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Isoquercetin

CAT: 0013-GTR19168906-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19168906-01Size:5 mg
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Description
Isoquercetin (3-Glucosylquercetin) is a bioactive flavonoid studied for its potential in promoting bone mineralization and as a neuroprotective agent in Parkinson's disease models. Research also indicates it may inhibit tumor growth in pancreatic and liver cancers by targeting Wnt/β-catenin and MAPK pathways in vitro and in vivo.
CAS Number
482-35-9
Product Name Alternative
Betacatenin, beta-catenin, 3-Glucosylquercetin, bcatenin, Hirsutrin, Inhibitor, NOSynthase, NOS, Isoquercetin, Isoquercitrin, inhibit, Nuclear factor-kappaB, Nuclear factor-κB, NO Synthase, NFκB, NF-kB, NFkB, NF-κB, Nitric oxide synthases, βcatenin, Wnt/β-catenin, Wnt/betacatenin, Wnt, Wnt/b-catenin, Quercetin 3-glucoside, Quercetin 3-o-glucopyranoside
Field of Research
Immunology & Inflammation, Signal Transduction, Stem Cell & Developmental Biology
Purity
98.00% (May vary between batches)
Solubility
10% DMSO+40% PEG300+5% Tween 80+45% Saline:3.3 mg/mL (7.11 mM) ; Ethanol:< 1 mg/mL (insoluble or slightly soluble) ; DMSO:127 mg/mL (273.48 mM)
Smiles
OC[C@H]1O[C@@H] (Oc2c (oc3cc (O) cc (O) c3c2=O) -c2ccc (O) c (O) c2) [C@H] (O) [C@@H] (O) [C@@H]1O
Molecular Formula
C21H20O12
Molecular Weight
464.38
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Isoquercetin

Quercetin 3-O-beta-D-glucopyranoside is a quercetin O-glucoside that is quercetin with a beta-D-glucosyl residue attached at position 3. Isolated from Lepisorus contortus, it exhibits antineoplastic activityand has been found to decrease the rate of polymerization and sickling of red blood cells. It has a role as a geroprotector, an antioxidant, an antineoplastic agent, a histamine antagonist, a bone density conservation agent, an antipruritic drug, an osteogenesis regulator and a plant metabolite. It is a beta-D-glucoside, a tetrahydroxyflavone, a monosaccharide derivative and a quercetin O-glucoside. It is functionally related to a beta-D-glucose. It is a conjugate acid of a quercetin 3-O-beta-D-glucopyranoside(1-).

CAS Number482-35-9
PubChem CID5280804
IUPAC Name2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Molecular FormulaC21H20O12
Molecular Weight464.4
XLogP0.4
Topological Polar Surface Area207
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count12
Rotatable Bond Count4
Heavy Atom Count33
Formal Charge0
Complexity758
SMILES
C1=CC(=C(C=C1C2=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)O
InChI
InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15-,17+,18-,21+/m1/s1
InChIKey
OVSQVDMCBVZWGM-QSOFNFLRSA-N
Chemical Structure
2D Structure
2D structure of Isoquercetin
CAS: 482-35-9
CID: 5280804
Formula: C21H20O12
MW: 464.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight464.4
XLogP30.4
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count12
Rotatable Bond Count4
Exact Mass464.09547607
Monoisotopic Mass464.09547607
Topological Polar Surface Area207 Ų
Heavy Atom Count33
Formal Charge0
Complexity758
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

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