ChemicalBook--->CAS DataBase List--->531-44-2

531-44-2

531-44-2 Structure

531-44-2 Structure
IdentificationBack Directory
[Name]

scopolin
[CAS]

531-44-2
[Synonyms]

5Mg
CPD-678
Murrayin
Scopoloside
Scopoletin glucoside
Scopoletin 7-O-Glucoside
scopoletin-β-D-galactoside
6-Methoxycoumarin 7-O-beta-D-glucoside
6-Methoxy-7-(beta-D-glucopyranosyloxy)coumarin
7-(beta-D-Glucopyranosyloxy)-6-methoxycoumarin
2H-1-Benzopyran-2-one, 7-(β-D-glucopyranosyloxy)-6-methoxy-
7-(beta-D-Glucopyranosyloxy)-6-methoxy-2H-1-benzopyran-2-one
6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
[Molecular Formula]

C16H18O9
[MDL Number]

MFCD02259444
[MOL File]

531-44-2.mol
[Molecular Weight]

354.309
Chemical PropertiesBack Directory
[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
[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|
Hazard InformationBack Directory
[Chemical Properties]

It is soluble in organic solvents such as methanol, ethanol, and DMSO, and is derived from the bark of Lycium bark, Thunbergia dichotoma, the root of Hyoscyamus scoparia, Lycium barbarum, and mulberry.
[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
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

scopolin(531-44-2)1HNMR
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