NADPH – nicotinamide adenine dinucleotide phosphate, reduced

Name
WID	NADPH
Name	nicotinamide adenine dinucleotide phosphate, reduced
Traditional name	[5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl ({[5-(6-aminopurin-9-yl)-4-(hydrogen phosphonatooxy)-3-hydroxyoxolan-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)-4-(hydrogen phosphonatooxy)-3-hydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphonate
Cross references	ChEBI: 16474, CAS: 2646-71-1, PubChem: 3307, ThreeDMET: B01128, KEGG: C00005, ... 4 more

Classification
Type	vitamin_redox_electron_carrier

Structure
Empirical formula (pH 7.5)	H₂₇C₂₁N₇O₁₇P₃
SMILES (pH 7.5)	NC(=O)C1=CN(C=CC1)C1OC(COP([O-])(=O)OP([O-])(=O)OCC2OC(C(OP(O)([O-])=O)C2O)N2C=NC3=C2N=CN=C3N)C(O)C1O
Charge (pH 7.5)	-4
Is hydrophobic	False
Molecular weight (Da)	742.40
van der Waals volume (pH 7.5; Å³ molecule^‑1)	546.51
Δ_fG^'o (pH 7.5, 25C, I = 0; kJ mol^‑1)	1174.40
pI	2.84
logP	-7.64
logD (pH 7.5)	-12.52

Concentrations
Biomass composition (SP4 media, 5% CO₂, 37C; mmol gDCW^‑1)	0.00180917 [c]

Function
Reaction participant	sn-Glycerol-1-phosphate:NADP 2-oxidoreductase [c]: NADP + SNGLYP ⇒ H + NADPH + T3P2 dihydrofolate reductase [c]: DHF + H + NADPH ⇔ NADP + THF methylenetetrahydrofolate dehydrogenase (NADP) [c]: METTHF + NADP ⇔ (2) H + METHF + NADPH flavin reductase (NADP) [c]: H + NADPH + RIBFLV ⇒ NADP + RBFLVRD FMN reductase [c]: FMN + H + NADPH ⇒ FMNH2 + NADP thioredoxin reductase (NADPH) [c]: H + MG_124_MONOMER_ox + NADPH ⇔ MG_124_MONOMER + NADP

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