Glycocholic acid

Glycocholic acid
	Glycocholic acidGlycocholic acid
Names
	IUPAC name N-(3α,7α,12α-Trihydroxy-5β-cholan-24-oyl)glycine
	Systematic IUPAC name {(4R)-4-[(1R,3aS,3bR,4R,5aS,7R,9aS,9bS,11S,11aR)-4,7,11-Trihydroxy-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]pentanamido}acetic acid
Identifiers
CAS Number	475-31-0 check;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:17687 check;
ChEMBL	ChEMBL411070 check;
ChemSpider	9734 check;
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E number	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).
IUPHAR/BPS	4544;
PubChem CID	10140;
UNII	G59NX3I3RT check;
CompTox Dashboard (EPA)	{{#property:P3117}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).;
	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)/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-/m1/s1 check Key: RFDAIACWWDREDC-FRVQLJSFSA-N check; InChI=1/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 Key: RFDAIACWWDREDC-FRVQLJSFBG;
	SMILES 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;
Properties
Chemical formula	C26H43NO6
Molar mass	465.631 g·mol−1
Melting point	130 °C (266 °F; 403 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). check verify (what is check☒ ?) Infobox references

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.^[1] Its anion is called glycocholate.

In a prospective study, positive associations were observed between prediagnostic plasma levels of seven conjugated bile acid metabolites, including glycocholic acid, and colon cancer risk.^[2] These findings support experimental data suggesting that high circulating bile acids promote colon cancer risk.^[2]^[3]

References

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Glycocholic acid

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Names
Glycocholic acid Glycocholic acid
IUPAC name N-(3α,7α,12α-Trihydroxy-5β-cholan-24-oyl)glycine
Systematic IUPAC name {(4R)-4-[(1R,3aS,3bR,4R,5aS,7R,9aS,9bS,11S,11aR)-4,7,11-Trihydroxy-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]pentanamido}acetic acid
Identifiers
CAS Number	475-31-0^checkY
3D model (JSmol)	Interactive image
ChEBI	CHEBI:17687^checkY
ChEMBL	ChEMBL411070^checkY
ChemSpider	9734^checkY
ECHA InfoCard	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
E number	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).
IUPHAR/BPS	4544
PubChem CID	10140
UNII	G59NX3I3RT^checkY
CompTox Dashboard (EPA)	{{#property:P3117}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
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)/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-/m1/s1^checkY Key: RFDAIACWWDREDC-FRVQLJSFSA-N^checkY InChI=1/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 Key: RFDAIACWWDREDC-FRVQLJSFBG
SMILES 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
Properties
Chemical formula	C₂₆H₄₃NO₆
Molar mass	465.631 g·mol⁻¹
Melting point	130 °C (266 °F; 403 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). checkY verify (what is ^checkY☒N ?) Infobox references

Glycocholic acid

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