Classification Term: 169262

Phenylsulfates (ontology term: b73c9f764232227ac93675eb0b26f6ab)

found 30 associated metabolites at sub_class metabolite taxonomy ontology rank level.

Ancestor: Arylsulfates

Child Taxonomies: There is no child term of current ontology term.

Dopamine 3-O-sulfate

4-(2-Aminoethyl)-1,2-benzenediol 2-(hydrogen sulphuric acid)

C8H11NO5S (233.0358)


Dopamine 3-O-sulfate is a sulfonated form of dopamine. In human blood circulation endogenous dopamine exists predominantly in the sulfated form and dopamine sulfate accounts for more than 90\\% of all dopamine. Dopamine-3-O-sulfate predominates in human plasma, with concentrations about 10-fold higher than those of the regioisomer dopamine-4-O-sulfate. Sulfonation is the most important metabolic pathway that interferes with the binding of dopamine to its receptors. The origins of this preponderance for Dopamine-3-O-sulfate have not been determined, although there has been speculation about the contribution of the specificity of transport proteins and/or arylsulfatases. It has also been proposed to depend on the regiospecificity of the metabolizing enzyme(s) for the 3-hydroxy group of dopamine. It is believed that the vast majority of circulating dopamine sulfate originates in the upper gastrointestinal tract, and indeed that is the main site of expression of the enzyme responsible for its formation. Aryl sulfotransferase (SULT1A3, EC 2.8.2.1) is an enzyme that catalyzes the sulfonation of many endogenous and exogenous phenols and catechols; the most important endogenous substrate is dopamine. SULT1A3 strongly favors the 3-hydroxy group of dopamine over the 4-hydroxy group and may indeed be primarily responsible for the difference between the circulating levels of dopamine sulfates in human blood. (PMID: 17548063) [HMDB] Dopamine 3-O-sulfate is a sulfonated form of dopamine. In human blood circulation endogenous dopamine exists predominantly in the sulfated form and dopamine sulfate accounts for more than 90\\% of all dopamine. Dopamine-3-O-sulfate predominates in human plasma, with concentrations about 10-fold higher than those of the regioisomer dopamine-4-O-sulfate. Sulfonation is the most important metabolic pathway that interferes with the binding of dopamine to its receptors. The origins of this preponderance for Dopamine-3-O-sulfate have not been determined, although there has been speculation about the contribution of the specificity of transport proteins and/or arylsulfatases. It has also been proposed to depend on the regiospecificity of the metabolizing enzyme(s) for the 3-hydroxy group of dopamine. It is believed that the vast majority of circulating dopamine sulfate originates in the upper gastrointestinal tract, and indeed that is the main site of expression of the enzyme responsible for its formation. Aryl sulfotransferase (SULT1A3, EC 2.8.2.1) is an enzyme that catalyzes the sulfonation of many endogenous and exogenous phenols and catechols; the most important endogenous substrate is dopamine. SULT1A3 strongly favors the 3-hydroxy group of dopamine over the 4-hydroxy group and may indeed be primarily responsible for the difference between the circulating levels of dopamine sulfates in human blood. (PMID: 17548063).

   

Dopamine 4-sulfate

4-(2-Aminoethyl)-1,2-benzenediol 1-(hydrogen sulphuric acid)

C8H11NO5S (233.0358)


Dopamine 4-sulfate is one of the metabolic products of the endogenous catecholamine dopamine which have also been implicated as intermediate in noradrenaline biosynthesis. In human blood circulation endogenous dopamine exists predominantly in the sulfated form and dopamine sulfate accounts for more than 90\\% of all dopamine. Sulfonation is the most important metabolic pathway that interferes with the binding of dopamine to its receptors. Dopamine-4-O-sulfate has concentrations about a 10th of those of the regioisomer dopamine-3-O-sulfate. It is believed that the vast majority of circulating dopamine sulfate originates in the upper gastrointestinal tract, and indeed that is the main site of expression of the enzyme responsible for its formation. Aryl sulfotransferase (SULT1A3, EC 2.8.2.1) is an enzyme that catalyzes the sulfonation of many endogenous and exogenous phenols and catechols; the most important endogenous substrate is dopamine. SULT1A3 strongly favors the 3-hydroxy group of dopamine over the 4-hydroxy group and may indeed be primarily responsible for the difference between the circulating levels of dopamine sulfates in human blood. (PMID: 17548063) [HMDB] Dopamine 4-sulfate is one of the metabolic products of the endogenous catecholamine dopamine which have also been implicated as intermediate in noradrenaline biosynthesis. In human blood circulation endogenous dopamine exists predominantly in the sulfated form and dopamine sulfate accounts for more than 90\\% of all dopamine. Sulfonation is the most important metabolic pathway that interferes with the binding of dopamine to its receptors. Dopamine-4-O-sulfate has concentrations about a 10th of those of the regioisomer dopamine-3-O-sulfate. It is believed that the vast majority of circulating dopamine sulfate originates in the upper gastrointestinal tract, and indeed that is the main site of expression of the enzyme responsible for its formation. Aryl sulfotransferase (SULT1A3, EC 2.8.2.1) is an enzyme that catalyzes the sulfonation of many endogenous and exogenous phenols and catechols; the most important endogenous substrate is dopamine. SULT1A3 strongly favors the 3-hydroxy group of dopamine over the 4-hydroxy group and may indeed be primarily responsible for the difference between the circulating levels of dopamine sulfates in human blood. (PMID: 17548063).

