NADH (BioCAD00000014975)
blood bladder brain fibroblasts platelet skeletal muscle microbial natural products
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
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.
DBLinks
- CAS Registry Number: 58-68-4
- PubChem CID: 439153
- ChEBI: 16908
- HMDB: HMDB0001487
- LipidMaps:
- KEGG: C00004
- BioCyc:
- NCBI MeSH: NAD
- Wikipedia: Nicotinamide_adenine_dinucleotide
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
- WishartLab ClassyFire: [(5'->5')-dinucleotides] (5'->5')-dinucleotides
- RefMet: [Nicotinamide dinucleotides] Nicotinamide dinucleotides
- ChEBI: [CHEBI:16908] NADH
- Coconut NaturalProduct: [Purine nucleos(t)ides] Purine nucleos(t)ides
| 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) |
Taxonomy Source
- Escherichia coli [ncbi taxid: 562]
- Homo sapiens [ncbi taxid: 9606]
- Mus musculus [ncbi taxid: 10090]
- 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 |