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Isorhamnetin-3-O-glucoside

CAT: 0013-GTR19168838-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19168838-01Size:1 mg
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Description
Isorhamnetin-3-O-glucoside is a bioactive flavonoid that potently inhibits rat intestinal alpha-glucosidase and rat lens aldose reductase (IC50 = 1.4 μM), reducing sorbitol accumulation. These in vitro activities highlight its potential as a candidate for research into diabetes management and the prevention of diabetic complications.
CAS Number
5041-82-7
Product Name Alternative
Inhibit, Isorhamnetin-3-O-b-D-Glucoside, Isorhamnetin-3-O-beta-D-Glucoside, Isorhamnetin3Oglucoside, Isorhamnetin-3-O-glucoside, Isorhamnetin 3 O glucoside, Isorhamnetin-3-O-β-D-Glucoside, IL Receptor, Inhibitor, RLAR
Field of Research
Cell Biology, Metabolism Research, Signal Transduction
Purity
98.98% (May vary between batches)
Solubility
10% DMSO+40% PEG300+5% Tween 80+45% Saline:5.00 mg/mL (10.45 mM) ; DMSO:250.00 mg/mL (522.58 mM)
Smiles
COc1cc (ccc1O) -c1oc2cc (O) cc (O) c2c (=O) c1O[C@@H]1O[C@H] (CO) [C@@H] (O) [C@H] (O) [C@H]1O
Molecular Formula
C22H22O12
Molecular Weight
478.40
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Isorhamnetin 3-O-glucoside

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

CAS Number5041-82-7
PubChem CID5318645
IUPAC Name5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2S,3R,4S,5S,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-LFXZADKFSA-N
Chemical Structure
2D Structure
2D structure of Isorhamnetin 3-O-glucoside
CAS: 5041-82-7
CID: 5318645
Formula: C22H22O12
MW: 478.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
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

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M24465-01Isorhamnetin-3-O-glucoside
N2515-10Isorhamnetin-3-O-β-D-Glucoside
M31894-01Isorhamnetin 7-O-glucoside
M32469-01Isorhamnetin-3-O-rutinoside-7-O-glucoside
FI74016-01Isorhamnetin-3-O-b-D-glucoside
300498Isorhamnetin-3-O-beta-D-Glucoside
MBS3841082-01Isorhamnetin 3-O-beta-D-Glucoside
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