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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

Sodium Glycocholate
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 Weight 487.6 g/mol
Molecular Formula C26H42NNaO6
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count6
Exact Mass487.29098234 g/mol
Monoisotopic Mass487.29098234 g/mol
Topological Polar Surface Area130 Ų
Heavy Atom Count34
Formal Charge0
Complexity766
Isotope Atom Count0
Defined Atom Stereocenter Count11
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
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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