5,6-α-Epoxy-5-α-cholestan-3-β-ol

5alpha,6alpha-Epoxycholesterol

HCID 227037

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Grundinformationen

CAS: 1250-95-9
Standard-SMILES: CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3C[C@@H]4O[C@@]45C[C@@H](O)CC[C@]5(C)[C@H]3CC[C@]12C
InChIKey: PRYIJAGAEJZDBO-ZEQHCUNVSA-N
Summenformel: C27H46O2
Durchschnittliche Molmasse: 402,7 g/mol
Monoisotopische Masse: 402,34978071

Überblick

5,6alpha-epoxy-5alpha-cholestan-3beta-ol is a 5,6-epoxycholesterol. It derives from a hydride of a 5alpha-cholestane.

Namen und Bezeichner

Bevorzugter Name: 5alpha,6alpha-Epoxycholesterol
IUPAC: (1S,2R,5S,7R,9S,11S,12S,15R,16R)-2,16-dimethyl-15-[(2R)-6-methylheptan-2-yl]-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-5-ol
Lokaler Name: 5,6-α-Epoxy-5-α-cholestan-3-β-ol
Englischer Name: Cholesterol-5alpha,6alpha-epoxide
Summenformel: C27H46O2
Molmasse: 402.65

Namen und Synonyme

1250-95-9Cholesterol alpha-oxideCholesterol-alpha-epoxide5-alpha,6-alpha-Epoxycholestanol3UQ9PF5XBD5alpha,6alpha-Epoxycholestan-3beta-ol5Alpha,6Alpha-EpoxycholesterolDTXSID101030546cholesterol 5,6-epoxide5,6-epoxycholesta-3-olcholesterol-5 alpha,6 alpha-oxidecholesterol-5 beta,6 beta-epoxide

Weitere Namen anzeigen

cholesterol 5α,6α-epoxidecholesteroloxideCholesterolepoxide5β-Epoxycholesterol5,6-epoxy Cholestanolcholesterolalpha-oxideALPHA-EPOXYCHOLESTEROL5a,6a-Epoxycholesterol-9a,11b-dimethyl-9-((R)

cholesterol-5 alpha,6 alpha-epoxide5 alpha,6 alpha-epoxycholestan-3 beta-olcholestan-5 alpha,6 alpha-epoxy-3 beta-olRefChem:576061DTXCID901515629Cholesterol-5alpha,6alpha-epoxideEpoxycholesterolCholesterol 5alpha,6alpha-epoxide

Datenbank-Bezeichner

CAS: 1250-95-9
PubChem CID: 227037
DTXSID: DTXSID101030546
ChEMBL: CHEMBL497438
ChEBI: CHEBI:49305
UNII: 3UQ9PF5XBD
EC Number: 215-007-6
Nikkaji: J869I

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 8
Polarare Oberfläche (TPSA): 32,8 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 5
Schwere Atome: 29
Formalladung: 0
Komplexität: 630

Experimentelle und physikochemische Eigenschaften

LipidsLipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Cholesterol and derivatives [ST0101]

Physikochemische Eigenschaften

Schmelzpunkt: 147 °C · 147 °C
Siedepunkt: 464.74 °C · 464.74°C (rough estimate)
Dichte: 0.9932 · 0.9932 (rough estimate)
Brechungsindex: 1.448 · 1.4480 (estimate)
storage temp.: -20 °C · -20°C
Löslichkeit: Soluble in DMSO (up to 10 mg/ml) orin Ethanol (up to 10 mg/ml).
pka: 15.2 · 15.20±0.70(Predicted)
Aggregatzustand: solid
Farbe: White
Stabilität: 1 year · Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 2 months.
InChIKey: PRYIJAGAEJZDBO-ZEQHCUNVSA-N
SMILES: [H][C@@]12[C@]([C@](CC[C@H](O)C3)(C)[C@@]3(O4)[C@@H]4C2)([H])CC[C@@]5(C)[C@@]1([H])CC[C@]5([H])[C@]([H])(C)CCCC(C)C

Sicherheit und Regulatorisches

Gefahrenhinweise

Regulatory InformationCholestan-3-ol, 5,6-epoxy-, (3.beta.,5.alpha.,6.alpha.)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Sicherheitsdaten

wgk: 3
RTECS-Nr.: FZ6360000
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Anwendungen

VerwendenCholesterol 5alpha,6alpha-epoxide is used in the generation of oxysterols and in the studies of the biological significance of oxysterols.