Structure via PubChem · Public domain (PubChem)
scopolin
Sign in to saveAlso known as Scopoloside, Scopoletin 7-glucoside, 7beta-D-Glucopyranosyloxy-6-methoxycumarin, Murrayin
Scopolin is a glucoside of scopoletin formed by the action of the enzyme scopoletin glucosyltransferase. It occurs in Chamaemelum nobile.
Chemical data
- Formula
- C16H18O9
- Molecular weight
- 354.31 g/mol
- IUPAC name
- 6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
- 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
- InChIKey
- SGTCGCCQZOUMJJ-YMILTQATSA-N
- XLogP
- -1.1
- Polar surface area
- 135 Ų
- H-bond donors
- 4
- H-bond acceptors
- 9
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Has part
- hydrogen
- Mass
- 354.095082
Show 4 more facts
- chemical formula
- C₁₆H₁₈O₉
- isomeric 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
- canonical SMILES
- COC1=C(C=C2C(=C1)C=CC(=O)O2)OC3C(C(C(C(O3)CO)O)O)O
- found in taxon
- Acer saccharum
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- References
- Bibliography
{{Chembox |ImageFile = Scopolin structure.svg |ImageSize = 180px |IUPACName = 7-(β-D-Glucopyranosyloxy)-6-methoxy-2H-1-benzopyran-2-one |SystematicName = 6-Methoxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-1-benzopyran-2-one |Section1= |Section2= }} Scopolin is a glucoside of scopoletin formed by the action of the enzyme scopoletin glucosyltransferase. It occurs in Chamaemelum nobile.
== References ==
Excerpted from Wikipedia’s “scopolin” article, available under the CC BY-SA 4.0 licence.