   

p-Cresol sulfate

Sulfuric acid, mono(4-methylphenyl) ester

C7H8O4S (188.0143)


p-Cresol sulfate is a microbial metabolite that is found in urine and likely derives from secondary metabolism of p-cresol. It appears to be elevated in the urine of individuals with progressive multiple sclerosis (PMID:10775436). p-Cresol sulfate is the major component of urinary MBPLM (myelin basic protein-like material). p-Cresol sulfate is a small protein-bound molecule that is poorly cleared with dialysis. It has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID:22626821). Uremic toxins include other low-molecular-weight compounds such as indoxyl sulfate, 3-carboxy-4-methyl-5-propyl-2-furanpropionic acid, and asymmetric dimethylarginine (PMID:18941347). It has also been linked to cardiovascular disease and oxidative injury. Higher levels are associated with overgrowth of intestinal bacteria from Clostridia species, including C. difficile. p-Cresol is generated by the partial breakdown of tyrosine and phenylalanine by a wide range of intestinal obligate or facultative anaerobes, including the genera Bacteroides, Lactobacillus, Enterobacter, Bifidobacterium, and especially Clostridium (PMID:2394806). p-Cresol sulfate is a microbial metabolite that is found in urine and likely derives from secondary metabolism of p-cresol. It appears to be elevated in the urine of individuals with progressive multiple sclerosis (PMID: 10775436). p-Cresol sulfate is the major component of urinary MBPLM (myelin basic protein-like material). p-Cresol sulfate is a small protein-bound molecule that is poorly cleared with dialysis and is often considered to be a uremic toxin. Uremic toxins include low-molecular-weight compounds such as indoxyl sulfate, p-cresol sulfate, 3-carboxy-4-methyl-5-propyl-2-furanpropionic acid and asymmetric dimethylarginine (PMID: 18941347). It has been linked to cardiovascular disease and oxidative injury. [HMDB] p-Cresol sulfate. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=3233-58-7 (retrieved 2024-07-01) (CAS RN: 3233-58-7). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). p-Cresyl Sulfate, a major uremic toxin derived from the metabolites of tyrosine and phenylalanine through liver, existed in the blood of patients with chronic kidney disease (CKD).

   

4-Ethylphenylsulfate

(4-ethylphenyl)oxidanesulfonic acid

C8H10O4S (202.03)


4-ethylphenylsulfate is also known as 4-Ethylphenylsulphuric acid. 4-ethylphenylsulfate is considered to be practically insoluble (in water) and acidic

   

4-acetaminophen sulfate

Acetaminophen sulfate ester, monopotassium salt

C8H9NO5S (231.0201)


Paracetamol sulfate, also known as paracetamol sulfuric acid or 4-acetaminophen sulfate, is classified as a phenylsulfate. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. Paracetamol sulfate is considered a slightly soluble (in water), acidic compound. Paracetamol sulfate is a metabolite of paracetamol, a common drug used for the relief of pain as an antipyretic. After paracetamol is absorbed from the gastrointestinal tract, it forms paracetamol sulfate by conjugation with sulfuric acid. Paracetamol sulfate can be found in both plasma and urine (PMID: 15127815).

   

Epinephrine sulfate

(R)-4-[1-Hydroxy-2-(methylamino)ethyl]-2-benzenediol mono(hydrogen sulphate) (ester)

C9H13NO6S (263.0464)


Epinephrine sulfate is found in human plasma at different levels. Glucuronidation may be an improtant pathway for catecholammine in man at rest or under sympathetic stimulation.(PMID: 6688268) [HMDB] Epinephrine sulfate is found in human plasma at different levels. Glucuronidation may be an improtant pathway for catecholammine in man at rest or under sympathetic stimulation.(PMID: 6688268).

