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

General Information of Drug (ID: DR3553)
Drug Name
Diacerein
Synonyms
Diacerein; 13739-02-1; Diacetylrhein; Diacerhein; Fisiodar; Artrodar; 1,8-DIACETOXY-3-CARBOXYANTHRAQUINONE; DIACERIN; 4,5-Diacetylrhein; Diacereinum [Latin]; Diacereine [French]; Diacereina [Spanish]; UNII-4HU6J11EL5; Diacerein [INN]; SF-277; C19H12O8; EINECS 237-310-2; BRN 2184909; 4,5-diacetyloxy-9,10-dioxoanthracene-2-carboxylic acid; MLS000028577; 4HU6J11EL5; 1,8-Diacetoxyanthraquinone-3-carboxylic acid; Diacerein (INN); 4,5-diacetyloxy-9,10-dioxo-2-anthracenecarboxylic acid; NCGC00018274-04; SMR000058958; AK468692
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 368.3 Topological Polar Surface Area 124
Heavy Atom Count 27 Rotatable Bond Count 5
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 8
Cross-matching ID
PubChem CID
26248
ChEBI ID
CHEBI:94708
CAS Number
13739-02-1
TTD Drug ID
D0N1FS
Formula
C19H12O8
Canonical SMILES
CC(=O)OC1=CC=CC2=C1C(=O)C3=C(C2=O)C=C(C=C3OC(=O)C)C(=O)O
InChI
InChI=1S/C19H12O8/c1-8(20)26-13-5-3-4-11-15(13)18(23)16-12(17(11)22)6-10(19(24)25)7-14(16)27-9(2)21/h3-7H,1-2H3,(H,24,25)
InChIKey
TYNLGDBUJLVSMA-UHFFFAOYSA-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
Rhein DM006855
10168
Oxidation - Deacetylation 1 [1] , [2]
Rhein Metabolite M28 DM017710 N. A. Conjugation - Glucuronidation 1 [1]
Rhein Metabolite M5 DM017711 N. A. Conjugation - Glucuronidation 1 [1]
Aloe-emodin DM014931
10207
Reduction - Reduction 2 [1]
Rhein glucuronide DM017707 N. A. Unclear 2 [1]
Rhein Metabolite M10 DM017709 N. A. Multi-steps Reaction - Glucuronidation; hydroxylation 2 [1]
Rhein Metabolite M13 DM017705 N. A. Conjugation - Cglucuronidation 2 [1]
Rhein sulfate DM017708 N. A. Unclear 2 [1]
Rhein Metabolite M15 DM017706 N. A. Conjugation - Glucuronidation 3 [1]
Rhein Metabolite M24 DM017703 N. A. Conjugation - Glucuronidation 3 [1]
Rhein Metabolite M1 DM017704 N. A. Conjugation - Glucuronidation 4 [1]
⏷ Show the Full List of 11  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR013595 Diacerein Rhein Oxidation - Deacetylation Unclear [1], [2]
MR013604 Diacerein Rhein Metabolite M28 Conjugation - Glucuronidation Unclear [1]
MR013605 Diacerein Rhein Metabolite M5 Conjugation - Glucuronidation Unclear [1]
MR013596 Rhein Aloe-emodin Reduction - Reduction Unclear [1]
MR013599 Rhein Rhein Metabolite M13 Conjugation - Cglucuronidation Unclear [1]
MR013601 Rhein Rhein glucuronide Unclear Unclear [1]
MR013602 Rhein Rhein sulfate Unclear Unclear [1]
MR013603 Rhein Rhein Metabolite M10 Multi-steps Reaction - Glucuronidation; hydroxylation Unclear [1]
MR013597 Aloe-emodin Rhein Metabolite M24 Conjugation - Glucuronidation Unclear [1]
MR013600 Rhein Metabolite M13 Rhein Metabolite M15 Conjugation - Glucuronidation Unclear [1]
MR013598 Rhein Metabolite M24 Rhein Metabolite M1 Conjugation - Glucuronidation Unclear [1]
⏷ Show the Full List of 11 MR(s)
References
1 Rapid characterization of the potential active metabolites of diacerein in rat plasma based on UHPLC-Q-exactive orbitrap mass spectrometry and molecular docking
2 Clinical pharmacokinetics of diacerein

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.