P-ANISIC ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H8O3
Molecular Weight	152.1476
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COc1ccc(cc1)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	152.1476
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 7701	Fungal infection	9.90000000000000036 nM [Ki]
Phospholipase A2 5 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 994

Conditions

Condition	Modality	Targets	Highest Phase	Product
Fungal infection 18 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21402476	Primary	Carbonic anhydrase 2	Basic research
Acne 96 Sources: https://www.drugs.com/otc/633317/thera-wise-natural-acne.html	Inactive ingredient		Approved 7997	Thera Wise Natural Acne Approved Use Helps treat acne pimples and allows skin to heal

PubMed

Title	Date	PubMed
[Theophylline-sodium anisate].	1955 Aug 13	13254317
New 4-methoxybenzoyl derivatives from the ascidian Polycarpa aurata.	2001 Dec	11754611
Biodegradation of hydroxylated and methoxylated benzoic, phenylacetic and phenylpropenoic acids present in olive mill wastewaters by two bacterial strains.	2001 Jan-Feb	11281329
Diterpenes and other constituents from Croton draco (Euphorbiaceae).	2001 Mar	11795154
Identification and effects of interaction phytotoxic compounds from exudate of Cistus ladanifer leaves.	2001 Mar	11441449
Isolation and characterization of a veratrol:corrinoid protein methyl transferase from Acetobacterium dehalogenans.	2001 May	11409548
Anxiolytic effects of aniracetam in three different mouse models of anxiety and the underlying mechanism.	2001 May 18	11412837
Aniracetam enhances cortical dopamine and serotonin release via cholinergic and glutamatergic mechanisms in SHRSP.	2001 Oct 19	11597608
The trans-anethole degradation pathway in an Arthrobacter sp.	2002 Apr 5	11805095
The aniracetam metabolite 2-pyrrolidinone induces a long-term enhancement in AMPA receptor responses via a CaMKII pathway.	2002 Jan 31	11834304
Tyrosinase inhibitors of Pulsatilla cernua root-derived materials.	2002 Mar 13	11879010
Chemical inactivation of the cinnamate 4-hydroxylase allows for the accumulation of salicylic acid in elicited cells.	2002 Oct	12376665
Determination of serum astragaloside in rats fed with Buyanghuanwu dicoction using solidphase extraction, chemical derivatization and fluorospectrophotometry.	2003 Apr	12697467
Enzyme production by Mycena galopus mycelium in artificial media and in Picea sitchensis F1 horizon needle litter.	2003 Aug	14531622
Third calcium ion found in an inhibitor-bound phospholipase A2.	2006 Apr	16552140
[Studies on chemical constituents of cytotoxic fraction from leaves of Elaeagnus pungens].	2006 Mar	16722375
Cytochrome P450 enzymes from the metabolically diverse bacterium Rhodopseudomonas palustris.	2006 Mar 31	16472768
SanJ, an ATP-dependent picolinate-CoA ligase, catalyzes the conversion of picolinate to picolinate-CoA during nikkomycin biosynthesis in Streptomyces ansochromogenes.	2006 May	16464627
First general, direct, and regioselective synthesis of substituted methoxybenzoic acids by ortho metalation.	2007 Apr 27	17391047
Inhibitory effect of Hemidesmus indicus and its active principle 2-hydroxy 4-methoxy benzoic acid on ethanol-induced liver injury.	2007 Oct	17868203
Purification and preliminary crystallographic analysis of a new Lys49-PLA2 from B. Jararacussu.	2008 May	19325781
[Quantitative monitoring the concentration changes of organic acids in fermentation process of Clostridium acetobutylicum using capillary ion electrophoresis].	2008 Nov	19253539
A novel norditerpenoid alkaloid from Aconitum macrorhynchum.	2009 Aug	20183315
Crystal structure of a ferredoxin reductase for the CYP199A2 system from Rhodopseudomonas palustris.	2009 Dec	19626710
Antioxidant and radical scavenging properties of Malva sylvestris.	2009 Jul	19731587
Home-prepared anatase, rutile, and brookite TiO(2) for selective photocatalytic oxidation of 4-methoxybenzyl alcohol in water: reactivity and ATR-FTIR study.	2009 May	19424540
An updated review of tyrosinase inhibitors.	2009 May 26	19582213
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 Sep 11	19574215
Relationship correlation of antioxidant and antiproliferative capacity of Cyperus rotundus products towards K562 erythroleukemia cells.	2009 Sep 14	19446539
Bis(4-meth-oxy-benzoato)-κO,O';κO-bis-(nicotinamide-κN)zinc(II).	2010 Aug 21	21588535
Diaqua-bis-(4-meth-oxy-benzoato-κO)bis-(nicotinamide-κN)cobalt(II) dihydrate.	2010 Jul 10	21588149
N'-[Bis(benzyl-sulfan-yl)methyl-idene]-4-meth-oxy-benzohydrazide.	2010 Jul 3	21588233
Diaqua-bis-(4-meth-oxy-benzoato-κO)bis-(nicotinamide-κN)nickel(II) dihydrate.	2010 Jul 7	21588136
New alternatives to cosmetics preservation.	2010 Mar-Apr	20447363
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 Nov 13	21589242
2,5-Bis(4-meth-oxy-phen-yl)-1,3,4-oxadiazole.	2010 Nov 6	21589381
Relationship between chemical structure and biological activity of alkali metal o-, m- and p-anisates. FT-IR and microbiological studies.	2011 Nov	21852187

Patents

Sample Use Guides

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 `Fri Jun 25 22:54:28 UTC 2021` Edited by `admin` on `Fri Jun 25 22:54:28 UTC 2021`
Record UNII	4SB6Y7DMM3
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

P-ANISIC ACID

Official Name

English

4-ANISIC ACID

Systematic Name

English

DRACONIC ACID

Common Name

English

P-ANISIC ACID [INCI]

Common Name

English

NSC-32742

Code

English

P-ANISIC ACID [MI]

Common Name

English

4-METHOXYBENZOIC ACID [FHFI]

Code

English

4-METHOXYBENZOIC ACID

Systematic Name

English

FEMA NO. 3945

Code

English

Classification Tree Code System Code

JECFA EVALUATION

4-METHOXYBENZOIC ACID