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382051

Sigma-Aldrich

4-Hydroxy-3-methoxycinnamaldehyde

98%

Synonym(s):

Coniferyl aldehyde

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About This Item

Linear Formula:
HOC6H3(OCH3)CH=CHCHO
CAS Number:
458-36-6
Molecular Weight:
178.18
EC Number:
207-278-4
MDL number:
MFCD00075811
UNSPSC Code:
12352100
PubChem Substance ID:
24863861
NACRES:
NA.22

Quality Level

100

assay

98%

bp

175 °C/5 mmHg (lit.)

mp

80-82 °C (lit.)

SMILES string

COc1cc(\C=C\C=O)ccc1O

InChI

1S/C10H10O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-7,12H,1H3/b3-2+

InChI key

DKZBBWMURDFHNE-NSCUHMNNSA-N

Related Categories

General description

4-Hydroxy-3-methoxycinnamaldehyde is an isoflavonoid. It has been isolated from the insecticidally active hot dichloromethane extract of heartwood of Gliricidia sepium, seed kernels of Melia azedarach L and barks of Cinnamomum cebuense.

Application

4-Hydroxy-3-methoxycinnamaldehyde is suitable for use in a study to investigate the antioxidant and antiradical activities of ferulates using a β-carotene-linoleate model system and a DPPH radical scavenging assay, respectively.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sigma-Aldrich

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María C Carpinella et al.
Journal of agricultural and food chemistry, 53(8), 2922-2927 (2005-04-14)
In the continuous search for antifungal compounds from plants, the hydroxycoumarin scopoletin (1) was isolated from seed kernels of Melia azedarach L. from which three other compounds, vanillin (2), 4-hydroxy-3-methoxycinnamaldehyde (3), and (+/-) pinoresinol (4), have also been isolated. Guided
Seikwan Oh et al.
Archives of pharmacal research, 29(6), 469-475 (2006-07-13)
A series of yakuchinone B 1f and its analogs 1a-e was synthesized and evaluated for free radical scavenging, suppression of LPS-induced NO generation, cytotoxicity and anti-excitotoxicity in vitro. Compound 1c exhibited potent anti-excitotoxicity, while all compounds 1a-f showed considerable effects
Isoflavonoids and a pterocarpan from< i> Gliricidia sepium</i>.
Herath HMTB, et al.
Phytochemistry, 47(1), 117-119 (1998)
Antioxidant and antiradical activity of ferulates.
Karamac M, et al.
Czech Journal of Food Sciences, 23(2), 469-475 (2005)
M Lisa Manier et al.
Journal of the American Society for Mass Spectrometry, 22(8), 1409-1419 (2011-09-29)
Isoniazid (INH) is an important component of front-line anti-tuberculosis therapy with good serum pharmacokinetics but unknown ability to penetrate tuberculous lesions. However, endogenous background interferences hinder our ability to directly analyze INH in tissues. Chemical derivatization has been successfully used
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