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Isorhamnetin-3-O-glucoside?

CAT: 0013-GTR19155524-01Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19155524-01Size:100 mg
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Description
Isorhamnetin-3-O-glucoside inhibits the activity of alpha-glucosidase from rat intestine; it exhibits a potent rat lens aldose reductase (RLAR) inhibition in vitro, its IC (50) being 1.4 microM and has inhibitory effects of sorbitol accumulation, suggests that it is a leading compound for further study as a new drug for the prevention and/or treatment of diabetes and its complications.
CAS Number
5041-82-7
Product Name Alternative
Isorhamnetin-3-O-beta-D-Glucoside
Purity
>98% (HPLC)
Solubility
DMSO:250 mg/mL (522.58 mM; Need ultrasonic)
Smiles
O=C1C (O[C@@H] ([C@@H] ([C@@H] (O) [C@@H]2O) O) O[C@@H]2CO) =C (C3=CC (OC) =C (O) C=C3) OC4=CC (O) =CC (O) =C14
Molecular Formula
C22H22O12
Molecular Weight
478.4
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
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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