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CAS 84366-81-4

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Flavin adenine dinucleotide sodium salt

Description:
Flavin adenine dinucleotide sodium salt (FAD) is a coenzyme involved in various biological redox reactions, playing a crucial role in cellular metabolism. It is a derivative of riboflavin (vitamin B2) and consists of an adenine nucleotide linked to a flavin mononucleotide. FAD serves as an electron carrier in the electron transport chain and is essential for the function of several flavoproteins, which are involved in processes such as oxidative phosphorylation and fatty acid oxidation. The sodium salt form enhances its solubility in aqueous solutions, making it suitable for biochemical applications. FAD is characterized by its yellow color and fluorescence properties, which can be utilized in various analytical techniques. It is stable under physiological conditions but can be sensitive to light and heat, necessitating careful handling and storage. In addition to its biochemical significance, FAD is also studied for its potential therapeutic applications, including its role in energy metabolism and as an antioxidant.
Formula:C27H33N9O15P2·2Na
InChI:InChI=1S/C27H33N9O15P2.2Na/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);;/t14-,15+,16+,19-,20+,21+,26+;;/m0../s1
InChI key:InChIKey=JCGIJLSDQPUSED-WFUPGROFSA-N
SMILES:C([C@@H]([C@@H]([C@@H](COP(OP(OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=3C(N=C2)=C(N)N=CN3)(=O)O)(=O)O)O)O)O)N4C=5C(=NC=6C4=CC(C)=C(C)C6)C(=O)NC(=O)N5.[Na]
Synonyms:
  • Benzo[g]pteridine, riboflavin 5′-(trihydrogen diphosphate) deriv.
  • FAD sodium salt
  • Flavin adenine dinucleotide disodium salt
  • Flavin adenine dinucleotide sodium salt
  • Riboflavin 5'-(trihydrogen diphosphate), 5'.5'-ester with adenosine, disodium salt
  • Riboflavin 5′-(trihydrogen diphosphate), P′→5′-ester with adenosine, disodium salt
  • Riboflavin 5′-(trihydrogen diphosphate), P′→5′-ester with adenosine, sodium salt (1:2)
  • disodium [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl [[(2R,3S,4S)-5-(7,8-dimethyl-2,4-dioxo-benzo[g]pteridin-10-yl)-2,3,4-trihydroxy-pentoxy]-oxido-phosphoryl] phosphate
  • disodium [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl [[5-(7,8-dimethyl-2,4-dioxo-benzo[g]pteridin-10-yl)-2,3,4-trihydroxy-pentoxy]-oxido-phosphoryl] phosphate
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