Cannabis Compound Database: Showing Compound Card for NADPH (CDB004823)

Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References enzymes (164)transporters (6) Show 267 proteins XML

Record Information

Version

1.0

Created at

2020-04-17 18:40:26 UTC

Updated at

2020-11-18 16:38:47 UTC

CannabisDB ID

CDB004823

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

NADPH

Description

NADPH is expected to be in Cannabis as all living plants are known to produce and metabolize it.

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
Dihydronicotinamide-adenine dinucleotide phosphate	ChEBI
NADPH dihydro-nicotinamide-adenine-dinucleotide phosphATE	ChEBI
Reduced nicotinamide adenine dinucleotide phosphate	ChEBI
Reduced nicotinamide-adenine dinucleotide phosphate	ChEBI
TPNH	ChEBI
Dihydronicotinamide-adenine dinucleotide phosphoric acid	Generator
NADPH dihydro-nicotinamide-adenine-dinucleotide phosphoric acid	Generator
Reduced nicotinamide adenine dinucleotide phosphoric acid	Generator
Reduced nicotinamide-adenine dinucleotide phosphoric acid	Generator
Nadph dihydro-nicotinamide-adenine-dinucleotidephosphoric acid	Generator
Coenzyme II	MeSH
Dinucleotide phosphate, nicotinamide-adenine	MeSH
NADP	MeSH
Nicotinamide adenine dinucleotide phosphate	MeSH
Nicotinamide-adenine dinucleotide phosphate	MeSH
Nucleotide, triphosphopyridine	MeSH
Phosphate, nicotinamide-adenine dinucleotide	MeSH
Triphosphopyridine nucleotide	MeSH
NADPH	HMDB
Nicotinamide-adenine dinucleotide phosphate, reduced	HMDB
Reduced triphosphopyridine nucleotide	HMDB
Triphosphopyridine nucleotide, reduced	HMDB
beta-NADPH	HMDB
beta-Nicotinamide-adenine-dinucleotide-phosphoric acid	HMDB
beta-TPNH	HMDB
β-NADPH	HMDB
β-Nicotinamide-adenine-dinucleotide-phosphoric acid	HMDB
β-TPNH	HMDB

Chemical Formula

C₂₁H₃₀N₇O₁₇P₃

Average Molecular Weight

745.42

Monoisotopic Molecular Weight

745.0911

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 Name

nadph

CAS Registry Number

53-57-6

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 Key

ACFIXJIJDZMPPO-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.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

(5'->5')-dinucleotides

Sub Class

Not 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 Framework

Aromatic heteropolycyclic compounds

External Descriptors

NADP (CHEBI:16474 )
NAD(P)H (CHEBI:16474 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Animal

Biological location:

Tissue and substructures:

All tissues

Biofluid and excreta:

Blood

Subcellular:

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-1.1	ALOGPS
logP	-6.4	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	0.66	ChemAxon
pKa (Strongest Basic)	4	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	364.15 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	153.87 m³·mol⁻¹	ChemAxon
Polarizability	63.54 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	NADPH, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	NADPH, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	NADPH, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	NADPH, TMS_1_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	NADPH, TMS_1_5, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	NADPH, TMS_1_6, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	NADPH, TMS_1_7, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	NADPH, TMS_1_8, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	NADPH, TMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	NADPH, TMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	NADPH, TMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	NADPH, TMS_2_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	NADPH, TMS_2_5, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	NADPH, TMS_2_6, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	NADPH, TMS_2_7, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	NADPH, TMS_2_8, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	NADPH, TMS_2_9, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	NADPH, TMS_2_10, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	NADPH, TMS_2_11, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	NADPH, TMS_2_12, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	NADPH, TMS_2_13, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	NADPH, TMS_2_14, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	NADPH, TMS_2_15, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	NADPH, TMS_2_16, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	NADPH, TMS_2_17, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-02tj-1838493720-b38b37650e8976905bb0	2019-11-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0a4r-0841393100-6e4cbc8ac576e3e8b195	2019-11-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0550-2694875730-0dc522520957880672cb	2019-11-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 15V, negative	splash10-0006-0000000900-1448a5a4a9a9ec30bc1d	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 17V, negative	splash10-0006-0000000900-84c6720ae2b6d0d9ca35	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 20V, negative	splash10-0006-0000100900-4ddda02ddc90d193fba1	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 23V, negative	splash10-0006-0000201900-cbb70a91b1ac1fcb6e18	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 25V, negative	splash10-0006-0001301900-2ec6727d0b32f09b91b6	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 27V, negative	splash10-0006-0101502900-1d110f57242fe6b3d4eb	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 30V, negative	splash10-054o-1213903700-aa4ca72e492f0f0b7f75	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 33V, negative	splash10-0a6u-1313903400-9a6e4df99ff5a68effea	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 35V, negative	splash10-0a6r-1324903300-069588f3537afa016ac8	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 40V, negative	splash10-0a6r-3535903000-746e661fe41dfe08b6d1	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 45V, negative	splash10-0a6r-5946701000-9407142d1340518483bf	2020-07-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0921103300-a94dc77e4683c53f1e1c	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0901000000-5fcc7bc2ff00254e837a	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-0920000000-91a94a0d16f7db6907e1	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0036-6900111800-7f73a4ecf431645a13cf	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-003r-3901000000-b9bf964190caf0afebde	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-057i-6900000000-f6e201cd60ed9314f31a	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000200-c30f8bbbadabff3b10f6	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0911003300-322bf2f4fc18dbf667d6	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-002r-1901300000-6129e75df61dcc44c45a	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0000000900-b62da30b8e49b793af7d	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-8301205900-8cec7794d03fc25fae8b	2021-09-22	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, D₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, experimental)	Spectrum
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)	Spectrum

