Home > Compound List > Compound details
53-84-9 molecular structure
click picture or here to close

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 phosphonato)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-1$l^{5}-pyridin-1-ylium

ChemBase ID: 73262
Molecular Formular: C21H27N7O14P2
Molecular Mass: 663.425102
Monoisotopic Mass: 663.10912184
SMILES and InChIs

SMILES:
n1cnc2c(c1N)ncn2[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)(OP(=O)(OC[C@@H]1[C@H]([C@H]([C@@H](O1)[n+]1cc(ccc1)C(=O)N)O)O)[O-])O)O)O
Canonical SMILES:
O[C@@H]1[C@@H](COP(=O)(OP(=O)(OC[C@H]2O[C@H]([C@@H]([C@@H]2O)O)n2cnc3c2ncnc3N)O)[O-])O[C@H]([C@@H]1O)[n+]1cccc(c1)C(=O)N
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)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
InChIKey:
BAWFJGJZGIEFAR-NNYOXOHSSA-N

Cite this record

CBID:73262 http://www.chembase.cn/molecule-73262.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
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 phosphonato)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-1$l^{5}-pyridin-1-ylium
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 phosphonato)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-1λ5-pyridin-1-ylium
IUPAC Traditional name
β-nad
nad zwitterion
Synonyms
NAD+
β-Nicotinamide adenine dinucleotide
β-DPN
β-NAD
DPN
Diphosphopyridinnucleotid
NAD
β-Nicotinamide adenine dinucleotide hydrate
Diphosphopyridine nucleotide (DPN+)
Coenzyme I
Nicotinamide adenine dinucleotide
β-NAD
β-NICOTINAMIDE ADENINE DINUCLEOTIDE
Coenzyme 1
Cozymase
Diphosphopyridine nucleotide
Nadide
氧化型辅酶 I
β-烟酰胺腺嘌呤二核苷酸
二磷酸吡啶核苷酸
辅酶 1
辅酶 A
辅酶
CAS Number
53-84-9
EC Number
200-184-4
MDL Number
MFCD00036253
Beilstein Number
3584133
PubChem SID
24897862
24867172
24897685
24867168
24897803
24897510
24897823
162038182
24897613
24897495
24897783
PubChem CID
5892
925
CHEBI ID
13389
CHEMBL
1628272
Chemspider ID
5681
DrugBank ID
DB00157
IUPHAR ligand ID
2451
KEGG ID
C00003
Unique Ingredient Identifier
0U46U6E8UK
Wikipedia Title
Nicotinamide_adenine_dinucleotide

