Basic information
- CAS
125-10-0- Standard SMILES
CC(=O)OCC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3C(=O)C[C@@]21C- InChIKey
MOVRKLZUVNCBIP-RFZYENFJSA-N- Molecular formula
- C23H28O6
- Average molar mass
- 400.5 g/mol
- Monoisotopic mass
- 400.18858862
Overview
Cortancyl is a tertiary alpha-hydroxy ketone, a 17alpha-hydroxy steroid, a 20-oxo steroid, an acetate ester, an 11-oxo steroid, a steroid ester and a 3-oxo-Delta(1),Delta(4)-steroid. It is functionally related to a prednisone.
Names & identifiers
- Preferred name
- Prednisone acetate
- IUPAC
- [2-[(8S,9S,10R,13S,14S,17R)-17-hydroxy-10,13-dimethyl-3,11-dioxo-6,7,8,9,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate
- English name
- Prednisone 21-acetate
- Molecular formula
- C23H28O6
- Molecular weight
- 400.46
Names & synonyms
Prednisone acetatePrednisone 21-acetate125-10-0Cortancyldelta1-Cortisone-21-acetatedelta'-Dehydrocortisone acetateprednisone-21-acetateOU93QEL83U21-Acetoxy-17alpha-hydroxypregna-1,4-diene-3,11,20-trioneNSC-109651,4-Pregnadien-17alpha,21-diol-3,11,20-trione-21-acetateCHEBI:34655
Show more names
Prendnisone acetateFerrCblconind-CorlindeltalonePrednisone 21-acetat
DTXSID20154539RefChem:868422DTXCID3077030204-726-0DelcortinNisonedelta-corlinPregna-1,4-diene-3,11,20-trione, 21-(acetyloxy)-17-hydroxy-
Database identifiers
- CAS
125-10-0- PubChem CID
- 91438
- DTXSID
DTXSID20154539- ChEMBL
CHEMBL1507567
Properties
Computed structural properties
- XLogP
- 1.5
- Topological polar surface area
- 97.7 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 4
- Heavy atoms
- 29
- Formal charge
- 0
- Complexity
- 869
Experimental & physicochemical properties
Endocrine DisruptorsPotential endocrine disrupting compound
Physicochemical properties
- Melting point
- 240 · 240-242°C (dec.)
- alpha
- 25 · D25 +186° (dioxane)
- Boiling point
- 582 · 582.0±50.0 °C(Predicted)
- Density
- 1.28 · 1.28±0.1 g/cm3(Predicted)
- storage temp.
- Refrigerator
- solubility
- Chloroform (Slightly), Dioxane (Sparingly), DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 12.31 · 12.31±0.60(Predicted)
- color
- White to Off-White
- Water Solubility
- 23 mg/L · 23mg/L(25 ºC)
- InChIKey
- MOVRKLZUVNCBIP-RFZYENFJSA-N
- SMILES
- C1(=O)C=C2[C@](C)(C=C1)[C@]1([H])[C@]([H])([C@@]3([H])[C@@](CC1=O)(C)[C@@](O)(C(=O)COC(C)=O)CC3)CC2
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (16.7%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P304+P340, P305+P351+P338, P318, P319, P330, P337+P317, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 6 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationStatus: Active Update: 14-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/22156
Other Safety InformationIMAP assessments - Pregna-1,4-diene-3,11,20-trione, 21-(acetyloxy)-17-hydroxy-: Environment tier I assessment
Hazard Classes and CategoriesEye Irrit. 2 (16.7%)
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS08
- Hazard statements
- H361-H373
- REACH Registrations
- Active
- Precautionary statements
- P201-P202-P281-P308+P313-P405-P501-P260-P314-P501
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Substances that reduce or suppress INFLAMMATION.
A group of CORTICOSTEROIDS that affect carbohydrate metabolism (GLUCONEOGENESIS, liver glycogen deposition, elevation of BLOOD SUGAR), inhibit ADRENOCORTICOTROPIC HORMONE secretion, and possess pronounced anti-inflammatory activity. They also play a role in fat and protein metabolism, maintenance of arterial blood pressure, alteration of the connective tissue response to injury, reduction in the number of circulating lymphocytes, and functioning of the central nervous system.
Antineoplastic agents that are used to treat hormone-sensitive tumors. Hormone-sensitive tumors may be hormone-dependent, hormone-responsive, or both. A hormone-dependent tumor regresses on removal of the hormonal stimulus, by surgery or pharmacological block. Hormone-responsive tumors may regress when pharmacologic amounts of hormones are administered regardless of whether previous signs of hormone sensitivity were observed. The major hormone-responsive cancers include carcinomas of the breast, prostate, and endometrium; lymphomas; and certain leukemias. (From AMA Drug Evaluations Annual 1994, p2079)
Applications
UsesAdrenocortical steroid antiinflammatory.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Related reactions
1 records
Compound notes
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