesterone is a potent inhibitors of 11β-Hydroxysteroid dehydrogenase; also activates human mineralocorticoid receptor in COS-7 cells with an ED50 of 10 nM.
Related CatalogNatural Products >>SteroidsResearch Areas >>Cardiovascular Disease
Target

Human Endogenous Metabolite

In Vitro11OHP displays agonist mineralocorticoid activity. 11β-hydroxyprogesterone activates the transiently expressed hMR in COS-7 cells in a dose-dependent manner with an ED50 of 10 nM and stimulates Ams/sc in mpkCCDcl4 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[1].
In Vivo11β-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[2].
Animal AdminRats: 11α- and 11β-OHP are dissolved in propylene glycol (100%) and infused at 3 and 10 μg/h, respectively, for 14 days. Control rats received vehicle only. BP is measured the day before pumps were implanted and on days 3, 7, 10, and 14 after implantation. Indirect systolic BPs are measured with a modified tail-cuff method[2].
References

[1]. Rafestin-Oblin ME, et al. 11beta-hydroxyprogesterone acts as a mineralocorticoid agonist in stimulating Na+ absorption in mammalian principal cortical collecting duct cells. Mol Pharmacol. 2002 Dec;62(6):1306-13.

[2]. Souness GW, et al. 11 alpha- and 11 beta-hydroxyprogesterone, potent inhibitors of 11 beta-hydroxysteroid dehydrogenase, possess hypertensinogenic activity in the rat. Hypertension. 1996 Mar;27(3 Pt 1):421-5.

Chemical & Physical Properties

Density1.15g/cm3
Boiling Point487.4ºC at 760 mmHg
Molecular FormulaC21H30O3
Molecular Weight330.46100
Flash Point262.7ºC
Exact Mass330.21900
PSA54.37000
LogP3.69430
Index of Refraction1.557
InChIKeyBFZHCUBIASXHPK-ATWVFEABSA-N
SMILESCC(=O)C1CCC2C3CCC4=CC(=O)CCC4(C)C3C(O)CC12C
Storage condition-20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
TU5058000
CHEMICAL NAME :
Pregn-4-ene-3,20-dione, 11-beta-hydroxy-
CAS REGISTRY NUMBER :
600-57-7
LAST UPDATED :
199709
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C21-H30-O3
MOLECULAR WEIGHT :
330.51

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Parenteral
DOSE :
28 mg/kg
SEX/DURATION :
female 28 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Maternal Effects - uterus, cervix, vagina
REFERENCE :
JEMEAV Journal of Experimental Medicine. (Rockefeller Univ. Press, 1230 York Ave., New York, NY 10021) V.1- 1896- Volume(issue)/page/year: 102,347,1955

Synonyms

11BETA-HYDROXYPROGESTERONE
4-PREGNEN-11BETA-OL-3,20-DIONE
21-deoxycorticosterone
11B-HYDROXYPROGESTERONE
HYDROXYPROGESTERONE,11B
11beta-hydroxyprogesterone
4-PREGNEN-11BETA-3,20-DIONE
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