NP-MRD: Showing NP-Card for Tauroursodeoxycholic acid (NP0086045)

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Record Information

Version

2.0

Created at

2022-04-29 06:25:52 UTC

Updated at

2022-04-29 06:25:52 UTC

NP-MRD ID

NP0086045

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tauroursodeoxycholic acid

Description

Tauroursodeoxycholic acid, also known as N-ursodeoxycholoyltaurine or taurolite, belongs to the class of organic compounds known as taurinated bile acids and derivatives. These are bile acid derivatives containing a taurine conjugated to the bile acid moiety. Tauroursodeoxycholic acid is found in Curcuma longa . Tauroursodeoxycholic acid was first documented in 2016 (PMID: 25664595). Tauroursodeoxycholic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 26282527) (PMID: 26427442) (PMID: 26499839) (PMID: 26541419).

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv1572004091616132D          

 38 41  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END

  Mrv1572004091616132D          

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    3.9317    1.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6427    1.8613    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7985    2.6559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3538    2.2795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2245    2.5723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0610    1.1502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
  4 18  1  1  0  0  0
  5 19  1  1  0  0  0
  9 20  1  1  0  0  0
  8 21  1  1  0  0  0
 12 22  1  1  0  0  0
 17 23  1  1  0  0  0
  2 24  1  6  0  0  0
 11 25  1  6  0  0  0
 10 26  1  6  0  0  0
 23 27  1  6  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 30 35  2  0  0  0  0
 34 36  1  0  0  0  0
 34 37  2  0  0  0  0
 34 38  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0086045

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC[C@H]([C@H](C)CCC(=O)NCCS(O)(=O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@@H](O)C[C@]2([H])C[C@H](O)CC[C@]12C

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

> <INCHI_KEY>
BHTRKEVKTKCXOH-LBSADWJPSA-N

> <FORMULA>
C26H45NO6S

> <MOLECULAR_WEIGHT>
499.71

> <EXACT_MASS>
499.296759347

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
56.754573991580266

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(4R)-4-[(1S,2S,5R,7S,9S,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanamido]ethane-1-sulfonic acid

> <ALOGPS_LOGP>
1.38

> <JCHEM_LOGP>
1.0968020386753499

> <ALOGPS_LOGS>
-4.82

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.47697536728532

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.8004715356003853

> <JCHEM_PKA_STRONGEST_BASIC>
-0.3160397423134701

> <JCHEM_POLAR_SURFACE_AREA>
123.93

> <JCHEM_REFRACTIVITY>
130.67899999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.48e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tauroursodeoxycholic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-APR-16         0                                  
HETATM    1  C   UNK     0      -8.588  -1.913   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.588  -3.474   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.261  -4.255   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.934  -3.474   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.934  -1.913   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.261  -1.132   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.606  -4.255   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.279  -3.474   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.279  -1.913   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.606  -1.132   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.952  -1.132   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.952   0.351   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.279   1.132   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.606   0.351   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.703  -1.132   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.703   0.351   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.625   1.132   0.000  0.00  0.00           C+0
HETATM   18  H   UNK     0      -5.934  -4.958   0.000  0.00  0.00           H+0
HETATM   19  C   UNK     0      -5.934  -0.351   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0      -3.279  -0.351   0.000  0.00  0.00           H+0
HETATM   21  O   UNK     0      -2.030  -4.177   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.952   1.913   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.625   2.694   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -9.994  -4.255   0.000  0.00  0.00           O+0
HETATM   25  H   UNK     0      -1.952  -2.694   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0      -4.606  -2.694   0.000  0.00  0.00           H+0
HETATM   27  C   UNK     0      -1.952   3.474   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.703   3.474   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.030   2.694   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.357   3.474   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0       4.685   2.694   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0       6.012   3.474   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.339   2.694   0.000  0.00  0.00           C+0
HETATM   34  S   UNK     0       8.666   3.474   0.000  0.00  0.00           S+0
HETATM   35  O   UNK     0       3.357   4.958   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       9.994   4.255   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       7.886   4.802   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       9.447   2.147   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   24                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7   18                                             
CONECT    5    4    6   10   19                                             
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9   21                                                  
CONECT    9    8   10   11   20                                             
CONECT   10    9    5   14   26                                             
CONECT   11    9   12   15   25                                             
CONECT   12   11   13   17   22                                             
CONECT   13   12   14                                                       
CONECT   14   13   10                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   23                                                  
CONECT   18    4                                                            
CONECT   19    5                                                            
CONECT   20    9                                                            
CONECT   21    8                                                            
CONECT   22   12                                                            
CONECT   23   17   27   28                                                  
CONECT   24    2                                                            
CONECT   25   11                                                            
CONECT   26   10                                                            
CONECT   27   23                                                            
CONECT   28   23   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   36   37   38                                             
CONECT   35   30                                                            
CONECT   36   34                                                            
CONECT   37   34                                                            
CONECT   38   34                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

