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

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 8297		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 1064

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 98 Sources: https://www.drugs.com/otc/633317/thera-wise-natural-acne.html	Inactive ingredient		Approved 8429	Thera Wise Natural Acne Approved Use Helps treat acne pimples and allows skin to heal

PubMed

Title	Date	PubMed
Enzyme production by Mycena galopus mycelium in artificial media and in Picea sitchensis F1 horizon needle litter.	2003 Aug	14531622
Crystal structures of the free and anisic acid bound triple mutant of phospholipase A2.	2003 Oct 17	14529623
Biotransformations of propenylbenzenes by an Arthrobacter sp. and its t-anethole blocked mutants.	2003 Oct 9	14511910
Tyrosinase inhibition kinetics of anisic acid.	2003 Sep-Oct	14577637
Marmenol: a 7-geranyloxycoumarin from the leaves of Aegle marmelos Corr.	2004 Apr	14984087
A universal HPLC method for the determination of phenolic acids in compound herbal medicines.	2005 Aug 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 Jul 27	16028980
Kinetics of thermal decomposition of 4-carboxyl-2,6-dinitrobenzenediazonium ion (CDNBD).	2005 Jul-Aug	16152928
Synthesis of 5,6-dimethyl-9-methoxy-1-phenyl-6H-pyrido[4,3-b]carbazole derivatives and their cytotoxic activity.	2005 Nov	16281305
Quick determination of malodor-causing fatty acids in manure by capillary electrophoresis.	2005 Sep	16018897
[Studies on luminescence properties of seven ternary complexes of terbium with 1,10-phenanthroline and benzoic acid and its derivatives].	2006 Apr	16836138
Third calcium ion found in an inhibitor-bound phospholipase A2.	2006 Apr	16552140
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 Jul 1	16596639
[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
Structural biology of recombinant bovine pancreatic phospholipase A2 and its inhibitor complexes.	2007	17456041
First general, direct, and regioselective synthesis of substituted methoxybenzoic acids by ortho metalation.	2007 Apr 27	17391047
Effect of 2-hydroxy 4-methoxy benzoic acid on an experimental model of hyperlipidaemia, induced by chronic ethanol treatment.	2007 Nov	17976265
Inhibitory effect of Hemidesmus indicus and its active principle 2-hydroxy 4-methoxy benzoic acid on ethanol-induced liver injury.	2007 Oct	17868203
Preparation of lipophilic alkyl (hydroxy)benzoates by solvent-free lipase-catalyzed esterification and transesterification.	2008 Aug	18542947
Hypoglycemic activity of Hemidesmus indicus R. Br. on streptozotocin-induced diabetic rats.	2008 Jan	19902032
Constituents of the flowers of Erigeron annuus with inhibitory activity on the formation of advanced glycation end products (AGEs) and aldose reductase.	2008 Jul	18704333
Antioxidant constituents of Nymphaea caerulea flowers.	2008 Jul	18534639
Chemical constituents from leaves of Palicourea coriacea (Rubiaceae).	2008 Jul	18404310
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
Crystal structure of CYP199A2, a para-substituted benzoic acid oxidizing cytochrome P450 from Rhodopseudomonas palustris.	2008 Nov 14	18762195
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
Variations in IC(50) values with purity of mushroom tyrosinase.	2009 Sep 2	19865520
Tetra-kis(μ-4-methoxy-benzoato)bis-[(4-methoxy-benzoato)(1,10-phenan-throline)terbium(III)].	2009 Sep 26	21577758
Influence of very low doses of mediators on fungal laccase activity - nonlinearity beyond imagination.	2009 Sep 4	19732425
Bis(4-meth-oxy-benzoato)-κO,O';κO-bis-(nicotinamide-κN)zinc(II).	2010 Aug 21	21588535
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 Feb	20455325
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
Di-μ-nicotinamide-κO:N;κN:O-bis-[aqua-bis-(4-meth-oxy-benzoato-κO)copper(II)].	2010 Jun 16	21587726
Diaqua-(isonicotinamide-κN)(4-meth-oxy-benzoato-κO,O')(4-meth-oxy-benzoato-κO)cobalt(II).	2010 Jun 16	21587710
Protein recognition in ferredoxin-P450 electron transfer in the class I CYP199A2 system from Rhodopseudomonas palustris.	2010 Mar	19904564
Bis[μ-2,2'-dimethyl-1,1'-(oxydiethyl-ene)bis-(1H-benzimidazole)-κN:N]bis-[bis-(4-methoxy-benzoato-κO,O')cadmium(II)].	2010 Mar 20	21580526
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

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.

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