Cas no 6450-77-7 (Nicotinic Acid Adenine Dinucleotide)

Nicotinic Acid Adenine Dinucleotide (NAAD) is a pyridine nucleotide derivative structurally related to NAD+ and NADP+. It serves as a precursor in NAD+ biosynthesis pathways and plays a role in cellular redox reactions and signaling processes. NAAD is particularly significant in studies of NAD+ metabolism, enzyme mechanisms, and calcium signaling, as it can be converted to NAADP, a potent Ca2?-mobilizing messenger. Its high purity and stability make it suitable for biochemical research, including enzyme kinetics and metabolic pathway analysis. NAAD is also utilized in investigations of vitamin B3 metabolism and as a tool compound for probing NAD+-dependent enzymes.
Nicotinic Acid Adenine Dinucleotide structure
6450-77-7 structure
Product Name:Nicotinic Acid Adenine Dinucleotide
CAS No:6450-77-7
MF:C21H26N6O15P2
MW:664.409866809845
CID:503199
PubChem ID:165490
Update Time:2025-06-13

Nicotinic Acid Adenine Dinucleotide Chemical and Physical Properties

Names and Identifiers

    • 1-[5-[[[[5-(6-Aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxymethyl]-3,4-dihydroxy-oxolan-2-yl]pyridine-5-carboxylate
    • Nicotinic Acid Adenine Dinucleotide
    • 5'-ester with 3-carboxy-1-b-D-ribofuranosylpyridinium, inner salt
    • Adenosine5'-(trihydrogen diphosphate), P'&reg
    • Nicotinic acid-adenine dinucleotide
    • Nicotinate adenine dinucleotide
    • Desamido NAD
    • Deamidodiphosphopyridine nucleotide
    • Deamido-NAD
    • Codehydrogenase I, nicotinic acid analog
    • Codehydrogenase I, carboxy deamido analog
    • Adenine-nicotinic acid dinucleotide
    • 1: PN: WO2006081329 PAGE: 47 claimed sequence
    • Pyridinium, 3- carboxy-1-β-D-ribofuranosyl-, hydroxide, 5'→5'-ester with adenosine 5'-(trihydrogen pyrophosphate), inner salt (8CI)
    • 3-Carboxy-1-β-D-ribofuranosylpyridinium hydroxide, 5'-ester with adenosine 5'-pyrophosphate, inner salt (6CI,7CI)
    • Adenosine 5'-(trihydrogen diphosphate), P'→5'-ester with 3-carboxy-1-β-D-ribofuranosylpyridinium, inner salt
    • D07GZT
    • Deamidodiphosphopyridine nucleotide
    • NICOTINIC ACID-ADENINE DINUCLEOTIDE
    • Adenosine 5'-(trihydrogen diphosphate), P'-5'-ester with 3-carboxy-1-beta-D-ribofuranosylpyridinium inner salt
    • DTXSID30863847
    • Adenine-nicotinic acid dinucleotide
    • starbld0016135
    • deamidonicotinamide adenine dinucleoetide
    • 3-Carboxy-1-beta-D-ribofuranosylpyridinium hydroxide, 5'-ester with adenosine 5'-pyrophosphate, inner salt
    • deamido-NAD
    • nicotinate adenine dinucleotide
    • 4Y1TS06J4H
    • 1-((2R,3R,4S,5R)-5-((((((((2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryl)oxy)(hydroxy)phosphoryl)oxy)methyl)-3,4-dihydroxytetrahydrofuran-2-yl)pyridin-1-ium-3-carboxylate
    • [1-[5-[[[[5-[(6-amino-9H-purin-9-yl)]-3,4-dihydroxy- tetrahydrofuran-2-yl]methoxy-hydroxy-phosphinoyl]oxy-hydroxy- phosphinoyl]oxymethyl]-3,4-dihydroxy-tetrahydrofuran-2-yl]-1H- pyrid-5-yl]-oxido-meth
    • 6450-77-7
    • 1-[(2R,3R,4S,5R)-5-[[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxymethyl]-3,4-dihydroxyoxolan-2-yl]pyridin-1-ium-3-carboxylate
    • UNII-4Y1TS06J4H
    • DESAMIDO NADIDE
    • ADENOSINE 5'-(TRIHYDROGEN DIPHOSPHATE), P'->5'-ESTER WITH 3-CARBOXY-1-.BETA.-D-RIBOFURANOSYLPYRIDINIUM, INNER SALT
    • Desamido NAD
    • C21-H26-N6-O15-P2
    • Pyridinium, 3-carboxy-1-β-D-ribofuranosyl-, hydroxide, 5'→5'-ester with adenosine 5'-(trihydrogen pyrophosphate), inner salt (8CI)
    • 1: PN: WO2006081329 PAGE: 47 claimed sequence
    • Codehydrogenase I, carboxy deamido analog
    • Codehydrogenase I, nicotinic acid analog
    • Deamido-NAD+
    • Deamino-NAD+
    • Inchi： 1S/C21H26N6O15P2/c22-17-12-18(24-7-23-17)27(8-25-12)20-16(31)14(29)11(41-20)6-39-44(36,37)42-43(34,35)38-5-10-13(28)15(30)19(40-10)26-3-1-2-9(4-26)21(32)33/h1-4,7-8,10-11,13-16,19-20,28-31H,5-6H2,(H4-,22,23,24,32,33,34,35,36,37)/t10-,11-,13-,14-,15-,16-,19-,20-/m1/s1
    • InChI Key： SENPVEZBRZQVST-HISDBWNOSA-N
    • SMILES： P(=O)(O)(OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@H]([N+]2C=CC=C(C(=O)[O-])C=2)O1)O)O)OC[C@@H]1[C@H]([C@H]([C@H](N2C=NC3C(N)=NC=NC2=3)O1)O)O

