1.0 2016-09-30 22:35:14 UTC 2020-05-11 20:21:24 UTC BMDB0000708 BMDB00708 Glycoursodeoxycholic acid 3alpha,7beta-Dihydroxy-5beta-cholanoylglycine Glycine ursodeoxycholic acid Glycylursodeoxycholic acid GUDCA N-(3alpha,7beta-Dihydroxy-5beta-cholan-24-oyl)glycine N-[(3alpha,5beta,7beta)-3,7-Dihydroxy-24-oxocholan-24-yl]glycine Ursodeoxycholylglycine 3a,7b-Dihydroxy-5b-cholanoylglycine 3Α,7β-dihydroxy-5β-cholanoylglycine Glycine ursodeoxycholate Glycylursodeoxycholate N-(3a,7b-Dihydroxy-5b-cholan-24-oyl)glycine N-(3Α,7β-dihydroxy-5β-cholan-24-oyl)glycine N-[(3a,5b,7b)-3,7-Dihydroxy-24-oxocholan-24-yl]glycine N-[(3Α,5β,7β)-3,7-dihydroxy-24-oxocholan-24-yl]glycine Glycoursodeoxycholate (3beta,5beta,7beta)-3,7-Dihydroxycholan-24-oic acid (3β,5β,7β)-3,7-Dihydroxycholan-24-oic acid 3beta,7beta-Dihydroxy-5beta-cholan-24-oic acid 3beta,7beta-Dihydroxy-5beta-cholanic acid 3beta,7beta-Dihydroxy-5beta-cholanoic acid 3beta-Ursodeoxycholic acid 3β,7β-Dihydroxy-5β-cholan-24-oic acid 3β,7β-Dihydroxy-5β-cholanic acid 3β,7β-Dihydroxy-5β-cholanoic acid 3β-Ursodeoxycholic acid Isoursodeoxycholic acid C26H43NO5 449.6233 449.314123491 2-[(4R)-4-[(1S,2S,5R,7S,9S,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]acetic acid [(4R)-4-[(1S,2S,5R,7S,9S,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]acetic acid 64480-66-6 [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@@H](O)C[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/C26H43NO5/c1-15(4-7-22(30)27-14-23(31)32)18-5-6-19-24-20(9-11-26(18,19)3)25(2)10-8-17(28)12-16(25)13-21(24)29/h15-21,24,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32)/t15-,16+,17-,18-,19+,20+,21+,24+,25+,26-/m1/s1 GHCZAUBVMUEKKP-XROMFQGDSA-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 7-alpha-hydroxysteroids Carbonyl compounds Carboxylic acids Cyclic alcohols and derivatives Dihydroxy bile acids, alcohols and derivatives Hydrocarbon derivatives Monocarboxylic acids and derivatives N-acyl amines N-acyl-alpha amino acids Organic oxides Organonitrogen compounds Organopnictogen compounds Secondary alcohols Secondary carboxylic acid amides 3-alpha-hydroxysteroid 3-hydroxysteroid 7-alpha-hydroxysteroid 7-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Alpha-amino acid or derivatives Carbonyl group Carboxamide group Carboxylic acid Carboxylic acid derivative Cyclic alcohol Dihydroxy bile acid, alcohol, or derivatives Fatty acyl Fatty amide Glycinated bile acid Hydrocarbon derivative Hydroxy bile acid, alcohol, or derivatives Hydroxysteroid Monocarboxylic acid or derivatives N-acyl-alpha amino acid or derivatives N-acyl-alpha-amino acid N-acyl-amine Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Secondary alcohol Secondary carboxylic acid amide Aliphatic homopolycyclic compounds C24 bile acids, alcohols, and derivatives Solid water_solubility 0.00135 mg/mL logp 2.02 RODA,A ET AL. (1990) logp 2.40 ALOGPS logs -4.75 ALOGPS logp 2.61 ChemAxon pka_strongest_acidic 3.77 ChemAxon pka_strongest_basic -0.49 ChemAxon iupac 2-[(4R)-4-[(1S,2S,5R,7S,9S,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]acetic acid ChemAxon average_mass 449.6233 ChemAxon mono_mass 449.314123491 ChemAxon smiles [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@@H](O)C[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 C26H43NO5 ChemAxon inchi InChI=1S/C26H43NO5/c1-15(4-7-22(30)27-14-23(31)32)18-5-6-19-24-20(9-11-26(18,19)3)25(2)10-8-17(28)12-16(25)13-21(24)29/h15-21,24,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32)/t15-,16+,17-,18-,19+,20+,21+,24+,25+,26-/m1/s1 ChemAxon inchikey GHCZAUBVMUEKKP-XROMFQGDSA-N ChemAxon polar_surface_area 106.86 ChemAxon refractivity 122.08 ChemAxon polarizability 52.19 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 5 ChemAxon donor_count 4 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 Specdb::CMs 12707 Specdb::CMs 37708 Specdb::CMs 151377 Specdb::CMs 1072565 Specdb::CMs 1072567 Specdb::CMs 1072569 Specdb::CMs 1072571 Specdb::CMs 1072573 Specdb::CMs 1072575 Specdb::CMs 1072576 Specdb::CMs 1072578 Specdb::CMs 1072580 Specdb::CMs 1072582 Specdb::CMs 1072585 Specdb::CMs 1072587 Specdb::CMs 1072589 Specdb::CMs 1072591 Specdb::CMs 1072593 Specdb::CMs 1072595 Specdb::CMs 1072597 Specdb::CMs 1072599 Specdb::CMs 1072601 Specdb::CMs 1072603 Specdb::CMs 1072605 Specdb::CMs 1072607 Specdb::NmrOneD 300245 Specdb::NmrOneD 300246 Specdb::NmrOneD 300247 Specdb::NmrOneD 300248 Specdb::NmrOneD 300249 Specdb::NmrOneD 300250 Specdb::NmrOneD 300251 Specdb::NmrOneD 300252 Specdb::NmrOneD 300253 Specdb::NmrOneD 300254 Specdb::NmrOneD 300255 Specdb::NmrOneD 300256 Specdb::NmrOneD 300257 Specdb::NmrOneD 300258 Specdb::NmrOneD 300259 Specdb::NmrOneD 300260 Specdb::NmrOneD 300261 Specdb::NmrOneD 300262 Specdb::NmrOneD 300263 Specdb::NmrOneD 300264 Specdb::MsMs 61359 Specdb::MsMs 61360 Specdb::MsMs 61361 Specdb::MsMs 117882 Specdb::MsMs 117883 Specdb::MsMs 117884 Specdb::MsMs 2727140 Specdb::MsMs 2727141 Specdb::MsMs 2727142 Specdb::MsMs 2977835 Specdb::MsMs 2977836 Specdb::MsMs 2977837 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 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 FDB022194 19973534 12310288 89929 5676 Kanazawa, Teiichi; Shimazaki, Akio; Sato, Tetsuo; Hoshino, Toshio. Synthesis of ursodeoxycholic acid and its conjugated bile acid. Proc. Japan Acad. (1954), 30 391-2.