Sodium 3-methylsalicylate

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H7O3.Na
Molecular Weight	174.1291
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[Na+].CC1=CC=CC(C([O-])=O)=C1O

InChI

InChIKey=ODAXNLPYGWAGTH-UHFFFAOYSA-M

InChI=1S/C8H8O3.Na/c1-5-3-2-4-6(7(5)9)8(10)11;/h2-4,9H,1H3,(H,10,11);/q;+1/p-1

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Description
Sources: http://www.hmdb.ca/metabolites/HMDB0002390 | https://www.ncbi.nlm.nih.gov/pubmed/13618547 | https://www.ncbi.nlm.nih.gov/pubmed/4932011

Hydroxytoluic acid is a long-acting derivative of salicylate with antilipidemic properties. It shows fibrinolytic activity in human plasma by activating the fibrinolytic system and has been shown to lower plasma free fatty acid, cholesterol levels, and to raise metabolic oxygen consumption.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Inflammation 102 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12183910	Primary		Preclinical	Unknown Approved Use Unknown
Diabetes mellitus 91 Sources: https://www.ncbi.nlm.nih.gov/pubmed/4932011	Primary		Not Provided 504	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Construction and evaluation of nagR-nagAa::lux fusion strains in biosensing for salicylic acid derivatives.	2005 Mar	15767693
Enhanced skin permeation of salicylate by ion-pair formation in non-aqueous vehicle and further enhancement by ethanol and l-menthol.	2006 Apr	16595949

Patents

Sample Use Guides

In Vivo Use Guide

Diabetic geriatric patients received 900 mg Hydroxytoluic acid orally as a single dose or as a daily dose of up to 2.7g/day for 3 months. For patients receiving a single dose a 50 g glucose tolerance test was performed 2 hours after dosing, for longitudinal patients the glucose tolerance test was performed monthly or every two months. After a single 900 mg dose, plasma insulin levels showed considerable increases, plasma free fatty acid fell 2 hours after dosing with hydroxytoluic acid. Daily dosing of 1.8 g/day hydroxytoluic acid as the sole treatment allowed patients to control their diabetes but was not significantly different from controls. When added to the existing drug regimen patients receiving hydroxy toluic acid showed a smoothing of control of blood sugar with decreased needs of insulin or sulphonylurea.

Route of Administration: Oral

In Vitro Use Guide

Unknown

Name

Type

Language

Sodium 3-methylsalicylate

Systematic Name

English

Benzoic acid, 2-hydroxy-3-methyl-, sodium salt (1:1)

Systematic Name

English

Benzoic acid, 2-hydroxy-3-methyl-, sodium salt

Systematic Name

English

Code System Code Type Description

ECHA (EC/EINECS)

251-202-2