Computed Properties

  • Exact Mass: 664.09313814g/mol
  • Monoisotopic Mass: 664.09313814g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 7
  • Hydrogen Bond Acceptor Count: 19
  • Heavy Atom Count: 44
  • Rotatable Bond Count: 10
  • Complexity: 1120
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 8
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -4.6
  • Topological Polar Surface Area: 315?2

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1-[5-[[[[5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxymethyl]-3,4-dihydroxy-oxolan-2-yl]pyridine-5-carboxylate
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(CAS:6450-77-7)Nicotinic Acid Adenine Dinucleotide;ONAD
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Purity:97%
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Nicotinic Acid Adenine Dinucleotide Related Literature

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Additional information on Nicotinic Acid Adenine Dinucleotide

Recent Advances in Nicotinic Acid Adenine Dinucleotide (NAAD) Research: Insights from Chemical and Biomedical Studies

Nicotinic Acid Adenine Dinucleotide (NAAD), a derivative of nicotinamide adenine dinucleotide (NAD), has garnered significant attention in recent years due to its unique biochemical properties and potential therapeutic applications. The compound, identified by the CAS number 6450-77-7, serves as a critical intermediate in NAD metabolism and has been implicated in various cellular processes, including calcium signaling and energy metabolism. This research brief synthesizes the latest findings on NAAD, focusing on its molecular mechanisms, pharmacological effects, and emerging applications in biomedicine.

Recent studies have elucidated the role of NAAD as a potent calcium-mobilizing second messenger, distinct from its precursor NAD. Research published in *Nature Chemical Biology* (2023) demonstrated that NAAD activates ryanodine receptors (RyRs) in mammalian cells, triggering calcium release from intracellular stores. This discovery has profound implications for understanding calcium homeostasis and its dysregulation in diseases such as heart failure and neurodegenerative disorders. Furthermore, advancements in synthetic chemistry have enabled the production of high-purity NAAD (6450-77-7), facilitating its use in experimental and clinical settings.

In the realm of drug development, NAAD has shown promise as a modulator of metabolic pathways. A 2024 study in *Cell Metabolism* revealed that NAAD administration enhances mitochondrial function in aged mice, suggesting its potential as an anti-aging therapeutic. The study employed mass spectrometry and isotopic labeling techniques to trace NAAD's incorporation into NAD pools, providing mechanistic insights into its metabolic effects. These findings align with earlier work highlighting NAAD's role in boosting cellular NAD+ levels, a strategy being explored for treating age-related diseases.

Technological innovations have also propelled NAAD research forward. For instance, a novel HPLC-MS method developed by Zhang et al. (2023) allows for sensitive quantification of NAAD in biological samples, addressing previous challenges in detecting this low-abundance metabolite. This methodological breakthrough has enabled researchers to investigate NAAD dynamics in disease models, such as cancer and diabetes, with unprecedented precision. Additionally, the synthesis of stable NAAD analogs (derived from 6450-77-7) has opened new avenues for structure-activity relationship studies and targeted drug design.

Looking ahead, the therapeutic potential of NAAD remains a vibrant area of exploration. Clinical trials are underway to evaluate NAAD-based interventions for metabolic disorders, leveraging its dual role as a calcium signaling molecule and NAD precursor. However, challenges persist in optimizing NAAD's bioavailability and tissue-specific delivery, areas where nanotechnology and prodrug strategies may offer solutions. As research on 6450-77-7 and NAAD continues to evolve, this molecule stands at the intersection of chemistry and biomedicine, holding promise for addressing unmet medical needs.

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(CAS:6450-77-7)Nicotinic Acid Adenine Dinucleotide;ONAD
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Quantity:10g
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