Scopolin

Scopolin is a glucoside of scopoletin formed by the action of the enzyme scopoletin glucosyltransferase.[1]

Scopolin

Identifiers
CAS Number	531-44-2^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:16065^Y
ChemSpider	388609
PubChem CID	439514
UNII	1Y49270PY8^Y
CompTox Dashboard (EPA)	DTXSID20967621
InChI InChI=1S/C16H18O9/c1-22-9-4-7-2-3-12(18)23-8(7)5-10(9)24-16-15(21)14(20)13(19)11(6-17)25-16/h2-5,11,13-17,19-21H,6H2,1H3/t11-,13-,14+,15-,16-/m1/s1 Key: SGTCGCCQZOUMJJ-YMILTQATSA-N InChI=1/C16H18O9/c1-22-9-4-7-2-3-12(18)23-8(7)5-10(9)24-16-15(21)14(20)13(19)11(6-17)25-16/h2-5,11,13-17,19-21H,6H2,1H3/t11-,13-,14+,15-,16-/m1/s1 Key: SGTCGCCQZOUMJJ-YMILTQATBT
SMILES COC1=C(C=C2C(=C1)C=CC(=O)O2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
Properties
Chemical formula	C16H18O9
Molar mass	354.311 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References

1. Hino F, Okazaki M and Miura Y (1982). "Effect of 2,4-dichlorophenoxyacetic acid on glucosylation of scopoletin to scopolin in tobacco tissue-culture". Plant Physiol. 69 (4): 810–813. doi:10.1104/pp.69.4.810. PMC 426310. PMID 16662301.

Bibliography

• Steck, Warren (1967). "Biosynthesis of Scopolin in Tobacco". Canadian Journal of Biochemistry. 45 (6): 889–896. doi:10.1139/o67-099. ISSN 1208-6002.
• Steck, Warren (1967). "The Biosynthetic Pathway from Caffeic Acid to Scopolin in Tobacco Leaves". Canadian Journal of Biochemistry. 45 (12): 1995–2003. doi:10.1139/o67-233. ISSN 1208-6002.