Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	50514
Common Name:	NA-DPH
Systematic Name:	Dihydronicotinamide-adenine dinucleotide phosphate
RefMet Name:	NA-DPH
Synonyms:	Adenosine 5'-(trihydrogen diphosphate), 2'-(dihydrogen phosphate), P'-5'-ester with 1,4-dihydro-1-beta-D-ribofuranosyl-3-pyridinecarboxamide; NADPH; dihydronicotinamide-adenine dinucleotide phosphate; reduced nicotinamide-adenine dinucleotide phosphate [PubChem Synonyms]
Exact Mass:	745.0911 (neutral)    Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M-H+2K]+ [M+Na]+ [M+2Na]2+ [M-H+2Na]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M-H]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+HCOO]- M(neutral)
Formula:	C21H30N7O17P3
InChIKey:	ACFIXJIJDZMPPO-NNYOXOHSSA-N
ClassyFire superclass:	Nucleosides, nucleotides, and analogues [C0000289]
ClassyFire class:	(5'->5')-dinucleotides [C0003468]
ClassyFire subclass:	(5'->5')-dinucleotides [C0003468]
ClassyFire direct parent:	Aromatic heteropolycyclic compounds
MoNA MS spectra:	View MS spectra
NP-MRD NMR spectra:	View NMR spectra
SMILES:	C1=CN(C=C(C1)C(=O)N)[C@H]1[C@@H]([C@@H]([C@@H](COP(=O)(O)OP(=O)(O)OC[C@@H]2[C@H]([C@H]([C@H](n3cnc4c(N)ncnc34)O2)OP(=O)(O)O)O)O1)O)O
Studies:	Available studies (via RefMet name)

Select appropriate tab below to view additional details:

All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	5884
CHEBI ID:	16474
HMDB ID:	HMDB0000221
KEGG ID:	C00005
BMRB ID:	bmse000055
MetaCyc ID:	NADPH
NP-MRD ID(NMR):	NP0001182
Plant Metabolite Hub(Pmhub):	MS000001060

Calculated physicochemical properties (?):

Heavy Atoms:	48
Rings:	5
Aromatic Rings:	2
Rotatable Bonds:	13
van der Waals Molecular volume:	555.70 Å3 molecule-1
Toplogical Polar Sufrace Area:	368.29 Å2 molecule-1
Hydrogen Bond Donors:	9
Hydrogen Bond Acceptors:	22
logP:	0.69
Molar Refractivity:	156.77
Fraction sp3 Carbons:	0.52
sp3 Carbons:	11

Human Pathway links:

HMDB and KEGG pathways containing this metabolite

REACTOME pathways containing this metabolite

References

LIPID MAPS classification: "Update of the LIPID MAPS comprehensive classification system for lipids", Fahy E, Subramaniam S, Murphy RC, Nishijima M, Raetz CR, Shimizu T, Spener F, van Meer G, Wakelam MJ, and Dennis EA, J. Lipid Res. (2009) 50: S9-S14. DOI: 10.1194/jlr.R800095-JLR200
ClassyFire classification: "ClassyFire: automated chemical classification with a comprehensive, computable taxonomy", Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS, J. Cheminformatics (2016) 8:61. DOI: 10.1186/s13321-016-0174-y