| Identification | More | [Name]
Dihydrocholesterol | [CAS]
80-97-7 | [Synonyms]
3B-CHOLESTANOL
3BETA-CHOLESTANOL
3BETA-HYDROXY-5ALPHA-CHOLESTANE
3B-HYDROXYCHOLESTANE
5A-CHOLESTAN-3B-OL
(5A)-CHOLESTANOL
5ALPHA-CHOLESTAN-3BETA-OL
5ALPHA-CHOLESTANE-3BETA-OL
BETA-CHOLESTANOL
CHOLESTAN-3-B-OL, (5A)-
CHOLESTANOL
DIHYDROCHOLESTEROL
(3beta,5alpha)-cholestan-3-o
5alpha-Cholestanol
5alpha-Dihydrocholesterol
Cholestan-3beta-ol
Cholestan-3-ol, (3beta,5alpha)-
Dihydrocholesterin
DIHYDROCHOLESTEROL CRYSTALLINE
3-BETA-CHOLESTANOL (DIHYDROCHOLESTEROL) | [EINECS(EC#)]
201-315-8 | [Molecular Formula]
C27H48O | [MDL Number]
MFCD00066413 | [Molecular Weight]
388.67 | [MOL File]
80-97-7.mol |
| Chemical Properties | Back Directory | [Appearance]
white powder | [Melting point ]
138-142 °C
| [alpha ]
D22 +24.2° (c = 1.3 in chloroform) | [Boiling point ]
454.32°C (rough estimate) | [density ]
0.9506 (rough estimate) | [refractive index ]
1.5250 (estimate) | [storage temp. ]
-20°C | [solubility ]
chloroform: 0.1 g/mL, clear, colorless
| [form ]
A solid | [pka]
15.14±0.70(Predicted) | [Stability:]
Stable. Combustible. Incompatible with strong oxidizing agents. | [Water Solubility ]
Insoluble in water. | [Merck ]
14,2200 | [BRN ]
2418594 | [LogP]
10.065 (est) | [CAS DataBase Reference]
80-97-7(CAS DataBase Reference) | [NIST Chemistry Reference]
Cholestanol(80-97-7) | [EPA Substance Registry System]
80-97-7(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R38:Irritating to the skin.
R40:Limited evidence of a carcinogenic effect.
R48/20/22:Harmful: danger of serious damage to health by prolonged exposure through inhalation and if swallowed . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S36/37:Wear suitable protective clothing and gloves .
S22:Do not breathe dust . | [RIDADR ]
UN 1888 6.1/PG 3 | [WGK Germany ]
3
| [RTECS ]
FZ6350000 | [TSCA ]
Yes | [HS Code ]
2906130000 |
| Hazard Information | Back Directory | [Description]
Cholestanol is a cholesterol metabolite formed by oxidation and an intermediate in the biosynthesis of chenodeoxycholic acid (Item No. 10011286).1 Cholestanol (10 μg/ml) induces apoptosis in cornea and lens epithelial cells and increases the activity of IL-1β converting enzyme (ICE) and CPP32 proteases.2 Dietary administration of 1% cholestanol to mice increases serum and liver cholestanol levels and leads to corneal opacities and gallstones and in rats it leads to cholestanol deposition in the cerebellum.3 Cholestanol levels are increased in plasma of patients with cerebrotendinous xanthomatosis (CTX), a disease characterized by a deficiency in the mitochondrial enzyme sterol 27-hydrolylase (CYP27A1) that leads to progressive neurological symptoms.4 | [Chemical Properties]
white powder | [Uses]
5α-Cholestan-3β-ol is a carbon stanol formed from biohydrogenation of Cholesterol (C432501) in the gut. Studies have also examined the conversion of 5α-Cholestan-3β-ol catalyzed by 3-β-hydroxysteroid
dehydrogenase of rat liver. | [Definition]
ChEBI: A cholestanoid that is (5alpha)-cholestane substituted by a beta-hydroxy group at position 3. | [General Description]
Cholestanol is a 5α-dihydro derivative of cholesterol. It acts as a marker for cholesterol absorption. Cholestanol is a steroid with 27 carbon atoms. | [Biochem/physiol Actions]
5α-Cholestan-3β-ol is derived from cholesterol by the action of intestinal microorganisms. It is known to induce the formation of gall stones in rabbits in the presence of sodium ions. | [Purification Methods]
Purify 5--cholestan-3-ol via acetylation, crystallisation and de-acetylation, then recrystallisation from EtOH or slightly aqueous EtOH, or MeOH. Its solubility is: 0.5% (MeOH) and 1% (EtOH) at 25o. [Mizutani & Whitten J Am Chem Soc 107 3621 1985.] The acetate has m 114-115o from EtOAc/MeOH and, [] D 20 +13o (c 2, CHCl3). [Bruce & Ralls Org Synth Col Vol II 191 1943, Beilstein 6 IV 3577.] |
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