Compound: Hydrocortisone aceponate
SMILES: O=C1C=C2[C@]([C@H]3[C@@H](O)C[C@@]4([C@@](OC(=O)CC)(C(=O)COC(=O)C)CC[C@H]4[C@@H]3CC2)C)(C)CC1
InChIKey: MFBMYAOAMQLLPK-FZNHGJLXSA-N
Synonyms: Hydrocortisone aceponate, 74050-20-7, Efficort, Cortavance, Aceponate d'hydrocortisone, Aceponato de hidrocortisona, Hydrocortisoni aceponas, 2340UP1L2G, EASOTIC COMPONENT HYDROCORTISONE ACEPONATE, RefChem:55343, 21-(acetyloxy)-11beta-hydroxy-17alpha-(propionyloxy)-4-pregnene-3,20-dione, (1R,3aS,3bS,9aR,9bS,10S,11aS)-1-(2-(acetyloxy)acetyl)-10-hydroxy-9a,11a-dimethyl-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta(a)phenanthren-1-yl propanoate, Hydrocortisone 17-Propionate 21-Acetate, Hydrocortisone aceponate [INN], retef, (8S,9S,10R,11S,13S,14S,17R)-17-(2-Acetoxyacetyl)-11-hydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl propionate, [(8S,9S,10R,11S,13S,14S,17R)-17-(2-acetyloxyacetyl)-11-hydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] propanoate, Hydrocortisone aceponate (INN), Suniderma, (11beta)-21-(Acetyloxy)-11-hydroxy-17-(1-oxopropoxy)pregn-4-ene-3,20-dione, C26H36O7, UNII-2340UP1L2G, Hydrocortisoni aceponas [Latin], Hydrocortisone aceponate;Hydrocortisone, Efficort (TN), Aceponate d'hydrocortisone [French], Pregn-4-ene-3,20-dione, 21-(acetyloxy)-11-hydroxy-17-(1-oxopropoxy)-, (11ss)-; (11ss)-21-(Acetyloxy)-11-hydroxy-17-(1-oxopropoxy)pregn-4-ene-3,20-dione; Cortisol 17-propionate 21-acetate; Hydrocortisone 17-propionate 21-acetate; Hydrocortisone aceponate; Retef, Aceponato de hidrocortisona [Spanish], SCHEMBL3697, orb1696977, CHEMBL2106309, CHEBI:135746, EX-A11169, MSK011012, (11|A)-21-(Acetyloxy)-11-hydroxy-17-(1-oxopropoxy)pregn-4-ene-3,20-dione, AKOS027326791, DB14538, FH23886, MSK011012-100A, HYDROCORTISONE ACEPONATE [WHO-DD], MSK011012-1000A, NCGC00532512-01, DA-74336, MS-28453, HY-116691, CS-0066287, HYDROCORTISONE ACEPONATE [GREEN BOOK], D06876, F82273, F614801, HYDROCORTISONE ACEPONATE (EMA EPAR: VETERINARY), Q15409432, Hydrocortisone aceponate Solution in Acetonitrile, 100ug/mL, Hydrocortisone aceponate Solution in Acetonitrile, 1000ug/mL, 11beta,17,21-Trihydroxy pregn-4-ene-3,20-dione 21-acetate 17-propionate, Hydrocortisone 17-propionate 21-acetate 100 microg/mL in Acetonitrile, 11.BETA.,17,21-TRIHYDROXY PREGN-4-ENE-3,20-DIONE 21-ACETATE 17-PROPIONATE, [(8S,9S,10R,11S,13S,14S,17R)-17-(2-acetoxyacetyl)-11-hydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] propanoate
Theoretical properties:
molecular_formula: C26H36O7
molecular_weight: 460.6 g/mol
exact_mass: 460.24610348 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 7
rotatable_bond_count: 7
heavy_atom_count: 33
topological_polar_surface_area: 107 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Hydrocortisone aceponate is a corticosteroid hormone.
chembl: HYDROCORTISONE ACEPONATE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Hydrocortisone is the name for the hormone cortisol when supplied as a medication. It is a corticosteroid and works as an anti-inflammatory and by immune suppression. Uses include conditions such as adrenocortical insufficiency, adrenogenital syndrome, high blood calcium, thyroiditis, rheumatoid arthritis, dermatitis, asthma, and COPD. It is the treatment of choice for adrenocortical insufficiency. It can be given by mouth, topically, rectally or by injection. Stopping treatment after long-term use should be done slowly.
Common side effects may include mood changes, increased appetite, hyperglycemia, hypertension, and edema (swelling). With long-term use, common side effects include osteoporosis, adrenal insufficiency, upset stomach, physical weakness, easy bruising, and candidiasis (yeast infections). It is unclear if it is safe for use during pregnancy.
Hydrocortisone was patented in 1936 and approved for medical use in 1941. It is on the World Health Organization's List of Essential Medicines. It is available as a generic medication. In 2023, it was the 182nd most commonly prescribed medication in the United States, with more than 2 million prescriptions.