MiMeDB: Showing metabocard for allocholic acid (MMDBc0054335)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:07:21 UTC

Update Date

2024-04-30 20:52:38 UTC

Metabolite ID

MMDBc0054335

Metabolite Identification

Common Name

allocholic acid

Description

Allocholic acid is a bile acid. 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


  Mrv1652305021922112D          

 34 37  0  0  0  0            999 V2000
10000.3421 9997.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.340010001.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.0597 9997.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2016 9997.3033    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2016 9999.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9142 9998.5503    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.627010001.4491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.3400 9998.5503    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6270 9999.7850    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.627510000.6159    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.913010000.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9130 9999.3783    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.6275 9998.9658    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.4883 9999.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7738 9998.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7738 9998.1317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.4883 9997.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2001 9998.9568    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.2001 9998.1317    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.9147 9997.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6292 9998.1317    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.342010000.2032    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.3420 9999.3783    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.1266 9999.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.6115 9999.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.126610000.4583    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.126610001.2832    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.842310001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.555910001.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.271610001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.985110001.2832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.271610002.5208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.412910001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.842310000.8708    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0  0  0  0
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 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
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 16  3  1  6  0  0  0
 18 19  1  0  0  0  0
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 21  1  1  6  0  0  0
 17 19  1  0  0  0  0
 19  4  1  6  0  0  0
 14 18  1  0  0  0  0
 18  5  1  1  0  0  0
 10  7  1  6  0  0  0
 12 18  1  0  0  0  0
 12  6  1  6  0  0  0
 21 13  1  0  0  0  0
 13  9  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 27  1  0  0  0  0
 26 34  1  6  0  0  0
 27 28  1  0  0  0  0
 27 33  1  6  0  0  0
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 29 30  1  0  0  0  0
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 26 22  1  0  0  0  0
 26 25  1  0  0  0  0
 13 23  1  0  0  0  0
 23  8  1  6  0  0  0
 10 22  1  0  0  0  0
 22  2  1  1  0  0  0
M  END

HMDB0000505
     RDKit          3D
Allocholic acid
 69 72  0  0  0  0  0  0  0  0999 V2000
    3.9605    1.1414   -1.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8325   -0.0506   -0.1344 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0527   -0.8941   -0.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2693   -0.2243    0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7836    0.9490   -0.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5153    0.7671   -1.2913 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5514    2.2665    0.1214 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5538   -0.7577   -0.3525 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4759   -2.0345    0.5300 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0303   -2.4346    0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3212   -1.3047   -0.2614 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9965   -0.9589    0.3371 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4513    0.3267   -0.3010 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5527    1.4811   -0.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8312    1.0930   -0.6195 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6252    0.8222   -1.9746 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2847   -0.1289    0.1070 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2523    0.0099    1.5863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8913    0.5919    0.0430 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1878    0.5823    1.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2975    1.9683   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7485    2.1464   -0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6426    1.0555   -0.6458 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8451    1.2010   -2.0218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1655   -0.3356   -0.3942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7005   -0.4048   -0.7546 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1191   -1.7663   -0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0235   -2.0482    0.1768 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3175   -3.1758   -0.3113 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9010    1.0978   -1.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9111    2.1165   -0.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1800    1.1371   -1.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7346    0.4335    0.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3401   -1.2073   -1.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9036   -1.8784    0.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0924    0.0800    1.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1016   -0.9955    0.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8634    2.5660    0.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4330   -1.1480   -1.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1551   -2.8078    0.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7108   -1.8202    1.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5746   -2.7730    1.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0079   -3.3326   -0.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2817   -1.3669   -1.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8542   -0.8277    1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4387    0.1211   -1.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8903    2.2802   -0.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5462    1.9595    0.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5018    1.9139   -0.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7538    1.6774   -2.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2033    0.3554    2.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4891    0.7215    1.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0316   -0.9517    2.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6671   -0.1771    2.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2833    0.5629    1.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8530    1.5788    1.9140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7259    2.7010    0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0489    2.0367   -1.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8621    2.3625    0.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0751    3.0891   -0.7085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6299    1.1888   -0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0561    2.1583   -2.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4044   -0.7478    0.5795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6876   -0.9953   -1.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6567   -0.0142   -1.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9443   -2.5047   -0.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7699   -2.0795   -1.8092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4527   -2.3883    1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7245   -4.0050   -0.0005 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
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
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 15 17  1  0
 17 18  1  1
 13 19  1  0
 19 20  1  1
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 21 22  1  0
 22 23  1  0
 23 24  1  0
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 25 26  1  0
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 17  8  1  0
 26 19  1  0
 17 11  1  0
 28 12  1  0
  1 30  1  0
  1 31  1  0
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  2 33  1  1
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  7 38  1  0
  8 39  1  6
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 25 63  1  0
 25 64  1  0
 26 65  1  6
 27 66  1  0
 27 67  1  0
 28 68  1  1
 29 69  1  0
M  END


  Mrv1652305021922112D          

 34 37  0  0  0  0            999 V2000
10000.3421 9997.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.340010001.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.0597 9997.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2016 9997.3033    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2016 9999.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9142 9998.5503    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.627010001.4491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.3400 9998.5503    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6270 9999.7850    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.627510000.6159    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.913010000.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9130 9999.3783    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.6275 9998.9658    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.4883 9999.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7738 9998.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7738 9998.1317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.4883 9997.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2001 9998.9568    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.2001 9998.1317    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.9147 9997.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6292 9998.1317    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.342010000.2032    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.3420 9999.3783    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.1266 9999.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.6115 9999.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.126610000.4583    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.126610001.2832    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.842310001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.555910001.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.271610001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.985110001.2832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.271610002.5208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.412910001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.842310000.8708    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
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 16  3  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21  1  1  6  0  0  0
 17 19  1  0  0  0  0
 19  4  1  6  0  0  0
 14 18  1  0  0  0  0
 18  5  1  1  0  0  0
 10  7  1  6  0  0  0
 12 18  1  0  0  0  0
 12  6  1  6  0  0  0
 21 13  1  0  0  0  0
 13  9  1  1  0  0  0
 22 23  1  0  0  0  0
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 24 25  1  0  0  0  0
 26 27  1  0  0  0  0
 26 34  1  6  0  0  0
 27 28  1  0  0  0  0
 27 33  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 26 22  1  0  0  0  0
 26 25  1  0  0  0  0
 13 23  1  0  0  0  0
 23  8  1  6  0  0  0
 10 22  1  0  0  0  0
 22  2  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054335

> <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])C[C@H](O)[C@]12C)[C@H](C)CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14-,15-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1

> <INCHI_KEY>
BHQCQFFYRZLCQQ-PGHAKIONSA-N

> <FORMULA>
C24H40O5

> <MOLECULAR_WEIGHT>
408.579

> <EXACT_MASS>
408.287574388

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
47.19560447759984

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4R)-4-[(1S,2S,5R,7R,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

> <ALOGPS_LOGP>
2.26

> <JCHEM_LOGP>
2.482494456666666

> <ALOGPS_LOGS>
-3.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.2963399055959

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.475012423758966

> <JCHEM_PKA_STRONGEST_BASIC>
-0.15944265438213734

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
110.78929999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.38e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R)-4-[(1S,2S,5R,7R,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000505
     RDKit          3D
Allocholic acid
 69 72  0  0  0  0  0  0  0  0999 V2000
    3.9605    1.1414   -1.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8325   -0.0506   -0.1344 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0527   -0.8941   -0.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2693   -0.2243    0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7836    0.9490   -0.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5153    0.7671   -1.2913 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5514    2.2665    0.1214 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5538   -0.7577   -0.3525 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4759   -2.0345    0.5300 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0303   -2.4346    0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3212   -1.3047   -0.2614 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9965   -0.9589    0.3371 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4513    0.3267   -0.3010 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5527    1.4811   -0.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8312    1.0930   -0.6195 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6252    0.8222   -1.9746 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2847   -0.1289    0.1070 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2523    0.0099    1.5863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8913    0.5919    0.0430 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1878    0.5823    1.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2975    1.9683   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7485    2.1464   -0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6426    1.0555   -0.6458 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8451    1.2010   -2.0218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1655   -0.3356   -0.3942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7005   -0.4048   -0.7546 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1191   -1.7663   -0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0235   -2.0482    0.1768 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3175   -3.1758   -0.3113 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9010    1.0978   -1.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9111    2.1165   -0.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1800    1.1371   -1.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7346    0.4335    0.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3401   -1.2073   -1.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9036   -1.8784    0.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0924    0.0800    1.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1016   -0.9955    0.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8634    2.5660    0.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4330   -1.1480   -1.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1551   -2.8078    0.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7108   -1.8202    1.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5746   -2.7730    1.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0079   -3.3326   -0.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2817   -1.3669   -1.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8542   -0.8277    1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4387    0.1211   -1.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8903    2.2802   -0.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5462    1.9595    0.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5018    1.9139   -0.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7538    1.6774   -2.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2033    0.3554    2.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4891    0.7215    1.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0316   -0.9517    2.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6671   -0.1771    2.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2833    0.5629    1.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8530    1.5788    1.9140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7259    2.7010    0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0489    2.0367   -1.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8621    2.3625    0.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0751    3.0891   -0.7085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6299    1.1888   -0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0561    2.1583   -2.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4044   -0.7478    0.5795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6876   -0.9953   -1.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6567   -0.0142   -1.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9443   -2.5047   -0.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7699   -2.0795   -1.8092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4527   -2.3883    1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7245   -4.0050   -0.0005 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
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  1
 13 19  1  0
 19 20  1  1
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 17  8  1  0
 26 19  1  0
 17 11  1  0
 28 12  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  1
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  7 38  1  0
  8 39  1  6
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  6
 12 45  1  1
 13 46  1  6
 14 47  1  0
 14 48  1  0
 15 49  1  6
 16 50  1  0
 18 51  1  0
 18 52  1  0
 18 53  1  0
 20 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  0
 22 60  1  0
 23 61  1  1
 24 62  1  0
 25 63  1  0
 25 64  1  0
 26 65  1  6
 27 66  1  0
 27 67  1  0
 28 68  1  1
 29 69  1  0
M  END

HEADER    PROTEIN                                 02-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-MAY-19         0                                  
HETATM    1  O   UNK     0    8667.3058662.405   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0    8667.3018668.598   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8659.3118662.405   0.000  0.00  0.00           O+0
HETATM    4  H   UNK     0    8663.3108661.633   0.000  0.00  0.00           H+0
HETATM    5  C   UNK     0    8663.3108666.265   0.000  0.00  0.00           C+0
HETATM    6  H   UNK     0    8664.6408663.961   0.000  0.00  0.00           H+0
HETATM    7  O   UNK     0    8665.9708669.372   0.000  0.00  0.00           O+0
HETATM    8  H   UNK     0    8667.3018663.961   0.000  0.00  0.00           H+0
HETATM    9  H   UNK     0    8665.9708666.265   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0    8665.9718667.816   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8664.6388667.046   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8664.6388665.506   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8665.9718664.736   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8661.9788665.489   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8660.6448664.719   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8660.6448663.179   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8661.9788662.409   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8663.3078664.719   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8663.3078663.179   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8664.6418662.409   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8665.9758663.179   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8667.3058667.046   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8667.3058665.506   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8668.7708665.030   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8669.6758666.276   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8668.7708667.522   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8668.7708669.062   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8670.1068669.832   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8671.4388669.062   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8672.7748669.832   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0    8674.1068669.062   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0    8672.7748671.372   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0    8667.4378669.832   0.000  0.00  0.00           C+0
HETATM   34  H   UNK     0    8670.1068668.292   0.000  0.00  0.00           H+0
CONECT    1   21                                                            
CONECT    2   22                                                            
CONECT    3   16                                                            
CONECT    4   19                                                            
CONECT    5   18                                                            
CONECT    6   12                                                            
CONECT    7   10                                                            
CONECT    8   23                                                            
CONECT    9   13                                                            
CONECT   10   11    7   22                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   18    6                                             
CONECT   13   12   21    9   23                                             
CONECT   14   15   18                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17    3                                                  
CONECT   17   16   19                                                       
CONECT   18   19   14    5   12                                             
CONECT   19   18   20   17    4                                             
CONECT   20   19   21                                                       
CONECT   21   20    1   13                                                  
CONECT   22   23   26   10    2                                             
CONECT   23   22   24   13    8                                             
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   27   34   22   25                                             
CONECT   27   26   28   33                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   27                                                            
CONECT   34   26                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

COMPND    HMDB0000505
HETATM    1  C1  UNL     1       3.960   1.141  -1.022  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.833  -0.051  -0.134  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.053  -0.894  -0.125  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.269  -0.224   0.417  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.784   0.949  -0.259  1.00  0.00           C  
HETATM    6  O1  UNL     1       7.515   0.767  -1.291  1.00  0.00           O  
HETATM    7  O2  UNL     1       6.551   2.267   0.121  1.00  0.00           O  
HETATM    8  C6  UNL     1       2.554  -0.758  -0.352  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.476  -2.035   0.530  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.030  -2.435   0.427  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.321  -1.305  -0.261  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.997  -0.959   0.337  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.451   0.327  -0.301  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.553   1.481  -0.078  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.831   1.093  -0.620  1.00  0.00           C  
HETATM   16  O3  UNL     1       0.625   0.822  -1.975  1.00  0.00           O  
HETATM   17  C14 UNL     1       1.285  -0.129   0.107  1.00  0.00           C  
HETATM   18  C15 UNL     1       1.252   0.010   1.586  1.00  0.00           C  
HETATM   19  C16 UNL     1      -2.891   0.592   0.043  1.00  0.00           C  
HETATM   20  C17 UNL     1      -3.188   0.582   1.502  1.00  0.00           C  
HETATM   21  C18 UNL     1      -3.298   1.968  -0.487  1.00  0.00           C  
HETATM   22  C19 UNL     1      -4.748   2.146  -0.176  1.00  0.00           C  
HETATM   23  C20 UNL     1      -5.643   1.055  -0.646  1.00  0.00           C  
HETATM   24  O4  UNL     1      -5.845   1.201  -2.022  1.00  0.00           O  
HETATM   25  C21 UNL     1      -5.166  -0.336  -0.394  1.00  0.00           C  
HETATM   26  C22 UNL     1      -3.700  -0.405  -0.755  1.00  0.00           C  
HETATM   27  C23 UNL     1      -3.119  -1.766  -0.781  1.00  0.00           C  
HETATM   28  C24 UNL     1      -2.024  -2.048   0.177  1.00  0.00           C  
HETATM   29  O5  UNL     1      -1.318  -3.176  -0.311  1.00  0.00           O  
HETATM   30  H1  UNL     1       4.901   1.098  -1.656  1.00  0.00           H  
HETATM   31  H2  UNL     1       3.911   2.116  -0.546  1.00  0.00           H  
HETATM   32  H3  UNL     1       3.180   1.137  -1.845  1.00  0.00           H  
HETATM   33  H4  UNL     1       3.735   0.433   0.924  1.00  0.00           H  
HETATM   34  H5  UNL     1       5.340  -1.207  -1.183  1.00  0.00           H  
HETATM   35  H6  UNL     1       4.904  -1.878   0.383  1.00  0.00           H  
HETATM   36  H7  UNL     1       6.092   0.080   1.509  1.00  0.00           H  
HETATM   37  H8  UNL     1       7.102  -0.996   0.527  1.00  0.00           H  
HETATM   38  H9  UNL     1       5.863   2.566   0.775  1.00  0.00           H  
HETATM   39  H10 UNL     1       2.433  -1.148  -1.388  1.00  0.00           H  
HETATM   40  H11 UNL     1       3.155  -2.808   0.105  1.00  0.00           H  
HETATM   41  H12 UNL     1       2.711  -1.820   1.579  1.00  0.00           H  
HETATM   42  H13 UNL     1       0.575  -2.773   1.363  1.00  0.00           H  
HETATM   43  H14 UNL     1       1.008  -3.333  -0.261  1.00  0.00           H  
HETATM   44  H15 UNL     1       0.282  -1.367  -1.347  1.00  0.00           H  
HETATM   45  H16 UNL     1      -0.854  -0.828   1.442  1.00  0.00           H  
HETATM   46  H17 UNL     1      -1.439   0.121  -1.414  1.00  0.00           H  
HETATM   47  H18 UNL     1      -0.890   2.280  -0.804  1.00  0.00           H  
HETATM   48  H19 UNL     1      -0.546   1.960   0.885  1.00  0.00           H  
HETATM   49  H20 UNL     1       1.502   1.914  -0.455  1.00  0.00           H  
HETATM   50  H21 UNL     1       0.754   1.677  -2.477  1.00  0.00           H  
HETATM   51  H22 UNL     1       2.203   0.355   2.001  1.00  0.00           H  
HETATM   52  H23 UNL     1       0.489   0.722   1.980  1.00  0.00           H  
HETATM   53  H24 UNL     1       1.032  -0.952   2.131  1.00  0.00           H  
HETATM   54  H25 UNL     1      -2.667  -0.177   2.092  1.00  0.00           H  
HETATM   55  H26 UNL     1      -4.283   0.563   1.667  1.00  0.00           H  
HETATM   56  H27 UNL     1      -2.853   1.579   1.914  1.00  0.00           H  
HETATM   57  H28 UNL     1      -2.726   2.701   0.132  1.00  0.00           H  
HETATM   58  H29 UNL     1      -3.049   2.037  -1.557  1.00  0.00           H  
HETATM   59  H30 UNL     1      -4.862   2.363   0.906  1.00  0.00           H  
HETATM   60  H31 UNL     1      -5.075   3.089  -0.708  1.00  0.00           H  
HETATM   61  H32 UNL     1      -6.630   1.189  -0.150  1.00  0.00           H  
HETATM   62  H33 UNL     1      -6.056   2.158  -2.205  1.00  0.00           H  
HETATM   63  H34 UNL     1      -5.404  -0.748   0.579  1.00  0.00           H  
HETATM   64  H35 UNL     1      -5.688  -0.995  -1.149  1.00  0.00           H  
HETATM   65  H36 UNL     1      -3.657  -0.014  -1.818  1.00  0.00           H  
HETATM   66  H37 UNL     1      -3.944  -2.505  -0.554  1.00  0.00           H  
HETATM   67  H38 UNL     1      -2.770  -2.080  -1.809  1.00  0.00           H  
HETATM   68  H39 UNL     1      -2.453  -2.388   1.142  1.00  0.00           H  
HETATM   69  H40 UNL     1      -1.725  -4.005  -0.000  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    8   33
CONECT    3    4   34   35
CONECT    4    5   36   37
CONECT    5    6    6    7
CONECT    7   38
CONECT    8    9   17   39
CONECT    9   10   40   41
CONECT   10   11   42   43
CONECT   11   12   17   44
CONECT   12   13   28   45
CONECT   13   14   19   46
CONECT   14   15   47   48
CONECT   15   16   17   49
CONECT   16   50
CONECT   17   18
CONECT   18   51   52   53
CONECT   19   20   21   26
CONECT   20   54   55   56
CONECT   21   22   57   58
CONECT   22   23   59   60
CONECT   23   24   25   61
CONECT   24   62
CONECT   25   26   63   64
CONECT   26   27   65
CONECT   27   28   66   67
CONECT   28   29   68
CONECT   29   69
END

HMDB0000505
     RDKit          3D
Allocholic acid
 69 72  0  0  0  0  0  0  0  0999 V2000
    3.9605    1.1414   -1.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8325   -0.0506   -0.1344 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0527   -0.8941   -0.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2693   -0.2243    0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7836    0.9490   -0.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5153    0.7671   -1.2913 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5514    2.2665    0.1214 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5538   -0.7577   -0.3525 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4759   -2.0345    0.5300 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0303   -2.4346    0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3212   -1.3047   -0.2614 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9965   -0.9589    0.3371 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4513    0.3267   -0.3010 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5527    1.4811   -0.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8312    1.0930   -0.6195 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6252    0.8222   -1.9746 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2847   -0.1289    0.1070 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2523    0.0099    1.5863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8913    0.5919    0.0430 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1878    0.5823    1.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2975    1.9683   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7485    2.1464   -0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6426    1.0555   -0.6458 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8451    1.2010   -2.0218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1655   -0.3356   -0.3942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7005   -0.4048   -0.7546 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1191   -1.7663   -0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0235   -2.0482    0.1768 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3175   -3.1758   -0.3113 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9010    1.0978   -1.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9111    2.1165   -0.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1800    1.1371   -1.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7346    0.4335    0.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3401   -1.2073   -1.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9036   -1.8784    0.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0924    0.0800    1.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1016   -0.9955    0.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8634    2.5660    0.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4330   -1.1480   -1.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1551   -2.8078    0.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7108   -1.8202    1.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5746   -2.7730    1.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0079   -3.3326   -0.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2817   -1.3669   -1.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8542   -0.8277    1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4387    0.1211   -1.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8903    2.2802   -0.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5462    1.9595    0.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5018    1.9139   -0.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7538    1.6774   -2.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2033    0.3554    2.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4891    0.7215    1.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0316   -0.9517    2.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6671   -0.1771    2.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2833    0.5629    1.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8530    1.5788    1.9140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7259    2.7010    0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0489    2.0367   -1.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8621    2.3625    0.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0751    3.0891   -0.7085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6299    1.1888   -0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0561    2.1583   -2.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4044   -0.7478    0.5795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6876   -0.9953   -1.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6567   -0.0142   -1.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9443   -2.5047   -0.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7699   -2.0795   -1.8092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4527   -2.3883    1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7245   -4.0050   -0.0005 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
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  1
 13 19  1  0
 19 20  1  1
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 17  8  1  0
 26 19  1  0
 17 11  1  0
 28 12  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  1
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  7 38  1  0
  8 39  1  6
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  6
 12 45  1  1
 13 46  1  6
 14 47  1  0
 14 48  1  0
 15 49  1  6
 16 50  1  0
 18 51  1  0
 18 52  1  0
 18 53  1  0
 20 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  0
 22 60  1  0
 23 61  1  1
 24 62  1  0
 25 63  1  0
 25 64  1  0
 26 65  1  6
 27 66  1  0
 27 67  1  0
 28 68  1  1
 29 69  1  0
M  END

Synonyms

Value	Source
3alpha,7alpha,12alpha-Trihydroxy-5alpha-cholanoic acid	ChEBI
5alpha-Cholic acid	ChEBI
Allocholate	Kegg
(3a,5a,7a,12a)-3,7,12-Trihydroxycholan-24-Oate	Generator
(3a,5a,7a,12a)-3,7,12-Trihydroxycholan-24-Oic acid	Generator
(3alpha,5alpha,7alpha,12alpha)-3,7,12-Trihydroxycholan-24-Oate	Generator
(3Α,5α,7α,12α)-3,7,12-trihydroxycholan-24-Oate	Generator
(3Α,5α,7α,12α)-3,7,12-trihydroxycholan-24-Oic acid	Generator
3a,7a,12a-Trihydroxy-5a-cholanoate	Generator
3a,7a,12a-Trihydroxy-5a-cholanoic acid	Generator
3alpha,7alpha,12alpha-Trihydroxy-5alpha-cholanoate	Generator
5a-Cholate	Generator
5a-Cholic acid	Generator
5alpha-Cholate	Generator
(3alpha,5beta,7alpha,12alpha)-3,7,12-Trihydroxycholan-24-Oic acid	HMDB
(3a,5b,7a,12a)-3,7,12-Trihydroxycholan-24-Oate	HMDB
(3a,5b,7a,12a)-3,7,12-Trihydroxycholan-24-Oic acid	HMDB
(3alpha,5beta,7alpha,12alpha)-3,7,12-Trihydroxycholan-24-Oate	HMDB
(3Α,5β,7α,12α)-3,7,12-trihydroxycholan-24-Oate	HMDB
(3Α,5β,7α,12α)-3,7,12-trihydroxycholan-24-Oic acid	HMDB
3a,7a,12a-Trihydroxy-5b-cholan-24-Oate	HMDB
3a,7a,12a-Trihydroxy-5b-cholan-24-Oic acid	HMDB
3a,7a,12a-Trihydroxycholanate	HMDB
3a,7a,12a-Trihydroxycholanic acid	HMDB
5alpha-Allocholic acid	HMDB
5Α-allocholic acid	HMDB
Allocholic acid	HMDB

Molecular Formula

C₂₄H₄₀O₅

Average Mass

408.579

Monoisotopic Mass

408.287574388

IUPAC Name

(4R)-4-[(1S,2S,5R,7R,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

Traditional Name

(4R)-4-[(1S,2S,5R,7R,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

CAS Registry Number

Not Available

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])C[C@H](O)[C@]12C)[C@H](C)CCC(O)=O

InChI Identifier

InChI=1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14-,15-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1

InChI Key

BHQCQFFYRZLCQQ-PGHAKIONSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Trihydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Trihydroxy bile acid, alcohol, or derivatives
3-hydroxysteroid
12-hydroxysteroid
7-hydroxysteroid
3-alpha-hydroxysteroid
Hydroxysteroid
Cyclic alcohol
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Polyol
Monocarboxylic acid or derivatives
Organic oxide
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

bile acid (CHEBI:81308 )
C24 bile acids, alcohols, and derivatives (C17737 )
C24 bile acids, alcohols, and derivatives (LMST04010092 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.074 g/L	ALOGPS
logP	2.26	ALOGPS
logP	2.48	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	4.48	ChemAxon
pKa (Strongest Basic)	-0.16	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	110.79 m³·mol⁻¹	ChemAxon
Polarizability	47.2 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
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 (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	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_4_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0009000000-1fb995e2a2a10479ff54	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-05fr-0009000000-814238696e6fb3e11648	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0bta-1983000000-7ec50e0786625a29b904	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0001900000-a764d2a5e3d1918ae5fa	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4r-0007900000-d1ed92b278bc96ae6ebd	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-1019600000-c907470476ed433e714e	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0abc-0019500000-627bd12690a4dc559a07	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052r-4379100000-2566436d8a667838d682	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4j-8930000000-8acc72953d3f45da3f73	2021-09-23	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Gall Bladder
Intestine
Kidney
Liver

Tissue Locations

Gall Bladder
Intestine
Kidney
Liver

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192108	Solute carrier organic anion transporter family member 1B3	Transporter	Q9NPD5	Homo sapiens
MMDBp0192115	Solute carrier organic anion transporter family member 1B1	Transporter	Q9Y6L6	Homo sapiens
MMDBp0193395	Canalicular multispecific organic anion transporter 2	Transporter	O15438	Homo sapiens
MMDBp0193400	Bile salt export pump	Transporter	O95342	Homo sapiens
MMDBp0193547	Ileal sodium/bile acid cotransporter	Transporter	Q12908	Homo sapiens
MMDBp0193577	Sodium/bile acid cotransporter	Transporter	Q14973	Homo sapiens
MMDBp0193639	Solute carrier organic anion transporter family member 1A2	Transporter	P46721	Homo sapiens
MMDBp0193865	Solute carrier organic anion transporter family member 4A1	Transporter	Q96BD0	Homo sapiens
MMDBp0195864	Gastrotropin	Unknown	P51161	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	1	Human ; Human feces

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Gall bladder	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597
Human Intestine	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597
Human Kidney	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597
Human Liver	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0000505

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5491

PubChem Compound

160636

PDB ID

Not Available

ChEBI ID

81308

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Kuramoto T, Furukawa Y, Nishina T, Sugimoto T, Mahara R, Tohma M, Kihira K, Hoshita T: Identification of short side chain bile acids in urine of patients with cerebrotendinous xanthomatosis. J Lipid Res. 1990 Oct;31(10):1895-902. [PubMed:2079611 ]
Kihira K, Shimazu K, Kuwabara M, Yoshii M, Takeuchi H, Nakano I, Ozawa S, Onuki M, Hatta Y, Hoshita T: Bile acid profiles in bile, urine, and feces of a patient with cerebrotendinous xanthomatosis. Steroids. 1986 Jul-Aug;48(1-2):109-19. doi: 10.1016/0039-128x(86)90045-0. [PubMed:3660436 ]
Amuro Y, Hayashi E, Endo T, Higashino K, Kishimoto S: Unusual trihydroxylated bile acids in urine of patients with liver cirrhosis. Clin Chim Acta. 1983 Jan 7;127(1):61-7. doi: 10.1016/0009-8981(83)90075-x. [PubMed:6825311 ]
Clayton PT, Muller DP, Lawson AM: The bile acid composition of gastric contents from neonates with high intestinal obstruction. Biochem J. 1982 Sep 15;206(3):489-98. doi: 10.1042/bj2060489. [PubMed:7150258 ]
Kimura A, Mahara R, Inoue T, Nomura Y, Murai T, Kurosawa T, Tohma M, Noguchi K, Hoshiyama A, Fujisawa T, Kato H: Profile of urinary bile acids in infants and children: developmental pattern of excretion of unsaturated ketonic bile acids and 7beta-hydroxylated bile acids. Pediatr Res. 1999 Apr;45(4 Pt 1):603-9. doi: 10.1203/00006450-199904010-00022. [PubMed:10203155 ]
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 ]
Salen G, Tint GS, Eliav B, Deering N, Mosbach EH: Increased formation of ursodeoxycholic acid in patients treated with chenodeoxycholic acid. J Clin Invest. 1974 Feb;53(2):612-21. doi: 10.1172/JCI107596. [PubMed:11344576 ]
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 ]
Ohdoi C, Nyhan WL, Kuhara T: Chemical diagnosis of Lesch-Nyhan syndrome using gas chromatography-mass spectrometry detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Jul 15;792(1):123-30. doi: 10.1016/s1570-0232(03)00277-0. [PubMed:12829005 ]
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 ]

Showing metabocard for allocholic acid (MMDBc0054335)

MOL for #<Metabolite:0x00007fdb593188a0>

3D MOL for #<Metabolite:0x00007fdb593188a0>

3D SDF for #<Metabolite:0x00007fdb593188a0>

3D-SDF for #<Metabolite:0x00007fdb593188a0>

PDB for #<Metabolite:0x00007fdb593188a0>

3D PDB for #<Metabolite:0x00007fdb593188a0>

SMILES for #<Metabolite:0x00007fdb593188a0>

INCHI for #<Metabolite:0x00007fdb593188a0>

Structure for #<Metabolite:0x00007fdb593188a0>

3D Structure for #<Metabolite:0x00007fdb593188a0>