Structure via PubChem · Public domain (PubChem)
corticosterone
Sign in to saveAlso known as 11beta,21-dihydroxyprogesterone, 17-deoxycortisol, (11beta)-11,21-dihydroxypregn-4-ene-3,20-dione, (1S,2R,10S,11S,14S,15S,17S)-17-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one, 11,21-Dihydroxyprogesterone, 11,21-Dihydroxypregn-4-ene-3,20-dione, 4-Pregnene-11 Corticosteron, 11-Hydroxycorticoaldosterone
Corticosterone, also known as 17-deoxycortisol and 11β,21-dihydroxyprogesterone, is a 21-carbon steroid hormone of the corticosteroid type produced in the cortex of the adrenal glands. In the very rare case of congenital adrenal hyperplasia due to 17α-hydroxylase deficiency cortisol production is blocked.
Chemical data
- Formula
- C21H30O4
- Molecular weight
- 346.5 g/mol
- IUPAC name
- (8S,9S,10R,11S,13S,14S,17S)-11-hydroxy-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@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@H]4C(=O)CO)C)O
- InChIKey
- OMFXVFTZEKFJBZ-HJTSIMOOSA-N
- XLogP
- 1.9
- Polar surface area
- 74.6 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
39,500 papers- [Corticosterone].Nihon rinsho. Japanese journal of clinical medicine · 2005
- Corticosterone's roles in avian migration: Assessment of three hypotheses.Hormones and behavior · 2021
- Measuring corticosterone in feathers: Strengths, limitations, and suggestions for the future.Comparative biochemistry and physiology. Part A, Molecular & integrative physiology · 2016
- The Impacts of Transdermal Application of Corticosterone on Toad (Rhinella icterica) Immunity.Integrative and comparative biology · 2022
- Corticosterone injection into the infralimbic prefrontal cortex enhances fear memory extinction: Involvement of GABA receptors and the extracellular signal-regulated kinase.Physiology & behavior · 2023
via PubMed
Wikidata facts
- Mass
- 346.214
Show 4 more facts
- chemical formula
- C₂₁H₃₀O₄
- Commons category
- Corticosterone
- isomeric SMILES
- C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@H]4C(=O)CO)C)O
- canonical SMILES
- CC12CCC(=O)C=C1CCC3C2C(CC4(C3CCC4C(=O)CO)C)O
via Wikidata · CC0
~6 min read
Article
8 sectionsContents
- Roles
- Release or generation mechanisms
- Corticosterone in birds
- Effect on memory
- Additional images
- See also
- References
- External links
Corticosterone, also known as 17-deoxycortisol and 11β,21-dihydroxyprogesterone, is a 21-carbon steroid hormone of the corticosteroid type produced in the cortex of the adrenal glands. In the very rare case of congenital adrenal hyperplasia due to 17α-hydroxylase deficiency cortisol production is blocked.
==Roles== In many species, including amphibians, reptiles, rodents and birds, corticosterone is a main glucocorticoid, involved in regulation of energy, immune reactions, and stress responses.