5-α-Cholestan-3-β-ol
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- CAS-Nr.
- 80-97-7
- Bezeichnung:
- 5-α-Cholestan-3-β-ol
- Englisch Name:
- Dihydrocholesterol
- Synonyma:
- CHOLESTANOL;β-Cholestanol;BETA-CHOLESTANOL;5alpha-Cholestanol;Cholestan-3beta-ol;5A-CHOLESTAN-3B-OL;5α-Cholestan-3β-ol;5ALPHA-CHOLESTAN-3BETA-OL;10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol;NSC 18188
- CBNumber:
- CB9262856
- Summenformel:
- C27H48O
- Molgewicht:
- 388.68
- MOL-Datei:
- 80-97-7.mol
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5-α-Cholestan-3-β-ol Eigenschaften
- Schmelzpunkt:
- 138-142 °C
- alpha
- D22 +24.2° (c = 1.3 in chloroform)
- Siedepunkt:
- 454.32°C (rough estimate)
- Dichte
- 0.9506 (rough estimate)
- Brechungsindex
- 1.5250 (estimate)
- storage temp.
- -20°C
- L?slichkeit
- chloroform: 0.1 g/mL, clear, colorless
- Aggregatzustand
- A solid
- pka
- 15.14±0.70(Predicted)
- Farbe
- White to off-white
- Biologische Quelle
- synthetic (organic)
- Wasserl?slichkeit
- Insoluble in water.
- Merck
- 14,2200
- BRN
- 2418594
- Stabilit?t:
- Stable. Combustible. Incompatible with strong oxidizing agents.
- LogP
- 10.065 (est)
- CAS Datenbank
- 80-97-7(CAS DataBase Reference)
- NIST chemische Informationen
- Cholestanol(80-97-7)
- EPA chemische Informationen
- Dihydrocholesterol (80-97-7)
Sicherheit
- Risiko- und Sicherheitserkl?rung
- Gefahreninformationscode (GHS)
| Bildanzeige (GHS) |
 
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| Alarmwort |
Achtung |
| Gefahrenhinweise |
| Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
| H302 |
Gesundheitssch?dlich bei Verschlucken. |
Akute Toxizit?t oral |
Kategorie 4 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P270, P301+P312, P330, P501 |
| H315 |
Verursacht Hautreizungen. |
Hautreizung |
Kategorie 2 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P302+P352, P321,P332+P313, P362 |
| H319 |
Verursacht schwere Augenreizung. |
Schwere Augenreizung |
Kategorie 2 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P305+P351+P338,P337+P313P |
| H331 |
Giftig bei Einatmen. |
Akute Toxizit?t inhalativ |
Kategorie 3 |
Achtung |
![GHS hazard pictograms]() src="/GHS06.jpg" width="20" height="20" /> |
P261, P271, P304+P340, P311, P321,P403+P233, P405, P501 |
| H336 |
Kann Schl?frigkeit und Benommenheit verursachen. |
Spezifische Zielorgan-Toxizit?t (einmalige Exposition) |
Kategorie 3 (Schl?frigkeit und Benommenheit) |
Warnung |
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P261, P271, P304+P340, P312,P403+P233, P405, P501 |
| H351 |
Kann vermutlich Krebs verursachen. |
Karzinogenit?t |
Kategorie 2 |
Warnung |
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P201, P202, P281, P308+P313, P405,P501 |
| H372 |
Sch?digt bei Hautkontakt und Verschlucken die Organe bei l?ngerer oder wiederholter Exposition. |
Spezifische Zielorgan-Toxizit?t (wiederholte Exposition) |
Kategorie 1 |
Achtung |
![GHS hazard pictograms]() src="/GHS08.jpg" width="20" height="20" /> |
P260, P264, P270, P314, P501 |
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| Sicherheit |
| P261 |
Einatmen von Staub vermeiden. |
| P281 |
Vorgeschriebene pers?nliche Schutzausrüstung verwenden. |
| P305+P351+P338 |
BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen. |
| P311 |
GIFTINFORMATIONSZENTRUM/Arzt anrufen. |
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5-α-Cholestan-3-β-ol Chemische Eigenschaften,Einsatz,Produktion Methoden
R-S?tze Betriebsanweisung:
R22:Gesundheitssch?dlich beim Verschlucken.
R38:Reizt die Haut.
R40:Verdacht auf krebserzeugende Wirkung.
R48/20/22:Gesundheitssch?dlich: Gefahr ernster Gesundheitssch?den bei l?ngerer Exposition durch Einatmen und durch Verschlucken.
S-S?tze Betriebsanweisung:
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S22:Staub nicht einatmen.
Beschreibung
Cholestanol is a cholesterol metabolite formed by oxidation and an intermediate in the biosynthesis of chenodeoxycholic acid . 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. 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. 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.
Chemische Eigenschaften
white powder
Verwenden
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.
