Cortison
Cortisone
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Grundinformationen
- CAS
53-06-5- Standard-SMILES
C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2C(=O)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=O)CO- InChIKey
MFYSYFVPBJMHGN-ZPOLXVRWSA-N- Summenformel
- C21H28O5
- Durchschnittliche Molmasse
- 360,4 g/mol
- Monoisotopische Masse
- 360,19367399
Überblick
Cortisone is a C21-steroid that is pregn-4-ene substituted by hydroxy groups at positions 17 and 21 and oxo group at positions 3, 11 and 20. It has a role as a mouse metabolite and a human metabolite. It is a primary alpha-hydroxy ketone, a tertiary alpha-hydroxy ketone, a glucocorticoid, a 17alpha-hydroxy steroid, a 21-hydroxy steroid, a 20-oxo steroid, an 11-oxo steroid, a 3-oxo-Delta(4) steroid and a C21-steroid. It derives from a hydride of a pregnane.
Namen und Bezeichner
- Bevorzugter Name
- Cortisone
- IUPAC
- (8S,9S,10R,13S,14S,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,11-dione
- Lokaler Name
- Cortison
- Englischer Name
- CORTISONE
- Summenformel
- C21H28O5
- Molmasse
- 360.44
Namen und Synonyme
cortisone53-06-5Kendall's compound EReichstein's substance FAWintersteiner's compound F17-Hydroxy-11-dehydrocorticosterone11-Dehydro-17-hydroxycorticosteroneCortisonaPregn-4-ene-3,11,20-trione, 17,21-dihydroxy-Cortisonum17,21-Dihydroxypregn-4-ene-3,11,20-trioneKortison
Weitere Namen anzeigen
KECortisonCorlinCORTONE17A 21-DIHYDROXY-4-PREGNEN-3 17 20-TRIONE(8S,9S,10R,13S,14S,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,11-dione(8S,9S,10R,13S,14S,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,6,7,8,9,10,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthrene-3,11(2H)-dioneCortonAdreson
4-Pregnene-17alpha,21-diol-3,11,20-trione17alpha,21-Dihydroxypregn-4-ene-3,11,20-trioneDTXSID5022857Pregn-4-en-17alpha,21-diol-3,11,20-trione17alpha,21-Dihydroxy-4-pregnene-3,11,20-trioneNSC-9703V27W9254FZDTXCID102857
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- 1,5
- Polarare Oberfläche (TPSA)
- 91,7 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 26
- Formalladung
- 0
- Komplexität
- 724
Experimentelle und physikochemische Eigenschaften
DrugsPharmaceuticals -> Steroids
LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]
SpringerMaterials PropertiesMagnetic anisotropy
LogP
1.47
1.64
Solubility0.28 mg/mL at 25 °C
Human DrugsBreast Feeding; Lactation; Milk, Human; Corticosteroids, Systemic; Glucocorticoids; Anti-Inflammatory Agents
Animal DrugsPharmaceuticals -> Animal Drugs -> Approved in Taiwan
Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point222 °C
Physical Description
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
H361 (98%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]
P203, P280, P318, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 51 reports by companies from 5 notifications to the ECHA C&L Inventory.
Gefahrenhinweise
Regulatory InformationCortisone: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Pregn-4-ene-3,11,20-trione, 17,21-dihydroxy-: Human health tier I assessment
Hazard Classes and CategoriesRepr. 2 (98%)
Toxikologische Informationen
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
EPA Human Health Benchmarks for Pharmaceuticals
Cortisone
0.6
2.5
The initial dosage varies from 25 to 300 mg a day depending on the disease being treated. The initial dosage should be maintained or adjusted until the patient’s response is satisfactory.
Data used to generate the benchmarks include the following: Lowest Daily Dose (LDD): 25 mg/day, Lowest Therapeutic Dose (LTD): 0.3 mg/kg-day, and Screening Dose: 0.0001 mg/kg-day.
8-Jun-10
Sicherheitsdaten
Chemie und Industrie
Pharmakologische Informationen
ATC Code
H - Systemic hormonal preparations, excl. sex hormones and insulins
S - Sensory organs
QH - Systemic hormonal preparations, excl. sex hormones and insulin
QS - Sensory organs
FDA Pharmacological Classification
V27W9254FZ
CORTISONE
Established Pharmacologic Class [EPC] - Corticosteroid
Mechanisms of Action [MoA] - Corticosteroid Hormone Receptor Agonists
Cortisone is a Corticosteroid. The mechanism of action of cortisone is as a Corticosteroid Hormone Receptor Agonist.
MeSH Pharmacological ClassificationSubstances that reduce or suppress INFLAMMATION.
Tissue LocationsAdipose Tissue
Cellular LocationsEndoplasmic reticulum
Metabolite Pathways11-beta-hydroxylase deficiency (CYP11B1)
Verwendung und Herstellung
UsesCalculated removal (%): 45.8
Use Classification
Pharmaceuticals -> Steroid hormones
Pharmaceuticals -> Animal Drugs -> Approved in Taiwan
Anwendungen
VerwendenCortisone is used for inflammatory processes, allergies, and adrenal insufficiency.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Zugehörige Reaktionen
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