NADH

chemical compound

ChemicalSubstance group_of_stereoisomers Q26987453

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NADH

Summary

NADH is a group of stereoisomers^[1].

Key Facts

NADH's instance of is recorded as group of stereoisomers^[2].
NADH's canonical SMILES is recorded as C1C=CN(C=C1C(=O)N)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OCC3C(C(C(O3)N4C=NC5=C4N=CN=C5N)O)O)O)O^[3].
NADH's chemical formula is recorded as C₂₁H₂₉N₇O₁₄P₂^[4].
NADH is a type of chemical compound^[5].
NADH is part of NADH binding^[6].
NADH is part of NADH oxidation^[7].
NADH is part of glycerophosphate shuttle^[8].
NADH is part of NADH metabolic process^[9].
NADH is part of NADH regeneration^[10].
NADH is part of canonical glycolysis^[11].
NADH is part of sulphoglycolysis^[12].
NADH is part of nicotinamide adenine dinucleotide^[13].

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Quick Facts

Instance of group of stereoisomers

Subclass of chemical compound

Part of NADH binding, NADH oxidation, glycerophosphate shuttle, NADH metabolic process, NADH regeneration, canonical glycolysis, sulphoglycolysis, nicotinamide adenine dinucleotide

Properties

Canonical smiles C1C=CN(C=C1C(=O)N)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OCC3C(C(C(O3)N4C=NC5=C4N=CN=C5N)O)O)O)O

Chemical formula C₂₁H₂₉N₇O₁₄P₂

Found in taxon Homo sapiens, Caenorhabditis elegans, Escherichia coli

Isomeric smiles C1C=CN(C=C1C(=O)N)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)OC[C@@H]3[C@H]([C@H]([C@@H](O3)N4C=NC5=C4N=CN=C5N)O)O)O)O

Mass +665.125

External References (30)

Bmrb id bmse000054

Cab id 221011

Cannabis database id 005087

Cas registry number 58-68-4

Chebi id 16908

Chemspider id 388299

Drugbank id DB00157

Dsstox compound identifier DTXCID301028583

Dsstox substance id DTXSID30889320

Ec number 200-393-0

Echa substance infocard id 100.000.357

Gmelin number 544241

Guide to pharmacology ligand id 4487

Human metabolome database id HMDB0001487

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

Kegg id C00004

Knapsack id C00019343

Massbank accession id MSBNK-NAIST-KNA00268, MSBNK-NAIST-KNA00269, MSBNK-NAIST-KNA00270, MSBNK-NAIST-KNA00271, MSBNK-NAIST-KNA00616, MSBNK-NAIST-KNA00617, MSBNK-NAIST-KNA00618, MSBNK-NAIST-KNA00619, MSBNK-NAIST-KNA00664, MSBNK-NAIST-KNA00665, MSBNK-NAIST-KNA00666, MSBNK-NAIST-KNA00667, MSBNK-RIKEN-PR100692, MSBNK-RIKEN-PR100693, MSBNK-RIKEN-PR100740, MSBNK-RIKEN-PR100741

Pdb ligand id NAI

Pdb structure id 1YL7, 4DQU, 3QVT, 1OG4, 4IM7, 1FMC, 4YTY, 4GL4, 4DRE, 1DLJ, 1GIQ, 4PLH, 3RTD, 1T2C, 1T2E, 1T25, 1T26, 4R68, 1ZPT, 4M54, 1P1J, 1P1K, 1P1R, 2VHZ, 2VHV, 2VHW, 4U6Q, 4M49, 3UNI, 2GWL, 4YB4, 1PJ2, 3FMX, 4G6H, 3VDR, 1JKI, 4MIO, 5A1T, 3ZU2, 3ZU3, 3ZU4, 3ZU5, 4XD2, 4JAF, 3ADP, 4DTI, 5JAM, 4PLF, 4FW8, 3FHM, 1N2S, 1NXG, 4QO8, 4QO7, 4PLY, 4PLZ, 4PLT, 4PLG, 1E3I, 4PLV, 4PLW, 3AY6, 4NBU, 3NT5, 3NT4, 3NT2, 4BKU, 4BKR, 4BKQ, 1ZRQ, 4YVF, 3GGO, 2Q3E, 2PA3, 2AQH, 2AQI, 2AQK, 2AQ8, 4TVB, 5BWM, 3PLR, 3H3F, 4CV3, 4CV2, 4ZCC, 4R69, 5JAQ, 4EUE, 2YVJ, 1I0Z, 2DLD, 2HMS, 2HMT, 3AMZ, 2FRD, 4JNK, 4OKN, 3JD3, 3JD2, 3JD1, 3JD4, 1VL0, 4N54, 3Q2K, 1P9L, 1KY5, 1NZW, 1NZZ, 4Y9D, 3PRJ, 3MW9, 1MG5, 3IQD, 4H8A, 4XDY, 4FJU, 3RSQ, 1EK6, 4PLC, 4YAI, 3IAM, 3X2F, 3X2E, 5G2O, 2P9E, 2P9G, 2P9C, 2YBB, 1RM0, 2Q1S, 3RFV, 2GR9, 4GDD, 4J4H, 1L7E, 5IXS, 2A92, 1VRW, 4WB9, 1WNB, 3UH1, 2IMP, 1V35, 2X0I, 4UUN, 4G73, 1LDG, 5KVV, 1ZJY, 4YKF, 1C1D, 1ARZ, 4LTN, 3AFO, 1LSU, 4J49, 4J4B, 4UUP, 1I10, 1GZ6, 4Q39, 4Q3A, 4Q3B, 4ILK, 1ZMD, 4WLO, 4P53, 2DKN, 3Q2I, 2DTE, 4CUK, 1NFQ, 1F17, 4YAG, 4YAC, 4YSW, 3FLK, 4ITU, 4L4S, 4XSH, 1O9B, 1E3E, 2J6L, 3WGH, 1ZK0, 4X4L, 3AUT, 1O0S, 1AHI, 4Q9N, 3MEQ, 5JAI, 3TE5, 4RLS

