Coniferin

Title: Coniferin
CAS Registry Number: 531-29-3
CAS Name: 4-(3-Hydroxy-1-propenyl)-2-methoxyphenyl b-D-glucopyranoside
Additional Names: 4-hydroxy-3-methoxy-1-(g-hydroxypropenyl)benzene-4-D-glucoside; abietin; laricin
Molecular Formula: C16H22O8
Molecular Weight: 342.34
Percent Composition: C 56.13%, H 6.48%, O 37.39%
Literature References: Principal glucoside of the conifers. Also in comfrey root, sugar beet, and asparagus. Extraction from the cambium layer of fir: Solntsev, C.A. 38, 3780 (1944). Synthesis: Pauley, Feuerstein, Ber. 60, 1031 (1927). Hydrolysis by emulsin yields coniferyl alcohol and D-glucose. Yields lignin-like material by enzymatic dehydrogenation and polymerization: Freudenberg et al., Ber. 85, 641 (1952); Freudenberg, Rasenack, Ber. 86, 756 (1953).
Derivative Type: Dihydrate
Properties: Crystals from water. Anhydr after 4 hrs at 100°. Anhydr coniferin, mp 186°. [a]D20 -68° (c = 0.5). Absorption spectrum: Patterson, Hibbert, J. Am. Chem. Soc. 65, 1862 (1943). One gram dissolves in 200 ml water, freely sol in boiling water; sol in pyridine; sparingly sol in alc. Practically insol in ether.
Melting point: mp 186°
Optical Rotation: [a]D20 -68° (c = 0.5)
Coniferyl Alcohol Conium Fruit Connexins Conquinamine Convallamarogenin

Coniferin
Coniferin structure.svg
Identifiers
CAS number 531-29-3
PubChem 5280372
ChemSpider 4444067
Jmol-3D images Image 1
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.