4-Methoxybenzoic acid - ≥98% , CAS No.100-09-4

CAS: 100-09-4 Cat. No.: M104368 Molecular Weight: 152.15 Beilstein Registry Number: 508910 EC Number: 202-818-5

GRADE & PURITY ≥98%

Synonyms

BCP29617 | 4-METHOXYBENZOIC ACID [FHFI] | p-anisate | STR02874 | 4-(methoxy)benzoic acid | P-ANISIC ACID [INCI] | PS-3382 | 4-(methyloxy)benzoic acid | ANISIC ACID, PARA | BDBM243072 | Draconic acid | AB2885 | NSC32742 | NSC-32742 | 4-METHOXYBENZOIC ACID

Storage

Room temperature

Shipped In

Normal

Overview

4-Methoxybenzoic acid is the sole source of carbon and energy for growth in the cultures of Nocardia sp. DSM 1069.
4-Methoxybenzoic acid was used in oxidation and reduction of cytochrome c in solution through different self-assembled monolayers on gold electrodes using cyclic voltammetry.

Specifications

Synonyms

BCP29617 | 4-METHOXYBENZOIC ACID [FHFI] | p-anisate | STR02874 | 4-(methoxy)benzoic acid | P-ANISIC ACID [INCI] | PS-3382 | 4-(methyloxy)benzoic acid | ANISIC ACID, PARA | BDBM243072 | Draconic acid | AB2885 | NSC32742 | NSC-32742 | 4-METHOXYBENZOIC ACID

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Metabolite of aniracetam that mimics its anxiolytic actions. It is also an inhibitor of tyrosinase.

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488180453
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488180453
• Canonical Smiles: COC1=CC=C(C=C1)C(=O)O
• IUPAC Name: 4-methoxybenzoic acid
• InChIKey: ZEYHEAKUIGZSGI-UHFFFAOYSA-N
• INCHI: 1S/C8H8O3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3,(H,9,10)
• Isomeric SMILES: COC1=CC=C(C=C1)C(=O)O
• WGK Germany: 1
• RTECS: BZ4395000
• Molecular Weight: 152.15
• Beilstein: 508910
• Reaxy-Rn: 508910
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=508910&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzoic acids and derivatives
        • Level5 Methoxybenzoic acids and derivatives
          • Level6 P-methoxybenzoic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzoic acids and derivatives
• Intermediate Tree Nodes: Methoxybenzoic acids and derivatives
• Direct Parent: P-methoxybenzoic acids and derivatives
• Alternative Parents: Benzoic acids Phenoxy compounds Methoxybenzenes Benzoyl derivatives Anisoles Alkyl aryl ethers Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: P-methoxybenzoic acid or derivatives - Benzoic acid - Anisole - Phenoxy compound - Benzoyl - Phenol ether - Methoxybenzene - Alkyl aryl ether - Monocarboxylic acid or derivatives - Ether - Carboxylic acid - Carboxylic acid derivative - Organooxygen compound - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group.
• External Descriptors: methoxybenzoic acid

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

CA2 Tclin Carbonic anhydrase II (17698 Activities)

Discover Target: CA2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TYR Tclin Tyrosinase (717 Activities)

Discover Target: TYR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CA1 Tclin Carbonic anhydrase I (13240 Activities)

Discover Target: CA1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TPMT Tchem Thiopurine S-methyltransferase (45 Activities)

Discover Target: TPMT

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Associated Targets(non-human)

Rattus norvegicus (775804 Activities)

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RAW264.7 (28094 Activities)

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fabI Enoyl-acyl-carrier protein reductase (415 Activities)

Discover Target: fabI

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

lpxC UDP-3-O-[3-hydroxymyristoyl] N-acetylglucosamine deacetylase (12 Activities)

Discover Target: lpxC

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

clpP ATP-dependent Clp protease proteolytic subunit (245 Activities)