Probes and drugs id PD008881

Pubchem cid 439153

Reaxys registry number 79324

Rxnorm cui 7222

Semantic scholar topic id 3728

Splash splash10-014i-0000009000-b5361467dde020df1efc, splash10-014i-0000009000-8c678204ef85bb255c15, splash10-03di-3212549000-5bb7a136d3e7ca7d8edd, splash10-00ea-1219600000-1e722b38e19c9839c336, splash10-03fr-6420139000-2931958e300ba74f55b8, splash10-05dj-5449401000-1c9466169a2e22067bd9

Surechembl id 8188, 8187

Unichem compound id 645824

Unii 4J24DQ0916

References

Programmatic citations — every numbered marker resolves to a verifiable graph row below.

Direct Wikidata claims

[2] ↑ NADH — instance of (P31): group of stereoisomers. wikidata.org.
[3] ↑ NADH — canonical SMILES (P233): C1C=CN(C=C1C(=O)N)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OCC3C(C(C(O3)N4C=NC5=C4N=CN=C5N)O)O)O)O. PubChem. Retrieved 2016-11-19. wikidata.org.
[4] ↑ NADH — chemical formula (P274): C₂₁H₂₉N₇O₁₄P₂. PubChem. Retrieved 2016-11-19. wikidata.org.
[5] ↑ NADH — subclass of (P279): chemical compound. wikidata.org.
[6] ↑ NADH — part of (P361): NADH binding. Gene Ontology release 2019-11-16. wikidata.org.
[7] ↑ NADH — part of (P361): NADH oxidation. Gene Ontology release 2019-11-16. wikidata.org.
[8] ↑ NADH — part of (P361): glycerophosphate shuttle. Gene Ontology release 2019-11-16. wikidata.org.
[9] ↑ NADH — part of (P361): NADH metabolic process. Gene Ontology release 2019-11-16. wikidata.org.
[10] ↑ NADH — part of (P361): NADH regeneration. Gene Ontology release 2019-11-16. wikidata.org.
[11] ↑ NADH — part of (P361): canonical glycolysis. Gene Ontology release 2019-11-16. wikidata.org.
[12] ↑ NADH — part of (P361): sulphoglycolysis. Gene Ontology release 2019-11-16. wikidata.org.
[13] ↑ NADH — part of (P361): nicotinamide adenine dinucleotide. wikidata.org.

Class ancestry

[1] ↑ NADH is an instance of group of stereoisomers (Q59199015) [P31, primary]. Wikidata. wikidata.org.

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APA 4ort.xyz Knowledge Graph. (2026). NADH. Retrieved May 3, 2026, from https://4ort.xyz/entity/nadh

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BibTeX

@misc{4ortxyz_nadh_2026, author = {{4ort.xyz Knowledge Graph}}, title = {{NADH}}, year = {2026}, url = {https://4ort.xyz/entity/nadh}, note = {Accessed: 2026-05-03}}

LLM prompt

According to 4ort.xyz Knowledge Graph (aggregator of Wikidata, Wikipedia, and authoritative open-data sources): NADH — https://4ort.xyz/entity/nadh (retrieved 2026-05-03)

Canonical URL: https://4ort.xyz/entity/nadh · Last refreshed: May 3, 2026

Edit History

Rolling log of changes to this entity's Wikidata record. Values shown reflect the current state of each edited property — follow the history link to see the precise diff for any edit.

10d ago · Nabbegat · 2026-06-19 view diff on Wikidata ↗

Pdb structure id → 1YL7, 4DQU, 3QVT +191

Cannabis database id → 005087

Unii → 4J24DQ0916

Dsstox substance id → DTXSID30889320

+ 37 other properties edited (see Wikidata diff for full list)

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