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 1.8569882  H Acceptors 15 
H Donor LogD (pH = 5.5) -11.140584 
LogD (pH = 7.4) -11.40719  Log P -10.609851 
Molar Refractivity 140.8752 cm3 Polarizability 56.19417 Å3
Polar Surface Area 321.09 Å2 Rotatable Bonds 11 
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
H2O: soluble0.1 g/mL at 20 °C, clear expand Show data source
H2O: soluble0.1 g/mL, clear, faintly yellow expand Show data source
H2O: soluble0.1 M, clear, colorless to faintly yellow expand Show data source
H2O: soluble50 mg/mL expand Show data source
H2O: soluble50 mg/mL, clear, colorless expand Show data source
Apperance
White powder expand Show data source
Melting Point
160°C expand Show data source
160 °C expand Show data source
Storage Condition
0°C, Desiccate expand Show data source
-20°C expand Show data source
RTECS
UU3450000 expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
Harmful Harmful (Xn) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
1 expand Show data source
3 expand Show data source
Risk Statements
20/21/22-68/20/21/22 expand Show data source
R:36/37/38 expand Show data source
Safety Statements
36 expand Show data source
S:20-25-26-37/39 expand Show data source
Main Hazard
Not hazardous expand Show data source
NFPA704
NFPA 704 diagram
1
1
0
expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
-20°C expand Show data source
Gene Information
human ... ESR1(2099), ESR2(2100) expand Show data source
Purity
≥99% expand Show data source
~99% expand Show data source
≥94% (HPLC) expand Show data source
≥95% (HPLC) expand Show data source
≥96.5% (enzymatic) expand Show data source
≥96.5% (HPLC) expand Show data source
≥96.5% (spectrophotometric assay) expand Show data source
≥98% expand Show data source
≥99% expand Show data source
≥99.0% (HPLC) expand Show data source
98% expand Show data source
99% expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Packaging
pkg of 10 mg (per vial) expand Show data source
pkg of 20 mg (per vial) expand Show data source
pkg of 50 mg (per vial) expand Show data source
preweighed vial of 50 mg expand Show data source
Suitability
cell culture tested expand Show data source
in accordance for determination of ADH expand Show data source
Impurities
≤0.1% Insoluble matter expand Show data source
≤0.1% solvent expand Show data source
≤10% water expand Show data source
≤3% Acetone expand Show data source
≤4% methanol expand Show data source
≤4% solvent (methanol) expand Show data source
≤4% water expand Show data source
Cation Traces
Al: ≤0.0005% expand Show data source
Ca: ≤0.005% expand Show data source
Ca: ≤200 mg/kg expand Show data source
Cd: ≤50 mg/kg expand Show data source
Co: ≤50 mg/kg expand Show data source
Cr: ≤50 mg/kg expand Show data source
Cu: ≤0.001% expand Show data source
Cu: ≤50 mg/kg expand Show data source
Fe: ≤0.001% expand Show data source
Fe: ≤50 mg/kg expand Show data source
K: ≤0.005% expand Show data source
K: ≤50 mg/kg expand Show data source
Mg: ≤0.0005% expand Show data source
Mg: ≤100 mg/kg expand Show data source
Mn: ≤50 mg/kg expand Show data source
Na: ≤0.005% expand Show data source
Na: ≤1000 mg/kg expand Show data source
NH4+: ≤0.05% expand Show data source
Ni: ≤50 mg/kg expand Show data source
Pb: ≤0.001% expand Show data source
Pb: ≤50 mg/kg expand Show data source
Zn: ≤0.0005% expand Show data source
Zn: ≤50 mg/kg expand Show data source
Antion Traces
chloride (Cl-): ≤0.2% expand Show data source
sulfate (SO42-): ≤0.05% expand Show data source
Biological Source
from yeast expand Show data source
Clinical
for in vitro diagnostic use expand Show data source
not for in vitro diagnostic use expand Show data source
Type
Grade AA-1 expand Show data source
Quality Level
PREMIUM expand Show data source
Absorbance ratio
A250/260 nm 0.83 ±0.03 expand Show data source
A280/260 nm 0.22 ±0.02 expand Show data source
Empirical Formula (Hill Notation)
C21H27N7O14P2 expand Show data source
C21H27N7O14P2 · xH2O expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Sigma Aldrich Sigma Aldrich Wikipedia Wikipedia Selleck Chemicals Selleck Chemicals
MP Biomedicals - 02194778 external link
Free Acid
Lyophilized
Purity: 99+%
This is an ultrapure NAD, chromatographically purified to remove trace inhibitors.
MP Biomedicals - 02194714 external link
Cell Culture Reagent
Oxidized Form
Free Acid
Lyophilized
Purity: 98%
A high purity preparation enzymatically assayed using ADH and LDH.
Available in bulk quantities.
MP Biomedicals - 02160047 external link
Oxidized
Free Acid
lyophilized
Purity: 99%
This is an ultrapure
NAD, chromatographically purified to remove trace inhibitors.