Allgemeine Beschreibung
Cholestanol is a 5α-dihydro derivative of cholesterol. It acts as a marker for cholesterol absorption. Cholestanol is a steroid with 27 carbon atoms.
l?uterung methode
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.]
5-α-Cholestan-3-β-ol Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
5-α-Cholestan-3-β-ol Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.
Global( 212)Lieferanten
80-97-7(5-α-Cholestan-3-β-ol)Verwandte Suche:
DIHYDROLIPOIC ACID
Cholesterin
Dinatriumhydrogenorthophosphat
Ammoniumdihydrogenorthophosphat
Kaliumhydrogenphthalat
Aluminiumtris(dihydrogenphosphat)
5-α-Cholestan
Dipotassium hydrogen phosphate trihydrate
Diethyl-1,4-dihydro-2,6-dimethylpyridin-3,5-dicarboxylat
12-Oxo-5-α-spirostan-3-β-ylacetat
beta-D-Galactopyranosid, (3 beta,5 alpha, 22 beta, 25S)-spirosolan-3-yl-O-beta-D-glucopyranosyl-(1=> 2)-O-(beta-D-xylopyranosyl-(1=> 3))-O-beta-D-glucopyranosyl-(1=> 4)-
2,15-Dihydroxyspirostan-3-yl-O-beta-D-glucopyrasonyl-(1-3)-O-D-galactopyranosyl-(1-2)O-(beta-D-xylo-pyranosyl-(1-3)-O-beta-D-glucopyranosyl-(1-4)-beta-D-galyctopyranosid, (2 alpha,3 beta, 5 alpha, 15 beta, 25R)-
3-β-Hydroxy-5-α-spirostan-12-on
(5α,25R)-Spirostan-3β-ol
Tomatidin
(25R)-5α-Spirostan-3β-ylacetat
6-Oxocholestanol
5-α-Cholestan-3-β-ol
- β-Cholestanol (contains α-Cholestanol)
- (3beta,5alpha)-cholestan-3-o
- 5alpha-Dihydrocholesterol
- Cholestan-3-ol, (3beta,5alpha)-
- Dihydrocholesterin
- CHOLESTAN-3-B-OL, (5A)-
- DIHYDROCHOLESTEROL
- 5ALPHA-CHOLESTAN-3BETA-OL, >=95%
- Cholestan-3-ol, (3b,5a)-
- 5α-Cholestan-3-ol for synthesis
- 5ALPHA-CHOLESTANE-3BETA-OL
- (5A)-CHOLESTANOL
- 3B-CHOLESTANOL
- 3BETA-HYDROXY-5ALPHA-CHOLESTANE
- 3BETA-CHOLESTANOL
- 3B-HYDROXYCHOLESTANE
- DIHYDROCHOLESTEROL CRYSTALLINE
- 3-BETA-CHOLESTANOL (DIHYDROCHOLESTEROL)
- 5ALPHA-Cholestan-3B-ol
- 3BETA-CHOLESTANOL 98%
- (+)-Dihydrocholesterol solution, 3β-Cholestanol, 3β-Hydroxy-5α-cholestane, 5α-Cholestan-3β-ol
- β-Cholestanol, 3β-Hydroxy-5α-cholestane, Dihydrocholesterol
- Dihydrocholesterol,96%
- CHOLESTAN-3-b-OL, (5a)-(SG)
- 5α-Cholestan-3β-ol,β-Cholestanol, 3β-Hydroxy-5α-cholestane, Dihydrocholesterol
- 3á-cholestanol
- BETA-CHOLESTANOL (CONTAINS ALPHA-CHOLESTANOL): 92%
- 3SS-CHOLESTANOL
- (contains alpha-Cholestanol)
- beta-Cholestanol
- 5a-Cholestan-3-ol-2,2,3a,4,4-d5
- Dihydrocholesterol reference substance
- Cholestanol solution
- 5α-Cholestanol
- NSC 18188
- β-Cholestanol (contains α-Cholestanol)>
- 5A-CHOLESTAN-3B-OL FOR SYNTHESIS
- Cholestan-3-ol, (3β,5α)-
- 5α-Cholestan-3β-ol (5α-Cholestanol
- Cholesterol Impurity 22
- 5a-Cholestan-3-β-ol
- -cholestan-3-B2
- β-Cholestanol (contains α-Cholestanol)
- (10S,13R)-10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
- 5alpha-Cholestanol
- Cholestan-3beta-ol
- BETA-CHOLESTANOL
- CHOLESTANOL
- 5ALPHA-CHOLESTAN-3BETA-OL
- 5A-CHOLESTAN-3B-OL
- 10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
- β-Cholestanol
- 5α-Cholestan-3β-ol
- 5α-Cholestanol
- (3S,5S,8R,9S,10S,13R,14S,17R)-10,13-Dimethyl-17-((R)-6-methylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthren-3-ol
- (5a)-Cholestan-3b-OL (AS)
- (+)-Dihydrocholesterol
- Cholestan-3-B-Ol(5A)-(AS)
