Flavin adenine dinucleotide disodiumProduct ingredient for Flavin adenine dinucleotide

Name
Flavin adenine dinucleotide disodium
Drug Entry
Flavin adenine dinucleotide

A condensation product of riboflavin and adenosine diphosphate. The coenzyme of various aerobic dehydrogenases, e.g., D-amino acid oxidase and L-amino acid oxidase. (Lehninger, Principles of Biochemistry, 1982, p972) Flavin adenine dinucleotide is approved for use in Japan under the trade name Adeflavin as an ophthalmic treatment for vitamin B2 deficiency.

Accession Number
DBSALT000903
Structure
Synonyms
Disodium flavine adenine dinucleotide / FAD sodium salt / Flavin adenine dinucleotide sodium / Flavin adenine dinucleotide sodium salt / Flavine adenine dinucleotide disodium
UNII
67U7UHJ04C
CAS Number
84366-81-4
Weight
Average: 831.535
Monoisotopic: 831.13557679
Chemical Formula
C27H33N9Na2O15P2
InChI Key
XLRHXNIVIZZOON-WFUPGROFSA-N
InChI
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/t14-,15+,16+,19-,20+,21+,26+;;/m0../s1
IUPAC Name
disodium {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}[({[(2R,3S,4S)-5-{7,8-dimethyl-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-10-yl}-2,3,4-trihydroxypentyl]oxy}(hydroxy)phosphoryl)oxy]phosphinic acid
SMILES
[Na+].[Na+].CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)CO[P@](O)(=O)O[P@@](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC3=C1N=CN=C3N)C1=NC(=O)NC(=O)C1=N2
Not Available
Predicted Properties
PropertyValueSource
Water Solubility4.25 mg/mLALOGPS
logP-0.78ALOGPS
logP-4.8Chemaxon
logS-2.3ALOGPS
pKa (Strongest Acidic)1.85Chemaxon
pKa (Strongest Basic)4.89Chemaxon
Physiological Charge-3Chemaxon
Hydrogen Acceptor Count19Chemaxon
Hydrogen Donor Count9Chemaxon
Polar Surface Area356.42 Å2Chemaxon
Rotatable Bond Count13Chemaxon
Refractivity177.43 m3·mol-1Chemaxon
Polarizability70.62 Å3Chemaxon
Number of Rings6Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon