Grundinformationen
- CAS
50-22-6- Standard-SMILES
C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2C(=O)CO- InChIKey
OMFXVFTZEKFJBZ-HJTSIMOOSA-N- Summenformel
- C21H30O4
- Durchschnittliche Molmasse
- 346,5 g/mol
- Monoisotopische Masse
- 346,21440943
Namen und Bezeichner
- Bevorzugter Name
- Corticosterone
- IUPAC
- (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
- Lokaler Name
- Corticosteron
- Englischer Name
- CORTICOSTERONE
- Summenformel
- C21H30O4
- Molmasse
- 346.47
Namen und Synonyme
CORTICOSTERONE50-22-617-DeoxycortisolReichstein's substance HKendall's compound BCorticosteron11beta,21-Dihydroxyprogesterone(11beta)-11,21-Dihydroxypregn-4-ene-3,20-dione11Beta,21-dihydroxypregn-4-ene-3,20-dioneNSC-970511beta,21-Dihydroxy-4-pregnene-3,20-dione4-Pregnene-11beta,21-diol-3,20-dione
Weitere Namen anzeigen
Compound B21-Dihydroxyprogesterone11,21-Dihydroxypregn-4-ene-3,20-dionecompoundb11β,21-DihAzlocillineKENDALL'S 'B'
DTXSID6022474CHEBI:16827W980KJ009P(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-oneDTXCID702474(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-oneRefChem:579253200-019-6
Datenbank-Bezeichner
- CAS
50-22-6- PubChem CID
- 5753
- DTXSID
DTXSID6022474- ChEMBL
CHEMBL110739- ChEBI
CHEBI:16827- UNII
- W980KJ009P
- EC Number
- 200-019-6
- Nikkaji
- J5.239F
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,9
- Polarare Oberfläche (TPSA)
- 74,6 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 4
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 25
- Formalladung
- 0
- Komplexität
- 638
Experimentelle und physikochemische Eigenschaften
LogP1.94
Solubility0.199 mg/mL
Melting Point179 °C
Physical DescriptionSolid
Kovats Retention Index3341.1
Collision Cross Section
212.4 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID6022474]
186.8 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；211.8 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；186.9 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；208.4 Ų [M+K]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
186.8 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]；186.46 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
186.8 Ų [M-H]-；212.2 Ų [M+Na]+；187 Ų [M+H]+；209 Ų [M+K]+
Physikochemische Eigenschaften
- Schmelzpunkt
- 179 · 179-183 °C(lit.)
- Siedepunkt
- 401.19 °C · 401.19°C (rough estimate)
- Dichte
- 1.0413 · 1.0413 (rough estimate)
- Brechungsindex
- 1.443 · 1.4430 (estimate)
- Flammpunkt
- 9 ℃ · 9℃
- storage temp.
- -20 °C · -20°C
- Löslichkeit
- Chloroform (Sparingly, Sonicated), Ethanol (Slightly, Sonicated)
- Aggregatzustand
- White to tan crystalline powder
- Farbe
- White to Pale Yellow
- Biologische Quelle
- synthetic (organic)
- Wasserlöslichkeit
- 240.5 mg/L · 240.5mg/L(37 ºC)
- Merck
- 2538 · 2538
- BRN
- 2339601 · 2339601
- Stabilität
- Stable, but light sensitive. Incompatible with strong oxidizing agents.
- Major Application
- pharmaceutical (small molecule)
- InChIKey
- OMFXVFTZEKFJBZ-HJTSIMOOSA-N
- SMILES
- C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CC[C@@H]2C(=O)CO
- CAS Datenbank
- 50 · 50-22-6(CAS DataBase Reference)
- EPA chemische Informationen
- Corticosterone (50-22-6)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H317 (97.5%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Gefahrenhinweise
Hazard Classes and CategoriesSkin Sens. 1 (97.5%)
Sicherheitsdaten
- wgk
- 3
- ridadr
- UN1230 - class 3 - PG 2 - Methanol, solution
- hs_code
- 29372900
- RTECS-Nr.
- GM7650000
- risk_code
- 43-40-39/23/24/25-23/24/25-11
- Toxizität
- An adrenocortical steroid with modest glucocorticoid and mineralocorticoid activity. It is the primary glucocorticoid in the rat.
- hazard_code
- Xi,N,Xn,T,F
- safety_code
- 36-22-45-36/37-16
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological ClassificationSubstances that reduce or suppress INFLAMMATION.
Tissue LocationsAdipose Tissue；Adrenal Cortex；Adrenal Gland；Brain；Epidermis；Fibroblasts；Intestine；Kidney；Liver；Neuron；Ovary；Placenta；Platelet；Spleen；Testis
Cellular LocationsCytoplasm；Endoplasmic reticulum；Extracellular；Membrane；Mitochondria
Metabolite Pathways
11-beta-hydroxylase deficiency (CYP11B1)；17-alpha-hydroxylase deficiency (CYP17)；21-hydroxylase deficiency (CYP21)；3-Beta-Hydroxysteroid Dehydrogenase Deficiency；Adrenal Hyperplasia Type 3 or Congenital Adrenal Hyperplasia due to 21-hydroxylase Deficiency；Adrenal Hyperplasia Type 5 or Congenital Adrenal Hyperplasia due to 17 Alpha-hydroxylase Deficiency；Apparent mineralocorticoid excess syndrome；Congenital Lipoid Adrenal Hyperplasia (CLAH) or Lipoid CAH；Corticosterone methyl oxidase I deficiency (CMO I)；Corticosterone methyl oxidase II deficiency - CMO II；Total 11 pathways, visit the HMDB page for details
Verwendung und Herstellung
Use ClassificationPharmaceuticals
Anwendungen
BeschreibungCorticosterone is a steroid hormone produced in the cortex of the adrenal glands that binds to both glucocorticoid and mineralocorticoid receptors. It is produced in response to ACTH (corticotropic hormone) and is the precursor to aldosterone synthesis. Since the production of glucocorticoids is increased by stress, it is often used as a biomarker of stress. Plasma corticosterone levels have a circadian variation and corticosterone may be important in the regulation of the sleep-wake cycle.
VerwendenCorticosterone: HBC complex has been used: in the intravenous and intraperitoneal administration of corticosterone to rats to test its effect on glucocorticoid and mineralocorticoid activity to induce acute stress in mice in Pulsatile treatment in mice to test its effect on clock gene period 1 transcription
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Ergänzende Hinweise
DefinitionChEBI: A 21-hydroxy steroid that consists of pregn-4-ene substituted by hydroxy groups at positions 11 and 21 and oxo groups at positions 3 and 20. Corticosterone is a 21-carbon steroid hormone of the corticosteroid type produced in the cortex of the adrenal glan s.
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