4-Ethylphenyl sulfate

4-Ethylphenyl sulfate
Identifiers
	IUPAC name (4-ethylphenyl) hydrogen sulfate;
CAS Number	85734-98-1 ;
PubChem CID	20822574;
Chemical and physical data
Formula	C8H10O4S
Molar mass	202.22 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCC1=CC=C(C=C1)OS(=O)(=O)O;
	InChI InChI=1S/C8H10O4S/c1-2-7-3-5-8(6-4-7)12-13(9,10)11/h3-6H,2H2,1H3,(H,9,10,11); Key:DWZGLEPNCRFCEP-UHFFFAOYSA-N;

4-Ethylphenyl sulfate (4EPS) is a metabolite produced by gut bacteria, which can be toxic when present in large amounts. Elevated levels of this metabolite have been associated with some medical conditions including chronic kidney disease and autism.^[1]^[2]^[3]^[4]

References

^ Itoh Y, Ezawa A, Kikuchi K, Tsuruta Y, Niwa T (2013). "Correlation between Serum Levels of Protein-Bound Uremic Toxins in Hemodialysis Patients Measured by LC/MS/MS". Mass Spectrometry. 2 (Spec Iss): S0017. doi:10.5702/massspectrometry.S0017. PMC 3810223. PMID 24349936.
^ Virdee MS, Saini N, Kay CD, Neilson AP, Kwan ST, Helfrich KK, et al. (January 2021). "An enriched biosignature of gut microbiota-dependent metabolites characterizes maternal plasma in a mouse model of fetal alcohol spectrum disorder". Scientific Reports. 11 (1): 248. doi:10.1038/s41598-020-80093-8. PMC 7794323. PMID 33420159.
^ Zheng Y, Bek MK, Prince NZ, Peralta Marzal LN, Garssen J, Perez Pardo P, Kraneveld AD (2021). "The Role of Bacterial-Derived Aromatic Amino Acids Metabolites Relevant in Autism Spectrum Disorders: A Comprehensive Review". Frontiers in Neuroscience. 15: 738220. doi:10.3389/fnins.2021.738220. PMC 8568365. PMID 34744609.
^ Needham BD, Funabashi M, Adame MD, Wang Z, Boktor JC, Haney J, et al. (February 2022). "A gut-derived metabolite alters brain activity and anxiety behaviour in mice". Nature. 602 (7898): 647–653. Bibcode:2022Natur.602..647N. doi:10.1038/s41586-022-04396-8. PMC 9170029. PMID 35165440. S2CID 246827847.

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[1] Itoh Y, Ezawa A, Kikuchi K, Tsuruta Y, Niwa T (2013). "Correlation between Serum Levels of Protein-Bound Uremic Toxins in Hemodialysis Patients Measured by LC/MS/MS". Mass Spectrometry. 2 (Spec Iss): S0017. doi:10.5702/massspectrometry.S0017. PMC 3810223. PMID 24349936.

[2] Virdee MS, Saini N, Kay CD, Neilson AP, Kwan ST, Helfrich KK, et al. (January 2021). "An enriched biosignature of gut microbiota-dependent metabolites characterizes maternal plasma in a mouse model of fetal alcohol spectrum disorder". Scientific Reports. 11 (1): 248. doi:10.1038/s41598-020-80093-8. PMC 7794323. PMID 33420159.

[3] Zheng Y, Bek MK, Prince NZ, Peralta Marzal LN, Garssen J, Perez Pardo P, Kraneveld AD (2021). "The Role of Bacterial-Derived Aromatic Amino Acids Metabolites Relevant in Autism Spectrum Disorders: A Comprehensive Review". Frontiers in Neuroscience. 15: 738220. doi:10.3389/fnins.2021.738220. PMC 8568365. PMID 34744609.

[4] Needham BD, Funabashi M, Adame MD, Wang Z, Boktor JC, Haney J, et al. (February 2022). "A gut-derived metabolite alters brain activity and anxiety behaviour in mice". Nature. 602 (7898): 647–653. Bibcode:2022Natur.602..647N. doi:10.1038/s41586-022-04396-8. PMC 9170029. PMID 35165440. S2CID 246827847.

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See also

References