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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-09-22 17:43:45 UTC

HMDB ID

HMDB0000874

Secondary Accession Numbers

HMDB00874

Metabolite Identification

Common Name

Tauroursodeoxycholic acid

Description

Tauroursodeoxycholic acid is a bile acid also known as TUDCA formed in the liver by conjugation of deoxycholate with taurine, usually as the sodium salt. TUDCA is able to prevent apoptosis and protect mitochondria from cellular elements that would otherwise interfere with energy production. One of these elements is a protein called Bax. TUDCA plays an important role in preventing Bax from being transported to the mitochondria. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487 , 16037564 , 12576301 , 11907135 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

Testosterone.mol
  Mrv0541 02231218472D          

 37 40  0  0  0  0            999 V2000
    4.3637    2.2911    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.5773    1.4942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1502    3.0880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1606    2.5046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5668    2.0776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3533    1.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5564    1.0672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7317   -1.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4462   -1.8505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4462   -2.6755    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1606   -3.0880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7317   -3.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0172   -2.6755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3027   -3.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5883   -2.6755    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8738   -3.0880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5883   -1.8505    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8738   -1.4380    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0892   -1.6929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3957   -1.0255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0892   -0.3580    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1658    0.4266    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9627    0.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1762    1.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9731    1.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1866    2.4474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4176    1.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8738   -0.6130    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8738    0.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5883   -0.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3027   -0.6130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3027   -1.4380    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0172   -1.8505    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0172   -1.0255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3027   -2.2630    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5883   -1.0255    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8738   -2.2630    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
  7 25  1  0  0  0  0
 22 27  1  6  0  0  0
 21 28  1  0  0  0  0
 18 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 17 32  1  0  0  0  0
 32 33  1  0  0  0  0
  8 33  1  0  0  0  0
 13 33  1  0  0  0  0
 33 34  1  1  0  0  0
 32 35  1  6  0  0  0
 17 36  1  1  0  0  0
 18 37  1  6  0  0  0
M  END

HMDB0000874
     RDKit          3D
Tauroursodeoxycholic acid
 79 82  0  0  0  0  0  0  0  0999 V2000
    2.1458   -1.4057   -1.9639 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1223   -0.1464   -1.1474 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4640    0.1628   -0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5528    0.3904   -1.6033 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8189    0.6987   -0.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7968    0.7198    0.3754 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0314    0.9653   -1.5517 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2788    1.2673   -0.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7063    0.1112   -0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2545    0.5226    0.7582 S   0  0  0  0  0  6  0  0  0  0  0  0
   10.5971   -0.5917    1.7101 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3295    0.7835   -0.2335 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0348    1.9147    1.6714 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1306   -0.2268   -0.0238 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1656    1.0681    0.8118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2213    1.2278    1.3914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9637    0.0011    0.9121 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4378    0.2176    0.7957 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0168    0.0721    2.2050 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3827    0.8607    3.1313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4962    0.2650    2.1412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0237    0.4156    0.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5221    0.5359    0.7711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2807   -0.6575    0.3256 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.5006   -0.7043    1.0108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5050   -1.9069    0.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2705   -1.8771   -0.2696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5099   -0.5780   -0.2423 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6230    0.0582   -1.6370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0717   -0.8947    0.0003 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3585   -1.2161   -1.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8505   -1.4006   -1.0835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3160   -0.1692   -0.4616 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5909    0.9935   -1.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2138   -1.7587   -2.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6136   -2.2480   -1.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7524   -1.2897   -2.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8195    0.6699   -1.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8260   -0.6906    0.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3712    1.0923    0.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3003    1.2200   -2.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7552   -0.5524   -2.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0170    0.9399   -2.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2611    2.2199   -0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1136    1.3813   -1.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8258   -0.8217   -0.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9696    0.0303    0.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8244    1.6802    2.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2996   -1.0868    0.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8681    0.9371    1.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4113    1.9503    0.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1845    1.2946    2.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7503    2.1224    1.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7113   -0.8836    1.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6308    1.2215    0.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8351   -1.0078    2.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9201    1.6721    3.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7057    1.2602    2.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0678   -0.4837    2.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6524    1.4307    0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8447    0.7814    1.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8926    1.4137    0.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5500   -0.6426   -0.7695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8731    0.2195    1.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1400   -2.7521    0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3572   -2.1709    1.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6271   -2.7391    0.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5415   -2.1434   -1.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9553    0.9267   -1.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6628    0.4990   -1.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4940   -0.7288   -2.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0350   -1.8241    0.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5054   -0.4633   -2.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7384   -2.1800   -1.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4556   -1.4211   -2.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6178   -2.3422   -0.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3812    0.6144   -2.4220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0316    1.8698   -1.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6324    1.3062   -1.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  2  0
 10 13  1  0
  2 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  6
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  6
 33 14  1  0
 33 17  1  0
 30 18  1  0
 28 22  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  6
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 13 48  1  0
 14 49  1  1
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  1
 18 55  1  6
 19 56  1  1
 20 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  6
 25 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 27 68  1  0
 29 69  1  0
 29 70  1  0
 29 71  1  0
 30 72  1  1
 31 73  1  0
 31 74  1  0
 32 75  1  0
 32 76  1  0
 34 77  1  0
 34 78  1  0
 34 79  1  0
M  END

