Product Name

Stability

    Stable. Incompatible with strong oxidizing agents.

Toxicology

    Not hazardous according to Directive 67/548/EEC.

    Toxicity data
    (The meaning of any abbre

  • Melting Point
  • Formula C27H33 N9 O15 P2
  • Boiling Point °Cat760mmHg
  • Molecular Weight 785.558
  • Flash Point °C
  • Transport Information
  • Appearance solid
  • Safety Moderately toxic by intravenous route. When heated to decomposition it emits toxic vapors of NOx and POx.
  • Risk Codes
  • Molecular Structure Molecular Structure of 146-14-5 (FLAVIN ADENINE DINUCLEOTIDE)
  • Hazard Symbols
  • Synonyms Adenosine5'-(trihydrogen pyrophosphate), 5'®5'-ester with riboflavine (8CI); Benzo[g]pteridine, riboflavin5'-(trihydrogen diphosphate) deriv.; Riboflavine, 5'-ester with adenosine5'-diphosphate (8CI); Adenine-flavin dinucleotide; Adenine-flavinedinucleotide; Adenine-riboflavin dinucleotide; Adenine-riboflavinedinucleotide; FAD; Fademin; Flavin-adenine dinucleotide; Flavinat; Flavineadenosine diphosphate; Flavine-adenine dinucleotide; Flavitan; NSC 112207;Riboflavin 5'-adenosine diphosphate; Riboflavin-adenine dinucleotide;Riboflavine-adenine dinucleotide
  • PSA 382.55000
  • LogP -1.79440

Synthetic route

O5'-benzyloxyphosphinoyl-O2',O3'-isopropylidene-adenosine

O5'-benzyloxyphosphinoyl-O2',O3'-isopropylidene-adenosine

flavin adenine dinucleotide
146-14-5

flavin adenine dinucleotide

Conditions
ConditionsYield
With N-chloro-succinimide; acetonitrile beim Erwaermen des Reaktionsgemisches mit dem Monothallium(I)-Salz des O5'-Phosphono-riboflavins und Triaethylamin in Phenol und Behandeln des Reaktionsprodukts mit wss. HCl;
Flavin mononucleotide
146-17-8

Flavin mononucleotide

flavin adenine dinucleotide
146-14-5

flavin adenine dinucleotide

Conditions
ConditionsYield
With FMN-adenyltransferase
bei der Einwirkung eines Enzyms aus Rattenleber;
5'-adenosine monophosphate
61-19-8

5'-adenosine monophosphate

monosodium-salt of O5'-phosphono-riboflavin

monosodium-salt of O5'-phosphono-riboflavin

flavin adenine dinucleotide
146-14-5

flavin adenine dinucleotide

Conditions
ConditionsYield
With pyridine; di-p-tolylcarbodiimide
With trifluoroacetic anhydride
N,N'-dicyclohexyl-guanidine salt of O5'--adenosine

N,N'-dicyclohexyl-guanidine salt of O5'--adenosine

pyridine salt of O5'-phosphono-riboflavin

pyridine salt of O5'-phosphono-riboflavin

flavin adenine dinucleotide
146-14-5

flavin adenine dinucleotide

Conditions
ConditionsYield
With pyridine; 2-monochlorophenol beim Behandeln unter Lichtausschluss;
flavin adenine dinucleotide fully reduced neutral
1910-41-4

flavin adenine dinucleotide fully reduced neutral

flavin adenine dinucleotide
146-14-5

flavin adenine dinucleotide

Conditions
ConditionsYield
With Artemisone In acetonitrile
With 4-[(3R,5aS,6R,8aS,9R,10R,12R,12aR)-decahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-yl]thiomorpholine 1,1-dioxide In acetonitrile at 22℃; pH=7.4; Reagent/catalyst; Inert atmosphere;
tryptamine
61-54-1

tryptamine

flavin adenine dinucleotide
146-14-5

flavin adenine dinucleotide

C27H33N9O15P2*C10H12N2

C27H33N9O15P2*C10H12N2

Conditions
ConditionsYield
In water Equilibrium constant; Thermodynamic data; complex formation, -ΔG, -ΔH, -ΔS;
3-(2-aminoethyl)-1H-indol-5-ol
50-67-9

