Coniferin
Appearance
Names | |
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Preferred IUPAC name
(2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-{4-[(1E)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenoxy}oxane-3,4,5-triol | |
Other names
• β-D-Glucopyranoside 4-(3-hydroxy-1-propenyl)-2-methoxyphenyl
• Coniferyl alcohol β-D-glucoside | |
Identifiers | |
3D model (JSmol)
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ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.230.647 |
PubChem CID
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UNII | |
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Properties | |
C16H22O8 | |
Molar mass | 342.344 g·mol−1 |
Appearance | White crystalline solid |
Melting point | 186 °C (367 °F; 459 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Coniferin is a glucoside of coniferyl alcohol. This white crystalline solid is a metabolite in conifers, serving as an intermediate in cell wall lignification, as well as having other biological roles. It can also be found in the water root extract of Angelica archangelica subsp. litoralis.[1]
Vanillin was first synthesized from coniferin by chemists Ferdinand Tiemann and Wilhelm Haarmann.[2]
References
[edit]- ^ Lemmich, John; Havelund, Svend; Thastrup, Ole (1983). "Dihydrofurocoumarin glucosides from Angelica archangelica and Angelica silvestris". Phytochemistry. 22 (2): 553–555. Bibcode:1983PChem..22..553L. doi:10.1016/0031-9422(83)83044-1.
- ^ "Vanillin". Molecule of the Week. American Chemical Society. September 13, 2016.