MiMeDB: Showing metabocard for Allolithocholic Acid (MMDBc0049855)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 22:44:51 UTC

Update Date

2024-04-30 20:39:26 UTC

Metabolite ID

MMDBc0049855

Metabolite Identification

Common Name

Allolithocholic Acid

Description

Allolithocholic acid is a bile acid present in normal serum and feces, with a tendency to be at higher concentrations in patients with colon cancer, particularly in men (PMID 16548228 ). 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


  Mrv0541 02231218292D          

 27 30  0  0  1  0            999 V2000
    9.7767   -5.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8907   -7.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1014   -5.8837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3938   -5.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7270   -9.2590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4156   -8.8045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2976   -7.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8534   -7.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5985   -5.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5135   -8.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5793   -6.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2021   -7.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2679   -6.3339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3006   -9.3442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9814   -5.6033    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9892   -8.8898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5627   -8.9751    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3663   -7.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7737   -6.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0549   -7.5267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6285   -7.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0108   -4.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9399   -8.0663    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0057   -6.7031    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8741   -9.4294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2185   -3.8662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2155   -4.8840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 15  1  1  6  0  0  0
 23  2  1  1  0  0  0
 24  3  1  1  0  0  0
  4 15  1  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  0  0  0  0
 16  5  1  0  0  0  0
 18  6  1  0  0  0  0
 19  7  1  0  0  0  0
  7  8  1  0  0  0  0
 20  8  1  0  0  0  0
  9 22  1  0  0  0  0
 10 17  1  0  0  0  0
 10 12  1  0  0  0  0
 21 11  1  0  0  0  0
 11 13  1  0  0  0  0
 12 23  1  0  0  0  0
 13 24  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 15 19  1  0  0  0  0
 16 23  1  0  0  0  0
 17 25  1  6  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 19 24  1  0  0  0  0
 20 24  1  0  0  0  0
 21 23  1  0  0  0  0
 22 26  1  0  0  0  0
 22 27  2  0  0  0  0
M  END

HMDB0000381
     RDKit          3D
Allolithocholic acid
 67 70  0  0  0  0  0  0  0  0999 V2000
    4.7202   -1.2782   -1.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8298   -0.3902   -0.2882 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3135    1.0131   -0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7920    1.0940   -0.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3256    2.4510   -0.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7676    3.4450    0.1499 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4639    2.6240   -1.1153 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4249   -0.6650   -0.7319 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2366   -2.1757   -0.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9612   -2.3233    0.2937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2285   -1.0808   -0.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8308   -0.6778    0.9301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7253   -1.8636    1.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0184   -1.2944    1.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6870   -0.6712    0.6127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1117   -0.2922    0.7760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6715    0.0200   -0.5863 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0588   -1.1999   -1.1913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7850    0.7830   -1.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3237    0.7390   -1.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9184    0.5582    0.2033 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6194    1.7348    0.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4828    0.5584    0.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7450    1.1336   -0.7628 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7497    1.2134   -0.5267 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3478   -0.0243    0.0731 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6792    0.2202    1.5082 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4853   -1.7954   -0.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1342   -2.0406   -1.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2363   -0.6883   -1.9675 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0314   -0.7043    0.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3284    1.1732   -1.6566 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7257    1.8190   -0.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8415    0.8777    0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3984    0.3040   -0.6352 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7714    1.9227   -1.7834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3194   -0.3893   -1.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1705   -2.6445   -1.5063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0359   -2.6165    0.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4128   -3.1879   -0.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1368   -2.4974    1.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0974   -1.1348   -1.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2952   -0.5412    1.9152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9860   -2.4056    0.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3198   -2.5472    1.9233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5901   -2.0710    2.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7261   -0.4740    2.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6417   -1.4287   -0.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6499   -1.2213    1.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3371    0.4673    1.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6187    0.5768   -0.4255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7596   -0.9591   -1.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9834    0.4384   -2.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1147    1.8674   -1.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8775    1.6611   -1.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9297   -0.1870   -1.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6805    1.5633    1.9984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9336    2.5965    0.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5742    1.9905    0.4386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2713    1.3592    1.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0040    0.6420   -1.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0951    2.2056   -0.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0052    2.1483    0.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1936    1.3356   -1.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6772   -0.6960    2.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0075    1.0140    1.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7108    0.6162    1.6091 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
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  1
 26  8  1  0
 26 11  1  0
 23 12  1  0
 21 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  1
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  1
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 22 57  1  0
 22 58  1  0
 22 59  1  0
 23 60  1  0
 24 61  1  0
 24 62  1  0
 25 63  1  0
 25 64  1  0
 27 65  1  0
 27 66  1  0
 27 67  1  0
M  END