Pathways

Name	SMPDB/Pathwhiz	KEGG
Histidine Metabolism
Glycerolipid Metabolism
Glucose-Alanine Cycle		Not Available
Glutathione Metabolism
Phytanic Acid Peroxisomal Oxidation		Not Available

Protein Targets

Enzymes

Protein Name	Gene Name	Locus	Uniprot ID	Details
Fatty acid synthase	FASN	17q25	P49327	details
Methylmalonate-semialdehyde dehydrogenase [acylating], mitochondrial	ALDH6A1	14q24.3	Q02252	details
Aldo-keto reductase family 1 member C4	AKR1C4	10p15.1	P17516	details
Carbonyl reductase [NADPH] 1	CBR1	21q22.13	P16152	details
Dehydrogenase/reductase SDR family member 4	DHRS4	14q11.2	Q9BTZ2	details
Carbonyl reductase [NADPH] 3	CBR3	21q22.2	O75828	details
Aldose reductase	AKR1B1	7q35	P15121	details
Thioredoxin reductase 1, cytoplasmic	TXNRD1	12q23-q24.1	Q16881	details
Lathosterol oxidase	SC5DL	11q23.3	O75845	details
Dimethylaniline monooxygenase [N-oxide-forming] 5	FMO5	1q21.1	P49326	details
Heme oxygenase 2	HMOX2	16p13.3	P30519	details
Squalene monooxygenase	SQLE	8q24.1	Q14534	details
Dimethylaniline monooxygenase [N-oxide-forming] 2	FMO2	1q24.3	Q99518	details
Delta-1-pyrroline-5-carboxylate dehydrogenase, mitochondrial	ALDH4A1	1p36	P30038	details
Thioredoxin reductase 2, mitochondrial	TXNRD2	22q11.21	Q9NNW7	details
Dimethylaniline monooxygenase [N-oxide-forming] 4	FMO4	1q24.3	P31512	details
Dimethylaniline monooxygenase [N-oxide-forming] 3	FMO3	1q24.3	P31513	details
NADPH--cytochrome P450 reductase	POR	7q11.2	P16435	details
Dimethylaniline monooxygenase [N-oxide-forming] 1	FMO1	1q24.3	Q01740	details
Methylenetetrahydrofolate reductase	MTHFR	1p36.3	P42898	details
Glutathione reductase, mitochondrial	GSR	8p21.1	P00390	details
Heme oxygenase 1	HMOX1	22q13.1	P09601	details
NADPH:adrenodoxin oxidoreductase, mitochondrial	FDXR	17q24-q25	P22570	details
Squalene synthase	FDFT1	8p23.1-p22	P37268	details
Delta(14)-sterol reductase	TM7SF2	11q13	O76062	details
Methylsterol monooxygenase 1	MSMO1	4q32-q34	Q15800	details
Sterol-4-alpha-carboxylate 3-dehydrogenase, decarboxylating	NSDHL	Xq28	Q15738	details
Lanosterol 14-alpha demethylase	CYP51A1	7q21.2	Q16850	details
4-trimethylaminobutyraldehyde dehydrogenase	ALDH9A1	1q23.1	P49189	details
Aldehyde dehydrogenase, dimeric NADP-preferring	ALDH3A1	17p11.2	P30838	details
Alpha-aminoadipic semialdehyde dehydrogenase	ALDH7A1	5q31	P49419	details
Aldehyde dehydrogenase family 1 member A3	ALDH1A3	15q26.3	P47895	details
Aldehyde dehydrogenase, mitochondrial	ALDH2	12q24.2	P05091	details
Fatty aldehyde dehydrogenase	ALDH3A2	17p11.2	P51648	details
Aldehyde dehydrogenase X, mitochondrial	ALDH1B1	9p11.1	P30837	details
Pyrroline-5-carboxylate reductase 1, mitochondrial	PYCR1	17q25.3	P32322	details
Pyrroline-5-carboxylate reductase 2	PYCR2	1q42.12	Q96C36	details
L-xylulose reductase	DCXR	17q25.3	Q7Z4W1	details
Glucose-6-phosphate 1-dehydrogenase	G6PD	Xq28	P11413	details
Aldo-keto reductase family 1 member C3	AKR1C3	10p15-p14	P42330	details
Aldo-keto reductase family 1 member C1	AKR1C1	10p15-p14	Q04828	details
Aldo-keto reductase family 1 member C2	AKR1C2	10p15-p14	P52895	details
Glyoxylate reductase/hydroxypyruvate reductase	GRHPR	9q12	Q9UBQ7	details
Methionine synthase reductase	MTRR	5p15.31	Q9UBK8	details
Sepiapterin reductase	SPR	2p14-p12	P35270	details
Estradiol 17-beta-dehydrogenase 2	HSD17B2	16q24.1-q24.2	P37059	details
Estradiol 17-beta-dehydrogenase 8	HSD17B8	6p21.3	Q92506	details
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	DHDH	19q13.3	Q9UQ10	details
Cholesterol 7-alpha-monooxygenase	CYP7A1	8q11-q12	P22680	details
Alcohol dehydrogenase [NADP(+)]	AKR1A1	1p33-p32	P14550	details
Aldehyde dehydrogenase family 3 member B2	ALDH3B2	11q13	P48448	details
Aldehyde dehydrogenase family 3 member B1	ALDH3B1	11q13	P43353	details
Dihydropteridine reductase	QDPR	4p15.31	P09417	details
7-dehydrocholesterol reductase	DHCR7	11q13.4	Q9UBM7	details
3-oxo-5-beta-steroid 4-dehydrogenase	AKR1D1	7q32-q33	P51857	details
Glutamate dehydrogenase 2, mitochondrial	GLUD2	Xq24-q25	P49448	details
GMP reductase 2	GMPR2	14q12	Q9P2T1	details
GMP reductase 1	GMPR	6p23	P36959	details
Glyceraldehyde-3-phosphate dehydrogenase, testis-specific	GAPDHS	19q13.12	O14556	details
Glutamate dehydrogenase 1, mitochondrial	GLUD1	10q23.3	P00367	details
Glyceraldehyde-3-phosphate dehydrogenase	GAPDH	12p13	P04406	details
3-oxo-5-alpha-steroid 4-dehydrogenase 2	SRD5A2	2p23	P31213	details
3-oxo-5-alpha-steroid 4-dehydrogenase 1	SRD5A1	5p15	P18405	details
Biliverdin reductase A	BLVRA	7p13	P53004	details
Flavin reductase (NADPH)	BLVRB	19q13.1-q13.2	P30043	details
Corticosteroid 11-beta-dehydrogenase isozyme 2	HSD11B2	16q22	P80365	details
Corticosteroid 11-beta-dehydrogenase isozyme 1	HSD11B1	1q32-q41	P28845	details
Dihydropyrimidine dehydrogenase [NADP(+)]	DPYD	1p22	Q12882	details
Alcohol dehydrogenase class-3	ADH5	4q23	P11766	details
Alcohol dehydrogenase 1B	ADH1B	4q23	P00325	details
Alcohol dehydrogenase class 4 mu/sigma chain	ADH7	4q23-q24	P40394	details
Alcohol dehydrogenase 1A	ADH1A	4q23	P07327	details
Alcohol dehydrogenase 6	ADH6	4q23	P28332	details
Alcohol dehydrogenase 1C	ADH1C	4q23	P00326	details
Dihydrofolate reductase	DHFR	5q11.2-q13.2	P00374	details
Testosterone 17-beta-dehydrogenase 3	HSD17B3	9q22	P37058	details
Estradiol 17-beta-dehydrogenase 1	HSD17B1	17q11-q21	P14061	details
3-keto-steroid reductase	HSD17B7	1q23	P56937	details
Alpha-aminoadipic semialdehyde synthase, mitochondrial	AASS	7q31.3	Q9UDR5	details
Delta-1-pyrroline-5-carboxylate synthase	ALDH18A1	10q24.3	P54886	details
Isocitrate dehydrogenase [NADP], mitochondrial	IDH2	15q26.1	P48735	details
Isocitrate dehydrogenase [NADP] cytoplasmic	IDH1	2q33.3	O75874	details
3-hydroxy-3-methylglutaryl-coenzyme A reductase	HMGCR	5q13.3-q14	P04035	details
NAD(P) transhydrogenase, mitochondrial	NNT	5p12	Q13423	details
C-1-tetrahydrofolate synthase, cytoplasmic	MTHFD1	14q24	P11586	details
GDP-L-fucose synthase	TSTA3	8q24.3	Q13630	details
Nitric oxide synthase, inducible	NOS2	17q11.2-q12	P35228	details
Nitric oxide synthase, brain	NOS1	12q24.2-q24.31	P29475	details
Nitric oxide synthase, endothelial	NOS3	7q36	P29474	details
Cytosolic 10-formyltetrahydrofolate dehydrogenase	ALDH1L1	3q21.3	O75891	details
Cysteine dioxygenase type 1	CDO1	5q23.2	Q16878	details
Trans-2-enoyl-CoA reductase, mitochondrial	MECR	1p35.3	Q9BV79	details
Peroxisomal trans-2-enoyl-CoA reductase	PECR	2q35	Q9BY49	details
Leukotriene-B(4) omega-hydroxylase 1	CYP4F2	19p13.12	P78329	details
Leukotriene-B(4) omega-hydroxylase 2	CYP4F3	19p13.2	Q08477	details
Sterol 26-hydroxylase, mitochondrial	CYP27A1	2q33-qter	Q02318	details
6-phosphogluconate dehydrogenase, decarboxylating	PGD	1p36.22	P52209	details
2,4-dienoyl-CoA reductase, mitochondrial	DECR1	8q21.3	Q16698	details
Quinone oxidoreductase	CRYZ	1p31.1	Q08257	details
25-hydroxyvitamin D-1 alpha hydroxylase, mitochondrial	CYP27B1	12q13.1-q13.3	O15528	details
Steroid 17-alpha-hydroxylase/17,20 lyase	CYP17A1	10q24.3	P05093	details
Peroxisomal 2,4-dienoyl-CoA reductase	DECR2	16p13.3	Q9NUI1	details
Neutrophil cytosol factor 2	NCF2	1q25	P19878	details
Neutrophil cytosol factor 4	NCF4	22q13.1	Q15080	details
25-hydroxycholesterol 7-alpha-hydroxylase	CYP7B1	8q21.3	O75881	details
NAD(P)H dehydrogenase [quinone] 1	NQO1	16q22.1	P15559	details
Glutaredoxin-1	GLRX	5q14	P35754	details
1,25-dihydroxyvitamin D(3) 24-hydroxylase, mitochondrial	CYP24A1	20q13	Q07973	details
Putative dimethylaniline monooxygenase [N-oxide-forming] 6	FMO6P		O60774	details
Delta(24)-sterol reductase	DHCR24	1p32.3	Q15392	details
Neutrophil cytosol factor 1	NCF1		P14598	details
Kynurenine 3-monooxygenase	KMO	1q42-q44	O15229	details
Dehydrogenase/reductase SDR family member 9	DHRS9	2q31.1	Q9BPW9	details
Vitamin D 25-hydroxylase	CYP2R1	11p15.2	Q6VVX0	details
17-beta-hydroxysteroid dehydrogenase type 6	HSD17B6	12q13	O14756	details
Pyrroline-5-carboxylate reductase 3	PYCRL	8q24.3	Q53H96	details
Retinol dehydrogenase 12	RDH12	14q24.1	Q96NR8	details
3-ketodihydrosphingosine reductase	KDSR	18q21.3	Q06136	details
Dual oxidase 2	DUOX2	15q15.3	Q9NRD8	details
Aflatoxin B1 aldehyde reductase member 2	AKR7A2	1p36.13	O43488	details
3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 2	HSD3B2	1p13.1	P26439	details
Cholesterol 24-hydroxylase	CYP46A1	14q32.1	Q9Y6A2	details
Retinol dehydrogenase 8	RDH8	19p13.2	Q9NYR8	details
Retinol dehydrogenase 14	RDH14	2p24.2	Q9HBH5	details
Retinol dehydrogenase 11	RDH11	14q24.1	Q8TC12	details
24-hydroxycholesterol 7-alpha-hydroxylase	CYP39A1	6p21.1-p11.2	Q9NYL5	details
7-alpha-hydroxycholest-4-en-3-one 12-alpha-hydroxylase	CYP8B1	3p22.1	Q9UNU6	details
Retinol dehydrogenase 10	RDH10	8q21.11	Q8IZV5	details
Dual oxidase 1	DUOX1	15q15.3	Q9NRD9	details
Thioredoxin reductase 3	TXNRD3	3q21.3	Q86VQ6	details
Mitochondrial 10-formyltetrahydrofolate dehydrogenase	ALDH1L2	12q23.3	Q3SY69	details
Fatty acyl-CoA reductase 1	FAR1	11p15.2	Q8WVX9	details
Fatty acyl-CoA reductase 2	FAR2	12p11.22	Q96K12	details
Putative uncharacterized protein DKFZp686B0215	DKFZp686B0215		Q5HYI4	details
Monofunctional C1-tetrahydrofolate synthase, mitochondrial	MTHFD1L	6q25.1	Q6UB35	details
Acyl-CoA synthetase family member 4	AASDH	4q12	Q4L235	details
Aminoadipate-semialdehyde synthase	AASS	7q31.3	A4D0W4	details
Putative uncharacterized protein PGD	PGD	1p36.3-p36.13	A9Z1X1	details
Cytochrome P450, family 1, subfamily A, polypeptide 1	CYP1A1	15q24.1	A0N0X8	details
NADPH oxidase 5	NOX5	15q23	Q96PH1	details
NADPH oxidase 3	NOX3	6q25.3	Q9HBY0	details
Protein-methionine sulfoxide oxidase MICAL1	MICAL1	6q21	Q8TDZ2	details
Protein-methionine sulfoxide oxidase MICAL2	MICAL2	11p15.3	O94851	details
Protein-methionine sulfoxide oxidase MICAL3	MICAL3	22q11.21	Q7RTP6	details
NADPH oxidase 4	NOX4	11q14.2-q21	Q9NPH5	details
Iodotyrosine dehalogenase 1	IYD	6q25.1	Q6PHW0	details
Peroxisomal coenzyme A diphosphatase NUDT7	NUDT7	16q23.1	P0C024	details
Estradiol 17-beta-dehydrogenase 12	HSD17B12	11p11.2	Q53GQ0	details
Prostaglandin reductase 2	PTGR2	14q24.3	Q8N8N7	details
Short-chain dehydrogenase/reductase 3	DHRS3	1p36.1	O75911	details
Oxidoreductase HTATIP2	HTATIP2	11p15.1	Q9BUP3	details
Putative neutrophil cytosol factor 1B	NCF1B	7q11.23	A6NI72	details
Putative neutrophil cytosol factor 1C	NCF1C	7q11.23	A8MVU1	details
NADPH oxidase activator 1	NOXA1	9q34.3	Q86UR1	details
Polyprenol reductase	SRD5A3	4q12	Q9H8P0	details
Very-long-chain enoyl-CoA reductase	TECR	19p13.12	Q9NZ01	details
Cytochrome P450, family 21, subfamily A, polypeptide 2	CYP21A2	6p21.3	Q08AG9	details
NOS1 mutant	NOS1	12q24.2-q24.31	B3VK56	details
L-aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferase	AASDHPPT	11q22	Q9NRN7	details
Aldo-keto reductase family 1 member B10	AKR1B10		O60218	details
1,5-anhydro-D-fructose reductase	AKR1E2	10p15.1	Q96JD6	details
Steroid 21-hydroxylase	CYP21A2	6p21.3	P08686	details
Dihydrofolate reductase, mitochondrial	DHFRL1	3q11.1	Q86XF0	details
ATP-dependent (S)-NAD(P)H-hydrate dehydratase	CARKD	13q34	Q8IW45	details

Transporters

Protein Name	Gene Name	Locus	Uniprot ID	Details
Fatty acid synthase	FASN	17q25	P49327	details
Aldo-keto reductase family 1 member C4	AKR1C4	10p15.1	P17516	details
Nitric oxide synthase, inducible	NOS2	17q11.2-q12	P35228	details
Cytosolic 10-formyltetrahydrofolate dehydrogenase	ALDH1L1	3q21.3	O75891	details
Mitochondrial 10-formyltetrahydrofolate dehydrogenase	ALDH1L2	12q23.3	Q3SY69	details
Acyl-CoA synthetase family member 4	AASDH	4q12	Q4L235	details

Metal Bindings

Protein Name	Gene Name	Locus	Uniprot ID	Details
Fatty acid synthase	FASN	17q25	P49327	details
Lathosterol oxidase	SC5DL	11q23.3	O75845	details
Heme oxygenase 2	HMOX2	16p13.3	P30519	details
NADPH--cytochrome P450 reductase	POR	7q11.2	P16435	details
Heme oxygenase 1	HMOX1	22q13.1	P09601	details
Methylsterol monooxygenase 1	MSMO1	4q32-q34	Q15800	details
Lanosterol 14-alpha demethylase	CYP51A1	7q21.2	Q16850	details
Cytochrome P450 4A11	CYP4A11	1p33	Q02928	details
Methionine synthase reductase	MTRR	5p15.31	Q9UBK8	details
Cholesterol 7-alpha-monooxygenase	CYP7A1	8q11-q12	P22680	details
GMP reductase 2	GMPR2	14q12	Q9P2T1	details
GMP reductase 1	GMPR	6p23	P36959	details
Biliverdin reductase A	BLVRA	7p13	P53004	details
Dihydropyrimidine dehydrogenase [NADP(+)]	DPYD	1p22	Q12882	details
Alcohol dehydrogenase class-3	ADH5	4q23	P11766	details
Alcohol dehydrogenase 1B	ADH1B	4q23	P00325	details
Alcohol dehydrogenase class 4 mu/sigma chain	ADH7	4q23-q24	P40394	details
Alcohol dehydrogenase 1A	ADH1A	4q23	P07327	details
Alcohol dehydrogenase 6	ADH6	4q23	P28332	details
Alcohol dehydrogenase 1C	ADH1C	4q23	P00326	details
NADP-dependent malic enzyme	ME1	6q12	P48163	details
NADP-dependent malic enzyme, mitochondrial	ME3	11cen-q22.3	Q16798	details
NAD-dependent malic enzyme, mitochondrial	ME2	18q21	P23368	details
Isocitrate dehydrogenase [NADP], mitochondrial	IDH2	15q26.1	P48735	details
Isocitrate dehydrogenase [NADP] cytoplasmic	IDH1	2q33.3	O75874	details
Nitric oxide synthase, inducible	NOS2	17q11.2-q12	P35228	details
Nitric oxide synthase, brain	NOS1	12q24.2-q24.31	P29475	details
Nitric oxide synthase, endothelial	NOS3	7q36	P29474	details
Cysteine dioxygenase type 1	CDO1	5q23.2	Q16878	details
Trans-2-enoyl-CoA reductase, mitochondrial	MECR	1p35.3	Q9BV79	details
Leukotriene-B(4) omega-hydroxylase 1	CYP4F2	19p13.12	P78329	details
Leukotriene-B(4) omega-hydroxylase 2	CYP4F3	19p13.2	Q08477	details
Cytochrome P450 3A4	CYP3A4	7q21.1	P08684	details
Cytochrome P450 2C9	CYP2C9	10q24	P11712	details
Sterol 26-hydroxylase, mitochondrial	CYP27A1	2q33-qter	Q02318	details
Cytochrome P450 2C19	CYP2C19	10q24	P33261	details
Quinone oxidoreductase	CRYZ	1p31.1	Q08257	details
25-hydroxyvitamin D-1 alpha hydroxylase, mitochondrial	CYP27B1	12q13.1-q13.3	O15528	details