MP Biomedicals - 02194026 external link
Molecular Biology Reagent
Lyophilized
Purity: ~99%
For use as a culture media component for molecular genetics. Chromatographically purified to remove trace inhibitors.
Sigma Aldrich - 43405 external link
Biochem/physiol Actions
Electron acceptor
Other Notes
This is the common form of NAD.
Packaging
Packaged by solid weight.
Application
Nicotinamide adenine dinucleotide (NAD) and NADH form a redox pair. NAD/NADH is a coenzyme that supports redox reactions via the transport of electrons in a vast array of applications. NAD is also involved in post-translational (Poly(ADP-ribose) polymerization) modifications of proteins.
Sigma Aldrich - N3014 external link
Biochem/physiol Actions
电子受体
Other Notes
达到或超过 NRC 规范。
本品是普通型 NAD。
包装
根据固体质量包装。
Sigma Aldrich - N6522 external link
Biochem/physiol Actions
电子受体
Other Notes
本品是普通型 NAD。
包装
根据固体质量包装。
Sigma Aldrich - 43410 external link
Biochem/physiol Actions
Electron acceptor
Other Notes
This is the common form of NAD.
Packaging
Packaged by solid weight.
Sigma Aldrich - N8410 external link
Biochem/physiol Actions
Electron acceptor
Other Notes
Packaged based on NAD content as determined by UV-Vis.
This is the common form of NAD.
Application
β-Nicotinamide adenine dinucleotide (NAD+) and β-Nicotinamide adenine dinucleotide, reduced (NADH) comprise a coenzyme redox pair (NAD+:NADH) involved in a wide range of enzyme catalyzed oxidation reduction reactions. In addition to its redox function, NAD+/NADH is a donor of ADP-ribose units in ADP-ribosylaton (ADP-ribosyltransferases; poly(ADP-ribose) polymerases ) reactions and a precursor of cyclic ADP-ribose (ADP-ribosyl cyclases).
Sigma Aldrich - N8285 external link
Biochem/physiol Actions
Electron acceptor
Other Notes
Packaged based on NAD content as determined by UV-Vis.
This is the common form of NAD.
Application
β-Nicotinamide adenine dinucleotide (NAD+) and β-Nicotinamide adenine dinucleotide, reduced (NADH) comprise a coenzyme redox pair (NAD+:NADH) involved in a wide range of enzyme catalyzed oxidation reduction reactions. In addition to its redox function, NAD+/NADH is a donor of ADP-ribose units in ADP-ribosylaton (ADP-ribosyltransferases; poly(ADP-ribose) polymerases ) reactions and a precursor of cyclic ADP-ribose (ADP-ribosyl cyclases).
Sigma Aldrich - 43407 external link
Application
suitable as co-factor for alcohol dehydrogenase
Biochem/physiol Actions
Electron acceptor
Other Notes
This is the common form of NAD.
Packaging
Packaged by solid weight.
Sigma Aldrich - N1636 external link
Biochem/physiol Actions
电子受体
Other Notes
晶体 NAD 中残留的有机溶剂少于 0.1% (w/w),不易吸湿,不易产生静电,在室温下比无定形 NAD 更稳定。
本品是普通型 NAD。
包装
根据固体质量包装。
Sigma Aldrich - N7004 external link
Biochem/physiol Actions
电子受体
Other Notes
本品是普通型 NAD。
包装
根据固体质量包装。
Sigma Aldrich - N1511 external link
Biochem/physiol Actions
电子受体
Other Notes
晶体 NAD 中残留的有机溶剂少于 0.1% (w/w),不易吸湿,不易产生静电,在室温下比无定形 NAD 更稳定。
本品是普通型 NAD。
包装
根据固体质量包装。
Sigma Aldrich - N7381 external link
Biochem/physiol Actions
电子受体
Other Notes
本品是普通型 NAD。
包装
根据固体质量包装。
Preparation Note
通过发酵制备。
Sigma Aldrich - 260150 external link
Biochem/physiol Actions
电子受体
Other Notes
本品是普通型 NAD。
根据由紫外可见分光光度计测定的 NAD 含量包装。
Sigma Aldrich - N8535 external link
Biochem/physiol Actions
Electron acceptor
Other Notes
Packaged based on NAD content as determined by UV-Vis.
This is the common form of NAD.
Application
β-Nicotinamide adenine dinucleotide (NAD+) and β-Nicotinamide adenine dinucleotide, reduced (NADH) comprise a coenzyme redox pair (NAD+:NADH) involved in a wide range of enzyme catalyzed oxidation reduction reactions. In addition to its redox function, NAD+/NADH is a donor of ADP-ribose units in ADP-ribosylaton (ADP-ribosyltransferases; poly(ADP-ribose) polymerases ) reactions and a precursor of cyclic ADP-ribose (ADP-ribosyl cyclases).
Selleck Chemicals - S2518 external link
Biological Activity:
NAD+ is a coenzyme composed of ribosylnicotinamide 5’-diphosphate coupled to adenosine 5’-phosphate by pyrophosphate linkage. NAD+ is the oxidized form of Nadide (Coenzyme I; Cozymase I; DPN; Enzopride; NAD; NAD+; NSC 20272). NAD+ 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 (Nadide). Oral NAD+ supplementation has been used to combat simple fatigue as well as such mysterious and energy-sapping disorders as chronic fatigue syndrome and fibromyalgia. [1][2]References on NAD+[1] Curr Med Chem., 2011 Apr 26, [2] Curr Med Chem., 2011 Apr 26,

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Pankiewicz KW et al. Curr Med Chem. 2011 Apr 26.
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle