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

General Information of Drug (ID: DR2180)
Drug Name
SN-38G
Synonyms SN-38 Glucuronide; SN-38G; J-004437; RT-015725; SN38 glucuronide; ZINC4099104; 121080-63-5; AC1L9E4E; AKOS025394253; C11376; CHEBI:8990; CHEMBL3526803; CTK8E7286
Indication Colorectal cancer [ICD11: 2B91] Investigative [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 568.5 Topological Polar Surface Area 196
Heavy Atom Count 41 Rotatable Bond Count 5
Hydrogen Bond Donor Count 5 Hydrogen Bond Acceptor Count 12
Cross-matching ID
PubChem CID
443154
ChEBI ID
CHEBI:8990
CAS Number
121080-63-5
Formula
C28H28N2O11
Canonical SMILES
CCC1=C2CN3C(=CC4=C(C3=O)COC(=O)C4(CC)O)C2=NC5=C1C=C(C=C5)OC6C(C(C(C(O6)C(=O)O)O)O)O
InChI
1S/C28H28N2O11/c1-3-12-13-7-11(40-26-22(33)20(31)21(32)23(41-26)25(35)36)5-6-17(13)29-19-14(12)9-30-18(19)8-16-15(24(30)34)10-39-27(37)28(16,38)4-2/h5-8,20-23,26,31-33,38H,3-4,9-10H2,1-2H3,(H,35,36)/t20-,21-,22+,23-,26+,28-/m0/s1
InChIKey
SSJQVDUAKDRWTA-CAYKMONMSA-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
SN-38 DM003049
104842
Unclear 1 [5]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR005887 SN-38G SN-38 Unclear GUS [5]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Beta-glucuronidase (uidA) DME1208 Clostridium perfringens
A0A127EEJ8_CLOPF
3.2.1.31
[2]
Beta-glucuronidase (uidA) DME1350 Streptococcus agalactiae
A0A0E1EGE5_STRAG
3.2.1.31
[2]
Beta-glucuronidase (uidA) DME1788 Escherichia coli
BGLR_ECOLI
3.2.1.31
[3]
Beta-glucuronidase (uidA) DME1193 Bacteroides uniformis
A0A174H0E7_BACUN
3.2.1.31
[4]
Beta-glucuronidase (uidA) DME1194 Bacteroides thetaiotaomicron
A0A174R8A7_BACUN
3.2.1.31
[4]
microbiome -glucuronidases (GUS) DMEN279 Bacteroides fragilis Not Available Not Available [5]
⏷ Show the Full List of 6  DME(s)
References
1 Determination of irinotecan, SN-38 and SN-38 glucuronide using HPLC/MS/MS: application in a clinical pharmacokinetic and personalized medicine in colorectal cancer patients. J Clin Lab Anal. 2018 Jan;32(1).
2 Structure and inhibition of microbiome beta-glucuronidases essential to the alleviation of cancer drug toxicity. Chem Biol. 2015 Sep 17;22(9):1238-49.
3 Metabolism of irinotecan and its active metabolite SN-38 by intestinal microflora in rats. Oncol Rep. 2008 Oct;20(4):727-30.
4 Three structurally and functionally distinct beta-glucuronidases from the human gut microbe Bacteroides uniformis. J Biol Chem. 2018 Nov 30;293(48):18559-18573.
5 The gut microbiome: an orchestrator of xenobiotic metabolism

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