Dihydronicotinamid-adenin-dinucleotid-phosphat
NADPH
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Grundinformationen
- CAS
53-57-6- Standard-SMILES
NC(=O)C1=CN([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](OP(=O)(O)O)[C@@H]3O)[C@@H](O)[C@H]2O)C=CC1- InChIKey
ACFIXJIJDZMPPO-NNYOXOHSSA-N- Summenformel
- C21H30N7O17P3
- Durchschnittliche Molmasse
- 745,4 g/mol
Überblick
NADPH is the reduced form of NADP+; used in anabolic reactions, such as lipid and nucleic acid synthesis, which require NADPH as a reducing agent. It has a role as a cofactor and a fundamental metabolite. It is a NAD(P)H and a NADP. It is a conjugate acid of a NADPH(4-).
Namen und Bezeichner
- Bevorzugter Name
- NADPH
- IUPAC
- [[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate
- Lokaler Name
- Dihydronicotinamid-adenin-dinucleotid-phosphat
- Englischer Name
- NADPH
- Summenformel
- C21H30N7O17P3
- Molmasse
- 745.42
Namen und Synonyme
NADPH53-57-6TPNHDihydronicotinamide-adenine dinucleotide phosphatebeta-NADPHDihydrocodehydrogenase II2646-71-1Reduced triphosphopyridine nucleotideReduced Nicotinamide Adenine Dinucleotide PhosphateNADPH2MFCD00674870381Q4X082D
Weitere Namen anzeigen
reducedNADPNNa4 saltent-NADPHβ-NADPH-d4NADPH ≥98%Reduced Co IITriphosphopyridine Nu
dihydronicotinamide adenine dinucleotide phosphatereduced nicotinamide-adenine dinucleotide phosphate[[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphateNicotinamide-adenine dinucleotide phosphate, reducedAdenosine 5'-(trihydrogen diphosphate), 2'-(dihydrogen phosphate), P'-5'-ester with 1,4-dihydro-1-beta-D-ribofuranosyl-3-pyridinecarboxamidereduced Coenzyme IIMFCD00036263dihydronicotinamide adenine dinucleotide-P
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- -6,8
- Polarare Oberfläche (TPSA)
- 364 Ų
- H-Brücken-Donoren
- 9
- H-Brücken-Akzeptoren
- 22
- Frei drehbare Bindungen
- 13
- Schwere Atome
- 48
- Formalladung
- 0
- Komplexität
- 1.410
Experimentelle und physikochemische Eigenschaften
Chemical ClassesBiological Agents -> Other Biomolecules
DrugsPharmaceuticals -> Listed in ZINC15
Physical DescriptionSolid
Collision Cross Section
240.5 Ų [M+Na-H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
246.7 Ų [M-H]-
Physikochemische Eigenschaften
- Siedepunkt
- 1175.1 · 1175.1±75.0 °C(Predicted)
- Dichte
- 2.28 · 2.28±0.1 g/cm3(Predicted)
- pka
- 1.13 · 1.13±0.50(Predicted)
- Aggregatzustand
- Solid
- Farbe
- White to light yellow
- EPA chemische Informationen
- Nicotinamide adenine dinucleotide phosphate (53-57-6)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Gefahrenhinweise
Regulatory InformationAdenosine 5'-(trihydrogen diphosphate), 2'-(dihydrogen phosphate), P'â5'-ester with 1,4-dihydro-1-.beta.-D-ribofuranosyl-3-pyridinecarboxamide: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummarySee NADP.
Sicherheitsdaten
- tsca
- TSCA listed
Chemie und Industrie
Pharmakologische Informationen
Tissue LocationsAll Tissues
Cellular LocationsCytoplasm
Metabolite Pathways11-beta-hydroxylase deficiency (CYP11B1)
Verwendung und Herstellung
UsesThe reduced form of NADP found in living cells; [Merck Index]
General Manufacturing InformationAdenosine 5'-(trihydrogen diphosphate), 2'-(dihydrogen phosphate), P'.fwdarw.5'-ester with 1,4-dihydro-1-.beta.-D-ribofuranosyl-3-pyridinecarboxamide: INACTIVE
Anwendungen
VerwendenOne of the biologically active forms of nicotinic acid. Differs from NAD by an additional phosphate group at the 2position of the adenosine moiety. Serves as a coenzyme of hydrogenases and dehydrogenases. Present in living cells primarily in the r
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