NADH – nicotinamide adenine dinucleotide, reduced

Name
WID	NADH
Name	nicotinamide adenine dinucleotide, reduced
Traditional name	[5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl ({[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphonate
IUPAC name	[5-(3-carbamoyl-1,4-dihydropyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl ({[5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphonate
Cross references	ChEBI: 16908, PubChem: 3306, ThreeDMET: B01127, KEGG: C00004, BioCyc: NADH, ... 2 moreBiGG: nadh, PDBCCD: NAI

Classification
Type	vitamin_redox_electron_carrier

Structure
Empirical formula (pH 7.5)	H₂₇C₂₁N₇O₁₄P₂
SMILES (pH 7.5)	C(OP(=O)([O-])OP(=O)(OCC1(C(O)C(O)C(O1)N3(C2(C(=C(N)N=CN=2)N=C3))))[O-])C4(C(O)C(C(O4)N5(C=C(C(N)=O)CC=C5))O)
Charge (pH 7.5)	-2
Is hydrophobic	False
Molecular weight (Da)	663.42
van der Waals volume (pH 7.5; Å³ molecule^‑1)	504.16
Δ_fG^'o (pH 7.5, 25C, I = 0; kJ mol^‑1)	1191.10
pI	3.64
logP	-6.67
logD (pH 7.5)	-8.58

Concentrations
Biomass composition (SP4 media, 5% CO₂, 37C; mmol gDCW^‑1)	0.000241223 [c]

Function
Reaction participant	methyl red azoreductase [c]: (2) H + methylRed + (2) NADH ⇒ aminodimethylaniline + anthranilate + (2) NAD FAD reductase [c]: FAD + H + NADH ⇒ FADH2 + NAD D-lactate dehydrogenase [c]: H + NADH + PYR ⇔ LAC + NAD pyruvate dehydrogenase [c]: COA + NAD + PYR ⇔ ACCOA + CO2 + NADH flavin reductase (NAD) [c]: H + NADH + RIBFLV ⇒ NAD + RBFLVRD ... 5 more 5,10-methylenetetrahydrofolate reductase (NADH) [c]: METTHF + NADH ⇒ MTHF + NAD glyceraldehyde-3-phosphate dehydrogenase [c]: NAD + PI + T3P1 ⇔ DPG + H + NADH malate dehydrogenase [c]: MAL + NAD ⇔ H + NADH + OA FMN reductase [c]: FMN + H + NADH ⇒ FMNH2 + NAD NADH dehydrogenase [c]: H + NADH + O2 ⇒ H2O2 + NAD

Metadata
Created	2012-10-01 15:07:04
Last updated	2012-10-01 15:12:23