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Also known as: 1180-95-6, Taurodeoxycholate sodium salt, Taurodeoxycholic acid sodium salt, Sodium taurodeoxylate, Taurodeoxycholate (sodium salt), 5pe424s83l

Molecular Formula

C₂₆H₄₄NNaO₆S

Molecular Weight

521.7 g/mol

InChI Key

YXHRQQJFKOHLAP-FVCKGWAHSA-M

FDA UNII

5PE424S83L

A bile salt formed in the liver by conjugation of deoxycholate with taurine, usually as the sodium salt. It is used as a cholagogue and choleretic, also industrially as a fat emulsifier.

1 2D Structure

Taurodeoxycholic Acid

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

sodium;2-[[(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]pentanoyl]amino]ethanesulfonate

2.1.2 InChI

InChI=1S/C26H45NO6S.Na/c1-16(4-9-24(30)27-12-13-34(31,32)33)20-7-8-21-19-6-5-17-14-18(28)10-11-25(17,2)22(19)15-23(29)26(20,21)3;/h16-23,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33);/q;+1/p-1/t16-,17-,18-,19+,20-,21+,22+,23+,25+,26-;/m1./s1

2.1.3 InChI Key

YXHRQQJFKOHLAP-FVCKGWAHSA-M

2.1.4 Canonical SMILES

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

2.1.5 Isomeric SMILES

C[C@H](CCC(=O)NCCS(=O)(=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

5PE424S83L

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Acid, Taurodeoxycholic

2. Deoxycholate, Taurine

3. Deoxycholyltaurine

4. Taurine Deoxycholate

5. Taurodeoxycholate

6. Taurodeoxycholate, Sodium

7. Taurodeoxycholic Acid

2.3.2 Depositor-Supplied Synonyms

1. 1180-95-6

2. Taurodeoxycholate Sodium Salt

3. Taurodeoxycholic Acid Sodium Salt

4. Sodium Taurodeoxylate

5. Taurodeoxycholate (sodium Salt)

6. 5pe424s83l

7. Sodium;2-[[(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]pentanoyl]amino]ethanesulfonate

8. Taurodeoxycholic Acid Sodium Salt Hydrate

9. Sodium 2-((r)-4-((3r,5r,8r,9s,10s,12s,13r,14s,17r)-3,12-dihydroxy-10,13-dimethylhexadecahydro-1h-cyclopenta[a]phenanthren-17-yl)pentanamido)ethanesulfonate

10. Taurodeoxycholic Acid Sodium

11. Unii-5pe424s83l

12. Mfcd00003671

13. Einecs 214-652-0

14. Akos016009415

15. Cs-w006298

16. Ac-34550

17. Sodium 2-(((3alpha,5beta,12alpha)-3,12-dihydroxy-24-oxocholan-24-yl)amino)ethane-1-sulphonate

18. Hy-128853

19. S-6561

20. A836010

21. A893216

22. Q27262693

23. 5beta-cholanic Acid-3alpha,12alpha-diol N-(2-sulphoethyl)-amide Sodium Salt

24. Sodium 2-[[(3a,5b,12a)-3,12-dihydroxy-24-oxocholan-24-yl]amino]ethane-1-sulphonate

25. Ethanesulfonic Acid, 2-(((3.alpha.,5.beta.,12.alpha.)-3,12-dihydroxy-24-oxocholan-24-yl)amino)-, Monosodium Salt

26. Sodium 2-((4r)-4-((3r,8r,9s,10s,12s,13r,14s,17r)-3,12-dihydroxy-10,13-dimethylhexadecahydro-1h-cyclopenta[a]phenanthren-17-yl)pentanamido)ethanesulfonate

27. Sodium2-((r)-4-((3r,5r,8r,9s,10s,12s,13r,14s,17r)-3,12-dihydroxy-10,13-dimethylhexadecahydro-1h-cyclopenta[a]phenanthren-17-yl)pentanamido)ethanesulfonate

28. Taurodeoxycholic Acid Sodium Salt; Sodium 2-[[(3a,5b,12a)-3,12-dihydroxy-24-oxocholan-24-yl]amino]ethane-1-sulphonate;taurodeoxycholate Sodium Salt

2.4 Create Date

2008-02-05

3 Chemical and Physical Properties

Molecular Formula	C₂₆H₄₄NNaO₆S
Molecular Weight	521.7 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	7
Exact Mass	521.27870358 g/mol
Monoisotopic Mass	521.27870358 g/mol
Topological Polar Surface Area	135 Å²
Heavy Atom Count	35
Formal Charge	0
Complexity	864
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.)

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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