Basic information
- Standard SMILES
NC(=O)c1ccc[n+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)c1- InChIKey
BAWFJGJZGIEFAR-NNYOXOHSSA-O- Molecular formula
- C21H28N7O14P2+
- Average molar mass
- 664.4 g/mol
Overview
NAD(+) is the oxidised form of nicotinamide adenine dinucleotide found in all living cells. In metabolism, NAD+ is involved in redox reactions, carrying electrons from one reaction to another. It has a role as a cofactor, a mouse metabolite and an Escherichia coli metabolite. It is a NAD and a NAD(P)(+). It is functionally related to a deamido-NAD(+). It is a conjugate acid of a NAD zwitterion and a NAD(1-).
Names & identifiers
- Preferred name
- Nadide (JAN/USAN/INN)
- IUPAC
- [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate
Names & synonyms
Nadide (JAN/USAN/INN)RefChem:1092229151411-04-0NAD(+)Nicotinamide-Adenine-Dinucleotidebeta-nicotinamide adenine dinucleotideAdenine Dinucleotide, DihydronicotinamideSR-05000001677Nadide [USAN:BAN:INN:JAN]NAD cation[[(2R,3S,4R,5R)-5-[(3R)-3-aminocarbonyl-3,4-dihydro-2H-pyridin-1-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanidyl-ph osphoryl] [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl phosphateNAJ
Show more names
TXESpectrum_000973[[(2~{R},3~{S},4~{R},5~{R})-5-(3-aminocarbonylpyridin-1-ium-1-yl)-4-[[5-[4-cyano-2-[(~{E})-hydroxyiminomethyl]phenoxy]-1-oxidanyl-3~{H}-2,1$l^{4}-benzoxaborol-1-yl]oxy]-3-oxidanyl-oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl hydrogen phosphate9JMAdenosine 5'-(trihydrogen diphosphate), P'-5'-ester with 3-(aminocarbonyl)-1-beta-D-ribofuranosylpyridinium, inner saltPrestwick3_000741Spectrum2_001056Spectrum3_000511
Database identifiers
- PubChem CID
- 5893
- ChEMBL
CHEMBL3039307- ChEBI
CHEBI:15846- Nikkaji
- J1.070.504E
Properties
Computed structural properties
- XLogP
- -5.9
- Topological polar surface area
- 318 Ų
- Hydrogen bond donors
- 8
- Hydrogen bond acceptors
- 18
- Rotatable bonds
- 11
- Heavy atoms
- 44
- Formal charge
- 1
- Complexity
- 1,130
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Collision Cross Section
241.93 Ų [M+H]+ [CCS Type: DT; Method: stepped-field]
227.7 Ų [M+H]+
Related reactions
42 records
Linked notes
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