MiMeDB: Showing metabocard for Taurochenodesoxycholic acid (MMDBc0000173)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-10-27 23:38:33 UTC

Update Date

2024-04-30 19:31:19 UTC

Metabolite ID

MMDBc0000173

Metabolite Identification

Common Name

Taurochenodesoxycholic acid

Description

Taurochenodesoxycholic acid is a bile acid formed in the liver by conjugation of chenodeoxycholate with taurine, usually as the sodium salt. 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 ). Taurochenodesoxycholic acid has been found to be a microbial metabolite.

Structure

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


  Mrv1652309201916022D          

 39 42  0  0  0  0            999 V2000
 9998.933710001.0346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7957 9999.7851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9358 9997.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.6538 9997.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7957 9997.3033    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5083 9998.5503    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2209 9999.7851    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9337 9998.5503    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5078 9999.3714    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.5078 9997.7214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2223 9998.1338    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.2223 9998.9589    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9996.0810 9999.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.3665 9998.9575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.3665 9998.1324    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.0810 9997.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7955 9998.1324    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.7955 9998.9575    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.220310000.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.505810000.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.934810000.2053    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.9348 9999.3803    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.7194 9999.1254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.2043 9999.7928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.719610001.2909    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.434010001.7035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.150010001.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.863910001.7035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.579810001.2909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10003.293710001.7035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.009710001.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.725710001.7035    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
10005.138310002.4195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.313010002.4195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10005.441710001.2909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.863910002.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.004710001.7035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.434010000.8782    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.719410000.4603    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  9 12  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 11  3  1  6  0  0  0
 20  9  1  0  0  0  0
  9  6  1  6  0  0  0
 12  7  1  1  0  0  0
 15  4  1  6  0  0  0
  9 18  1  0  0  0  0
 18  2  1  1  0  0  0
 17 10  1  0  0  0  0
 17  5  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
 25 26  1  0  0  0  0
 25 37  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 36  2  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  2  0  0  0  0
 32 34  2  0  0  0  0
 32 35  1  0  0  0  0
 39 25  1  0  0  0  0
 39 38  1  6  0  0  0
 39 21  1  0  0  0  0
 39 24  1  0  0  0  0
 22  8  1  6  0  0  0
 12 22  1  0  0  0  0
 19 21  1  0  0  0  0
 21  1  1  1  0  0  0
M  END

HMDB0000951
     RDKit          3D
Taurochenodesoxycholic acid
 79 82  0  0  0  0  0  0  0  0999 V2000
    2.7209    1.6752   -0.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4520    1.1563    0.5225 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2064   -0.0116    1.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6810    0.1133    1.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4857    0.2465   -0.0604 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0450   -0.0656   -1.1831 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8352    0.7483   -0.0076 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6182    0.8765   -1.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8473   -0.4260   -1.9282 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6871   -1.6096   -0.9201 S   0  0  0  0  0  6  0  0  0  0  0  0
    7.8112   -1.8471    0.2995 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8533   -2.8642   -1.7116 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1796   -1.0539   -0.4298 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0029    1.1553    0.9221 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5176    2.5908    0.8538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6776    2.5278   -0.1229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1759    1.1798    0.2733 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3247    0.6033   -0.4127 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8277   -0.5302    0.4822 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6827   -1.5062    0.6240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4225   -0.8963    1.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0476    0.2760    0.2678 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2970   -0.1711   -1.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0932   -1.1264    0.0639 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7973   -2.4125   -0.7237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8293   -1.6137    1.3207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1586   -2.2299    0.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0969   -1.1978    0.3751 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.1066   -0.8418    1.2701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2937    0.0365    0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0389   -0.3192   -0.7278 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5266    0.9804   -1.2595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4671    1.6148   -0.4143 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9187    1.8944    0.8658 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9983    2.5060   -1.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6775    0.8818   -1.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7053    2.1928   -0.9610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8442    2.0155    1.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8457   -0.2917    2.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0309   -0.9413    0.4144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8484    1.0874    1.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1067   -0.6554    1.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2294    1.0166    0.9127 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6161    1.3146   -1.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1306    1.5574   -1.9393 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9212   -0.8438   -2.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5099   -0.2093   -2.7932 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1807   -0.0697   -0.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0120    0.8907    2.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1061    2.9391    1.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2605    3.3216    0.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4031    3.2894    0.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3859    2.6490   -1.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4352    1.2733    1.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2182    0.2632   -1.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9329   -0.0489    1.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5508   -2.1639   -0.2526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0232   -2.2168    1.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3377   -1.6813    1.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6294   -0.4640    2.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5713   -0.8330   -1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1619   -0.8587   -1.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3166    0.6308   -1.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7750   -2.6892   -1.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5101   -3.2389   -0.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1083   -2.2155   -1.5684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0378   -0.7716    2.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2214   -2.3433    1.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6163   -2.5715    1.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0590   -3.1313    0.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5802   -1.5207   -0.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2975    0.1227    1.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0594    0.6468    0.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9043    0.6696   -0.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4464   -0.8812   -1.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1123    0.8602   -2.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3521    1.7434   -1.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1032    2.5220   -0.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3567    2.5093    1.3601 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
 20 21  1  0
 21 22  1  0
 22 23  1  6
 19 24  1  0
 24 25  1  6
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 22 14  1  0
 31 24  1  0
 22 17  1  0
 33 18  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  1
  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
 20 58  1  0
 21 59  1  0
 21 60  1  0
 23 61  1  0
 23 62  1  0
 23 63  1  0
 25 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  0
 27 70  1  0
 28 71  1  6
 29 72  1  0
 30 73  1  0
 30 74  1  0
 31 75  1  6
 32 76  1  0
 32 77  1  0
 33 78  1  6
 34 79  1  0
M  END


  Mrv1652309201916022D          

 39 42  0  0  0  0            999 V2000
 9998.933710001.0346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7957 9999.7851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9358 9997.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.6538 9997.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7957 9997.3033    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5083 9998.5503    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2209 9999.7851    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9337 9998.5503    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5078 9999.3714    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.5078 9997.7214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2223 9998.1338    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.2223 9998.9589    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9996.0810 9999.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.3665 9998.9575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.3665 9998.1324    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.0810 9997.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7955 9998.1324    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.7955 9998.9575    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.220310000.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.505810000.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.934810000.2053    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.9348 9999.3803    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.7194 9999.1254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.2043 9999.7928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.719610001.2909    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.434010001.7035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.150010001.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.863910001.7035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.579810001.2909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10003.293710001.7035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.009710001.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.725710001.7035    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
10005.138310002.4195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.313010002.4195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10005.441710001.2909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.863910002.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.004710001.7035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.434010000.8782    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.719410000.4603    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  9 12  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 11  3  1  6  0  0  0
 20  9  1  0  0  0  0
  9  6  1  6  0  0  0
 12  7  1  1  0  0  0
 15  4  1  6  0  0  0
  9 18  1  0  0  0  0
 18  2  1  1  0  0  0
 17 10  1  0  0  0  0
 17  5  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
 25 26  1  0  0  0  0
 25 37  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 36  2  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  2  0  0  0  0
 32 34  2  0  0  0  0
 32 35  1  0  0  0  0
 39 25  1  0  0  0  0
 39 38  1  6  0  0  0
 39 21  1  0  0  0  0
 39 24  1  0  0  0  0
 22  8  1  6  0  0  0
 12 22  1  0  0  0  0
 19 21  1  0  0  0  0
 21  1  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000173

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=O)NCCS(O)(=O)=O

> <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-BJLOMENOSA-N

> <FORMULA>
C26H45NO6S

> <MOLECULAR_WEIGHT>
499.704

> <EXACT_MASS>
499.296758867

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
56.655747046215936

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]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>
123.92999999999999

> <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,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]ethanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000951
     RDKit          3D
Taurochenodesoxycholic acid
 79 82  0  0  0  0  0  0  0  0999 V2000
    2.7209    1.6752   -0.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4520    1.1563    0.5225 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2064   -0.0116    1.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6810    0.1133    1.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4857    0.2465   -0.0604 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0450   -0.0656   -1.1831 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8352    0.7483   -0.0076 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6182    0.8765   -1.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8473   -0.4260   -1.9282 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6871   -1.6096   -0.9201 S   0  0  0  0  0  6  0  0  0  0  0  0
    7.8112   -1.8471    0.2995 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8533   -2.8642   -1.7116 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1796   -1.0539   -0.4298 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0029    1.1553    0.9221 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5176    2.5908    0.8538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6776    2.5278   -0.1229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1759    1.1798    0.2733 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3247    0.6033   -0.4127 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8277   -0.5302    0.4822 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6827   -1.5062    0.6240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4225   -0.8963    1.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0476    0.2760    0.2678 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2970   -0.1711   -1.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0932   -1.1264    0.0639 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7973   -2.4125   -0.7237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8293   -1.6137    1.3207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1586   -2.2299    0.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0969   -1.1978    0.3751 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.1066   -0.8418    1.2701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2937    0.0365    0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0389   -0.3192   -0.7278 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5266    0.9804   -1.2595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4671    1.6148   -0.4143 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9187    1.8944    0.8658 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9983    2.5060   -1.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6775    0.8818   -1.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7053    2.1928   -0.9610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8442    2.0155    1.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8457   -0.2917    2.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0309   -0.9413    0.4144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8484    1.0874    1.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1067   -0.6554    1.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2294    1.0166    0.9127 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6161    1.3146   -1.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1306    1.5574   -1.9393 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9212   -0.8438   -2.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5099   -0.2093   -2.7932 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1807   -0.0697   -0.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0120    0.8907    2.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1061    2.9391    1.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2605    3.3216    0.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4031    3.2894    0.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3859    2.6490   -1.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4352    1.2733    1.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2182    0.2632   -1.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9329   -0.0489    1.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5508   -2.1639   -0.2526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0232   -2.2168    1.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3377   -1.6813    1.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6294   -0.4640    2.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5713   -0.8330   -1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1619   -0.8587   -1.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3166    0.6308   -1.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7750   -2.6892   -1.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5101   -3.2389   -0.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1083   -2.2155   -1.5684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0378   -0.7716    2.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2214   -2.3433    1.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6163   -2.5715    1.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0590   -3.1313    0.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5802   -1.5207   -0.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2975    0.1227    1.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0594    0.6468    0.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9043    0.6696   -0.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4464   -0.8812   -1.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1123    0.8602   -2.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3521    1.7434   -1.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1032    2.5220   -0.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3567    2.5093    1.3601 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
 20 21  1  0
 21 22  1  0
 22 23  1  6
 19 24  1  0
 24 25  1  6
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 22 14  1  0
 31 24  1  0
 22 17  1  0
 33 18  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  1
  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
 20 58  1  0
 21 59  1  0
 21 60  1  0
 23 61  1  0
 23 62  1  0
 23 63  1  0
 25 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  0
 27 70  1  0
 28 71  1  6
 29 72  1  0
 30 73  1  0
 30 74  1  0
 31 75  1  6
 32 76  1  0
 32 77  1  0
 33 78  1  6
 34 79  1  0
M  END

HEADER    PROTEIN                                 20-SEP-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-SEP-19         0                                  
HETATM    1  C   UNK     0    8664.6768668.598   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8660.6858666.266   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8664.6808662.405   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8656.6878662.405   0.000  0.00  0.00           O+0
HETATM    5  H   UNK     0    8660.6858661.633   0.000  0.00  0.00           H+0
HETATM    6  H   UNK     0    8662.0158663.961   0.000  0.00  0.00           H+0
HETATM    7  H   UNK     0    8663.3468666.266   0.000  0.00  0.00           H+0
HETATM    8  H   UNK     0    8664.6768663.961   0.000  0.00  0.00           H+0
HETATM    9  C   UNK     0    8662.0158665.493   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8662.0158662.413   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8663.3488663.183   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8663.3488664.723   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8659.3518665.491   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8658.0178664.721   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8658.0178663.180   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8659.3518662.411   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8660.6858663.180   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8660.6858664.721   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8663.3458667.820   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8662.0118667.050   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8664.6788667.050   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8664.6788665.510   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8666.1438665.034   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8667.0488666.280   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8666.1438669.076   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8667.4778669.847   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8668.8138669.076   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8670.1468669.847   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0    8671.4828669.076   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0    8672.8158669.847   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8674.1518669.076   0.000  0.00  0.00           C+0
HETATM   32  S   UNK     0    8675.4888669.847   0.000  0.00  0.00           S+0
HETATM   33  O   UNK     0    8676.2588671.183   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0    8674.7188671.183   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0    8676.8258669.076   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0    8670.1468671.387   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0    8664.8098669.847   0.000  0.00  0.00           C+0
HETATM   38  H   UNK     0    8667.4778668.306   0.000  0.00  0.00           H+0
HETATM   39  C   UNK     0    8666.1438667.526   0.000  0.00  0.00           C+0
CONECT    1   21                                                            
CONECT    2   18                                                            
CONECT    3   11                                                            
CONECT    4   15                                                            
CONECT    5   17                                                            
CONECT    6    9                                                            
CONECT    7   12                                                            
CONECT    8   22                                                            
CONECT    9   12   20    6   18                                             
CONECT   10   11   17                                                       
CONECT   11   10   12    3                                                  
CONECT   12    9   11    7   22                                             
CONECT   13   14   18                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16    4                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   10    5                                             
CONECT   18   13   17    9    2                                             
CONECT   19   20   21                                                       
CONECT   20   19    9                                                       
CONECT   21   22   39   19    1                                             
CONECT   22   21   23    8   12                                             
CONECT   23   22   24                                                       
CONECT   24   23   39                                                       
CONECT   25   26   37   39                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   36                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34   35                                             
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   32                                                            
CONECT   36   28                                                            
CONECT   37   25                                                            
CONECT   38   39                                                            
CONECT   39   25   38   21   24                                             
MASTER        0    0    0    0    0    0    0    0   39    0   84    0
END

COMPND    HMDB0000951
HETATM    1  C1  UNL     1       2.721   1.675  -0.838  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.452   1.156   0.522  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.206  -0.012   1.027  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.681   0.113   1.142  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.486   0.246  -0.060  1.00  0.00           C  
HETATM    6  O1  UNL     1       5.045  -0.066  -1.183  1.00  0.00           O  
HETATM    7  N1  UNL     1       6.835   0.748  -0.008  1.00  0.00           N  
HETATM    8  C6  UNL     1       7.618   0.877  -1.190  1.00  0.00           C  
HETATM    9  C7  UNL     1       7.847  -0.426  -1.928  1.00  0.00           C  
HETATM   10  S1  UNL     1       8.687  -1.610  -0.920  1.00  0.00           S  
HETATM   11  O2  UNL     1       7.811  -1.847   0.299  1.00  0.00           O  
HETATM   12  O3  UNL     1       8.853  -2.864  -1.712  1.00  0.00           O  
HETATM   13  O4  UNL     1      10.180  -1.054  -0.430  1.00  0.00           O  
HETATM   14  C8  UNL     1       1.003   1.155   0.922  1.00  0.00           C  
HETATM   15  C9  UNL     1       0.518   2.591   0.854  1.00  0.00           C  
HETATM   16  C10 UNL     1      -0.678   2.528  -0.123  1.00  0.00           C  
HETATM   17  C11 UNL     1      -1.176   1.180   0.273  1.00  0.00           C  
HETATM   18  C12 UNL     1      -2.325   0.603  -0.413  1.00  0.00           C  
HETATM   19  C13 UNL     1      -2.828  -0.530   0.482  1.00  0.00           C  
HETATM   20  C14 UNL     1      -1.683  -1.506   0.624  1.00  0.00           C  
HETATM   21  C15 UNL     1      -0.423  -0.896   1.155  1.00  0.00           C  
HETATM   22  C16 UNL     1       0.048   0.276   0.268  1.00  0.00           C  
HETATM   23  C17 UNL     1       0.297  -0.171  -1.118  1.00  0.00           C  
HETATM   24  C18 UNL     1      -4.093  -1.126   0.064  1.00  0.00           C  
HETATM   25  C19 UNL     1      -3.797  -2.413  -0.724  1.00  0.00           C  
HETATM   26  C20 UNL     1      -4.829  -1.614   1.321  1.00  0.00           C  
HETATM   27  C21 UNL     1      -6.159  -2.230   0.958  1.00  0.00           C  
HETATM   28  C22 UNL     1      -7.097  -1.198   0.375  1.00  0.00           C  
HETATM   29  O5  UNL     1      -8.107  -0.842   1.270  1.00  0.00           O  
HETATM   30  C23 UNL     1      -6.294   0.037   0.088  1.00  0.00           C  
HETATM   31  C24 UNL     1      -5.039  -0.319  -0.728  1.00  0.00           C  
HETATM   32  C25 UNL     1      -4.527   0.980  -1.259  1.00  0.00           C  
HETATM   33  C26 UNL     1      -3.467   1.615  -0.414  1.00  0.00           C  
HETATM   34  O6  UNL     1      -3.919   1.894   0.866  1.00  0.00           O  
HETATM   35  H1  UNL     1       1.998   2.506  -1.115  1.00  0.00           H  
HETATM   36  H2  UNL     1       2.677   0.882  -1.603  1.00  0.00           H  
HETATM   37  H3  UNL     1       3.705   2.193  -0.961  1.00  0.00           H  
HETATM   38  H4  UNL     1       2.844   2.016   1.210  1.00  0.00           H  
HETATM   39  H5  UNL     1       2.846  -0.292   2.057  1.00  0.00           H  
HETATM   40  H6  UNL     1       3.031  -0.941   0.414  1.00  0.00           H  
HETATM   41  H7  UNL     1       4.848   1.087   1.727  1.00  0.00           H  
HETATM   42  H8  UNL     1       5.107  -0.655   1.853  1.00  0.00           H  
HETATM   43  H9  UNL     1       7.229   1.017   0.913  1.00  0.00           H  
HETATM   44  H10 UNL     1       8.616   1.315  -1.009  1.00  0.00           H  
HETATM   45  H11 UNL     1       7.131   1.557  -1.939  1.00  0.00           H  
HETATM   46  H12 UNL     1       6.921  -0.844  -2.319  1.00  0.00           H  
HETATM   47  H13 UNL     1       8.510  -0.209  -2.793  1.00  0.00           H  
HETATM   48  H14 UNL     1      10.181  -0.070  -0.352  1.00  0.00           H  
HETATM   49  H15 UNL     1       1.012   0.891   2.026  1.00  0.00           H  
HETATM   50  H16 UNL     1       0.106   2.939   1.847  1.00  0.00           H  
HETATM   51  H17 UNL     1       1.260   3.322   0.567  1.00  0.00           H  
HETATM   52  H18 UNL     1      -1.403   3.289   0.206  1.00  0.00           H  
HETATM   53  H19 UNL     1      -0.386   2.649  -1.158  1.00  0.00           H  
HETATM   54  H20 UNL     1      -1.435   1.273   1.374  1.00  0.00           H  
HETATM   55  H21 UNL     1      -2.218   0.263  -1.440  1.00  0.00           H  
HETATM   56  H22 UNL     1      -2.933  -0.049   1.501  1.00  0.00           H  
HETATM   57  H23 UNL     1      -1.551  -2.164  -0.253  1.00  0.00           H  
HETATM   58  H24 UNL     1      -2.023  -2.217   1.439  1.00  0.00           H  
HETATM   59  H25 UNL     1       0.338  -1.681   1.209  1.00  0.00           H  
HETATM   60  H26 UNL     1      -0.629  -0.464   2.139  1.00  0.00           H  
HETATM   61  H27 UNL     1      -0.571  -0.833  -1.424  1.00  0.00           H  
HETATM   62  H28 UNL     1       1.162  -0.859  -1.233  1.00  0.00           H  
HETATM   63  H29 UNL     1       0.317   0.631  -1.876  1.00  0.00           H  
HETATM   64  H30 UNL     1      -4.775  -2.689  -1.198  1.00  0.00           H  
HETATM   65  H31 UNL     1      -3.510  -3.239  -0.077  1.00  0.00           H  
HETATM   66  H32 UNL     1      -3.108  -2.216  -1.568  1.00  0.00           H  
HETATM   67  H33 UNL     1      -5.038  -0.772   2.012  1.00  0.00           H  
HETATM   68  H34 UNL     1      -4.221  -2.343   1.868  1.00  0.00           H  
HETATM   69  H35 UNL     1      -6.616  -2.571   1.909  1.00  0.00           H  
HETATM   70  H36 UNL     1      -6.059  -3.131   0.324  1.00  0.00           H  
HETATM   71  H37 UNL     1      -7.580  -1.521  -0.553  1.00  0.00           H  
HETATM   72  H38 UNL     1      -8.297   0.123   1.257  1.00  0.00           H  
HETATM   73  H39 UNL     1      -6.059   0.647   0.959  1.00  0.00           H  
HETATM   74  H40 UNL     1      -6.904   0.670  -0.606  1.00  0.00           H  
HETATM   75  H41 UNL     1      -5.446  -0.881  -1.611  1.00  0.00           H  
HETATM   76  H42 UNL     1      -4.112   0.860  -2.288  1.00  0.00           H  
HETATM   77  H43 UNL     1      -5.352   1.743  -1.362  1.00  0.00           H  
HETATM   78  H44 UNL     1      -3.103   2.522  -0.895  1.00  0.00           H  
HETATM   79  H45 UNL     1      -3.357   2.509   1.360  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   22   49
CONECT   15   16   50   51
CONECT   16   17   52   53
CONECT   17   18   22   54
CONECT   18   19   33   55
CONECT   19   20   24   56
CONECT   20   21   57   58
CONECT   21   22   59   60
CONECT   22   23
CONECT   23   61   62   63
CONECT   24   25   26   31
CONECT   25   64   65   66
CONECT   26   27   67   68
CONECT   27   28   69   70
CONECT   28   29   30   71
CONECT   29   72
CONECT   30   31   73   74
CONECT   31   32   75
CONECT   32   33   76   77
CONECT   33   34   78
CONECT   34   79
END

HMDB0000951
     RDKit          3D
Taurochenodesoxycholic acid
 79 82  0  0  0  0  0  0  0  0999 V2000
    2.7209    1.6752   -0.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4520    1.1563    0.5225 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2064   -0.0116    1.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6810    0.1133    1.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4857    0.2465   -0.0604 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0450   -0.0656   -1.1831 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8352    0.7483   -0.0076 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6182    0.8765   -1.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8473   -0.4260   -1.9282 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6871   -1.6096   -0.9201 S   0  0  0  0  0  6  0  0  0  0  0  0
    7.8112   -1.8471    0.2995 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8533   -2.8642   -1.7116 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1796   -1.0539   -0.4298 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0029    1.1553    0.9221 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5176    2.5908    0.8538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6776    2.5278   -0.1229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1759    1.1798    0.2733 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3247    0.6033   -0.4127 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8277   -0.5302    0.4822 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6827   -1.5062    0.6240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4225   -0.8963    1.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0476    0.2760    0.2678 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2970   -0.1711   -1.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0932   -1.1264    0.0639 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7973   -2.4125   -0.7237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8293   -1.6137    1.3207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1586   -2.2299    0.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0969   -1.1978    0.3751 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.1066   -0.8418    1.2701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2937    0.0365    0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0389   -0.3192   -0.7278 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5266    0.9804   -1.2595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4671    1.6148   -0.4143 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9187    1.8944    0.8658 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9983    2.5060   -1.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6775    0.8818   -1.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7053    2.1928   -0.9610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8442    2.0155    1.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8457   -0.2917    2.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0309   -0.9413    0.4144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8484    1.0874    1.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1067   -0.6554    1.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2294    1.0166    0.9127 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6161    1.3146   -1.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1306    1.5574   -1.9393 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9212   -0.8438   -2.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5099   -0.2093   -2.7932 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1807   -0.0697   -0.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0120    0.8907    2.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1061    2.9391    1.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2605    3.3216    0.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4031    3.2894    0.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3859    2.6490   -1.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4352    1.2733    1.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2182    0.2632   -1.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9329   -0.0489    1.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5508   -2.1639   -0.2526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0232   -2.2168    1.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3377   -1.6813    1.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6294   -0.4640    2.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5713   -0.8330   -1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1619   -0.8587   -1.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3166    0.6308   -1.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7750   -2.6892   -1.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5101   -3.2389   -0.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1083   -2.2155   -1.5684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0378   -0.7716    2.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2214   -2.3433    1.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6163   -2.5715    1.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0590   -3.1313    0.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5802   -1.5207   -0.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2975    0.1227    1.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0594    0.6468    0.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9043    0.6696   -0.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4464   -0.8812   -1.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1123    0.8602   -2.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3521    1.7434   -1.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1032    2.5220   -0.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3567    2.5093    1.3601 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
 20 21  1  0
 21 22  1  0
 22 23  1  6
 19 24  1  0
 24 25  1  6
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 22 14  1  0
 31 24  1  0
 22 17  1  0
 33 18  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  1
  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
 20 58  1  0
 21 59  1  0
 21 60  1  0
 23 61  1  0
 23 62  1  0
 23 63  1  0
 25 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  0
 27 70  1  0
 28 71  1  6
 29 72  1  0
 30 73  1  0
 30 74  1  0
 31 75  1  6
 32 76  1  0
 32 77  1  0
 33 78  1  6
 34 79  1  0
M  END

Synonyms

Value	Source
Chenodeoxycholoyltaurine	ChEBI
Taurine chenodeoxycholate	ChEBI
Taurochenodeoxycholate	ChEBI
Taurochenodeoxycholic acid	Kegg
Taurine chenodeoxycholic acid	Generator
Taurochenodesoxycholate	Generator
12-Deoxycholyltaurine	HMDB
12-Desoxycholyltaurine	HMDB
3a,7a-Dihydroxy-N-(2-sulfoethyl)-5b-cholan-24-amide	HMDB
Chenodeoxycholyltaurine	HMDB
Chenyltaurine	HMDB
N-(3a,7a-Dihydroxy-5b-cholan-24-oyl)-taurine	HMDB
Acid, taurochenodeoxycholic	HMDB
Chenodeoxycholate, taurine	HMDB

Molecular Formula

C₂₆H₄₅NO₆S

Average Mass

499.704

Monoisotopic Mass

499.296758867

IUPAC Name

2-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]ethane-1-sulfonic acid

Traditional Name

2-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]ethanesulfonic acid

CAS Registry Number

516-35-8

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=O)NCCS(O)(=O)=O

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-BJLOMENOSA-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-hydroxysteroid
Fatty acyl
Fatty amide
N-acyl-amine
Alkanesulfonic acid
Cyclic alcohol
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Organosulfonic acid
Sulfonyl
Secondary alcohol
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Alcohol
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

bile acid taurine conjugate (CHEBI:16525 )
C26 bile acids, alcohols, and derivatives (C05465 )
Taurine conjugates (C05465 )
Taurine conjugates (LMST05040005 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0075 g/L	ALOGPS
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	56.66 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-053r-0212900000-197acffecf402e598644	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-004i-4214329000-11c176071503161e2cd4	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_6) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-IT , negative	splash10-02ar-0006900000-53366e607f8bd2e50783	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0og0-1595100000-2488fbc0ad2dab225684	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-01q9-0000920000-d308c77003ce029da322	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0000900000-4f77a6fb2b33e4e1a35f	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0000900000-671f53e46ce019da43dc	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0og0-1595100000-6670e8e89de5e9a0c3a1	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-01q9-0000920000-0b63233ca30c95bee595	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0000900000-54b7fff092e1f9db6a20	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-0002-0000900000-f978cbaedb898eee1843	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00e9-0801920000-ecfc97935416325b3ca5	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-2901100000-9a3cf7f2963c041be363	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-006x-8904100000-98cfa2606dbba4ef47a0	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000t-2001900000-4adf0e40de3812e8d0ba	2016-08-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-6404900000-4d05b6f0352aebf4228d	2016-08-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001l-9102000000-63892e6e06f1123f8bfc	2016-08-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0ue9-0000970000-8561365963466c5db093	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0bvi-3509710000-451e758e0b96f9fa8ee7	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00l5-9463000000-16d35ecb5101cbd28ea9	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0000900000-31f17d1d48b7afdf3bae	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0000900000-a426f175803c68cb8313	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000t-7400900000-5a469259d1091a858347	2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Bile
Blood
Feces
Placenta
Urine

Tissue Locations

Placenta

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192196	Bile acid-CoA:amino acid N-acyltransferase	Enzyme	Q14032	Homo sapiens
MMDBp0192630	Cytochrome P450 3A4	Unknown	P08684	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0002203	Taurochenodesoxycholic acid	Taurochenodesoxycholic acid	Not Available	Bile Acid Intracellular Transport	VMH	30371894
MMDBr0002204	Taurochenodesoxycholic acid	Taurochenodesoxycholic acid	Not Available	Bile Acid Intracellular Transport	VMH	30371894
MMDBr0002827	Adenosine triphosphate	ADP	Atp-binding cassette, sub-family b (mdr/tap), member 11	ATP-Binding Cassette (ABC) Tcdb:3.A.1.201.2	VMH	15297262 17416343
MMDBr0002828	Adenosine triphosphate	ADP	Not Available	Vesicular Transport	VMH	15297262 17416343
MMDBr0002983	Sodium	Sodium	Solute carrier family 10 (sodium/bile acid cotransporter), member 1	Glycoside-Pentoside-Hexuronide (Gph):Cation Symporter Tcdb:2.A.28.1.1	VMH	11076396 11819755 17404808 6384004
MMDBr0003555	Glutathione	Glutathione	Solute carrier organic anion transporter family, member 1a2	Resistance-Nodulation-Cell Division (Rnd) Tcdb:2.A.60.1.14	VMH	11076394 11076396 14579113
MMDBr0003572	1-(S-Glutathionyl)-2,4-Dinitrobenzene	1-(S-Glutathionyl)-2,4-Dinitrobenzene	Solute carrier organic anion transporter family, member 1a2	Resistance-Nodulation-Cell Division (Rnd) Tcdb:2.A.60.1.14	VMH	11076394 11076396 14579113
MMDBr0003573	S-Glutathionyl-Ethacrynic-Acid	S-Glutathionyl-Ethacrynic-Acid	Solute carrier organic anion transporter family, member 1a2	Resistance-Nodulation-Cell Division (Rnd) Tcdb:2.A.60.1.14	VMH	11076394 11076396 14579113
MMDBr0004104	Chenodeoxycholoyl-CoA	Coenzyme A	Bile acid coa:amino acid n-acyltransferase	Bile Acid-CoA:Amino Acid N-Acyltransferase	VMH; KEGG	30371894
MMDBr0004105	Chenodeoxycholoyl-CoA	Coenzyme A	Bile acid coa:amino acid n-acyltransferase	Bile Acid-CoA:Amino Acid N-Acyltransferase	VMH	11980911
MMDBr0012411	NADPH	Water	Cytochrome p450, family 3, subfamily a, polypeptide 4	Taurochenodeoxycholic acid 6alpha-hydroxylase	VMH	30371894
MMDBr0012624	Water	Chenodeoxycholic acid	Not Available	Taurochenodeoxycholate hydrolysis by bile salt hydrolase (EC 3.5.1.24, EC 3.5.1.74)	VMH	30371894
MMDBr0013520	Water	Chenodeoxycholic acid	Conjugated bile acid hydrolase	Hydrolysis of bond	RHEA	34755880
MMDBr0013521	Water	Chenodeoxycholic acid	Conjugated bile acid hydrolase	Hydrolysis of bond	RHEA	34755880
MMDBr0016702	NAD	7-oxotaurolithocholic acid	7alpha-hydroxysteroid dehydrogenase	Dehydrogenation	RHEA	34755880
MMDBr0016703	NAD	7-oxotaurolithocholic acid	7alpha-hydroxysteroid dehydrogenase	Dehydrogenation	RHEA	34755880
MMDBr0017456	NADP(+)	7-oxotaurolithocholic acid	7alpha-hydroxysteroid dehydrogenase	Dehydrogenation	RHEA	34755880
MMDBr0017457	NADP(+)	7-oxotaurolithocholic acid	7alpha-hydroxysteroid dehydrogenase	Dehydrogenation	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Biliary atresia		Association	Human Urine	HMDB	3944741

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	103	Human ; Human mucosa; Human vaginal fluid; Human supragingival plaque; Human feces; Human saliva; Human urine; Human sputum; Pig	Microbial culture; Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction
Bacteria	Bacteroidetes	52	Human feces; Human ; Human urine; Human stool; Human appendix biopsy; Human saliva	Microbial culture; Metabolic reconstruction
Bacteria	Proteobacteria	6	Human ; Human feces	Microbial culture; Metabolic reconstruction
Bacteria	Actinobacteria	38	Human ; Human feces; Human saliva; Human mucosa; Human stool	Microbial culture; Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction
Bacteria	Fusobacteria	3	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	2		Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Bacteria/NULL	Firmicutes	1	Human ; Human mucosa; Human vaginal fluid; Human supragingival plaque; Human feces; Human saliva; Human urine; Human sputum; Pig	Microbial culture; Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Bile	Detected and Quantified	>0.01				uM	Adult (>18 years old)	Both	Normal	HMDB	659989
Human Urine	Detected and Quantified	0.013	0.021			umol/mmol creatinine	Adult (>18 years old)	Both	Biliary atresia	HMDB	3944741
Human Urine	Detected and Quantified	0.00065	0.0019			umol/mmol creatinine	Children (1-13 years old)	Both	Normal	HMDB	3944741
Human Feces	Detected and Quantified	6.03	5			nmol/g dry feces	Not Specified	Not Specified	Normal	HMDB	22664055
Human Feces	Detected but not Quantified						Not Specified	Not Specified	Recurrent Clostridium difficile infection	HMDB	24284963
Human Feces	Detected but not Quantified						Not Specified	Not Specified	Recurrent Clostridium difficile infection	HMDB	24284963
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Clostridium difficile infection	HMDB	24284963
Human Blood	Detected and Quantified	0.4		0.3	1.2	uM	Infant (0-1 year old)	Both	Severe acute malnutrition	HMDB	27163928
Human Blood	Detected and Quantified	0.3		0.1	0.3	uM	Infant (0-1 year old)	Both	Normal	HMDB	27163928
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Colorectal Cancer	HMDB	27275383
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified						Children (6 - 18 years old)	Not Specified	Crohns disease	HMDB	27609529
Human Feces	Detected but not Quantified						Children (6 - 18 years old)	Not Specified	Ulcerative colitis	HMDB	27609529
Human Feces	Detected but not Quantified						Children (6 - 18 years old)	Not Specified	Unclassified IBD	HMDB	27609529
Human Feces	Detected but not Quantified						Children (6 - 18 years old)	Not Specified	Normal	HMDB	27609529
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	29808030
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Urine	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Blood	Detected and Quantified	0.3	0.08			uM	Adult (>18 years old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 165-177. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp., Basel, Switzerland c1981-1992.
Human Urine	Detected and Quantified	0.013	0.021			umol/mmol creatinine	Adult (>18 years old)	Both	Biliary atresia	HMDB	3944741
Human Bile	Detected and Quantified	>0.01				uM	Adult (>18 years old)	Both	Normal	HMDB	659989
Human Urine	Detected and Quantified	0.00065	0.0019			umol/mmol creatinine	Children (1-13 years old)	Both	Normal	HMDB	3944741
Human Blood	Detected and Quantified	0.3		0.1	0.3	uM	Infant (0-1 year old)	Both	Normal	HMDB	27163928
Human Feces	Detected and Quantified	6.03	5.00			nmol/g dry feces	Not Specified	Not Specified	Normal	HMDB	22664055
Human Blood	Detected and Quantified	0.30	0.08			uM	Adult (>18 years old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified						Children (6 - 18 years old)	Not Specified	Normal	HMDB	27609529
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	29808030
Human Urine	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057

External Links

HMDB ID

HMDB0000951

DrugBank ID

DB08833

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022335

KNApSAcK ID

Not Available

Chemspider ID

343282

KEGG Compound ID

C05465

BioCyc ID

CHENODEOXYCHOLOYLTAURINE

BiGG ID

45864

Wikipedia Link

Not Available

METLIN ID

5897

PubChem Compound

387316

PDB ID

Not Available

ChEBI ID

16525

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Schwenk M, Hofmann AF, Carlson GL, Carter JA, Coulston F, Greim H: Bile acid conjugation in the chimpanzee: effective sulfation of lithocholic acid. Arch Toxicol. 1978 Apr 27;40(2):109-18. doi: 10.1007/BF01891965. [PubMed:580732 ]
Bloch CA, Watkins JB: Determination of conjugated bile acids in human bile and duodenal fluid by reverse-phase high-performance liquid chromatography. J Lipid Res. 1978 May;19(4):510-3. [PubMed:659989 ]
Bolhuis PA, Sinaasappel M: Bile acid clearance and biocompatibility of XAD-4 haemoperfusion. Int J Artif Organs. 1978 May;1(3):135-41. [PubMed:689756 ]
Makino I, Shinozaki K, Nakagawa S, Mashimo K: Measurement of sulfated and nonsulfated bile acids in human serum and urine. J Lipid Res. 1974 Mar;15(2):132-8. [PubMed:4832755 ]
Roda A, Pellicciari R, Polimeni C, Cerre C, Forti GC, Sadeghpour B, Sapigni E, Gioacchini AM, Natalini B: Metabolism, pharmacokinetics, and activity of a new 6-fluoro analogue of ursodeoxycholic acid in rats and hamsters. Gastroenterology. 1995 Apr;108(4):1204-14. doi: 10.1016/0016-5085(95)90221-x. [PubMed:7698590 ]
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. doi: 10.1242/jeb.204.10.1673. [PubMed:11316487 ]
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 ]
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. doi: 10.1152/ajpgi.00417.2002. [PubMed:12576301 ]
Pouwels MJ, Tack CJ, Span PN, Olthaar AJ, Sweep CG, Huvers FC, Lutterman JA, Hermus AR: Role of hexosamines in insulin resistance and nutrient sensing in human adipose and muscle tissue. J Clin Endocrinol Metab. 2004 Oct;89(10):5132-7. doi: 10.1210/jc.2004-0291. [PubMed:15472217 ]
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. doi: 10.1161/01.ATV.0000178994.21828.a7. Epub 2005 Jul 21. [PubMed:16037564 ]
Ijare OB, Somashekar BS, Jadegoud Y, Nagana Gowda GA: 1H and 13C NMR characterization and stereochemical assignments of bile acids in aqueous media. Lipids. 2005 Oct;40(10):1031-41. doi: 10.1007/s11745-005-1466-1. [PubMed:16382575 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for Taurochenodesoxycholic acid (MMDBc0000173)

MOL for #<Metabolite:0x0000564af3882b30>

3D MOL for #<Metabolite:0x0000564af3882b30>

3D SDF for #<Metabolite:0x0000564af3882b30>

3D-SDF for #<Metabolite:0x0000564af3882b30>

PDB for #<Metabolite:0x0000564af3882b30>

3D PDB for #<Metabolite:0x0000564af3882b30>

SMILES for #<Metabolite:0x0000564af3882b30>

INCHI for #<Metabolite:0x0000564af3882b30>

Structure for #<Metabolite:0x0000564af3882b30>

3D Structure for #<Metabolite:0x0000564af3882b30>