Record Information
Version1.0
Creation Date2016-09-30 22:26:57 UTC
Update Date2020-05-21 16:29:28 UTC
BMDB IDBMDB0000221
Secondary Accession Numbers
  • BMDB00221
Metabolite Identification
Common NameNADPH
DescriptionNot Available
Structure
Thumb
Synonyms
ValueSource
Dihydronicotinamide-adenine dinucleotide phosphateChEBI
NADPH dihydro-nicotinamide-adenine-dinucleotide phosphATEChEBI
Reduced nicotinamide adenine dinucleotide phosphateChEBI
Reduced nicotinamide-adenine dinucleotide phosphateChEBI
TPNHChEBI
Dihydronicotinamide-adenine dinucleotide phosphoric acidGenerator
NADPH dihydro-nicotinamide-adenine-dinucleotide phosphoric acidGenerator
Reduced nicotinamide adenine dinucleotide phosphoric acidGenerator
Reduced nicotinamide-adenine dinucleotide phosphoric acidGenerator
Nadph dihydro-nicotinamide-adenine-dinucleotidephosphoric acidGenerator
Coenzyme IIMeSH
Dinucleotide phosphate, nicotinamide-adenineMeSH
NADPMeSH
Nicotinamide adenine dinucleotide phosphateMeSH
Nicotinamide-adenine dinucleotide phosphateMeSH
Nucleotide, triphosphopyridineMeSH
Phosphate, nicotinamide-adenine dinucleotideMeSH
Triphosphopyridine nucleotideMeSH
NADPHHMDB
Nicotinamide-adenine dinucleotide phosphate, reducedHMDB
Reduced triphosphopyridine nucleotideHMDB
Triphosphopyridine nucleotide, reducedHMDB
beta-NADPHHMDB
beta-Nicotinamide-adenine-dinucleotide-phosphoric acidHMDB
beta-TPNHHMDB
β-NADPHHMDB
β-Nicotinamide-adenine-dinucleotide-phosphoric acidHMDB
β-TPNHHMDB
Chemical FormulaC21H30N7O17P3
Average Molecular Weight745.4209
Monoisotopic Molecular Weight745.091102105
IUPAC Name{[(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-5-[({[({[(2R,3S,4R,5R)-5-(3-carbamoyl-1,4-dihydropyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxy}phosphonic acid
Traditional Namenadph
CAS Registry Number53-57-6
SMILES
NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O
InChI Identifier
InChI=1S/C21H30N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1,3-4,7-8,10-11,13-16,20-21,29-31H,2,5-6H2,(H2,23,32)(H,36,37)(H,38,39)(H2,22,24,25)(H2,33,34,35)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
InChI KeyACFIXJIJDZMPPO-NNYOXOHSSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as (5'->5')-dinucleotides. These are dinucleotides where the two bases are connected via a (5'->5')-phosphodiester linkage.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
Class(5'->5')-dinucleotides
Sub ClassNot Available
Direct Parent(5'->5')-dinucleotides
Alternative Parents
Substituents
  • (5'->5')-dinucleotide
  • Purine nucleotide sugar
  • Purine ribonucleoside 2',5'-bisphosphate
  • Purine ribonucleoside bisphosphate
  • Purine ribonucleoside diphosphate
  • Nicotinamide-nucleotide
  • Pentose phosphate
  • Pentose-5-phosphate
  • N-glycosyl compound
  • Glycosyl compound
  • N-substituted nicotinamide
  • Monosaccharide phosphate
  • Organic pyrophosphate
  • 6-aminopurine
  • Imidazopyrimidine
  • Dihydropyridinecarboxylic acid derivative
  • Purine
  • Dihydropyridine
  • Monoalkyl phosphate
  • Aminopyrimidine
  • N-substituted imidazole
  • Phosphoric acid ester
  • Hydropyridine
  • Alkyl phosphate
  • Monosaccharide
  • Organic phosphoric acid derivative
  • Imidolactam
  • Pyrimidine
  • Azole
  • Tetrahydrofuran
  • Heteroaromatic compound
  • Imidazole
  • Secondary alcohol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Carboximidic acid
  • Carboximidic acid derivative
  • Enamine
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxide
  • Amine
  • Organic oxygen compound
  • Primary amine
  • Alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
  • Mitochondria
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.1ALOGPS
logP-6.4ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)0.66ChemAxon
pKa (Strongest Basic)4ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count18ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area364.15 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity153.87 m³·mol⁻¹ChemAxon
Polarizability63.54 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_6) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_7) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_8) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_11) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_12) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_13) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_14) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_15) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_16) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_17) - 70eV, PositiveNot AvailableView in JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-02tj-1838493720-b38b37650e8976905bb0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0a4r-0841393100-6e4cbc8ac576e3e8b195View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0550-2694875730-0dc522520957880672cbView in MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 15V, negativesplash10-0006-0000000900-1448a5a4a9a9ec30bc1dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 17V, negativesplash10-0006-0000000900-84c6720ae2b6d0d9ca35View in MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 20V, negativesplash10-0006-0000100900-4ddda02ddc90d193fba1View in MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 23V, negativesplash10-0006-0000201900-cbb70a91b1ac1fcb6e18View in MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 25V, negativesplash10-0006-0001301900-2ec6727d0b32f09b91b6View in MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 27V, negativesplash10-0006-0101502900-1d110f57242fe6b3d4ebView in MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 30V, negativesplash10-054o-1213903700-aa4ca72e492f0f0b7f75View in MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 33V, negativesplash10-0a6u-1313903400-9a6e4df99ff5a68effeaView in MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 35V, negativesplash10-0a6r-1324903300-069588f3537afa016ac8View in MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 40V, negativesplash10-0a6r-3535903000-746e661fe41dfe08b6d1View in MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 45V, negativesplash10-0a6r-5946701000-9407142d1340518483bfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0921103300-a94dc77e4683c53f1e1cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0901000000-5fcc7bc2ff00254e837aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-0920000000-91a94a0d16f7db6907e1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0036-6900111800-7f73a4ecf431645a13cfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-003r-3901000000-b9bf964190caf0afebdeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-057i-6900000000-f6e201cd60ed9314f31aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000200-c30f8bbbadabff3b10f6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0911003300-322bf2f4fc18dbf667d6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-002r-1901300000-6129e75df61dcc44c45aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0000000900-b62da30b8e49b793af7dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-8301205900-8cec7794d03fc25fae8bView in MoNA
1D NMR1H NMR Spectrum (1D, D2O, experimental)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, D2O, experimental)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, D2O, experimental)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, D2O, experimental)Not AvailableView in JSpectraViewer
2D NMR[1H, 1H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental)Not AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Cytoplasm
  • Mitochondria
Biospecimen Locations
  • All Tissues
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
All TissuesExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
Abnormal Concentrations
Not Available
HMDB IDHMDB0000221
DrugBank IDDB02338
Phenol Explorer Compound IDNot Available
FooDB IDFDB021909
KNApSAcK IDC00019545
Chemspider ID5673
KEGG Compound IDC00005
BioCyc IDNADPH
BiGG IDNot Available
Wikipedia LinkNicotinamide adenine dinucleotide phosphate
METLIN ID3691
PubChem Compound5884
PDB IDNot Available
ChEBI ID16474
References
Synthesis ReferenceSeelbach, Karsten; Riebel, Bettina; Hummel, Werner; Kula, Maria-Regina; Tishkov, Vladimir I.; Egorov, Alexey M.; Wandrey, Christian; Kragl, Udo. A novel, efficient regenerating method of NADPH using a new formate dehydrogenase. Tetrahedron Letters (1996), 37(9), 1377-80.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Only showing the first 50 proteins. There are 77 proteins in total.

Enzymes

General function:
Secondary metabolites biosynthesis, transport and catabolism
Specific function:
A cytochrome P450 monooxygenase involved in sterol biosynthesis. Catalyzes 14-alpha demethylation of lanosterol and 24,25-dihydrolanosterol likely through sequential oxidative conversion of 14-alpha methyl group to hydroxymethyl, then to carboxylaldehyde, followed by the formation of the delta 14,15 double bond in the sterol core and concomitant release of formic acid. Mechanistically, uses molecular oxygen inserting one oxygen atom into a substrate, and reducing the second into a water molecule, with two electrons provided by NADPH via cytochrome P450 reductase (CPR; NADPH-ferrihemoprotein reductase).
