220108
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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
211-430-5
MDL number:
Assay:
97%
Form:
solid
InChI key
LBKFGYZQBSGRHY-UHFFFAOYSA-N
InChI
1S/C8H8O4/c1-12-7-3-2-5(8(10)11)4-6(7)9/h2-4,9H,1H3,(H,10,11)
SMILES string
COc1ccc(cc1O)C(O)=O
assay
97%
form
solid
mp
250-253 °C (lit.)
functional group
carboxylic acid
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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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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
M R Jeffers et al.
Microbiology (Reading, England), 143 ( Pt 6), 1975-1981 (1997-06-01)
A methyltransferase enzyme catalysing the 3-O-methylation of isovanillic acid (3-hydroxy-4-methoxybenzoic acid) by S-adenosylmethionine (SAM) was identified in Phanerochaete chrysosporium and purified. Gel filtration indicated an M(r) of 71,000 and SDS-PAGE showed that the enzyme was composed of two subunits of
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
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
Preparation of oxygenated phenylacetic acids.
Weller DD, et al.
The Journal of Organic Chemistry, 49(11), 2061-2063 (1984)
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