1.0 2016-09-30 22:35:05 UTC 2020-05-11 20:21:23 UTC BMDB0000698 BMDB00698 Lithocholic acid glycine conjugate Glycolithocholate Lithocholylglycine N-((3-alpha,5-beta)-3-Hydroxy-24-oxocholan-24-yl)glycine Glycolithocholic acid N-((3-a,5-b)-3-Hydroxy-24-oxocholan-24-yl)glycine N-((3-Α,5-β)-3-hydroxy-24-oxocholan-24-yl)glycine Lithocholate glycine conjugate Lithocholic acid glycine conjugic acid 3a-Hydroxy-5b-cholanic acid glycine ester 3a-Hydroxy-5b-cholanoylglycine 3a-Hydroxy-N-(carboxymethyl)-5b-cholan-24-amide 3alpha-Hydroxy-5beta-cholan-24-Oate 3alpha-Hydroxy-5beta-cholan-24-Oic acid 3alpha-Hydroxy-5beta-cholan-24-Oic acid N-(carboxymethyl)amide Lithocholoyglycine N-(3a-Hydroxy-5b-cholan-24-oyl)-glycine N-(3a-Hydroxy-5b-cholanoyl)glycine N-(Carboxymethyl)-3a-hydroxy-5b-cholan-24-amide Glycolithocholic acid, monosodium salt 3alpha-Hydroxy-5beta-cholanoylglycine 3-sulfate 3alpha-Hydroxy-5beta-cholanoylglycine 3-sulphate 3α-Hydroxy-5β-cholanoylglycine 3-sulfate 3α-Hydroxy-5β-cholanoylglycine 3-sulphate Glycolithocholic acid 3-sulfate Glycolithocholic acid 3-sulphate Glycolithocholic acid 3alpha-sulfate Glycolithocholic acid 3alpha-sulphate Glycolithocholic acid 3α-sulfate Glycolithocholic acid 3α-sulphate Glycolithocholic acid sulfate Glycolithocholic acid sulphate N-[(3alpha,5beta)-24-Oxo-3-(sulfooxy)cholan-24-yl]glycine N-[(3α,5β)-24-Oxo-3-(sulfooxy)cholan-24-yl]glycine Sulfoglycolithocholic acid Sulfolithocholylglycine C26H43NO4 433.6239 433.319208869 2-[(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]acetic acid [(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]acetic acid 474-74-8 [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=O)NCC(O)=O InChI=1S/C26H43NO4/c1-16(4-9-23(29)27-15-24(30)31)20-7-8-21-19-6-5-17-14-18(28)10-12-25(17,2)22(19)11-13-26(20,21)3/h16-22,28H,4-15H2,1-3H3,(H,27,29)(H,30,31)/t16-,17-,18-,19+,20-,21+,22+,25+,26-/m1/s1 XBSQTYHEGZTYJE-OETIFKLTSA-N belongs to the class of organic compounds known as glycinated bile acids and derivatives. Glycinated bile acids and derivatives are compounds with a structure characterized by the presence of a glycine linked to a bile acid skeleton. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Bile acids, alcohols and derivatives Glycinated bile acids and derivatives 3-alpha-hydroxysteroids Carbonyl compounds Carboximidic acids Carboxylic acids Cyclic alcohols and derivatives Hydrocarbon derivatives Monocarboxylic acids and derivatives Monohydroxy bile acids, alcohols and derivatives N-acyl-alpha amino acids Organic oxides Organonitrogen compounds Organopnictogen compounds Propargyl-type 1,3-dipolar organic compounds Secondary alcohols 3-alpha-hydroxysteroid 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Alpha-amino acid or derivatives Carbonyl group Carboximidic acid Carboximidic acid derivative Carboxylic acid Carboxylic acid derivative Cyclic alcohol Glycinated bile acid Hydrocarbon derivative Hydroxy bile acid, alcohol, or derivatives Hydroxysteroid Monocarboxylic acid or derivatives Monohydroxy bile acid, alcohol, or derivatives N-acyl-alpha amino acid or derivatives N-acyl-alpha-amino acid Organic 1,3-dipolar compound Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Propargyl-type 1,3-dipolar organic compound Secondary alcohol Aliphatic homopolycyclic compounds Glycine conjugates N-acylglycine bile acid glycine conjugate Solid logp 3.71 ALOGPS logs -5.45 ALOGPS logp 3.92 ChemAxon pka_strongest_acidic 3.77 ChemAxon pka_strongest_basic -1.1 ChemAxon iupac 2-[(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]acetic acid ChemAxon average_mass 433.6239 ChemAxon mono_mass 433.319208869 ChemAxon smiles [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=O)NCC(O)=O ChemAxon formula C26H43NO4 ChemAxon inchi InChI=1S/C26H43NO4/c1-16(4-9-23(29)27-15-24(30)31)20-7-8-21-19-6-5-17-14-18(28)10-12-25(17,2)22(19)11-13-26(20,21)3/h16-22,28H,4-15H2,1-3H3,(H,27,29)(H,30,31)/t16-,17-,18-,19+,20-,21+,22+,25+,26-/m1/s1 ChemAxon inchikey XBSQTYHEGZTYJE-OETIFKLTSA-N ChemAxon polar_surface_area 86.63 ChemAxon refractivity 120.48 ChemAxon polarizability 51.32 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 4 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Bile Acid Biosynthesis SMP0087236 Specdb::MsMs 56001 Specdb::MsMs 56002 Specdb::MsMs 56003 Specdb::MsMs 111306 Specdb::MsMs 111307 Specdb::MsMs 111308 Specdb::MsMs 2755741 Specdb::MsMs 2755742 Specdb::MsMs 2755743 Specdb::MsMs 2952750 Specdb::MsMs 2952751 Specdb::MsMs 2952752 Specdb::CMs 25041 Specdb::CMs 37702 Specdb::CMs 130358 Specdb::CMs 138092 Specdb::CMs 1072501 Specdb::CMs 1072503 Specdb::CMs 1072505 Specdb::CMs 1072507 Specdb::CMs 1072509 Specdb::CMs 1072511 Specdb::CMs 1072513 Specdb::CMs 1072515 Specdb::CMs 1072516 Specdb::CMs 1072519 Specdb::CMs 1072520 Specdb::NmrOneD 336038 Specdb::NmrOneD 336039 Specdb::NmrOneD 336040 Specdb::NmrOneD 336041 Specdb::NmrOneD 336042 Specdb::NmrOneD 336043 Specdb::NmrOneD 336044 Specdb::NmrOneD 336045 Specdb::NmrOneD 336046 Specdb::NmrOneD 336047 Specdb::NmrOneD 336048 Specdb::NmrOneD 336049 Specdb::NmrOneD 336050 Specdb::NmrOneD 336051 Specdb::NmrOneD 336052 Specdb::NmrOneD 336053 Specdb::NmrOneD 336054 Specdb::NmrOneD 336055 Specdb::NmrOneD 336056 Specdb::NmrOneD 336057 Gallbladder Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Intestine Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Kidney Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Liver Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 C15557 FDB022187 103116 115245 37998 5666 Momose, Toshiaki; Tsubaki, Takayuki; Iida, Takashi; Nambara, Toshio. An improved synthesis of taurine- and glycine-conjugated bile acids. Lipids (1997), 32(7), 775-778.