CHEBI:76072 - nicotinic acid-adenine dinucleotide phosphate

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name nicotinic acid-adenine dinucleotide phosphate
ChEBI ID CHEBI:76072
Definition A nicotinic acid dinucleotide that is NADP+ in which the carboxamide group on the pyridine ring is replaced by a carboxy group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:31906
Supplier Information ChemicalBook:CB4926663, ZINC000003869684
Download Molfile XML SDF
Formula C21H28N6O18P3
Net Charge +1
Average Mass 745.39770
Monoisotopic Mass 745.06675
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)/p+1/t10-,11-,13-,14-,15-,16-,19-,20-/m1/s1
InChIKey QOTXBMGJKFVZRD-HISDBWNOSA-O
SMILES Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)[n+]2cccc(c2)C(O)=O)[C@@H](O)[C@H]1OP(O)(O)=O
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
calcium channel agonist
Agents that increase calcium influx into calcium channels of excitable tissues.
signalling molecule
A molecular messenger in which the molecule is specifically involved in transmitting information between cells. Such molecules are released from the cell sending the signal, cross over the gap between cells by diffusion, and interact with specific receptors in another cell, triggering a response in that cell by activating a series of enzyme controlled reactions which lead to changes inside the cell.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing nicotinic acid-adenine dinucleotide phosphate (CHEBI:76072) has functional parent NADP+ (CHEBI:18009)
nicotinic acid-adenine dinucleotide phosphate (CHEBI:76072) has role calcium channel agonist (CHEBI:38807)
nicotinic acid-adenine dinucleotide phosphate (CHEBI:76072) has role metabolite (CHEBI:25212)
nicotinic acid-adenine dinucleotide phosphate (CHEBI:76072) has role signalling molecule (CHEBI:62488)
nicotinic acid-adenine dinucleotide phosphate (CHEBI:76072) is a nicotinic acid dinucleotide (CHEBI:37584)
nicotinic acid-adenine dinucleotide phosphate (CHEBI:76072) is conjugate acid of nicotinate-adenine dinucleotide phosphate(4−) (CHEBI:75967)
Incoming nicotinate-adenine dinucleotide phosphate(4−) (CHEBI:75967) is conjugate base of nicotinic acid-adenine dinucleotide phosphate (CHEBI:76072)
IUPAC Name
2'-O-phosphonoadenosine 5'-{3-[1-(3-carboxypyridinio)-1,4-anhydro-D-ribitol-5-yl] dihydrogen diphosphate}
Synonyms Sources
NAADP MetaCyc
NAADP(1+) ChEBI
NAADP+ MetaCyc
nicotinic acid-adenine dinucleotide phosphate(1+) ChEBI
Manual Xrefs Databases
C00007537 KNApSAcK
C13051 KEGG COMPOUND
CPD-15009 MetaCyc
DN4 PDBeChem
View more database links
Registry Numbers Types Sources
5502-96-5 CAS Registry Number KEGG COMPOUND
9981819 Reaxys Registry Number Reaxys
Citations Types Sources
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Last Modified
28 July 2014