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NADPH (CHEBI:16474)

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ChEBI Name NADPH
ChEBI ID CHEBI:16474
Definition NADPH is the reduced form of NADP+; used in anabolic reactions, such as lipid and nucleic acid synthesis, which require NADPH as a reducing agent.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:44286, CHEBI:13399, CHEBI:13400, CHEBI:21904, CHEBI:7425
Supplier Information
See structure as:  Image  Applet
Save molfile Download Molfile
Formula Source
C21H30N7O17P3 KEGG COMPOUND
Net Charge 0
Average Mass 745.42116
InChI
InChI=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
InChIKey
ACFIXJIJDZMPPO-NNYOXOHSSA-N
SMILES
NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)n2cnc3c(N)ncnc23)[C@@H](O)[C@H]1O
Roles Classification
Biological Role(s): fundamental metabolite
Any metabolite produced by all living cells.
coenzyme
A low-molecular-weight, non-protein organic compound participating in enzymatic reactions as dissociable acceptor or donor of chemical groups or electrons.
(via NAD(P) )
View more on the ChEBI Ontology
ChEBI Ontology
Outgoing NADPH (CHEBI:16474) has role fundamental metabolite (CHEBI:78675)
NADPH (CHEBI:16474) is a NAD(P)H (CHEBI:13392)
NADPH (CHEBI:16474) is a NADP (CHEBI:25523)
NADPH (CHEBI:16474) is conjugate acid of NADPH(4−) (CHEBI:57783)
Incoming (R)-NADPHX (CHEBI:64085) has functional parent NADPH (CHEBI:16474)
(S)-NADPHX (CHEBI:64084) has functional parent NADPH (CHEBI:16474)
NADPH(4−) (CHEBI:57783) is conjugate base of NADPH (CHEBI:16474)
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 Sources
dihydronicotinamide-adenine dinucleotide phosphate ChemIDplus
NADPH KEGG COMPOUND
NADPH DIHYDRO-NICOTINAMIDE-ADENINE-DINUCLEOTIDE PHOSPHATE PDBeChem
Reduced nicotinamide adenine dinucleotide phosphate KEGG COMPOUND
reduced nicotinamide-adenine dinucleotide phosphate CBN
TPNH KEGG COMPOUND
Database Links Databases
C00005 KEGG COMPOUND
C00019545 KNApSAcK
ECMDB04111 ECMDB
HMDB00221 HMDB
MOL000028 COMe
NDP PDBeChem
YMDB00426 YMDB
View more database links
Registry Numbers Types Sources
53-57-6 CAS Registry Number ChemIDplus
77911 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
16884311 PubMed citation ChEMBL
17371809 PubMed citation ChEMBL
8627598 PubMed citation ChEMBL
Last Modified
04 September 2014

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