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Chemistry

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Also known as: 863-57-0, Glycocholic acid sodium salt, Glycocholate sodium, Glycocholate sodium salt, Monosodium glycocholic acid, Glycocholic acid, sodium salt

Molecular Formula

C₂₆H₄₂NNaO₆

Molecular Weight

487.6 g/mol

InChI Key

OABYVIYXWMZFFJ-ZUHYDKSRSA-M

FDA UNII

V06CXA1W3K

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

1 2D Structure

Sodium Glycocholate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

sodium;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]acetate

2.1.2 InChI

InChI=1S/C26H43NO6.Na/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);/q;+1/p-1/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-;/m1./s1

2.1.3 InChI Key

OABYVIYXWMZFFJ-ZUHYDKSRSA-M

2.1.4 Canonical SMILES

CC(CCC(=O)NCC(=O)[O-])C1CCC2C1(C(CC3C2C(CC4C3(CCC(C4)O)C)O)O)C.[Na+]

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.[Na+]

2.2 Other Identifiers

2.2.1 UNII

V06CXA1W3K

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Cholylglycine

2. Glycine Cholate

3. Glycocholate

4. Glycocholate Sodium

5. Glycocholic Acid

6. Glycocholic Acid, Sodium Salt

2.3.2 Depositor-Supplied Synonyms

1. 863-57-0

2. Glycocholic Acid Sodium Salt

3. Glycocholate Sodium

4. Glycocholate Sodium Salt

5. Monosodium Glycocholic Acid

6. Glycocholic Acid, Sodium Salt

7. V06cxa1w3k

8. Sodium Glycocholate Hydrate

9. Glycocholic Acid (sodium)

10. Nsc-35609

11. Unii-v06cxa1w3k

12. Sodium N-(3-alpha,7-alpha,12-alpha-trihydroxy-24-oxocholan-24-yl)glycinate

13. Sodium Glycylcholate

14. Einecs 212-730-9

15. Nsc 35609

16. Glycine, N-choloyl-, Monosodium Salt

17. N-cholylglycine Sodium Salt

18. Sodium Cholylglycinate

19. Monosodium Glycocholate

20. Glycocholicacidsodiumsalt

21. Chebi:36273

22. Hy-n1423a

23. N-choloylglycine, Monosodium Salt

24. Dtxsid001349031

25. Mfcd00036741

26. Akos025286001

27. As-59333

28. Cs-0016853

29. G0207

30. S-4700

31. Q27116768

32. Sodium N-(3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oyl)glycinate

33. Glycine, N-((3.alpha.,5.beta.,7.alpha.,12.alpha.)-3,7,12-trihydroxy-24-oxocholan-24-yl)-, Sodium Salt (1:1)

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

35. Sodium;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]acetate

2.4 Create Date

2008-02-05

3 Chemical and Physical Properties

Molecular Formula	C₂₆H₄₂NNaO₆
Molecular Weight	487.6 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	6
Exact Mass	487.29098234 g/mol
Monoisotopic Mass	487.29098234 g/mol
Topological Polar Surface Area	130 Å²
Heavy Atom Count	34
Formal Charge	0
Complexity	766
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	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

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.)

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.)

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