Steroid 17-alpha-hydroxylase/17,20 lyase	CYP17A1	10q24.3	P05093	details
Cytochrome P450 2E1	CYP2E1	10q24.3-qter	P05181	details
Cytochrome P450 4F11	CYP4F11	19p13.1	Q9HBI6	details
Cytochrome P450 3A43	CYP3A43	7q21.1	Q9HB55	details
Cytochrome P450 1B1	CYP1B1	2p22.2	Q16678	details
Cytochrome P450 2C18	CYP2C18	10q24	P33260	details
Cytochrome P450 2F1	CYP2F1	19q13.2	P24903	details
Cytochrome P450 4X1	CYP4X1	1	Q8N118	details
Cytochrome P450 2B6	CYP2B6	19q13.2	P20813	details
Cytochrome P450 3A5	CYP3A5	7q21.1	P20815	details
Cytochrome P450 1A1	CYP1A1	15q24.1	P04798	details
Cytochrome P450 2A13	CYP2A13	19q13.2	Q16696	details
Cytochrome P450 3A7	CYP3A7	7q21-q22.1	P24462	details
Cytochrome P450 4B1	CYP4B1	1p34-p12	P13584	details
Cytochrome P450 4Z1	CYP4Z1	1p33	Q86W10	details
Cytochrome P450 1A2	CYP1A2	15q24.1	P05177	details
Cytochrome P450 19A1	CYP19A1	15q21.1	P11511	details
Cytochrome P450 2C8	CYP2C8	10q23.33	P10632	details
Cytochrome P450 2S1	CYP2S1	19q13.1	Q96SQ9	details
Cytochrome P450 4F8	CYP4F8	19p13.1	P98187	details
Cytochrome P450 2J2	CYP2J2	1p31.3-p31.2	P51589	details
Cytochrome P450 2A7	CYP2A7	19q13.2	P20853	details
Cytochrome P450 2A6	CYP2A6	19q13.2	P11509	details
25-hydroxycholesterol 7-alpha-hydroxylase	CYP7B1	8q21.3	O75881	details
Ubiquinone biosynthesis protein COQ7 homolog	COQ7		Q99807	details
Cytochrome b-245 heavy chain	CYBB		P04839	details
1,25-dihydroxyvitamin D(3) 24-hydroxylase, mitochondrial	CYP24A1	20q13	Q07973	details
Cytochrome b-245 light chain	CYBA	16q24	P13498	details
Vitamin D 25-hydroxylase	CYP2R1	11p15.2	Q6VVX0	details
Dual oxidase 2	DUOX2	15q15.3	Q9NRD8	details
Cholesterol 24-hydroxylase	CYP46A1	14q32.1	Q9Y6A2	details
24-hydroxycholesterol 7-alpha-hydroxylase	CYP39A1	6p21.1-p11.2	Q9NYL5	details
7-alpha-hydroxycholest-4-en-3-one 12-alpha-hydroxylase	CYP8B1	3p22.1	Q9UNU6	details
Dual oxidase 1	DUOX1	15q15.3	Q9NRD9	details
Cytochrome P450 4A22	CYP4A22	1p33	Q5TCH4	details
Cytochrome P450, family 1, subfamily A, polypeptide 1	CYP1A1	15q24.1	A0N0X8	details
NADPH oxidase 5	NOX5	15q23	Q96PH1	details
NADPH oxidase 3	NOX3	6q25.3	Q9HBY0	details
Protein-methionine sulfoxide oxidase MICAL1	MICAL1	6q21	Q8TDZ2	details
Protein-methionine sulfoxide oxidase MICAL2	MICAL2	11p15.3	O94851	details
Protein-methionine sulfoxide oxidase MICAL3	MICAL3	22q11.21	Q7RTP6	details
NADPH oxidase 4	NOX4	11q14.2-q21	Q9NPH5	details
Cytochrome P450 4F22	CYP4F22		Q6NT55	details
Peroxisomal coenzyme A diphosphatase NUDT7	NUDT7	16q23.1	P0C024	details
Prostaglandin reductase 2	PTGR2	14q24.3	Q8N8N7	details
Cytochrome P450, family 21, subfamily A, polypeptide 2	CYP21A2	6p21.3	Q08AG9	details
NOS1 mutant	NOS1	12q24.2-q24.31	B3VK56	details
L-aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferase	AASDHPPT	11q22	Q9NRN7	details

Receptors

Protein Name	Gene Name	Locus	Uniprot ID	Details
Aldo-keto reductase family 1 member C3	AKR1C3	10p15-p14	P42330	details
Aldo-keto reductase family 1 member C2	AKR1C2	10p15-p14	P52895	details
Alcohol dehydrogenase class 4 mu/sigma chain	ADH7	4q23-q24	P40394	details
Nitric oxide synthase, brain	NOS1	12q24.2-q24.31	P29475	details
25-hydroxyvitamin D-1 alpha hydroxylase, mitochondrial	CYP27B1	12q13.1-q13.3	O15528	details
25-hydroxycholesterol 7-alpha-hydroxylase	CYP7B1	8q21.3	O75881	details
1,25-dihydroxyvitamin D(3) 24-hydroxylase, mitochondrial	CYP24A1	20q13	Q07973	details
Retinol dehydrogenase 11	RDH11	14q24.1	Q8TC12	details

Transcriptional Factors

Protein Name	Gene Name	Locus	Uniprot ID	Details
Heme oxygenase 1	HMOX1	22q13.1	P09601	details
Dihydrofolate reductase	DHFR	5q11.2-q13.2	P00374	details
Nitric oxide synthase, brain	NOS1	12q24.2-q24.31	P29475	details

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0000221

DrugBank ID

DB02338

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Nicotinamide adenine dinucleotide phosphate

METLIN ID

3691

PubChem Compound

5884

PDB ID

Not Available

ChEBI ID

16474

References

General References

Not Available

Only showing the first 10 proteins. There are 267 proteins in total.

Show All

Enzymes

Enzyme Details

1. Fatty acid synthase

General function:: Involved in transferase activity
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 and an acyl carrier protein.
Gene Name:: FASN
Uniprot ID:: P49327
Molecular weight:: 273424.06

Enzyme Details

2. Methylmalonate-semialdehyde dehydrogenase [acylating], mitochondrial

General function:: Involved in oxidoreductase activity
Specific function:: Plays a role in valine and pyrimidine metabolism. Binds fatty acyl-CoA.
Gene Name:: ALDH6A1
Uniprot ID:: Q02252
Molecular weight:: 57839.31

Enzyme Details

3. Aldo-keto reductase family 1 member C4

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the transformation of the potent androgen dihydrotestosterone (DHT) into the less active form, 5-alpha-androstan-3-alpha,17-beta-diol (3-alpha-diol). Also has some 20-alpha-hydroxysteroid dehydrogenase activity. The biotransformation of the pesticide chlordecone (kepone) to its corresponding alcohol leads to increased biliary excretion of the pesticide and concomitant reduction of its neurotoxicity since bile is the major excretory route.
Gene Name:: AKR1C4
Uniprot ID:: P17516
Molecular weight:: 37094.57

