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220108

Sigma-Aldrich

Isovanillic acid

97%

Sinônimo(s):

3-Hydroxy-4-methoxybenzoic acid

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About This Item

Fórmula linear:
HOC6H3(OCH3)CO2H
Número CAS:
645-08-9
Peso molecular:
168.15
Número CE:
211-430-5
Número MDL:
MFCD00002507
Código UNSPSC:
12352100
ID de substância PubChem:
24853164
NACRES:
NA.22

Ensaio

97%

Formulário

solid

pf

250-253 °C (lit.)

grupo funcional

carboxylic acid

cadeia de caracteres SMILES

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)

chave InChI

LBKFGYZQBSGRHY-UHFFFAOYSA-N

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Descrição geral

Rate of oxidation of isovanillic acid by washed cells of Pseudomonas putida has been reported[1].

Aplicação

Isovanillic acid has been used in the synthesis of opiate alkaloid precursor, dihydrothebainone[2].

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335

Declarações de precaução

P302 + P352 - P305 + P351 + P338

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análise (COA)

Lot/Batch Number
BCBB3422
1419575V
1393572V
BCBB3422V
BCBD1867V

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Sigma-Aldrich

102601

3,4-Dihydroxyhydrocinnamic acid

Phloroglucinol (anhydrous) European Pharmacopoeia (EP) Reference Standard

Y0000493

Phloroglucinol (anhydrous)

S-(5′-Adenosyl)-L-homocysteine crystalline

Sigma-Aldrich

A9384

S-(5′-Adenosyl)-L-homocysteine

Homovanillic acid analytical standard

Supelco

69673

Homovanillic acid

Syringic acid ≥95% (HPLC)

Sigma-Aldrich

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3-Hydroxybenzoic acid ReagentPlus®, 99%

Sigma-Aldrich

H20008

3-Hydroxybenzoic acid

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
Preparation of oxygenated phenylacetic acids.
Weller DD, et al.
The Journal of Organic Chemistry, 49(11), 2061-2063 (1984)
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
Motohiro Nishimura et al.
Journal of bioscience and bioengineering, 102(2), 124-127 (2006-10-10)
Strain NL15-2K was isolated from soil by screening for bacteria capable of catabolizing lignin-related aromatic acids. This isolate was identified as a Streptomyces sp. on the basis of morphology and an analysis of its 16S rRNA gene sequence. NL15-2K utilized
I Reenilä et al.
Journal of chromatography. B, Biomedical applications, 663(1), 137-142 (1995-01-06)
We applied coulometric detection (three electrochemical electrodes in series) to quantitate vanillic acid and isovanillic acid using reversed-phase HPLC. The formation of these reaction products from dihydroxybenzoic acid was used as a precise and reproducible measure of catechol-O-methyltransferase (COMT) activity
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