  Mrv0541 02231218292D          

 27 30  0  0  1  0            999 V2000
    9.7767   -5.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8907   -7.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1014   -5.8837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3938   -5.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7270   -9.2590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4156   -8.8045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2976   -7.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8534   -7.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5985   -5.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5135   -8.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5793   -6.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2021   -7.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2679   -6.3339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3006   -9.3442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9814   -5.6033    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9892   -8.8898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5627   -8.9751    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3663   -7.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7737   -6.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0549   -7.5267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6285   -7.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0108   -4.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9399   -8.0663    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0057   -6.7031    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8741   -9.4294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2185   -3.8662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2155   -4.8840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 15  1  1  6  0  0  0
 23  2  1  1  0  0  0
 24  3  1  1  0  0  0
  4 15  1  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  0  0  0  0
 16  5  1  0  0  0  0
 18  6  1  0  0  0  0
 19  7  1  0  0  0  0
  7  8  1  0  0  0  0
 20  8  1  0  0  0  0
  9 22  1  0  0  0  0
 10 17  1  0  0  0  0
 10 12  1  0  0  0  0
 21 11  1  0  0  0  0
 11 13  1  0  0  0  0
 12 23  1  0  0  0  0
 13 24  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 15 19  1  0  0  0  0
 16 23  1  0  0  0  0
 17 25  1  6  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 19 24  1  0  0  0  0
 20 24  1  0  0  0  0
 21 23  1  0  0  0  0
 22 26  1  0  0  0  0
 22 27  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0049855

> <DATABASE_NAME>
MIME

> <SMILES>
C[C@@H](CCC(O)=O)C1CCC2C3CCC4C[C@H](O)CC[C@]4(C)C3CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16?,17+,18?,19?,20?,21?,23-,24+/m0/s1

> <INCHI_KEY>
SMEROWZSTRWXGI-IBUNROKMSA-N

> <FORMULA>
C24H40O3

> <MOLECULAR_WEIGHT>
376.5726

> <EXACT_MASS>
376.297745146

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
45.12080129039343

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4S)-4-[(2S,5R,15R)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

> <ALOGPS_LOGP>
4.38

> <JCHEM_LOGP>
5.022070320666666

> <ALOGPS_LOGS>
-5.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.296396321121705

