P. aeruginosa Metabolome Database: NAD (PAMDB000197)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 11:54:54 AM

Metabolite ID

PAMDB000197

Identification

Name:

NAD

Description:

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 converted to 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 by cellular respiration. (wikipedia). Nicotinamide adenine dinucleotide is a 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). (Dorland, 27th ed)

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

β-nicotinamide adenine dinucleotide
3-Carbamoyl-1-b-D-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphate inner salt
3-Carbamoyl-1-b-D-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphoric acid inner salt
3-Carbamoyl-1-b-delta-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphate inner salt
3-Carbamoyl-1-b-delta-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphoric acid inner salt
3-Carbamoyl-1-b-δ-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphate inner salt
3-Carbamoyl-1-b-δ-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphoric acid inner salt
3-Carbamoyl-1-beta-D-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphate inner salt
3-Carbamoyl-1-beta-D-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphoric acid inner salt
3-Carbamoyl-1-beta-delta-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphate inner salt
3-Carbamoyl-1-beta-delta-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphoric acid inner salt
3-Carbamoyl-1-D-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphate
3-Carbamoyl-1-D-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphoric acid
3-Carbamoyl-1-delta-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphate
3-Carbamoyl-1-delta-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphoric acid
3-Carbamoyl-1-β-D-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphate inner salt
3-Carbamoyl-1-β-D-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphoric acid inner salt
3-Carbamoyl-1-β-δ-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphate inner salt
3-Carbamoyl-1-β-δ-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphoric acid inner salt
3-Carbamoyl-1-δ-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphate
3-Carbamoyl-1-δ-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphoric acid
Adenine-nicotinamide dinucleotide
b-Diphosphopyridine nucleotide
b-NAD
b-Nicotinamide adenine dinucleotide
b-Nicotinamide adenine dinucleotide trihydrate
b-Nicotinamide adenine dinucleotide trihydric acid
Beta-Diphosphopyridine nucleotide
Beta-NAD
Beta-Nicotinamide adenine dinucleotide
Beta-Nicotinamide adenine dinucleotide trihydrate
Beta-Nicotinamide adenine dinucleotide trihydric acid
CO-I
Codehydrase I
Codehydrogenase I
Coenzyme I
Cozymase
Cozymase I
Diphosphopyridine nucleotide
Diphosphopyridine nucleotide oxidized
DPN
DPN+
DPN-ox
Endopride
NAD
NAD trihydrate
NAD trihydric acid
NAD+
NAD-ox
NAD-oxidized
Nicotinamide adenine dinucleotide
Nicotinamide adenine dinucleotide oxidized
Nicotinamide dinucleotide
Nicotineamide adenine dinucleotide
Oxidized diphosphopyridine nucleotide
Pyridine nucleotide diphosphate
Pyridine nucleotide diphosphoric acid
[(3S,2R,4R,5R)-5-(6-Aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[(3S,2R,4R,5R)-5-(3-carbamoylpyridyl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxyphosphoryl) hydrogen phosphate
[(3S,2R,4R,5R)-5-(6-Aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[(3S,2R,4R,5R)-5-(3-carbamoylpyridyl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxyphosphoryl) hydrogen phosphoric acid
[adenylate-32-P]-NAD
[Adenylic acid-32-P]-nad
β-Diphosphopyridine nucleotide
β-NAD
β-Nicotinamide adenine dinucleotide
β-Nicotinamide adenine dinucleotide trihydrate
β-Nicotinamide adenine dinucleotide trihydric acid

Chemical Formula:

C₂₁H₂₈N₇O₁₄P₂

Average Molecular Weight:

664.433

Monoisotopic Molecular Weight:

664.116946663

InChI Key:

BAWFJGJZGIEFAR-NNYOXOHSSA-O

InChI:

InChI=1S/C21H27N7O14P2/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/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H5-,22,23,24,25,33,34,35,36,37)/p+1/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1

CAS number:

53-84-9

IUPAC Name:

1-[(2R,3R,4S,5R)-5-[({[({[(2R,3S,4R,5R)-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]-3-carbamoyl-1???pyridin-1-ylium

Traditional IUPAC Name:

1-[(2R,3R,4S,5R)-5-{[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-1???pyridin-1-ylium

SMILES:

NC(=O)C1=C[N+](=CC=C1)[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

Chemical Taxonomy

Taxonomy Description

This compound 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.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

(5'->5')-dinucleotides

Sub Class

Not Available

Direct Parent

(5'->5')-dinucleotides

Alternative Parents

Substituents

(5'->5')-dinucleotide
Purine nucleotide sugar
Purine ribonucleoside diphosphate
Nicotinamide-nucleotide
N-glycosyl compound
Glycosyl compound
Organic pyrophosphate
Monosaccharide phosphate
6-aminopurine
Pyridine carboxylic acid or derivatives
Purine
Nicotinamide
Imidazopyrimidine
Monoalkyl phosphate
Aminopyrimidine
Imidolactam
Alkyl phosphate
Pyrimidine
Pyridinium
Pyridine
Primary aromatic amine
Phosphoric acid ester
Organic phosphoric acid derivative
Organic phosphate
N-substituted imidazole
Monosaccharide
Heteroaromatic compound
Vinylogous amide
Oxolane
Imidazole
Azole
Secondary alcohol
Primary carboxylic acid amide
Carboxamide group
1,2-diol
Oxacycle
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

NAD(P)(+) (CHEBI:15846 )
NAD (CHEBI:15846 )

Physical Properties

State:

Solid

Charge:

-1

Melting point:

140.0-142.0 °C

Experimental Properties:

Property	Value	Source
Water Solubility:	752.5 mg/mL [HMP experimental]	PhysProp

Predicted Properties

Property	Value	Source
Water Solubility	1.81 mg/mL	ALOGPS
logP	-1.2	ALOGPS
logP	-10	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	318.26 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	142 m³·mol^-1	ChemAxon
Polarizability	55.86 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	0	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Cytoplasm

Reactions:

More...

Pathways:

1- and 2-Methylnaphthalene degradation pae00624
3-Chloroacrylic acid degradation pae00641
Alanine, aspartate and glutamate metabolism pae00250
Amino sugar and nucleotide sugar metabolism pae00520
Arginine and proline metabolism pae00330
Ascorbate and aldarate metabolism pae00053
Benzoate degradation via hydroxylation pae00362
Biosynthesis of siderophore group nonribosomal peptides pae01053
Biphenyl degradation pae00621
Butanoate metabolism pae00650
C5-Branched dibasic acid metabolism pae00660
Carbon fixation in photosynthetic organisms pae00710
Chloroalkane and chloroalkene degradation pae00625
Citrate cycle (TCA cycle) pae00020
Cysteine and methionine metabolism pae00270
DNA replication pae03030
Drug metabolism - cytochrome P450 pae00982
Drug metabolism - other enzymes pae00983
Fatty acid biosynthesis pae00061
Fatty acid metabolism pae00071
Folate biosynthesis pae00790
Fructose and mannose metabolism pae00051
Galactose metabolism pae00052
Glycerolipid metabolism pae00561
Glycerophospholipid metabolism pae00564
Glycine, serine and threonine metabolism pae00260
Glycolysis / Gluconeogenesis pae00010
Glyoxylate and dicarboxylate metabolism pae00630
Histidine metabolism pae00340
Lysine biosynthesis pae00300
Metabolic pathways pae01100
Metabolism of xenobiotics by cytochrome P450 pae00980
Methane metabolism pae00680
Microbial metabolism in diverse environments pae01120
Monobactam biosynthesis pae00261
Naphthalene degradation pae00626
Nicotinate and nicotinamide metabolism pae00760
Nitrogen metabolism pae00910
One carbon pool by folate pae00670
Oxidative phosphorylation pae00190
Pantothenate and CoA biosynthesis pae00770
Pentose and glucuronate interconversions pae00040
Phenylalanine metabolism pae00360
Phenylalanine, tyrosine and tryptophan biosynthesis pae00400
Porphyrin and chlorophyll metabolism pae00860
Propanoate metabolism pae00640
Purine metabolism pae00230
Pyrimidine metabolism pae00240
Pyruvate metabolism pae00620
Reductive carboxylate cycle (CO2 fixation) pae00720
Retinol metabolism pae00830
Riboflavin metabolism pae00740
Starch and sucrose metabolism pae00500
Styrene degradation pae00643
Terpenoid backbone biosynthesis pae00900
Toluene and xylene degradation pae00622
Trinitrotoluene degradation pae00633
Tryptophan metabolism pae00380
Two-component system pae02020
Tyrosine metabolism pae00350
Ubiquinone and other terpenoid-quinone biosynthesis pae00130
Valine, leucine and isoleucine biosynthesis pae00290
Valine, leucine and isoleucine degradation pae00280
Vitamin B6 metabolism pae00750
alpha-Linolenic acid metabolism pae00592
beta-Alanine metabolism pae00410

