3,20-Dioxopregn-4-en-21-yl acetate
Basic information
- CAS
56-47-3- Standard SMILES
CC(=O)OCC(=O)C1CCC2C3CCC4=CC(=O)CCC4(C)C3CCC12C- InChIKey
VPGRYOFKCNULNK-UHFFFAOYSA-N- Molecular formula
- C23H32O4
- Average molar mass
- 372.5 g/mol
- Monoisotopic mass
- 372.2300595
Names & identifiers
- Preferred name
- 3,20-Dioxopregn-4-en-21-yl acetate
- IUPAC
- [2-(10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl)-2-oxoethyl] acetate
- English name
- Deoxycorticosterone acetate
- Molecular formula
- C23H32O4
- Molecular weight
- 372.5
Names & synonyms
DescotoneSyncortDOXO3,20-Dioxopregn-4-en-21-yl acetate11-Deoxycorticosterone, acetateDecsterone21-Hydroxyprogesterone 21-acetatePercorten acetateCorticosterone, acetateDeoxycorticosterone acetate?Oprea1_235801SCHEMBL1021137
Show more names
DESOXYCORTONE ACETATEDESOXYCORTICOSTERONE ACETATEDOCADOACarcortsteraqcortateocriten
21-Hydroxyprogesterone, acetateNSC9567VPGRYOFKCNULNK-UHFFFAOYSA-NHMS5082D18Pregn-4-ene-3, 21-(acetyloxy)-s4243STL503549AKOS032955001
Database identifiers
- CAS
56-47-3- PubChem CID
- 3001
Properties
Computed structural properties
- XLogP
- 3.1
- Topological polar surface area
- 60.4 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 4
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 707
Experimental & physicochemical properties
LogP3.08
Physicochemical properties
- Melting point
- 157 °C · 157°C
- alpha
- 20 · D20 +168 to +176° (dioxane)
- Boiling point
- 421.94 °C · 421.94°C (rough estimate)
- Density
- 1.0415 · 1.0415 (rough estimate)
- refractive index
- 175 ° · 175 ° (C=1, Dioxane)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- 2 O: · H2O: insoluble
- form
- Solid
- color
- White to Off-White
- biological source
- synthetic (organic)
- Water Solubility
- 4 mg/L · 4mg/L(25 ºC)
- Merck
- 2901 · 2901
- BRN
- 2570798 · 2570798
- InChI
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- rtecs
- HG0525000
- ridadr
- UN 2811
- hs_code
- 2937290000
- Signal word
- Danger
- Symbol(GHS)
- GHS08
- safety_code
- 22-24/25
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H373-H360
- Precautionary statements
- P260-P314-P501
Chemistry & industry
Applications
UsesAdrenocortical/mineralocorticoid Steroid.
UsesDeoxycorticosterone acetate has been used to induce hypertensive pregnancy. It has also been used to investigate the effect of low epicatechin dosing on the cardiovascular function of deoxycorticosterone acetate (DOCA)-salt hypertensive rats.
General DescriptionDeoxycorticosterone acetate is an endogenous neurosteroid found in brain and peripheral circulation, which is produced by progesterone. It is both a mineralocorticoid and a glucocorticoid. It is used to treat adrenocortical insufficiency or Addison′s disease. Deoxycorticosterone acetate improves insulin sensitivity. It acts as a precursor to glucocorticoid corticosterone and the GABAergic neuroactive steroid (3α,5α)-3,21-dihydroxypregnan-20-one.
Upstream & downstream products
Upstream raw materials
Downstream products
Additional notes
DefinitionChEBI: Deoxycorticosterone acetate is a corticosteroid hormone.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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