Structure via PubChem · Public domain (PubChem)
deoxycorticosterone
Sign in to saveAlso known as desoxycortone, 11-deoxycorticosterone, 21-hydroxyprogesterone, 4-pregnen-21-ol-3,20-dione, Reichstein's substance Q, Kendall's desoxy compound B, 21-Hydroxy-3,20-dioxopregn-4-ene, 21-Hydroxy-D4-pregnene-3,20-dione
11-Deoxycorticosterone (DOC), or simply deoxycorticosterone, also known as 21-hydroxyprogesterone, as well as desoxycortone (INN), deoxycortone, and cortexone, is a steroid hormone produced by the adrenal gland that possesses mineralocorticoid activity and acts as a precursor to aldosterone. It is an active (Na+-retaining) mineralocorticoid. As its names indicate, can be understood as the 21-hydroxy-variant of progesterone or as the 11-deoxy-variant of corticosterone.
Chemical data
- Formula
- C21H30O3
- Molecular weight
- 330.5 g/mol
- IUPAC name
- (8S,9S,10R,13S,14S,17S)-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
- SMILES
- C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2C(=O)CO)CCC4=CC(=O)CC[C@]34C
- InChIKey
- ZESRJSPZRDMNHY-YFWFAHHUSA-N
- XLogP
- 2.9
- Polar surface area
- 54.4 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
10,114 papers- [Deoxycorticosterone].Nihon rinsho. Japanese journal of clinical medicine · 2005
- [Deoxycorticosterone-producing adrenal tumor].Ryoikibetsu shokogun shirizu · 1993
- 11-Deoxycorticosterone-producing adrenocortical carcinoma.Urologia internationalis · 1998
- A case of deoxycorticosterone-producing adrenal adenoma.Endocrine journal · 1995
- [11-deoxycorticosterone (DOC) and 18-OH-DOC].Nihon rinsho. Japanese journal of clinical medicine · 1999
via PubMed
Wikidata facts
- Has part
- carbon
- Mass
- 330.219
- Has use
- medication
Show 8 more facts
- chemical formula
- C₂₁H₃₀O₃
- found in taxon
- Great diving beetle
- route of administration
- sublingual administration
- subject has role
- mineralocorticoid
- canonical SMILES
- CC12CCC3C(C1CCC2C(=O)CO)CCC4=CC(=O)CCC34C
- isomeric SMILES
- C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2C(=O)CO)CCC4=CC(=O)CC[C@]34C
- physically interacts with
- Nuclear receptor subfamily 3 group C member 2
- defined daily dose
- 5
via Wikidata · CC0
~7 min read
Encyclopedic overview
6 sectionsContents
- Biological activity
- Biological role
- Additional images
- See also
- References
- Sources
11-Deoxycorticosterone (DOC), or simply deoxycorticosterone, also known as 21-hydroxyprogesterone, as well as desoxycortone (INN), deoxycortone, and cortexone, is a steroid hormone produced by the adrenal gland that possesses mineralocorticoid activity and acts as a precursor to aldosterone. It is an active (Na+-retaining) mineralocorticoid. As its names indicate, can be understood as the 21-hydroxy-variant of progesterone or as the 11-deoxy-variant of corticosterone.
DOCA is the abbreviation for the ester 11-deoxycorticosterone acetate.
Excerpted from Wikipedia’s “deoxycorticosterone” article, available under the CC BY-SA 4.0 licence.