P-ANISIC ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H8O3
Molecular Weight	152.1473
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

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)

HIDE SMILES / InChI

Molecular Formula	C8H8O3
Molecular Weight	152.1473
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://cosmetics.specialchem.com/inci/sodium-anisate | https://nairian.am/en/ingredients/sodium-anisate | https://www.ulprospector.com/en/la/PersonalCare/Detail/2448/371651/dermosoft-anisate

SODIUM ANISATE is derived from fennel, this is the sodium salt of p-anisic acid. It is classified as antimicrobial and flavouring. It acts as an anti-fungal agent, and when paired with sodium levulinate the two ingredients make for a comprehensive preservative for cosmetics. This ingredient is approved for use in organic cosmetics. Sodium anisate (dermosoft® anisate) is an easy to use water soluble salt of an organic acid with an excellent fungicidal activity. It can be added to the cold or hot water phase at any step of the process. The combination with antimicrobial surface active substances or organic acids is recommended to improve the performance of the product even at higher pH.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Carbonic anhydrase 2 5 Target ID: CHEMBL1697676 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21402476	Inhibitor 8504		9.9 nM [Ki]
Phospholipase A2 9 Target ID: P00593 Gene ID: 104974671\|\|\|282457 Gene Symbol: PLA2G1B Target Organism: Bos taurus (Bovine) Sources: https://www.ncbi.nlm.nih.gov/pubmed/16552140 \| https://www.ncbi.nlm.nih.gov/pubmed/14529623	Binding Agent 1076

Conditions

Condition	Modality	Targets	Highest Phase	Product
Fungal infection 21 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21402476	Primary		Basic research	Unknown Approved Use Unknown
Acne 100 Sources: https://www.drugs.com/otc/633317/thera-wise-natural-acne.html	Inactive ingredient		Approved 8583	Thera Wise Natural Acne Approved Use Helps treat acne pimples and allows skin to heal