Testosterone.mol
  Mrv0541 02231218472D          

 37 40  0  0  0  0            999 V2000
    4.3637    2.2911    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.5773    1.4942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1502    3.0880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1606    2.5046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5668    2.0776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3533    1.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5564    1.0672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7317   -1.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4462   -1.8505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4462   -2.6755    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1606   -3.0880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7317   -3.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0172   -2.6755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3027   -3.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5883   -2.6755    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8738   -3.0880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5883   -1.8505    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8738   -1.4380    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0892   -1.6929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3957   -1.0255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0892   -0.3580    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1658    0.4266    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9627    0.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1762    1.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9731    1.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1866    2.4474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4176    1.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8738   -0.6130    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8738    0.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5883   -0.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3027   -0.6130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3027   -1.4380    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0172   -1.8505    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0172   -1.0255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3027   -2.2630    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5883   -1.0255    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8738   -2.2630    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
  7 25  1  0  0  0  0
 22 27  1  6  0  0  0
 21 28  1  0  0  0  0
 18 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 17 32  1  0  0  0  0
 32 33  1  0  0  0  0
  8 33  1  0  0  0  0
 13 33  1  0  0  0  0
 33 34  1  1  0  0  0
 32 35  1  6  0  0  0
 17 36  1  1  0  0  0
 18 37  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0000874

> <DATABASE_NAME>
hmdb

> <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)CC2C[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-VSHSPWMTSA-N

> <FORMULA>
C26H45NO6S

> <MOLECULAR_WEIGHT>
499.704

> <EXACT_MASS>
499.296758867

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
56.31483483270271

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(4R)-4-[(1S,2S,5R,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>
0.807690128656568

> <ALOGPS_LOGS>
-4.82

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.476975367288986

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.9904349518067441

> <JCHEM_PKA_STRONGEST_BASIC>
0.17721186234513886

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000874
     RDKit          3D
Tauroursodeoxycholic acid
 79 82  0  0  0  0  0  0  0  0999 V2000
    2.1458   -1.4057   -1.9639 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1223   -0.1464   -1.1474 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4640    0.1628   -0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5528    0.3904   -1.6033 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8189    0.6987   -0.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7968    0.7198    0.3754 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0314    0.9653   -1.5517 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2788    1.2673   -0.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7063    0.1112   -0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2545    0.5226    0.7582 S   0  0  0  0  0  6  0  0  0  0  0  0
   10.5971   -0.5917    1.7101 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3295    0.7835   -0.2335 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0348    1.9147    1.6714 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1306   -0.2268   -0.0238 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1656    1.0681    0.8118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2213    1.2278    1.3914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9637    0.0011    0.9121 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4378    0.2176    0.7957 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0168    0.0721    2.2050 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3827    0.8607    3.1313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4962    0.2650    2.1412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0237    0.4156    0.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5221    0.5359    0.7711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2807   -0.6575    0.3256 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.5006   -0.7043    1.0108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5050   -1.9069    0.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2705   -1.8771   -0.2696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5099   -0.5780   -0.2423 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6230    0.0582   -1.6370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0717   -0.8947    0.0003 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3585   -1.2161   -1.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8505   -1.4006   -1.0835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3160   -0.1692   -0.4616 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5909    0.9935   -1.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2138   -1.7587   -2.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6136   -2.2480   -1.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7524   -1.2897   -2.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8195    0.6699   -1.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8260   -0.6906    0.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3712    1.0923    0.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3003    1.2200   -2.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7552   -0.5524   -2.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0170    0.9399   -2.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2611    2.2199   -0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1136    1.3813   -1.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8258   -0.8217   -0.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9696    0.0303    0.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8244    1.6802    2.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2996   -1.0868    0.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8681    0.9371    1.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4113    1.9503    0.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1845    1.2946    2.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7503    2.1224    1.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7113   -0.8836    1.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6308    1.2215    0.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8351   -1.0078    2.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9201    1.6721    3.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7057    1.2602    2.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0678   -0.4837    2.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6524    1.4307    0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8447    0.7814    1.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8926    1.4137    0.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5500   -0.6426   -0.7695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8731    0.2195    1.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1400   -2.7521    0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3572   -2.1709    1.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6271   -2.7391    0.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5415   -2.1434   -1.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9553    0.9267   -1.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6628    0.4990   -1.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4940   -0.7288   -2.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0350   -1.8241    0.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5054   -0.4633   -2.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7384   -2.1800   -1.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4556   -1.4211   -2.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6178   -2.3422   -0.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3812    0.6144   -2.4220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0316    1.8698   -1.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6324    1.3062   -1.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  2  0
 10 13  1  0
  2 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  6
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  6
 33 14  1  0
 33 17  1  0
 30 18  1  0
 28 22  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  6
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 13 48  1  0
 14 49  1  1
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  1
 18 55  1  6
 19 56  1  1
 20 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  6
 25 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 27 68  1  0
 29 69  1  0
 29 70  1  0
 29 71  1  0
 30 72  1  1
 31 73  1  0
 31 74  1  0
 32 75  1  0
 32 76  1  0
 34 77  1  0
 34 78  1  0
 34 79  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Testosterone.mol                                  
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0       8.146   4.277   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0       8.544   2.789   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       7.747   5.764   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       9.633   4.675   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.658   3.878   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.259   2.391   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       4.772   1.992   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -6.966  -2.684   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.300  -3.454   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.300  -4.994   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -9.633  -5.764   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -6.966  -5.764   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.632  -4.994   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.298  -5.764   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.965  -4.994   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.631  -5.764   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.965  -3.454   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.631  -2.684   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.167  -3.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.739  -1.914   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.167  -0.668   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.309   0.796   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.797   1.195   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.196   2.682   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.683   3.081   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.082   4.568   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -0.780   1.885   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.631  -1.144   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.631   0.396   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.965  -0.374   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -4.298  -1.144   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -4.298  -2.684   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -5.632  -3.454   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -5.632  -1.914   0.000  0.00  0.00           C+0
HETATM   35  H   UNK     0      -4.298  -4.224   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.965  -1.914   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.631  -4.224   0.000  0.00  0.00           H+0
CONECT    1    2    3    4    5                                             
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5    1    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6   25                                                       
CONECT    8    9   33                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   33                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   32   36                                             
CONECT   18   17   19   28   37                                             
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   28                                                  
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26    7                                                  
CONECT   26   25                                                            
CONECT   27   22                                                            
CONECT   28   21   18   29   30                                             
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   17   33   35                                             
CONECT   33   32    8   13   34                                             
CONECT   34   33                                                            
CONECT   35   32                                                            
CONECT   36   17                                                            
CONECT   37   18                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

