Products for Research Use Only

Schaftoside

CAT: 0804-HY-N0703-03Size: 10 mM - 1 mLDry Ice: NoHazardous: No
Product image 1
1 / 1
CAT#:0804-HY-N0703-03Size:10 mM - 1 mL
Selected
24/48H Stock Items & 2 to 6 Weeks non Stock Items.
Quick Request Actions
Description
Schaftoside is a flavonoid found in a variety of Chinese herbal medicines, such as Eleusine indica. Schaftoside inhibits the expression of TLR4 and Myd88. Schaftoside also decreases Drp1 expression and phosphorylation, and reduces mitochondrial fission[1].
CAS Number
51938-32-0
UNSPSC
12352005
Target
Autophagy; Dynamin; Mitochondrial Metabolism; MyD88; Toll-like Receptor (TLR)
Type
Natural Products
Related Pathways
Autophagy; Cytoskeleton; Immunology/Inflammation; Metabolic Enzyme/Protease
Applications
Neuroscience-Neuromodulation
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/schaftoside.html
Purity
99.57
Solubility
DMSO : 125 mg/mL (ultrasonic)
Smiles
OC1=C([C@@H]([C@@H]([C@@H](O)[C@@H]2O)O)O[C@@H]2CO)C(O)=C3C(OC(C4=CC=C(O)C=C4)=CC3=O)=C1[C@H](OC[C@H](O)[C@@H]5O)[C@@H]5O
Molecular Formula
C26H28O14
Molecular Weight
564.49
References & Citations
[1]Zhou K, et al. Schaftoside ameliorates oxygen glucose deprivation-induced inflammation associated with the TLR4/Myd88/Drp1-related mitochondrial fission in BV2 microglia cells. J Pharmacol Sci. 2019 Jan;139 (1) :15-22.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
TLR4

Chemical Information

Schaftoside

Schaftoside is a C-glycosyl compound that is apigenin substituted by beta-D-glucopyranosyl and an alpha-L-arabinopyranosyl moieties at positions 6 and 8 via C-glycosidic linkages. It has a role as an antioxidant and an antinematodal drug. It is a C-glycosyl compound and a trihydroxyflavone. It is functionally related to an apigenin.

CAS Number51938-32-0
PubChem CID442658
IUPAC Name5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one
Molecular FormulaC26H28O14
Molecular Weight564.5
XLogP-2.2
Topological Polar Surface Area247
Hydrogen Bond Donor Count10
Hydrogen Bond Acceptor Count14
Rotatable Bond Count4
Heavy Atom Count40
Formal Charge0
Complexity938
SMILES
C1[C@@H]([C@@H]([C@H]([C@@H](O1)C2=C3C(=C(C(=C2O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)C(=O)C=C(O3)C5=CC=C(C=C5)O)O)O)O
InChI
InChI=1S/C26H28O14/c27-6-13-18(32)21(35)23(37)26(40-13)15-19(33)14-10(29)5-12(8-1-3-9(28)4-2-8)39-24(14)16(20(15)34)25-22(36)17(31)11(30)7-38-25/h1-5,11,13,17-18,21-23,25-28,30-37H,6-7H2/t11-,13+,17-,18+,21-,22+,23+,25-,26-/m0/s1
InChIKey
MMDUKUSNQNWVET-VYUBKLCTSA-N
Chemical Structure
2D Structure
2D structure of Schaftoside
CAS: 51938-32-0
CID: 442658
Formula: C26H28O14
MW: 564.5
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight564.5
XLogP3-2.2
Hydrogen Bond Donor Count10
Hydrogen Bond Acceptor Count14
Rotatable Bond Count4
Exact Mass564.14790556
Monoisotopic Mass564.14790556
Topological Polar Surface Area247 Ų
Heavy Atom Count40
Formal Charge0
Complexity938
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes