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EGCG-4″-sulfate

CAT: 0804-HY-150526Size: 1 EachDry Ice: NoHazardous: No
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Description
EGCG-4″-sulfate is a major polyphenol in green tea, which can inhibit cell proliferation and induce cell apoptosis. (-) -Epigallocatechin Gallate sulfate inhibits glutamate dehydrogenase 1/2 (GDH1/2, GLUD1/2) activity. EGCG-4″-sulfate has a potent anticancer, antioxidant and anti-inflammatory properties against various types of cancers such as colorectal cancer, myeloid leukemia, thyroid carcinoma[1][2][3][4].
CAS Number
2708237-76-5
UNSPSC
12352005
Target
Apoptosis; Endogenous Metabolite
Type
Reference compound
Related Pathways
Apoptosis; Metabolic Enzyme/Protease
Applications
COVID-19-immunoregulation
Field of Research
Cancer; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/egcg-4-sulfate.html
Solubility
10 mM in DMSO
Smiles
OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(C4=CC(O)=C(OS(=O)(O)=O)C(O)=C4)=O)=CC(O)=C1O
Molecular Formula
C22H18O14S
Molecular Weight
538.43
References & Citations
[1]De Amicis F, et al. Epigallocatechin gallate inhibits growth and Epithelial-to-Mesenchymal Transition in human thyroid carcinoma cell lines. J Cell Physiol. 2013 Apr 1. |[2]Peeters TH, et al. Isocitrate dehydrogenase 1-mutated cancers are sensitive to the green tea polyphenol epigallocatechin-3-gallate. Cancer Metab. 2019 May 20;7:4. |[3]Jin H, et al. Epigallocatechin gallate inhibits the proliferation of colorectal cancer cells by regulating Notch signaling. Onco Targets Ther. 2013;6:145-53. |[4]Tsukasa Tominari, et al; Epigallocatechin gallate (EGCG) suppresses lipopolysaccharide-induced inflammatory bone resorption, and protects against alveolar bone loss in mice. FEBS Open Bio. 2015 Jun 12;5:522-7.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
Phase 4

Chemical Information

EGCG-4 inverted exclamation marka-sulfate
CAS Number2708237-76-5
PubChem CID164886630
IUPAC Name[(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,5-dihydroxy-4-sulfooxybenzoate
Molecular FormulaC22H18O14S
Molecular Weight538.4
XLogP1.6
Topological Polar Surface Area249
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count14
Rotatable Bond Count6
Heavy Atom Count37
Formal Charge0
Complexity886
SMILES
C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)OS(=O)(=O)O)O
InChI
InChI=1S/C22H18O14S/c23-10-5-12(24)11-7-18(20(34-17(11)6-10)8-1-13(25)19(29)14(26)2-8)35-22(30)9-3-15(27)21(16(28)4-9)36-37(31,32)33/h1-6,18,20,23-29H,7H2,(H,31,32,33)/t18-,20-/m1/s1
InChIKey
LXQMSJHFJDIKAS-UYAOXDASSA-N
Chemical Structure
2D Structure
2D structure of EGCG-4 inverted exclamation marka-sulfate
CAS: 2708237-76-5
CID: 164886630
Formula: C22H18O14S
MW: 538.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight538.4
XLogP31.6
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count14
Rotatable Bond Count6
Exact Mass538.04172642
Monoisotopic Mass538.04172642
Topological Polar Surface Area249 Ų
Heavy Atom Count37
Formal Charge0
Complexity886
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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