
CAS Number146-14-5
SynonymsRiboflavine 5'-Adenosine Diphosphate; Flavin adenin dinucleotide; FLAVIN ADENINE DINUCLEOTIDE; Flavine Adenine; 1H-Purin-6-amine Flavin Dinucleotide; EINECS 282-733-8
Molecular FormulaC27H33N9O15P2
Molecular Weight829.51 (anhydrous basis)
Density2.1±0.1 g/cm3
Appearancesolid
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 146-14-5 |
| Catalog No. | 2A-3185530 |
| Chinese Name | 黄素腺嘌呤二核苷酸 |
| Synonyms | Riboflavine 5'-Adenosine Diphosphate; Flavin adenin dinucleotide; FLAVIN ADENINE DINUCLEOTIDE; Flavine Adenine; 1H-Purin-6-amine Flavin Dinucleotide; EINECS 282-733-8 |
| Molecular Formula | C27H33N9O15P2 |
| Molecular Weight | 829.51 (anhydrous basis) |
| Density | 2.1±0.1 g/cm3 |
| Appearance | solid |
| Storage Condition | Store at -20 ºC. |
| Application | Flavin Adenin Dinucleotide is a redox cofactor, a prosthetic group of proteins, and participates in several important enzymatic reactions during the metabolic process. |
| HTC | 29349990 |
| PubChem ID | 24894962 |
| SMILES | Cc1cc2nc3c(=O)[nH]c(=O)nc-3n(CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC3OC(n4cnc5c(N)ncnc54)C(O)C3O)c2cc1C |
| InChI | InChI=1S/C27H33N9O15P2/c1-10-3-12-13(4-11(10)2)35(24-18(32-12)25(42)34-27(43)33-24)5-14(37)19(39)15(38)6-48-52(44,45)51-53(46,47)49-7-16-20(40)21(41)26(50-16)36-9-31-17-22(28)29-8-30-23(17)36/h3-4,8-9,14-16,19-21,26,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H,34,42,43) |
| InChI Key | VWWQXMAJTJZDQX-UYBVJOGSSA-N |
| Bioactivity | Flavin Adenin Dinucleotide is a redox cofactor, more specifically a prosthetic group of a protein, involved in several important enzymatic reactions in metabolism. Related Catalog Research Areas >> Cardiovascular Disease Natural Products >> Others Target Human Endogenous Metabolite In Vitro Poly(Flavin Adenin Dinucleotide, FAD) characterized by an additional polymer-type redox reaction is a highly effective electrocatalyst for NADH oxidation: operating at the lowest potentials reported for NADH transducers (0.00 V, pH 7.4), poly(FAD) is characterized by the electrochemical rate constant of 1.8 ± 0.6×10-3 cm/s, which is at the level of the NADH mass-transfer constant. Poly(FAD)-modified electrodes are characterized by the dramatically improved stability and, is the most advantageous NADH transducers for analytical chemistry[2]. In Vivo Flavin Adenin Dinucleotide (2 mg/kg, i.v.) significantly cancels chlorpromazine (CPZ)-induced decrease in ventricular fibrillation threshold (VFT). Flavin Adenin Dinucleotide cancels the effect of CPZ on canine heart mitochondria. After injection of Flavin Adenin Dinucleotide, the dogs show a transient hypotension within 10 min, then their blood pressures recover to the initial level. Flavin Adenin Dinucleotide also prevents mitochondrial dysfunction induced by chlorpromazine[1]. Animal Admin Dogs[1] The dogs are divided into 3 groups and they are received the following treatments. Each group consists of 6 dogs. Dogs in group I as control, are given 2 mL/kg of physiological saline by intravenous injection. Ten min after the start of the first injection, another dose of saline, 1 mL/kg, is injected intravenously. Dogs in group II are given i.v. 2 mL saline/kg. Ten min afterwards, 1 mg chlorpromazine(CPZ)/kg is injected. Dogs in group III are given i.v. Flavin Adenin Dinucleotide, 2 mg/kg. Ten min later, they are given CPZ, 1 mg/kg. All solutions is administrated in 1 min or 2. Blood samples are taken before and 10, 20, 30, and 40 min after the intravenous injection of saline (groups I and II) or Flavin Adenin Dinucleotide (group III). Serum K+ and blood pH are also measured. Heart rate, blood pressure and ventricular fibrillation threshold (VFT) of each dog are recorded at the same intervals[1]. References [1]. Sugiyama S, et al. Protection of chlorpromazine-induced arrhythmia by flavin-adenine-dinucleotide in canine heart. Jpn Heart J. 1979 Sep;20(5):657-65. [2]. Karyakin AA, et al. Electropolymerized flavin adenine dinucleotide as an advanced NADH transducer. Anal Chem. 2004 Apr 1;76(7):2004-9. Chemical & Physical Properties Density 2.1±0.1 g/cm3 Molecular Formula C27H33N9O15P2 Molecular Weight 785.550 Exact Mass 785.157104 PSA 382.55000 LogP -2.93 Index of Refraction 1.850 InChIKey VWWQXMAJTJZDQX-UYBVJOGSSA-N SMILES Cc1cc2nc3c(=O)[nH]c(=O)nc-3n(CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC3OC(n4cnc5c(N)ncnc54)C(O)C3O)c2cc1C Storage condition −20°C Stability Stable. Incompatible with strong oxidizing agents. |
| Use of | Flavin Adenin Dinucleotide is a redox cofactor, more specifically a prosthetic group of a protein, involved in several important enzymatic reactions in metabolism. Properties Synonym More Synonyms FAD Biological Activity Description Flavin Adenin Dinucleotide is a redox cofactor, more specifically a prosthetic group of a protein, involved in several important enzymatic reactions in metabolism. Related Catalog Research Areas >> Cardiovascular Disease Natural Products >> Others Human Endogenous Metabolite References [1]. Sugiyama S, et al. Protection of chlorpromazine-induced arrhythmia by flavin-adenine-dinucleotide in canine heart. Jpn Heart J. 1979 Sep;20(5):657-65. [2]. Karyakin AA, et al. Electropolymerized flavin adenine dinucleotide as an advanced NADH transducer. Anal Chem. 2004 Apr 1;76(7):2004-9. Chemical & Physical Properties Molecular Formula C27H33N9O15P2 Exact Mass 785.157104 PSA 382.55000 LogP -2.93 Index of Refraction 1.850 InChIKey VWWQXMAJTJZDQX-UYBVJOGSSA-N Stability Stable. Incompatible with strong oxidizing agents. |
| Transport Info | Product name: Adenine flavin dinucleotide |
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