4-Ethylphenyl sulfate
4-Ethylphenyl sulfate is an orally active and brain-penetrant gut microbial metabolite. 4-Ethylphenyl sulfate downregulates Bcl2 expression, upregulates Bax expression, and induces cancer cell apoptosis via the endogenous apoptotic pathway. 4-Ethylphenyl sulfate induces G2/M cell cycle arrest and reactive oxygen species (ROS) production. 4-Ethylphenyl sulfate impairs oligodendrocyte maturation, reduces oligodendrocyte-neuron interactions, decreases axonal myelination levels, and shifts the oligodendrocyte population toward immature precursor cells. 4-Ethylphenyl sulfate alters brain region-specific neural activity and functional connectivity in mice, and correlates with anxiety-like behaviors in mice.
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- CAS No.: 85734-98-1
- Formule: C8H10O4S
- Masse moléculaire:202.23
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Stockage:
4°C, sealed storage, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
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4-Ethylphenyl sulfate (0.25-10 mM; 24-72 h) reduces the viability of HCT-116 human colorectal adenocarcinoma cells in a time- and dose-dependent manner, with 10 mM reducing viability to 7% after 72 h[1].
4-Ethylphenyl sulfate (0.25-10 mM; 24-72 h) reduces intracellular ATP levels and impairs metabolic activity in HCT-116 human colorectal adenocarcinoma cells in a time- and dose-dependent manner[1].
4-Ethylphenyl sulfate (2.5-10 mM; 24-72 h) induces dose- and time-dependent morphological changes characteristic of cell death in HCT-116 human colorectal adenocarcinoma cells[1].
4-Ethylphenyl sulfate (0.25-10 mM; 10 days) suppresses the colony-forming ability of HCT-116 human colorectal adenocarcinoma cells in a dose-dependent manner[1].
4-Ethylphenyl sulfate (1.25-10 mM; 48 h) induces apoptosis and induces G2/M phase cell cycle arrest in HCT-116 human colorectal adenocarcinoma cells in a dose-dependent manner[1].
4-Ethylphenyl sulfate (1.25-10 mM; 48 h) increases superoxide (ROS) production in HCT-116 human colorectal adenocarcinoma cells in a dose-dependent manner[1].
4-Ethylphenyl sulfate (5 mM; 48 h) increases the Bax/Bcl-2 ratio in HCT-116 human colorectal adenocarcinoma cells in a dose-dependent manner, activating the intrinsic apoptotic pathway[1].
4-Ethylphenyl sulfate (0.25-10 mM; 24-72 h) exhibits minimal to no toxicity toward CCD 841 CoN normal colon epithelial cells, with only a minor viability reduction at 10 mM after 72 h, confirming selective anticancer activity[1].
4-Ethylphenyl sulfate binds to HDAC1, HDAC2, HDAC6, and HDAC8 histone deacetylase isoforms, with the highest binding affinity to HDAC1 (-6.3 kcal/mol), suggesting potential epigenetic modulation[1].
4-Ethylphenyl sulfate (10 μM; 10 days) impairs oligodendrocyte maturation, reduces axon myelination, and alters expression of oligodendrocyte lineage markers in ex vivo organotypic mouse brain slices[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:HCT-116 human colorectal adenocarcinoma cells
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Concentration:0.25, 0.5, 0.75, 1, 1.25, 2.5, 5, 10 mM
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Incubation Time:24, 48, 72 h
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Result:Reduced HCT-116 cell viability in a time- and dose-dependent manner.
Reduced cell viability to 55%, 24%, and 7% after 24, 48, and 72 h of 10 mM treatment, respectively, compared to untreated controls set at 100% viability.
Reduced intracellular ATP levels (a marker of metabolic activity) in HCT-116 cells in a time- and dose-dependent manner, indicating impaired cellular metabolism.
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Cell Line:HCT-116 human colorectal adenocarcinoma cells
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Concentration:1.25, 2.5, 5, 10 mM
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Incubation Time:48 h
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Result:Induced apoptosis in HCT-116 cells in a dose-dependent manner.
Increased apoptosis rates (early + late apoptotic cells) to 52%, 73%, 81%, and 97% following treatment with 1.25, 2.5, 5, and 10 mM 4-EPS, respectively, compared to untreated controls.
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Cell Line:HCT-116 human colorectal adenocarcinoma cells
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Concentration:1.25, 2.5, 5, 10 mM
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Incubation Time:48 h
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Result:Induced G2/M phase cell cycle arrest in HCT-116 cells in a dose-dependent manner.
Increased the percentage of cells in G2/M phase from 14% in untreated controls to 19.7%, 19.7%, 29.8%, and 27.2% following treatment with 1.25, 2.5, 5, and 10 mM 4-EPS, respectively.
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Cell Line:HCT-116 human colorectal adenocarcinoma cells
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Concentration:2.5, 5 mM
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Incubation Time:48 h
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Result:Increased the Bax/Bcl-2 ratio in HCT-116 cells in a dose-dependent manner.
Resulted in a Bax/Bcl-2 ratio slightly lower than untreated controls with 2.5 mM treatment, while 5 mM treatment significantly increased the ratio, indicating activation of the intrinsic apoptotic pathway.
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Cell Line:CCD 841 CoN normal colon epithelial cells
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Concentration:0.25-10 mM
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Incubation Time:24, 48, 72 h
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Result:Showed no deleterious effect on CCD 841 CoN cells after 24 and 48 h of treatment.
Caused a minimal reduction in viability only at 10 mM for 72 h, which was 2-fold less toxic than the effect on HCT-116 cells.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Colonized mice (6 weeks)[2]
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Dosage:250 mM
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Administration:p.o.; free intake in drinking water continued until endpoint
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Result:Increased anxiety-like behaviours and reduced oligodendrocyte maturation.
Chemical Information
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CAS No. 85734-98-1
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Appearance Solid
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Masse moléculaire 202.23
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Formule C8H10O4S
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Color White to off-white
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SMILES
O=S(O)(OC1=CC=C(CC)C=C1)=O
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Livraison
Room temperature in continental US; may vary elsewhere.
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Stockage
4°C, sealed storage, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
Pureté et documentation
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Fiche technique (278 KB)
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SDS (252 KB)
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- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
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Instruction de manipulation (2659 KB)
Références
[1]. Jaiswal J, et al. Gut Microbial Metabolite 4-Ethylphenylsulfate Is Selectively Deleterious and Anticancer to Colon Cancer Cells. J Med Chem. 2025;68(10):10425-10438. [Content Brief]
[2]. Needham BD, et al. A gut-derived metabolite alters brain activity and anxiety behaviour in mice. Nature. 2022;602(7898):647-653. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
4-Ethylphenyl sulfate Related Classifications
HY-W674241 Related Classifications
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