CHEBI:16908 - NADH

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ChEBI Name NADH
ChEBI ID CHEBI:16908
Definition A coenzyme found in all living cells; consists of two nucleotides joined through their 5'-phosphate groups, with one nucleotide containing an adenine base and the other containing nicotinamide.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:44216, CHEBI:7423, CHEBI:13395, CHEBI:13396, CHEBI:21902
Supplier Information ZINC000008216889
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Formula C21H29N7O14P2
Net Charge 0
Average Mass 665.44126
Monoisotopic Mass 665.12477
InChI InChI=1S/C21H29N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1,3-4,7-8,10-11,13-16,20-21,29-32H,2,5-6H2,(H2,23,33)(H,34,35)(H,36,37)(H2,22,24,25)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
InChIKey BOPGDPNILDQYTO-NNYOXOHSSA-N
SMILES NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n2cnc3c(N)ncnc23)[C@@H](O)[C@H]1O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Roles Classification
Biological Role(s): fundamental metabolite
Any metabolite produced by all living cells.
(via NAD )
cofactor
An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group).
coenzyme
A low-molecular-weight, non-protein organic compound participating in enzymatic reactions as dissociable acceptor or donor of chemical groups or electrons.
(via NAD(P) )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing NADH (CHEBI:16908) has role cofactor (CHEBI:23357)
NADH (CHEBI:16908) has role fundamental metabolite (CHEBI:78675)
NADH (CHEBI:16908) is a NAD (CHEBI:13389)
NADH (CHEBI:16908) is a NAD(P)H (CHEBI:13392)
NADH (CHEBI:16908) is conjugate acid of NADH(2−) (CHEBI:57945)
Incoming (4S)-4-(2-propylisonicotinoyl)nicotinamide adenine dinucleotide (CHEBI:44608) has functional parent NADH (CHEBI:16908)
(S)-NADHX (CHEBI:44236) has functional parent NADH (CHEBI:16908)
(R)-NADHX (CHEBI:134125) has functional parent NADH (CHEBI:16908)
AcNADH (CHEBI:74521) has functional parent NADH (CHEBI:16908)
NADH(2−) (CHEBI:57945) is conjugate base of NADH (CHEBI:16908)
IUPAC Name
adenosine 5'-{3-[1-(3-carbamoyl-1,4-dihydropyridin-1-yl)-1,4-anhydro-D-ribitol-5-yl] dihydrogen diphosphate}
Synonyms Sources
1,4-DIHYDRONICOTINAMIDE ADENINE DINUCLEOTIDE PDBeChem
DPNH KEGG COMPOUND
NADH KEGG COMPOUND
nicotinamide adenine dinucleotide (reduced) ChEBI
Reduced nicotinamide adenine dinucleotide KEGG COMPOUND
Manual Xrefs Databases
C00004 KEGG COMPOUND
C00019343 KNApSAcK
DB00157 DrugBank
HMDB0001487 HMDB
MOL000027 COMe
NAI PDBeChem
Nicotinamide_adenine_dinucleotide Wikipedia
View more database links
Registry Numbers Types Sources
544241 Gmelin Registry Number Gmelin
58-68-4 CAS Registry Number KEGG COMPOUND
58-68-4 CAS Registry Number ChemIDplus
79324 Beilstein Registry Number Beilstein
79324 Reaxys Registry Number Reaxys
Citations Types Sources
11259315 PubMed citation Europe PMC
19459318 PubMed citation Europe PMC
Last Modified
26 July 2019