Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR2467)
Drug Name
Cyanidin-3-glucoside
Synonyms
Asterin; CYANIDIN 3-GLUCOSIDE CHLORIDE; Chrysanthemin (6CI,8CI); Chrysontemin; Cyanidin 3-O-beta-D-glucoside; Cyanidin 3-glucoside; Cyanidin 3-monoglucoside; Cyanidin-3-glucoside chloride; Cyanidine 3-glucoside; Cyanidol 3-glucoside; Glucocyanidin; Kuromanin (chloride); Kuromanin chloride; Kuromanine; cyanidin-3-O-glucoside; cyanidin-3-glucoside; cyanidin-3-o-glucoside chloride; 2-(3,4-Dihydroxyphenyl)-3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-1-benzopyrylium chloride; 7084-24-4; 8X15R84UEM; EINECS 230-384-7; UNII-8X15R84UEM
Indication Discovery agent Investigative [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 484.8 Topological Polar Surface Area 181
Heavy Atom Count 33 Rotatable Bond Count 4
Hydrogen Bond Donor Count 8 Hydrogen Bond Acceptor Count 11
Cross-matching ID
PubChem CID
197081
CAS Number
7084-24-4
Formula
C21H21ClO11
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
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
Delphinidin 3-glucoside(3) DM004929
443650
Oxidation - Hydrolyzationn 1 [4]
Petunidin 3-glucoside(2) DM004932 N. A. Conjugation - Methylationn 1 [4]
Petunidin 3-glucoside(4) DM004930
443651
Oxidation - Hydrolyzationn 2 [4]
Petunidin 3-glucoside(4) DM004930
443651
Conjugation - Methylationn 2 [4]
Malvidin 3-glucoside(5) DM004931
11249520
Conjugation - Methylationn 3 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR005319 Cyanidin-3-glucoside Delphinidin 3-glucoside(3) Oxidation - Hydrolyzationn Unclear [4]
MR005322 Cyanidin-3-glucoside Petunidin 3-glucoside(2) Conjugation - Methylationn Unclear [4]
MR005320 Delphinidin 3-glucoside(3) Petunidin 3-glucoside(4) Conjugation - Methylationn Unclear [4]
MR005323 Petunidin 3-glucoside(2) Petunidin 3-glucoside(4) Oxidation - Hydrolyzationn Unclear [4]
MR005321 Petunidin 3-glucoside(4) Malvidin 3-glucoside(5) Conjugation - Methylationn Unclear [4]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Unclear metabolic mechanism (DME-unclear) DME2041 Bifidobacterium dentium Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME2042 Clostridium saccharogumia Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME2043 Dorea longicatena Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME2044 Enterobacter cancerogenous Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME2045 Eubacterium ramulus Not Available Not Available [3]
References
1 Cyanidin-3-O-glucoside inhibits the UVB-induced ROS/COX-2 pathway in HaCaT cells. J Photochem Photobiol B. 2017 Dec;177:24-31.
2 Differential catabolism of an anthocyanin-rich elderberry extract by three gut microbiota bacterial species. J Agric Food Chem. 2020 Feb 19;68(7):1837-1843.
3 Contribution of gut bacteria to the metabolism of cyanidin 3-glucoside in human microbiota-associated rats. Br J Nutr. 2013 Apr 28;109(8):1433-41.
4 Exceptionally fast uptake and metabolism of cyanidin 3-glucoside by rat kidneys and liver

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