Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	42581
Common Name:	NADH
Systematic Name:	Dihydronicotinamide-adenine dinucleotide
RefMet Name:	NADH
Synonyms:	Nicotinamide adenine dinucleotide (reduced) [PubChem Synonyms]
Exact Mass:	665.1248 (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:	C21H29N7O14P2
InChIKey:	BOPGDPNILDQYTO-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
Massbank 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)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:	439153
CHEBI ID:	16908
HMDB ID:	HMDB0001487
KEGG ID:	C00004
Chemspider ID:	388299
BMRB ID:	bmse000054
MetaCyc ID:	NADH
NP-MRD ID(NMR):	NP0000876
Plant Metabolite Hub(Pmhub):	MS000009862

Calculated physicochemical properties (?):

Heavy Atoms:	44
Rings:	5
Aromatic Rings:	2
Rotatable Bonds:	11
van der Waals Molecular volume:	509.50 Å3 molecule-1
Toplogical Polar Sufrace Area:	321.76 Å2 molecule-1
Hydrogen Bond Donors:	8
Hydrogen Bond Acceptors:	19
logP:	0.23
Molar Refractivity:	146.14
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