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Also known as: 302-95-4, Deoxycholic acid sodium salt, Sodium desoxycholate, Deoxycholate sodium, Desoxycholate sodium, Sodium 7-deoxycholate

Molecular Formula

C₂₄H₃₉NaO₄

Molecular Weight

414.6 g/mol

InChI Key

FHHPUSMSKHSNKW-SMOYURAASA-M

FDA UNII

436LS6U35Y

A bile acid formed by bacterial action from cholate. It is usually conjugated with glycine or taurine. Deoxycholic acid acts as a detergent to solubilize fats for intestinal absorption, is reabsorbed itself, and is used as a choleretic and detergent.

1 2D Structure

Sodium Deoxycholate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

sodium;(4R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate

2.1.2 InChI

InChI=1S/C24H40O4.Na/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3;/h14-21,25-26H,4-13H2,1-3H3,(H,27,28);/q;+1/p-1/t14-,15-,16-,17+,18-,19+,20+,21+,23+,24-;/m1./s1

2.1.3 InChI Key

FHHPUSMSKHSNKW-SMOYURAASA-M

2.1.4 Canonical SMILES

CC(CCC(=O)[O-])C1CCC2C1(C(CC3C2CCC4C3(CCC(C4)O)C)O)C.[Na+]

2.1.5 Isomeric SMILES

C[C@H](CCC(=O)[O-])[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@H](C4)O)C)O)C.[Na+]

2.2 Other Identifiers

2.2.1 UNII

436LS6U35Y

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 12beta-isomer Deoxycholic Acid

2. 3beta-isomer Deoxycholic Acid

3. 5alpha-isomer Deoxycholic Acid

4. Choleic Acid

5. Deoxycholate

6. Deoxycholate, Sodium

7. Deoxycholic Acid

8. Deoxycholic Acid, 12beta Isomer

9. Deoxycholic Acid, 12beta-isomer

10. Deoxycholic Acid, 3beta Isomer

11. Deoxycholic Acid, 3beta-isomer

12. Deoxycholic Acid, 5alpha Isomer

13. Deoxycholic Acid, 5alpha-isomer

14. Deoxycholic Acid, Disodium Salt

15. Deoxycholic Acid, Magnesium (2:1) Salt

16. Deoxycholic Acid, Monoammonium Salt

17. Deoxycholic Acid, Monopotassium Salt

18. Deoxycholic Acid, Monosodium Salt

19. Deoxycholic Acid, Sodium Salt, 12beta-isomer

20. Desoxycholic Acid

21. Dihydroxycholanoic Acid

22. Kybella

23. Lagodeoxycholic Acid

2.3.2 Depositor-Supplied Synonyms

1. 302-95-4

2. Deoxycholic Acid Sodium Salt

3. Sodium Desoxycholate

4. Deoxycholate Sodium

5. Desoxycholate Sodium

6. Sodium 7-deoxycholate

7. Sodium Deoxycholic Acid

8. Deoxycholic Acid, Sodium Salt

9. Chebi:9177

10. 3-alpha,12-alpha-dihydroxy-5-beta-cholan-24-oic Acid Sodium Salt

11. 436ls6u35y

12. Kybella

13. Ncgc00091038-01

14. Atx 101

15. Cholan-24-oic Acid, 3,12-dihydroxy-, Monosodium Salt, (3a,5b,12a)-

16. Dsstox_cid_13389

17. Dsstox_rid_79069

18. Dsstox_gsid_33389

19. Na-desoxycholat

20. Mfcd00064139

21. Na-desoxycholat [german]

22. Sodiumdeoxycholate

23. 3,12-dihydroxy-cholan-24-oic Acid Monosodium Salt, (3-alpha,5-beta,12-alpha)- (9ci)

24. Cas-302-95-4

25. Sodium (4r)-4-[(3r,5r,8r,9s,10s,12s,13r,14s,17r)-3,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl]pentanoate

26. Ccris 655

27. Einecs 206-132-7

28. Sodium (3alpha,5beta,12alpha)-3,12-dihydroxycholan-24-oate

29. Dihydroxy 3-12 Cholanate De Na [french]

30. Unii-436ls6u35y

31. Dihydroxy 3-12 Cholanate De Na

32. Natrium-3-alpha,12-alpha-dihydroxycholanat [german]

33. Deoxycholic Acid Sodium

34. Sodium 3-alpha,12-alpha-dihydroxy-5-beta-cholan-24-oate

35. Natrium-3-alpha,12-alpha-dihydroxycholanat

36. Schembl37482

37. Mls002695906

38. Chembl1365278

39. Dtxsid5033389

40. Hy-n0593a

41. Sodium Desoxycholate [ii]

42. Sodium Deoxycholate [inci]

43. Tox21_111066

44. Tox21_200896

45. 5-beta-cholan-24-oic Acid, 3-alpha,12-alpha-dihydroxy-, Sodium Salt

46. Akos002391107

47. Akos017345123

48. Cs-8046

49. Nsc 681065

50. 3,12-dihydroxy-cholan-24-oic Acid Monosodium Salt, (3-alpha,5-beta,12-alpha)-

51. Cholan-24-oic Acid, 3,12-dihydroxy-, Monosodium Salt, (3-alpha,5-beta,12-alpha)-

52. Cholan-24-oic Acid, 3,12-dihydroxy-, Monosodium Salt, (3alpha,5beta,12alpha)-

53. Ncgc00258450-01

54. Ac-24206

55. Bp-31018

56. Smr001562102

57. Sodium Deoxycholate, >=97% (titration)

58. Deoxycholic Acid Sodium Salt, For Electrophoresis

59. Q-200935

60. Q25474151

61. Sodium 3alpha,12alpha-dihydroxy-5beta-cholan-24-oate

62. Sodium Deoxycholate, Vetec(tm) Reagent Grade, >=97%

63. Sodium Deoxycholate, Bioxtra, >=98.0% (dry Matter, Nt)

64. 3-.alpha.,12-.alpha.-dihydroxy-5-.beta.-cholan-24-oic Acid Sodium Salt

65. Sodium Deoxycholate, Suitable For Manufacturing Of Diagnostic Kits And Reagents

66. Sodium Deoxycholate, Pharmagrade, Manufactured Under Appropriate Controls For Use As A Raw Material In Pharma Or Biopharmaceutical Production

67. Sodium;(4r)-4-[(3r,5r,10s,12s,13r,17r)-3,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl]pentanoate

68. Sodium;(4r)-4-[(3r,5r,8r,9s,10s,12s,13r,14s,17r)-3,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl]pentanoate

2.4 Create Date

2008-02-05

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₃₉NaO₄
Molecular Weight	414.6 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	4
Exact Mass	414.27460400 g/mol
Monoisotopic Mass	414.27460400 g/mol
Topological Polar Surface Area	80.6 Å²
Heavy Atom Count	29
Formal Charge	0
Complexity	612
Isotope Atom Count	0
Defined Atom Stereocenter Count	10
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.)

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