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

General Information of Drug (ID: DR2444)
Drug Name
MUG trihydrate
Synonyms
4-methylumbelliferyl-beta-d-glucuronide; 4-Methylumbelliferone glucuronide; ARQXEQLMMNGFDU-JHZZJYKESA-N; MolMap_000057; ST044517; (2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-((4-methyl-2-oxo-2H-chromen-7-yl)oxy)tetrahydro-2H-pyran-2-carboxylic acid; 4-Methyl-2-oxo-2H-1-benzopyran-7-yl beta-D-glucopyranosiduronic acid; 4-Methylumbelliferyl beta-glucuronide; 4-Methylumbelliferyl glucuronide; 4-Methylumbelliferyl-beta-D-glucuronide; 4-methylumbelliferone beta-d-glucuronide; 6160-80-1; CHEBI:1904; MFCD00036772
Indication Discovery agent Investigative [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 352.29 Topological Polar Surface Area 143
Heavy Atom Count 25 Rotatable Bond Count 3
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 9
Cross-matching ID
PubChem CID
91553
ChEBI ID
CHEBI:1904
CAS Number
6160-80-1
Formula
C16H16O9
Canonical SMILES
CC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)C(=O)O)O)O)O
InChI
1S/C16H16O9/c1-6-4-10(17)24-9-5-7(2-3-8(6)9)23-16-13(20)11(18)12(19)14(25-16)15(21)22/h2-5,11-14,16,18-20H,1H3,(H,21,22)/t11-,12-,13+,14-,16+/m0/s1
InChIKey
ARQXEQLMMNGFDU-JHZZJYKESA-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
4-Methylumbelliferone DM003924
5280567
Unclear 1 [1]
4-methylumbelliferyl-O-glucuronide DM003925 N. A. Unclear 2 [3]
4-methyumbelliferyl sulfate DM003926 N. A. Unclear 2 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR004285 MUG trihydrate 4-Methylumbelliferone Unclear Unclear [1]
MR004286 4-Methylumbelliferone 4-methylumbelliferyl-O-glucuronide Unclear Unclear [3]
MR004287 4-methylumbelliferyl-O-glucuronide 4-methyumbelliferyl sulfate Unclear Unclear [3]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Beta-glucuronidase (uidA) DME1193 Bacteroides uniformis
A0A174H0E7_BACUN
3.2.1.31
[2]
Beta-glucuronidase (uidA) DME1194 Bacteroides thetaiotaomicron
A0A174R8A7_BACUN
3.2.1.31
[2]
Experimental Enzyme Kinetic Data of This Drug
DME Name DME Info Kinetic Data Uniprot ID REF
Beta-glucuronidase (uidA) DME1193 Km = 25 microM
A0A174H0E7_BACUN
[2]
Beta-glucuronidase (uidA) DME1194 Km = 80 microM
A0A174R8A7_BACUN
[2]
References
1 4-Methylumbelliferyl glucuronide contributes to hyaluronan synthesis inhibition. J Biol Chem. 2019 May 10;294(19):7864-7877.
2 Three structurally and functionally distinct beta-glucuronidases from the human gut microbe Bacteroides uniformis. J Biol Chem. 2018 Nov 30;293(48):18559-18573.
3 Extrahepatic metabolism of 4-methylumbelliferone and lidocaine in the anhepatic rabbit

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