Gene Name:
CYP51A1
Uniprot ID:
Q4PJW3
Molecular weight:
56596.0
Reactions
Lanosterin + 3 Oxygen + 3 NADPH → 4,4-Dimethylcholesta-8,14,24-trienol + Formic acid +3 NADP +4 Waterdetails
24-Hydroxycholesterol + NADPH + Oxygen → (24R)-Cholest-5-ene-3-beta,7-alpha,24-triol + NADP + Waterdetails
General function:
Secondary metabolites biosynthesis, transport and catabolism
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:
CYP3A28
Uniprot ID:
P79102
Molecular weight:
58152.0
Reactions
6-trans-Leukotriene B4 + NADPH + Oxygen → 20-Hydroxy-leukotriene B4 + NADP + Waterdetails
Arachidonic acid + NADPH + Oxygen → 20-Hydroxyeicosatetraenoic acid + NADP + Waterdetails
Cholesterol + NADPH + Oxygen → 24-Hydroxycholesterol + NADP + Waterdetails
General function:
Inorganic ion transport and metabolism
Specific function:
Produces nitric oxide (NO) which is implicated in vascular smooth muscle relaxation through a cGMP-mediated signal transduction pathway. NO mediates vascular endothelial growth factor (VEGF)-induced angiogenesis in coronary vessels and promotes blood clotting through the activation of platelets.
Gene Name:
NOS3
Uniprot ID:
P29473
Molecular weight:
133287.0
Reactions
2 L-Arginine + 3 NADPH + 4 Oxygen →2 N-(o)-Hydroxyarginine +2 Nitric oxide +3 NADP +4 Waterdetails
General function:
Secondary metabolites biosynthesis, transport and catabolism
Specific function:
Catalyzes the isomerization of prostaglandin H2 to prostacyclin (= prostaglandin I2).
Gene Name:
PTGIS
Uniprot ID:
Q29626
Molecular weight:
56629.0
Reactions
7a-Hydroxy-cholestene-3-one + NADPH + Oxygen → 7a,12a-Dihydroxy-cholestene-3-one + NADP + Waterdetails
Cholesterol + 3 NADPH + 3 Oxygen → 27-Hydroxycholesterol +3 NADP +4 Waterdetails
27-Hydroxycholesterol + NADPH + Oxygen → 7-a,27-dihydroxycholesterol + NADP + Waterdetails
3beta-Hydroxy-5-cholestenoic acid + NADPH + Oxygen → 3 beta,7 alpha-Dihydroxy-5-cholestenoate + NADP + Waterdetails
General function:
Secondary metabolites biosynthesis, transport and catabolism
Specific function:
A cytochrome P450 monooxygenase that catalyzes the side-chain hydroxylation and cleavage of cholesterol to pregnenolone, the precursor of most steroid hormones (PubMed:11412116). Catalyzes three sequential oxidation reactions of cholesterol, namely the hydroxylation at C22 followed with the hydroxylation at C20 to yield 20R,22R-hydroxycholesterol that is further cleaved between C20 and C22 to yield the C21-steroid pregnenolone and 4-methylpentanal (PubMed:11412116). Mechanistically, uses molecular oxygen inserting one oxygen atom into a substrate and reducing the second into a water molecule. Two electrons are provided by NADPH via a two-protein mitochondrial transfer system comprising flavoprotein FDXR (adrenodoxin/ferredoxin reductase) and nonheme iron-sulfur protein FDX1 or FDX2 (adrenodoxin/ferredoxin) (PubMed:11412116).
Gene Name:
CYP11A1
Uniprot ID:
P00189
Molecular weight:
60333.0
Reactions
3a,7a-Dihydroxy-5b-cholestane + 3 NADPH + 3 Oxygen → 3 alpha,7 alpha,26-Trihydroxy-5beta-cholestane +3 NADP +3 Waterdetails
5-b-Cholestane-3a ,7a ,12a-triol + 3 NADPH + 3 Oxygen → 27-Deoxy-5b-cyprinol +3 NADP +4 Waterdetails
27-Deoxy-5b-cyprinol + 3 NADPH + 3 Oxygen → 3a,7a,12a-Trihydroxy-5b-cholestan-26-al +3 NADP +4 Waterdetails
27-Hydroxycholesterol + 3 NADPH + 3 Oxygen → 3beta-Hydroxy-5-cholestenoic acid +3 NADP +4 Waterdetails
General function:
Secondary metabolites biosynthesis, transport and catabolism
Specific function:
A cytochrome P450 monooxygenase involved in the metabolism of fatty acids. Mechanistically, uses molecular oxygen inserting one oxygen atom into a substrate, and reducing the second into a water molecule, with two electrons provided by NADPH via cytochrome P450 reductase (NADPH--hemoprotein reductase). Catalyzes the hydroxylation of carbon-hydrogen bonds. Hydroxylates fatty acids specifically at the omega-1 position displaying the highest catalytic activity for saturated fatty acids. May be involved in the oxidative metabolism of xenobiotics.
Gene Name:
CYP2E1
Uniprot ID:
O18963
Molecular weight:
56827.0
General function:
Inorganic ion transport and metabolism
Specific function:
Produces nitric oxide (NO) which is a messenger molecule with diverse functions throughout the body. In macrophages, NO mediates tumoricidal and bactericidal actions. Also has nitrosylase activity and mediates cysteine S-nitrosylation of cytoplasmic target proteins such PTGS2/COX2. As component of the iNOS-S100A8/9 transnitrosylase complex involved in the selective inflammatory stimulus-dependent S-nitrosylation of GAPDH implicated in regulation of the GAIT complex activity and probably multiple targets including ANXA5, EZR, MSN and VIM. Involved in inflammation, enhances the synthesis of proinflammatory mediators such as IL6 and IL8.
Gene Name:
NOS2
Uniprot ID:
Q27995
Molecular weight:
131208.0
General function:
Lipid transport and metabolism
Specific function:
Catalyzes the reduction of 3-ketodihydrosphingosine (KDS) to dihydrosphingosine (DHS).
Gene Name:
KDSR
Uniprot ID:
Q2KIJ5
Molecular weight:
36020.0
Reactions
Sphinganine + NADPH → 3-Dehydrosphinganine + NADPdetails
General function:
Lipid transport and metabolism
Specific function:
Reduces all-trans-retinal and 9-cis retinal. Can also catalyze the oxidation of all-trans-retinol with NADP as co-factor, but with much lower efficiency. Reduces alkyl phenyl ketones and alpha-dicarbonyl compounds with aromatic rings, such as pyrimidine-4-aldehyde, 3-benzoylpyridine, 4-benzoylpyridine, menadione and 4-hexanoylpyridine. Has no activity towards aliphatic aldehydes and ketones (By similarity).
Gene Name:
DHRS4
Uniprot ID:
Q8SPU8
Molecular weight:
29440.0
General function:
Nucleotide transport and metabolism
Specific function:
May provide the missing metabolic reaction required to link the mitochondria and the cytoplasm in the mammalian model of one-carbon folate metabolism in embryonic an transformed cells complementing thus the enzymatic activities of MTHFD2.
Gene Name:
MTHFD1L
Uniprot ID:
Q0VCR7
Molecular weight:
105227.0
Reactions
5,10-Methenyltetrahydrofolic acid + NADPH → 5,10-Methylene-THF + NADPdetails
General function:
Inorganic ion transport and metabolism
Specific function:
Essential hepatic enzyme that catalyzes the oxygenation of a wide variety of nitrogen- and sulfur-containing compounds including drugs as well as dietary compounds. Plays an important role in the metabolism of trimethylamine (TMA), via the production of trimethylamine N-oxide (TMAO) metabolite. TMA is generated by the action of gut microbiota using dietary precursors such as choline, choline containing compounds, betaine or L-carnitine. By regulating TMAO concentration, FMO3 directly impacts both platelet responsiveness and rate of thrombus formation.
Gene Name:
FMO3
Uniprot ID:
Q8HYJ9
Molecular weight:
60093.0
General function:
Lipid transport and metabolism
Specific function:
Critical branch point enzyme of isoprenoid biosynthesis that is thought to regulate the flux of isoprene intermediates through the sterol pathway.