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.791043111632056

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3569565580180343

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
107.68129999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.05e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
allolithocholic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000381
     RDKit          3D
Allolithocholic acid
 67 70  0  0  0  0  0  0  0  0999 V2000
    4.7202   -1.2782   -1.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8298   -0.3902   -0.2882 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3135    1.0131   -0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7920    1.0940   -0.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3256    2.4510   -0.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7676    3.4450    0.1499 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4639    2.6240   -1.1153 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4249   -0.6650   -0.7319 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2366   -2.1757   -0.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9612   -2.3233    0.2937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2285   -1.0808   -0.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8308   -0.6778    0.9301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7253   -1.8636    1.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0184   -1.2944    1.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6870   -0.6712    0.6127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1117   -0.2922    0.7760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6715    0.0200   -0.5863 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0588   -1.1999   -1.1913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7850    0.7830   -1.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3237    0.7390   -1.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9184    0.5582    0.2033 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6194    1.7348    0.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4828    0.5584    0.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7450    1.1336   -0.7628 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7497    1.2134   -0.5267 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3478   -0.0243    0.0731 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6792    0.2202    1.5082 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4853   -1.7954   -0.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1342   -2.0406   -1.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2363   -0.6883   -1.9675 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0314   -0.7043    0.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3284    1.1732   -1.6566 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7257    1.8190   -0.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8415    0.8777    0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3984    0.3040   -0.6352 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7714    1.9227   -1.7834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3194   -0.3893   -1.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1705   -2.6445   -1.5063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0359   -2.6165    0.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4128   -3.1879   -0.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1368   -2.4974    1.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0974   -1.1348   -1.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2952   -0.5412    1.9152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9860   -2.4056    0.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3198   -2.5472    1.9233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5901   -2.0710    2.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7261   -0.4740    2.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6417   -1.4287   -0.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6499   -1.2213    1.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3371    0.4673    1.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6187    0.5768   -0.4255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7596   -0.9591   -1.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9834    0.4384   -2.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1147    1.8674   -1.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8775    1.6611   -1.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9297   -0.1870   -1.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6805    1.5633    1.9984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9336    2.5965    0.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5742    1.9905    0.4386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2713    1.3592    1.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0040    0.6420   -1.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0951    2.2056   -0.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0052    2.1483    0.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1936    1.3356   -1.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6772   -0.6960    2.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0075    1.0140    1.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7108    0.6162    1.6091 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
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  1
 26  8  1  0
 26 11  1  0
 23 12  1  0
 21 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  1
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  1
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 22 57  1  0
 22 58  1  0
 22 59  1  0
 23 60  1  0
 24 61  1  0
 24 62  1  0
 25 63  1  0
 25 64  1  0
 27 65  1  0
 27 66  1  0
 27 67  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      18.250 -10.050   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.996 -13.520   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.123 -10.983   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.668  -9.379   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.557 -17.283   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.842 -16.435   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.356 -13.140   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.526 -14.437   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.184  -9.788   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.425 -15.216   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.281 -12.672   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.711 -14.368   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.567 -11.823   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.894 -17.443   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.765 -10.459   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.180 -16.594   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.517 -16.754   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.750 -14.898   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      16.378 -11.950   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.036 -14.050   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.373 -14.209   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.087  -8.707   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.088 -15.057   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      14.944 -12.512   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.232 -17.602   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      13.475  -7.217   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      11.602  -9.117   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   23                                                            
CONECT    3   24                                                            
CONECT    4   15    9                                                       
CONECT    5    6   16                                                       
CONECT    6    5   18                                                       
CONECT    7   19    8                                                       
CONECT    8    7   20                                                       
CONECT    9    4   22                                                       
CONECT   10   17   12                                                       
CONECT   11   21   13                                                       
CONECT   12   10   23                                                       
CONECT   13   11   24                                                       
CONECT   14   16   17                                                       
CONECT   15    1    4   19                                                  
CONECT   16    5   14   23                                                  
CONECT   17   10   14   25                                                  
CONECT   18    6   20   21                                                  
CONECT   19    7   15   24                                                  
CONECT   20    8   18   24                                                  
CONECT   21   11   18   23                                                  
CONECT   22    9   26   27                                                  
CONECT   23    2   12   16   21                                             
CONECT   24    3   13   19   20                                             
CONECT   25   17                                                            
CONECT   26   22                                                            
CONECT   27   22                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0000381
HETATM    1  C1  UNL     1       4.720  -1.278  -1.178  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.830  -0.390  -0.288  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.313   1.013  -0.534  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.792   1.094  -0.154  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.326   2.451  -0.355  1.00  0.00           C  
HETATM    6  O1  UNL     1       5.768   3.445   0.150  1.00  0.00           O  
HETATM    7  O2  UNL     1       7.464   2.624  -1.115  1.00  0.00           O  
HETATM    8  C6  UNL     1       2.425  -0.665  -0.732  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.237  -2.176  -0.499  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.961  -2.323   0.294  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.228  -1.081  -0.047  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.831  -0.678   0.930  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.725  -1.864   1.186  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.018  -1.294   1.778  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.687  -0.671   0.613  1.00  0.00           C  
HETATM   16  C14 UNL     1      -5.112  -0.292   0.776  1.00  0.00           C  
HETATM   17  C15 UNL     1      -5.672   0.020  -0.586  1.00  0.00           C  
HETATM   18  O3  UNL     1      -6.059  -1.200  -1.191  1.00  0.00           O  
HETATM   19  C16 UNL     1      -4.785   0.783  -1.481  1.00  0.00           C  
HETATM   20  C17 UNL     1      -3.324   0.739  -1.268  1.00  0.00           C  
HETATM   21  C18 UNL     1      -2.918   0.558   0.203  1.00  0.00           C  
HETATM   22  C19 UNL     1      -3.619   1.735   0.909  1.00  0.00           C  
HETATM   23  C20 UNL     1      -1.483   0.558   0.458  1.00  0.00           C  
HETATM   24  C21 UNL     1      -0.745   1.134  -0.763  1.00  0.00           C  
HETATM   25  C22 UNL     1       0.750   1.213  -0.527  1.00  0.00           C  
HETATM   26  C23 UNL     1       1.348  -0.024   0.073  1.00  0.00           C  
HETATM   27  C24 UNL     1       1.679   0.220   1.508  1.00  0.00           C  
HETATM   28  H1  UNL     1       5.485  -1.795  -0.593  1.00  0.00           H  
HETATM   29  H2  UNL     1       4.134  -2.041  -1.725  1.00  0.00           H  
HETATM   30  H3  UNL     1       5.236  -0.688  -1.967  1.00  0.00           H  
HETATM   31  H4  UNL     1       4.031  -0.704   0.752  1.00  0.00           H  
HETATM   32  H5  UNL     1       4.328   1.173  -1.657  1.00  0.00           H  
HETATM   33  H6  UNL     1       3.726   1.819  -0.134  1.00  0.00           H  
HETATM   34  H7  UNL     1       5.842   0.878   0.949  1.00  0.00           H  
HETATM   35  H8  UNL     1       6.398   0.304  -0.635  1.00  0.00           H  
HETATM   36  H9  UNL     1       7.771   1.923  -1.783  1.00  0.00           H  
HETATM   37  H10 UNL     1       2.319  -0.389  -1.782  1.00  0.00           H  
HETATM   38  H11 UNL     1       2.171  -2.644  -1.506  1.00  0.00           H  
HETATM   39  H12 UNL     1       3.036  -2.616   0.099  1.00  0.00           H  
HETATM   40  H13 UNL     1       0.413  -3.188  -0.173  1.00  0.00           H  
HETATM   41  H14 UNL     1       1.137  -2.497   1.368  1.00  0.00           H  
HETATM   42  H15 UNL     1      -0.097  -1.135  -1.101  1.00  0.00           H  
HETATM   43  H16 UNL     1      -0.295  -0.541   1.915  1.00  0.00           H  
HETATM   44  H17 UNL     1      -1.986  -2.406   0.258  1.00  0.00           H  
HETATM   45  H18 UNL     1      -1.320  -2.547   1.923  1.00  0.00           H  
HETATM   46  H19 UNL     1      -3.590  -2.071   2.291  1.00  0.00           H  
HETATM   47  H20 UNL     1      -2.726  -0.474   2.483  1.00  0.00           H  
HETATM   48  H21 UNL     1      -3.642  -1.429  -0.225  1.00  0.00           H  
HETATM   49  H22 UNL     1      -5.650  -1.221   1.136  1.00  0.00           H  
HETATM   50  H23 UNL     1      -5.337   0.467   1.527  1.00  0.00           H  
HETATM   51  H24 UNL     1      -6.619   0.577  -0.426  1.00  0.00           H  
HETATM   52  H25 UNL     1      -6.760  -0.959  -1.870  1.00  0.00           H  
HETATM   53  H26 UNL     1      -4.983   0.438  -2.538  1.00  0.00           H  
HETATM   54  H27 UNL     1      -5.115   1.867  -1.514  1.00  0.00           H  
HETATM   55  H28 UNL     1      -2.877   1.661  -1.686  1.00  0.00           H  
HETATM   56  H29 UNL     1      -2.930  -0.187  -1.774  1.00  0.00           H  
HETATM   57  H30 UNL     1      -3.681   1.563   1.998  1.00  0.00           H  
HETATM   58  H31 UNL     1      -2.934   2.597   0.774  1.00  0.00           H  
HETATM   59  H32 UNL     1      -4.574   1.990   0.439  1.00  0.00           H  
HETATM   60  H33 UNL     1      -1.271   1.359   1.245  1.00  0.00           H  
HETATM   61  H34 UNL     1      -1.004   0.642  -1.695  1.00  0.00           H  
HETATM   62  H35 UNL     1      -1.095   2.206  -0.837  1.00  0.00           H  
HETATM   63  H36 UNL     1       1.005   2.148   0.018  1.00  0.00           H  
HETATM   64  H37 UNL     1       1.194   1.336  -1.548  1.00  0.00           H  
HETATM   65  H38 UNL     1       1.677  -0.696   2.146  1.00  0.00           H  
HETATM   66  H39 UNL     1       1.007   1.014   1.913  1.00  0.00           H  
HETATM   67  H40 UNL     1       2.711   0.616   1.609  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3    8   31
CONECT    3    4   32   33
CONECT    4    5   34   35
CONECT    5    6    6    7
CONECT    7   36
CONECT    8    9   26   37
CONECT    9   10   38   39
CONECT   10   11   40   41
CONECT   11   12   26   42
CONECT   12   13   23   43
CONECT   13   14   44   45
CONECT   14   15   46   47
CONECT   15   16   21   48
CONECT   16   17   49   50
CONECT   17   18   19   51
CONECT   18   52
CONECT   19   20   53   54
CONECT   20   21   55   56
CONECT   21   22   23
CONECT   22   57   58   59
CONECT   23   24   60
CONECT   24   25   61   62
CONECT   25   26   63   64
CONECT   26   27
CONECT   27   65   66   67
END

