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Merck
CN

SMB00083

Sweroside

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About This Item

Empirical Formula (Hill Notation):
C16H22O9
CAS Number:
Molecular Weight:
358.34
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352205
MDL number:
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InChI

1S/C16H22O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2,6-8,10-13,15-20H,1,3-5H2/t7-,8+,10-,11-,12+,13-,15+,16+/m1/s1

SMILES string

OC[C@H]1O[C@@H](O[C@@H]2OC=C3[C@@H](CCOC3=O)[C@H]2C=C)[C@H](O)[C@@H](O)[C@@H]1O

InChI key

VSJGJMKGNMDJCI-ZASXJUAOSA-N

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

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General description

Natural product derived from plant source.
Sweroside is an active component of iridoid glycoside, with a molecular weight of 358.344 Da. It is found in variety of plant species.

Application

Sweroside has been used as a standard in MC-high performance liquid chromatography (HPLC)-ultraviolet (UV) experiment.

Biochem/physiol Actions

Sweroside possesses hepatoprotective, antitumor, antibacterial and antifungal properties. It can be used as a potential therapeutic to treat osteoporosis.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Iridoids and Flavonoids of Four Siberian Gentians: Chemical Profile and Gastric Stimulatory Effect
Olennikov D N, et al.
Molecules (Basel), 20(10), 19172-19188 (2015)
Hui Sun et al.
Fitoterapia, 84, 174-179 (2012-12-04)
Herbal Fructus Corni is a folk medicine with a long history of safe use for treating osteoporosis in postmenopausal women or elderly men in Asia. Sweroside is a bioactive herbal ingredient isolated from Fructus Corni, which has been widely used
Wei-dong Xuan et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 41(11), 1064-1067 (2007-02-01)
To investigate the chemical constituents of water-soluble part of stem of Nauclea officinalis. The compounds were isolated and purified by resins, silica gel, and Sephadex LH20 column chromatography repeatedly, and their structures were identified by spectral analysis. Seven compounds were
M M Horn et al.
Phytochemistry, 57(1), 51-56 (2001-05-05)
From the rootstock of Scabiosa columbria L. loganin and sweroside were isolated. Sweroside showed moderate antibacterial activity. Pure sweroside was converted to the sweroside aglycone 1-acetoxy derivative (DABCO/Ac2O) after hydrolysis of the glucose unit. X-ray crystallography of the monoacetate showed
Anne T Stevens et al.
Organic & biomolecular chemistry, 7(17), 3527-3536 (2009-08-14)
A Diels-Alder cycloaddition approach to the sweroside aglycone intermediate of iridoids was explored using silylated butenolides and levoglucosenone as dienophiles under both Lewis acid and thermal conditions. Results of this study reveal no evidence that using less sterically demanding derivatives

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