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HomeProduct name list4-Cholesten-3-one

4-Cholesten-3-one

Synonym(s):110829;3-Keto-4-cholestene;3-Oxo-4-cholestene;4-Cholesten-3-one

  • CAS NO.:601-57-0
  • Empirical Formula: C27H44O
  • Molecular Weight: 384.64
  • MDL number: MFCD00003663
  • EINECS: 210-005-1
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-12-18 14:08:52
4-Cholesten-3-one Structural

What is 4-Cholesten-3-one?

Description

Cholestanone is a cholesterol metabolite that has a keto group in place of the 3-hydroxy group on cholesterol. It decreases TGF-β-induced Smad2 phosphorylation and TGF-β expression and prevents inhibition of DNA synthesis by TGF-β in Mv1Lu cells when used at a concentration of 50 μg/ml. Increased fecal excretion of cholestenone is correlated with an increased risk of colorectal cancer. Cholestenone reduces serum cholesterol levels in a variety of animal models but is toxic to rats when administered at doses of 700-1,000 mg/kg per day, inducing hypertrophy in and reducing the activity of the adrenal gland. It has been used as synthetic intermediate in the synthesis of steroids.

Chemical properties

white to light yellow crystals or powder

The Uses of 4-Cholesten-3-one

4-Cholesten-3-one is used as a chiral building block for proteomics research. It is an intestinal metabolite of cholesterol and exhibits an anti-obesity effect on animals.

What are the applications of Application

4-Cholesten-3-one is a chiral building block for proteomics research

Definition

ChEBI: Cholest-4-en-3-one is a cholestanoid that is cholest-4-ene substituted by an oxo group at position 3. It has a role as a human metabolite and a plant metabolite. It is a cholestanoid and a 3-oxo-Delta(4) steroid.

General Description

Cholestenone is a cholesterol metabolite and analog, which substitutes membrane cholesterol and elevates membrane fluidity.

Properties of 4-Cholesten-3-one

Melting point: 79-82 °C
Boiling point: 451.27°C (rough estimate)
alpha  92.5 º (c=2, CHCl3)
Density  0.9717 (rough estimate)
refractive index  1.5100 (estimate)
storage temp.  -20°C
solubility  Chloroform (Sparingly), Methanol (Slightly, Heated)
form  Solid
color  White to Off-White
optical activity [α]23/D +91.0°, c = 2 in chloroform
Water Solubility  <0.5 g/L
BRN  4707774
Stability: Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference 601-57-0(CAS DataBase Reference)
NIST Chemistry Reference Cholest-4-en-3-one(601-57-0)
EPA Substance Registry System Cholest-4-en-3-one (601-57-0)

Safety information for 4-Cholesten-3-one

Computed Descriptors for 4-Cholesten-3-one

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