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

General Information of Drug (ID: DR2150)
Drug Name
Sialic acid
Synonyms
Lactaminic acid; N-Acetyl-a-neuraminate; Neuraminic acid N-acetate; Neuraminic acid, N-acetyl-; O-sialic acid; Oprea1_149877; SCHEMBL2619258; SQVRNKJHWKZAKO-UHFFFAOYSA-N; SY012200; TRA-0206530; sialic acid; (-)-N-Acetylneuraminic acid,synthetic; 131-48-6; 489-46-3; 9724BDBF-717D-4312-8E53-2EC71ECF2DE6; AKOS025243615; CHEMBL112030; D-glycero-D-galacto-2-Nonulosonic acid, 5-(acetylamino)-3,5-dideoxy-; DB-042034; DTXSID80964136; MFCD00006620; N-Acetylneuraminic Acid, Synthetic; NSC-111756; NSC111756; SCHEMBL11936589
Indication Discovery agent Investigative [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 309.27 Topological Polar Surface Area 177
Heavy Atom Count 21 Rotatable Bond Count 5
Hydrogen Bond Donor Count 7 Hydrogen Bond Acceptor Count 9
Cross-matching ID
PubChem CID
906
CAS Number
489-46-3
Formula
C11H19NO9
Canonical SMILES
CC(=O)NC1C(CC(OC1C(C(CO)O)O)(C(=O)O)O)O
InChI
1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)
InChIKey
SQVRNKJHWKZAKO-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
N-acetyl-d-mannosamine DM004177
439281
Unclear 1 [2]
PYR DM000331
107735
Unclear 1 [2]
ManNAc-6-p DM005928
54758653
Unclear 2 [2]
GlcNAc-6-P DM004175
898
Unclear 3 [2]
GlcN-6-P DM000335
439217
Unclear 4 [2]
Fructose-6-phosphate DM005858
69507
Unclear 5 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006374 Sialic acid ManNAc Unclear nanA [2]
MR006379 Sialic acid Pyruvate Unclear nanA [2]
MR006375 ManNAc ManNAc-6-p Unclear NanK [2]
MR006376 ManNAc-6-p GlcNAc-6-P Unclear NanE [2]
MR006377 GlcNAc-6-P GlcN-6-P Unclear NagA [2]
MR006378 GlcN-6-P Fructose-6-P Unclear NagB [2]
⏷ Show the Full List of 6 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
glucosamine-6-phosphate deaminase (NagB) DMEN298 Bacteroides fragilis Not Available Not Available [2]
N-acetylglucosamine-6-phosphate deacetylase (NagA) DMEN324 . Not Available Not Available [2]
N-acetylmannosamine kinase (NanK) DMEN322 . Not Available Not Available [2]
N-acetylmannosamine-6-phosphate epimerase (NanE) DMEN323 . Not Available Not Available [2]
N-acetylneuraminate lyase (nanA) DME1161 Fusobacterium nucleatum
NANA_FUSNN
4.1.3.3
[2]
References
1 Application of sialic acid/polysialic acid in the drug delivery systems. Asian Journal of Pharmaceutical Sciences. 2004 April;9(2):75-81.
2 Crystal structures and kinetics of N-acetylneuraminate lyase from Fusobacterium nucleatum. Acta Crystallogr F Struct Biol Commun. 2018 Nov 1;74(Pt 11):725-732.

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