Spectra

Spectra:

Spectrum Type	Description	Splash Key
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-03di-0000029000-870aa620464a4fedbe8d	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-002r-0930610000-ccd233f26036136ba3e8	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-000i-0900000000-ec77ba41ae7dbcfd08a2	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-00dl-0219003700-2f52e3c5db41066a112c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0uk9-0301009000-a3d0c464e56f6e320c80	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-00dl-0000090000-c18a7719161c63a71938	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0udi-0000009000-1dde5b221786fe375304	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0002-0911001000-bd16ca8021ab63e9e290	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-001i-0900000000-662adda5a00fce5c5017	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-03di-0900000000-a2724dbab2ca6eb7e8da	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-00dl-0400090000-19bb49ef6fe960f224d2	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-006x-0011297400-efee4fe3a4cf024c960a	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-004i-0028900000-8ec9bcaf25513495b979	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-0a4i-0011953000-577487fb6aff29c77330	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-00di-0000009000-e1d0afb4e7926a0f845e	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-0006-0001092010-1dcbca7a5ffe61f23e50	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-004i-0028900000-764e3ecea72fe178a87e	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-004i-0018900000-3b774fba9b96129baa6c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-0006-0000090000-d4236efb9eec36017416	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available
1D NMR	1H NMR Spectrum	Not Available
1D NMR	1H NMR Spectrum	Not Available
1D NMR	1H NMR Spectrum	Not Available
1D NMR	1H NMR Spectrum	Not Available
1D NMR	13C NMR Spectrum	Not Available
2D NMR	[1H,1H] 2D NMR Spectrum	Not Available
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available

References

References:

