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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H21O11
Molecular Weight 449.3848
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of CYANIDIN 3-GLUCOSIDE CATION

SMILES

OC[C@H]1O[C@@H](OC2=C([O+]=C3C=C(O)C=C(O)C3=C2)C4=CC=C(O)C(O)=C4)[C@H](O)[C@@H](O)[C@@H]1O

InChI

InChIKey=RKWHWFONKJEUEF-GQUPQBGVSA-O
InChI=1S/C21H20O11/c22-7-16-17(27)18(28)19(29)21(32-16)31-15-6-10-12(25)4-9(23)5-14(10)30-20(15)8-1-2-11(24)13(26)3-8/h1-6,16-19,21-22,27-29H,7H2,(H3-,23,24,25,26)/p+1/t16-,17-,18+,19-,21-/m1/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Cyanidin-3-glucoside suppresses B[a]PDE-induced cyclooxygenase-2 expression by directly inhibiting Fyn kinase activity.
2011 Jul 15
Malvidin-3-glucoside protects endothelial cells up-regulating endothelial NO synthase and inhibiting peroxynitrite-induced NF-kB activation.
2012 Sep 30
Effects of anthocyanins on the AhR-CYP1A1 signaling pathway in human hepatocytes and human cancer cell lines.
2013 Jul 31
Cyanidin-3-O-glucoside modulates intracellular redox status and prevents HIF-1 stabilization in endothelial cells in vitro exposed to chronic hypoxia.
2014 Apr 21
Palmitate-induced endothelial dysfunction is attenuated by cyanidin-3-O-glucoside through modulation of Nrf2/Bach1 and NF-κB pathways.
2015 Dec 15
Patents

Patents

Name Type Language
CYANIDIN 3-GLUCOSIDE CATION
Common Name English
1-BENZOPYRYLIUM, 2-(3,4-DIHYDROXYPHENYL)-3-(.BETA.-D-GLUCOPYRANOSYLOXY)-5,7-DIHYDROXY-
Systematic Name English
(2S,3R,4S,5S,6R)-2-(2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXYCHROMENYLIUM-3-YL)OXY-6-(HYDROXYMETHYL)OXANE-3,4,5-TRIOL
Systematic Name English
Cyanidin 3-glucoside cation [WHO-DD]
Common Name English
CHRYSANTHEMIN CATION
Common Name English
CYANIDIN 3-GLUCOSIDE
Common Name English
Code System Code Type Description
PUBCHEM
441667
Created by admin on Sat Dec 16 08:13:25 UTC 2023 , Edited by admin on Sat Dec 16 08:13:25 UTC 2023
PRIMARY
FDA UNII
Q6NK5V5B5O
Created by admin on Sat Dec 16 08:13:25 UTC 2023 , Edited by admin on Sat Dec 16 08:13:25 UTC 2023
PRIMARY
CAS
47705-70-4
Created by admin on Sat Dec 16 08:13:25 UTC 2023 , Edited by admin on Sat Dec 16 08:13:25 UTC 2023
PRIMARY