1.0 2010-04-08 22:10:07 UTC 2019-11-26 03:06:36 UTC FDB012346 Glycocholic acid Glycocholic acid, or cholylglycine, is a crystalline bile acid involved in the emulsification of fats. It occurs as a sodium salt in the bile of mammals. It is a conjugate of cholic acid with glycine. Its anion is called glycocholate. [Wikipedia] 3a,7a,12a-Trihydroxy-5b-cholan-24-oylglycine 3a,7a,12a-Trihydroxy-5b-cholanic acid-24-glycine 3a,7a,12a-Trihydroxy-N-(carboxymethyl)-5b-cholan-24-amide 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholan-24-oylglycine Cholylglycine Glycine cholate Glycocholate Glycoreductodehydrocholic acid Glycylcholate Glycylcholic acid N-(Carboxymethyl)-3a,7a,12a-trihydroxy-5b-cholan-24-amide N-[(3a,5b,7a,12a)-3,7,12-Trihydroxy-24-oxocholan-24-yl]glycine N-Choloyl-glycine N-Choloylglycine C26H43NO6 465.6227 465.309038113 2-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]acetic acid [(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]acetic acid 475-31-0 CC(CCC(=O)NCC(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CC(O)C12C InChI=1S/C26H43NO6/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33) RFDAIACWWDREDC-UHFFFAOYSA-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. Glycinated bile acids and derivatives Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Bile acids, alcohols and derivatives Aliphatic homopolycyclic compounds 12-hydroxysteroids 3-alpha-hydroxysteroids 7-hydroxysteroids Carbonyl compounds Carboximidic acids Carboxylic acids Cyclic alcohols and derivatives Hydrocarbon derivatives Monocarboxylic acids and derivatives N-acyl-alpha amino acids Organic oxides Organonitrogen compounds Organopnictogen compounds Polyols Propargyl-type 1,3-dipolar organic compounds Secondary alcohols Trihydroxy bile acids, alcohols and derivatives 12-hydroxysteroid 3-alpha-hydroxysteroid 3-hydroxysteroid 7-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 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 Polyol Propargyl-type 1,3-dipolar organic compound Secondary alcohol Trihydroxy bile acid, alcohol, or derivatives C26 bile acids, alcohols, and derivatives Cholane and derivatives Glycine conjugates Glycine conjugates bile acid glycine conjugate Solid logp 1.38 ChemAxon pka_strongest_acidic 3.77 ChemAxon pka_strongest_basic -0.14 ChemAxon iupac 2-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]acetic acid ChemAxon average_mass 465.6227 ChemAxon mono_mass 465.309038113 ChemAxon smiles CC(CCC(=O)NCC(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CC(O)C12C ChemAxon formula C26H43NO6 ChemAxon inchi InChI=1S/C26H43NO6/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33) ChemAxon inchikey RFDAIACWWDREDC-UHFFFAOYSA-N ChemAxon polar_surface_area 127.09 ChemAxon refractivity 123.59 ChemAxon polarizability 52.8 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 6 ChemAxon donor_count 5 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Bile Acid Biosynthesis SMP00035 map00120 Specdb::NmrTwoD 2040 Specdb::NmrOneD 5205 Specdb::CMs 135936 Specdb::CMs 143670 Specdb::CMs 1051309 Specdb::CMs 1051311 Specdb::CMs 1051313 Specdb::CMs 1051315 Specdb::CMs 1051317 Specdb::CMs 1051319 Specdb::CMs 1051321 Specdb::CMs 1051323 Specdb::CMs 1051326 Specdb::CMs 1051328 Specdb::CMs 1051330 Specdb::CMs 1051332 Specdb::CMs 1051334 Specdb::CMs 1051336 Specdb::CMs 1051338 Specdb::CMs 1051340 Specdb::CMs 1051342 Specdb::CMs 1051344 Specdb::CMs 1051346 Specdb::CMs 1051348 Specdb::CMs 1051350 Specdb::CMs 1051352 Specdb::CMs 1051354 Specdb::MsMs 93540 Specdb::MsMs 93541 Specdb::MsMs 93542 Specdb::MsMs 157323 Specdb::MsMs 157324 Specdb::MsMs 157325 Specdb::MsMs 1448428 Specdb::MsMs 1448429 Specdb::MsMs 1448430 Specdb::MsMs 2229465 Specdb::MsMs 2229538 Specdb::MsMs 2230028 Specdb::MsMs 2231805 Specdb::MsMs 2232364 Specdb::MsMs 2234243 Specdb::MsMs 2234718 Specdb::MsMs 2236675 Specdb::MsMs 2236710 Specdb::MsMs 2238736 Specdb::MsMs 2238842 Specdb::MsMs 2240734 Specdb::MsMs 2240972 Specdb::MsMs 2242835 Specdb::MsMs 2242994 Specdb::MsMs 2249162 HMDB00138 17687 1EIO #<Reference:0x0000561273543c48> #<Reference:0x0000561273543a18> #<Reference:0x0000561273543608> #<Reference:0x0000561273543298> #<Reference:0x0000561273542ed8> #<Reference:0x0000561273542c80> #<Reference:0x00005612735429d8> #<Reference:0x0000561273542668> #<Reference:0x0000561273542438> #<Reference:0x0000561273542050> #<Reference:0x0000561273541ce0> #<Reference:0x0000561273541998> #<Reference:0x0000561273541628> #<Reference:0x0000561273541308> #<Reference:0x0000561273541088> #<Reference:0x0000561273540b60> #<Reference:0x00005612735408e0> #<Reference:0x0000561273540598> #<Reference:0x0000561273540250> #<Reference:0x000056127353ff30> #<Reference:0x000056127353faf8> #<Reference:0x000056127353f788> #<Reference:0x000056127353f558> #<Reference:0x000056127353f328> #<Reference:0x000056127353f058> 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 Milk (Cow) Type 2 specific 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 Bile acid-CoA:amino acid N-acyltransferase Q14032 BAAT Glycine N-acyltransferase Q6IB77 GLYAT Glycine N-acyltransferase-like protein 1 Q969I3 GLYATL1 Glycine N-acyltransferase-like protein 2 Q8WU03 GLYATL2 Glycine N-acyltransferase-like protein 3 Q5SZD4 GLYATL3