   

Tyramine-O-sulfate

[4-(2-Aminoethyl)phenyl]oxidanesulphonic acid

C8H11NO4S (217.0409)


Tyramine-O-sulfate is a sulfate derivative of tyramine. Tyramine is formed from the decarboyxlation of tyrosine. Tyramine O-sulfate is found in the urine of patients following an oral load of tyramine with unipolar and bipolar major depressive episode. (PMID: 8432957, 2175186) [HMDB] Tyramine-O-sulfate is a sulfate derivative of tyramine. Tyramine is formed from the decarboyxlation of tyrosine. Tyramine O-sulfate is found in the urine of patients following an oral load of tyramine with unipolar and bipolar major depressive episode. (PMID: 8432957, 2175186).

   

Dihydrocaffeic acid 3-sulfate

3-[4-hydroxy-3-(sulfooxy)phenyl]propanoic acid

C9H10O7S (262.0147)


Dihydrocaffeic acid 3-sulfate is a polyphenol metabolite detected in biological fluids (PMID: 20428313).

   

Methyl-4-hydroxybenzoate sulfate

[4-(methoxycarbonyl)phenyl]oxidanesulfonic acid

C8H8O6S (232.0042)


Methyl-4-hydroxybenzoate sulfate belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. Methyl-4-hydroxybenzoate sulfate has been identified in the human placenta (PMID: 32033212).

   

o-Cresol sulfate

(2-methylphenyl)oxidanesulfonic acid

C7H8O4S (188.0143)


o-Cresol sulfate, also known as o-tolyl sulfate or 2-methylphenyl hydrogen sulfate, belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. o-Cresol sulfate is a uremic toxin (PMID: 30087103).

   

p-Cresol sulfate

p-Cresol sulfate

C7H8O4S (188.0143)


p-Cresyl Sulfate, a major uremic toxin derived from the metabolites of tyrosine and phenylalanine through liver, existed in the blood of patients with chronic kidney disease (CKD).

   

4-Methoxyphenol sulfate

(4-methoxyphenyl)oxidanesulfonic acid

C7H8O5S (204.0092)


   

p-Cresol sulfate

(4-methylphenyl) hydrogen sulfate

C7H8O4S (188.0143)


An aryl sulfate that is p-cresol in which the phenolic hydrogen has been replaced by a sulfo group. p-Cresyl Sulfate, a major uremic toxin derived from the metabolites of tyrosine and phenylalanine through liver, existed in the blood of patients with chronic kidney disease (CKD).

   

Tyramine-O-sulfate

4-(2-Aminoethyl)-phenol(hydrogen sulfate)

C8H11NO4S (217.0409)


   

Dihydrocaffeic acid 3-sulfate

3-[4-hydroxy-3-(sulfooxy)phenyl]propanoic acid

C9H10O7S (262.0147)


   

3-(3-sulfooxyphenyl)propanoic Acid

3-(3-sulfooxyphenyl)propanoic acid

C9H10O6S (246.0198)


A monocarboxylic acid that is propionic acid carrying a 3-sulfooxyphenyl substituent at C-3.

   

Paracetamol sulfate

Paracetamol sulfate

C8H9NO5S (231.0201)


An aryl sulfate that is paracetamol in which the hydroxy group has been replaced by a sulfooxy group.

   

Epinephrine sulfate

2-hydroxy-4-[(1S)-1-hydroxy-2-methylamino-ethyl]-1-sulfooxy-benzene

C9H13NO6S (263.0464)


   

2-Aminophenyl sulfate

2-Aminophenyl sulfate

C6H7NO4S (189.0096)


   

Methyl-4-hydroxybenzoate sulfate

Methyl-4-hydroxybenzoate sulfate

C8H8O6S (232.0042)


   

2-Acetamidophenol sulfate

2-Acetamidophenol sulfate

C8H9NO5S (231.0201)


   

3,4-Dihydroxyphenylacetate sulfate

3,4-Dihydroxyphenylacetate sulfate

C8H8O7S (247.9991)


   

3-Methoxytyramine sulfate

3-Methoxytyramine sulfate

C9H13NO5S (247.0514)


   

4-Vinylguaiacol sulfate

4-Vinylguaiacol sulfate

C9H9O5S (229.0171)


   

Acetamidophenol sulfate

Acetamidophenol sulfate

C8H9NO5S (231.0201)


   

Aminophenyl sulfate

Aminophenyl sulfate

C6H7NO4S (189.0096)


   

Ethylphenylsulfate

Ethylphenylsulfate

C8H10O4S (202.03)


   

Guaiacol sulfate

(2-methoxyphenyl) hydrogen sulfate

C7H8O5S (204.0092)


   

Methoxytyramine sulfate

Methoxytyramine sulfate

C9H13NO5S (247.0514)


   

Sulfooxyphenyl-propanoic acid

Sulfooxyphenyl-propanoic acid

C9H10O6S (246.0198)