Discover Target: clpP

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Heterodera zeae (651 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: H2O: soluble2500 parts; alcohol: freely soluble; boiling water: soluble; chloroform: freely soluble; diethyl ether: freely soluble; ethyl acetate: freely soluble
• Sensitivity: Moisture sensitive.
• Flash Point(°C): 185℃
• Boil Point(°C): 275-280°C
• Melt Point(°C): 184°C
• Molecular Weight: 152.150 g/mol
• XLogP3: 2.000
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 152.047 Da
• Monoisotopic Mass: 152.047 Da
• Topological Polar Surface Area: 46.500 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 136.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yingying Liu, Xue Wang, Danyang Zhang, Chen Wang, Haijiao Xie, Hongping Chen, Yunfeng Chai.  (2023)  Does deprotonated benzoic acid lose carbon monoxide in collision-induced dissociation?.  JOURNAL OF MASS SPECTROMETRY,  59  (1): (e4990).  [PMID:38146124] [10.1002/jms.4990]

2. Yunfeng Ma, Longxia Li, Liufang Mo, Xiaochen Wang, Chenyue Liu, Yijun Wu, Chaoqun Liu.  (2023)  Preparation and anti-tumor effects of mesoporous silica nanoparticles loaded with trifluoperazine.  Journal of Materials Chemistry B,  11  (43): (10395-10403).  [PMID:37876312] [10.1039/D3TB01472J]

3. Meng Liu, Zhe-Yong Chen, Xiao-Hang He, Xing-Yu Liu, Hui-Ling Hu, Huan Tian, Yi Liu, Feng-Lei Jiang.  (2023)  Thermodynamics of Ligand Exchange with Aromatic Ligands on the Surface of CdSe Quantum Dots.  CHEMISTRY OF MATERIALS,      [PMID:] [10.1021/acs.chemmater.2c02651]

4. Yue Zhou, Lei Xu, Zhangding Wang, Hongwen Liu, Xiang Zhang, Chuanjun Shu, Meng Zhang, Ting Wang, Xinyun Xu, Xiaohong Pu, Jian He, Pin Wang, Yudong Qiu, Guifang Xu, Xiaoping Zou, Yun Zhu, Lei Wang.  (2022)  Sequentially targeting and intervening mutual Polo-like Kinase 1 on CAFs and tumor cells by dual targeting nano-platform for cholangiocarcinoma treatment.  Theranostics,      [PMID:35664077] [10.7150/thno.70557]

5. Jieqiong Lv, Runcheng Liang, Zihua Xia, Yong Li, Zhufen Lv, Dongzhi Hou, Liping Yu, Gang Chen, Yi Liu, Fan Yang.  (2019)  Synthesis and characterization of amphiphilic star-shaped copolymers based on β-cyclodextrin for micelles drug delivery.  DRUG DEVELOPMENT AND INDUSTRIAL PHARMACY,      [PMID:30922119] [10.1080/03639045.2019.1593437]

6. Bo Chen, Jie Zhou, Qilu Meng, Yang Zhang, Shihua Zhang, Liang Zhang.  (2018)  Comparative analysis of fecal phenolic content between normal and obese rats after oral administration of tea polyphenols.  Food & Function,  9  (9): (4858-4864).  [PMID:30156246] [10.1039/C8FO00609A]

7. Hongyue Guo, Renhua Liu, Jinjin Yang, Bingcheng Yang, Xinmiao Liang, Changhu Chu.  (2011)  A novel click lysine zwitterionic stationary phase for hydrophilic interaction liquid chromatography.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:22226552] [10.1016/j.chroma.2011.12.033]

8. Jinwei Tian, Yao Wei, Chengwei Lü.  (2025)  1,3,4-Thiadiazole and quinolinone based multifunctional probes for fluorescence turn-on and colorimetric monitoring of Al3+ and Fe3+ in food and aqueous environment applications.  FOOD CHEMISTRY,      [PMID:41485311] [10.1016/j.foodchem.2025.147792]