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1482-50-4

1482-50-4 structure
1482-50-4 structure
  • Name: 5β-Dihydrocortisol
  • Chemical 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
  • CAS Number: 1482-50-4
  • Molecular Formula: C21H32O5
  • Molecular Weight: 364.47600
  • Catalog: Signaling Pathways Apoptosis Apoptosis
  • Create Date: 2018-11-24 21:02:48
  • Modify Date: 2024-01-09 10:16:10
  • 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].

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
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
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.

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

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