Gene Name:
FDFT1
Uniprot ID:
Q32KR6
Molecular weight:
48304.0
Reactions
2 Farnesyl pyrophosphate + NADPH → Squalene + NADP +2 Pyrophosphatedetails
General function:
Carbohydrate transport and metabolism
Specific function:
Catalyzes the oxidative decarboxylation of 6-phosphogluconate to ribulose 5-phosphate and CO(2), with concomitant reduction of NADP to NADPH.
Gene Name:
PGD
Uniprot ID:
Q3ZCI4
Molecular weight:
53077.0
General function:
Secondary metabolites biosynthesis, transport and catabolism
Specific function:
Fatty acid synthetase catalyzes the formation of long-chain fatty acids from acetyl-CoA, malonyl-CoA and NADPH. This multifunctional protein has 7 catalytic activities as an acyl carrier protein.
Gene Name:
FASN
Uniprot ID:
Q71SP7
Molecular weight:
274554.0
General function:
Lipid transport and metabolism
Specific function:
Catalyzes the final one or two reductions in tetra-hydrobiopterin biosynthesis to form 5,6,7,8-tetrahydrobiopterin.
Gene Name:
SPR
Uniprot ID:
Q17QK8
Molecular weight:
28939.0
Reactions
Dyspropterin + NADP → NADPH + 1-hydroxy-2-Oxopropyl tetrahydropterindetails
Sepiapterin + NADPH → 7,8-Dihydroneopterin + NADPdetails
6-Lactoyltetrahydropterin + NADP → Tetrahydrobiopterin + NADPHdetails
General function:
Involved in binding
Specific function:
Not Available
Gene Name:
DHDH
Uniprot ID:
Q148L6
Molecular weight:
36583.0
General function:
Nucleotide transport and metabolism
Specific function:
Catalyzes the irreversible NADPH-dependent deamination of GMP to IMP. It functions in the conversion of nucleobase, nucleoside and nucleotide derivatives of G to A nucleotides, and in maintaining the intracellular balance of A and G nucleotides (Probable). Plays a role in modulating cellular differentiation (By similarity).
Gene Name:
GMPR2
Uniprot ID:
Q32L93
Molecular weight:
38033.0
Reactions
Inosinic acid + Ammonia + NADP → Guanosine monophosphate + NADPHdetails
General function:
Energy production and conversion
Specific function:
Plays a role in intermediary metabolism and energy production. It may tightly associate or interact with the pyruvate dehydrogenase complex.
Gene Name:
IDH2
Uniprot ID:
Q04467
Molecular weight:
50739.0
General function:
Energy production and conversion
Specific function:
Involved in the control of reactive oxygen species levels and the regulation of mitochondrial redox homeostasis (By similarity). Maintains thioredoxin in a reduced state. May play a role in redox-regulated cell signaling.
Gene Name:
TXNRD2
Uniprot ID:
Q9N2I8
Molecular weight:
54670.0
Reactions
Oxidized glutathione + NADPH →2 Glutathione + NADPdetails
General function:
Energy production and conversion
Specific function:
May act as a corneal epithelial crystallin and may be involved in maintaining corneal epithelial transparency.
Gene Name:
IDH1
Uniprot ID:
Q9XSG3
Molecular weight:
46785.0
Reactions
Isocitric acid + NADP → Oxoglutaric acid + NADPH + Carbon dioxidedetails
General function:
Energy production and conversion
Specific function:
Not Available
Gene Name:
TXNRD1
Uniprot ID:
O62768
Molecular weight:
54770.0
General function:
Cell wall/membrane/envelope biogenesis
Specific function:
Broad specificity oxidoreductase that catalyzes the NADPH-dependent reduction of a variety of flavins, such as riboflavin, FAD or FMN, biliverdins, methemoglobin and PQQ (pyrroloquinoline quinone). Contributes to heme catabolism and metabolizes linear tetrapyrroles. Can also reduce the complexed Fe(3+) iron to Fe(2+) in the presence of FMN and NADPH. In the liver, converts biliverdin to bilirubin.
Gene Name:
BLVRB
Uniprot ID:
P52556
Molecular weight:
22132.0
General function:
Lipid transport and metabolism
Specific function:
Catalyzes the NADPH-dependent reduction of several pentoses, tetroses, trioses, alpha-dicarbonyl compounds and L-xylulose. Participates in the uronate cycle of glucose metabolism. May play a role in the water absorption and cellular osmoregulation in the proximal renal tubules by producing xylitol, an osmolyte, thereby preventing osmolytic stress from occurring in the renal tubules (By similarity).
