2.0 2012-05-31 13:46:50 -0600 2015-06-03 15:53:48 -0600 ECMDB01174 M2MDB000283 Tetrahydropteroyltri-L-glutamic acid Tetrahydropteroyltri-L-glutamic acid is a member of the chemical class known as Biopterins and Derivatives. These are coenzymes containing a 2-amino-pteridine-4-one derivative. tetrahydropteroyltri-L-glutamic acid (CHEBI:17420) is a tetrahydropteroyltri-L-glutamate (CHEBI:26920) tetrahydropteroyltri-L-glutamic acid (CHEBI:17420) is conjugate acid of tetrahydropteroyltri-L-glutamate (CHEBI:58140) Tetrahydropteroyltri-L-glutamate Tetrahydropteroyltri-L-glutamic acid THPTGlu C24H34N8O12 626.5732 626.229618592 (4S)-4-amino-5-[(1-{[(2S)-2-amino-4-carboxybutanoyl]oxy}-1-(4-{[(2S)-2-amino-4-carboxybutanoyl]oxy}-2-imino-1,2,5,8-tetrahydropteridin-6-yl)propan-2-yl)oxy]-5-oxopentanoic acid (4S)-4-amino-5-[(1-{[(2S)-2-amino-4-carboxybutanoyl]oxy}-1-(4-{[(2S)-2-amino-4-carboxybutanoyl]oxy}-2-imino-5,8-dihydro-1H-pteridin-6-yl)propan-2-yl)oxy]-5-oxopentanoic acid [H][C@](N)(CCC(O)=O)C(=O)OC1=NC(=N)NC2=C1NC(=CN2)C([H])(OC(=O)[C@@]([H])(N)CCC(O)=O)C([H])(C)OC(=O)[C@@]([H])(N)CCC(O)=O InChI=1S/C24H34N8O12/c1-9(42-21(39)10(25)2-5-14(33)34)18(43-22(40)11(26)3-6-15(35)36)13-8-29-19-17(30-13)20(32-24(28)31-19)44-23(41)12(27)4-7-16(37)38/h8-12,18,30H,2-7,25-27H2,1H3,(H,33,34)(H,35,36)(H,37,38)(H3,28,29,31,32)/t9?,10-,11-,12-,18?/m0/s1 XPPZDBCBKYATPW-MQXOEPKGSA-N Cytoplasm Periplasm logp -3.46 ALOGPS logs -3.61 ALOGPS solubility 1.54e-01 g/l ALOGPS logp -10 ChemAxon pka_strongest_acidic 2.44 ChemAxon pka_strongest_basic 8.52 ChemAxon iupac (4S)-4-amino-5-[(1-{[(2S)-2-amino-4-carboxybutanoyl]oxy}-1-(4-{[(2S)-2-amino-4-carboxybutanoyl]oxy}-2-imino-1,2,5,8-tetrahydropteridin-6-yl)propan-2-yl)oxy]-5-oxopentanoic acid ChemAxon average_mass 626.5732 ChemAxon mono_mass 626.229618592 ChemAxon smiles [H][C@](N)(CCC(O)=O)C(=O)OC1=NC(=N)NC2=C1NC(=CN2)C([H])(OC(=O)[C@@]([H])(N)CCC(O)=O)C([H])(C)OC(=O)[C@@]([H])(N)CCC(O)=O ChemAxon formula C24H34N8O12 ChemAxon inchi InChI=1S/C24H34N8O12/c1-9(42-21(39)10(25)2-5-14(33)34)18(43-22(40)11(26)3-6-15(35)36)13-8-29-19-17(30-13)20(32-24(28)31-19)44-23(41)12(27)4-7-16(37)38/h8-12,18,30H,2-7,25-27H2,1H3,(H,33,34)(H,35,36)(H,37,38)(H3,28,29,31,32)/t9?,10-,11-,12-,18?/m0/s1 ChemAxon inchikey XPPZDBCBKYATPW-MQXOEPKGSA-N ChemAxon polar_surface_area 341.16 ChemAxon refractivity 163.61 ChemAxon polarizability 59.11 ChemAxon rotatable_bond_count 20 ChemAxon acceptor_count 17 ChemAxon donor_count 10 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Cysteine and methionine metabolism ec00270 Selenoamino acid metabolism ec00450 Metabolic pathways eco01100 Specdb::CMs 1083625 Specdb::NmrOneD 258008 Specdb::NmrOneD 258009 Specdb::NmrOneD 258010 Specdb::NmrOneD 258011 Specdb::NmrOneD 258012 Specdb::NmrOneD 258013 Specdb::NmrOneD 258014 Specdb::NmrOneD 258015 Specdb::NmrOneD 258016 Specdb::NmrOneD 258017 Specdb::NmrOneD 258018 Specdb::NmrOneD 258019 Specdb::NmrOneD 258020 Specdb::NmrOneD 258021 Specdb::NmrOneD 258022 Specdb::NmrOneD 258023 Specdb::NmrOneD 258024 Specdb::NmrOneD 258025 Specdb::NmrOneD 258026 Specdb::NmrOneD 258027 Specdb::MsMs 23891 Specdb::MsMs 23892 Specdb::MsMs 23893 Specdb::MsMs 30689 Specdb::MsMs 30690 Specdb::MsMs 30691 16722112 389223 C04144 17420 Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. 22080510 van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. 17765195 Winder, C. L., Dunn, W. B., Schuler, S., Broadhurst, D., Jarvis, R., Stephens, G. M., Goodacre, R. (2008). "Global metabolic profiling of Escherichia coli cultures: an evaluation of methods for quenching and extraction of intracellular metabolites." Anal Chem 80:2939-2948. 18331064 Methionine synthase P13009 METH_ECOLI metH http://ecmdb.ca/proteins/P13009.xml 5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase P25665 METE_ECOLI metE http://ecmdb.ca/proteins/P25665.xml 5-Methyltetrahydropteroyltri-L-glutamic acid + L-Homocysteine <> Tetrahydropteroyltri-L-glutamic acid + L-Methionine R04405 Selenohomocysteine + 5-Methyltetrahydropteroyltri-L-glutamic acid <> Selenomethionine + Tetrahydropteroyltri-L-glutamic acid R09365