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  3. Isorhamnetin 3-O-galactoside

Isorhamnetin 3-O-galactoside  (Synonyms: Cacticin)

Cat. No.: HY-N2082 Purity: 99.64%
Handling Instructions Technical Support

Isorhamnetin 3-O-galactoside (Cacticin) is a flavonoid glycoside that can be isolated from Oenanthe javanica, with antithrombotic and profibrinolytic activities. Isorhamnetin 3-O-galactoside inhibits the activities of thrombin and factor Xa (FXa) and reduces thrombin-catalyzed fibrin polymerization maximum rate. Isorhamnetin 3-O-galactoside suppresses TNF-α-induced PAI-1 secretion, decreases the PAI-1/tissue-type plasminogen activator (t-PA) ratio, and inhibits FXa production and FVa/FXa-mediated thrombin generation. Isorhamnetin 3-O-galactoside exerts protective effects against Carbon tetrachloride (CCl4) (HY-Y0298)-induced hepatic injury in mice. Isorhamnetin 3-O-galactoside can be used for the study of liver injury-related diseases and thrombotic vascular diseases.

For research use only. We do not sell to patients.

Isorhamnetin 3-O-galactoside

Isorhamnetin 3-O-galactoside Chemical Structure

CAS No. : 6743-92-6

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Based on 1 publication(s) in Google Scholar

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Description

Isorhamnetin 3-O-galactoside (Cacticin) is a flavonoid glycoside that can be isolated from Oenanthe javanica, with antithrombotic and profibrinolytic activities. Isorhamnetin 3-O-galactoside inhibits the activities of thrombin and factor Xa (FXa) and reduces thrombin-catalyzed fibrin polymerization maximum rate. Isorhamnetin 3-O-galactoside suppresses TNF-α-induced PAI-1 secretion, decreases the PAI-1/tissue-type plasminogen activator (t-PA) ratio, and inhibits FXa production and FVa/FXa-mediated thrombin generation. Isorhamnetin 3-O-galactoside exerts protective effects against Carbon tetrachloride (CCl4) (HY-Y0298)-induced hepatic injury in mice. Isorhamnetin 3-O-galactoside can be used for the study of liver injury-related diseases and thrombotic vascular diseases[1][2][3].

Cellular Effect
Cell Line Type Value Description References
BMDC IC50
> 50 μM
Compound: 11
Inhibition of LPS-induced IL-12 p40 production in wild-type C57BL/6 mouse BMDC pretreated with compound for 1 hr before LPS treatment measured 16 hrs by ELISA
Inhibition of LPS-induced IL-12 p40 production in wild-type C57BL/6 mouse BMDC pretreated with compound for 1 hr before LPS treatment measured 16 hrs by ELISA
[PMID: 25769817]
BMDC IC50
> 50 μM
Compound: 11
Inhibition of LPS-induced IL-6 production in wild-type C57BL/6 mouse BMDC pretreated with compound for 1 hr before LPS treatment measured 16 hrs by ELISA
Inhibition of LPS-induced IL-6 production in wild-type C57BL/6 mouse BMDC pretreated with compound for 1 hr before LPS treatment measured 16 hrs by ELISA
[PMID: 25769817]
BMDC IC50
> 50 μM
Compound: 11
Inhibition of LPS-induced TNF-alpha production in wild-type C57BL/6 mouse BMDC pretreated with compound for 1 hr before LPS treatment measured 16 hrs by ELISA
Inhibition of LPS-induced TNF-alpha production in wild-type C57BL/6 mouse BMDC pretreated with compound for 1 hr before LPS treatment measured 16 hrs by ELISA
[PMID: 25769817]
C2C12 EC50
18.5 μM
Compound: 6
Increase in glucose uptake in mouse C2C12 cells incubated for 18 hrs using [3H]-2-deoxy-D-glucose by liquid scintillation counting
Increase in glucose uptake in mouse C2C12 cells incubated for 18 hrs using [3H]-2-deoxy-D-glucose by liquid scintillation counting
[PMID: 22738356]
Monocyte IC50
3.8 μM
Compound: isorhamnetin 3-glucoside
Inhibition of procoagulant activity in monocyte from human blood assessed as counteraction of IL1-induced tissue factor expression after 18 hrs
Inhibition of procoagulant activity in monocyte from human blood assessed as counteraction of IL1-induced tissue factor expression after 18 hrs
[PMID: 8882428]
In Vitro