3-(2-aminoethyl)-1H-indol-5-ol

flavin adenine dinucleotide
146-14-5

flavin adenine dinucleotide

C27H33N9O15P2*C10H12N2O

C27H33N9O15P2*C10H12N2O

Conditions
ConditionsYield
In water Equilibrium constant; Thermodynamic data; complex formation, -ΔG, -ΔH, -ΔS;
flavin adenine dinucleotide
146-14-5

flavin adenine dinucleotide

L-Tryptophan
73-22-3

L-Tryptophan

C27H33N9O15P2*C11H12N2O2

C27H33N9O15P2*C11H12N2O2

Conditions
ConditionsYield
In water Equilibrium constant; Thermodynamic data; complex formation, -ΔG, -ΔH, -ΔS;
flavin adenine dinucleotide
146-14-5

flavin adenine dinucleotide

flavin adenine dinucleotide fully reduced neutral
1910-41-4

flavin adenine dinucleotide fully reduced neutral

Conditions
ConditionsYield
With phosphate buffer; hydrogen; Na2 anchored onto OAE-SEPHADEX anion exchanger at 20℃; for 1.66667h;
With Escherichia coli flavin reductase; NADPH at 22℃; pH=7.4; Inert atmosphere; aq. buffer; Enzymatic reaction;
With NAD(P)H:flavin oxidoreductase E. coli flavin reductase; NADH In aq. buffer at 22℃; for 0.000833333h; pH=7.4; Inert atmosphere; Enzymatic reaction;
water
7732-18-5

water

flavin adenine dinucleotide
146-14-5

flavin adenine dinucleotide

lumiflavin
1088-56-8

lumiflavin

Conditions
ConditionsYield
at 20℃; pH 7-14.Photolysis;
flavin adenine dinucleotide
146-14-5

flavin adenine dinucleotide

aqueous NaOH

aqueous NaOH

lumiflavin
1088-56-8

lumiflavin

Conditions
ConditionsYield
at 0 - 80℃; Photolysis;
hydrogenchloride
7647-01-0

hydrogenchloride

flavin adenine dinucleotide
146-14-5

flavin adenine dinucleotide

A

lumiflavin
1088-56-8

lumiflavin

B

5'-adenosine monophosphate
61-19-8

5'-adenosine monophosphate

C

Flavin mononucleotide
146-17-8

Flavin mononucleotide

D

riboflavin
83-88-5

riboflavin

Conditions
ConditionsYield
Adenin, O5-Phosphono-D-ribose und H3PO4;
water
7732-18-5

water

flavin adenine dinucleotide
146-14-5

flavin adenine dinucleotide

A

lumiflavin
1088-56-8

lumiflavin

B

5'-adenosine monophosphate
61-19-8

5'-adenosine monophosphate

C

Flavin mononucleotide
146-17-8

Flavin mononucleotide

D

riboflavin
83-88-5

riboflavin

Conditions
ConditionsYield
vom pH 3-9;
bei der Einwirkung von Sonnenlicht;
2'-deoxyguanosine 5'-monophosphate
902-04-5

2'-deoxyguanosine 5'-monophosphate

flavin adenine dinucleotide
146-14-5

flavin adenine dinucleotide

C27H34N9O15P2

C27H34N9O15P2

Conditions
ConditionsYield
In phosphate buffer pH=7; Kinetics; UV-irradiation;
Nitroethane
79-24-3

