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Cholestenone

CAT: 0804-HY-113365-01Size: 250 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-113365-01Size:250 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Cholestenone (4-cholesten-3-one) is an orally available antimicrobial agent that is metabolized primarily in the liver as an intermediate oxidation product of cholesterol. Cholestenone inhibits human dermal fibroblast migration and fights Helicobacter pylori infection in vitro and in mouse models by inhibiting cholesterol-α-D-glucopyranoside (CGL) . Cholestenone also alleviates metabolic disorders caused by obesity in db/db mice[1][2][3][4].
CAS Number
601-57-0
Product Name Alternative
4-Cholesten-3-one
UNSPSC
12352211
Hazard Statement
H302, H315, H319, H335
Target
Endogenous Metabolite
Type
Natural Products
Related Pathways
Metabolic Enzyme/Protease
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Infection; Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/Cholestenone.html
Purity
99.81
Solubility
DMSO : 2 mg/mL (ultrasonic; warming; heat to 60°C) |Ethanol : 50 mg/mL (ultrasonic)
Smiles
CC(C)CCC[C@@H](C)[C@H]1CC[C@@]2([H])[C@]3([H])CCC4=CC(CC[C@]4(C)[C@@]3([H])CC[C@]12C)=O
Molecular Formula
C27H44O
Molecular Weight
384.64
Precautions
H302, H315, H319, H335
References & Citations
[1]unichi Kobayashi, et al. Cholestenone functions as an antibiotic against Helicobacter pylori by inhibiting biosynthesis of the cell wall component CGL. Proc Natl Acad Sci U S A. 2021 Apr 20;118 (16) :e2016469118.|[2]Maarit Neuvonen, et al. Enzymatic oxidation of cholesterol: properties and functional effects of cholestenone in cell membranes. 2014 Aug 26;9 (8) :e103743.|[3]G M TOMKINS, et al. Use of delta 4-cholestenone to reduce the level of serum cholesterol in man. Science. 1957 May 10;125 (3254) :936-7.|[4]Mina Higuchi, et al. Dietary Cholest-4-en-3-one, a Cholesterol Metabolite of Gut Microbiota, Alleviates Hyperlipidemia, Hepatic Cholesterol Accumulation, and Hyperinsulinemia in Obese, Diabetic db/db Mice. Metabolites. 2024 Jun 3;14 (6) :321.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
Human Endogenous Metabolite