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N5655

Nicotinic acid adenine dinucleotide phosphate sodium salt

≥92.5%, intracellular Ca2+ release activator, solid

Synonym(s):

β-NAADP

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About This Item

Empirical Formula (Hill Notation):
C21H27N6O18P3 · xNa+
CAS Number:
5502-96-5
Molecular Weight:
744.39 (free acid basis)
UNSPSC Code:
12352106
PubChem Substance ID:
24897746
NACRES:
NA.77
MDL number:
MFCD00274064
Assay:
≥92.5%
Form:
solid
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Product Name

Nicotinic acid adenine dinucleotide phosphate sodium salt, ≥92.5%

Quality Segment

200

assay

≥92.5%

form

solid

storage temp.

−20°C

SMILES string

[Na+].Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COP([O-])(=O)OP([O-])(=O)OCC4O[C@@H]([C@@H](O)[C@H]4O)[n+]5cccc(c5)C(O)=O)[C@@H](O)[C@H]3OP(O)(O)=O

InChI

1S/C21H27N6O18P3.Na/c22-17-12-18(24-7-23-17)27(8-25-12)20-16(44-46(33,34)35)14(29)11(43-20)6-41-48(38,39)45-47(36,37)40-5-10-13(28)15(30)19(42-10)26-3-1-2-9(4-26)21(31)32;/h1-4,7-8,10-11,13-16,19-20,28-30H,5-6H2,(H6-,22,23,24,31,32,33,34,35,36,37,38,39);/q;+1/p-1/t10?,11-,13+,14-,15+,16-,19+,20-;/m1./s1

InChI key

KKCRODBDXQTAPI-NZNNTXIPSA-M

General description

NAADP induces Ca2+ release from the eggs of sea urchin, when injected into the cell. It can be enzymatically produced from nicotinamide adenine dinucleotide phosphate (β-NADP) with the help of ADP-ribosyl cyclase.

Application

Nicotinic acid adenine dinucleotide phosphate sodium salt has been used for agonist injection into unfertilized eggs and embryos.

Biochem/physiol Actions

Potent activator of intracellular Ca2+ release via an IP3 and cyclic ADP ribose-independent mechanism.

Preparation Note

Enzymatically prepared analog of β-NADP+.

Other Notes

Note: Should not be confused with nicotinamide adenine dinucleotide phosphate (NADP).

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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