Scopolin

C16H18O9CAS 531-44-2354.31 g/mol

Open in Covalent MOL file
OOOOOHOHOOHOH
AcetalAlcoholEther

Properties

Molecular formula
C16H18O9
Molar mass
354.31 g/mol
Exact mass
354.0951 Da
Melting point
221–223 °C
logP
-1.02Crippen estimate
Polar surface area
138.8 Ų
H-bond donors / acceptors
4 / 9
Rotatable bonds
4
Stereocentres
S, R, S, S, Rin SMILES atom order

Hazards

No GHS classification is on file for this compound. That is not evidence that it is harmless.

Search the SDS library

Identifiers

CAS number
531-44-2
SMILES
COc1cc2ccc(=O)oc2cc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChIKey
SGTCGCCQZOUMJJ-YMILTQATSA-N
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
Characterization data

Calculated from the structure, in the form journals print them.

¹H NMR
Predicted ¹H NMR (400 MHz, CDCl₃) δ 7.09 (d, J = 10.0 Hz, 1H), 6.96 (d, J = 7.0 Hz, 1H), 6.88 (s, 1H), 6.51 (s, 1H), 5.96 (d, J = 10.0 Hz, 1H), 4.91 (t, J = 7.0 Hz, 1H), 4.72 (t, J = 7.0 Hz, 1H), 4.41 (m, J = 7.0 Hz, 1H), 4.35 (m, J = 7.0 Hz, 1H), 3.95 (d, J = 7.0 Hz, 2H), 3.80 (s, 3H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H).
¹³C NMR
Predicted ¹³C NMR (101 MHz, CDCl₃) δ 161.2, 145.6, 142.7, 141.6, 139.3, 123.9, 123.7, 115.1, 113.6, 108.1, 85.7, 78.6, 78.1, 77.6, 62.5, 56.0.
[M + H]+
[M + H]+ Calcd for C16H19O9 355.1024
[M + Na]+
[M + Na]+ Calcd for C16H18NaO9 377.0843
[M − H]−
[M − H]− Calcd for C16H17O9 353.0878
Elemental analysis
Anal. Calcd for C16H18O9: C, 54.24; H, 5.12.

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

12 names
  • 2H-1-Benzopyran-2-one, 7-(β-D-glucopyranosyloxy)-6-methoxy-
  • 7-(β-D-Glucopyranosyloxy)-6-methoxy-2H-1-benzopyran-2-one
  • Scopoletin 7-glucoside
  • 6-Methoxy-7-(β-D-glucopyranosyloxy)coumarin
  • Scopoloside
  • Scopoline
  • Scopoletin 7-O-β-D-glucopyranoside
  • Scopoletin 7-O-glucoside
  • NSC 404560
  • 7-O-β-Glucopyranosylscopoletin
  • 7-(β-D-Glucopyranosyloxy)-6-methoxycoumarin
  • 6-Methoxycoumarin 7-O-β-D-glucoside

Work with Scopolin

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Similar compounds

Aesculin531-75-975 % similar Skimmin93-39-068 % similar Fraxin524-30-168 % similar Nodakenin495-31-861 % similar Scoparone120-08-156 % similar Glucovanillin494-08-656 % similar Glycitin40246-10-456 % similar 4-Methoxyphenyl beta-D-galactopyranoside3150-20-753 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

1-Caffeoylquinic acid1241-87-8 Chlorogenic acid327-97-9 4-Caffeoylquinic acid905-99-7 Neochlorogenic acid906-33-2

Elsewhere

PubChem CAS Common Chemistry NIST WebBook Wikipedia