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scopolin

Basic information Safety Supplier Related

scopolin Basic information

Product Name:
scopolin
Synonyms:
  • Scopoletin 7-O-Glucoside
  • CPD-678
  • 6-Methoxy-7-(beta-D-glucopyranosyloxy)coumarin
  • 6-Methoxycoumarin 7-O-beta-D-glucoside
  • 7-(beta-D-Glucopyranosyloxy)-6-methoxy-2H-1-benzopyran-2-one
  • 7-(beta-D-Glucopyranosyloxy)-6-methoxycoumarin
  • 5Mg
  • Murrayin
CAS:
531-44-2
MF:
C16H18O9
MW:
354.31
Mol File:
531-44-2.mol
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scopolin Chemical Properties

Melting point:
217℃
Boiling point:
650.2±55.0 °C(Predicted)
Density 
1.552
storage temp. 
2-8°C
solubility 
Soluble in DMSO
form 
powder
pka
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|
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Safety Information

WGK Germany 
WGK 3
Storage Class
11 - Combustible Solids
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scopolin Usage And Synthesis

Chemical Properties

Soluble in methanol, ethanol, DMSO and other organic solvents, derived from diclofenac, dingongteng, scopolamine root, ningxia wolfberry, mulberry tree.

Uses

Scopoletin 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.

Definition

ChEBI: A member of the class of coumarins that is scopoletin attached to a beta-D-glucopyranosyl residue at position 7 via a glycosidic linkage.

in vivo

Scopolin (0.02% (w/w) in HFD diet, 8 weeks) decreases the body weight gain, and alleviates hepatic steatosis in HFD-fed mice[2].
Scopolin (2 μmol, icv) increases the extracellular acetylcholine concentration in rat brain to about 300% compared to basal release[3].
Scopolin (50, 100 mg/kg, i.p.) inhibits adjuvant-induced arthritis by inhibiting inflammation and angiogenesis in rats[4].

Animal Model:HFD-fed C57BL/6?N mice[2]
Dosage:0.02% (w/w) in HFD diet (equivalent to 20?mg/kg body weight)
Administration:Supplemented in diet, 8 weeks
Result:Reversed the HFD-induced hepatic TG, cholesterol, and fatty acid accumulation by 35%, 49%, and 35%, respectively.
Reversed the HFD-induced decrease in plasma adiponectin levels by 76%, and reduced the increased plasma MCP-1, TNFα, and IL-6 levels.
Restored HFD-induced downregulation of SIRT1 activity.
Animal Model:Adjuvant-induced arthritis (AIA) rats[4]
Dosage:50, 100 mg/kg
Administration:i.p.
Result:Inhibited inoculated and non-inoculated paw swelling and articular index scores.
Reduced new blood vessels, and reduced IL-6, VEGF and FGF-2 expressions in rat synovial tissues.

target

VEGFR | IL Receptor | AChR | Antifection

IC 50

SIRT1

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