Isorhamnetin 3-O-galactoside (0.5-50 μM) inhibits TNF-α/FVIIa-mediated thrombin and FXa production in HUVECs[2].
Isorhamnetin 3-O-galactoside (0.5-50 μM, 18 h) dose-dependently inhibits TNF-α-induced PAI-1 secretion in HUVECs[2].
Isorhamnetin 3-O-galactoside (1-5 μM, 6 h) potently inhibits LPS (100 ng/ml, 16 h)-induced HMGB1 release in HUVECs[3].
Isorhamnetin 3-O-galactoside (1-5 μM, 6 h) decreases LPS- or HMGB1-induced barrier disruption [3].
Isorhamnetin 3-O-galactoside (5 μM, 6 h) inhibits HMGB1-induced paracellular gap formation in HUVECs and promotes the formation of dense F-actin rings, maintaining the morphological integrity of endothelial cells[3].
Isorhamnetin 3-O-galactoside (1-5 μM, 6 h) suppresses HMGB1-induced expression of vascular cell adhesion molecule-1 (VCAM-1) in HUVECs[3].
Isorhamnetin-3-O-galactoside (1-5 μM, 6 h) significantly suppresses HMGB1-induced activation of Phospho-NF-κB p65 and TNF-α in HUVEC nuclear lysates[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Isorhamnetin 3-O-galactoside (50-200 mg/kg, i.p., twice: 30 min before and 2 h after CCl4 injection) attenuates CCl4-induced hepatic injury in male ICR mice[1].
Isorhamnetin 3-O-galactoside (2.4 mg/kg, intravenous administration, once) significantly prolongs the tail bleeding time[2].
Isorhamnetin 3-O-galactoside (4.8 mg/mouse, i.v., once) markedly inhibits HMGB1 release in cecal ligation and puncture (CLP)-induced septic male C57BL/6 mice[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model: Male ICR mice (25-30 g) were intraperitoneally injected with CCl4[1]
Dosage: 50, 100, 200 mg/kg
Administration: i.p., twice: 30 min before and 2 h after CCl4 injection
Result: Attenuated ALT and AST activities.
Reduced MDA and TNF-α levels.
Inhibited CCl4-induced upregulation of hepatic iNOS and COX-2 protein and mRNA expression, and enhanced CCl4-induced increase in hepatic HO-1 protein and mRNA expression.
Reduced the expression of JNK, ERK, and NF-κB.
Molecular Weight

478.40

Formula

C22H22O12

CAS No.
Appearance

Solid

Color

White to yellow

SMILES

O=C1C(O[C@H]2[C@@H]([C@H]([C@H]([C@@H](CO)O2)O)O)O)=C(C3=CC=C(O)C(OC)=C3)OC4=CC(O)=CC(O)=C14

Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

4°C, protect from light

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Solvent & Solubility
In Vitro: 

DMSO : 100 mg/mL (209.03 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 2.0903 mL 10.4515 mL 20.9030 mL
5 mM 0.4181 mL 2.0903 mL 4.1806 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

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Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

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This equation is commonly abbreviated as: C1V1 = C2V2

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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Calculation results:
Working solution concentration: mg/mL
Purity & Documentation

Purity: 99.64%

References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 2.0903 mL 10.4515 mL 20.9030 mL 52.2575 mL
5 mM 0.4181 mL 2.0903 mL 4.1806 mL 10.4515 mL
10 mM 0.2090 mL 1.0452 mL 2.0903 mL 5.2258 mL
15 mM 0.1394 mL 0.6968 mL 1.3935 mL 3.4838 mL
20 mM 0.1045 mL 0.5226 mL 1.0452 mL 2.6129 mL
25 mM 0.0836 mL 0.4181 mL 0.8361 mL 2.0903 mL
30 mM 0.0697 mL 0.3484 mL 0.6968 mL 1.7419 mL
40 mM 0.0523 mL 0.2613 mL 0.5226 mL 1.3064 mL
50 mM 0.0418 mL 0.2090 mL 0.4181 mL 1.0452 mL
60 mM 0.0348 mL 0.1742 mL 0.3484 mL 0.8710 mL
80 mM 0.0261 mL 0.1306 mL 0.2613 mL 0.6532 mL
100 mM 0.0209 mL 0.1045 mL 0.2090 mL 0.5226 mL
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    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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Product Name:
Isorhamnetin 3-O-galactoside
Cat. No.:
HY-N2082
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