COMPND    HMDB0000874
HETATM    1  C1  UNL     1       2.146  -1.406  -1.964  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.122  -0.146  -1.147  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.464   0.163  -0.597  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.553   0.390  -1.603  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.819   0.699  -0.874  1.00  0.00           C  
HETATM    6  O1  UNL     1       5.797   0.720   0.375  1.00  0.00           O  
HETATM    7  N1  UNL     1       7.031   0.965  -1.552  1.00  0.00           N  
HETATM    8  C6  UNL     1       8.279   1.267  -0.910  1.00  0.00           C  
HETATM    9  C7  UNL     1       8.706   0.111  -0.016  1.00  0.00           C  
HETATM   10  S1  UNL     1      10.255   0.523   0.758  1.00  0.00           S  
HETATM   11  O2  UNL     1      10.597  -0.592   1.710  1.00  0.00           O  
HETATM   12  O3  UNL     1      11.330   0.784  -0.233  1.00  0.00           O  
HETATM   13  O4  UNL     1      10.035   1.915   1.671  1.00  0.00           O  
HETATM   14  C8  UNL     1       1.131  -0.227  -0.024  1.00  0.00           C  
HETATM   15  C9  UNL     1       1.166   1.068   0.812  1.00  0.00           C  
HETATM   16  C10 UNL     1      -0.221   1.228   1.391  1.00  0.00           C  
HETATM   17  C11 UNL     1      -0.964   0.001   0.912  1.00  0.00           C  
HETATM   18  C12 UNL     1      -2.438   0.218   0.796  1.00  0.00           C  
HETATM   19  C13 UNL     1      -3.017   0.072   2.205  1.00  0.00           C  
HETATM   20  O5  UNL     1      -2.383   0.861   3.131  1.00  0.00           O  
HETATM   21  C14 UNL     1      -4.496   0.265   2.141  1.00  0.00           C  
HETATM   22  C15 UNL     1      -5.024   0.416   0.730  1.00  0.00           C  
HETATM   23  C16 UNL     1      -6.522   0.536   0.771  1.00  0.00           C  
HETATM   24  C17 UNL     1      -7.281  -0.657   0.326  1.00  0.00           C  
HETATM   25  O6  UNL     1      -8.501  -0.704   1.011  1.00  0.00           O  
HETATM   26  C18 UNL     1      -6.505  -1.907   0.558  1.00  0.00           C  
HETATM   27  C19 UNL     1      -5.270  -1.877  -0.270  1.00  0.00           C  
HETATM   28  C20 UNL     1      -4.510  -0.578  -0.242  1.00  0.00           C  
HETATM   29  C21 UNL     1      -4.623   0.058  -1.637  1.00  0.00           C  
HETATM   30  C22 UNL     1      -3.072  -0.895   0.000  1.00  0.00           C  
HETATM   31  C23 UNL     1      -2.358  -1.216  -1.258  1.00  0.00           C  
HETATM   32  C24 UNL     1      -0.850  -1.401  -1.083  1.00  0.00           C  
HETATM   33  C25 UNL     1      -0.316  -0.169  -0.462  1.00  0.00           C  
HETATM   34  C26 UNL     1      -0.591   0.993  -1.378  1.00  0.00           C  
HETATM   35  H1  UNL     1       3.214  -1.759  -2.023  1.00  0.00           H  
HETATM   36  H2  UNL     1       1.614  -2.248  -1.462  1.00  0.00           H  
HETATM   37  H3  UNL     1       1.752  -1.290  -2.977  1.00  0.00           H  
HETATM   38  H4  UNL     1       1.820   0.670  -1.874  1.00  0.00           H  
HETATM   39  H5  UNL     1       3.826  -0.691   0.050  1.00  0.00           H  
HETATM   40  H6  UNL     1       3.371   1.092   0.017  1.00  0.00           H  
HETATM   41  H7  UNL     1       4.300   1.220  -2.309  1.00  0.00           H  
HETATM   42  H8  UNL     1       4.755  -0.552  -2.154  1.00  0.00           H  
HETATM   43  H9  UNL     1       7.017   0.940  -2.598  1.00  0.00           H  
HETATM   44  H10 UNL     1       8.261   2.220  -0.353  1.00  0.00           H  
HETATM   45  H11 UNL     1       9.114   1.381  -1.653  1.00  0.00           H  
HETATM   46  H12 UNL     1       8.826  -0.822  -0.599  1.00  0.00           H  
HETATM   47  H13 UNL     1       7.970   0.030   0.808  1.00  0.00           H  
HETATM   48  H14 UNL     1       9.824   1.680   2.591  1.00  0.00           H  
HETATM   49  H15 UNL     1       1.300  -1.087   0.611  1.00  0.00           H  
HETATM   50  H16 UNL     1       1.868   0.937   1.664  1.00  0.00           H  
HETATM   51  H17 UNL     1       1.411   1.950   0.219  1.00  0.00           H  
HETATM   52  H18 UNL     1      -0.184   1.295   2.502  1.00  0.00           H  
HETATM   53  H19 UNL     1      -0.750   2.122   1.032  1.00  0.00           H  
HETATM   54  H20 UNL     1      -0.711  -0.884   1.500  1.00  0.00           H  
HETATM   55  H21 UNL     1      -2.631   1.221   0.411  1.00  0.00           H  
HETATM   56  H22 UNL     1      -2.835  -1.008   2.482  1.00  0.00           H  
HETATM   57  H23 UNL     1      -2.920   1.672   3.346  1.00  0.00           H  
HETATM   58  H24 UNL     1      -4.706   1.260   2.637  1.00  0.00           H  
HETATM   59  H25 UNL     1      -5.068  -0.484   2.714  1.00  0.00           H  
HETATM   60  H26 UNL     1      -4.652   1.431   0.391  1.00  0.00           H  
HETATM   61  H27 UNL     1      -6.845   0.781   1.822  1.00  0.00           H  
HETATM   62  H28 UNL     1      -6.893   1.414   0.164  1.00  0.00           H  
HETATM   63  H29 UNL     1      -7.550  -0.643  -0.769  1.00  0.00           H  
HETATM   64  H30 UNL     1      -8.873   0.220   1.105  1.00  0.00           H  
HETATM   65  H31 UNL     1      -7.140  -2.752   0.154  1.00  0.00           H  
HETATM   66  H32 UNL     1      -6.357  -2.171   1.622  1.00  0.00           H  
HETATM   67  H33 UNL     1      -4.627  -2.739   0.078  1.00  0.00           H  
HETATM   68  H34 UNL     1      -5.541  -2.143  -1.312  1.00  0.00           H  
HETATM   69  H35 UNL     1      -3.955   0.927  -1.736  1.00  0.00           H  
HETATM   70  H36 UNL     1      -5.663   0.499  -1.693  1.00  0.00           H  
HETATM   71  H37 UNL     1      -4.494  -0.729  -2.382  1.00  0.00           H  
HETATM   72  H38 UNL     1      -3.035  -1.824   0.643  1.00  0.00           H  
HETATM   73  H39 UNL     1      -2.505  -0.463  -2.064  1.00  0.00           H  
HETATM   74  H40 UNL     1      -2.738  -2.180  -1.655  1.00  0.00           H  
HETATM   75  H41 UNL     1      -0.456  -1.421  -2.145  1.00  0.00           H  
HETATM   76  H42 UNL     1      -0.618  -2.342  -0.587  1.00  0.00           H  
HETATM   77  H43 UNL     1      -0.381   0.614  -2.422  1.00  0.00           H  
HETATM   78  H44 UNL     1       0.032   1.870  -1.234  1.00  0.00           H  
HETATM   79  H45 UNL     1      -1.632   1.306  -1.361  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3   14   38
CONECT    3    4   39   40
CONECT    4    5   41   42
CONECT    5    6    6    7
CONECT    7    8   43
CONECT    8    9   44   45
CONECT    9   10   46   47
CONECT   10   11   11   12   12
CONECT   10   13
CONECT   13   48
CONECT   14   15   33   49
CONECT   15   16   50   51
CONECT   16   17   52   53
CONECT   17   18   33   54
CONECT   18   19   30   55
CONECT   19   20   21   56
CONECT   20   57
CONECT   21   22   58   59
CONECT   22   23   28   60
CONECT   23   24   61   62
CONECT   24   25   26   63
CONECT   25   64
CONECT   26   27   65   66
CONECT   27   28   67   68
CONECT   28   29   30
CONECT   29   69   70   71
CONECT   30   31   72
CONECT   31   32   73   74
CONECT   32   33   75   76
CONECT   33   34
CONECT   34   77   78   79
END

HMDB0000874
     RDKit          3D
Tauroursodeoxycholic acid
 79 82  0  0  0  0  0  0  0  0999 V2000
    2.1458   -1.4057   -1.9639 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1223   -0.1464   -1.1474 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4640    0.1628   -0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5528    0.3904   -1.6033 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8189    0.6987   -0.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7968    0.7198    0.3754 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0314    0.9653   -1.5517 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2788    1.2673   -0.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7063    0.1112   -0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2545    0.5226    0.7582 S   0  0  0  0  0  6  0  0  0  0  0  0
   10.5971   -0.5917    1.7101 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3295    0.7835   -0.2335 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0348    1.9147    1.6714 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1306   -0.2268   -0.0238 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1656    1.0681    0.8118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2213    1.2278    1.3914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9637    0.0011    0.9121 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4378    0.2176    0.7957 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0168    0.0721    2.2050 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3827    0.8607    3.1313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4962    0.2650    2.1412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0237    0.4156    0.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5221    0.5359    0.7711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2807   -0.6575    0.3256 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.5006   -0.7043    1.0108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5050   -1.9069    0.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2705   -1.8771   -0.2696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5099   -0.5780   -0.2423 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6230    0.0582   -1.6370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0717   -0.8947    0.0003 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3585   -1.2161   -1.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8505   -1.4006   -1.0835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3160   -0.1692   -0.4616 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5909    0.9935   -1.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2138   -1.7587   -2.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6136   -2.2480   -1.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7524   -1.2897   -2.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8195    0.6699   -1.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8260   -0.6906    0.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3712    1.0923    0.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3003    1.2200   -2.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7552   -0.5524   -2.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0170    0.9399   -2.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2611    2.2199   -0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1136    1.3813   -1.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8258   -0.8217   -0.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9696    0.0303    0.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8244    1.6802    2.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2996   -1.0868    0.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8681    0.9371    1.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4113    1.9503    0.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1845    1.2946    2.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7503    2.1224    1.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7113   -0.8836    1.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6308    1.2215    0.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8351   -1.0078    2.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9201    1.6721    3.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7057    1.2602    2.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0678   -0.4837    2.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6524    1.4307    0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8447    0.7814    1.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8926    1.4137    0.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5500   -0.6426   -0.7695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8731    0.2195    1.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1400   -2.7521    0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3572   -2.1709    1.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6271   -2.7391    0.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5415   -2.1434   -1.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9553    0.9267   -1.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6628    0.4990   -1.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4940   -0.7288   -2.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0350   -1.8241    0.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5054   -0.4633   -2.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7384   -2.1800   -1.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4556   -1.4211   -2.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6178   -2.3422   -0.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3812    0.6144   -2.4220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0316    1.8698   -1.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6324    1.3062   -1.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  2  0
 10 13  1  0
  2 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  6
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  6
 33 14  1  0
 33 17  1  0
 30 18  1  0
 28 22  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  6
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 13 48  1  0
 14 49  1  1
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  1
 18 55  1  6
 19 56  1  1
 20 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  6
 25 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 27 68  1  0
 29 69  1  0
 29 70  1  0
 29 71  1  0
 30 72  1  1
 31 73  1  0
 31 74  1  0
 32 75  1  0
 32 76  1  0
 34 77  1  0
 34 78  1  0
 34 79  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Tauroursodeoxycholate	Generator
2-(((3-alpha,5-beta,7-beta)-3,7-Dihydroxy-24-oxocholan-24-yl) amino)ethanesulfonate	HMDB
2-(((3-alpha,5-beta,7-beta)-3,7-Dihydroxy-24-oxocholan-24-yl) amino)ethanesulfonic acid	HMDB
2-(((3-alpha,5-beta,7-beta)-3,7-Dihydroxy-24-oxocholan-24-yl)amino)-ethanesulfonate	HMDB
2-(((3-alpha,5-beta,7-beta)-3,7-Dihydroxy-24-oxocholan-24-yl)amino)-ethanesulfonic acid	HMDB
3a,7b-Dihydroxy-5b-cholanoyltaurine	HMDB
N-(3-alpha,7-beta-Dihydroxy-5-beta-cholan-24-oyl)-taurine	HMDB
TUDCA	HMDB
UR 906	HMDB
Ursodeoxycholyltaurine	HMDB
Tauroursodeoxycholic acid, monosodium salt, (3alpha,5beta,7alpha)-isomer	HMDB
Tauroursodeoxycholic acid, (3alpha,5alpha,7alpha)-isomer	HMDB
Tauroursodeoxycholic acid, monosodium salt, (3alpha,7alpha)-isomer	HMDB
(4R)-4-[(1S,2S,5R,9S,10R,11S,14R,15R)-5,9-Dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-N-(2-sulfoethyl)pentanimidate	HMDB
(4R)-4-[(1S,2S,5R,9S,10R,11S,14R,15R)-5,9-Dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-N-(2-sulphoethyl)pentanimidate	HMDB
(4R)-4-[(1S,2S,5R,9S,10R,11S,14R,15R)-5,9-Dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-N-(2-sulphoethyl)pentanimidic acid	HMDB

Chemical Formula

C₂₆H₄₅NO₆S

Average Molecular Weight

499.704

Monoisotopic Molecular Weight

499.296758867

IUPAC Name

2-[(4R)-4-[(1S,2S,5R,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

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

CAS Registry Number

14605-22-2

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)CC2C[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-VSHSPWMTSA-N

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

Not Available

Ontology

Physiological effect

Health effect

Nervous system disorder

Central nervous system disorder

Psychiatric disorder

Depression (PMID: 35445772)

Alzheimer's Disease (PMID: 30337151)

Cancer

Colorectal cancer (PMID: 21724466)

Digestive system disorder

Gastrointestinal disorder

Chronic diarrhea (PMID: 19900947)

Disposition

Biological location

Biofluid or Excreta

Non-excretory biofluid

Blood (PMID: 31643938)
Bile (PMID: 31643938)

Excreta

Feces (PMID: 31643938)
Urine (PMID: 1112456)

Urine (HMDB: HMDB0000874)

Organ

Tissue substructure

Hepatic tissue (HMDB: HMDB0000874)

Cellular substructure

Extracellular (HMDB: HMDB0000874)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0000874)

Source

Endogenous

Endogenous (HMDB: HMDB0000874)

Animal

Animal (HMDB: HMDB0000874)

Exogenous

Food

Food (HMDB: HMDB0000874)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0000874)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0000874)

Cellular process

Cell signaling (HMDB: HMDB0000874)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0000874)

Role

Physical Properties

State

Solid

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0075 g/L	ALOGPS
logP	1.38	ALOGPS
logP	0.81	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	-0.99	ChemAxon
pKa (Strongest Basic)	0.18	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	56.31 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	219.026	32859911
AllCCS	[M-H]-	209.994	32859911
DeepCCS	[M-2H]-	252.223	30932474
DeepCCS	[M+Na]+	227.351	30932474
AllCCS	[M+H]+	219.0	32859911
AllCCS	[M+H-H2O]+	217.6	32859911
AllCCS	[M+NH4]+	220.3	32859911
AllCCS	[M+Na]+	220.7	32859911
AllCCS	[M-H]-	210.0	32859911
AllCCS	[M+Na-2H]-	212.5	32859911
AllCCS	[M+HCOO]-	215.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tauroursodeoxycholic acid	[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)CC2C[C@H](O)CC[C@]12C	4887.6	Standard polar	33892256
Tauroursodeoxycholic acid	[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)CC2C[C@H](O)CC[C@]12C	3975.7	Standard non polar	33892256
Tauroursodeoxycholic acid	[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)CC2C[C@H](O)CC[C@]12C	4567.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tauroursodeoxycholic acid,1TMS,isomer #1	C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)CC4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	4179.8	Semi standard non polar	33892256
Tauroursodeoxycholic acid,1TMS,isomer #2	C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)CC4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4297.9	Semi standard non polar	33892256
Tauroursodeoxycholic acid,1TMS,isomer #3	C[C@H](CCC(=O)NCCS(=O)(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)CC4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	4348.3	Semi standard non polar	33892256
Tauroursodeoxycholic acid,1TMS,isomer #4	C[C@H](CCC(=O)N(CCS(=O)(=O)O)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)CC4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	4270.8	Semi standard non polar	33892256
Tauroursodeoxycholic acid,2TMS,isomer #1	C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)CC4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4132.9	Semi standard non polar	33892256
Tauroursodeoxycholic acid,2TMS,isomer #2	C[C@H](CCC(=O)NCCS(=O)(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)CC4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	4209.7	Semi standard non polar	33892256
Tauroursodeoxycholic acid,2TMS,isomer #3	C[C@H](CCC(=O)N(CCS(=O)(=O)O)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)CC4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	4104.5	Semi standard non polar	33892256
Tauroursodeoxycholic acid,2TMS,isomer #4	C[C@H](CCC(=O)NCCS(=O)(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)CC4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4353.5	Semi standard non polar	33892256
Tauroursodeoxycholic acid,2TMS,isomer #5	C[C@H](CCC(=O)N(CCS(=O)(=O)O)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)CC4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4271.9	Semi standard non polar	33892256
Tauroursodeoxycholic acid,2TMS,isomer #6	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)CC4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	4339.3	Semi standard non polar	33892256
Tauroursodeoxycholic acid,3TMS,isomer #1	C[C@H](CCC(=O)NCCS(=O)(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)CC4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4167.4	Semi standard non polar	33892256
Tauroursodeoxycholic acid,3TMS,isomer #1	C[C@H](CCC(=O)NCCS(=O)(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)CC4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4435.2	Standard non polar	33892256
Tauroursodeoxycholic acid,3TMS,isomer #1	C[C@H](CCC(=O)NCCS(=O)(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)CC4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4852.2	Standard polar	33892256
Tauroursodeoxycholic acid,3TMS,isomer #2	C[C@H](CCC(=O)N(CCS(=O)(=O)O)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)CC4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4052.2	Semi standard non polar	33892256
Tauroursodeoxycholic acid,3TMS,isomer #2	C[C@H](CCC(=O)N(CCS(=O)(=O)O)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)CC4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4504.2	Standard non polar	33892256
Tauroursodeoxycholic acid,3TMS,isomer #2	C[C@H](CCC(=O)N(CCS(=O)(=O)O)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)CC4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4917.0	Standard polar	33892256
Tauroursodeoxycholic acid,3TMS,isomer #3	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)CC4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	4151.1	Semi standard non polar	33892256
Tauroursodeoxycholic acid,3TMS,isomer #3	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)CC4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	4542.1	Standard non polar	33892256
Tauroursodeoxycholic acid,3TMS,isomer #3	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)CC4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	4888.9	Standard polar	33892256
Tauroursodeoxycholic acid,3TMS,isomer #4	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)CC4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4283.6	Semi standard non polar	33892256
Tauroursodeoxycholic acid,3TMS,isomer #4	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)CC4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4519.8	Standard non polar	33892256
Tauroursodeoxycholic acid,3TMS,isomer #4	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)CC4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4876.7	Standard polar	33892256
Tauroursodeoxycholic acid,4TMS,isomer #1	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)CC4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4124.8	Semi standard non polar	33892256
Tauroursodeoxycholic acid,4TMS,isomer #1	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)CC4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4645.0	Standard non polar	33892256
Tauroursodeoxycholic acid,4TMS,isomer #1	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C)[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)CC4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4678.3	Standard polar	33892256
Tauroursodeoxycholic acid,1TBDMS,isomer #1	C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)CC4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	4371.3	Semi standard non polar	33892256
Tauroursodeoxycholic acid,1TBDMS,isomer #2	C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)CC4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4497.3	Semi standard non polar	33892256
Tauroursodeoxycholic acid,1TBDMS,isomer #3	C[C@H](CCC(=O)NCCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)CC4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	4532.5	Semi standard non polar	33892256
Tauroursodeoxycholic acid,1TBDMS,isomer #4	C[C@H](CCC(=O)N(CCS(=O)(=O)O)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)CC4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	4527.9	Semi standard non polar	33892256
Tauroursodeoxycholic acid,2TBDMS,isomer #1	C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)CC4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4513.4	Semi standard non polar	33892256
Tauroursodeoxycholic acid,2TBDMS,isomer #2	C[C@H](CCC(=O)NCCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)CC4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	4582.2	Semi standard non polar	33892256
Tauroursodeoxycholic acid,2TBDMS,isomer #3	C[C@H](CCC(=O)N(CCS(=O)(=O)O)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)CC4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	4554.0	Semi standard non polar	33892256
Tauroursodeoxycholic acid,2TBDMS,isomer #4	C[C@H](CCC(=O)NCCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)CC4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4758.0	Semi standard non polar	33892256
Tauroursodeoxycholic acid,2TBDMS,isomer #5	C[C@H](CCC(=O)N(CCS(=O)(=O)O)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)CC4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4715.8	Semi standard non polar	33892256
Tauroursodeoxycholic acid,2TBDMS,isomer #6	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)CC4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	4791.8	Semi standard non polar	33892256
Tauroursodeoxycholic acid,3TBDMS,isomer #1	C[C@H](CCC(=O)NCCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)CC4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4742.0	Semi standard non polar	33892256
Tauroursodeoxycholic acid,3TBDMS,isomer #1	C[C@H](CCC(=O)NCCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)CC4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	5214.2	Standard non polar	33892256
Tauroursodeoxycholic acid,3TBDMS,isomer #1	C[C@H](CCC(=O)NCCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)CC4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4939.8	Standard polar	33892256
Tauroursodeoxycholic acid,3TBDMS,isomer #2	C[C@H](CCC(=O)N(CCS(=O)(=O)O)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)CC4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4703.8	Semi standard non polar	33892256
Tauroursodeoxycholic acid,3TBDMS,isomer #2	C[C@H](CCC(=O)N(CCS(=O)(=O)O)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)CC4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	5223.0	Standard non polar	33892256
Tauroursodeoxycholic acid,3TBDMS,isomer #2	C[C@H](CCC(=O)N(CCS(=O)(=O)O)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)CC4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	5010.2	Standard polar	33892256
Tauroursodeoxycholic acid,3TBDMS,isomer #3	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)CC4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	4780.7	Semi standard non polar	33892256
Tauroursodeoxycholic acid,3TBDMS,isomer #3	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)CC4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	5325.9	Standard non polar	33892256
Tauroursodeoxycholic acid,3TBDMS,isomer #3	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)CC4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	4988.3	Standard polar	33892256
Tauroursodeoxycholic acid,3TBDMS,isomer #4	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)CC4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4932.6	Semi standard non polar	33892256
Tauroursodeoxycholic acid,3TBDMS,isomer #4	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)CC4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	5296.9	Standard non polar	33892256
Tauroursodeoxycholic acid,3TBDMS,isomer #4	C[C@H](CCC(=O)N(CCS(=O)(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)CC4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4968.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tauroursodeoxycholic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-053r-0212900000-14bc097af3f7499753d7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tauroursodeoxycholic acid GC-MS (2 TMS) - 70eV, Positive	splash10-004i-4214259000-4a72734ef61b01c2f556	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tauroursodeoxycholic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tauroursodeoxycholic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tauroursodeoxycholic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tauroursodeoxycholic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tauroursodeoxycholic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tauroursodeoxycholic acid GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tauroursodeoxycholic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tauroursodeoxycholic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tauroursodeoxycholic acid GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tauroursodeoxycholic acid GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tauroursodeoxycholic acid GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tauroursodeoxycholic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tauroursodeoxycholic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tauroursodeoxycholic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tauroursodeoxycholic acid GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tauroursodeoxycholic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tauroursodeoxycholic acid GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tauroursodeoxycholic acid GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tauroursodeoxycholic acid GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tauroursodeoxycholic acid GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tauroursodeoxycholic acid GC-MS (TBDMS_2_6) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tauroursodeoxycholic acid 10V, Positive-QTOF	splash10-00e9-0801920000-ecfc97935416325b3ca5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tauroursodeoxycholic acid 20V, Positive-QTOF	splash10-00di-2901100000-9a3cf7f2963c041be363	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tauroursodeoxycholic acid 40V, Positive-QTOF	splash10-006x-8904100000-98cfa2606dbba4ef47a0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tauroursodeoxycholic acid 10V, Negative-QTOF	splash10-000t-2001900000-4adf0e40de3812e8d0ba	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tauroursodeoxycholic acid 20V, Negative-QTOF	splash10-001i-6404900000-4d05b6f0352aebf4228d	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tauroursodeoxycholic acid 40V, Negative-QTOF	splash10-001l-9102000000-63892e6e06f1123f8bfc	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tauroursodeoxycholic acid 10V, Negative-QTOF	splash10-0002-0000900000-31f17d1d48b7afdf3bae	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tauroursodeoxycholic acid 20V, Negative-QTOF	splash10-0002-0000900000-f4f03ef481870394f9e2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tauroursodeoxycholic acid 40V, Negative-QTOF	splash10-001i-9100300000-654e1207ef97c7662b6e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tauroursodeoxycholic acid 10V, Positive-QTOF	splash10-0gx0-0000940000-9827b7f4a5b2f54a7bd4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tauroursodeoxycholic acid 20V, Positive-QTOF	splash10-0nmi-4639730000-a8491d87ed7e9a353ee5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tauroursodeoxycholic acid 40V, Positive-QTOF	splash10-0f7x-3893000000-cc5d0b26da084a4d3a35	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Gall Bladder
Intestine
Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	2.0 (0.1-4.0) uM	Adult (>18 years old)	Both	Normal	14643509	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	20143319	details
Feces	Detected and Quantified	0.30 +/- 0.37 nmol/g dry feces	Not Specified	Not Specified	Normal	22664055	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Pancreatic ductal adenocarcinoma	20143319	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022294

KNApSAcK ID

Not Available

Chemspider ID

25949321

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tauroursodeoxycholic acid

METLIN ID

5835

PubChem Compound

12443252

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Zhuo, Chao; Feng, Wei; Wu, Da-jun; Xiong, Zhi-gang. Synthesis of tauroursodeoxycholic acid. Hecheng Huaxue (2002), 10(5), 444-446.

Material Safety Data Sheet (MSDS)

Not Available

General References

Rolo AP, Palmeira CM, Holy JM, Wallace KB: Role of mitochondrial dysfunction in combined bile acid-induced cytotoxicity: the switch between apoptosis and necrosis. Toxicol Sci. 2004 May;79(1):196-204. Epub 2004 Feb 19. [PubMed:14976352 ]
Tessier E, Neirinck L, Zhu Z: High-performance liquid chromatographic mass spectrometric method for the determination of ursodeoxycholic acid and its glycine and taurine conjugates in human plasma. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Dec 25;798(2):295-302. [PubMed:14643509 ]
Yamaguchi Y, Itami S, Nishida K, Ando Y, Okamoto S, Hosokawa K, Yoshikawa K: Taurin-conjugated ursodeoxycholic acid has a reversible inhibitory effect on human keratinocyte growth. J Dermatol Sci. 1998 Sep;18(1):35-42. [PubMed:9747660 ]
Shekels LL, Beste JE, Ho SB: Tauroursodeoxycholic acid protects in vitro models of human colonic cancer cells from cytotoxic effects of hydrophobic bile acids. J Lab Clin Med. 1996 Jan;127(1):57-66. [PubMed:8592097 ]
Lee DK, Park SY, Baik SK, Kwon SO, Chung JM, Oh ES, Kim HS: [Deoxycholic acid-induced signal transduction in HT-29 cells: role of NF-kappa B and interleukin-8]. Korean J Gastroenterol. 2004 Mar;43(3):176-85. [PubMed:15034288 ]
Cai W, Khaoustov VI, Xie Q, Pan T, Le W, Yoffe B: Interferon-alpha-induced modulation of glucocorticoid and serotonin receptors as a mechanism of depression. J Hepatol. 2005 Jun;42(6):880-7. Epub 2005 Apr 7. [PubMed:15885359 ]
Loria P, Bozzoli M, Concari M, Guicciardi ME, Carubbi F, Bertolotti M, Piani D, Nistri A, Angelico M, Romani M, Carulli N: Effect of taurohyodeoxycholic acid on biliary lipid secretion in humans. Hepatology. 1997 Jun;25(6):1306-14. [PubMed:9185744 ]
Henzel K, Thorborg C, Hofmann M, Zimmer G, Leuschner U: Toxicity of ethanol and acetaldehyde in hepatocytes treated with ursodeoxycholic or tauroursodeoxycholic acid. Biochim Biophys Acta. 2004 Feb 2;1644(1):37-45. [PubMed:14741743 ]
St-Pierre MV, Kullak-Ublick GA, Hagenbuch B, Meier PJ: Transport of bile acids in hepatic and non-hepatic tissues. J Exp Biol. 2001 May;204(Pt 10):1673-86. [PubMed:11316487 ]
Claudel T, Staels B, Kuipers F: The Farnesoid X receptor: a molecular link between bile acid and lipid and glucose metabolism. Arterioscler Thromb Vasc Biol. 2005 Oct;25(10):2020-30. Epub 2005 Jul 21. [PubMed:16037564 ]
Chiang JY: Bile acid regulation of hepatic physiology: III. Bile acids and nuclear receptors. Am J Physiol Gastrointest Liver Physiol. 2003 Mar;284(3):G349-56. [PubMed:12576301 ]
Davis RA, Miyake JH, Hui TY, Spann NJ: Regulation of cholesterol-7alpha-hydroxylase: BAREly missing a SHP. J Lipid Res. 2002 Apr;43(4):533-43. [PubMed:11907135 ]

Showing metabocard for Tauroursodeoxycholic acid (HMDB0000874)

MOL for HMDB0000874 (Tauroursodeoxycholic acid)

3D MOL for HMDB0000874 (Tauroursodeoxycholic acid)

3D SDF for HMDB0000874 (Tauroursodeoxycholic acid)

3D-SDF for HMDB0000874 (Tauroursodeoxycholic acid)

PDB for HMDB0000874 (Tauroursodeoxycholic acid)

3D PDB for HMDB0000874 (Tauroursodeoxycholic acid)

SMILES for HMDB0000874 (Tauroursodeoxycholic acid)

INCHI for HMDB0000874 (Tauroursodeoxycholic acid)

Structure for HMDB0000874 (Tauroursodeoxycholic acid)

3D Structure for HMDB0000874 (Tauroursodeoxycholic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra