Swertiamarin
Names
[ CAS No. ]:
17388-39-5
[ Name ]:
Swertiamarin
[Synonym ]:
MFCD07783984
(4aR,5R,6S)-5-ethenyl-4a-hydroxy-1-oxo-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-6-yl β-D-glucopyranoside
1H,3H-Pyrano[3,4-c]pyran-1-one, 5-ethenyl-6-(β-D-glucopyranosyloxy)-4,4a,5,6-tetrahydro-4a-hydroxy-, (4aR,5R,6S)-
(4aR,5R,6S)-4a-Hydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-5-vinyl-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-1-one
(4aR,5R,6S)-5-Ethenyl-4a-hydroxy-1-oxo-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyr-6-yl-β-D-glucopyranoside
4,4a,5,6-Tetrahydro-4aa-hydroxy-1-oxo-5b-vinyl-1H,3H-pyrano[3,4-c]pyran-6-yl b-D-Glucopyranoside
(4aR,5R,6S)-4a-Hydroxy-1-oxo-5-vinyl-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-6-yl β-D-glucopyranoside
1H,3H-Pyrano(3,4-c)pyran-1-one, 5-ethenyl-6-(β-d-glucopyranosyloxy)-4,4a,5,6-tetrahydro-4a-hydroxy-, (4aR,5R,6S)-
Swertiamarin
[4aR-(4aa,5b,6a)]-5-Ethenyl-6-(b-D-glucopyranosyloxy)-4,4a,5,6-tetrahydro-4a-hydroxy-1H,3H-pyrano[3,4-c]pyran-1-one
Biological Activity
[Description]:
[Related Catalog]:
[References]
Chemical & Physical Properties
[ Density]:
1.6±0.1 g/cm3
[ Boiling Point ]:
649.3±55.0 °C at 760 mmHg
[ Melting Point ]:
111ºC
[ Molecular Formula ]:
C16H22O10
[ Molecular Weight ]:
374.340
[ Flash Point ]:
237.7±25.0 °C
[ Exact Mass ]:
374.121307
[ PSA ]:
155.14000
[ LogP ]:
-3.15
[ Vapour Pressure ]:
0.0±4.4 mmHg at 25°C
[ Index of Refraction ]:
1.626
[ Storage condition ]:
?20°C
MSDS
Toxicological Information
CHEMICAL IDENTIFICATION
- RTECS NUMBER :
- UQ1366700
- CHEMICAL NAME :
- 1H,3H-Pyrano(3,4-c)pyran-1-one, 4,4a,5,6-tetrahydro-5-ethenyl-6-(beta-d-glucopyranosy loxy)-4a-hydroxy-, (4aR-(4a-alpha,5-beta,6-alpha))-
- CAS REGISTRY NUMBER :
- 17388-39-5
- BEILSTEIN REFERENCE NO. :
- 0055278
- LAST UPDATED :
- 199806
- DATA ITEMS CITED :
- 3
- MOLECULAR FORMULA :
- C16-H22-O10
- MOLECULAR WEIGHT :
- 374.38
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- >10 gm/kg
- TOXIC EFFECTS :
- Behavioral - altered sleep time (including change in righting reflex) Behavioral - somnolence (general depressed activity)
- REFERENCE :
- CTYAD8 Zhongcaoyao. Chinese Traditional and Herbal Medicine. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.11- 1980- Volume(issue)/page/year: 13,464,1982
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- >8 gm/kg
- TOXIC EFFECTS :
- Behavioral - altered sleep time (including change in righting reflex) Behavioral - somnolence (general depressed activity)
- REFERENCE :
- CTYAD8 Zhongcaoyao. Chinese Traditional and Herbal Medicine. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.11- 1980- Volume(issue)/page/year: 13,464,1982
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- >5 gm/kg
- TOXIC EFFECTS :
- Behavioral - altered sleep time (including change in righting reflex) Behavioral - somnolence (general depressed activity)
- REFERENCE :
- CTYAD8 Zhongcaoyao. Chinese Traditional and Herbal Medicine. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.11- 1980- Volume(issue)/page/year: 13,464,1982
Safety Information
[ Hazard Codes ]:
C
[ Risk Phrases ]:
R23:Toxic by inhalation. R34:Causes burns.
[ Safety Phrases ]:
S26-S36-S45
[ RIDADR ]:
UN 1789
[ WGK Germany ]:
3.0
[ RTECS ]:
UQ1366700
[ Packaging Group ]:
III
[ Hazard Class ]:
8
Articles
J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 879(19) , 1653-8, (2011)
A new LC-ESI-MS/MS assay method has been developed and validated for the quantification of swertiamarin, a representative bioactive substance of Swertia plants, in rat plasma using gentiopicroside, an...
Hypoglycemic activity of C-glycosyl flavonoid from Enicostemma hyssopifolium.Pharm. Biol. 49(4) , 383-91, (2011)
Enicostemma hyssopifolium Verdoon (Gentianaceae) has been documented for various therapeutic effects in traditional systems of medicine; the hypoglycemic and hypolipidemic activities are also well rep...
Antihyperlipidaemic activity of swertiamarin, a secoiridoid glycoside in poloxamer-407-induced hyperlipidaemic rats.J. Nat. Med. 63(4) , 437-42, (2009)
We have investigated antihyperlipidaemic effect of swertiamarin (50 mg/kg, oral once) isolated from the perennial herb Enicostemma littorale Blume in poloxamer 407 (P-407)-induced hyperlipidaemic rats...