HMDB0000381
     RDKit          3D
Allolithocholic acid
 67 70  0  0  0  0  0  0  0  0999 V2000
    4.7202   -1.2782   -1.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8298   -0.3902   -0.2882 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3135    1.0131   -0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7920    1.0940   -0.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3256    2.4510   -0.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7676    3.4450    0.1499 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4639    2.6240   -1.1153 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4249   -0.6650   -0.7319 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2366   -2.1757   -0.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9612   -2.3233    0.2937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2285   -1.0808   -0.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8308   -0.6778    0.9301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7253   -1.8636    1.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3478   -0.0243    0.0731 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6792    0.2202    1.5082 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3984    0.3040   -0.6352 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7714    1.9227   -1.7834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3194   -0.3893   -1.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1705   -2.6445   -1.5063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0359   -2.6165    0.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4128   -3.1879   -0.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1368   -2.4974    1.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0974   -1.1348   -1.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2952   -0.5412    1.9152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9860   -2.4056    0.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3198   -2.5472    1.9233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5901   -2.0710    2.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7261   -0.4740    2.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6417   -1.4287   -0.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6499   -1.2213    1.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3371    0.4673    1.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6187    0.5768   -0.4255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7596   -0.9591   -1.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9834    0.4384   -2.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8775    1.6611   -1.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9297   -0.1870   -1.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2713    1.3592    1.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0040    0.6420   -1.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0951    2.2056   -0.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0052    2.1483    0.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1936    1.3356   -1.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6772   -0.6960    2.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0075    1.0140    1.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7108    0.6162    1.6091 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
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  1 28  1  0
  1 29  1  0
  1 30  1  0
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  3 33  1  0
  4 34  1  0
  4 35  1  0
  7 36  1  0
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 27 66  1  0
 27 67  1  0
M  END

