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Swertisin

CAT: 0804-HY-N2189-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N2189-01Size:1 mg
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Description
Swertisin is an oral adenosine A1 receptor antagonist and an SGLT2 inhibitor. Swertisin has anti-diabetic, antioxidant properties, inhibits HBV, and improves cognitive and memory impairments in mice[1][2][3].
CAS Number
6991-10-2
UNSPSC
12352005
Target
Adenosine Receptor; HBV; SGLT
Type
Natural Products
Related Pathways
Anti-infection; GPCR/G Protein; Membrane Transporter/Ion Channel
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Infection; Inflammation/Immunology; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/swertisin.html
Purity
99.54
Solubility
DMSO : 50 mg/mL (ultrasonic)
Smiles
O=C1C=C(C2=CC=C(O)C=C2)OC3=CC(OC)=C([C@H]4[C@@H]([C@H]([C@@H]([C@@H](CO)O4)O)O)O)C(O)=C13
Molecular Formula
C22H22O10
Molecular Weight
446.40
References & Citations
[1]Oh HK, et al. Swertisin ameliorates pre-pulse inhibition deficits and cognitive impairment induced by MK-801 in mice. J Psychopharmacol. 2017 Feb;31 (2) :250-259.|[2]Gurprit Bhardwaj, et al. Swertisin, a novel SGLT2 inhibitor, with improved glucose homeostasis for effective diabetes therapy. Arch Biochem Biophys. 2021 Oct 15:710:108995.|[3]Hong-Yan Xu, et al. Anti-hepatitis B virus activity of swertisin isolated from Iris tectorum Maxim. J Ethnopharmacol. 2020 Jul 15:257:112787.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
SGLT2

Chemical Information

Swertisin

Swertisin is a flavone C-glycoside that is 7-O-methylapigenin in which the hydrogen at position 6 has been replaced by a beta-D-glucosyl residue. It has a role as an antioxidant, a hypoglycemic agent, an adenosine A1 receptor antagonist, an anti-inflammatory agent and a plant metabolite. It is a monomethoxyflavone, a polyphenol, a dihydroxyflavone, a monosaccharide derivative and a flavone C-glycoside. It is functionally related to an apigenin.

CAS Number6991-10-2
PubChem CID124034
IUPAC Name5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
Molecular FormulaC22H22O10
Molecular Weight446.4
XLogP0.5
Topological Polar Surface Area166
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count10
Rotatable Bond Count4
Heavy Atom Count32
Formal Charge0
Complexity705
SMILES
COC1=C(C(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)O)O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
InChI
InChI=1S/C22H22O10/c1-30-13-7-14-16(11(25)6-12(31-14)9-2-4-10(24)5-3-9)19(27)17(13)22-21(29)20(28)18(26)15(8-23)32-22/h2-7,15,18,20-24,26-29H,8H2,1H3/t15-,18-,20+,21-,22+/m1/s1
InChIKey
ABRULANJVVJLFI-DGHBBABESA-N
Chemical Structure
2D Structure
2D structure of Swertisin
CAS: 6991-10-2
CID: 124034
Formula: C22H22O10
MW: 446.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight446.4
XLogP30.5
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count10
Rotatable Bond Count4
Exact Mass446.12129689
Monoisotopic Mass446.12129689
Topological Polar Surface Area166 Ų
Heavy Atom Count32
Formal Charge0
Complexity705
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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