FLAVIN ADENINE DINUCLEOTIDE

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

Structure of FLAVIN ADENINE DINUCLEOTIDE

Structure Search

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

HIDE SMILES / InChI

Molecular Formula	C27H33N9O15P2
Molecular Weight	785.5497
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	7 / 7
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: http://med.toaeiyo.co.jp/products/flavitantab/pdf/shiorien-flvt10.pdf
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.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
oxidative phosphorylation 5 Target ID: GO:0006119 Sources: https://www.khanacademy.org/science/biology/cellular-respiration-and-fermentation/oxidative-phosphorylation/a/oxidative-phosphorylation-etc	Modulator 828

Conditions

Condition	Modality	Highest Phase	Product
Vitamin B2 deficiency 3 Sources: http://med.toaeiyo.co.jp/products/flavitantab/pdf/shiorien-flvt10.pdf	Palliative	Approved 8429	Flavitan Approved Use It is usually used for the prevention and treatment of various diseases that are caused by Vitamin B2 deficiency Launch Date -9.9273597E10
Conjunctivitis 17 Sources: http://www.kegg.jp/medicus-bin/japic_med_product?id=00054433 http://med.toaeiyo.co.jp/products/flavitantab/pdf/if-flvt.pdf	Palliative	Approved 8429	Flavitan Approved Use It is an effective in conjunctivitis treatment. Launch Date -9.9273597E10
Stomatitis 7 Sources: http://med.toaeiyo.co.jp/products/flavitantab/pdf/shiorien-flvt10.pdf	Palliative	Approved 8429	Flavitan Approved Use It is usually used for the prevention and treatment of metabolic disorder including stomatitis. Launch Date -9.9273597E10

PubMed

Title	Date	PubMed
Mechanism of chlorpromazine-induced arrhythmia -- arrhythmia and mitochondrial dysfunction.	1981 Jul	6167651
ACP1GUA-1--a low-activity variant of human erythrocyte acid phosphatase: association with increased glutathione reductase activity.	1982 May	7081221
Quantification of riboflavin, riboflavin 5'-phosphate and flavin adenine dinucleotide in plasma and urine by high-performance liquid chromatography.	1987 Dec 25	3443641
Riboflavin metabolism in the hypothyroid newborn.	1988 Mar	3348160
Flavin adenine dinucleotide levels in erythrocytes of very low birthweight infants under vitamin supplementation.	1993	8448258
Determination of riboflavin and flavocoenzymes in human blood plasma by high-performance liquid chromatography.	1995	8546438
Mammalian augmenter of liver regeneration protein is a sulfhydryl oxidase.	2001 Mar	11346147
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	16470778
Identification and functional characterization of rat riboflavin transporter 2.	2009 Apr	19122205

Patents

Sample Use Guides

In Vivo Use Guide

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

The addition of 1uM of FAD was found to exert a consistent activation effect on Glutathione reductase activity.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:35:47 UTC 2023` Edited by `admin` on `Fri Dec 15 17:35:47 UTC 2023`
Record UNII	ZC44YTI8KK
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FLAVIN ADENINE DINUCLEOTIDE

Common Name

English

ADENINE-RIBOFLAVIN DINUCLEOTIDE

Common Name

English

FLAVIN-ADENINE DINUCLEOTIDE [MI]

Common Name

English

RIBOFLAVINE 5'-(TRIHYDROGEN DIPHOSPHATE) 5'->5'-ESTER WITH ADENOSINE

Common Name

English

FLAVINE ADENOSINE DIPHOSPHATE

Common Name

English

FLAVIN ADENIN DINUCLEOTIDE

Common Name

English

NSC-112207

Code

English

RIBOFLAVIN 5'-ADENOSINE DIPHOSPHATE

Common Name

English

FAD

Brand Name

English

FLAVINE-ADENINE DINUCLEOTIDE

Common Name

English

Flavine adenine dinucleotide [WHO-DD]

Common Name

English

FLAVINE ADENINE DINUCLEOTIDE

Common Name

English

RIBOFLAVIN 5'-(TRIHYDROGEN DIPHOSPHATE), P'->5'-ESTER WITH ADENOSINE

Common Name

English

Classification Tree Code System Code

LOINC

53647-4