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Key Documents

W507601

Sigma-Aldrich

Vanillic acid

≥97%

Synonym(s):

4-Hydroxy-3-methoxybenzoic acid

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About This Item

Linear Formula:
HOC6H3(OCH3)CO2H
CAS Number:
Molecular Weight:
168.15
Beilstein/REAXYS Number:
2208364
EC Number:
Council of Europe no.:
0697
MDL number:
UNSPSC Code:
12164502
Flavis number:
8.043

assay

≥97%

mp

208-210 °C (lit.)

SMILES string

COc1cc(ccc1O)C(O)=O

InChI

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

InChI key

WKOLLVMJNQIZCI-UHFFFAOYSA-N

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Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

ppe

Eyeshields, Gloves, type N95 (US)


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Ki Hyun Kim et al.
Bioorganic & medicinal chemistry letters, 21(8), 2270-2273 (2011-03-23)
A bioassay-guided fractionation and chemical investigation of the trunk of Berberis koreana resulted in the isolation and identification of a new sesquilignan, named berbikonol (1), along with fourteen known lignan derivatives (2-15) and a new phenolic compound, named berfussinol (16)
Delphine Lamoral-Theys et al.
Bioorganic & medicinal chemistry, 18(11), 3823-3833 (2010-05-15)
A series of 33 novel divanillates and trivanillates were synthesized and found to possess promising cytostatic rather than cytotoxic properties. Several compounds under study decreased by >50% the activity of Aurora A, B, and C, and WEE1 kinase activity at
Akhtar Muhammad et al.
Bioorganic & medicinal chemistry letters, 22(1), 610-612 (2011-11-16)
A new methylene-bridged bisflavonoid, methylenebissantin (1), and nine known compounds, including flavonoids (2-5), diterpenoids (6 and 7), and phenol derivatives (8-10) were isolated from the aerial parts of Dodonaea viscosa Jacq. The structure elucidation was based on spectroscopic data analyses.
Shuang Song et al.
Journal of natural products, 73(2), 177-184 (2010-01-23)
Eleven new diglycosides, erycibosides A-K (1-11), four new chlorogenic acid derivatives (14-17), and a new bis-coumarin (18), together with 21 known compounds, have been isolated from an EtOH extract of the roots and stems of Erycibe hainanesis. Their structures were
Tae Hoon Kim et al.
Bioorganic & medicinal chemistry letters, 21(5), 1512-1514 (2011-02-02)
The naturally occurring yellow dietary diarylheptanoid curcumin (1) was converted by γ-ray to two new γ-lactones, curculactones A (2) and B (3), as well as four known transformates, erythro-1-(3-methoxy-4-hydroxy-phenyl)-propan-1,2-diol (4), threo-1-(3-methoxy-4-hydroxy-phenyl)-propan-1,2-diol (5), vanillic acid (6), and vanillin (7). The structures

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