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ACTIVE PHARMA INGREDIENTS

2 API Suppliers, 2 Listed Suppliers, $ API Reference Price

2 API Suppliers
2 Listed Suppliers
$ API Reference Price

Synopsis

ACTIVE PHARMA INGREDIENTS

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API REF. PRICE (USD/KG)

$ 1,083

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Chemistry

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Also known as: 475-31-0, Glycocholate, Cholylglycine, N-choloylglycine, Glycine, n-choloyl-, Glycocholic acid hydrate

Molecular Formula

C₂₆H₄₃NO₆

Molecular Weight

465.6 g/mol

InChI Key

RFDAIACWWDREDC-FRVQLJSFSA-N

FDA UNII

G59NX3I3RT

The glycine conjugate of CHOLIC ACID. It acts as a detergent to solubilize fats for absorption and is itself absorbed.

1 2D Structure

Glycocholic Acid

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

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]acetic acid

2.1.2 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

2.1.3 InChI Key

RFDAIACWWDREDC-FRVQLJSFSA-N

2.1.4 Canonical SMILES

CC(CCC(=O)NCC(=O)O)C1CCC2C1(C(CC3C2C(CC4C3(CCC(C4)O)C)O)O)C

2.1.5 Isomeric 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

2.2 Other Identifiers

2.2.1 UNII

G59NX3I3RT

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Cholylglycine

2. Glycine Cholate

3. Glycocholate

4. Glycocholate Sodium

5. Glycocholic Acid, Sodium Salt

2.3.2 Depositor-Supplied Synonyms

1. 475-31-0

2. Glycocholate

3. Cholylglycine

4. N-choloylglycine

5. Glycine, N-choloyl-

6. Glycocholic Acid Hydrate

7. Glycine, N-[(3a,5b,7a,12a)-3,7,12-trihydroxy-24-oxocholan-24-yl]-

8. N-cholylglycine

9. G59nx3i3rt

10. Chembl411070

11. Chebi:17687

12. 3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oylglycine

13. N-(3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oyl)glycine

14. N-(3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oyl)-glycine

15. Glycine, N-((3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl)-

16. 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]acetic Acid

17. N-((3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl)glycine

18. N-[(3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl]glycine

19. 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

20. Gch

21. Unii-g59nx3i3rt

22. Glycylcholate

23. Mfcd00065902

24. Glycylcholic Acid

25. N-choloyl-glycine

26. Cas-475-31-0

27. Prestwick_768

28. Einecs 207-494-9

29. Prestwick0_000521

30. Prestwick1_000521

31. Prestwick2_000521

32. Prestwick3_000521

33. Spectrum5_002011

34. Bmse000651

35. Glycocholic Acid, Free Acid

36. Dsstox_cid_27436

37. Dsstox_rid_82346

38. Bidd:pxr0160

39. Dsstox_gsid_47436

40. Glycoreductodehydrocholic Acid

41. Schembl29022

42. Bspbio_000501

43. Mls002153857

44. Glycocholic Acid [mi]

45. Spbio_002422

46. Bpbio1_000553

47. Gtpl4544

48. Dtxsid2047436

49. 3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oic Acid N-(carboxymethyl)amide

50. Glycine, N-[(3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl]-

51. Glycocholic Acid [who-dd]

52. Hms1569j03

53. Hms2096j03

54. Hms2231a05

55. N-(3-alpha,7-alpha,12-alpha-trihydroxycholan-24-oyl)glycine

56. Hy-n1423

57. N-(carboxymethyl)-3alpha,7alpha,12alpha-trihydroxyglycine Cholate

58. Zinc8143774

59. Tox21_302549

60. Bdbm50375589

61. Lmst05030001

62. S4958

63. Stl565148

64. Akos015965042

65. Ccg-269413

66. Cs-w020037

67. Ds-0968

68. Ncgc00163115-02

69. Ncgc00256646-01

70. Ac-30905

71. Smr001233215

72. 3a,7a,12a-trihydroxy-5b-cholan-24-oylglycine

73. C01921

74. G-5270

75. 475g310

76. A827264

77. 3a,7a,12a-trihydroxy-5b-cholanic Acid-24-glycine

78. Q2701638

79. Brd-k54771420-001-03-2

80. [(3,7,12-trihydroxy-24-oxocholan-24-yl)amino]acetic Acid #

81. 3a,7a,12a-trihydroxy-n-(carboxymethyl)-5b-cholan-24-amide

82. N-(carboxymethyl)-3a,7a,12a-trihydroxy-5b-cholan-24-amide

83. 5beta-cholanic Acid-3alpha,7alpha,12alpha-triol N-(carboxymethyl)-amide

84. N-[(3alpha,5beta,7alpha,8xi,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl]glycine

85. N-[(3beta,5beta,7beta,9beta,12beta)-3,7,12-trihydroxy-24-oxocholan-24-yl]glycine

86. ((r)-4-((3r,5s,7r,8r,9s,10s,12s,13r,14s,17r)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1h-cyclopenta[a]phenanthren-17-yl)pentanoyl)glycine;glycocholic Acid

87. 2-[(4r)-4-[(1s,2s,5r,7s,9r,10r,11s,14r,15r,16s)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0?,?.0??,??]heptadecan-14-yl]pentanamido]acetic Acid

2.4 Create Date

2005-06-01

3 Chemical and Physical Properties

Molecular Formula	C₂₆H₄₃NO₆
Molecular Weight	465.6 g/mol
XLogP3	2.9
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	6
Exact Mass	465.30903809 g/mol
Monoisotopic Mass	465.30903809 g/mol
Topological Polar Surface Area	127 Å²
Heavy Atom Count	33
Formal Charge	0
Complexity	759
Isotope Atom Count	0
Defined Atom Stereocenter Count	11
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Detergents

Purifying or cleansing agents, usually salts of long-chain aliphatic bases or acids, that exert cleansing (oil-dissolving) and antimicrobial effects through a surface action that depends on possessing both hydrophilic and hydrophobic properties. (See all compounds classified as Detergents.)

Cholagogues and Choleretics

Gastrointestinal agents that stimulate the flow of bile into the duodenum (cholagogues) or stimulate the production of bile by the liver (choleretic). (See all compounds classified as Cholagogues and Choleretics.)

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API Reference Price

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