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Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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N348628-10mg | 10mg | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $361.90 | |
N348628-25mg | 25mg | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $753.90 |
a potent activator of intracellular Ca2+mobilzation
Synonyms | 5502-96-5|NAADP|Nicotinate adenine dinucleotide phosphate|Nicotinic acid adenine dinucleotide phosphate|beta-NAADP SODIUM SALT|NAADP tetrasodium salt|[[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R |
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Specifications & Purity | ≥92% |
Storage Temp | Store at -20°C |
Shipped In | Ice chest + Ice pads |
Grade | Moligand™ |
Action Type | ACTIVATOR, AGONIST |
Mechanism of action | Agonist of P2Y 11 receptor;Activator of TRPM2 |
Product Description | Nicotinic acid adenine dinucleotide phosphate sodium salt (NAADP) initiates intracellular Ca|2+|release by a cyclic ADP ribose-independent and IP3 mechanism. The structure of NAADP is identical to that of its parent NADP, except that the amide nitrogen of the nicotinamide group of NADP is changed to oxygen.|The actual Ca|2+|release channels targeted by NAADP have recently been identified as the lysosomal two-pore channels (TPCs). Thus, cellular response to NAADP can be enhanced by overexpression of TPC and reduced by channel knockdown. |
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IUPAC Name | [[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-5-(3-carboxypyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate |
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INCHI | InChI=1S/C21H27N6O18P3/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)/t10-,11-,13-,14-,15-,16-,19-,20-/m1/s1 |
InChi Key | QOTXBMGJKFVZRD-HISDBWNOSA-N |
Canonical SMILES | C1=CC(=C[N+](=C1)C2C(C(C(O2)COP(=O)([O-])OP(=O)(O)OCC3C(C(C(O3)N4C=NC5=C(N=CN=C54)N)OP(=O)(O)O)O)O)O)C(=O)O |
Isomeric SMILES | C1=CC(=C[N+](=C1)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)([O-])OP(=O)(O)OC[C@@H]3[C@H]([C@H]([C@@H](O3)N4C=NC5=C(N=CN=C54)N)OP(=O)(O)O)O)O)O)C(=O)O |
WGK Germany | 3 |
PubChem CID | 123952 |
Molecular Weight | 744.4 |
PubChem CID | 123953 |
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Wikipedia | Nicotinic_acid_adenine_dinucleotide_phosphate |
ChEBI | CHEBI:76072 |
CAS Registry No. | 5502-96-5 |
GPCRdb Ligand | NAADP |
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Solubility | Soluble in water (50 mg/ml). |
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Pictogram(s) | GHS07 |
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Signal | Warning |
Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
WGK Germany | 3 |
RIDADR | NONHforallmodesoftransport |