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

General Information of Drug (ID: DR2219)
Drug Name
PNB-D-xyloside
Synonyms
P-nitrophenyl-beta-D-xyloside; Nitrophenyl-beta-D-xyloside; p-Nitrophenyl beta-D-xyloside; p-nitrophenyl ss-D-xylopyranoside; (2S,3R,4S,5R)-2-(4-Nitrophenoxy)tetrahydro-2H-pyran-3,4,5-triol; (2S,3R,4S,5R)-2-(4-nitrophenoxy)oxane-3,4,5-triol; 2001-96-9; 3-Nitrophenyl b-D-xylopyranoside; 4-Nitrophenyl b-D-xylopyranoside; 4-Nitrophenyl beta-D-xylopyranoside; 4-Nitrophenyl beta-D-xyloside; 4-Nitrophenyl-Beta-D-xylopyranoside; 41721-77-1; NSC 371094; PNPX; p-Nitrophenyl beta-D-xylopyranoside; p-Nitrophenyl-beta-d-xylopyranoside
Indication Discovery agent Investigative [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 271.22 Topological Polar Surface Area 125
Heavy Atom Count 19 Rotatable Bond Count 2
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 7
Cross-matching ID
PubChem CID
91509
ChEBI ID
CHEBI:90148
CAS Number
2001-96-9
Formula
C11H13NO7
Canonical SMILES
C1C(C(C(C(O1)OC2=CC=C(C=C2)[N+](=O)[O-])O)O)O
InChI
1S/C11H13NO7/c13-8-5-18-11(10(15)9(8)14)19-7-3-1-6(2-4-7)12(16)17/h1-4,8-11,13-15H,5H2/t8-,9+,10-,11+/m1/s1
InChIKey
MLJYKRYCCUGBBV-YTWAJWBKSA-N
The Predicted Metabolic Roadmap of This Drug
The Full List of Predicted Drug Metabolites (PDM) of This Drug
PDM Name PDM ID PubChem ID Reaction PDM Level Biosystem
PNB-D-xyloside M1 PDM007644 N. A. Reduction - Nitroreduction of nitroarene to hydroxylamine 1 Human
PNB-D-xyloside M2 PDM007645 N. A. Conjugation - Alkyl-OH-glucuronidation 1 Human
PNB-D-xyloside M3 PDM007646 N. A. Conjugation - Alkyl-OH-glucuronidation 1 Human
PNB-D-xyloside M4 PDM007647 N. A. Conjugation - Alkyl-OH-glucuronidation 1 Human
PNB-D-xyloside M5 PDM007648 N. A. Conjugation - Sulfation of secondary alcohol 1 Human
PNB-D-xyloside M6 PDM007649 N. A. Conjugation - Sulfation of secondary alcohol 1 Human
PNB-D-xyloside M7 PDM007650 N. A. Conjugation - Sulfation of secondary alcohol 1 Human
PNB-D-xyloside M8 PDM007651 N. A. Reduction - Nitroreduction of nitroarene to nitrosoarene 1 Gut microbial environment
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Beta-glucuronidase (uidA) DME1798 Acidobacterium capsulatum
C1F2K5_ACIC5
3.2.1.31
[2]
GH3 beta-glucosidase (BAD1610) DME1678 Bifidobacterium adolescentis
A1A3V8_BIFAA
3.2.1.21
[3]
References
1 PubChem 2019 update: improved access to chemical data. Nucleic Acids Res. 2019 Jan 8; 47(D1):D1102-1109. (PubChem CID: 91509)
2 Structural and biochemical characterization of glycoside hydrolase family 79 beta-glucuronidase from Acidobacterium capsulatum. J Biol Chem. 2012 Apr 20;287(17):14069-77.
3 Structural and biochemical characterization of a GH3 beta-glucosidase from the probiotic bacteria Bifidobacterium adolescentis. Biochimie. 2018 May;148:107-115.

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