U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of P-ANISIC ACID

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

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
Biodegradation of hydroxylated and methoxylated benzoic, phenylacetic and phenylpropenoic acids present in olive mill wastewaters by two bacterial strains.
2001 Jan-Feb
Identification and effects of interaction phytotoxic compounds from exudate of Cistus ladanifer leaves.
2001 Mar
Isolation and characterization of a veratrol:corrinoid protein methyl transferase from Acetobacterium dehalogenans.
2001 May
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
Tyrosinase inhibition kinetics of anisic acid.
2003 Sep-Oct
Quick determination of malodor-causing fatty acids in manure by capillary electrophoresis.
2005 Sep
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
Effect of 2-hydroxy 4-methoxy benzoic acid on an experimental model of hyperlipidaemia, induced by chronic ethanol treatment.
2007 Nov
Preparation of lipophilic alkyl (hydroxy)benzoates by solvent-free lipase-catalyzed esterification and transesterification.
2008 Aug
Antioxidant constituents of Nymphaea caerulea flowers.
2008 Jul
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
Antioxidant and radical scavenging properties of Malva sylvestris.
2009 Jul
An updated review of tyrosinase inhibitors.
2009 May 26
Protein recognition in ferredoxin-P450 electron transfer in the class I CYP199A2 system from Rhodopseudomonas palustris.
2010 Mar
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 Dec 15 17:35:01 GMT 2023
Edited
by admin
on Fri Dec 15 17:35:01 GMT 2023
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 Dec 15 17:35:01 GMT 2023 , Edited by admin on Fri Dec 15 17:35:01 GMT 2023
Code System Code Type Description
DAILYMED
4SB6Y7DMM3
Created by admin on Fri Dec 15 17:35:01 GMT 2023 , Edited by admin on Fri Dec 15 17:35:01 GMT 2023
PRIMARY
NSC
32742
Created by admin on Fri Dec 15 17:35:01 GMT 2023 , Edited by admin on Fri Dec 15 17:35:01 GMT 2023
PRIMARY
FDA UNII
4SB6Y7DMM3
Created by admin on Fri Dec 15 17:35:01 GMT 2023 , Edited by admin on Fri Dec 15 17:35:01 GMT 2023
PRIMARY
CAS
100-09-4
Created by admin on Fri Dec 15 17:35:01 GMT 2023 , Edited by admin on Fri Dec 15 17:35:01 GMT 2023
PRIMARY
RXCUI
1426595
Created by admin on Fri Dec 15 17:35:01 GMT 2023 , Edited by admin on Fri Dec 15 17:35:01 GMT 2023
PRIMARY RxNorm
SMS_ID
300000044637
Created by admin on Fri Dec 15 17:35:01 GMT 2023 , Edited by admin on Fri Dec 15 17:35:01 GMT 2023
PRIMARY
JECFA MONOGRAPH
719
Created by admin on Fri Dec 15 17:35:01 GMT 2023 , Edited by admin on Fri Dec 15 17:35:01 GMT 2023
PRIMARY
PUBCHEM
7478
Created by admin on Fri Dec 15 17:35:01 GMT 2023 , Edited by admin on Fri Dec 15 17:35:01 GMT 2023
PRIMARY
EPA CompTox
DTXSID4059205
Created by admin on Fri Dec 15 17:35:01 GMT 2023 , Edited by admin on Fri Dec 15 17:35:01 GMT 2023
PRIMARY
MERCK INDEX
m1929
Created by admin on Fri Dec 15 17:35:01 GMT 2023 , Edited by admin on Fri Dec 15 17:35:01 GMT 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
202-818-5
Created by admin on Fri Dec 15 17:35:01 GMT 2023 , Edited by admin on Fri Dec 15 17:35:01 GMT 2023
PRIMARY
DRUG BANK
DB02795
Created by admin on Fri Dec 15 17:35:01 GMT 2023 , Edited by admin on Fri Dec 15 17:35:01 GMT 2023
PRIMARY
CHEBI
40813
Created by admin on Fri Dec 15 17:35:01 GMT 2023 , Edited by admin on Fri Dec 15 17:35:01 GMT 2023
PRIMARY
WIKIPEDIA
P-ANISIC ACID
Created by admin on Fri Dec 15 17:35:01 GMT 2023 , Edited by admin on Fri Dec 15 17:35:01 GMT 2023
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.