Gene Name:
DCXR
Uniprot ID:
Q1JP75
Molecular weight:
25650.0
General function:
Lipid transport and metabolism
Specific function:
The product of this enzyme, tetrahydrobiopterin (BH-4), is an essential cofactor for phenylalanine, tyrosine, and tryptophan hydroxylases.
Gene Name:
QDPR
Uniprot ID:
Q3T0Z7
Molecular weight:
25504.0
Reactions
Tetrahydrobiopterin + NADP → Dihydrobiopterin + NADPHdetails
General function:
Energy production and conversion
Specific function:
Can convert/oxidize retinaldehyde to retinoic acid. Binds free retinal and cellular retinol-binding protein-bound retinal. May have a broader specificity and oxidize other aldehydes in vivo.
Gene Name:
ALDH1A1
Uniprot ID:
P48644
Molecular weight:
54806.0
Reactions
N10-Formyl-THF + NADP + Water → Tetrahydrofolic acid + Carbon dioxide + NADPHdetails
General function:
Lipid transport and metabolism
Specific function:
NADPH-dependent reductase with broad substrate specificity. Catalyzes the reduction of a wide variety of carbonyl compounds including quinones, prostaglandins, menadione, plus various xenobiotics. Catalyzes the reduction of the antitumor anthracyclines doxorubicin and daunorubicin to the cardiotoxic compounds doxorubicinol and daunorubicinol. Can convert prostaglandin E2 to prostaglandin F2-alpha. Can bind glutathione, which explains its higher affinity for glutathione-conjugated substrates. Catalyzes the reduction of S-nitrosoglutathione (By similarity).
Gene Name:
CBR1
Uniprot ID:
Q3SZD7
Molecular weight:
30533.0
Reactions
Prostaglandin E2 + NADPH → Prostaglandin F2a + NADPdetails
Sepiapterin + NADP → 7,8-Dihydroneopterin + NADPHdetails
General function:
Energy production and conversion
Specific function:
Not Available
Gene Name:
MDH1
Uniprot ID:
Q3T145
Molecular weight:
36438.0
Reactions
Oxalacetic acid + Hydrogen + NADPH → NAD + L-Malic aciddetails
General function:
Lipid transport and metabolism
Specific function:
Catalyzes the conversion of cortisol to the inactive metabolite cortisone. Modulates intracellular glucocorticoid levels, thus protecting the nonselective mineralocorticoid receptor from occupation by glucocorticoids. Affinity towards corticosterone is higher than cortisol or dexamethasone.
Gene Name:
HSD11B2
Uniprot ID:
O77667
Molecular weight:
43987.0
Reactions
Corticosterone + NADP → 11-Dehydrocorticosterone + NADPHdetails
General function:
Amino acid transport and metabolism
Specific function:
Bifunctional enzyme that catalyzes the first two steps in lysine degradation. The N-terminal and the C-terminal contain lysine-oxoglutarate reductase and saccharopine dehydrogenase activity, respectively (By similarity).
Gene Name:
AASS
Uniprot ID:
A8E657
Molecular weight:
102084.0
Reactions
L-Lysine + NADPH + Oxoglutaric acid → Saccharopine + NADP + Waterdetails
General function:
Amino acid transport and metabolism
Specific function:
Involved in pyrimidine base degradation. Catalyzes the reduction of uracil and thymine.
Gene Name:
DPYD
Uniprot ID:
Q28007
Molecular weight:
111697.0
Reactions
Dihydrouracil + NADP → Uracil + NADPHdetails
Uracil + NADP → Dihydrouracil + NADPHdetails
Thymine + NADP → Dihydrothymine + NADPHdetails
General function:
Lipid transport and metabolism
Specific function:
Retinol dehydrogenase with a clear preference for NADP. Converts all-trans-retinal to all-trans-retinol. May play a role in the regeneration of visual pigment at high light intensity.
