A flavonoid glycoside with diverse biological activities
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Diastereomer(s)
35600Isorhamnetin-3-O-β-D-Glucoside
Isomer(s)
34387Nepitrin
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Isorhamnetin-3-O-galactoside

Item No. 45821

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-(β-D-galactopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one
CAS Number
6743-92-6
Synonyms
  • Cacticin
  • I3G
  • IMG
  • Quercetin 3-methoxy-3-O-galactoside
Molecular Formula
C22H22O12
Formula Weight
478.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Sparingly soluble: 1-10 mg/ml
SMILES
O=C(C(O[C@@H]1O[C@@H]([C@@H]([C@@H]([C@H]1O)O)O)CO)=C(C2=CC(OC)=C(C=C2)O)OC3=CC(O)=C4)C3=C4O
InChi Code
InChI=1S/C22H22O12/c1-31-12-4-8(2-3-10(12)25)20-21(17(28)15-11(26)5-9(24)6-13(15)32-20)34-22-19(30)18(29)16(27)14(7-23)33-22/h2-6,14,16,18-19,22-27,29-30H,7H2,1H3/t14-,16+,18+,19-,22+/m1/s1
InChi Key
CQLRUIIRRZYHHS-UVHBULKNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $79

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    Product Description

    Isorhamnetin-3-O-galactoside is a flavonoid glycoside that has been found in O. javanica and has diverse biological activities.1,2,3 It reduces thrombin and Factor Xa levels in human umbilical vein endothelial cells (HUVECs), increases activated partial thromboplastin time (aPTT) and prothrombin time in human plasma, and increases tail bleeding time in mice.1 Isorhamnetin-3-O-galactoside (100 mg/kg) increases TNF-α serum levels and alanine transaminase (ALT) and aspartate aminotransferase (AST) serum activity and reduces malondialdehyde (MDA), inducible nitric oxide synthase (iNOS), and COX-2 serum levels in a mouse model of hepatic injury.2 It reduces peritoneal barrier permeability induced by high mobility group protein 1 (HMGB1) in mice and increases survival in a mouse model of sepsis.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ku, S.-K., Kim, T.H., Lee, S., et al. Antithrombotic and profibrinolytic activities of isorhamnetin-3-O-galactoside and hyperoside. Food Chem. Toxicol. 53, 197-204 (2013).

    2. Kim, D.-W., Cho, H.-I., Kim, K.-M., et al. Isorhamnetin-3-O-galactoside protects against CCI4-induced hepatic injury in mice. Biomol. Ther. (Seoul) 20(4), 406-412 (2012).

    3. Kim, T.H., Ku, S.-K., and Bae, J.-S. Anti-inflammatory activities of isorhamnetin-3-O-galactoside against HMGB1-induced inflammatory responses in both HUVECs and CLP-induced septic mice. J. Cell. Biochem. 114(2), 336-345 (2013).