CAS 53-84-9|NAD+|β-nad|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-carba...

基本信息

化学结构

分子式

C₂₁H₂₇N₇O₁₄P₂

分子量

663.425102

精确质量

663.10912184

电荷

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

Canonic 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

Isomeric 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

计算属性

JChem

Acid pKa

1.8569882

质子受体

质子供体

LogD (pH = 5.5)

-11.140584

LogD (pH = 7.4)

-11.40719

Log P

-10.609851

摩尔折射率

140.8752

极化性

56.19417

极化表面积

321.09

可自由旋转的化学键

里宾斯基五规则

false

数据来源

名称和标识

别名

NAD+Coenzyme INicotinamide adenine dinucleotideDiphosphopyridine nucleotide (DPN⁺)β-DPN辅酶Diphosphopyridinnucleotid二磷酸吡啶核苷酸辅酶 ADPNβ-NAD辅酶 1β-Nicotinamide adenine dinucleotide hydrateNADβ-NICOTINAMIDE ADENINE DINUCLEOTIDEβ-NADCoenzyme 1CozymaseNadideβ-烟酰胺腺嘌呤二核苷酸Diphosphopyridine nucleotideβ-Nicotinamide adenine dinucleotide氧化型辅酶 I

IUPAC传统名

β-nad nad zwitterion

IUPAC标准名

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

名称和标识

数据登录号

PubChem SID

24897510162038182248977832489782324897862248976132489780324897685248671722486716824897495

EC号

CAS号

MDL号

PubChem CID

Beilstein号

CHEBI ID

Chemspider ID

KEGG ID

CHEMBL

DrugBank ID

IUPHAR配体索引

美国药典/FDA物质标识码

维基百科标题

Nicotinamide_adenine_dinucleotide

数据登录号

化合物性质

理化性质

熔点

160°C

160 °C

外观

White powder

溶解度

H2O: soluble0.1 M, clear, colorless to faintly yellow

H2O: soluble50 mg/mL

H2O: soluble0.1 g/mL, clear, faintly yellow

H2O: soluble0.1 g/mL at 20 °C, clear

H2O: soluble50 mg/mL, clear, colorless

药理学性质

相关基因信息

human ... ESR1(2099), ESR2(2100)

化合物性质

分子相关蛋白质

暂无数据

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分子图谱

暂无数据

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描述信息

Selleck Chemicals

S2518

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,

MP Biomedicals

02160047

Oxidized
Free Acid
lyophilized
Purity: 99%
This is an ultrapure
NAD, chromatographically purified to remove trace inhibitors.

02194714

Cell Culture Reagent
Oxidized Form
Free Acid
Lyophilized
Purity: 98%
A high purity preparation enzymatically assayed using ADH and LDH.
Available in bulk quantities.

02194026

Molecular Biology Reagent
Lyophilized
Purity: ~99%
For use as a culture media component for molecular genetics. Chromatographically purified to remove trace inhibitors.

02194778

Free Acid
Lyophilized
Purity: 99+%
This is an ultrapure NAD, chromatographically purified to remove trace inhibitors.

Wikipedia

Nicotinamide_adenine_dinucleotide

Sigma Aldrich

260150

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。

N7381

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。

N3014

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。

N7004

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。

N6522

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。

N1636

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。

N1511

N8535

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。
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).

N8285

N8410

43410

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。

43407

Application
适合用作乙醇脱氢酶的辅助因子
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。

43405

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。
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.

描述信息

参考文献

PubChem文献

数据源提供

• Pankiewicz KW et al. Curr Med Chem. 2011 Apr 26.

参考文献

生物活性

PubChem BioAssay

生物活性