5β-Dihydrocortisol

Modify Date: 2024-01-09 10:16:10

5β-Dihydrocortisol Structure
5β-Dihydrocortisol structure
Common Name 5β-Dihydrocortisol
CAS Number 1482-50-4 Molecular Weight 364.47600
Density 1.249g/cm3 Boiling Point 544.5ºC at 760mmHg
Molecular Formula C21H32O5 Melting Point N/A
MSDS N/A Flash Point 297.1ºC

 Use of 5β-Dihydrocortisol


5β-Dihydrocortisol, a metabolite of Cortisol, is a potential mineralocorticoid. 5β-Dihydrocortisol can potentiate glucocorticoid activity in raising the intraocular pressure. 5β-Dihydrocortisol causes breast cancer cell apoptosis[1][2][3][4][5].

 Names

Name (8S,9S,10S,13S,14S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-one
Synonym More Synonyms

 5β-Dihydrocortisol Biological Activity

Description 5β-Dihydrocortisol, a metabolite of Cortisol, is a potential mineralocorticoid. 5β-Dihydrocortisol can potentiate glucocorticoid activity in raising the intraocular pressure. 5β-Dihydrocortisol causes breast cancer cell apoptosis[1][2][3][4][5].
Related Catalog
In Vitro 5β-Dihydrocortisol (10-100 μM; 48 h) inhibits the viability of MCF-7 cells, with an IC50 of 27.59 μM[2]. 5β-Dihydrocortisol (14 μM; 24 h) induces 35.6% early apoptosis and 2.5% late apoptosis in MCF-7 cells[2]. 5β-Dihydrocortisol (1-10 μM; 48 h) quenches the intrinsic fluorescence of human serum albumin (HAS) with a maximum emission peak at 360 nm, with no shift in fluorescence peak[2]. Cell Viability Assay[2] Cell Line: MCF-7 and HEK 293 cells Concentration: 10, 20, 40, 60, 80, 100 μM Incubation Time: 48 hours Result: Inhibited the viability of MCF-7 cells in a dose-dependent manner. No toxicity in terms of cell viability was observed with HEK293 cell line. Apoptosis Analysis[2] Cell Line: MCF-7 cells Concentration: 14 μM Incubation Time: 24 hours Result: Induced 35.6% and 2.5% of early and late apoptosis.
In Vivo 5β-Dihydrocortisol (0.1-1.0%; 18 d) potentiates the action of topically applied Dexamethasone (0.06%) in raising the intraocular pressure (IOP) in young rabbits[3].
References

[1]. Marver D, et, al. Dihydrocortisol: a potential mineralocorticoid. J Steroid Biochem. 1978 Jan;9(1):1-7.

[2]. Kallubai M, et, al. Spectroscopic evaluation of synthesized 5β-dihydrocortisol and 5β-dihydrocortisol acetate binding mechanism with human serum albumin and their role in anticancer activity. J Biomol Struct Dyn. 2019 Feb;37(3):623-640.

[3]. Southren AL, et, al. 5 beta-Dihydrocortisol: possible mediator of the ocular hypertension in glaucoma. Invest Ophthalmol Vis Sci. 1985 Mar;26(3):393-5.

[4]. Appanna N, et, al. Differential activity and expression of human 5β-reductase (AKR1D1) splice variants. J Mol Endocrinol. 2021 Mar;66(3):181-194.

[5]. Weinstein BI, et, al. Potentiation of glucocorticoid activity by 5 beta-dihydrocortisol: its role in glaucoma. Science. 1983 Oct 14;222(4620):172-3.

 Chemical & Physical Properties

Density 1.249g/cm3
Boiling Point 544.5ºC at 760mmHg
Molecular Formula C21H32O5
Molecular Weight 364.47600
Flash Point 297.1ºC
Exact Mass 364.22500
PSA 94.83000
LogP 1.86150
Index of Refraction 1.569

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
TU4158700
CHEMICAL NAME :
5-beta-Pregnane-3,20-dione, 11-beta,17,21-trihydroxy-
CAS REGISTRY NUMBER :
1482-50-4
LAST UPDATED :
199712
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C21-H32-O5
MOLECULAR WEIGHT :
364.53

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :
DNA adduct
TEST SYSTEM :
Human Liver
DOSE/DURATION :
2 mmol/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 370,49,1996

 Synonyms

5B-Dihydrocortisol
hydrocortison
5B-pregnane-11B-17A-21-triol-3-20-dione
5BETA-PREGNAN-11BETA,17ALPHA,21-TRIOL-3,20-DIONE
dihydrocortisol
5β-Dihydrocortisol