CAS 146-14-5

Flavin adenine dinucleotide

Description:

Flavin adenine dinucleotide (FAD) is a redox-active coenzyme associated with various biological reactions, particularly in cellular respiration and metabolism. It is a derivative of riboflavin (vitamin B2) and consists of an adenine nucleotide linked to a flavin mononucleotide. FAD plays a crucial role in the electron transport chain, facilitating the transfer of electrons in oxidative phosphorylation, and acts as a cofactor for several enzymes, including flavoproteins. Its structure allows it to exist in oxidized (FAD) and reduced (FADH2) forms, enabling it to participate in oxidation-reduction reactions. FAD is soluble in water and exhibits a yellow color, which is characteristic of flavins. It is essential for the proper functioning of various metabolic pathways, including the citric acid cycle and fatty acid oxidation. Additionally, FAD is involved in the synthesis of certain neurotransmitters and the metabolism of amino acids. Its CAS number, 146-14-5, is used for identification in chemical databases and regulatory contexts.

Formula: C₂₇H₃₃N₉O₁₅P₂

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)/t14-,15+,16+,19-,20+,21+,26+/m0/s1

InChI key: InChIKey=VWWQXMAJTJZDQX-UYBVJOGSSA-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

Synonyms:

• 1H-Purin-6-amine, flavin dinucleotide
• 1H-Purin-6-amine, flavine dinucleotide
• Adenine-flavin dinucleotide
• Adenine-flavine dinucleotide
• Adenine-riboflavin dinuceotide
• Adenine-riboflavin dinucleotide
• Adenine-riboflavine dinucleotide
• Adenosine 5'-(trihydrogen pyrophosphate), 5'-5'-ester with riboflavine
• Benzo[g]pteridine, riboflavin 5′-(trihydrogen diphosphate) deriv.
• Brn 0078150
• FAD
• Fademin
• Flamitajin B
• Flanin F
• Flavin adenin dinucleotide
• Flavin adenin dinucleotide [JAN]
• Flavin-adenin-dinucleotid
• Flavina-Adenina-Dinucleotido
• Flavinat
• Flavine adenosine diphosphate
• Flavine-adenine dinucleotide
• Flavitan
• Flaziren (free acid)
• Isoalloxazine-adenine dinucleotide
• Nsc 112207
• Riboflavin 5'-(trihydrogen diphosphate), 5'-5'-ester with adenosine
• Riboflavin 5'-(trihydrogen diphosphate), P'-5'-ester with adenosine
• Riboflavin 5'-(trihydrogen diphosphate), P'.fwdarw.5'-ester with adenosine
• Riboflavin 5'-adenosine diphosphate
• Riboflavin-adenine dinucleotide
• Riboflavine, 5′-ester with adenosine 5′-diphosphate
• Riboflavine-adenine dinucleotide
• Unii-Zc44Yti8Kk
• [(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3S,4S)-5-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-2,3,4-trihydroxypentyl dihydrogen diphosphate (non-preferred name)
• [(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2S,3R,4R)-5-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-2,3,4-trihydroxypentyl dihydrogen diphosphate (non-preferred name)
• [(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl 5-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-2,3,4-trihydroxypentyl dihydrogen diphosphate (non-preferred name)
• [(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
• [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]-Hydroxy-Phosphoryl] Hydrogen Phosphate
• Flavin-Adenine Dinucleotide
• 4-26-00-03632 (Beilstein Handbook Reference)
• Flavin adenine dinucleotide ,95%
• flavineadeninedinucleotide,disodiumflavineadeninedinucleotide
• flavineadenosinediphosphate
• riboflavine-adeninedinucleotide
• Riboflavin5'-(trihydrogen diphosphate), P'&reg
• Flavine-adenine dinucleotide,96%
• Riboflavine 5'-adenosine diphosphate
• flavin adenosine dinucleotide
• Adenosine 5'-(trihydrogen pyrophosphate), 5'→5'-ester with riboflavine (8CI)
• riboflavin-adeninedinucleotide
• isoalloxazine-adeninedinucleotide
• adenosine5’-(trihydrogenpyrophosphate),5’-5’-esterwithriboflavine
• Riboflavin 5'-(trihydrogen diphosphate)
• adenine-riboflavindinuceotide
• riboflavin5’-(trihydrogendiphosphate),5’.fwdarw.5’-esterwithadenosine
• adenine-flavinedinucleotide
• Flavinin
• Riboflavine, 5'-ester with adenosine 5'-diphosphate (8CI)
• Flavine Adenine
• adenine-riboflavindinucleotide
• Wakadenin
• adenine-flavindinucleotide
• flavinadenindinucleotide
• 5'-ester with adenosine
• flavinadeninedinucleotidedisodium
• DISODIUM FLAVINE ADENINE DINUCLEOTIDE
• FLAVINE ADENINE DINUCLEOTIDE SODIUM SALT extrapure
• riboflavin5’-(trihydrogendiphosphate),5’-5’-esterwithadenosine

