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Calycosin-7-O-β-D-glucoside

CAT: 0013-GTR19172542-01Size: 2 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19172542-01Size:2 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Calycosin-7-O-β-D-glucoside is a bioactive flavonoid with demonstrated hepatoprotective, anti-inflammatory (COX-2 inhibition), and antioxidant (DPPH scavenging) properties in research models. Studies indicate potential applications in investigating microbial infections, HIV, osteoarthritis, and cerebral ischemia-reperfusion injury, based on in vitro and in vivo experimental data.
CAS Number
20633-67-4
Product Name Alternative
Antioxidative stress, anti-inflammation, Calycosin 7 O β D glucoside, calycosin-7-O-b-D-glucopyranoside, Calycosin-7-O-b-D-glucoside, calycosin-7-O-beta-D-glucopyranoside, Calycosin-7-O-beta-D-glucoside, calycosin-7-O-β-D-glucopyranoside, Calycosin7OβDglucoside, Calycosin-7-O-β-D-glucoside, cardioprotection, inhibit, isoflavone, MMP-9, MMP-2, neuroprotective, Inhibitor, ReactiveOxygenSpecies, Reactive Oxygen Species
Field of Research
Immunology & Inflammation, Metabolism Research, Protein Biochemistry, Signal Transduction
Purity
98.00% (May vary between batches)
Solubility
10% DMSO+40% PEG300+5% Tween 80+45% Saline:2.00 mg/mL (4.48 mM) ; H2O:Insoluble; DMSO:50.00 mg/mL (112.01 mM)
Smiles
COc1ccc (cc1O) -c1coc2cc (O[C@@H]3O[C@H] (CO) [C@@H] (O) [C@H] (O) [C@H]3O) ccc2c1=O
Molecular Formula
C22H22O10
Molecular Weight
446.40
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Calycosin 7-o-beta-D-glucoside

Calycosin-7-O-beta-D-glucoside is a glycosyloxyisoflavone that is calycosin substituted by a beta-D-glucopyranosyl residue at position at 7 via a glycosidic linkage. It is a member of 4'-methoxyisoflavones, a 7-hydroxyisoflavones 7-O-beta-D-glucoside, a hydroxyisoflavone and a monosaccharide derivative. It is functionally related to a calycosin.

CAS Number20633-67-4
PubChem CID5318267
IUPAC Name3-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Molecular FormulaC22H22O10
Molecular Weight446.4
XLogP0.6
Topological Polar Surface Area155
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count10
Rotatable Bond Count5
Heavy Atom Count32
Formal Charge0
Complexity698
SMILES
COC1=C(C=C(C=C1)C2=COC3=C(C2=O)C=CC(=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
InChI
InChI=1S/C22H22O10/c1-29-15-5-2-10(6-14(15)24)13-9-30-16-7-11(3-4-12(16)18(13)25)31-22-21(28)20(27)19(26)17(8-23)32-22/h2-7,9,17,19-24,26-28H,8H2,1H3/t17-,19-,20+,21-,22-/m1/s1
InChIKey
WACBUPFEGWUGPB-MIUGBVLSSA-N
Chemical Structure
2D Structure
2D structure of Calycosin 7-o-beta-D-glucoside
CAS: 20633-67-4
CID: 5318267
Formula: C22H22O10
MW: 446.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight446.4
XLogP30.6
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count10
Rotatable Bond Count5
Exact Mass446.12129689
Monoisotopic Mass446.12129689
Topological Polar Surface Area155 Ų
Heavy Atom Count32
Formal Charge0
Complexity698
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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