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: 2026-08-30 11:39:11
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.
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.
What are the applications of Application
4-Cholesten-3-one is a chiral building block for proteomics research
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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