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Sigma-Aldrich

Methyl vanillate

99%

Synonym(s):

Methyl 4-hydroxy-3-methoxybenzoate

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About This Item

Linear Formula:
HOC6H3(OCH3)CO2CH3
CAS Number:
3943-74-6
Molecular Weight:
182.17
EC Number:
223-525-9
MDL number:
MFCD00008438
UNSPSC Code:
12352100
PubChem Substance ID:
24848233
NACRES:
NA.22

Assay

99%

form

solid

bp

285-287 °C (lit.)

mp

64-67 °C (lit.)

SMILES string

COC(=O)c1ccc(O)c(OC)c1

InChI

1S/C9H10O4/c1-12-8-5-6(9(11)13-2)3-4-7(8)10/h3-5,10H,1-2H3

InChI key

BVWTXUYLKBHMOX-UHFFFAOYSA-N

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General description

Methyl vanillate is a volatile compound present in cloudberries (Rubus Chamaemorus.).

Application

Methyl vanillate was used to investigate the volatile compounds of heather honeys from Calluna vulgaris and Erica arborea.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

Certificates of Analysis (COA)

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Revecca Theodori et al.
Journal of natural products, 69(4), 662-664 (2006-04-29)
Three linear sesquiterpene lactones, anthecotulide (1), hydroxyanthecotulide (2), and acetoxyanthecotulide (3), were isolated from the aerial parts of Anthemis auriculata. Five known flavonoids, taraxa-20(30)en-3beta-ol (4), and methyl vanillate (5) were also isolated. The structures and the relative configuration of the
T Pyysalo et al.
Zeitschrift fur Lebensmittel-Untersuchung und -Forschung, 163(1), 25-30 (1977-01-01)
The qualitative and quantitative differences between the volatiles of fresh and heated cloudberries have been evaluated and the significance of the differences calculated. 14 new cloudberry volatiles have been identified, including vanillin, methyl vanillate, acetovanillone and 3,5-dihydroxy-2-methyl-4H-pyran-4-one. During the heating
Floral origin markers of heather honeys: Erica arborea and Calluna vulgaris.
Guyot C, et al.
Food Chemistry, 64(1), 3-11 (1999)
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

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