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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 of P-ANISIC ACID

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

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

Targets

Primary TargetPharmacologyConditionPotency
9.9 nM [Ki]
Target ID: P00593
Gene ID: 104974671|||282457
Gene Symbol: PLA2G1B
Target Organism: Bos taurus (Bovine)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Inactive ingredient
Thera Wise Natural Acne

Approved Use

Helps treat acne pimples and allows skin to heal
PubMed

PubMed

TitleDatePubMed
[Theophylline-sodium anisate].
1955 Aug 13
New 4-methoxybenzoyl derivatives from the ascidian Polycarpa aurata.
2001 Dec
Diterpenes and other constituents from Croton draco (Euphorbiaceae).
2001 Mar
Identification and effects of interaction phytotoxic compounds from exudate of Cistus ladanifer leaves.
2001 Mar
Anxiolytic effects of aniracetam in three different mouse models of anxiety and the underlying mechanism.
2001 May 18
Aniracetam enhances cortical dopamine and serotonin release via cholinergic and glutamatergic mechanisms in SHRSP.
2001 Oct 19
The trans-anethole degradation pathway in an Arthrobacter sp.
2002 Apr 5
The aniracetam metabolite 2-pyrrolidinone induces a long-term enhancement in AMPA receptor responses via a CaMKII pathway.
2002 Jan 31
Tyrosinase inhibitors of Pulsatilla cernua root-derived materials.
2002 Mar 13
Chemical inactivation of the cinnamate 4-hydroxylase allows for the accumulation of salicylic acid in elicited cells.
2002 Oct
Determination of serum astragaloside in rats fed with Buyanghuanwu dicoction using solidphase extraction, chemical derivatization and fluorospectrophotometry.
2003 Apr
Enzyme production by Mycena galopus mycelium in artificial media and in Picea sitchensis F1 horizon needle litter.
2003 Aug
Crystal structures of the free and anisic acid bound triple mutant of phospholipase A2.
2003 Oct 17
Biotransformations of propenylbenzenes by an Arthrobacter sp. and its t-anethole blocked mutants.
2003 Oct 9
Tyrosinase inhibition kinetics of anisic acid.
2003 Sep-Oct
Marmenol: a 7-geranyloxycoumarin from the leaves of Aegle marmelos Corr.
2004 Apr
A universal HPLC method for the determination of phenolic acids in compound herbal medicines.
2005 Aug 24
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
Kinetics of thermal decomposition of 4-carboxyl-2,6-dinitrobenzenediazonium ion (CDNBD).
2005 Jul-Aug
Synthesis of 5,6-dimethyl-9-methoxy-1-phenyl-6H-pyrido[4,3-b]carbazole derivatives and their cytotoxic activity.
2005 Nov
Quick determination of malodor-causing fatty acids in manure by capillary electrophoresis.
2005 Sep
[Studies on luminescence properties of seven ternary complexes of terbium with 1,10-phenanthroline and benzoic acid and its derivatives].
2006 Apr
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
[Studies on chemical constituents of cytotoxic fraction from leaves of Elaeagnus pungens].
2006 Mar
SanJ, an ATP-dependent picolinate-CoA ligase, catalyzes the conversion of picolinate to picolinate-CoA during nikkomycin biosynthesis in Streptomyces ansochromogenes.
2006 May
Structural biology of recombinant bovine pancreatic phospholipase A2 and its inhibitor complexes.
2007
First general, direct, and regioselective synthesis of substituted methoxybenzoic acids by ortho metalation.
2007 Apr 27
Preparation of lipophilic alkyl (hydroxy)benzoates by solvent-free lipase-catalyzed esterification and transesterification.
2008 Aug
Constituents of the flowers of Erigeron annuus with inhibitory activity on the formation of advanced glycation end products (AGEs) and aldose reductase.
2008 Jul
Purification and preliminary crystallographic analysis of a new Lys49-PLA2 from B. Jararacussu.
2008 May
