5β-Dihydrocortisol - ≥98% , CAS No.1482-50-4

CAS: 1482-50-4 Cat. No.: D648868 Fórmula: C₂₁H₃₂O₅ Peso molecular: 364.48 PubChem CID: 164838

GRADE & PURITY ≥98%

Synonyms

(5beta,11beta)-11,17,21-Trihydroxypregnane-3,20-dione | MS-25817 | PD158099 | 5 | Dihydrocortisol | 11beta,17alpha,21-Trihydroxy-5beta-pregnane-3,20-dione | CHEBI:732 | 5-beta-Dihydrocortisol | 5beta-dihydrocortisol | 11-beta,17,21-Trihydroxy-5-beta-pregn

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Visão geral

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.

In Vitro

5β-Dihydrocortisol (10-100 μM; 48 h) inhibits the viability of MCF-7 cells, with an IC 50 of 27.59 μM. 5β-Dihydrocortisol (14 μM; 24 h) induces 35.6% early apoptosis and 2.5% late apoptosis in MCF-7 cells. 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. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Cell Viability AssayCell 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 AnalysisCell 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. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

Specifications

Sinónimos

(5beta,11beta)-11,17,21-Trihydroxypregnane-3,20-dione | MS-25817 | PD158099 | 5 | Dihydrocortisol | 11beta,17alpha,21-Trihydroxy-5beta-pregnane-3,20-dione | CHEBI:732 | 5-beta-Dihydrocortisol | 5beta-dihydrocortisol | 11-beta,17,21-Trihydroxy-5-beta-pregn

Especificações e pureza

≥98%

Mecanismos bioquímicos e fisiológicos

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.

Condições de armazenamento de armazenamento

Store at -20°C

Enviado em

Ice chest + Ice pads

Este produto requer transporte de cadeia fria. Serviços terrestres e outros serviços econômicos não estão disponíveis.

Tipo de ação

ACTIVATOR

Pureza

≥98%

Nomes e identificadores

• Pubchem Sid: 528762071
• Sorrisos canónicos: CC12CCC(=O)CC1CCC3C2C(CC4(C3CCC4(C(=O)CO)O)C)O
• IUPAC Name: (5R,8S,9S,10S,11S,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
• InChIKey: ACSFOIGNUQUIGE-AIPUTVCKSA-N
• INCHI: 1S/C21H32O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h12,14-16,18,22,24,26H,3-11H2,1-2H3/t12-,14+,15+,16+,18-,19+,20+,21+/m1/s1
• SMILES isoméricas: C[C@]12CCC(=O)C[C@H]1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@]4(C(=O)CO)O)C)O
• PubChem CID: 164838
• Peso molecular: 364.48

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Classe Steroids and steroid derivatives
      • Subclass Hydroxysteroids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Classe: Steroids and steroid derivatives
• Subclass: Hydroxysteroids
• Intermediate Tree Nodes: Not available
• Direct Parent: 21-hydroxysteroids
• Alternative Parents: Gluco/mineralocorticoids, progestogins and derivatives 20-oxosteroids 3-oxo-5-beta-steroids 17-hydroxysteroids 11-beta-hydroxysteroids Tertiary alcohols Alpha-hydroxy ketones Secondary alcohols Cyclic ketones Cyclic alcohols and derivatives Primary alcohols Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Progestogin-skeleton - 21-hydroxysteroid - 20-oxosteroid - Pregnane-skeleton - 3-oxosteroid - Oxosteroid - 11-beta-hydroxysteroid - 11-hydroxysteroid - 17-hydroxysteroid - 3-oxo-5-beta-steroid - Tertiary alcohol - Alpha-hydroxy ketone - Cyclic alcohol - Secondary alcohol - Ketone - Cyclic ketone - Primary alcohol - Alcohol - Hydrocarbon derivative - Organooxygen compound - Organic oxide - Organic oxygen compound - Carbonyl group - Aliphatic homopolycyclic compound
• Descrição: This compound belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone.
• External Descriptors: C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Propriedades químicas e físicas

• Solubilidade: DMSO : 125 mg/mL (342.95 mM; Need ultrasonic)
• Peso molecular: 364.500 g/mol
• XLogP3: 2.100
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 364.225 Da
• Monoisotopic Mass: 364.225 Da
• Topological Polar Surface Area: 94.800 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 632.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 8
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1