Grundinformationen
- CAS
604-35-3- Standard-SMILES
CC(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4CC[C@H]([C@H](C)CCCC(C)C)[C@@]4(C)CC[C@@H]32)C1- InChIKey
XUGISPSHIFXEHZ-VEVYEIKRSA-N- Summenformel
- C29H48O2
- Durchschnittliche Molmasse
- 428,7 g/mol
- Monoisotopische Masse
- 428,36543077
Überblick
Cholesteryl acetate is a cholesterol ester obtained by formal acylation of the hydroxy group of cholesterol by acetic acid. It has a role as a human metabolite. It is a cholesteryl ester and an acetate ester.
Namen und Bezeichner
- Bevorzugter Name
- (-)-Cholesteryl acetate
- IUPAC
- [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
- Lokaler Name
- Cholest-5-en-3-β-ylacetat
- Englischer Name
- Cholesteryl acetate
- Summenformel
- C29H48O2
- Molmasse
- 428.69
Namen und Synonyme
Cholesteryl acetate604-35-3Cholesterol acetateCholesterol 3-acetate3beta-Acetoxycholest-5-eneCholesterin acetateCholest-5-en-3beta-ol acetateCholest-5-en-3beta-yl acetate(-)-Cholesteryl acetatecholesterol 3beta-acetateCholesterol, acetateOTA9A3781T
Weitere Namen anzeigen
CholChloesteryl acetateACETYL CHOLESTEROLCholesterol 3β-AcetatePerampanel Impurity 403β-acetoxy-5-cholestene
Cholest-5-en-3-ol (3beta)-, 3-acetateCHEBI:78242DTXSID60889358NSC-8799[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate((3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((2R)-6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta(a)phenanthren-3-yl) acetateRefChem:576064DTXCID101028620
Datenbank-Bezeichner
- CAS
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 9,1
- Polarare Oberfläche (TPSA)
- 26,3 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 7
- Schwere Atome
- 31
- Formalladung
- 0
- Komplexität
- 693
Experimentelle und physikochemische Eigenschaften
Chemical ClassesBiological Agents -> Cholesterol and Derivatives
LipidsLipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Cholesterol and derivatives [ST0101]
CosmeticsSkin conditioning; Viscosity controlling
SpringerMaterials PropertiesChemical diffusion
Endocrine DisruptorsPotential endocrine disrupting compound
Physical Description
Solid; [Merck Index] White crystalline powder; [Acros Organics MSDS]
Solid
Physikochemische Eigenschaften
- Schmelzpunkt
- 112 · 112-114 °C (lit.)
- Siedepunkt
- 483.49 °C · 483.49°C (rough estimate)
- Dichte
- 0.9935 · 0.9935 (rough estimate)
- Brechungsindex
- 1.5045 · 1.5045 (estimate)
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
This chemical does not meet GHS hazard criteria for 100% (5 of 5) of all reports.
Not Classified
Aggregated GHS information provided per 5 reports by companies from 1 notifications to the ECHA C&L Inventory.
Gefahrenhinweise
Regulatory Information
Chemical: Cholest-5-en-3-ol, acetate, (3.beta.)-
REACH registered substance: Cholest-5-en-3-β-yl acetate (EC: 210-066-4)
Cholest-5-en-3-ol (3.beta.)-, acetate: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryMay cause irritation; [Acros Organics MSDS]
Hazard Classes and CategoriesNot Classified
Sicherheitsdaten
- wgk
- 3
- tsca
- TSCA listed
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 22-24/25-36-26
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
Cellular LocationsExtracellular
Verwendung und Herstellung
UsesUsed as an emulsifier for pharmaceuticals; [Merck Index]
Use ClassificationCosmetics -> Skin conditioning; Viscosity controlling
General Manufacturing InformationCholest-5-en-3-ol (3.beta.)-, 3-acetate: ACTIVE
Anwendungen
VerwendenCholesteryl acetate is used in cosmetics, wrist watches, thermometers, propane tank volume indicators, video displays, pharmaceuticals.
Darstellung
synthetischeCholesteryl acetate can be synthesized by the reaction of cholesterol with acetic anhydride in the presence of a catalyst such as pyridine or sulfuric acid. The reaction proceeds as follows:Cholesterol + Acetic anhydride → Cholesteryl acetate + Acetic acidThe reaction is typically carried out at room temperature or slightly elevated temperatures for several hours. The resulting cholesteryl acetate can be purified by recrystallization from a suitable solvent such as ethanol or acetone.
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