Gene Name:
RDH8
Uniprot ID:
Q9N126
Molecular weight:
33956.0
Reactions
Estradiol + NADP → Estrone + NADPHdetails
11-cis-Retinaldehyde + NADP → Retinal + NADPHdetails
General function:
Lipid transport and metabolism
Specific function:
Retinol dehydrogenase with a clear preference for NADP. Converts all-trans-retinol to all-trans-retinal. Has no detectable activity towards 11-cis-retinol, 9-cis-retinol and 13-cis-retinol (By similarity).
Gene Name:
RDH10
Uniprot ID:
Q8HZT6
Molecular weight:
38087.0
General function:
Involved in 20-alpha-hydroxysteroid dehydrogenase activity
Specific function:
Catalyzes the NADPH-dependent reduction of a wide variety of carbonyl-containing compounds to their corresponding alcohols. Displays enzymatic activity towards endogenous metabolites such as aromatic and aliphatic aldehydes, ketones, monosacharides, bile acids and xenobiotics substrates. Key enzyme in the polyol pathway, catalyzes reduction of glucose to sorbitol during hyperglycemia. Reduces steroids and their derivatives and prostaglandins. Displays low enzymatic activity toward all-trans-retinal, 9-cis-retinal, and 13-cis-retinal. Catalyzes the reduction of diverse phospholipid aldehydes such as 1-palmitoyl-2-(5-oxovaleroyl)-sn -glycero-3-phosphoethanolamin (POVPC) and related phospholipid aldehydes that are generated from the oxydation of phosphotidylcholine and phosphatdyleethanolamides. Plays a role in detoxifying dietary and lipid-derived unsaturated carbonyls, such as crotonaldehyde, 4-hydroxynonenal, trans-2-hexenal, trans-2,4-hexadienal and their glutathione-conjugates carbonyls (GS-carbonyls).
Gene Name:
AKR1B1
Uniprot ID:
P16116
Molecular weight:
35919.0
Reactions
NADP + Sorbitol → NADPH + Alpha-D-Glucosedetails
Glyceraldehyde + NADP → Glycerol + NADPHdetails
Dyspropterin + NADP → 6-Lactoyltetrahydropterin + NADPHdetails
General function:
Coenzyme transport and metabolism
Specific function:
Key enzyme in folate metabolism. Contributes to the de novo mitochondrial thymidylate biosynthesis pathway. Catalyzes an essential reaction for de novo glycine and purine synthesis, and for DNA precursor synthesis. Binds its own mRNA and that of DHFR2 (By similarity).
Gene Name:
DHFR
Uniprot ID:
P00376
Molecular weight:
21604.0
Reactions
Tetrahydrofolic acid + NADP → Dihydrofolic acid + NADPHdetails
Dihydrofolic acid + NADP → Folic acid + NADPHdetails
7,8-Dihydroneopterin + NADPH → NADP + Tetrahydrobiopterin + Waterdetails
General function:
Inorganic ion transport and metabolism
Specific function:
Not Available
Gene Name:
FMO2
Uniprot ID:
Q0P566
Molecular weight:
47665.0
General function:
Involved in FAD binding
Specific function:
Not Available
Gene Name:
FMO3
Uniprot ID:
Q8HYK2
Molecular weight:
2519.0
General function:
Amino acid transport and metabolism
Specific function:
Serves as the first electron transfer protein in all the mitochondrial P450 systems including cholesterol side chain cleavage in all steroidogenic tissues, steroid 11-beta hydroxylation in the adrenal cortex, 25-OH-vitamin D3-24 hydroxylation in the kidney, and sterol C-27 hydroxylation in the liver.
Gene Name:
FDXR
Uniprot ID:
P08165
Molecular weight:
54338.0
General function:
Inorganic ion transport and metabolism
Specific function:
Not Available
Gene Name:
FMO3
Uniprot ID:
Q8HYK1
Molecular weight:
11349.0
General function:
Involved in FAD binding
Specific function:
Not Available
Gene Name:
FMO3
Uniprot ID:
Q8HYK4
Molecular weight:
5588.0
General function:
Involved in FAD binding
Specific function:
Not Available
Gene Name:
FMO3
Uniprot ID:
Q8HYK3
Molecular weight:
6318.0
General function:
Inorganic ion transport and metabolism
Specific function:
This enzyme is required for electron transfer from NADP to cytochrome P450 in microsomes. It can also provide electron transfer to heme oxygenase and cytochrome B5.