View in JSmol

Synonyms

Value	Source
2-(((3-alpha,5-beta,7-beta)-3,7-Dihydroxy-24-oxocholan-24-yl) amino)ethanesulfonic acid	ChEBI
2-{[(3alpha,5beta,7beta)-3,7-dihydroxy-24-oxocholan-24-yl]amino}ethane-1-sulfonic acid	ChEBI
3alpha,7beta-Dihydroxy-5beta-cholanoyltaurine	ChEBI
N-(3-alpha,7-beta-Dihydroxy-5-beta-cholan-24-oyl)-taurine	ChEBI
N-(3alpha,7beta-Dihydroxy-5beta-cholan-24-oyl)taurine	ChEBI
N-Ursodeoxycholoyltaurine	ChEBI
Taurolite	ChEBI
TUDCA	ChEBI
UR 906	ChEBI
Ursodeoxycholyltaurine	ChEBI
2-(((3-a,5-b,7-b)-3,7-Dihydroxy-24-oxocholan-24-yl) amino)ethanesulfonate	Generator
2-(((3-a,5-b,7-b)-3,7-Dihydroxy-24-oxocholan-24-yl) amino)ethanesulfonic acid	Generator
2-(((3-a,5-b,7-b)-3,7-Dihydroxy-24-oxocholan-24-yl) amino)ethanesulphonate	Generator
2-(((3-a,5-b,7-b)-3,7-Dihydroxy-24-oxocholan-24-yl) amino)ethanesulphonic acid	Generator
2-(((3-alpha,5-beta,7-beta)-3,7-Dihydroxy-24-oxocholan-24-yl) amino)ethanesulfonate	Generator
2-(((3-alpha,5-beta,7-beta)-3,7-Dihydroxy-24-oxocholan-24-yl) amino)ethanesulphonate	Generator
2-(((3-alpha,5-beta,7-beta)-3,7-Dihydroxy-24-oxocholan-24-yl) amino)ethanesulphonic acid	Generator
2-(((3-Α,5-β,7-β)-3,7-dihydroxy-24-oxocholan-24-yl) amino)ethanesulfonate	Generator
2-(((3-Α,5-β,7-β)-3,7-dihydroxy-24-oxocholan-24-yl) amino)ethanesulfonic acid	Generator
2-(((3-Α,5-β,7-β)-3,7-dihydroxy-24-oxocholan-24-yl) amino)ethanesulphonate	Generator
2-(((3-Α,5-β,7-β)-3,7-dihydroxy-24-oxocholan-24-yl) amino)ethanesulphonic acid	Generator
2-{[(3a,5b,7b)-3,7-dihydroxy-24-oxocholan-24-yl]amino}ethane-1-sulfonate	Generator
2-{[(3a,5b,7b)-3,7-dihydroxy-24-oxocholan-24-yl]amino}ethane-1-sulfonic acid	Generator
2-{[(3a,5b,7b)-3,7-dihydroxy-24-oxocholan-24-yl]amino}ethane-1-sulphonate	Generator
2-{[(3a,5b,7b)-3,7-dihydroxy-24-oxocholan-24-yl]amino}ethane-1-sulphonic acid	Generator
2-{[(3alpha,5beta,7beta)-3,7-dihydroxy-24-oxocholan-24-yl]amino}ethane-1-sulfonate	Generator
2-{[(3alpha,5beta,7beta)-3,7-dihydroxy-24-oxocholan-24-yl]amino}ethane-1-sulphonate	Generator
2-{[(3alpha,5beta,7beta)-3,7-dihydroxy-24-oxocholan-24-yl]amino}ethane-1-sulphonic acid	Generator
2-{[(3α,5β,7β)-3,7-dihydroxy-24-oxocholan-24-yl]amino}ethane-1-sulfonate	Generator
2-{[(3α,5β,7β)-3,7-dihydroxy-24-oxocholan-24-yl]amino}ethane-1-sulfonic acid	Generator
2-{[(3α,5β,7β)-3,7-dihydroxy-24-oxocholan-24-yl]amino}ethane-1-sulphonate	Generator
2-{[(3α,5β,7β)-3,7-dihydroxy-24-oxocholan-24-yl]amino}ethane-1-sulphonic acid	Generator
3a,7b-Dihydroxy-5b-cholanoyltaurine	Generator
3Α,7β-dihydroxy-5β-cholanoyltaurine	Generator
N-(3-a,7-b-Dihydroxy-5-b-cholan-24-oyl)-taurine	Generator
N-(3-Α,7-β-dihydroxy-5-β-cholan-24-oyl)-taurine	Generator
N-(3a,7b-Dihydroxy-5b-cholan-24-oyl)taurine	Generator
N-(3Α,7β-dihydroxy-5β-cholan-24-oyl)taurine	Generator
Tauroursodeoxycholate	Generator
Ursodeoxy cholic acid	ChEMBL
Ursodeoxy cholate	Generator
2-[[(4R)-4-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-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	Generator
2-[[(4R)-4-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-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]ethanesulphonate	Generator
2-[[(4R)-4-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-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]ethanesulphonic acid	Generator
Tauroursodeoxycholic acid, monosodium salt, (3alpha,5beta,7alpha)-isomer	MeSH
Tauroursodeoxycholic acid, monosodium salt, (3alpha,7alpha)-isomer	MeSH
Tauroursodeoxycholic acid, (3alpha,5alpha,7alpha)-isomer	MeSH
Tauroursodeoxycholic acid	MeSH

