NCBI Taxonomy: 1835392

Jacaranda glabra (ncbi_taxid: 1835392)

found 32 associated metabolites at species taxonomy rank level.

Ancestor: Jacaranda

Child Taxonomies: none taxonomy data.

Phenylacetic acid

Phenylacetic acid, sodium salt , carboxy-(11)C-labeled CPD

C8H8O2 (136.0524268)


Phenylacetic acid, also known as phenylacetate or alpha-toluic acid, belongs to benzene and substituted derivatives class of compounds. Those are aromatic compounds containing one monocyclic ring system consisting of benzene. Phenylacetic acid is slightly soluble (in water) and a weakly acidic compound (based on its pKa). Phenylacetic acid can be synthesized from acetic acid. Phenylacetic acid is also a parent compound for other transformation products, including but not limited to, hydratropic acid, 2,4,5-trihydroxyphenylacetic acid, and mandelamide. Phenylacetic acid is a sweet, civet, and floral tasting compound and can be found in a number of food items such as hyssop, cowpea, endive, and shea tree, which makes phenylacetic acid a potential biomarker for the consumption of these food products. Phenylacetic acid can be found primarily in most biofluids, including cerebrospinal fluid (CSF), saliva, feces, and blood. Phenylacetic acid exists in all living species, ranging from bacteria to humans. In humans, phenylacetic acid is involved in the phenylacetate metabolism. Moreover, phenylacetic acid is found to be associated with kidney disease and phenylketonuria. Phenylacetic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Phenylacetic acid is a drug which is used for use as adjunctive therapy for the treatment of acute hyperammonemia and associated encephalopathy in patients with deficiencies in enzymes of the urea cycle. Phenyl acetate (or phenylacetate) is a carboxylic acid ester that has been found in the biofluids of patients with nephritis and/or hepatitis as well as patients with phenylketonuria (PKU), an inborn error of metabolism. Phenyl acetate has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821). Excess phenylalanine in the body can be disposed of through a transamination process leading to the production of phenylpyruvate. The phenylpyruvate can be further metabolized into a number of products. Decarboxylation of phenylpyruvate gives phenylacetate, while a reduction reaction gives phenyllactate. The phenylacetate can be further conjugated with glutamine to give phenylacetyl glutamine. All of these metabolites can be detected in serum and urine of PKU patients. Phenyl acetate is also produced endogenously as the metabolite of 2-Phenylethylamine, which is mainly metabolized by monoamine oxidase to form phenyl acetate. 2-phenylethylamine is an "endogenous amphetamine" which may modulate central adrenergic functions, and the urinary phenyl acetate levels have been postulated as a marker for depression. (PMID: 17978765 , 476920 , 6857245). Phenylacetate is also found in essential oils, e.g. neroli, rose oil, free and as esters and in many fruits. As a result it is used as a perfumery and flavoring ingredient. Phenyl acetate is a microbial metabolite. D009676 - Noxae > D000963 - Antimetabolites D000970 - Antineoplastic Agents

   

PHENYLACETIC ACID

2-phenylacetic acid

C8H8O2 (136.0524268)


D009676 - Noxae > D000963 - Antimetabolites D000970 - Antineoplastic Agents

   
   

PHENYLACETIC ACID

2-phenylacetic acid

C8H8O2 (136.0524268)


A monocarboxylic acid that is toluene in which one of the hydrogens of the methyl group has been replaced by a carboxy group. D009676 - Noxae > D000963 - Antimetabolites D000970 - Antineoplastic Agents

   

AI3-08920

InChI=1\C8H8O2\c9-8(10)6-7-4-2-1-3-5-7\h1-5H,6H2,(H,9,10

C8H8O2 (136.0524268)


D009676 - Noxae > D000963 - Antimetabolites D000970 - Antineoplastic Agents

   

methyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate

methyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate

C9H10O4 (182.057906)


   

[(2r,3r,4s,5r,6s)-3-hydroxy-6-{[2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetyl]oxy}-4,5-bis[(2-phenylacetyl)oxy]oxan-2-yl]methyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate

[(2r,3r,4s,5r,6s)-3-hydroxy-6-{[2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetyl]oxy}-4,5-bis[(2-phenylacetyl)oxy]oxan-2-yl]methyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate

C38H36O14 (716.2104956000001)


   
   

[(2r,3r,4s,5r,6s)-3-hydroxy-6-{[2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetyl]oxy}-4-{[2-(3-hydroxyphenyl)acetyl]oxy}-5-[(2-phenylacetyl)oxy]oxan-2-yl]methyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate

[(2r,3r,4s,5r,6s)-3-hydroxy-6-{[2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetyl]oxy}-4-{[2-(3-hydroxyphenyl)acetyl]oxy}-5-[(2-phenylacetyl)oxy]oxan-2-yl]methyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate

C38H36O15 (732.2054106)


   

[(2r,3r,4s,5r,6s)-3-hydroxy-6-{[2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetyl]oxy}-4-{[2-(4-hydroxyphenyl)acetyl]oxy}-5-[(2-phenylacetyl)oxy]oxan-2-yl]methyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate

[(2r,3r,4s,5r,6s)-3-hydroxy-6-{[2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetyl]oxy}-4-{[2-(4-hydroxyphenyl)acetyl]oxy}-5-[(2-phenylacetyl)oxy]oxan-2-yl]methyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate

C38H36O15 (732.2054106)


   

(3-hydroxy-6-{[2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetyl]oxy}-4-{[2-(3-hydroxyphenyl)acetyl]oxy}-5-[(2-phenylacetyl)oxy]oxan-2-yl)methyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate

(3-hydroxy-6-{[2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetyl]oxy}-4-{[2-(3-hydroxyphenyl)acetyl]oxy}-5-[(2-phenylacetyl)oxy]oxan-2-yl)methyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate

C38H36O15 (732.2054106)


   

[(2r,3r,4s,5r,6s)-3-hydroxy-6-{[2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetyl]oxy}-5-{[2-(4-hydroxyphenyl)acetyl]oxy}-4-[(2-phenylacetyl)oxy]oxan-2-yl]methyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate

[(2r,3r,4s,5r,6s)-3-hydroxy-6-{[2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetyl]oxy}-5-{[2-(4-hydroxyphenyl)acetyl]oxy}-4-[(2-phenylacetyl)oxy]oxan-2-yl]methyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate

C38H36O15 (732.2054106)


   

[(2r,3s,4s,5r,6s)-3,4-dihydroxy-6-{[2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetyl]oxy}-5-[(2-phenylacetyl)oxy]oxan-2-yl]methyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate

[(2r,3s,4s,5r,6s)-3,4-dihydroxy-6-{[2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetyl]oxy}-5-[(2-phenylacetyl)oxy]oxan-2-yl]methyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate

C30H30O13 (598.168633)