Begonja AJ, Gambaryan S, Geiger J, Aktas B, Pozgajova M, Nieswandt B, Walter U: Platelet NAD(P)H-oxidase-generated ROS production regulates alphaIIbbeta3-integrin activation independent of the NO/cGMP pathway. Blood. 2005 Oct 15;106(8):2757-60. Epub 2005 Jun 23. Pubmed: 15976180
Bennett, B. D., Kimball, E. H., Gao, M., Osterhout, R., Van Dien, S. J., Rabinowitz, J. D. (2009). "Absolute metabolite concentrations and implied enzyme active site occupancy in Escherichia coli." Nat Chem Biol 5:593-599. Pubmed: 19561621
Brautigam CA, Chuang JL, Tomchick DR, Machius M, Chuang DT: Crystal structure of human dihydrolipoamide dehydrogenase: NAD+/NADH binding and the structural basis of disease-causing mutations. J Mol Biol. 2005 Jul 15;350(3):543-52. Pubmed: 15946682
Bruzzone S, Moreschi I, Guida L, Usai C, Zocchi E, De Flora A: Extracellular NAD+ regulates intracellular calcium levels and induces activation of human granulocytes. Biochem J. 2006 Feb 1;393(Pt 3):697-704. Pubmed: 16225456
Buchholz, A., Takors, R., Wandrey, C. (2001). "Quantification of intracellular metabolites in Escherichia coli K12 using liquid chromatographic-electrospray ionization tandem mass spectrometric techniques." Anal Biochem 295:129-137. Pubmed: 11488613
Hamza A, Cho H, Tai HH, Zhan CG: Understanding human 15-hydroxyprostaglandin dehydrogenase binding with NAD+ and PGE2 by homology modeling, docking and molecular dynamics simulation. Bioorg Med Chem. 2005 Jul 15;13(14):4544-51. Pubmed: 15908215
Ishii, N., Nakahigashi, K., Baba, T., Robert, M., Soga, T., Kanai, A., Hirasawa, T., Naba, M., Hirai, K., Hoque, A., Ho, P. Y., Kakazu, Y., Sugawara, K., Igarashi, S., Harada, S., Masuda, T., Sugiyama, N., Togashi, T., Hasegawa, M., Takai, Y., Yugi, K., Arakawa, K., Iwata, N., Toya, Y., Nakayama, Y., Nishioka, T., Shimizu, K., Mori, H., Tomita, M. (2007). "Multiple high-throughput analyses monitor the response of E. coli to perturbations." Science 316:593-597. Pubmed: 17379776
Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
Kim MY, Zhang T, Kraus WL: Poly(ADP-ribosyl)ation by PARP-1: 'PAR-laying' NAD+ into a nuclear signal. Genes Dev. 2005 Sep 1;19(17):1951-67. Pubmed: 16140981
Krotz F, Sohn HY, Gloe T, Zahler S, Riexinger T, Schiele TM, Becker BF, Theisen K, Klauss V, Pohl U: NAD(P)H oxidase-dependent platelet superoxide anion release increases platelet recruitment. Blood. 2002 Aug 1;100(3):917-24. Pubmed: 12130503
Kunsman GW, Manno JE, Cockerham KR, Manno BR: A modification and validation of two urine ethanol procedures for use with the Monarch 2000 Chemistry System. J Anal Toxicol. 1991 May-Jun;15(3):130-5. Pubmed: 1943056
Nakayama Y, Kinoshita A, Tomita M: Dynamic simulation of red blood cell metabolism and its application to the analysis of a pathological condition. Theor Biol Med Model. 2005 May 9;2(1):18. Pubmed: 15882454
Orczyk J, Morre DM, Morre DJ: Periodic fluctuations in oxygen consumption comparing HeLa (cancer) and CHO (non-cancer) cells and response to external NAD(P)+/NAD(P)H. Mol Cell Biochem. 2005 May;273(1-2):161-7. Pubmed: 16013451
Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. Pubmed: 19212411
van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195
Ying W: NAD+ and NADH in cellular functions and cell death. Front Biosci. 2006 Sep 1;11:3129-48. Pubmed: 16720381

Synthesis Reference:

Hughes, N. A.; Kenner, G. W.; Todd, Alexander. Codehydrogenases. III. Synthesis of diphosphopyridine nucleotide (cozymase) and triphosphopyridine nucleotide. Journal of the Chemical Society (1957), 3733-8.

Material Safety Data Sheet (MSDS)

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Links

External Links:

Resource	Link
CHEBI ID	15846
HMDB ID	HMDB00902
Pubchem Compound ID	5892
Kegg ID	C00003
ChemSpider ID	5682
Wikipedia	NAD
BioCyc ID	NAD
EcoCyc ID	NAD
Ligand Expo	NAJ

NAD (PAMDB000197)

Structure for NAD (PAMDB000197)