Gene Name:
POR
Uniprot ID:
Q3SYT8
Molecular weight:
77021.0
General function:
Involved in FAD binding
Specific function:
Not Available
Gene Name:
FMO3
Uniprot ID:
Q8HYK0
Molecular weight:
7526.0
General function:
Energy production and conversion
Specific function:
Not Available
Gene Name:
trxr3
Uniprot ID:
Q9GKW9
Molecular weight:
13877.0
General function:
Involved in 7-dehydrocholesterol reductase activity
Specific function:
Production of cholesterol by reduction of C7-C8 double bond of 7-dehydrocholesterol (7-DHC).
Gene Name:
DHCR7
Uniprot ID:
Q5E9J5
Molecular weight:
54271.0
General function:
Involved in alcohol dehydrogenase (NADP+) activity
Specific function:
Catalyzes the NADPH-dependent reduction of a wide variety of carbonyl-containing compounds to their corresponding alcohols. Displays enzymatic activity towards endogenous metabolites such as aromatic and aliphatic aldehydes, ketones, monosaccharides and bile acids, with a preference for negatively charged substrates, such as glucuronate and succinic semialdehyde (By similarity). Plays an important role in ascorbic acid biosynthesis by catalyzing the reduction of D-glucuronic acid and D-glucurono-gamma-lactone (By similarity). Functions as a detoxifiying enzyme by reducing a range of toxic aldehydes. Reduces methylglyoxal and 3-deoxyglucosone, which are present at elevated levels under hyperglycemic conditions and are cytotoxic. Involved also in the detoxification of lipid-derived aldehydes like acrolein (By similarity). Plays a role in the activation of procarcinogens, such as polycyclic aromatic hydrocarbon trans-dihydrodiols, and in the metabolism of various xenobiotics and drugs (By similarity). Displays no reductase activity towards retinoids (By similarity).
Gene Name:
AKR1A1
Uniprot ID:
Q3ZCJ2
Molecular weight:
36617.0
General function:
Energy production and conversion
Specific function:
Oxidizes medium and long chain saturated and unsaturated aldehydes. Metabolizes also benzaldehyde. Low activity towards acetaldehyde and 3,4-dihydroxyphenylacetaldehyde. May not metabolize short chain aldehydes. Can use both NADP(+) and NAD(+) as electron acceptor. May have a protective role against the cytotoxicity induced by lipid peroxidation.
Gene Name:
ALDH3B1
Uniprot ID:
Q1JPA0
Molecular weight:
51800.0
Reactions
Glyceric acid + NADP + Water → Glyceraldehyde + NADPHdetails
Homovanillin + NADP + Water → p-Hydroxyphenylacetic acid + NADPHdetails
3-Methoxy-4-hydroxyphenylglycolaldehyde + NADP + Water → Vanillylmandelic acid + NADPHdetails
General function:
Carbohydrate transport and metabolism
Specific function:
Not Available
Gene Name:
H6PD
Uniprot ID:
Q0P587
Molecular weight:
31064.0
General function:
Involved in prostaglandin-F synthase activity
Specific function:
Catalyzes the reduction of PGD(2) and PGH(2) to PGF(2 alpha) and a stereoisomer, respectively. It has a broad substrate specificity and reduces also other carbonyl compounds.
Gene Name:
Not Available
Uniprot ID:
P05980
Molecular weight:
36720.0
General function:
Secondary metabolites biosynthesis, transport and catabolism
Specific function:
Catalyzes the reduction of saturated but not unsaturated C16 or C18 fatty acyl-CoA to fatty alcohols. A lower activity can be observed with shorter fatty acyl-CoA substrates. It may play a role in the production of ether lipids/plasmalogens and wax monoesters which synthesis requires fatty alcohols as substrates.
Gene Name:
FAR2
Uniprot ID:
Q0P5J1
Molecular weight:
59077.0
General function:
Involved in prostaglandin-F synthase activity
Specific function:
Catalyzes the reduction of PGD(2) and PGH(2) to PGF(2 alpha) and a stereoisomer, respectively. It has a broad substrate specificity and reduces also other carbonyl compounds.
Gene Name:
Not Available
Uniprot ID:
P52897
Molecular weight:
36742.0

Only showing the first 50 proteins. There are 77 proteins in total.