ChemicalBook > CAS DataBase List > Dihydrocholesterol

Dihydrocholesterol

Product Name
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
Formula Weight
388.68
MOL File
80-97-7.mol
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Dihydrocholesterol Property

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
pka
15.14±0.70(Predicted)
form 
A solid
color 
White to off-white
biological source
synthetic (organic)
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)
NIST Chemistry Reference
Cholestanol(80-97-7)
EPA Substance Registry System
Dihydrocholesterol (80-97-7)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H331Toxic if inhaled

H336May cause drowsiness or dizziness

H351Suspected of causing cancer

H372Causes damage to organs through prolonged or repeated exposure

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P281Use personal protective equipment as required.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P311Call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

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

Dihydrocholesterol Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Dihydrocholesterol manufacturers

Career Henan Chemical Co
Product
Dihydrocholesterol 80-97-7
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100KG
Release date
2018-12-18
Career Henan Chemical Co
Product
MBAA 80-97-7
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100KG
Release date
2018-12-18
Career Henan Chemical Co
Product
1,4-Benzenedicarboxylic acid bis(4-aminophenyl) ester 80-97-7
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100KG
Release date
2018-12-18

80-97-7, DihydrocholesterolRelated Search:

Cholesterol Sodium Phosphate, Dibasic Ammonium dihydrogen phosphate Potassium hydrogen phthalate Aluminum dihydrogen phosphate 5α-Cholestane Dipotassium hydrogen phosphate trihydrate DIHYDROLIPOIC ACID Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate TOMATINE HECOGENIN ACETATE DIGITONIN Hecogenin Tigogenin TOMATIDINE DIHYDROCHOLETH-30 Dihydrocholesteryl oleate Tomatidine hydrochloride

  • β-Cholestanol (contains α-Cholestanol)
  • (3beta,5alpha)-cholestan-3-o
  • 5alpha-Cholestanol
  • 5alpha-Dihydrocholesterol
  • Cholestan-3beta-ol
  • Cholestan-3-ol, (3beta,5alpha)-
  • Dihydrocholesterin
  • BETA-CHOLESTANOL
  • CHOLESTAN-3-B-OL, (5A)-
  • CHOLESTANOL
  • DIHYDROCHOLESTEROL
  • 5ALPHA-CHOLESTAN-3BETA-OL, >=95%
  • Cholestan-3-ol, (3b,5a)-
  • 5α-Cholestan-3-ol for synthesis
  • Dihydrocholesterol reference substance
  • Cholestanol solution
  • 5α-Cholestanol
  • NSC 18188
  • 5ALPHA-CHOLESTANE-3BETA-OL
  • 5ALPHA-CHOLESTAN-3BETA-OL
  • (5A)-CHOLESTANOL
  • 5A-CHOLESTAN-3B-OL
  • 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
  • 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
  • BETA-CHOLESTANOL (CONTAINS ALPHA-CHOLESTANOL): 92%
  • 3SS-CHOLESTANOL
  • (contains alpha-Cholestanol)
  • beta-Cholestanol&nbsp
  • 5a-Cholestan-3-ol-2,2,3a,4,4-d5
  • β-Cholestanol (contains α-Cholestanol)&gt
  • 5A-CHOLESTAN-3B-OL FOR SYNTHESIS
  • Cholestan-3-ol, (3β,5α)-
  • 5α-Cholestan-3β-ol
  • 5α-Cholestan-3β-ol (5α-Cholestanol
  • Cholesterol Impurity 22
  • 5a-Cholestan-3-β-ol
  • -cholestan-3-B2
  • (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
  • β-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)
  • Coumarin Impurity 8
  • Cholesterol Impurity 18 (Cholestanol)