ChemFOnt: Showing chemical card for 4-Methoxyphenylacetic acid (CFc000001391)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:46:01 UTC

Chemfont ID

CFc000001391

Molecule Identification

Common Name

4-Methoxyphenylacetic acid

Definition

4-methoxyphenylacetic acid is a monocarboxylic acid that is phenylacetic acid carrying a 4-methoxy substituent. It is used as an intermediate for pharmaceuticals and other organic synthesis. It has been found to inhibit the germination of cress and lettuce seeds. It has a role as a plant metabolite, a plant growth retardant and an Aspergillus metabolite. It is a monocarboxylic acid and a monomethoxybenzene. 4-Methoxyphenylacetic acid, also known as 4-methoxybenzeneacetate or 2-(p-anisyl)acetic acid, belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. 4-Methoxyphenylacetic acid is a 4-O-Methylated catecholamine metabolite found in normal human urine, cerebrospinal fluid and brain tissue.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(4-Methoxyphenyl)acetic acid	ChEBI
(p-Methoxyphenyl)acetic acid	ChEBI
2-(p-Anisyl)acetic acid	ChEBI
4-Methoxybenzeneacetic acid	ChEBI
Homoanisic acid	ChEBI
p-Methoxy-alpha-toluic acid	ChEBI
p-Methoxyphenylacetic acid	ChEBI
(4-Methoxyphenyl)acetate	Generator
(p-Methoxyphenyl)acetate	Generator
2-(p-Anisyl)acetate	Generator
4-Methoxybenzeneacetate	Generator
Homoanisate	Generator
p-Methoxy-a-toluate	Generator
p-Methoxy-a-toluic acid	Generator
p-Methoxy-alpha-toluate	Generator
p-Methoxy-α-toluate	Generator
p-Methoxy-α-toluic acid	Generator
p-Methoxyphenylacetate	Generator
4-Methoxyphenylacetate	Generator
3-Methoxyphenylacetic acid, potassium salt	MeSH
3-Methoxyphenylacetic acid	MeSH
(4-Methoxy-phenyl)-acetate	HMDB
(4-Methoxy-phenyl)-acetic acid	HMDB
4-Methoxy phenylacetic acid	HMDB
4-Methoxy-benzeneacetate	HMDB
4-Methoxy-benzeneacetic acid	HMDB
homo-P-Anisic acid	HMDB
P-Methoxyphenyl-acetate	HMDB
P-Methoxyphenyl-acetic acid	HMDB

Chemical Formula

C₉H₁₀O₃

Average Molecular Weight

166.1739

Monoisotopic Molecular Weight

166.062994186

IUPAC Name

2-(4-methoxyphenyl)acetic acid

Traditional Name

4-methoxyphenylacetic acid

CAS Registry Number

104-01-8

SMILES

COC1=CC=C(CC(O)=O)C=C1

InChI Identifier

InChI=1S/C9H10O3/c1-12-8-4-2-7(3-5-8)6-9(10)11/h2-5H,6H2,1H3,(H,10,11)

InChI Key

NRPFNQUDKRYCNX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Phenoxy compound
Methoxybenzene
Anisole
Alkyl aryl ether
Monocyclic benzene moiety
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:55501 )
monomethoxybenzene (CHEBI:55501 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 19812218)
Saliva (PMID: 21190195)

Excreta

Biofluid or Excreta

Urine (PMID: 19812218)

Source

Endogenous

Endogenous (HMDB: HMDB0002072)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.43 g/L	ALOGPS
logP	1.73	ALOGPS
logP	1.45	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	4.12	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	43.83 m³·mol⁻¹	ChemAxon
Polarizability	16.86 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0002072

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022832

KNApSAcK ID

Not Available

Chemspider ID

7406

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6472

PubChem Compound

7690

PDB ID

Not Available

ChEBI ID

55501

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4-Methoxyphenylacetic acid (CFc000001391)

MOL for CFc000001391 (4-Methoxyphenylacetic acid)

3D MOL for CFc000001391 (4-Methoxyphenylacetic acid)

3D SDF for CFc000001391 (4-Methoxyphenylacetic acid)

3D-SDF for CFc000001391 (4-Methoxyphenylacetic acid)

PDB for CFc000001391 (4-Methoxyphenylacetic acid)

3D PDB for CFc000001391 (4-Methoxyphenylacetic acid)

SMILES for CFc000001391 (4-Methoxyphenylacetic acid)

INCHI for CFc000001391 (4-Methoxyphenylacetic acid)

Structure for CFc000001391 (4-Methoxyphenylacetic acid)

3D Structure for CFc000001391 (4-Methoxyphenylacetic acid)