| Record Information |
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| Version | 1.0 |
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| Creation date | 2015-10-09 22:30:58 UTC |
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| Update date | 2017-01-19 02:36:26 UTC |
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| FoodComEx ID | PC000504 |
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| FoodDB Record | FDB022649 |
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| Chemical Information |
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| Name | NADH |
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| Description | NADH is the reduced form of NAD+, and NAD+ is the oxidized form of NADH, A coenzyme composed of ribosylnicotinamide 5'-diphosphate coupled to adenosine 5'-phosphate by 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). It forms NADP with the addition of a phosphate group to the 2' position of the adenosyl nucleotide through an ester linkage.(Dorland, 27th ed) [HMDB]. NADH is found in many foods, some of which are dill, ohelo berry, fox grape, and black-eyed pea. |
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| CAS Number | 58-68-4 |
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| Structure | |
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| Synonyms | | Synonym | Source |
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| 1,4-Dihydronicotinamide adenine dinucleotide | hmdb | | b-DPNH | hmdb | | b-NADH | hmdb | | beta-DPNH | hmdb | | beta-NADH | hmdb | | Dihydrocodehydrogenase I | hmdb | | Dihydrocozymase | hmdb | | Dihydronicotinamide adenine dinucleotide | hmdb | | Dihydronicotinamide mononucleotide | hmdb | | DPNH | hmdb | | ENADA | hmdb | | NADH | hmdb | | NADH2 | hmdb | | Nicotinamide adenine dinucleotide (reduced) | ChEBI | | Reduced codehydrogenase I | hmdb | | Reduced diopyridine nucleotide | HMDB | | Reduced diphosphopyridine nucleotide | hmdb | | Reduced nicotinamide adenine diate | HMDB | | Reduced nicotinamide adenine dinucleotide | ChEBI | | Reduced nicotinamide adenine diphosphate | hmdb | | Reduced nicotinamide-adenine dinucleotide | hmdb |
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| Chemical Formula | C21H29N7O14P2 |
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| IUPAC name | 1-{5-[({[({[5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-3,4-dihydroxyoxolan-2-yl}-1,4-dihydropyridine-3-carboximidic acid |
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| InChI Identifier | 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) |
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| InChI Key | BOPGDPNILDQYTO-UHFFFAOYSA-N |
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| Isomeric SMILES | NC1=C2N=CN(C3OC(COP(O)(=O)OP(O)(=O)OCC4OC(C(O)C4O)N4C=CCC(=C4)C(O)=N)C(O)C3O)C2=NC=N1 |
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| Average Molecular Weight | 665.441 |
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| Monoisotopic Molecular Weight | 665.124771695 |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as (5'->5')-dinucleotides. These are dinucleotides where the two bases are connected via a (5'->5')-phosphodiester linkage. |
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| Kingdom | Organic compounds |
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| Super Class | Nucleosides, nucleotides, and analogues |
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| Class | (5'->5')-dinucleotides |
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| Sub Class | Not Available |
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| Direct Parent | (5'->5')-dinucleotides |
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| Alternative Parents | |
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| Substituents | - (5'->5')-dinucleotide
- Purine nucleotide sugar
- Purine ribonucleoside diphosphate
- Purine ribonucleoside monophosphate
- Nicotinamide-nucleotide
- Pentose phosphate
- Pentose-5-phosphate
- Glycosyl compound
- N-glycosyl compound
- 6-aminopurine
- Monosaccharide phosphate
- N-substituted nicotinamide
- Organic pyrophosphate
- Imidazopyrimidine
- Purine
- Monoalkyl phosphate
- Dihydropyridine
- Aminopyrimidine
- Pyrimidine
- Imidolactam
- Monosaccharide
- N-substituted imidazole
- Alkyl phosphate
- Phosphoric acid ester
- Hydropyridine
- Organic phosphoric acid derivative
- Heteroaromatic compound
- Tetrahydrofuran
- Imidazole
- Vinylogous amide
- Azole
- Amino acid or derivatives
- Primary carboxylic acid amide
- Secondary alcohol
- Carboxamide group
- Organoheterocyclic compound
- Enamine
- Azacycle
- Oxacycle
- Carboxylic acid derivative
- Hydrocarbon derivative
- Alcohol
- Organic nitrogen compound
- Organonitrogen compound
- Organooxygen compound
- Carbonyl group
- Organic oxygen compound
- Organopnictogen compound
- Primary amine
- Amine
- Organic oxide
- Aromatic heteropolycyclic compound
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| Molecular Framework | Aromatic heteropolycyclic compounds |
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| External Descriptors | Not Available |
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| Physico-Chemical Properties - Experimental |
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| Property | Value | Reference |
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| Experimental logP | Not Available | |
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| Experimental Water Solubility | Not Available | |
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| Melting Point | Not Available | |
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| Foods of Origin |
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| Food | Content Range | Average | Reference |
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| Food | | | Reference |
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| Production Data |
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| Production Method | commercial |
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| Production Method Reference | Not Available |
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| Production Method Reference File | Not Available |
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| Quantity Available | Production upon request, up to 1 g |
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| Delivery Time | Not Available |
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| Storage Form | solid |
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| Storage Conditions | -80°C |
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| Stability | Not Available |
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| Purity | Not Available |
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| Spectra |
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| Spectral Data Upon Request | Not Available |
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| Provider Information |
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| Commercial Vendors |
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| Not Available |