[Quantitative monitoring the concentration changes of organic acids in fermentation process of Clostridium acetobutylicum using capillary ion electrophoresis].
2008 Nov
Crystal structure of CYP199A2, a para-substituted benzoic acid oxidizing cytochrome P450 from Rhodopseudomonas palustris.
2008 Nov 14
A novel norditerpenoid alkaloid from Aconitum macrorhynchum.
2009 Aug
Crystal structure of a ferredoxin reductase for the CYP199A2 system from Rhodopseudomonas palustris.
2009 Dec
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
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
Relationship correlation of antioxidant and antiproliferative capacity of Cyperus rotundus products towards K562 erythroleukemia cells.
2009 Sep 14
Tetra-kis(μ-4-methoxy-benzoato)bis-[(4-methoxy-benzoato)(1,10-phenan-throline)terbium(III)].
2009 Sep 26
Bis(4-meth-oxy-benzoato)-κO,O';κO-bis-(nicotinamide-κN)zinc(II).
2010 Aug 21
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
Diaqua-bis-(4-meth-oxy-benzoato-κO)bis-(nicotinamide-κN)cobalt(II) dihydrate.
2010 Jul 10
N'-[Bis(benzyl-sulfan-yl)methyl-idene]-4-meth-oxy-benzohydrazide.
2010 Jul 3
Diaqua-bis-(4-meth-oxy-benzoato-κO)bis-(nicotinamide-κN)nickel(II) dihydrate.
2010 Jul 7
Di-μ-nicotinamide-κO:N;κN:O-bis-[aqua-bis-(4-meth-oxy-benzoato-κO)copper(II)].
2010 Jun 16
Diaqua-(isonicotinamide-κN)(4-meth-oxy-benzoato-κO,O')(4-meth-oxy-benzoato-κO)cobalt(II).
2010 Jun 16
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
New alternatives to cosmetics preservation.
2010 Mar-Apr
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
2,5-Bis(4-meth-oxy-phen-yl)-1,3,4-oxadiazole.
2010 Nov 6
Relationship between chemical structure and biological activity of alkali metal o-, m- and p-anisates. FT-IR and microbiological studies.
2011 Nov
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
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
  • Download
Name Type Language
P-ANISIC ACID
INCI   MI  
INCI  
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
FHFI  
Systematic Name English
FEMA NO. 3945
Code English
Classification Tree Code System Code
JECFA EVALUATION 4-METHOXYBENZOIC ACID
Created by admin on Fri Jun 25 22:54:28 UTC 2021 , Edited by admin on Fri Jun 25 22:54:28 UTC 2021
Code System Code Type Description
FDA UNII
4SB6Y7DMM3
Created by admin on Fri Jun 25 22:54:28 UTC 2021 , Edited by admin on Fri Jun 25 22:54:28 UTC 2021
PRIMARY
CAS
100-09-4
Created by admin on Fri Jun 25 22:54:28 UTC 2021 , Edited by admin on Fri Jun 25 22:54:28 UTC 2021
PRIMARY
RXCUI
1426595
Created by admin on Fri Jun 25 22:54:28 UTC 2021 , Edited by admin on Fri Jun 25 22:54:28 UTC 2021
PRIMARY RxNorm
PUBCHEM
7478
Created by admin on Fri Jun 25 22:54:28 UTC 2021 , Edited by admin on Fri Jun 25 22:54:28 UTC 2021
PRIMARY
EPA CompTox
100-09-4
Created by admin on Fri Jun 25 22:54:28 UTC 2021 , Edited by admin on Fri Jun 25 22:54:28 UTC 2021
PRIMARY
MERCK INDEX
M1929
Created by admin on Fri Jun 25 22:54:28 UTC 2021 , Edited by admin on Fri Jun 25 22:54:28 UTC 2021
PRIMARY Merck Index
ECHA (EC/EINECS)
202-818-5
Created by admin on Fri Jun 25 22:54:28 UTC 2021 , Edited by admin on Fri Jun 25 22:54:28 UTC 2021
PRIMARY
DRUG BANK
DB02795
Created by admin on Fri Jun 25 22:54:28 UTC 2021 , Edited by admin on Fri Jun 25 22:54:28 UTC 2021
PRIMARY
WIKIPEDIA
P-ANISIC ACID
Created by admin on Fri Jun 25 22:54:28 UTC 2021 , Edited by admin on Fri Jun 25 22:54:28 UTC 2021
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
PARENT -> CONSTITUENT ALWAYS PRESENT
4-Methoxybenzoic acid content for water extract of plant leaf was 33.80+/-0.65 and plant callus was 44 +/- 0.31 expressed as mg/100 g of dry base of extract. For the analysis of phenolic acids, a Nova pack C18 UG120 equipped with a Guard column, a JASCO HPLC system consisting of a column oven, a UV-Vis diode array detector set at 280 nm, a Liquid chromatography pump and a ChromNAV software program were used.