1.0 2011-09-21 01:37:52 UTC 2015-07-21 06:59:22 UTC FDB028318 6-Hydroxy flavin adenine dinucleotide 6-hydroxy-FAD is a cofactor that accumulates only adventitiously and at low abundance in other flavoprotein enzymes, which binds to the AMID (apoptosis-inducing factor-homologous mitochondrion - associated inducer of death) to form a stiochiometric cofactor protein complex. FAD can be converted to 6-hydroxy-FAD in reconstituted AMID during aerobic turnover with NADPH.(PMID:15958387) [HMDB] [(2R,3S,4R,5R)-5-(6-amino-9H-Purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3S,4S)-2,3,4-trihydroxy-5-(6-hydroxy-7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)pentyl dihydrogen diate [(2R,3S,4R,5R)-5-(6-amino-9H-Purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3S,4S)-2,3,4-trihydroxy-5-(6-hydroxy-7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)pentyl dihydrogen diic acid 6-HO-FAD 6-Hydroxy-7,8-dimethyl-10-(ribityl-5'-ADP)-isoalloxazine 6-Hydroxy-FAD 6-HYDROXY-flavin-adenine dinucleotide 6-Hydroxyflavin-adenine dinucleotide 6-Hydroxyflavine-adenine dinucleotide 6-Hydroxyriboflavin 5'-(trihydrogen diate) 5'->5'-ester with adenosine 6-Hydroxyriboflavin 5'-(trihydrogen diic acid) 5'->5'-ester with adenosine 6-OH-Fad Adenosine 5'-(trihydrogen diate) 5'->5'-ester with 6-hydroxyriboflavin Adenosine 5'-(trihydrogen diic acid) 5'->5'-ester with 6-hydroxyriboflavin C27H33N9O16P2 801.5491 801.152049077 [({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4S)-2,3,4-trihydroxy-5-{6-hydroxy-7,8-dimethyl-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-10-yl}pentyl]oxy})phosphinic acid 6-hydroxy-fad 52301-43-6 CC1=C(C)C(O)=C2N=C3C(=O)NC(=O)N=C3N(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)N3C=NC4=C(N)N=CN=C34)C2=C1 InChI=1S/C27H33N9O16P2/c1-9-3-11-15(18(39)10(9)2)32-17-24(33-27(44)34-25(17)43)35(11)4-12(37)19(40)13(38)5-49-53(45,46)52-54(47,48)50-6-14-20(41)21(42)26(51-14)36-8-31-16-22(28)29-7-30-23(16)36/h3,7-8,12-14,19-21,26,37-42H,4-6H2,1-2H3,(H,45,46)(H,47,48)(H2,28,29,30)(H,34,43,44)/t12-,13+,14+,19-,20+,21+,26+/m0/s1 BJSUUWFQAMLNKU-OKXKTURISA-N belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions. Flavin nucleotides Organic compounds Nucleosides, nucleotides, and analogues Flavin nucleotides Aromatic heteropolycyclic compounds (3'->5')-dinucleotides 1-hydroxy-4-unsubstituted benzenoids 6-aminopurines Aminopyrimidines and derivatives Azacyclic compounds Flavins Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Imidolactams Lactams Monoalkyl phosphates Monosaccharide phosphates N-substituted imidazoles Organic oxides Organic pyrophosphates Organopnictogen compounds Oxacyclic compounds Pentose phosphates Polyols Primary amines Purine ribonucleoside diphosphates Purine ribonucleoside monophosphates Pyrazines Pyrimidones Quinoxalines Secondary alcohols Tetrahydrofurans Vinylogous amides (3'->5')-dinucleotide (3'->5')-dinucleotide or analogue 1-hydroxy-4-unsubstituted benzenoid 6-aminopurine Alcohol Alkyl phosphate Amine Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Azole Benzenoid Diazanaphthalene Flavin Flavin nucleotide Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Imidazole Imidazopyrimidine Imidolactam Isoalloxazine Lactam Monoalkyl phosphate Monosaccharide Monosaccharide phosphate N-glycosyl compound N-substituted imidazole Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organic pyrophosphate Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Pentose monosaccharide Pentose phosphate Pentose-5-phosphate Phosphoric acid ester Polyol Primary amine Pteridine Purine Purine ribonucleoside diphosphate Purine ribonucleoside monophosphate Pyrazine Pyrimidine Pyrimidone Quinoxaline Secondary alcohol Tetrahydrofuran Vinylogous amide flavin adenine dinucleotide Solid logp -1.00 ALOGPS logs -2.24 ALOGPS solubility 4.66e+00 g/l ALOGPS logp -5.6 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic 4.99 ChemAxon iupac [({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4S)-2,3,4-trihydroxy-5-{6-hydroxy-7,8-dimethyl-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-10-yl}pentyl]oxy})phosphinic acid ChemAxon average_mass 801.5491 ChemAxon mono_mass 801.152049077 ChemAxon smiles CC1=C(C)C(O)=C2N=C3C(=O)NC(=O)N=C3N(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)N3C=NC4=C(N)N=CN=C34)C2=C1 ChemAxon formula C27H33N9O16P2 ChemAxon inchi InChI=1S/C27H33N9O16P2/c1-9-3-11-15(18(39)10(9)2)32-17-24(33-27(44)34-25(17)43)35(11)4-12(37)19(40)13(38)5-49-53(45,46)52-54(47,48)50-6-14-20(41)21(42)26(51-14)36-8-31-16-22(28)29-7-30-23(16)36/h3,7-8,12-14,19-21,26,37-42H,4-6H2,1-2H3,(H,45,46)(H,47,48)(H2,28,29,30)(H,34,43,44)/t12-,13+,14+,19-,20+,21+,26+/m0/s1 ChemAxon inchikey BJSUUWFQAMLNKU-OKXKTURISA-N ChemAxon polar_surface_area 376.65 ChemAxon refractivity 179.41 ChemAxon polarizability 72.31 ChemAxon rotatable_bond_count 13 ChemAxon acceptor_count 20 ChemAxon donor_count 10 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 787995 Specdb::CMs 787996 Specdb::CMs 787997 Specdb::CMs 787998 Specdb::CMs 787999 Specdb::CMs 788000 Specdb::CMs 788001 Specdb::CMs 788002 Specdb::CMs 788003 Specdb::CMs 788004 Specdb::NmrOneD 93452 Specdb::NmrOneD 93453 Specdb::NmrOneD 93454 Specdb::NmrOneD 93455 Specdb::NmrOneD 93456 Specdb::NmrOneD 93457 Specdb::NmrOneD 93458 Specdb::NmrOneD 93459 Specdb::NmrOneD 93460 Specdb::NmrOneD 93461 Specdb::NmrOneD 93462 Specdb::NmrOneD 93463 Specdb::NmrOneD 93464 Specdb::NmrOneD 93465 Specdb::NmrOneD 93466 Specdb::NmrOneD 93467 Specdb::NmrOneD 93468 Specdb::NmrOneD 93469 Specdb::NmrOneD 93470 Specdb::NmrOneD 93471 Specdb::MsMs 254562 Specdb::MsMs 254563 Specdb::MsMs 254564 Specdb::MsMs 274503 Specdb::MsMs 274504 Specdb::MsMs 274505 Specdb::MsMs 2801869 Specdb::MsMs 2801870 Specdb::MsMs 2801871 Specdb::MsMs 2879672 Specdb::MsMs 2879673 Specdb::MsMs 2879674 HMDB11612 6FA #<Reference:0x000055ce332944b8> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823