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NADPH

NADPH structure

NADPH 

structure
  • CAS No:

    53-57-6

  • Formula:

    C21H30N7O17P3

  • Chemical Name:

    NADPH

  • Synonyms:

    Adenosine 5′-(trihydrogen diphosphate),2′-(dihydrogen phosphate),P′→5′-ester with 1,4-dihydro-1-β-D-ribofuranosyl-3-pyridinecarboxamide;Adenosine,2′-(dihydrogen phosphate) 5′-(trihydrogen pyrophosphate),5′→5′-ester with 1,4-dihydro-1-β-D-ribofuranosylnicotinamide;Dihydrocodehydrogenase II;NADPH;NADPH2;Reduced codehydrogenase II;Reduced nicotinamide adenine dinucleotide phosphate;Reduced triphosphopyridine nucleotide;Codehydrase II,reduced;Codehydrogenase II,reduced;Coenzyme II,reduced;Cozymase II,reduced;Nicotinamide-adenine dinucleotide phosphate,reduced;Triphosphopyridine nucleotide,reduced;TPNH;β-TPNH;β-NADPH;β-Nicotinamide-adenine-dinucleotide-phosphoric acid;51: PN: WO2004076659 FIGURE: 7 claimed sequence;3545-01-5;22046-90-8

  • Categories:

    Biochemical Engineering  >  Enzymes and Coenzymes Drugs

Description

A coenzyme composed of ribosylnicotinamide 5′- phosphate coupled by pyrophosphate linkage to the 5′-phosphate adenosine 2′,5′-bisphosphate. The reduced from of NADP. It is an energy-storage form that can be transferred to the Calvin cycle where it participates in the production of carbohydrate.


Solid


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 fundamental metabolite and a cofactor. It is a NAD(P)H and a NADP. It is a conjugate acid of a NADPH(4-).|Nicotinamide adenine dinucleotide phosphate. A coenzyme composed of ribosylnicotinamide 5'-phosphate (NMN) coupled by pyrophosphate linkage to the 5'-phosphate adenosine 2',5'-bisphosphate. It serves as an electron carrier in a number of reactions, being alternately oxidized (NADP+) and reduced (NADPH). (Dorland, 27th ed)

NADPH Basic Attributes

256.25514

745.42

200-177-6

381Q4X082D

Characteristics

394.57000

-5.93

Solid

2.3±0.1 g/cm3

1175.1±75.0 °C at 760 mmHg

664.5±37.1 °C

1.849

232.2 Ų [M]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|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]- [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|246.7 Ų [M-H]-

Drug Information

Coenzyme II

NADPH Use and Manufacturing

Uses

One of the biologically active forms of nicotinic acid. Differs from NAD by an additional phosphate group at the 2?position of the adenosine moiety. Serves as a coenzyme of hydrogenases and dehydrogenases. Present in living cells primarily in the r

Adenosine 5'-(trihydrogen diphosphate), 2'-(dihydrogen phosphate), P'.fwdarw.5'-ester with 1,4-dihydro-1-.beta.-D-ribofuranosyl-3-pyridinecarboxamide: INACTIVE

Computed Properties

Molecular Weight:745.4
XLogP3:-6.8
Hydrogen Bond Donor Count:9
Hydrogen Bond Acceptor Count:22
Rotatable Bond Count:13
Exact Mass:745.09110351
Monoisotopic Mass:745.09110351
Topological Polar Surface Area:364
Heavy Atom Count:48
Complexity:1410
Defined Atom Stereocenter Count:8
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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