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h English (en) | {{short description|Redox-active coenzyme}} {{Chembox | Verifiedfields = changed | verifiedrevid = 477393105 | ImageFile = FAD.png | ImageFile_Ref = {{chemboximage|correct|??}} | ImageSize = 150 | ImageName = Stereo, Kekulé, skeletal formula of FAD | ImageFile2 = FAD_Raswin.png | ImageFile2_Ref = {{chemboximage|correct|??}} | ImageSize2 = 244 | ImageName2 = Spacefill model of FAD |Section1={{Chembox Identifiers | IUPHAR_ligand = 5184 | CASNo = 146-14-5 | CASNo_Ref = {{cascite|correct|CAS}} | PubChem = 643975 | ChemSpiderID = | ChemSpiderID_Ref = | UNII = ZC44YTI8KK | UNII_Ref = {{fdacite|correct|FDA}} | EINECS = 205-663-1 | DrugBank = DB03147 | DrugBank_Ref = {{drugbankcite|correct|drugbank}} | KEGG = C00016 | KEGG_Ref = {{keggcite|changed|kegg}} | MeSHName = Flavin-Adenine+Dinucleotide | ChEBI = 16238 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEMBL = 1232653 | ChEMBL_Ref = {{ebicite|changed|EBI}} | Beilstein = 1208946 | Gmelin = 108834 | 3DMet = B04792 | SMILES = c12cc(C)c(C)cc1N=C3C(=O)NC(=O)N=C3N2C[C@H](O)[C@H](O)[C@H](O)COP(=O)(O)OP(=O)(O)OC[C@@H]4[C@@H](O)[C@@H](O)[C@@H](O4)n5cnc6c5ncnc6N | SMILES_Comment = [[quinone]] form | SMILES1 = c12cc(C)c(C)cc1N[C]3C(=O)NC(=O)N=C3N2C[C@H](O)[C@H](O)[C@H](O)COP(=O)([O-])OP(=O)([O-])OC[C@@H]4[C@@H](O)[C@@H](O)[C@@H](O4)n5cnc6c5ncnc6N | SMILES1_Comment = [[semiquinone]] form | SMILES2 = c12cc(C)c(C)cc1NC=3C(=O)NC(=O)NC=3N2C[C@H](O)[C@H](O)[C@H](O)COP(=O)([O-])OP(=O)([O-])OC[C@@H]4[C@@H](O)[C@@H](O)[C@@H](O4)n5cnc6c5ncnc6N | SMILES2_Comment = [[hydroquinone]] form | SMILES3 = c12cc(C)c(C)cc1[N+]([O-])=C3C(=O)NC(=O)N=C3N2C[C@H](O)[C@H](O)[C@H](O)COP(=O)(O)OP(=O)(O)OC[C@@H]4[C@@H](O)[C@@H](O)[C@@H](O4)n5cnc6c5ncnc6N | SMILES3_Comment = [[Amine oxide|flavin-N(5)-oxide]] form | InChI_Ref = {{stdinchicite|correct|PubChem}} | 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 | InChIKey = VWWQXMAJTJZDQX-UYBVJOGSSA-N | InChIKey_Ref = {{stdinchicite|correct|PubChem}} }} |Section2={{Chembox Properties | C=27 | H=33 | P=2 | N=9 | O=15 | Appearance = White, vitreous crystals | LogP = -1.336 | pKa = 1.128 | pKb = 12.8689 }} }} |
h Japanese (ja) | {{Chembox | Verifiedfields = changed | verifiedrevid = 477393105 | ImageFile = FAD.png | ImageFile_Ref = {{chemboximage|correct|??}} | ImageSize = 150 | ImageName = Stereo, Kekulé, skeletal formula of FAD | ImageFile2 = FAD_Raswin.png | ImageFile2_Ref = {{chemboximage|correct|??}} | ImageSize2 = 244 | ImageName2 = Spacefill model of FAD |Section1={{Chembox Identifiers | IUPHAR_ligand = 5184 | CASNo = 146-14-5 | CASNo_Ref = {{cascite|correct|CAS}} | PubChem = 643975 | ChemSpiderID = | ChemSpiderID_Ref = | UNII = ZC44YTI8KK | UNII_Ref = {{fdacite|correct|FDA}} | EINECS = 205-663-1 | DrugBank = DB03147 | DrugBank_Ref = {{drugbankcite|correct|drugbank}} | KEGG = C00016 | KEGG_Ref = {{keggcite|changed|kegg}} | MeSHName = Flavin-Adenine+Dinucleotide | ChEBI = 16238 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEMBL = 1232653 | ChEMBL_Ref = {{ebicite|changed|EBI}} | Beilstein = 1208946 | Gmelin = 108834 | 3DMet = B04792 | SMILES = c12cc(C)c(C)cc1N=C3C(=O)NC(=O)N=C3N2C[C@H](O)[C@H](O)[C@H](O)COP(=O)(O)OP(=O)(O)OC[C@@H]4[C@@H](O)[C@@H](O)[C@@H](O4)n5cnc6c5ncnc6N | SMILES_Comment = [[quinone]] form | SMILES1 = c12cc(C)c(C)cc1N[C]3C(=O)NC(=O)N=C3N2C[C@H](O)[C@H](O)[C@H](O)COP(=O)([O-])OP(=O)([O-])OC[C@@H]4[C@@H](O)[C@@H](O)[C@@H](O4)n5cnc6c5ncnc6N | SMILES1_Comment = [[semiquinone]] form | SMILES2 = c12cc(C)c(C)cc1NC=3C(=O)NC(=O)NC=3N2C[C@H](O)[C@H](O)[C@H](O)COP(=O)([O-])OP(=O)([O-])OC[C@@H]4[C@@H](O)[C@@H](O)[C@@H](O4)n5cnc6c5ncnc6N | SMILES2_Comment = [[hydroquinone]] form | SMILES3 = c12cc(C)c(C)cc1[N+]([O-])=C3C(=O)NC(=O)N=C3N2C[C@H](O)[C@H](O)[C@H](O)COP(=O)(O)OP(=O)(O)OC[C@@H]4[C@@H](O)[C@@H](O)[C@@H](O4)n5cnc6c5ncnc6N | SMILES3_Comment = [[Amine oxide|flavin-N(5)-oxide]] form | InChI_Ref = {{stdinchicite|correct|PubChem}} | 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 | InChIKey = VWWQXMAJTJZDQX-UYBVJOGSSA-N | InChIKey_Ref = {{stdinchicite|correct|PubChem}} }} |Section2={{Chembox Properties | C=27 | H=33 | P=2 | N=9 | O=15 | Appearance = White, vitreous crystals | LogP = -1.336 | pKa = 1.128 | pKb = 12.8689 }} }} |