Details of the Drug

General Information of Drug (ID: DMQ95GE)

Drug Name

Phenylacetic acid

Synonyms

.alpha.-Toluic acid; .omega.-Phenylacetic acid; 2-Phenylacetic acid; Acetic acid, phenyl-; Benzenacetic acid; Benzeneacetic acid; Benzylcarboxylic acid; Benzylformic acid; Kyselina fenyloctova; Kyselina fenyloctova [Czech]; PHENYL ACETIC ACID; PHENYL-ACETIC ACID; PHENYLACETIC ACID; Phenylacetic acid (natural); Phenylethanoic acid; Phenyllacetic acid; alpha-Toluic acid; omega-Phenylacetic acid; phenylacetate

Indication

Disease Entry	ICD 11	Status	REF
Hepatic encephalopathy	DB99.5	Approved	[1]
Ornithine transcarbamylase deficiency	5C50.AY	Approved	[2]
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Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 0

Molecular Weight (mw)

136.15

Logarithm of the Partition Coefficient (xlogp)

1.4

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

ADMET Property

Metabolism: The drug is metabolized via the liver []
Vd: The volume of distribution (Vd) of drug is 19.2 +/- 3.3 L []

Chemical Identifiers

Formula: C8H8O2
IUPAC Name: 2-phenylacetic acid
Canonical SMILES: C1=CC=C(C=C1)CC(=O)O
InChI: InChI=1S/C8H8O2/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)
InChIKey: WLJVXDMOQOGPHL-UHFFFAOYSA-N

Cross-matching ID

PubChem CID: 999
ChEBI ID: ChEBI:30745
CAS Number: 103-82-2
DrugBank ID: DB09269
VARIDT ID: DR00333

Repurposed Drugs (RPD)

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Molecular Interaction Atlas of This Drug

Drug Transporter (DTP)

DTP Name	DTP ID	UniProt ID	MOA	REF
Monocarboxylate transporter 3 (SLC16A8)	DT39AOM	MOT3_HUMAN	Substrate	[3]

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Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Serum paraoxonase/arylesterase 1 (PON1)	OTD0Z2XO	PON1_HUMAN	Biotransformations	[4]
Serum paraoxonase/arylesterase 2 (PON2)	OT55NCTD	PON2_HUMAN	Biotransformations	[4]
Serum paraoxonase/lactonase 3 (PON3)	OT80W9TA	PON3_HUMAN	Biotransformations	[5]

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Molecular Interaction Atlas (MIA)

MIA Detail

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References

1	Exposures of Phenylacetic Acid and Phenylacetylglutamine Across Different Subpopulations and Correlation with Adverse Events. Clin Pharmacokinet. 2021 Dec;60(12):1557-1567.
2	Glycerol Phenylbutyrate (Ravicti). Ottawa (ON): Canadian Agency for Drugs and Technologies in Health; 2017 Apr.
3	Immunohistochemical and functional characterization of peptide, organic cation, neutral and basic amino acid, and monocarboxylate drug transporters in human ocular tissues. Drug Metab Dispos. 2013 Feb;41(2):466-74.
4	Paraoxonase gene cluster variations associated with coronary heart disease in Chinese Han women. Chin Med J (Engl). 2005 Jul 20;118(14):1167-74.
5	Cloning, high level expression of human paraoxonase-3 in Sf9 cells and pharmacological characterization of its product. Biochem Pharmacol. 2005 Oct 1;70(7):1019-25. doi: 10.1016/j.bcp.2005.07.004.