Enzyme Details

4. Carbonyl reductase [NADPH] 1

General function:: Involved in oxidoreductase activity
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.
Gene Name:: CBR1
Uniprot ID:: P16152
Molecular weight:: 30374.73

Enzyme Details

5. Dehydrogenase/reductase SDR family member 4

General function:: Involved in oxidoreductase activity
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:: Q9BTZ2
Molecular weight:: 29536.885

Enzyme Details

6. Carbonyl reductase [NADPH] 3

General function:: Involved in oxidoreductase activity
Specific function:: Has low NADPH-dependent oxidoreductase activity towards 4-benzoylpyridine and menadione (in vitro).
Gene Name:: CBR3
Uniprot ID:: O75828
Molecular weight:: 30849.97

Enzyme Details

7. Aldose reductase

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the NADPH-dependent reduction of a wide variety of carbonyl-containing compounds to their corresponding alcohols with a broad range of catalytic efficiencies.
Gene Name:: AKR1B1
Uniprot ID:: P15121
Molecular weight:: 35853.125

Enzyme Details

8. Thioredoxin reductase 1, cytoplasmic

General function:: Involved in oxidoreductase activity
Specific function:: Isoform 1 may possess glutaredoxin activity as well as thioredoxin reductase activity and induces actin and tubulin polymerization, leading to formation of cell membrane protrusions. Isoform 4 enhances the transcriptional activity of estrogen receptors alpha and beta while isoform 5 enhances the transcriptional activity of the beta receptor only. Isoform 5 also mediates cell death induced by a combination of interferon-beta and retinoic acid.
Gene Name:: TXNRD1
Uniprot ID:: Q16881
Molecular weight:: 70905.58

Enzyme Details

9. Lathosterol oxidase

General function:: Involved in iron ion binding
Specific function:: Catalyzes a dehydrogenation to introduce C5-6 double bond into lathosterol.
Gene Name:: SC5DL
Uniprot ID:: O75845
Molecular weight:: 35300.55

Enzyme Details

10. Dimethylaniline monooxygenase [N-oxide-forming] 5

General function:: Involved in flavin-containing monooxygenase activity
Specific function:: In contrast with other forms of FMO it does not seem to be a drug-metabolizing enzyme.
Gene Name:: FMO5
Uniprot ID:: P49326
Molecular weight:: 32480.04

Transporters

Enzyme Details

1. Fatty acid synthase

General function:: Involved in transferase activity
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 and an acyl carrier protein.
Gene Name:: FASN
Uniprot ID:: P49327
Molecular weight:: 273424.06

Enzyme Details

2. Aldo-keto reductase family 1 member C4

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the transformation of the potent androgen dihydrotestosterone (DHT) into the less active form, 5-alpha-androstan-3-alpha,17-beta-diol (3-alpha-diol). Also has some 20-alpha-hydroxysteroid dehydrogenase activity. The biotransformation of the pesticide chlordecone (kepone) to its corresponding alcohol leads to increased biliary excretion of the pesticide and concomitant reduction of its neurotoxicity since bile is the major excretory route.
Gene Name:: AKR1C4
Uniprot ID:: P17516
Molecular weight:: 37094.57

Enzyme Details

3. Nitric oxide synthase, inducible

General function:: Involved in oxidoreductase activity
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 COX2.
Gene Name:: NOS2
Uniprot ID:: P35228
Molecular weight:: 131116.3

Enzyme Details

4. Cytosolic 10-formyltetrahydrofolate dehydrogenase

General function:: Involved in formyltetrahydrofolate dehydrogenase activity
Specific function:: Not Available
Gene Name:: ALDH1L1
Uniprot ID:: O75891
Molecular weight:: 99752.535

Enzyme Details

5. Mitochondrial 10-formyltetrahydrofolate dehydrogenase

General function:: Involved in formyltetrahydrofolate dehydrogenase activity
Specific function:: Not Available
Gene Name:: ALDH1L2
Uniprot ID:: Q3SY69
Molecular weight:: 101744.98

Enzyme Details

6. Acyl-CoA synthetase family member 4

General function:: Involved in acyl carrier activity
Specific function:: Acyl-CoA synthases catalyze the initial reaction in fatty acid metabolism, by forming a thioester with CoA
Gene Name:: AASDH
Uniprot ID:: Q4L235
Molecular weight:: 122596.1

Only showing the first 10 proteins. There are 267 proteins in total.

Show All

Showing Compound Card for NADPH (CDB004823)

Structure for CDB004823 (NADPH)

Enzymes

Transporters