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Safety Information

SMB01348

Sigma-Aldrich

Dihydrocortisol

≥95% (HPLC)

Synonym(s):

5β-Pregnane-11β,17α,21-triol-3,20-dione, 11β,17,21-Trihydroxy-5β-pregnane-3,20-dione, 11β,17α,21-Trihydroxy-5β-pregnane-3,20-dione, 5β-Dihydrocortisol

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About This Item

Empirical Formula (Hill Notation):
C21H32O5
CAS Number:
1482-50-4
Molecular Weight:
364.48
MDL number:
MFCD00070050
UNSPSC Code:
51420000

Quality Level

200

Assay

≥95% (HPLC)

form

solid

storage temp.

2-8°C

SMILES string

O[C@]1([C@@]2([C@H]([C@H]3[C@@H]([C@@]4([C@H](CC3)CC(=O)CC4)C)[C@H](C2)O)CC1)C)C(=O)CO

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

InChI key

ACSFOIGNUQUIGE-AIPUTVCKSA-N

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General description

5β-Dihydrocortisol is the product of the enzyme steroid 5-beta-reductase, which catalyzes the reduction of progesterone, androstenedione, 17-alpha-hydroxyprogesterone, testosterone, aldosterone, corticosterone, and cortisol to 5-beta-reduced metabolites. 5β-Dihydrocortisol has shown to potentiate the action of topically applied dexamethasone in raising the intraocular pressure in young rabbits.

Application

Metabolomics research

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H360FD,H373

Hazard Classifications

Repr. 1A - STOT RE 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000142149

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A L Southren et al.
Investigative ophthalmology & visual science, 26(3), 393-395 (1985-03-01)
5 beta-dihydrocortisol potentiates the action of topically applied dexamethasone in raising the intraocular pressure (IOP) in young rabbits. Dexamethasone (0.06%) plus 5 beta-dihydrocortisol (0.1 and 1.0%) elevated the IOP 7-10 mmHg within 18 days of treatment. By contrast, 0.06% dexamethasone

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