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C2755

Cortisone

Name: Cortisone
Brand: SIGMA

synthetic, ≥95%, anti-inflammatory, powder

Synonym(s):

17α,21-Dihydroxy-4-pregnene-3,11,20-trione, 17α-Hydroxy-11-dehydrocorticosterone, 4-Pregnene-17α,21-diol-3,11,20-trione, Kendall’s Compound E, Reichstein’s Substance Fa

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About This Item

Empirical Formula (Hill Notation):

C₂₁H₂₈O₅

CAS Number:

53-06-5

Molecular Weight:

360.44

NACRES:

NA.77

PubChem Substance ID:

24278304

UNSPSC Code:

51111800

EC Number:

200-162-4

MDL number:

MFCD00003610

Beilstein/REAXYS Number:

1356062

Assay:

≥95%

Form:

powder

Quality level:

200

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Product Name

Cortisone, ≥95%

biological source

synthetic

Quality Level

200

sterility

non-sterile

assay

≥95%

form

powder

technique(s)

inhibition assay: suitable

mp

223-228 °C (dec.) (lit.)

solubility

chloroform: methanol (1:1): 50 mg/mL, clear to very slightly hazy, colorless to faintly yellow

shipped in

ambient

storage temp.

room temp

SMILES string

C[C@]12CCC(=O)C=C1CC[C@H]3[C@@H]4CC[C@](O)(C(=O)CO)[C@@]4(C)CC(=O)[C@H]23

InChI

1S/C21H28O5/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/h9,14-15,18,22,26H,3-8,10-11H2,1-2H3/t14-,15-,18+,19-,20-,21-/m0/s1

InChI key

MFYSYFVPBJMHGN-ZPOLXVRWSA-N

Gene Information

human ... SERPINA6(866)

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Bioactive Small Molecules

Application

Cortisone has been used:

to validate a 1β-HSD1 (11β-hydroxysteroid dehydrogenase type 1) inhibitor
to study the sensitivity of erythropoietic and granulopoietic progenitor cells to cortisone
in the determination of rates of cortisol oxidation by 11βHSD

Biochem/physiol Actions

Cortisone (11 dehydro 17 hydroxycortico-sterone) is an anti-inflammatory glucocorticoid that delays wound healing after surgeries. It postpones the healing process by affecting the appearance of inflammatory cells, ground substance, fibroblasts, collagen, regenerating capillaries, and epithelial migration. Glucocorticoids have anti-inflammatory, anti-allergic and immunosuppressive properties and are extensively used in treatment and therapy.

Cortisone is a glucocorticoid; a corticosterone analog that has approximately twice the anti-inflammatory potency as corticosterone but much lower Na²⁺ retention potency.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

GHS08

signalword

Warning

hcodes

H361d

pcodes

P201 - P202 - P280 - P308 + P313 - P405 - P501

Hazard Classifications

Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

监管及禁止进口产品

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Alterations in placental 11 beta-hydroxysteroid dehydrogenase (11 betaHSD) activities and fetal cortisol:cortisone ratios induced by nutritional restriction prior to conception and at defined stages of gestation in ewes.

S McMullen et al.

Reproduction (Cambridge, England), 127(6), 717-725 (2004-06-04)

In the placenta, cortisol is inactivated by NADP(+)- and NAD(+)-dependent isoforms of 11beta-hydroxysteroid dehydrogenase (11betaHSD). Decreased placental 11betaHSD activities have been implicated in intrauterine growth restriction (IUGR) and fetal programming of adult diseases. The objective of this study was to

Detection of physiological concentrations of cortisol and cortisone in human hair.

Jean-Sébastien Raul et al.

Clinical biochemistry, 37(12), 1105-1111 (2004-12-14)

Since the 1960s, glucocorticoids are used by athletes to improve their performances. Their use is restricted in sports. Hair can document chronic abuse and can be therefore a complementary matrix for doping control. We have developed a new extraction, purification

Differential response of early erythropoietic and granulopoietic progenitors to dexamethasone and cortisone.

F Zalman et al.

The Journal of experimental medicine, 149(1), 67-72 (1979-01-01)

The sensitivity of erythropoietic (BFU-E) and granulopoietic (CFU-C) progenitor cells to dexamethasone and cortisone was studied in cultures of mouse bone marrow. Although the log dose-response relationships had a similar form, the BFU-E were much more sensitive than the CFU-C

Outpatient laparoscopic adrenalectomy in patients with Conn's syndrome.

B Edwin et al.

Surgical endoscopy, 15(6), 589-591 (2001-10-10)

[corrected] We set out to record the operative times of an experienced laparoscopic team and assess the feasibility of outpatient laparoscopic adrenalectomy when optimal anesthesia was also offered to all patients. The study included 13 patients with aldosterone/cortisone hypersecretion and/or

The development and SAR of pyrrolidine carboxamide 11beta-HSD1 inhibitors.

Hengmiao Cheng et al.

Bioorganic & medicinal chemistry letters, 20(9), 2897-2902 (2010-04-07)

The design and development of a series of highly selective pyrrolidine carboxamide 11beta-HSD1 inhibitors are described. These compounds including PF-877423 demonstrated potent in vitro activity against both human and mouse 11beta-HSD1 enzymes. In an in vivo assay, PF-877423 inhibited the

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Global Trade Item Number

SKU	GTIN
C2755-1G	04061833484531
C2755-5G	04061833484555
C2755-250MG	04061833484548

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