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51415-02-2

51415-02-2 structure
51415-02-2 structure
  • Name: Chikusetsusaponin IVa
  • Chemical Name: chikusetsusaponin-IVa
  • CAS Number: 51415-02-2
  • Molecular Formula: C42H66O14
  • Molecular Weight: 794.965
  • Catalog: Biochemical Plant extracts
  • Create Date: 2018-09-04 22:47:13
  • Modify Date: 2024-01-01 23:46:15
  • Chikusetsusaponin IVa a major active ingredient of triterpenoid saponins, exerts antithrombotic effects, including minor hemorrhagic events. This appears to be important for the development of new therapeutic agents. a novel AMPK activator that is capable of bypassing defective insulin signalling and could be useful for the treatment of T2DM or other metabolic disorders.IC50 Value: 199.4 ± 9.1 μM (inhibiting thrombin-induced fibrinogen clotting) Target: In vitro: Using biochemical and pharmacological methods, it proves that chikusetsusaponin IVa prolongs the recalcification time, prothrombin time, activated partial thromboplastin time, and thrombin time of normal human plasma in a dose-dependent manner; inhibits the amidolytic activity of thrombin and factor Xa upon synthetic substrates S2238 and S2222; inhibits thrombin-induced fibrinogen clotting (50% inhibition concentration, 199.4 ± 9.1 μM); inhibits thrombin- and collagen-induced platelet aggregation. Chikusetsusaponin IVa can also preferentially inhibits thrombin in a competitive manner (K(i)=219.6 μM) [1]. Chikusetsusaponin IVa suppresses the production of iNOS, COX-2, IL-1β, IL-6, and TNF-α in LPS-stimulated THP-1 cells likely by inhibiting NF-κB activation and ERK, JNK, and p38 signal pathway phosphorylation [2].In vivo: Studies were performed on type 2 diabetic mellitus (T2DM) rats given CHS for 28 days to test the antihyperglycemic activity. Oral administration of CHS dose-dependently increased the level of serum insulin and decreased the rise in blood glucose level [3].

Name chikusetsusaponin-IVa
Synonyms Chikusetsusaponin
Chikusetsusaponin Iva
1-O-[(3α,5ξ,9ξ)-3-(β-D-Glucopyranuronosyloxy)-28-oxoolean-12-en-28-yl]-β-D-glucopyranose
GLUCOPYRANOSIDURONIC ACID
Silphioside G
Chikusetsu saponin Ⅳa
β-D-Glucopyranose, 1-O-[(3α,5ξ,9ξ)-3-(β-D-glucopyranuronosyloxy)-28-oxoolean-12-en-28-yl]-
β-D-Glucopyranose, 1-O-[(3β)-3-(β-D-glucopyranuronosyloxy)-28-oxoolean-12-en-28-yl]-
Chikusetsu Saponin IVa
1-O-[(3β)-3-(β-D-Glucopyranuronosyloxy)-28-oxoolean-12-en-28-yl]-β-D-glucopyranose
Calenduloside F
Chikusetsusaponin IV
Description Chikusetsusaponin IVa a major active ingredient of triterpenoid saponins, exerts antithrombotic effects, including minor hemorrhagic events. This appears to be important for the development of new therapeutic agents. a novel AMPK activator that is capable of bypassing defective insulin signalling and could be useful for the treatment of T2DM or other metabolic disorders.IC50 Value: 199.4 ± 9.1 μM (inhibiting thrombin-induced fibrinogen clotting) Target: In vitro: Using biochemical and pharmacological methods, it proves that chikusetsusaponin IVa prolongs the recalcification time, prothrombin time, activated partial thromboplastin time, and thrombin time of normal human plasma in a dose-dependent manner; inhibits the amidolytic activity of thrombin and factor Xa upon synthetic substrates S2238 and S2222; inhibits thrombin-induced fibrinogen clotting (50% inhibition concentration, 199.4 ± 9.1 μM); inhibits thrombin- and collagen-induced platelet aggregation. Chikusetsusaponin IVa can also preferentially inhibits thrombin in a competitive manner (K(i)=219.6 μM) [1]. Chikusetsusaponin IVa suppresses the production of iNOS, COX-2, IL-1β, IL-6, and TNF-α in LPS-stimulated THP-1 cells likely by inhibiting NF-κB activation and ERK, JNK, and p38 signal pathway phosphorylation [2].In vivo: Studies were performed on type 2 diabetic mellitus (T2DM) rats given CHS for 28 days to test the antihyperglycemic activity. Oral administration of CHS dose-dependently increased the level of serum insulin and decreased the rise in blood glucose level [3].
Related Catalog
References

[1]. Wang H, et al.Inhibitory effects of Chikusetsusaponin IVa on lipopolysaccharide-induced pro-inflammatory responses in THP-1 cells. Int J Immunopathol Pharmacol. 2015 Jul 8.

[2]. Cui J, et al. Insulinotropic effect of Chikusetsu saponin IVa in diabetic rats and pancreatic β-cells. J Ethnopharmacol. 2015 Apr 22;164:334-9.

[3]. Li Y, et al. Chikusetsu saponin IVa regulates glucose uptake and fatty acid oxidation: implications in antihyperglycemic and hypolipidemic effects. J Pharm Pharmacol. 2015 Jul;67(7):997-1007.

[4]. Dahmer T, et al. Antithrombotic effect of chikusetsusaponin IVa isolated from Ilex paraguariensis (Maté). J Med Food. 2012 Dec;15(12):1073-80.

Density 1.4±0.1 g/cm3
Boiling Point 873.3±65.0 °C at 760 mmHg
Melting Point 218-220 ºC (methanol , water )
Molecular Formula C42H66O14
Molecular Weight 794.965
Flash Point 255.6±27.8 °C
Exact Mass 794.445251
PSA 232.90000
LogP 6.37
Vapour Pressure 0.0±0.6 mmHg at 25°C
Index of Refraction 1.611
Safety Phrases 24/25

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51415-02-2 structure

51415-02-2

Literature: Davidyants, E. S.; Putieva, Zh. M.; Bandyukova, V. A.; Abubakirov, N. K. Chemistry of Natural Compounds, 1986 , vol. 22, # 1 p. 58 - 60 Khimiya Prirodnykh Soedinenii, 1986 , vol. 22, # 1 p. 63 - 66
Precursor  1

DownStream  0