Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C27H33N9O15P2 |
Molecular Weight | 785.5497 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 7 / 7 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)N4C=NC5=C4N=CN=C5N)C6=NC(=O)NC(=O)C6=N2
InChI
InChIKey=VWWQXMAJTJZDQX-UYBVJOGSSA-N
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
DescriptionCurator's Comment: description was created based on several sources, including:
http://www.wikidoc.org/index.php/FAD
http://www.drugbank.ca/drugs/DB03147
Curator's Comment: description was created based on several sources, including:
http://www.wikidoc.org/index.php/FAD
http://www.drugbank.ca/drugs/DB03147
Flavin adenine dinucleotide is a coenzyme form of vitamin B2. Many oxidoreductases, called flavoenzymes or flavoproteins, require FAD as a prosthetic group, which functions in electron transfers. It is usually used for the prevention and treatment of various diseases that are caused by Vitamin B2 deficiency or metabolic disorder including stomatitis, eczema, etc. No adverse reactions were reported.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Palliative | Flavitan Approved UseIt is usually used for the prevention and treatment of various diseases that are caused by Vitamin B2 deficiency Launch Date-9.9273597E10 |
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Palliative | Flavitan Approved UseIt is an effective in conjunctivitis treatment. Launch Date-9.9273597E10 |
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Palliative | Flavitan Approved UseIt is usually used for the prevention and treatment of metabolic disorder including stomatitis. Launch Date-9.9273597E10 |
PubMed
Title | Date | PubMed |
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Flavin adenine dinucleotide concentration in erythrocytes with normal and deficient glucose-6-phosphate dehydrogenase. | 1970 Sep 1 |
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Protection of chlorpromazine-induced arrhythmia by flavin-adenine-dinucleotide in canine heart. | 1979 Sep |
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Mechanism of chlorpromazine-induced arrhythmia -- arrhythmia and mitochondrial dysfunction. | 1981 Jul |
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ACP1GUA-1--a low-activity variant of human erythrocyte acid phosphatase: association with increased glutathione reductase activity. | 1982 May |
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Quantification of riboflavin, riboflavin 5'-phosphate and flavin adenine dinucleotide in plasma and urine by high-performance liquid chromatography. | 1987 Dec 25 |
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Riboflavin metabolism in the hypothyroid human adult. | 1987 Feb |
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Riboflavin metabolism in the hypothyroid newborn. | 1988 Mar |
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Nutritional status in anorexia nervosa: clinical chemistry, vitamins, iron and zinc. | 1988 Nov |
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[Comparison of biochemical criteria for supplying the human body with riboflavin]. | 1991 Sep-Oct |
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Flavin adenine dinucleotide levels in erythrocytes of very low birthweight infants under vitamin supplementation. | 1993 |
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Determination of riboflavin and flavocoenzymes in human blood plasma by high-performance liquid chromatography. | 1995 |
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Structure of fumarate reductase from Wolinella succinogenes at 2.2 A resolution. | 1999 Nov 25 |
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Cloning, heterologous expression, and enzymological characterization of human squalene monooxygenase. | 2000 Feb 15 |
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Mammalian augmenter of liver regeneration protein is a sulfhydryl oxidase. | 2001 Mar |
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Enzymatic and non-enzymatic reduction of brucine N-oxide by aldehyde oxidase and catalase. | 2001 Nov |
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Architecture of succinate dehydrogenase and reactive oxygen species generation. | 2003 Jan 31 |
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Coordinated and reversible reduction of enzymes involved in terminal oxidative metabolism in skeletal muscle mitochondria from a riboflavin-responsive, multiple acyl-CoA dehydrogenase deficiency patient. | 2006 Mar |
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Identification and functional characterization of rat riboflavin transporter 2. | 2009 Apr |
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Involvement of riboflavin kinase expression in cellular sensitivity against cisplatin. | 2011 Apr |
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Towards a systematic analysis of human short-chain dehydrogenases/reductases (SDR): Ligand identification and structure-activity relationships. | 2015 Jun 5 |
Patents
Sample Use Guides
Oral: Take 5 to 45 mg of flavin adenine dinucleotide per day in 1 to 3 divided doses.
Injection: 40 mg one or two times per day
Route of Administration:
Other
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/5822598
The addition of 1uM of FAD was found to exert a consistent activation effect on Glutathione reductase activity.
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Classification Tree | Code System | Code | ||
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LOINC |
53647-4
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LOINC |
78991-7
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LOINC |
78990-9
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LOINC |
2281-4
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NCI_THESAURUS |
C26017
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146-14-5
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ZC44YTI8KK
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DB03147
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16238
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m5392
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205-663-1
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ZC44YTI8KK
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DTXSID4048307
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SUB13892MIG
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FLAVIN ADENINE DINUCLEOTIDE
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100000078499
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643975
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C80888
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1314412
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CHEMBL1232653
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112207
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)