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

General Information of Drug (ID: DR2097)
Drug Name
GDP-mannose
Synonyms
GDP-D-mannose; GDP-alpha-D-mannose; GDP-mannose; Gdp mannose; SA0B77H8CS; guanosine diphosphate mannose; guanosine diphosphomannose; guanosine pyrophosphate mannose; 3123-67-9; GUANOSINE-5'-DIPHOSPHATE-ALPHA-D-MANNOSE; Guanosine 5'-(trihydrogen diphosphate) P'-mannosyl ester; Guanosine 5'-(trihydrogen pyrophosphate) mono-D-mannosyl ester; Guanosine 5'-(trihydrogen pyrophosphate) monomannopyranosyl ester; Guanosine 5'-diphosphate D-mannose; Guanosine 5'-pyrophosphate D-mannosyl ester; UNII-SA0B77H8CS
Indication Discovery agent Investigative [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 605.3 Topological Polar Surface Area 327
Heavy Atom Count 39 Rotatable Bond Count 9
Hydrogen Bond Donor Count 10 Hydrogen Bond Acceptor Count 18
Cross-matching ID
PubChem CID
135398627
ChEBI ID
CHEBI:15820
CAS Number
3123-67-9
Formula
C16H25N5O16P2
Canonical SMILES
C1=NC2=C(N1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OC4C(C(C(C(O4)CO)O)O)O)O)O)N=C(NC2=O)N
InChI
1S/C16H25N5O16P2/c17-16-19-12-6(13(28)20-16)18-3-21(12)14-10(26)8(24)5(34-14)2-33-38(29,30)37-39(31,32)36-15-11(27)9(25)7(23)4(1-22)35-15/h3-5,7-11,14-15,22-27H,1-2H2,(H,29,30)(H,31,32)(H3,17,19,20,28)/t4-,5-,7-,8-,9+,10-,11+,14-,15-/m1/s1
InChIKey
MVMSCBBUIHUTGJ-GDJBGNAASA-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
GDP-l-galactose DM004162
135515358
Other reaction - Double epimerization 1 [4]
GDP-L-gulose DM004163
135803997
Unclear 1 [4]
GDP-mannose DM003833
135398627
Unclear 1 [4]
GDP-mannose-4-keto-6-D-deoxymannose DM004160 N. A. Unclear 1 [2]
GDP-L-fucose DM004161
135398655
Unclear 2 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR004563 GDP-mannose GDP-mannose-4-keto-6-D-deoxymannose Unclear GMDS [2]
MR004565 GDP-mannose GDP-l-galactose Other reaction - Double epimerization GMDS [4]
MR004566 GDP-mannose GDP-L-gulose Unclear GMDS [4]
MR004567 GDP-mannose GDP-D-Mannose Unclear GMDS [4]
MR004564 GDP-mannose-4-keto-6-D-deoxymannose GDP-L-fucose Unclear GFUS [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
GDP-4-keto-6-deoxy-D-mannose-3,5-epimerase-4-reductase (GFUS) DMEN217 Homo sapiens
FCL_HUMAN
1.1.1.271
[2]
GDP-mannose 4,6-dehydratase (GMDS) DME0529 Homo sapiens
GMDS_HUMAN
4.2.1.47
[3]
GDP-mannose 4,6-dehydratase (GMDS) DME0529 Homo sapiens
GMDS_HUMAN
4.2.1.47
[2]
Experimental Enzyme Kinetic Data of This Drug
DME Name DME Info Kinetic Data Uniprot ID REF
GDP-mannose 4,6-dehydratase (GMDS) DME0529 Km = 0.0035 microM
GMDS_HUMAN
[3]
References
1 Biosynthesis of O-antigens: genes and pathways involved in nucleotide sugar precursor synthesis and O-antigen assembly. Carbohydr Res. 2003 Nov 14;338(23):2503-19.
2 Molecular cloning and expression of GDP-D-mannose-4,6-dehydratase, a key enzyme for fucose metabolism defective in Lec13 cells
3 Structural and enzymatic characterization of human recombinant GDP-D-mannose-4,6-dehydratase. FEBS Lett. 1999 Aug 13;456(3):370-4.
4 GDP-altrose as novel product of GDP-mannose 3,5-epimerase: Revisiting its reaction mechanism

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