Nitroethane

sodium cyanide
143-33-9

sodium cyanide

flavin adenine dinucleotide
146-14-5

flavin adenine dinucleotide

C30H38N10O15P2

C30H38N10O15P2

Conditions
ConditionsYield
With recombinant nitroalkane oxidase; oxygen In water at 30℃; pH=8.0; Kinetics;
1-nitrohexane
646-14-0

1-nitrohexane

sodium cyanide
143-33-9

sodium cyanide

flavin adenine dinucleotide
146-14-5

flavin adenine dinucleotide

C34H46N10O15P2

C34H46N10O15P2

Conditions
ConditionsYield
With recombinant nitroalkane oxidase; oxygen In water at 4℃; for 0.0833333h;
silver nitrate

silver nitrate

flavin adenine dinucleotide
146-14-5

flavin adenine dinucleotide

{Ag(CH3)2C2(CH)2C2NNHC2NC(O)NC(O)}(1+)

{Ag(CH3)2C2(CH)2C2NNHC2NC(O)NC(O)}(1+)

Conditions
ConditionsYield
With NaOH In water addn. of 10-fold molar exess of AgNO3 to aq. soln. of flavin, cooling to 0°C, stirring (subdued light), adjustment of pH to 6.3 (NaOH, dropwise);
flavin adenine dinucleotide
146-14-5

flavin adenine dinucleotide

Formylmethylflavin
4250-90-2

Formylmethylflavin

Conditions
ConditionsYield
Stage #1: flavin adenine dinucleotide for 0.0833333h; UV-irradiation;
Stage #2: With oxygen
flavin adenine dinucleotide
146-14-5

flavin adenine dinucleotide

C27H33N9O15P2(1-)
1262230-71-6

C27H33N9O15P2(1-)

Conditions
ConditionsYield
In water pH=7.4; Quantum yield; pH-value; Inert atmosphere; UV-irradiation;
flavin adenine dinucleotide
146-14-5

flavin adenine dinucleotide

A

C27H33N9O15P2(1-)
1262230-71-6

C27H33N9O15P2(1-)

B

C27H34N9O15P2

C27H34N9O15P2

Conditions
ConditionsYield
With lysozyme from egg white In water pH=7.4; Quantum yield; Reagent/catalyst; pH-value; Inert atmosphere; UV-irradiation;
4-methyl-2-oxopentanoic acid
816-66-0

4-methyl-2-oxopentanoic acid

flavin adenine dinucleotide
146-14-5

flavin adenine dinucleotide

C32H43N9O16P2

C32H43N9O16P2

Conditions
ConditionsYield
With ethylenediaminetetraacetic acid; D-arginine dehydrogenase Irradiation;
{3′-d(AGAAAGTTTTTTAGAGAA)-5′}*{3′-d(TTCTCTTCTTTCTTTTTTTCTTTCTTCTCTT)-5′}

{3′-d(AGAAAGTTTTTTAGAGAA)-5′}*{3′-d(TTCTCTTCTTTCTTTTTTTCTTTCTTCTCTT)-5′}

flavin adenine dinucleotide
146-14-5

flavin adenine dinucleotide

flavin adenine dinucleotide bound {3′-d(AGAAAGTTTTTTAGAGAA)-5′}*{3′-d(TTCTCTTCTTTCTTTTTTTCTTTCTTCTCTT)-5′}

flavin adenine dinucleotide bound {3′-d(AGAAAGTTTTTTAGAGAA)-5′}*{3′-d(TTCTCTTCTTTCTTTTTTTCTTTCTTCTCTT)-5′}

Conditions
ConditionsYield
With sodium chloride In aq. phosphate buffer pH=6;
{3′-d(AGAAAGTTTTAGAGAA)-5′}*{3′-d(TTCTCTTCTTTCTTTTTTTCTTTCTTCTCTT)-5′}

