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Scopoloside

$143

  • Brand : BIOFRON

  • Catalogue Number : BF-S2026

  • Specification : 98%

  • CAS number : 531-44-2

  • Formula : C16H18O9

  • Molecular Weight : 354.309

  • PUBCHEM ID : 439514

  • Volume : 20mg

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Catalogue Number

BF-S2026

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

354.309

Appearance

White crystalline powder

Botanical Source

Morus alba,Artemisia annua,Yulania biondii,Euphorbia fischeriana,Angelica dahurica

Structure Type

Phenylpropanoids

Category

Standards;Natural Pytochemical;API

SMILES

COC1=C(C=C2C(=C1)C=CC(=O)O2)OC3C(C(C(C(O3)CO)O)O)O

Synonyms

Scopolin/2H-1-Benzopyran-2-one, 7-(β-D-glucopyranosyloxy)-6-methoxy-/Scopoletin glucoside/7-(β-D-glucopyranosoyloxy)-6-methoxy-2H-1-benzopyran-2-one/2H-1-Benzopyran-2-one, 7- (β-D-glucopyranosyloxy)-6-methoxy-/5Mg/7-(b-D-Glucopyranosyloxy)-6-methoxy-2H-1-benzopyran-2-one/Scopoletin 7-O-Glucoside/6-Methoxy-2-oxo-2H-chromen-7-yl β-D-glucopyranoside2'-β-D-glucosyl scopolin/Murrayin/Scopolin (8CI)/CPD-678/Scopoletin 7-glucoside/7β-D-Glucopyranosyloxy-6-methoxycoumarin/Scopoline/Scopoloside

IUPAC Name

6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one

Density

1.6±0.1 g/cm3

Solubility

Water

Flash Point

241.5±25.0 °C

Boiling Point

650.2±55.0 °C at 760 mmHg

Melting Point

217ºC

InChl

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

InChl Key

SGTCGCCQZOUMJJ-YMILTQATSA-N

WGK Germany

RID/ADR

HS Code Reference

2938900000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:531-44-2) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Article Available.


Description :

Scopolin isolated from Erycibe obtusifolia Benth stems suppresses adjuvant-induced rat arthritis by inhibiting inflammation and angiogenesis PUMID/DOI:19327410 Int Immunopharmacol. 2009 Jul;9(7-8):859-69. Despite Scopolin is a main coumarin constituent in the stems of Erycibe obtusifolia Benth, a herb drug that has long been utilized in traditional Chinese medicine for the treatment of rheumatoid arthritis, little information is available about the pharmacological activities of this compound. The present study was performed to investigate the anti-rheumatic effects of Scopolin in adjuvant-induced arthritis (AIA) in rats, and explore the underlying mechanisms of action in views of anti-inflammatory and anti-angiogenic properties in the synovial tissues. Scopolin (50, 100 mg/kg), injected intraperitoneally for 10 days from the onset of secondary response, significantly inhibited both inoculated and non-inoculated paw swelling as well as articular index scores in AIA. Meanwhile, the mean body weight of rats treated with Scopolin was higher than that of model group. Rats treated with high dose of Scopolin (100 mg/kg) preserved a nearly normal histological architecture of the joints and showed a significant reduction of the new blood vessels in the synovial tissues. Additionally, Scopolin could reduce IL-6, VEGF and FGF-2 expressions in rat synovial tissues. In conclusion, Scopolin can reduce the clinical symptoms of rat AIA by inhibiting inflammation and angiogenesis, and this compound may be a potent agent for angiogenesis related diseases and can serve as a structural base for screening more potent synthetic analogs. Acetylcholinesterase inhibitory activity of scopolin and scopoletin discovered by virtual screening of natural products. PUMID/DOI:15566295 J Med Chem. 2004 Dec 2;47(25):6248-54. Scopoletin (1) and its glucoside Scopolin (2) emerged as potential AChE inhibitors by the virtual screening procedure. They were isolated by different chromatographic methods from the medicinal plant Scopolia carniolica Jaqc. and tested in an enzyme assay using Ellman's reagent. They showed moderate, but significant, dose-dependent and long-lasting inhibitory activities. In the in vivo experiments (icv application of 2 micromol) 1 and Scopolin increased the extracellular acetylcholine (ACh) concentration in rat brain to about 170% and 300% compared to basal release, respectively. || Fungitoxic effect of scopolin and related coumarins on Sclerotinia sclerotiorum. A way to overcome sunflower head rot. PUMID/DOI:DOI: 10.1007/s10681-005-9045-8 Euphytica, 2006, 147(3):451-460. The content of coumarins, as probable phytoalexins, was analysed in four sunflower genotypes that ranged in responses to head rot from highly susceptible to highly resistant. Low levels of all coumarins (Scopolin, scopoletin and ayapin) were detected in the three most susceptible genotypes irrespective of time after inoculation. However, in the resistant genotype there was a clear time-dependent disease-induced increase of all coumarins that reached a maximum after 10-14 days. Detailed comparison of the most susceptible and the resistant genotype showed that in the resistant but not the susceptible, scopoletin peroxidase activity increased during the course of the experiment. Results confirmed a clear negative correlation between coumarin content and disease symptoms and in particular for Scopolin. Furthermore we show for the first time that Scopolin is inhibitory to Sclerotinia at similar doses to scopoletin. As Scopolin is known to be less phytotoxic than ayapin and scopoletin, its accumulation may well confer head rot resistance with minimal plant damage and might be one of the bases for resistance to Sclerotinia. Antinociceptive properties of coumarins, steroid and dihydrostyryl-2-pyrones from Polygala sabulosa (Polygalaceae) in mice PUMID/DOI:16393470 J Pharm Pharmacol. 2006 Jan;58(1):107-12. We have investigated the possible antinociceptive action of the extract, fractions and pure compounds obtained from the whole plant Polygala sabulosa A. W. Bennett (Polygalaceae) in acetic acid-induced visceral pain in mice. Intraperitoneal injection of animals with the hydroalcoholic extract and fractions (CH(2)Cl(2), EtOAc, n-BuOH, aqueous fraction) (1-100 mg kg(-1)) caused a dose-related and significant inhibition of the acetic acid-induced visceral nociceptive response. The CH(2)Cl(2), EtOAc and n-BuOH fractions were more potent than the hydroalcoholic extract and aqueous fraction. The isolated compounds dihydrostyryl-2-pyrones (1, 2, 3), styryl-2-pyrone (7), alpha-spinasterol (9), scopoletin (10) and two esters of the coumarin (scopoletin) obtained semisynthetically, acetylscopoletin (10a) and benzoylscopoletin (10b) (0.001-10 mg kg(-1)), exhibited significant and dose-related antinociceptive effects against acetic acid-induced visceral pain. The results distinguished, for the first time, the extract, fractions and pure compounds obtained from P. sabulosa that produced marked antinociception against the acetic acid-induced visceral nociceptive response, supporting the ethnomedical use of P. sabulosa.