Chemical Formula

C₂₆H₄₅NO₆S

Average Mass

499.7100 Da

Monoisotopic Mass

499.29676 Da

IUPAC Name

2-[(4R)-4-[(1S,2S,5R,7S,9S,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanamido]ethane-1-sulfonic acid

Traditional Name

tauroursodeoxycholic acid

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@H]([C@H](C)CCC(=O)NCCS(O)(=O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@@H](O)C[C@]2([H])C[C@H](O)CC[C@]12C

InChI Identifier

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

InChI Key

BHTRKEVKTKCXOH-LBSADWJPSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Curcuma longa	Plant	KNApSAcK
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as taurinated bile acids and derivatives. These are bile acid derivatives containing a taurine conjugated to the bile acid moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Taurinated bile acids and derivatives

Alternative Parents

Substituents

Taurinated bile acid
Dihydroxy bile acid, alcohol, or derivatives
Hydroxy bile acid, alcohol, or derivatives
3-hydroxysteroid
Hydroxysteroid
3-alpha-hydroxysteroid
7-alpha-hydroxysteroid
7-hydroxysteroid
Fatty amide
N-acyl-amine
Fatty acyl
Sulfonyl
Organosulfonic acid
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Alkanesulfonic acid
Cyclic alcohol
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Carboxylic acid derivative
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Organic oxygen compound
Organonitrogen compound
Organosulfur compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

bile acid taurine conjugate (CHEBI:80774 )
Taurine conjugates (LMST05040015 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.38	ALOGPS
logP	1.1	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	-0.8	ChemAxon
pKa (Strongest Basic)	-0.32	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	123.93 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	130.68 m³·mol⁻¹	ChemAxon
Polarizability	56.75 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

DB08834

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C16868

BioCyc ID

CPD-18799

BiGG ID

Not Available

Wikipedia Link

Tauroursodeoxycholic_acid

METLIN ID

Not Available

PubChem Compound

9848818

PDB ID

Not Available

ChEBI ID

80774

Good Scents ID

Not Available

References

General References

Elia AE, Lalli S, Monsurro MR, Sagnelli A, Taiello AC, Reggiori B, La Bella V, Tedeschi G, Albanese A: Tauroursodeoxycholic acid in the treatment of patients with amyotrophic lateral sclerosis. Eur J Neurol. 2016 Jan;23(1):45-52. doi: 10.1111/ene.12664. Epub 2015 Feb 9. [PubMed:25664595 ]
Zhou Q, Wang D, Xu J, Chi B: Effect of Tauroursodeoxycholic Acid and 4-Phenylbutyric Acid on Metabolism of Copper and Zinc in Type 1 Diabetic Mice Model. Biol Trace Elem Res. 2016 Apr;170(2):348-56. doi: 10.1007/s12011-015-0474-5. Epub 2015 Aug 19. [PubMed:26282527 ]
Lawson EC, Bhatia SK, Han MK, Aung MH, Ciavatta V, Boatright JH, Pardue MT: Tauroursodeoxycholic Acid Protects Retinal Function and Structure in rd1 Mice. Adv Exp Med Biol. 2016;854:431-6. doi: 10.1007/978-3-319-17121-0_57. [PubMed:26427442 ]
Cha BH, Jung MJ, Moon BK, Kim JS, Ma Y, Arai Y, Noh M, Shin JY, Kim BS, Lee SH: Administration of tauroursodeoxycholic acid enhances osteogenic differentiation of bone marrow-derived mesenchymal stem cells and bone regeneration. Bone. 2016 Feb;83:73-81. doi: 10.1016/j.bone.2015.10.011. Epub 2015 Oct 21. [PubMed:26499839 ]
Zhao MF, Huang P, Ge CL, Sun T, Ma ZG, Ye FF: Conjugated bile acids in gallbladder bile and serum as potential biomarkers for cholesterol polyps and adenomatous polyps. Int J Biol Markers. 2016 Feb 28;31(1):e73-9. doi: 10.5301/jbm.5000173. [PubMed:26541419 ]

Showing NP-Card for Tauroursodeoxycholic acid (NP0086045)

MOL for NP0086045 (Tauroursodeoxycholic acid)

3D MOL for NP0086045 (Tauroursodeoxycholic acid)

3D SDF for NP0086045 (Tauroursodeoxycholic acid)

3D-SDF for NP0086045 (Tauroursodeoxycholic acid)

PDB for NP0086045 (Tauroursodeoxycholic acid)

3D PDB for NP0086045 (Tauroursodeoxycholic acid)

SMILES for NP0086045 (Tauroursodeoxycholic acid)

INCHI for NP0086045 (Tauroursodeoxycholic acid)

Structure for NP0086045 (Tauroursodeoxycholic acid)

3D Structure for NP0086045 (Tauroursodeoxycholic acid)