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220108

Sigma-Aldrich

Isovanillic acid

97%

Synonym(s):

3-Hydroxy-4-methoxybenzoic acid

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About This Item

Linear Formula:
HOC6H3(OCH3)CO2H
CAS Number:
Molecular Weight:
168.15
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

solid

mp

250-253 °C (lit.)

functional group

carboxylic acid

SMILES string

COc1ccc(cc1O)C(O)=O

InChI

1S/C8H8O4/c1-12-7-3-2-5(8(10)11)4-6(7)9/h2-4,9H,1H3,(H,10,11)

InChI key

LBKFGYZQBSGRHY-UHFFFAOYSA-N

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General description

Rate of oxidation of isovanillic acid by washed cells of Pseudomonas putida has been reported.

Application

Isovanillic acid has been used in the synthesis of opiate alkaloid precursor, dihydrothebainone.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Widiastuti Setyaningsih et al.
Food chemistry, 288, 221-227 (2019-03-25)
Fifteen phenolic compounds were determined in rice grains by ultrasound assisted extraction and ultra-performance liquid chromatography with photodiode array detection. Primarily, an UAE method has been developed and validated for the extraction of phenolics from rice grains. For the optimization
Tomas Strucko et al.
Scientific reports, 7, 41431-41431 (2017-01-31)
Over-expression of a gene by increasing its copy number is often desirable in the model yeast Saccharomyces cerevisiae. It may facilitate elucidation of enzyme functions, and in cell factory design it is used to increase production of proteins and metabolites.
Preparation of oxygenated phenylacetic acids.
Weller DD, et al.
The Journal of Organic Chemistry, 49(11), 2061-2063 (1984)
Zhuxing Tang et al.
Journal of pharmaceutical and biomedical analysis, 40(2), 484-489 (2005-09-17)
A method based on capillary electrophoresis with electrochemical detection has been developed for the separation and determination of isovanillic acid, gentisic acid, kaempferol, quercetin, caffeic acid and protocatechuic acid in Ilex Purpurea Hassk and its medicinal preparations for the first
M A Fernández et al.
Journal of ethnopharmacology, 53(1), 11-14 (1996-07-26)
The phenolic fractions of aerial part of Scrophularia frutescens and S. sambucifolia (Scrophulariaceae) showed a potent antibacterial activity. Ferulic, isovanillic, p-hydroxycinnamic, p-hydroxybenzoic, syringic, caffeic, gentisic and protocatechuic acids were isolated from S. frutescens and ferulic, p-coumaric, vanillic, p-hydroxibenzoic and syringic

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