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Ginnalin A

CAT: 0804-HY-N17603Size: 1 EachDry Ice: NoHazardous: No
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Description
Ginnalin A (Acertannin) is a Nrf2 activator. Ginnalin A shows antiproliferative activity against HCT116, SW480 and SW620 cells with IC50 values of 24.8, 22.0, and 39.7 μM, respectively. Ginnalin A can induce cancer cells S phase arrest. Ginnalin A can activate the p62-Keap1-Nrf2 signaling pathway, significantly upregulate the mRNA and protein expression of Nrf2, HO-1, and NQO1, and promote the transport of Nrf2 from the cytoplasm to the nucleus. Ginnalin A can be used for the research of colon cancer[1].
CAS Number
76746-56-0
Product Name Alternative
Acertannin
UNSPSC
12352005
Target
Heme Oxygenase (HO) ; Keap1-Nrf2; p62
Related Pathways
Autophagy; Metabolic Enzyme/Protease; NF-κB
Field of Research
Cancer
Smiles
O(C(=O)C1=CC(O)=C(O)C(O)=C1)[C@@H]2[C@@H](O)[C@H](O)[C@@H](COC(=O)C3=CC(O)=C(O)C(O)=C3)OC2
Molecular Formula
C20H20O13
Molecular Weight
468.37
References & Citations
[1]Bi W, et al. Ginnalin A from Kujin tea (Acer tataricum subsp. ginnala) exhibits a colorectal cancer chemoprevention effect via activation of the Nrf2/HO-1 signaling pathway. Food Funct. 2018 May 23;9 (5) :2809-2819.
Shipping Conditions
Room temperature
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
HO-1

Chemical Information

Ginnalin A

Ginnalin A has been reported in Acer pycnanthum, Acer rubrum, and Acer tataricum with data available.

CAS Number76746-56-0
PubChem CID5318457
IUPAC Name[(2R,3S,4S,5S)-3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
Molecular FormulaC20H20O13
Molecular Weight468.4
XLogP-0.3
Topological Polar Surface Area224
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count13
Rotatable Bond Count7
Heavy Atom Count33
Formal Charge0
Complexity665
SMILES
C1[C@@H]([C@H]([C@@H]([C@H](O1)COC(=O)C2=CC(=C(C(=C2)O)O)O)O)O)OC(=O)C3=CC(=C(C(=C3)O)O)O
InChI
InChI=1S/C20H20O13/c21-9-1-7(2-10(22)15(9)25)19(29)32-5-13-17(27)18(28)14(6-31-13)33-20(30)8-3-11(23)16(26)12(24)4-8/h1-4,13-14,17-18,21-28H,5-6H2/t13-,14+,17-,18-/m1/s1
InChIKey
IGKWMHUOBKCUQU-LTCOOKNTSA-N
Chemical Structure
2D Structure
2D structure of Ginnalin A
CAS: 76746-56-0
CID: 5318457
Formula: C20H20O13
MW: 468.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight468.4
XLogP3-0.3
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count13
Rotatable Bond Count7
Exact Mass468.09039069
Monoisotopic Mass468.09039069
Topological Polar Surface Area224 Ų
Heavy Atom Count33
Formal Charge0
Complexity665
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
FG65656-01Ginnalin A
GTR19229466-01Ginnalin B

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