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Swertiamarine

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Swertiamarine Basic information

Product Name:
Swertiamarine
Synonyms:
  • (4ar-(4a-alpha,5-beta,6-alpha))-ranosyloxy)-4a-hydroxy
  • 1h,3h-pyrano(3,4-c)pyran-1-one,4,4a,5,6-tetrahydro-5-ethenyl-6-(beta-d-glucopy
  • 1H,3H-Pyrano[3,4-c]pyran-1-one,4,4.alpha.,5,6-tetrahydro-5-ethenyl-6-(.beta.-D-glucopyranosyloxy)-4.alpha.-hydroxy-,[4ar-(4.alpha.-.alpha.,5-.beta.,D-.alpha.)]-
  • 3H-Pyrano[3,4-c]pyran-1-one,4,4.alpha.,5,6-tetrahydro-5-ethenyl-6-(.beta.-D-glucopyranosyloxy)-4.1H
  • Swertiamari
  • 4-c)pyran-1-one,4,4a,5,6-tetrahydro-5-ethenyl-6-(beta-d-glucopyranosyloxy)-4a-hydroxy-3h-pyrano(1
  • glucopyranosyloxy)-4,4a,5,6-tetrahydro-4a-hydroxy-,(4aR,5R, 6S)-
  • Swertiamarin(6CI,7CI,8CI)
CAS:
17388-39-5
MF:
C16H22O10
MW:
374.34
Product Categories:
  • Inhibitors
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Sugars, Carbohydrates & Glucosides
Mol File:
17388-39-5.mol
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Swertiamarine Chemical Properties

Melting point:
113-114°
alpha 
D20 -127° (c = 1 in 96% ethanol)
Boiling point:
649.3±55.0 °C(Predicted)
Density 
1.57±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
DMSO : 250 mg/mL (667.84 mM; Need ultrasonic)
form 
Solid
pka
11.56±0.60(Predicted)
color 
White to Yellow to Orange
λmax
238nm(MeOH)(lit.)
Merck 
14,9010
BRN 
55278
Stability:
Hygroscopic
InChIKey
HEYZWPRKKUGDCR-QBXMEVCASA-N
CAS DataBase Reference
17388-39-5(CAS DataBase Reference)
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Safety Information

Safety Statements 
24/25
WGK Germany 
3
RTECS 
UQ1366700
HS Code 
29389090
Toxicity
mouse,LD50,intraperitoneal,> 8gm/kg (8000mg/kg),BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY),Zhongcaoyao. Chinese Traditional and Herbal Medicine. Vol. 13, Pg. 464, 1982.
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Swertiamarine Usage And Synthesis

Chemical Properties

White crystals, soluble in water, methanol, ethanol, almost insoluble in chloroform, ether, petroleum ether, from long-stalked Gentiana macrophylla (Tibet) when the medicine, swertia, green leaf urchin, fritillary.

Uses

Swertimarine is an extract from Enicostemma littorale which is an herb used in the treatment of type 1 and 2 diabetes. Used to sensitize the cells to hypolipidemic conditions and insulin.

Definition

ChEBI: Swertiamarin is a glycoside.

Biological Activity

Swertiamarin has shown potential as antiatherogenic agent by inhibiting HMG-CoA reductase activity in high cholesterol fed rats. The high cholesterol fed rats treated with Swertiamarin showed prevention of increased serum total cholesterol, triglycerides, LDLs and VLDLs.

in vivo

Swertiamarin (50, 75 mg/kg; once daily; 7 days; p.o.) has a lipid-lowering effect in hypercholesterolemic rats[1]. Swertiamarin (100, 200 mg/kg; once daily; 8 weeks; i.g.) has antioxidant and hepatoprotective effects on carbon tetrachloride induced rat hepatotoxicity through the Nrf2/HO-1 pathway[2]. Swertiamarin (2, 5, 10 mg/kg; once daily; 2 weeks; p.o.) prevents bone erosion in arthritis rats by regulating RANKL/RANK/OPG signaling transduction[3]. Swertiamarin (2, 5, 10 mg/kg; once daily; 2 weeks; p.o.) attenuates inflammatory mediators by regulating NF - κ B/I, κ B, and JAK2/STAT3 transcription factors in adjuvant induced arthritis rats[4].

Animal Model:Male Sprague Dawley (SD) rats with hypercholesterolemia induced by supplementing a diet rich in cholesterol[1].
Dosage:50, 75 mg/kg
Administration:Oral gavage (p.o.); once daily; 7 days
Result:Reduced serum total cholesterol, triglyceride concentration and atherosclerosis index.
Animal Model:Male Sprague Dawley (SD) rat model of liver injury induced by CCl4[2].
Dosage:100, 200 mg/kg
Administration:i.g. ; once daily; 8 weeks
Result:Reduced the levels of serum marker enzymes ALT, AST, and ALP representing liver damage, and restored antioxidant enzyme activity and GSH content in rat liver.
Animal Model:Induced arthritis rat model by intradermal injection of 0.1ml Freund's complete adjuvant (FCA) in 1ml paraffin oil into the right hind paw of rats[3][4].
Dosage:2, 5, 10 mg/kg
Administration:Oral gavage (p.o.); once daily; 2 weeks
Result:Reduced calcium and TRAP, ACP, and ALP levels in serum and urine of arthritis rats, and increased phosphorus and collagen levels[3]. Inhibited paw thickness, lysosomal enzyme levels, and increased body weight in rats[4].

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