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Record Information |
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| Version |
1.0 |
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| Update Date |
1/22/2018 11:54:54 AM |
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Metabolite ID | PAMDB110541 |
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Identification |
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| Name: |
NADP+ |
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| Description: | An organophosphate oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of NADP+; major species at pH 7.3. |
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Structure |
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| Synonyms: | -
coenzyme II
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triphosphopyridine nucleotide
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nicotinamide adenine dinucleotide phosphate
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NADP-oxidized
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NADP-ox
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TPN
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TPN+
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TPN-ox
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nicotinamide adenine dinucleotide-P
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NADP(+)
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NADP
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β-NADP+
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Chemical Formula: |
C21H25N7O17P3
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| Average Molecular Weight: |
740.39 |
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| Monoisotopic Molecular
Weight: |
744.083277073 |
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| InChI Key: |
XJLXINKUBYWONI-NNYOXOHSSA-K |
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| InChI: |
InChI=1S/C21H28N7O17P3/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/h1-4,7-8,10-11,13-16,20-21,29-31H,5-6H2,(H7-,22,23,24,25,32,33,34,35,36,37,38,39)/p-3/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1 |
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| CAS
number: |
53-59-8 |
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| IUPAC Name: | 2'- O-phosphonatoadenosine 5'-{3-[1-(3-carbamoylpyridinio)-1,4-anhydro-D-ribitol-5-yl] diphosphate} |
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Traditional IUPAC Name: |
nadp(+) |
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| SMILES: | C5(=[N+](C1(OC(C(C1O)O)COP(OP(OCC4(C(C(C(N3(C2(=C(C(=NC=N2)N)N=C3)))O4)OP([O-])([O-])=O)O))([O-])=O)(=O)[O-]))C=C(C=C5)C(=O)N) |
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Chemical Taxonomy |
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Taxonomy Description | This compound belongs to the class of chemical entities known as (5'->5')-dinucleotides. These are dinucleotides where the two bases are connected via a (5'->5')-phosphodiester linkage. |
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Kingdom |
Chemical entities |
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| Super Class | Organic compounds |
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Class |
Nucleosides, nucleotides, and analogues |
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| Sub Class | (5'->5')-dinucleotides |
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Direct Parent |
(5'->5')-dinucleotides |
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| Alternative Parents |
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| Substituents |
- (5'->5')-dinucleotide
- Purine nucleotide sugar
- Purine ribonucleoside 2',5'-bisphosphate
- Purine ribonucleoside bisphosphate
- Purine ribonucleoside diphosphate
- Nicotinamide-nucleotide
- Pyridine nucleotide
- Pentose phosphate
- Pentose-5-phosphate
- Glycosyl compound
- N-glycosyl compound
- 6-aminopurine
- Monosaccharide phosphate
- Organic pyrophosphate
- Nicotinamide
- Imidazopyrimidine
- Purine
- Aminopyrimidine
- Monoalkyl phosphate
- Organic phosphoric acid derivative
- Pyrimidine
- Alkyl phosphate
- Phosphoric acid ester
- Pyridinium
- Imidolactam
- Pyridine
- Monosaccharide
- N-substituted imidazole
- Primary aromatic amine
- Heteroaromatic compound
- Imidazole
- Azole
- Oxolane
- Secondary alcohol
- Carboximidic acid derivative
- Carboximidic acid
- Oxacycle
- Azacycle
- Organoheterocyclic compound
- Primary amine
- Hydrocarbon derivative
- Alcohol
- Organopnictogen compound
- Organic oxygen compound
- Organic nitrogen compound
- Amine
- Organonitrogen compound
- Organooxygen compound
- Organic oxide
- Organic cation
- Aromatic heteropolycyclic compound
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| Molecular Framework |
Aromatic heteropolycyclic compounds |
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| External Descriptors |
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Physical Properties |
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| State: |
Solid |
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| Charge: | -3 |
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Melting point: |
Not Available |
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| Experimental Properties: |
| Property | Value | Reference |
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| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
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| Predicted Properties |
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Biological Properties |
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| Cellular Locations: |
Not Available |
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| Reactions: | N,N'-dimethyl-p-phenylenediamine + aniline + NADP+ → 4-dimethylaminophenylazobenzene + NADPH + Hydrogen ion2-trans, 4-cis-undecadienoyl-CoA + NADPH + Hydrogen ion → 3-trans-undecenoyl-CoA + NADP+Hydrogen ion + methyl-1,4-benzoquinone + NADPH → methyl-1,4-benzoquinol + NADP+131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ → 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + Hydrogen ionD-glyceraldehyde 3-phosphate + NADP+ + Water → Hydrogen ion + 3-phospho-D-glycerate + NADPHNADPH + Hydrogen ion → NADP+ + WaterD-glyceraldehyde 3-phosphate + phosphate + NADP+ → 1,3-bisphospho-D-glycerate + NADPH + Hydrogen ion2-trans,4-trans-tetradecadienoyl-CoA + NADPH + Hydrogen ion → 3-trans-tetradecenoyl-CoA + NADP+magnesium-protoporphyrin IX 13-monomethyl ester + Oxygen + NADPH + Hydrogen ion → 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + WaterNADPH + Hydrogen ion → NADP+ + Water + Carbon dioxide5-hydroxy-3-[(3aS,4S,5R,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoyl-CoA + NADP+ → 3-[(3aS,4S,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoyl-CoA + NADPH + Hydrogen ion(R)-2,3-dihydroxy-3-methylbutanoate + NADP+ → (S)-2-acetolactate + NADPH + Hydrogen ion(S)-nicotine + NADPH + Oxygen → nicotine-1'-N-oxide + NADP+ + WaterNitrite + Water + NADP+ → Hydrogen ion + Nitrate + NADPH(S)-3-hydroxybutanoyl-CoA + NADP+ → acetoacetyl-CoA + NADPH + Hydrogen ionbenzaldehyde + Water + NADP+ → benzoate + NADPH + Hydrogen ionTETRADEHYDROACYL-COA + NADPH → Trans-3-enoyl-CoAs + NADP+131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + Hydrogen ion + Oxygen → 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + WaterGlucopyranose + NADP+ → Gluconolactone + NADPH + Hydrogen ionTRANS-D2-ENOYL-COA + NADP+ → TETRADEHYDROACYL-COA + NADPH + Hydrogen ionNADPH → NADP+selenodiglutathione + NADPH → glutathioselenol + glutathione + NADP+(R)-3-hydroxybutanoyl-CoA + NADP+ → acetoacetyl-CoA + NADPH + Hydrogen ion2-keto-D-gluconate + NADP+ → Hydrogen ion + NADPH + 2,5-Diketo-D-gluconateNADP+ + NADH + Hydrogen ion → NADPH + NAD+ + Hydrogen ion3-oxo-5,6-didehydrosuberyl-CoA semialdehyde + NADP+ + Water → 3-oxo-5,6-didehydrosuberyl-CoA + NADPH + Hydrogen ion131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + Oxygen + NADPH → 2,4-divinyl protochlorophyllide a + NADP+ + Water2-trans-4-cis-dienoyl-CoAs + NADPH → Trans-3-enoyl-CoAs + NADP+ + Hydrogen ionreduced riboflavin + NADP+ → Hydrogen ion + riboflavin + NADPH1-oleoyl-2-lyso-glycerone phosphate + NADPH + Hydrogen ion → 1-oleyl-2-lyso-phosphatidate + NADP+L-ornithine + Oxygen + NADPH → N5-hydroxy-L-ornithine + Water + NADP+Aldehydes + NADP+ + Water → Carboxylates + NADPH + Hydrogen ionchlorophyllide a + NADP+ → Hydrogen ion + protochlorophyllide a + NADPHNAD+ + ATP → Hydrogen ion + NADP+ + ADPglutathioselenol + NADPH + Hydrogen ion → Hydrogen selenide + glutathione + NADP+131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ → 2,4-divinyl protochlorophyllide a + NADPH + Hydrogen ion More...
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Pathways: |
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Spectra |
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| Spectra: |
| Spectrum Type | Description | Splash Key | |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-00dl-0219003700-2f52e3c5db41066a112c | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-0uk9-0301009000-a3d0c464e56f6e320c80 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-00dl-0000090000-c18a7719161c63a71938 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-0udi-0000009000-1dde5b221786fe375304 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-00dl-0209000700-02057593d6470f6a2075 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-0uk9-0301109000-bf4996084c09a9176489 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-0uk9-0301009000-b3e8d304dfdc4711e0ce | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-0udi-0000009000-384d275a638928dd40f1 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-00dl-0000229600-bd164bae0cc54f45b961 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-004i-0027900000-25e0180b7638ed18e207 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-0a4i-0011953000-c328377f842fac60b55e | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-00di-0000009000-0ec3670e706b086d382a | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-00dl-0000109700-df2a731fd5f55e9e7a8e | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-0a4i-0011953000-981d13d6b50f18ebc910 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-00di-0000009000-f9526262833104be0a2e | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-00di-0000009000-c0cedd489befb2073370 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | Not Available |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | Not Available |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | Not Available |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | Not Available |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | Not Available |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | Not Available |
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| 1D NMR | 13C NMR Spectrum | Not Available |
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| 1D NMR | 1H NMR Spectrum | Not Available |
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| 1D NMR | 1H NMR Spectrum | Not Available |
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| 1D NMR | 13C NMR Spectrum | Not Available |
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| 2D NMR | [1H,1H] 2D NMR Spectrum | Not Available |
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| 2D NMR | [1H,13C] 2D NMR Spectrum | Not Available |
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References |
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| References: |
- Siddique YH, Beg T, Afzal M: Genotoxic potential of ethinylestradiol in cultured mammalian cells. Chem Biol Interact. 2005 Jan 15;151(2):133-41. [15698584 ]
- Himmelstein MW, Carpenter SC, Hinderliter PM, Snow TA, Valentine R: The metabolism of beta-chloroprene: preliminary in-vitro studies using liver microsomes. Chem Biol Interact. 2001 Jun 1;135-136:267-84. [11397396 ]
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| Synthesis Reference: |
Simon, L. M.; Kotorman, M.; Szajani, B. Coenzyme production using immobilized enzymes. I. Preparation, characterization, and laboratory-scale application of an immobilized NAD+ kinase. Enzyme and Microbial Technology (1992), 14(12), 997-1000. |
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| Material Safety Data Sheet (MSDS) |
Download (PDF) |
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Links |
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| External Links: |
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