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Vitexin-2''-O-glucoside

CAT: 0804-HY-N17717Size: 1 EachDry Ice: NoHazardous: No
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Description
Vitexin-2''-O-glucoside (Flavosativaside) is a potent and selective alpha-glucosidase inhibitor found in hawthorn leaf flavonoids. Vitexin-2''-O-glucoside can reversibly inhibit the α-glucosidase activity on the brush border of the small intestine, and its inhibitory effect is superior to that of the Acarbose. Vitexin-2''-O-glucoside can be used for the research of type 2 diabetes[1].
CAS Number
61360-94-9
Product Name Alternative
Flavosativaside
UNSPSC
12352005
Target
Glycosidase
Related Pathways
Metabolic Enzyme/Protease
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Metabolic Disease
Smiles
OC1=CC(O)=C(C(C=C(C2=CC=C(C=C2)O)O3)=O)C3=C1[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O[C@@H]5O[C@@H]([C@H]([C@@H]([C@H]5O)O)O)CO
Molecular Formula
C27H30O15
Molecular Weight
594.52
References & Citations
[1]Li H, et al. Screening and structural characterization of α-glucosidase inhibitors from hawthorn leaf flavonoids extract by ultrafiltration LC-DAD-MS n and SORI-CID FTICR MS[J]. Journal of the American Society for Mass Spectrometry, 2009, 20 (8) : 1496-1503.
Shipping Conditions
Room temperature
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
Glucosidase

Chemical Information

vitexin 2''-O-beta-D-glucoside

Vitexin 2''-O-beta-D-glucoside is a disaccharide derivative that is the 2''-O-glucosyl derivative of vitexin. It is a C-glycosyl compound and a disaccharide derivative. It is functionally related to a vitexin. It is a conjugate acid of a vitexin 2''-O-beta-D-glucoside(1-).

CAS Number61360-94-9
PubChem CID5280641
IUPAC Name8-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
Molecular FormulaC27H30O15
Molecular Weight594.5
XLogP-1.4
Topological Polar Surface Area256
Hydrogen Bond Donor Count10
Hydrogen Bond Acceptor Count15
Rotatable Bond Count6
Heavy Atom Count42
Formal Charge0
Complexity971
SMILES
C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O
InChI
InChI=1S/C27H30O15/c28-7-15-20(35)22(37)26(42-27-23(38)21(36)19(34)16(8-29)41-27)25(40-15)18-12(32)5-11(31)17-13(33)6-14(39-24(17)18)9-1-3-10(30)4-2-9/h1-6,15-16,19-23,25-32,34-38H,7-8H2/t15-,16-,19-,20-,21+,22+,23-,25+,26-,27+/m1/s1
InChIKey
FYTOTHFWELWOCG-OAFKVUNRSA-N
Chemical Structure
2D Structure
2D structure of vitexin 2''-O-beta-D-glucoside
CAS: 61360-94-9
CID: 5280641
Formula: C27H30O15
MW: 594.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight594.5
XLogP3-1.4
Hydrogen Bond Donor Count10
Hydrogen Bond Acceptor Count15
Rotatable Bond Count6
Exact Mass594.15847025
Monoisotopic Mass594.15847025
Topological Polar Surface Area256 Ų
Heavy Atom Count42
Formal Charge0
Complexity971
Isotope Atom Count0
Defined Atom Stereocenter Count10
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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CatalogName
RM-V031403-01Vitexin-4''-O-Glucoside
TRC-G667890-2.5MGVitexin-4-O-glucoside
TBZ2163Vitexin 4''-O-glucoside
MBS5750345Vitexin -4''-O-glucoside
M38636-01Vitexin 4-O-glucoside
AR-V06853-01Vitexin 4-O-Glucoside"
GTR19229112-01Vitexin 2''-glucoside
RM-V031404-01Vitexin 2''-O-Beta-D-Glucoside
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