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Dihydrocholesterol

CAS No.
80-97-7
Chemical Name:
Dihydrocholesterol
Synonyms
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
Molecular Formula:
C27H48O
Molecular Weight:
388.68
MDL Number:
MFCD00066413
MOL File:
80-97-7.mol
MSDS File:
SDS
Last updated:2023-05-25 18:01:23

Dihydrocholesterol Properties

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)
Water Solubility Insoluble in water.
Merck 14,2200
BRN 2418594
Stability Stable. Combustible. Incompatible with strong oxidizing agents.
LogP 10.065 (est)
CAS DataBase Reference 80-97-7(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 8M308U816E
NIST Chemistry Reference Cholestanol(80-97-7)
EPA Substance Registry System Dihydrocholesterol (80-97-7)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS06,GHS08
Signal word  Danger
Hazard statements  H302-H315-H319-H331-H336-H351-H361d-H372
Precautionary statements  P261-P281-P305+P351+P338-P311
Hazard Codes  Xn
Risk Statements  22-38-40-48/20/22-67-36/38-20-63
Safety Statements  24/25-36/37-22-26
RIDADR  UN 1888 6.1/PG 3
WGK Germany  3
RTECS  FZ6350000
TSCA  Yes
HS Code  2906 13 10
NFPA 704
1
0 0

Dihydrocholesterol price More Price(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D6128 5α-Cholestan-3β-ol ≥95% 80-97-7 10g $111 2024-03-01 Buy
Sigma-Aldrich D6128 5α-Cholestan-3β-ol ≥95% 80-97-7 25g $258 2024-03-01 Buy
Sigma-Aldrich 8.41513 5α-Cholestan-3ß-ol forsynthesis 80-97-7 5G $114 2024-03-01 Buy
Sigma-Aldrich 47129 Cholestanol solution certified reference material, 10?mg/mL in chloroform 80-97-7 1mL $55 2024-03-01 Buy
Sigma-Aldrich 1131858 Cholestanol United States Pharmacopeia (USP) Reference Standard 80-97-7 200MG $311 2022-05-15 Buy
Product number Packaging Price Buy
D6128 10g $111 Buy
D6128 25g $258 Buy
8.41513 5G $114 Buy
47129 1mL $55 Buy
1131858 200MG $311 Buy

Dihydrocholesterol Chemical Properties,Uses,Production

Description

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.

Chemical Properties

white powder

Uses

5alpha-Cholestan-3beta-ol is used as a standard in lipid analysis using HPLC. It acts as a derivitized steroid compound. It is used in agrochemical, pharmaceutical and dyestuff field .

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.]

57-88-5
80-97-7
Synthesis of Dihydrocholesterol from Cholesterol
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View Lastest Price from Dihydrocholesterol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Dihydrocholesterol pictures 2019-07-06 Dihydrocholesterol
80-97-7
US $1.00 / kg 1kg 99% 100KG Career Henan Chemical Co
MBAA pictures 2019-07-06 MBAA
80-97-7
US $1.00 / kg 1kg 99% 100KG Career Henan Chemical Co
	1,4-Benzenedicarboxylic acid bis(4-aminophenyl) ester pictures 2019-07-06 1,4-Benzenedicarboxylic acid bis(4-aminophenyl) ester
80-97-7
US $1.00 / kg 1kg 99% 100KG Career Henan Chemical Co
  • MBAA pictures
  • MBAA
    80-97-7
  • US $1.00 / kg
  • 99%
  • Career Henan Chemical Co
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 Cholesterol Impurity 18 (Cholestanol)