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286095

Sigma-Aldrich

Hydrocortisone

98%

Synonym(s):

11β,17α,21-Trihydroxypregn-4-ene-3,20-dione, 17-Hydroxycorticosterone, 4-Pregnene-11β,17α,21-triol-3,20-dione, Cortisol, Kendall’s compound F, Reichstein’s substance M

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About This Item

Empirical Formula (Hill Notation):
C21H30O5
CAS Number:
50-23-7
Molecular Weight:
362.46
Beilstein/REAXYS Number:
1354819
EC Number:
200-020-1
MDL number:
MFCD00011654
UNSPSC Code:
51111800
PubChem Substance ID:
329753276

assay

98%

optical activity

[α]25/D +166°, c = 1 in ethanol

mp

211-214 °C (lit.)

SMILES string

[H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])[C@@H](O)C[C@@]4(C)[C@@]2([H])CC[C@]4(O)C(=O)CO

InChI

1S/C21H30O5/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/h9,14-16,18,22,24,26H,3-8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1

InChI key

JYGXADMDTFJGBT-VWUMJDOOSA-N

Gene Information

human ... NR3C1(2908)

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Biochem/physiol Actions

Primary glucocorticoid secreted by the adrenal cortex.
Primary glucocorticoid secreted by the adrenal cortex. It has three times the anti-inflammatory potency of corticosterone but much lower Na2+ retention potency.

pictograms

Health hazard
GHS08

signalword

Danger

Hazard Classifications

Repr. 1A - STOT RE 2

target_organs

Adrenal gland,Bone marrow

Storage Class

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

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
08229DJ
02314TE
04919DE
13004AE
035K1291

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K J Rademaker et al.
Archives of disease in childhood. Fetal and neonatal edition, 93(1), F58-F63 (2007-09-13)
The benefits versus the risks of postnatal administration of steroids in preterm-born infants are still debatable. This review examines the literature on postnatal hydrocortisone treatment for chronic lung disease (CLD) in preterm-born infants with a particular focus on the effects
Liselotte van Bloemendaal et al.
Diabetes, 63(12), 4186-4196 (2014-07-30)
Gut-derived hormones, such as GLP-1, have been proposed to relay information to the brain to regulate appetite. GLP-1 receptor agonists, currently used for the treatment of type 2 diabetes (T2DM), improve glycemic control and stimulate satiety, leading to decreases in
Lorenz Goette et al.
Psychoneuroendocrinology, 54, 115-123 (2015-02-24)
Social competition is a fundamental mechanism of evolution and plays a central role in structuring individual interactions and communities. Little is known about the factors that affect individuals' competitive success, particularly in humans. Key factors might include stress, a major
Florian Hardeveld et al.
Psychoneuroendocrinology, 50, 62-71 (2014-09-03)
Although HPA-axis activity has been studied extensively in relation to depression, there is no consensus whether HPA-axis parameters predicts major depressive disorder (MDD) recurrence. We investigated whether HPA-axis parameters (cortisol awakening response (CAR), the dexamethasone suppression test (DST) and evening
Marianne Oksnes et al.
The Journal of clinical endocrinology and metabolism, 99(5), 1665-1674 (2014-02-13)
Conventional glucocorticoid replacement therapy fails to mimic the physiological cortisol rhythm, which may have implications for morbidity and mortality in patients with Addison's disease. The objective of the study was to compare the effects of continuous sc hydrocortisone infusion (CSHI)
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