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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H31N9O15P2.2Na
Molecular Weight 829.5134
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FLAVIN ADENINE DINUCLEOTIDE DISODIUM

SMILES

[Na+].[Na+].CC1=C(C)C=C2N(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=C(N)N=CN=C45)C6=NC(=O)NC(=O)C6=NC2=C1

InChI

InChIKey=XLRHXNIVIZZOON-WFUPGROFSA-L
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);;/q;2*+1/p-2/t14-,15+,16+,19-,20+,21+,26+;;/m0../s1

HIDE SMILES / InChI

Molecular Formula C27H31N9O15P2
Molecular Weight 783.5339
Charge -2
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 7 / 7
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
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.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Flavitan

Approved Use

It is usually used for the prevention and treatment of various diseases that are caused by Vitamin B2 deficiency

Launch Date

1966
Palliative
Flavitan

Approved Use

It is an effective in conjunctivitis treatment.

Launch Date

1966
Palliative
Flavitan

Approved Use

It is usually used for the prevention and treatment of metabolic disorder including stomatitis.

Launch Date

1966
PubMed

PubMed

TitleDatePubMed
Flavin adenine dinucleotide concentration in erythrocytes with normal and deficient glucose-6-phosphate dehydrogenase.
1970 Sep 1
Protection of chlorpromazine-induced arrhythmia by flavin-adenine-dinucleotide in canine heart.
1979 Sep
Mechanism of chlorpromazine-induced arrhythmia -- arrhythmia and mitochondrial dysfunction.
1981 Jul
ACP1GUA-1--a low-activity variant of human erythrocyte acid phosphatase: association with increased glutathione reductase activity.
1982 May
Quantification of riboflavin, riboflavin 5'-phosphate and flavin adenine dinucleotide in plasma and urine by high-performance liquid chromatography.
1987 Dec 25
Riboflavin metabolism in the hypothyroid human adult.
1987 Feb
Riboflavin metabolism in the hypothyroid newborn.
1988 Mar
Nutritional status in anorexia nervosa: clinical chemistry, vitamins, iron and zinc.
1988 Nov
[Comparison of biochemical criteria for supplying the human body with riboflavin].
1991 Sep-Oct
Flavin adenine dinucleotide levels in erythrocytes of very low birthweight infants under vitamin supplementation.
1993
Determination of riboflavin and flavocoenzymes in human blood plasma by high-performance liquid chromatography.
1995
Identification and functional characterization of rat riboflavin transporter 2.
2009 Apr
Involvement of riboflavin kinase expression in cellular sensitivity against cisplatin.
2011 Apr
Towards a systematic analysis of human short-chain dehydrogenases/reductases (SDR): Ligand identification and structure-activity relationships.
2015 Jun 5
Patents

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
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 Sat Dec 16 09:30:19 GMT 2023
Edited
by admin
on Sat Dec 16 09:30:19 GMT 2023
Record UNII
67U7UHJ04C
Record Status Validated (UNII)
Record Version
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Name Type Language
FLAVIN ADENINE DINUCLEOTIDE DISODIUM
Common Name English
FLAVIN ADENINE DINUCLEOTIDE SODIUM [JAN]
Common Name English
DISODIUM FLAVINE ADENINE DINUCLEOTIDE [INCI]
Common Name English
FAD SODIUM SALT
Common Name English
FLAVIN ADENINE DINUCLEOTIDE SODIUM SALT
Common Name English
RIBOFLAVIN 5'-(TRIHYDROGEN DIPHOSPHATE), P'->5'-ESTER WITH ADENOSINE, DISODIUM SALT
Systematic Name English
DISODIUM FLAVINE ADENINE DINUCLEOTIDE
INCI  
INCI  
Official Name English
Flavine adenine dinucleotide disodium [WHO-DD]
Common Name English
FLAVINE ADENINE DINUCLEOTIDE DISODIUM
WHO-DD  
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID0046723
Created by admin on Sat Dec 16 09:30:19 GMT 2023 , Edited by admin on Sat Dec 16 09:30:19 GMT 2023
PRIMARY
SMS_ID
100000078480
Created by admin on Sat Dec 16 09:30:19 GMT 2023 , Edited by admin on Sat Dec 16 09:30:19 GMT 2023
PRIMARY
FDA UNII
67U7UHJ04C
Created by admin on Sat Dec 16 09:30:19 GMT 2023 , Edited by admin on Sat Dec 16 09:30:19 GMT 2023
PRIMARY
DRUG BANK
DBSALT000903
Created by admin on Sat Dec 16 09:30:19 GMT 2023 , Edited by admin on Sat Dec 16 09:30:19 GMT 2023
PRIMARY
CAS
84366-81-4
Created by admin on Sat Dec 16 09:30:19 GMT 2023 , Edited by admin on Sat Dec 16 09:30:19 GMT 2023
PRIMARY
PUBCHEM
2734019
Created by admin on Sat Dec 16 09:30:19 GMT 2023 , Edited by admin on Sat Dec 16 09:30:19 GMT 2023
PRIMARY
EVMPD
SUB13893MIG
Created by admin on Sat Dec 16 09:30:19 GMT 2023 , Edited by admin on Sat Dec 16 09:30:19 GMT 2023
PRIMARY
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