{3′-d(AGAAAGTTTTAGAGAA)-5′}*{3′-d(TTCTCTTCTTTCTTTTTTTCTTTCTTCTCTT)-5′}

flavin adenine dinucleotide
146-14-5

flavin adenine dinucleotide

flavin adenine dinucleotide bound {3′-d(AGAAAGTTTTAGAGAA)-5′}*{3′-d(TTCTCTTCTTTCTTTTTTTCTTTCTTCTCTT)-5′}

flavin adenine dinucleotide bound {3′-d(AGAAAGTTTTAGAGAA)-5′}*{3′-d(TTCTCTTCTTTCTTTTTTTCTTTCTTCTCTT)-5′}

Conditions
ConditionsYield
With sodium chloride In aq. phosphate buffer pH=6;
{3′-d(AGAAAG(HEG)AGAGAA)-5′}*{3′-d(TTCTCTTCTTTCTTTTTTTCTTTCTTCTCTT)-5′}

{3′-d(AGAAAG(HEG)AGAGAA)-5′}*{3′-d(TTCTCTTCTTTCTTTTTTTCTTTCTTCTCTT)-5′}

flavin adenine dinucleotide
146-14-5

flavin adenine dinucleotide

flavin adenine dinucleotide bound {3′-d(AGAAAG(HEG)AGAGAA)-5′}*{3′-d(TTCTCTTCTTTCTTTTTTTCTTTCTTCTCTT)-5′}

flavin adenine dinucleotide bound {3′-d(AGAAAG(HEG)AGAGAA)-5′}*{3′-d(TTCTCTTCTTTCTTTTTTTCTTTCTTCTCTT)-5′}

Conditions
ConditionsYield
With sodium chloride In aq. phosphate buffer pH=6;

RIBOFLAVIN-ADENINE DINUCLEOTIDE Chemical Properties

MF: C27H33N9O15P2
MW: 785.55
EINECS: 282-733-8
Storage temp: −20°C
Appearance: orange powder
Index of Refraction: 1.85 
IUPAC Name: [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4S)-5-(7,8-dimethyl-2,4-dioxobenzo[g]pteridin-10-yl)-2,3,4-trihydroxypentyl] hydrogen phosphate
Product Categories: Substrates ; Biochemistry ; Vitamin Derivatives ; Vitamins
Stability: Stable. Incompatible with strong oxidizing agents.  
Solubility: soluble in water, insoluble in ethanol, aqueous solution was yellow-green fluorescence, the event of alkali decomposition of riboflavin
Synonyms: Flavine adenine dinucleotide ; Flavine-adenine dinucleotide ; Adenine-flavindinucleotide ; Adenine-flavinedinucleotide ; Adenine-riboflavindinuceotide ; Adenine-riboflavindinucleotide ; Adenosine5’-(trihydrogenpyrophosphate),5’-5’-esterwithriboflavine ; Flavinadenindinucleotide
 Following is the molecular structure of Riboflavin-adenine dinucleotide (146-14-5):


 

RIBOFLAVIN-ADENINE DINUCLEOTIDE Uses

Riboflavin-adenine dinucleotide (146-14-5) is use for mucocutaneous disease, nervous tinnitus, cerebral arteriosclerosis, intractable headache, liver cirrhosis, jaundice and other liver diseases, eye diseases, retinal disorders. Rapid intravenous injection of chest discomfort can be seen temporarily.

RIBOFLAVIN-ADENINE DINUCLEOTIDE Toxicity Data With Reference

1.    

ivn-mus LD50:700 mg/kg

    DRUGAY    Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. 6 (1982),689.

RIBOFLAVIN-ADENINE DINUCLEOTIDE Consensus Reports

Reported in EPA TSCA Inventory.

RIBOFLAVIN-ADENINE DINUCLEOTIDE Safety Profile

Moderately toxic by intravenous route. When heated to decomposition it emits toxic vapors of NOx and POx.
Safety Information of Riboflavin-adenine dinucleotide (146-14-5):
WGK Germany: 3
RTECS: AU7470000
 

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