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CHEBI:16474 - NADPH

ChEBI IDCHEBI:16474
ChEBI NameNADPH
Stars
DefinitionThe reduced form of NADP+; used in anabolic reactions, such as lipid and nucleic acid synthesis, which require NADPH as a reducing agent.
Secondary ChEBI IDsCHEBI:7425, CHEBI:13399, CHEBI:13400, CHEBI:21904, CHEBI:44286
Last Modified15 July 2020
DownloadsMolfile

FormulaC21H30N7O17P3
Net Charge0
Average Mass745.425
Monoisotopic Mass745.09110
SMILESNC(=O)C1=CN([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](OP(=O)(O)O)[C@@H]3O)[C@@H](O)[C@H]2O)C=CC1
InChIInChI=1S/C21H30N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1,3-4,7-8,10-11,13-16,20-21,29-31H,2,5-6H2,(H2,23,32)(H,36,37)(H,38,39)(H2,22,24,25)(H2,33,34,35)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
InChIKeyACFIXJIJDZMPPO-NNYOXOHSSA-N

Species of MetaboliteComponentSourceComments
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification

ChEBI Ontology
IUPAC Name 
2'-O-phosphonoadenosine 5'-{3-[1-(3-carbamoyl-1,4-dihydropyridin-1-yl)-1,4-anhydro-D-ribitol-5-yl] dihydrogen diphosphate}
Synonyms  Source
NADPHKEGG COMPOUND
TPNHKEGG COMPOUND
NADPH DIHYDRO-NICOTINAMIDE-ADENINE-DINUCLEOTIDE PHOSPHATEPDBeChem
dihydronicotinamide-adenine dinucleotide phosphateChemIDplus
reduced nicotinamide-adenine dinucleotide phosphateIUBMB
Reduced nicotinamide adenine dinucleotide phosphateKEGG COMPOUND
Manual XrefsDatabases
C00005KEGG COMPOUND
NDPPDBeChem
HMDB0000221HMDB
C00019545KNApSAcK
YMDB00426YMDB
ECMDB04111ECMDB
Registry NumbersSources
Beilstein:77911Beilstein
CAS:53-57-6ChemIDplus
Citations