Introduction:Basic information about CAS 1482-50-4|5β-Dihydrocortisol, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | 5β-Dihydrocortisol |
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| CAS Number | 1482-50-4 | Molecular Weight | 364.47600 |
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| Density | 1.249g/cm3 | Boiling Point | 544.5ºC at 760mmHg |
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| Molecular Formula | C21H32O5 | Melting Point | / |
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| MSDS | / | Flash Point | 297.1ºC |
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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 |
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| Synonym | More Synonyms |
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5β-Dihydrocortisol BiologicalActivity
| 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]. |
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| Related Catalog | Signaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>Cancer |
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| 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. |
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| 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]. |
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| 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. |
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Chemical & Physical Properties
| Density | 1.249g/cm3 |
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| Boiling Point | 544.5ºC at 760mmHg |
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| Molecular Formula | C21H32O5 |
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| Molecular Weight | 364.47600 |
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| Flash Point | 297.1ºC |
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| Exact Mass | 364.22500 |
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| PSA | 94.83000 |
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| LogP | 1.86150 |
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| Index of Refraction | 1.569 |
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| InChIKey | ACSFOIGNUQUIGE-AIPUTVCKSA-N |
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| SMILES | CC12CCC(=O)CC1CCC1C2C(O)CC2(C)C1CCC2(O)C(=O)CO |
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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 DATAACUTE TOXICITY DATAMUTATION 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
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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 |