Flavine-Adenine dinucleotide

CAS: 146-14-5

Formula: C₂₇H₃₁N₉Na₂O₁₅P₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 829.5134

Ref: IN-DA00AOZ7

FAD+

CAS: 146-14-5

FAD+

Formula: C₂₇H₃₃N₉O₁₅P₂

Purity: 98%

Color and Shape: Solid-Powder

Molecular weight: 785.54974

Ref: 54-BI1017

Flavin adenine dinucleotide

CAS: 146-14-5

Flavin adenine dinucleotide

Formula: C₂₇H₃₃N₉O₁₅P₂

Purity: ≥98%

Molecular weight: 785.55

Ref: 54-BUP00747

Flavine Adenine Dinucleotide-13C5 Ammonium Salt

CAS: 146-14-5

Applications Labelled Flavine Adenine Dinucleotide. The prosthetic group of certain flavoproteins including D-amino acid oxidase, glucose oxidase, glycine oxidase, fumaric hydrogenase, histaminase, and xanthine oxidase. Riboflavin kinase tumor necrosis factor receptor 1 NADPH oxidase.
References DeLuca, K., et al.: J. Biol. Chem., 223, 569 (1956), Yagi, K., et al.: Biochemistry, 19, 1553 (1980), Li, G., et al.: J. Phys. Chem., 112, 4573 (2008),

Formula: C₂₂₁₃C₅H₃₃N₉O₁₅P₂xNH₃

Color and Shape: Neat

Molecular weight: 790.51

Ref: TR-F371502

Flavin adenine dinucleotide

CAS: 146-14-5

(((2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl)methoxy)(((((2R,3S,4S)-5-(7,8-dimethyl-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-10-yl)-2,3,4-trihydroxypentyl)oxy)(hydroxy)phosphoryl)oxy)phosphinic acid

Formula: C₂₇H₃₃N₉O₁₅P₂

Purity: 98%

Molecular weight: 785.55

Ref: IN-DG130393

Flavin adenine dinucleotide

CAS: 146-14-5

Flavin adenine dinucleotide (FAD) is a REDOX cofactor, a protein cogroup, involved in a variety of metabolic reactions.

Formula: C₂₇H₃₃N₉O₁₅P₂

Purity: 99.98% - 99.98%

Color and Shape: Orange Solid

Molecular weight: 785.55

Ref: TM-T65172

Flavin adenine dinucleotide

CAS: 146-14-5

Flavin adenine dinucleotide, also known as FAD, plays a crucial role in several enzymatic reactions involved in metabolism. It is essential for the function of flavoproteins, which are involved in processes such as the electron transport chain and the citric acid cycle.

Formula: C₂₇H₃₃N₉O₁₅P₂

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 785.5 g/mol

Ref: 3D-NF182245

Flavin Adenine Dinucleotide Sodium Salt Hydrate (FAD Hydrate) extrapure, 95%

CAS: 146-14-5, 84366-81-4

Formula: C₂₇H₃₁N₉O₁₅P₂Na₂·2H₂O

Purity: min. 95%

Color and Shape: Orange, Crystalline powder, Clear, Orange

Molecular weight: 865.55

Ref: SR-87939

Flavin adenine dinucleotide

CAS: 146-14-5

Purity: 98%

Molecular weight: 785.5570068

Ref: 10-F866460

Flavin Adenine dinucleotide

CAS: 146-14-5

Formula: C₂₇H₃₃N₉O₁₅P₂

Molecular weight: 785.56

Ref: ST-EA-CP-R41025