Metabolite Card

Formula: C21H29N7O14P2 (665.1248)
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)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O

Synonyms [en]

NADH; DPNH; Reduced Nicotinamide Adenine Dinucleotide; Dihydrocozymase; beta-DPNH; 1,4-Dihydronicotinamide adenine dinucleotide

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

NADH. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000014975). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Nicotinamide adenine dinucleotide (NAD) is a coenzyme central to metabolism. Found in all living cells, NAD is called a dinucleotide because it consists of two nucleotides joined through their phosphate groups. One nucleotide contains an adenine nucleobase and the other nicotinamide. NAD exists in two forms: an oxidized and reduced form, abbreviated as NAD+ and NADH (H for hydrogen) respectively. NADH is the reduced form of NAD+, and NAD+ is the oxidized form of NADH. NAD (or nicotinamide adenine dinucleotide) is used extensively in glycolysis and the citric acid cycle of cellular respiration. The reducing potential stored in NADH can be either converted into ATP through the electron transport chain or used for anabolic metabolism. ATP "energy" is necessary for an organism to live. Green plants obtain ATP through photosynthesis, while other organisms obtain it via cellular respiration. NAD is a coenzyme composed of ribosylnicotinamide 5'-diphosphate coupled to adenosine 5'-phosphate by a pyrophosphate linkage. It is found widely in nature and is involved in numerous enzymatic reactions in which it serves as an electron carrier by being alternately oxidized (NAD+) and reduced (NADH). NADP is formed through the addition of a phosphate group to the 2' position of the adenosyl nucleotide through an ester linkage.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 58-68-4
  • CAS Registry Number: 606-68-8
  • PubChem: 3306
  • PubChem: 439153
  • ChEBI: ChEBI:16908
  • HMDB: HMDB0001487
  • KEGG: C00004
  • NCBI MeSH: NAD
  • Wikipedia: Nicotinamide_adenine_dinucleotide
  • DrugBank: DB00157
  • RefMet: RM0136399
  • MoNA: EMBL_MCF_2_0_HRMS_Library000094
  • MoNA: EMBL_MCF_2_0_HRMS_Library000345
  • MoNA: HMDB0001487_ms_ms_1218127
  • MoNA: HMDB0001487_ms_ms_1218128
  • MoNA: HMDB0001487_ms_ms_1218129
  • MoNA: KNA00268
  • MoNA: KNA00269
  • MoNA: KNA00270
  • MoNA: KNA00271
  • MoNA: KNA00616
  • MoNA: KNA00617
  • MoNA: KNA00618
  • MoNA: KNA00619
  • MoNA: KNA00664
  • MoNA: KNA00665
  • MoNA: KNA00666
  • MoNA: KNA00667
  • MoNA: MoNA035332
  • MoNA: MoNA035333
  • MoNA: MoNA035335
  • MoNA: MoNA036743
  • MoNA: MoNA036744
  • MoNA: MoNA036745
  • MoNA: MoNA038279
  • MoNA: MoNA038802
  • MoNA: PR100692
  • MoNA: PR100693
  • MoNA: PR100740
  • MoNA: PR100741
  • MoNA: PS047201
  • MoNA: PS067101
  • MoNA: PS067102
  • Metlin: METLIN_3687
  • Coconut NaturalProduct: CNP0222405.1
  • Coconut NaturalProduct: CNP0222405.2
  • Coconut NaturalProduct: CNP0222405.6

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R00023 1.7.1.5 hydroxylamine:NAD+ oxidoreductase;
KEGG:R00090 1.11.1.1 NADH:hydrogen-peroxide oxidoreductase
KEGG:R00091 CoA:NAD+ oxidoreductase
KEGG:R00092 1.16.1.7 Fe2+:NAD+ oxidoreductase;
KEGG:R00093 1.4.1.14 L-glutamate:NAD+ oxidoreductase (transaminating)
KEGG:R00094 1.8.1.7 glutathione:NAD+ oxidoreductase
KEGG:R00095 1.6.5.4 NADH:monodehydroascorbate oxidoreductase
KEGG:R00100 1.6.2.2 NADH:ferricytochrome-b5 oxidoreductase
KEGG:R00101 1.6.2.6 NADH:ferrileghemoglobin oxidoreductase
KEGG:R00105 2.7.1.86 ATP:NADH 2'-phosphotransferase
KEGG:R00112 1.6.1.1 NADPH:NAD+ oxidoreductase
KEGG:R00129 4.2.1.93 (6S)-6beta-hydroxy-1,4,5,6-tetrahydronicotinamide-adenine dinucleotide hydro-lyase (ATP-hydrolysing, NADH-forming)
KEGG:R00143 1.7.1.10 ammonia:NAD+ oxidoreductase;
KEGG:R00145 1.4.1.1 alpha-amino acid:NAD+ oxidoreductase (deaminating)
KEGG:R00203 1.2.1.22 pyruvaldehyde:NAD+ oxidoreductase;
KEGG:R00209 1.2.1.104 pyruvate:NAD+ 2-oxidoreductase (CoA-acetylating);
KEGG:R00214 1.1.1.38 (S)-malate:NAD+ oxidoreductase (decarboxylating)
KEGG:R00215 1.1.1.83 (R)-malate:NAD+ oxidoreductase (decarboxylating)
KEGG:R00228 1.2.1.10 acetaldehyde:NAD+ oxidoreductase (CoA-acetylating)
KEGG:R00243 1.4.1.2 L-glutamate:NAD+ oxidoreductase (deaminating)
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Organism Source

Taxonomy Source

  1. Escherichia coli [ncbi taxid: 562]
  2. Homo sapiens [ncbi taxid: 9606]
  3. Mus musculus [ncbi taxid: 10090]
  4. Escherichia coli [ncbi taxid: 562]

Pathway Synthetic

pathway id name
BioCyc:LEISH_PWY3IU-99 superpathway of central carbon metabolism
BioCyc:LEISH_TCA TCA cycle
BioCyc:LEISH_P125-PWY superpathway of (R,R)-butanediol biosynthesis
BioCyc:LEISH_GLYCOLYSIS glycolysis I
BioCyc:LEISH_GLUCONEO-PWY gluconeogenesis I
BioCyc:LEISH_PWY3IU-235 folate metabolism
BioCyc:LEISH_PWY3IU-445 purine nucleotide metabolism (phosphotransfer and nucleotide modification)
BioCyc:LEISH_PWY3IU-39 oxaloacetate degradation to pyruvate
BioCyc:LEISH_GALACTITOLCAT-PWY galactitol degradation
BioCyc:LEISH_PWY3IU-106 glycerol metabolism
BioCyc:LEISH_VALDEG-PWY valine degradation I
BioCyc:LEISH_GLYCLEAV-PWY glycine cleavage complex
BioCyc:TRYPANO_DESULFONATION-PWY benzenesulfonate degradation
BioCyc:TRYPANO_PWY-2501 fatty acid α-oxidation
BioCyc:TRYPANO_ORNDEG-PWY superpathway of ornithine degradation
BioCyc:TRYPANO_PWY-6535 4-aminobutyrate degradation I
BioCyc:TRYPANO_PUTDEG-PWY putrescine degradation I
BioCyc:TRYPANO_ILEUDEG-PWY isoleucine degradation I
BioCyc:TRYPANO_PWY-5436 threonine degradation IV
BioCyc:TRYPANO_THREONINE-DEG2-PWY threonine degradation II
View All Pathways