Coniferin

From Wikipedia, the free encyclopedia

Coniferin

IUPAC name (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-[4-[(E)-3-hydroxyprop-1-enyl]-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
CAS number	531-29-3
PubChem	5280372
ChemSpider	4444067
Jmol-3D images	{{#if:O(c1c(OC)cc(/C=C/CO)cc1)[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)CO\|Image 1
SMILES O(c1c(OC)cc(/C=C/CO)cc1)[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)CO
InChI InChI=1/C16H22O8/c1-22-11-7-9(3-2-6-17)4-5-10(11)23-16-15(21)14(20)13(19)12(8-18)24-16/h2-5,7,12-21H,6,8H2,1H3/b3-2+/t12-,13-,14+,15-,16-/m1/s1 Key: SFLMUHDGSQZDOW-FAOXUISGBA
Properties
Molecular formula	C₁₆H₂₂O₈
Molar mass	342.35 g/mol
Melting point	186 °C; 367 °F; 459 K
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

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.

References

↑ Dihydrofurocoumarin glucosides from Angelica archangelica and Angelica silvestris. John Lemmich, Svend Havelund and Ole Thastrup, Phytochemistry, 1983, Volume 22, Issue 2, Pages 553–555, doi:10.1016/0031-9422(83)83044-1

v t e Types of Monolignols

Aglycones	coniferyl alcohol sinapyl alcohol paracoumaryl alcohol

Glycosides	Coniferin

This article is issued from Wikipedia. The text is available under the Creative Commons Attribution/Share Alike; additional terms may apply for the media files.