GCH

GLYCOCHOLIC ACID

Created:	2000-03-09
Last modified:	2020-06-05

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9 entries where GCH is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	76
Chiral Atom Count	11
Bond Count	79
Aromatic Bond Count	0

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Chemical Component Summary
Name	GLYCOCHOLIC ACID
Synonyms	N-CHOLYLGLYCINE
Systematic Name (OpenEye OEToolkits)	2-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]ethanoic acid
Formula	C₂₆ H₄₃ N O₆
Molecular Weight	465.623
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(O)CNC(=O)CCC(C3CCC2C1C(O)CC4CC(O)CCC4(C)C1CC(O)C23C)C
SMILES	CACTVS	3.341	C[CH](CCC(=O)NCC(O)=O)[CH]1CC[CH]2[CH]3[CH](O)C[CH]4C[CH](O)CC[C]4(C)[CH]3C[CH](O)[C]12C
SMILES	OpenEye OEToolkits	1.5.0	CC(CCC(=O)NCC(=O)O)C1CCC2C1(C(CC3C2C(CC4C3(CCC(C4)O)C)O)O)C
Canonical SMILES	CACTVS	3.341	C[C@H](CCC(=O)NCC(O)=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C
Canonical SMILES	OpenEye OEToolkits	1.5.0	C[C@H](CCC(=O)NCC(=O)O)[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)O)C
InChI	InChI	1.03	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)/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-/m1/s1
InChIKey	InChI	1.03	RFDAIACWWDREDC-FRVQLJSFSA-N

Drug Info: DrugBank

DrugBank ID	DB02691
Name	Glycocholic acid
Groups	experimental investigational
Description	The glycine conjugate of cholic acid. It acts as a detergent to solubilize fats for absorption and is itself absorbed.
Synonyms	N-choloylglycine Glycocholic acid
Categories	Amino Acids Amino Acids, Peptides, and Proteins Bile Acids and Salts Cholagogues and Choleretics Cholanes Cholic Acids Compounds used in a research, industrial, or household setting Detergents Fused-Ring Compounds Gastrointestinal Agents Household Products N-substituted Glycines Steroids Surface-Active Agents
CAS number	475-31-0

Drug Targets

Name	Target Sequence	Pharmacological Action
Gastrotropin	MAFTGKFEMESEKNYDEFMKLLGISSDVIEKARNFKIVTEVQQDGQDFTW...	unknown
Solute carrier organic anion transporter family member 1A2	MGETEKRIETHRIRCLSKLKMFLLAITCAFVSKTLSGSYMNSMLTQIERQ...	unknown
Solute carrier organic anion transporter family member 1B1	MDQNQHLNKTAEAQPSENKKTRYCNGLKMFLAALSLSFIAKTLGAIIMKS...	unknown
Solute carrier organic anion transporter family member 1B3	MDQHQHLNKTAESASSEKKKTRRCNGFKMFLAALSFSYIAKALGGIIMKI...	unknown

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682