Natural Product (NP) Details

General Information of the NP (ID: NP6160)
Name
Cyanidin-3-O-glucoside chloride
Synonyms
Kuromanine; 7084-24-4; Chrysontemin; Glucocyanidin; Cyanidin 3-glucoside; Cyanidin-3-glucoside chloride; Kuromanin chloride; Cyanidol 3-glucoside; Kuromanin (chloride); Cyanidin 3-monoglucoside; UNII-8X15R84UEM; CYANIDIN 3-GLUCOSIDE CHLORIDE; Chrysanthemin; cyanidin-3-glucoside; 8X15R84UEM; 2-(3,4-Dihydroxyphenyl)-3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-1-benzopyrylium chloride; cyanidin-3-O-glucoside; cyanidin-3-o-glucoside chloride; Cyanidine 3-glucoside; KUROMANIN; Cyanidin 3 glucoside; EINECS 230-384-7; Chrysanthemin (6CI,8CI); 47705-70-4; SCHEMBL158216; (2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol;chloride; HY-N0640; MFCD27665410; Cyanidin 3-O-glucopyranoside chloride; cyanidin-3-O-beta-d-galactopyranoside; AKOS022185309; CS-5203; 1-Benzopyrylium, 2-(3,4-dihydroxyphenyl)-3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-, chloride; 1-Benzopyrylium, 5,7-dihydroxy-2-(3,4-dihydroxyphenyl)-3-(beta-D-glucopyranosyloxy)-, chloride; AS-56225; N2562; Q-100788; Q5114535; UNII-F02KPB2508 component YTMNONATNXDQJF-UBNZBFALSA-N; UNII-R911H793SU component YTMNONATNXDQJF-UBNZBFALSA-N; 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)chromenylium
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Species Origin Chrysanthemum argyrophyllum ...     Click to Show/Hide
Chrysanthemum argyrophyllum
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Asterales
Family: Asteraceae
Genus: Chrysanthemum
Species: Chrysanthemum argyrophyllum
Disease Breast cancer [ICD-11: 2C60] Investigative [1]
Structure
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2D MOL

3D MOL

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Formula
C21H21ClO11
PubChem CID
197081
Canonical SMILES
C1=CC(=C(C=C1C2=[O+]C3=CC(=CC(=C3C=C2OC4C(C(C(C(O4)CO)O)O)O)O)O)O)O.[Cl-]
InChI
1S/C21H20O11.ClH/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);1H/t16-,17-,18+,19-,21-;/m1./s1
InChIKey
YTMNONATNXDQJF-UBNZBFALSA-N
CAS Number
CAS 7084-24-4
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Cisplatin      Bladder cancer     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Up-regulation Expression BAX  Molecule Info 
Pathway MAP
Down-regulation Expression BCL-2  Molecule Info 
Pathway MAP
Down-regulation Expression GABPA  Molecule Info 
Pathway MAP
                    In-vitro Model HeLa CVCL_0030 Endocervical adenocarcinoma Homo sapiens
                    Experimental
                    Result(s)		 Potentiation of DDP with C3G improves cancer cell susceptibility, specifically cervical cancer cells, to DDP.
References
Reference 1 Cyanidin-3- O-glucoside chloride acts synergistically with luteolin to inhibit the growth of colon and breast carcinoma cells. Pharmazie. 2019 Jan 1;74(1):54-61.
Reference 2 Combination of cyanidin-3-O-glucoside and cisplatin induces oxidative stress and apoptosis in HeLa cells by reducing activity of endogenous antioxidants, increasing bax/bcl-2 mRNA expression ratio, and downregulating Nrf2 expression. J Food Biochem. 2021 Jul;45(7):e13806.
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