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

General Information of Drug (ID: DR2074)
Drug Name
D-ribosylnicotinate
Synonyms
D-ribosylnicotinate; Beta-D-ribosylnicotinate; Nicotinate ribonucleoside; Nicotinate ribose; Nicotinate riboside; Nicotinic Riboside; Nicotinic acid ribonucleoside; beta-D-Ribosylnicotinate; nicotinic acid ribose; nicotinic acid riboside; ribosylnicotinate; 1-(; 1-(beta-D-ribofuranosyl)pyridinium-3-carboxylate; 1-Pentofuranosylpyridin-1-ium-3-carboxylate; 17720-18-2; 3-Carboxy-1-; A-D-ribofuranosylpyridinium Inner Salt; A-d-ribofuranosyl)pyridinium-3-carboxylate; AC1L4P1J; AC1Q22CH; CHEBI:58527; DTXSID20938912; SCHEMBL20152239
Indication Discovery agent Investigative [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 255.22 Topological Polar Surface Area 114
Heavy Atom Count 18 Rotatable Bond Count 2
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 6
Cross-matching ID
PubChem CID
161233
ChEBI ID
CHEBI:58527
CAS Number
17720-18-2
Formula
C11H13NO6
Canonical SMILES
C1=CC(=C[N+](=C1)C2C(C(C(O2)CO)O)O)C(=O)[O-]
InChI
1S/C11H13NO6/c13-5-7-8(14)9(15)10(18-7)12-3-1-2-6(4-12)11(16)17/h1-4,7-10,13-15H,5H2/t7-,8-,9-,10-/m1/s1
InChIKey
PUEDDPCUCPRQNY-ZYUZMQFOSA-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
D-ribosylnicotinate Metabolite A4 DM003849 N. A. Hydrolysis - Hydrolyzation 1 [2]
NaMN DM003844
5288991
Unclear 1 [3]
Nicotinic acid DM003548
938
Unclear 1 [3]
NaAD+ DM003845
146156331
Unclear 2 [3]
NaMN DM003844
5288991
Unclear 2 [3]
NaAD+ DM003845
146156331
Unclear 3 [3]
NAD+ DM003846
5892
Unclear 3 [3]
NAD+ DM003846
5892
Unclear 4 [3]
Nicotinamide (NAM) DM003547
936
Unclear 4 [3]
Nicotinamide (NAM) DM003547
936
Unclear 5 [3]
Nicotinamide mononucleotide(NMN) DM003848 N. A. Unclear 5 [3]
Nicotinic acid DM003548
938
Unclear 5 [3]
NMN DM003848
14180
Unclear 5 [3]
Nicotinamide mononucleotide(NMN) DM003848 N. A. Unclear 6 [3]
Nicotinic acid DM003548
938
Unclear 6 [3]
NMN DM003848
14180
Unclear 6 [3]
⏷ Show the Full List of 16  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR012859 D-ribosylnicotinate Nicotinic acid Unclear Urh1 ... [3]
MR012866 D-ribosylnicotinate NaMN Unclear NMRK1 [3]
MR012867 D-ribosylnicotinate D-ribosylnicotinate Metabolite A4 Hydrolysis - Hydrolyzation BST1 [2]
MR012860 Nicotinic acid NaMN Unclear NPT1 [3]
MR012861 NaMN NaAD+ Unclear NMA1 ... [3]
MR012862 NaAD+ NAD+ Unclear QNS1 [3]
MR012863 NAD+ Nicotinamide (NAM) Unclear SIR2 ... [3]
MR012864 Nicotinamide (NAM) NMN Unclear NAMPT [3]
MR012865 Nicotinamide (NAM) Nicotinic acid Unclear cyp51A ... [3]
⏷ Show the Full List of 9 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
ADP-ribosyl cyclase/cyclic ADP-ribose hydrolase 2 (BST1) DMEN129 Homo sapiens
BST1_HUMAN
3.2.2.6
[2]
Glutamine-dependent NAD(+) synthetase (QNS1) DMEN160 Saccharomyces cerevisiae
NADE_YEAST
6.3.5.1
[3]
NAD-dependent histone deacetylase SIR2 (SIR2) DMEN161 Saccharomyces cerevisiae
SIR2_YEAST
2.3.1.286
[3]
NAD-dependent protein deacetylase HST1 (HST1) DMEN162 Saccharomyces cerevisiae
HST1_YEAST
2.3.1.286
[3]
NAD-dependent protein deacetylase HST2 (HST2) DMEN163 Saccharomyces cerevisiae
HST2_YEAST
2.3.1.286
[3]
NAD-dependent protein deacetylase HST3 (HST3) DMEN164 Saccharomyces cerevisiae
HST3_YEAST
2.3.1.286
[3]
NAD-dependent protein deacetylase HST4 (HST4) DMEN165 Saccharomyces cerevisiae
HST4_YEAST
2.3.1.286
[3]
Nicotinamide phosphoribosyltransferase (NAMPT) DMEN166 Homo sapiens
NAMPT_HUMAN
2.4.2.12
[3]
Nicotinamide riboside kinase 1 (NRK1) DME0479 Homo sapiens
NRK1_HUMAN
2.7.1.22
[4]
Nicotinamide riboside kinase 2 (NRK2) DME0478 Homo sapiens
NRK2_HUMAN
2.7.1.22
[4]
Nicotinamide/nicotinic acid mononucleotide adenylyltransferase 1 (NMA1) DMEN158 Saccharomyces cerevisiae
NMA1_YEAST
2.7.7.1
[3]
Nicotinamide/nicotinic acid mononucleotide adenylyltransferase 2 (NMA2) DMEN159 Saccharomyces cerevisiae
NMA2_YEAST
2.7.7.1
[3]
Nicotinate phosphoribosyltransferase (NPT1) DMEN157 Saccharomyces cerevisiae
NPT1_YEAST
6.3.4.21
[3]
uridine hydrolase (Urh1) DMEN156 Homo sapiens Not Available Not Available [3]
⏷ Show the Full List of 14  DME(s)
Experimental Enzyme Kinetic Data of This Drug
DME Name DME Info Kinetic Data Uniprot ID REF
Nicotinamide riboside kinase 1 (NRK1) DME0479 Km = 0.068 microM
NRK1_HUMAN
[4]
Nicotinamide riboside kinase 2 (NRK2) DME0478 Km = 0.068 microM
NRK2_HUMAN
[4]
References
1 Generation, release, and uptake of the NAD precursor nicotinic acid riboside by human cells. J Biol Chem. 2015 Nov 6;290(45):27124-37.
2 A pre-steady state and steady state kinetic analysis of the N-ribosyl hydrolase activity of hCD157
3 Nicotinamide riboside and nicotinic acid riboside salvage in fungi and mammals. Quantitative basis for Urh1 and purine nucleoside phosphorylase function in NAD+ metabolism
4 Nicotinamide riboside kinase structures reveal new pathways to NAD+. PLoS Biol. 2007 Oct 2;5(10):e263.

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