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Isorhamnetin 3-O-galactoside

CAT: 0931-TN1793-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0931-TN1793-01Size:1 mg
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CAS Number
6743-92-6
Target
TNF, Factor Xa
Related Pathways
Apoptosis, Metabolism
Purity
0.9998
Bioactivity
Isorhamnetin 3-O-galactoside is a flavonoid glycoside isolated from Oenanthe javanica that exhibits potent antithrombotic and profibrinolytic activities by inhibiting thrombin and factor Xa functions, reducing the maximal rate of thrombin-catalyzed fibrin polymerization, suppressing TNF-α-induced PAI-1 secretion, lowering the PAI-1/t-PA ratio, and inhibiting FXa production and FVa/FXa-mediated thrombin generation, while also exerting hepatoprotective effects against carbon tetrachloride-induced liver injury in mice, enabling its use in research on thrombotic vascular disorders and hepatic disease.
Smiles
O(C1=C(OC=2C(C1=O)=C(O)C=C(O)C2)C3=CC(OC)=C(O)C=C3)[C@@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O
Molecular Formula
C22H22O12
Molecular Weight
478.4
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Cacticin

Isorhamnetin 3-O-beta-D-galactopyranoside is a glycosyloxyflavone that is isorhamnetin substituted at position 3 by a beta-D-galactosyl residue. It has a role as a metabolite. It is a monomethoxyflavone, a trihydroxyflavone, a beta-D-galactoside, a glycosyloxyflavone and a monosaccharide derivative. It is functionally related to a beta-D-galactose and an isorhamnetin.

CAS Number6743-92-6
PubChem CID5318644
IUPAC Name5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Molecular FormulaC22H22O12
Molecular Weight478.4
XLogP0.7
Topological Polar Surface Area196
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count12
Rotatable Bond Count5
Heavy Atom Count34
Formal Charge0
Complexity773
SMILES
COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)O
InChI
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
InChIKey
CQLRUIIRRZYHHS-UVHBULKNSA-N
Chemical Structure
2D Structure
2D structure of Cacticin
CAS: 6743-92-6
CID: 5318644
Formula: C22H22O12
MW: 478.4
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight478.4
XLogP30.7
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count12
Rotatable Bond Count5
Exact Mass478.11112613
Monoisotopic Mass478.11112613
Topological Polar Surface Area196 Ų
Heavy Atom Count34
Formal Charge0
Complexity773
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes