Structure Database (LMSD)

Common Name
Cortisone acetate
Systematic Name
17α,21-dihydroxypregn-4-ene-3,11,20-trione acetate
Synonyms
LM ID
LMST02030120
Formula
Exact Mass
Calculate m/z
402.20424
Sum Composition
Status
Curated

Classification

Biological Context

Cortisone acetate is a synthetic glucocorticoid with anti-inflammatory properties.1 It decreases the size of Bacillus Calmette-Guérin (BCG) vaccine-induced dermal lesions and tuberculin reactions in rabbits when administered at 2 mg/kg on alternate days over the course of 46 days. It also reduces the number and percentage of activated lesion-infiltrating mononuclear cells and decreases the amount of caseous necrosis and ulceration. Cortisone acetate (2.5 mg/kg per day, s.c.) slows tissue regeneration in a rabbit model of wound healing.2 It also decreases the number of dexamethasone binding sites on isolated human lymphocytes by 30%.3 Formulations containing cortisone acetate have been used to relieve inflammation, pruritic manifestations of corticosteroid-responsive dermatoses, and in the treatment of immune and allergic disorders.

This information has been provided by Cayman Chemical

References

2. Joseph, J., and Tydd, M. The effects of cortisone acetate on tissue regeneration in the rabbit’s ear. J. Anat. 115(Pt. 3), 445-460 (1973).
3. Schlechte, J.A., Ginsberg, B.H., and Sherman, B.M. Regulation of the glucocorticoid receptor in human lymphocytes. J. Steroid Biochem. 16(1), 69-74 (1982).

String Representations

InChiKey (Click to copy)
ITRJWOMZKQRYTA-RFZYENFJSA-N
InChi (Click to copy)
InChI=1S/C23H30O6/c1-13(24)29-12-19(27)23(28)9-7-17-16-5-4-14-10-15(25)6-8-21(14,2)20(16)18(26)11-22(17,23)3/h10,16-17,20,28H,4-9,11-12H2,1-3H3/t16-,17-,20+,21-,22-,23-/m0/s1
SMILES (Click to copy)
[C@]12(C)CC([C@]3([H])[C@@]4(C)CCC(=O)C=C4CC[C@@]3([H])[C@]1([H])CC[C@]2(O)C(=O)COC(=O)C)=O

Other Databases

Wikipedia
KEGG ID
HMDB ID
CHEBI ID
PubChem CID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 4
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 396.56
Topological Polar Surface Area 97.74
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 6
logP 3.13
Molar Refractivity 104.69

Admin

Created at
-
Updated at
-