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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

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
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

-9.9273597E10
Palliative
Flavitan

Approved Use

It is an effective in conjunctivitis treatment.

Launch Date

-9.9273597E10
Palliative
Flavitan

Approved Use

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

Launch Date

-9.9273597E10
PubMed

PubMed

TitleDatePubMed
Flavin adenine dinucleotide concentration in erythrocytes with normal and deficient glucose-6-phosphate dehydrogenase.
1970 Sep 1
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
[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
Structure of fumarate reductase from Wolinella succinogenes at 2.2 A resolution.
1999 Nov 25
Cloning, heterologous expression, and enzymological characterization of human squalene monooxygenase.
2000 Feb 15
Mammalian augmenter of liver regeneration protein is a sulfhydryl oxidase.
2001 Mar
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 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
  • Download
Name Type Language
FLAVIN ADENINE DINUCLEOTIDE
JAN  
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
WHO-DD  
Common Name English
RIBOFLAVIN 5'-(TRIHYDROGEN DIPHOSPHATE), P'->5'-ESTER WITH ADENOSINE
Common Name English
Classification Tree Code System Code
LOINC 53647-4
Created by admin on Fri Dec 15 17:35:47 UTC 2023 , Edited by admin on Fri Dec 15 17:35:47 UTC 2023
LOINC 78991-7
Created by admin on Fri Dec 15 17:35:47 UTC 2023 , Edited by admin on Fri Dec 15 17:35:47 UTC 2023
LOINC 78990-9
Created by admin on Fri Dec 15 17:35:47 UTC 2023 , Edited by admin on Fri Dec 15 17:35:47 UTC 2023
LOINC 2281-4
Created by admin on Fri Dec 15 17:35:47 UTC 2023 , Edited by admin on Fri Dec 15 17:35:47 UTC 2023
NCI_THESAURUS C26017
Created by admin on Fri Dec 15 17:35:47 UTC 2023 , Edited by admin on Fri Dec 15 17:35:47 UTC 2023
Code System Code Type Description
CAS
146-14-5
Created by admin on Fri Dec 15 17:35:47 UTC 2023 , Edited by admin on Fri Dec 15 17:35:47 UTC 2023
PRIMARY
DAILYMED
ZC44YTI8KK
Created by admin on Fri Dec 15 17:35:47 UTC 2023 , Edited by admin on Fri Dec 15 17:35:47 UTC 2023
PRIMARY
DRUG BANK
DB03147
Created by admin on Fri Dec 15 17:35:47 UTC 2023 , Edited by admin on Fri Dec 15 17:35:47 UTC 2023
PRIMARY
CHEBI
16238
Created by admin on Fri Dec 15 17:35:47 UTC 2023 , Edited by admin on Fri Dec 15 17:35:47 UTC 2023
PRIMARY
MERCK INDEX
m5392
Created by admin on Fri Dec 15 17:35:47 UTC 2023 , Edited by admin on Fri Dec 15 17:35:47 UTC 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
205-663-1
Created by admin on Fri Dec 15 17:35:47 UTC 2023 , Edited by admin on Fri Dec 15 17:35:47 UTC 2023
PRIMARY
FDA UNII
ZC44YTI8KK
Created by admin on Fri Dec 15 17:35:47 UTC 2023 , Edited by admin on Fri Dec 15 17:35:47 UTC 2023
PRIMARY
EPA CompTox
DTXSID4048307
Created by admin on Fri Dec 15 17:35:47 UTC 2023 , Edited by admin on Fri Dec 15 17:35:47 UTC 2023
PRIMARY
EVMPD
SUB13892MIG
Created by admin on Fri Dec 15 17:35:47 UTC 2023 , Edited by admin on Fri Dec 15 17:35:47 UTC 2023
PRIMARY
WIKIPEDIA
FLAVIN ADENINE DINUCLEOTIDE
Created by admin on Fri Dec 15 17:35:47 UTC 2023 , Edited by admin on Fri Dec 15 17:35:47 UTC 2023
PRIMARY
SMS_ID
100000078499
Created by admin on Fri Dec 15 17:35:47 UTC 2023 , Edited by admin on Fri Dec 15 17:35:47 UTC 2023
PRIMARY
PUBCHEM
643975
Created by admin on Fri Dec 15 17:35:47 UTC 2023 , Edited by admin on Fri Dec 15 17:35:47 UTC 2023
PRIMARY
NCI_THESAURUS
C80888
Created by admin on Fri Dec 15 17:35:47 UTC 2023 , Edited by admin on Fri Dec 15 17:35:47 UTC 2023
PRIMARY
RXCUI
1314412
Created by admin on Fri Dec 15 17:35:47 UTC 2023 , Edited by admin on Fri Dec 15 17:35:47 UTC 2023
PRIMARY
ChEMBL
CHEMBL1232653
Created by admin on Fri Dec 15 17:35:47 UTC 2023 , Edited by admin on Fri Dec 15 17:35:47 UTC 2023
PRIMARY
NSC
112207
Created by admin on Fri Dec 15 17:35:47 UTC 2023 , Edited by admin on Fri Dec 15 17:35:47 UTC 2023
PRIMARY
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