6-Methoxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
Basic information
- CAS
531-44-2- Standard SMILES
COc1cc2ccc(=O)oc2cc1OC1OC(CO)C(O)C(O)C1O- InChIKey
SGTCGCCQZOUMJJ-UHFFFAOYSA-N- Molecular formula
- C16H18O9
- Average molar mass
- 354.31 g/mol
- Monoisotopic mass
- 354.09508215
Overview
6-Methoxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one is a member of coumarins and a glycoside.
Names & identifiers
- Preferred name
- 6-Methoxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
- IUPAC
- 6-methoxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
- English name
- scopolin
- Molecular formula
- C16H18O9
- Molecular weight
- 354.31
Names & synonyms
6-methoxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one6-methoxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-chromen-2-one2H-1-Benzopyran-2-one, 7-(.beta.-D-glucopyranosyloxy)-6-methoxy-SCHEMBL14296928CHEBI:182227NSC404560s3262ST0770746-methoxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)(2H-3,4,5,6-tetrahydropyran-2-y l)oxy]chromen-2-one5MgScopoletin glucosideCPD-678
Show more names
MurrayinSCOPOLINFM-381 HClScopolosideGSK-690 HClScopolin-RMScopolin, 99%min
Database identifiers
- CAS
531-44-2
Properties
Computed structural properties
- XLogP
- -1.1
- Topological polar surface area
- 135 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 4
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 510
Physicochemical properties
- Melting point
- 217 ℃ · 217℃
- Boiling point
- 650.2 · 650.2±55.0 °C(Predicted)
- Density
- 1.552 · 1.552
- storage temp.
- 2 · 2-8°C
- solubility
- Soluble in DMSO
- form
- powder
- pka
- 12.71 · 12.71±0.70(Predicted)
- color
- White
- Major Application
- food and beverages
- InChI
- 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-/s3
- InChIKey
- SGTCGCCQZOUMJJ-ONCUFOQVNA-N
- SMILES
- O([C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)C1C=C2OC(=O)C=CC2=CC=1OC |&1:1,2,3,5,7,r|
- FDA UNII
- 1 Y49270PY8 · 1Y49270PY8
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- WGK Germany
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesScopoletin 7-O-glucoside is a derivative of Scopoletin (S200500), a common constituent found in a variety of plants that has potential to regulate hyperthyroidism in rats. Scopoletin 7-O-glucoside is a compound that is obtained from the methanolic extract of the fresh underground parts of the flower Scopolia japonica.
Additional notes
DefinitionChEBI: A member of the class of coumarins that is scopoletin attached to a beta-D-glucopyranosyl residue at position 7 via a glycosidic linkage.
Related reactions
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Compound notes
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