PubMed

Title	Date	PubMed
Relationship between chemical structure and biological activity of alkali metal o-, m- and p-anisates. FT-IR and microbiological studies.	2011-11	21852187
Bis[μ-2,2'-dimethyl-1,1'-(3-oxapentane-1,5-di-yl)di-1H-benzimidazole-κN:N]bis-[bis-(4-meth-oxy-benzoato)-κO;κO,O'-cobalt(II)].	2010-11-13	21589242
2,5-Bis(4-meth-oxy-phen-yl)-1,3,4-oxadiazole.	2010-11-06	21589381
Bis(4-meth-oxy-benzoato)-κO,O';κO-bis-(nicotinamide-κN)zinc(II).	2010-08-21	21588535
Diaqua-bis-(4-meth-oxy-benzoato-κO)bis-(nicotinamide-κN)cobalt(II) dihydrate.	2010-07-10	21588149
Diaqua-bis-(4-meth-oxy-benzoato-κO)bis-(nicotinamide-κN)nickel(II) dihydrate.	2010-07-07	21588136
N'-[Bis(benzyl-sulfan-yl)methyl-idene]-4-meth-oxy-benzohydrazide.	2010-07-03	21588233
Di-μ-nicotinamide-κO:N;κN:O-bis-[aqua-bis-(4-meth-oxy-benzoato-κO)copper(II)].	2010-06-16	21587726
Diaqua-(isonicotinamide-κN)(4-meth-oxy-benzoato-κO,O')(4-meth-oxy-benzoato-κO)cobalt(II).	2010-06-16	21587710
Bis[μ-2,2'-dimethyl-1,1'-(oxydiethyl-ene)bis-(1H-benzimidazole)-κN:N]bis-[bis-(4-methoxy-benzoato-κO,O')cadmium(II)].	2010-03-20	21580526
Protein recognition in ferredoxin-P450 electron transfer in the class I CYP199A2 system from Rhodopseudomonas palustris.	2010-03	19904564
2-hydroxy 4-methoxy benzoic acid isolated from roots of Hemidesmus indicus ameliorates liver, kidney and pancreas injury due to streptozotocin-induced diabetes in rats.	2010-02	20455325
Crystal structure of a ferredoxin reductase for the CYP199A2 system from Rhodopseudomonas palustris.	2009-12	19626710
Tetra-kis(μ-4-methoxy-benzoato)bis-[(4-methoxy-benzoato)(1,10-phenan-throline)terbium(III)].	2009-09-26	21577758
Relationship correlation of antioxidant and antiproliferative capacity of Cyperus rotundus products towards K562 erythroleukemia cells.	2009-09-14	19446539
Aryl-alcohol oxidase involved in lignin degradation: a mechanistic study based on steady and pre-steady state kinetics and primary and solvent isotope effects with two alcohol substrates.	2009-09-11	19574215
Influence of very low doses of mediators on fungal laccase activity - nonlinearity beyond imagination.	2009-09-04	19732425
Variations in IC(50) values with purity of mushroom tyrosinase.	2009-09-02	19865520
New alternatives to cosmetics preservation.	2009-08-24	20447363
A novel norditerpenoid alkaloid from Aconitum macrorhynchum.	2009-08	20183315
Antioxidant and radical scavenging properties of Malva sylvestris.	2009-07	19731587
An updated review of tyrosinase inhibitors.	2009-05-26	19582213
Home-prepared anatase, rutile, and brookite TiO(2) for selective photocatalytic oxidation of 4-methoxybenzyl alcohol in water: reactivity and ATR-FTIR study.	2009-05	19424540
Crystal structure of CYP199A2, a para-substituted benzoic acid oxidizing cytochrome P450 from Rhodopseudomonas palustris.	2008-11-14	18762195
[Quantitative monitoring the concentration changes of organic acids in fermentation process of Clostridium acetobutylicum using capillary ion electrophoresis].	2008-11	19253539
Preparation of lipophilic alkyl (hydroxy)benzoates by solvent-free lipase-catalyzed esterification and transesterification.	2008-08	18542947
Constituents of the flowers of Erigeron annuus with inhibitory activity on the formation of advanced glycation end products (AGEs) and aldose reductase.	2008-07	18704333
Antioxidant constituents of Nymphaea caerulea flowers.	2008-07	18534639
Chemical constituents from leaves of Palicourea coriacea (Rubiaceae).	2008-07	18404310
Purification and preliminary crystallographic analysis of a new Lys49-PLA2 from B. Jararacussu.	2008-05	19325781
Hypoglycemic activity of Hemidesmus indicus R. Br. on streptozotocin-induced diabetic rats.	2008-01	19902032
Effect of 2-hydroxy 4-methoxy benzoic acid on an experimental model of hyperlipidaemia, induced by chronic ethanol treatment.	2007-11	17976265
Inhibitory effect of Hemidesmus indicus and its active principle 2-hydroxy 4-methoxy benzoic acid on ethanol-induced liver injury.	2007-10	17868203
First general, direct, and regioselective synthesis of substituted methoxybenzoic acids by ortho metalation.	2007-04-27	17391047
Structural biology of recombinant bovine pancreatic phospholipase A2 and its inhibitor complexes.	2007	17456041
Crystal structures of the complexes of a group IIA phospholipase A2 with two natural anti-inflammatory agents, anisic acid, and atropine reveal a similar mode of binding.	2006-07-01	16596639
SanJ, an ATP-dependent picolinate-CoA ligase, catalyzes the conversion of picolinate to picolinate-CoA during nikkomycin biosynthesis in Streptomyces ansochromogenes.	2006-05	16464627
[Studies on luminescence properties of seven ternary complexes of terbium with 1,10-phenanthroline and benzoic acid and its derivatives].	2006-04	16836138
Third calcium ion found in an inhibitor-bound phospholipase A2.	2006-04	16552140
Cytochrome P450 enzymes from the metabolically diverse bacterium Rhodopseudomonas palustris.	2006-03-31	16472768
[Studies on chemical constituents of cytotoxic fraction from leaves of Elaeagnus pungens].	2006-03	16722375
Synthesis of 5,6-dimethyl-9-methoxy-1-phenyl-6H-pyrido[4,3-b]carbazole derivatives and their cytotoxic activity.	2005-11	16281305
Kinetics of thermal decomposition of 4-carboxyl-2,6-dinitrobenzenediazonium ion (CDNBD).	2005-09-13	16152928
Quick determination of malodor-causing fatty acids in manure by capillary electrophoresis.	2005-09	16018897
A universal HPLC method for the determination of phenolic acids in compound herbal medicines.	2005-08-24	16104776
Identification of syn- and anti-anethole-2,3-epoxides in the metabolism of trans-anethole by the newly isolated bacterium Pseudomonas putida JYR-1.	2005-07-27	16028980
Marmenol: a 7-geranyloxycoumarin from the leaves of Aegle marmelos Corr.	2004-04	14984087
Tyrosinase inhibition kinetics of anisic acid.	2003-10-28	14577637
Enzyme production by Mycena galopus mycelium in artificial media and in Picea sitchensis F1 horizon needle litter.	2003-08	14531622
[Theophylline-sodium anisate].	1955-08-13	13254317

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

4-methoxy-benzoic acid inhibited β-carbonic anhydrase (EC 4.2.1.1) from the pathogenic fungi Cryptococcus neoformans (Can2) with IC50 value of 9.9 nM.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:48:44 GMT 2025` Edited by `admin` on `Mon Mar 31 18:48:44 GMT 2025`
Record UNII	4SB6Y7DMM3
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

P-ANISIC ACID

Official Name

English

4-METHOXYBENZOIC ACID

Preferred Name

English

4-ANISIC ACID

Systematic Name

English

DRACONIC ACID

Common Name

English

NSC-32742

Code

English

P-ANISIC ACID [MI]

Common Name

English

4-METHOXYBENZOIC ACID [FHFI]

Code

English

FEMA NO. 3945

Code

English

Classification Tree Code System Code

JECFA EVALUATION

4-METHOXYBENZOIC ACID