Synonyms

Value	Source
Allolithocholate	Generator
3a-Hydroxy-5a-cholan-24-Oate	HMDB
3a-Hydroxy-5a-cholan-24-Oic acid	HMDB
3a-Hydroxy-5a-cholanoate	HMDB
3a-Hydroxy-5a-cholanoic acid	HMDB
(4S)-4-[(2S,5R,15R)-5-Hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate	HMDB

Molecular Formula

C₂₄H₄₀O₃

Average Mass

376.5726

Monoisotopic Mass

376.297745146

IUPAC Name

(4S)-4-[(2S,5R,15R)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

Traditional Name

allolithocholic acid

CAS Registry Number

Not Available

SMILES

C[C@@H](CCC(O)=O)C1CCC2C3CCC4C[C@H](O)CC[C@]4(C)C3CC[C@]12C

InChI Identifier

InChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16?,17+,18?,19?,20?,21?,23-,24+/m0/s1

InChI Key

SMEROWZSTRWXGI-IBUNROKMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Monohydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0005 g/L	ALOGPS
logP	4.38	ALOGPS
logP	5.02	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	4.79	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	107.68 m³·mol⁻¹	ChemAxon
Polarizability	45.12 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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	splash10-0292-0109000000-42e059148f64fe68127c	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-0a4i-3214890000-a148637510771fd69f57	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	2021-11-05	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 (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_2_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0009000000-5c13680398c0dc8c4c9a	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0bu3-0029000000-43d4d1cfa50f2747cbc1	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01ot-1196000000-84d5d023f420f6586e2d	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0009000000-f317b23fea7a9c31f96a	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a6r-0009000000-7369aef23afe9f4d2fd4	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9006000000-c710ff23af9538d7b6ed	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0009000000-eccc9e9b8c78169f5313	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0009000000-a124cd3b84ae3d5e2420	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00fr-1019000000-a334479f2774d723218d	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0019000000-6df8f10810e03f735750	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052f-4159000000-baeb2cd436b64df4cf06	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0bt9-6940000000-4af19ba92fd613d11bcc	2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Feces
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	3	Human ; Human feces	Metabolic reconstruction
Bacteria	Actinobacteria	2	Human ; Human feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified				HMDB
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

HMDB0000381

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021999

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5370

PubChem Compound

53477689

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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 ]
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 ]
Tadano T, Kanoh M, Matsumoto M, Sakamoto K, Kamano T: Studies of serum and feces bile acids determination by gas chromatography-mass spectrometry. Rinsho Byori. 2006 Feb;54(2):103-10. [PubMed:16548228 ]

Showing metabocard for Allolithocholic Acid (MMDBc0049855)

MOL for #<Metabolite:0x00007f66894a5e88>

3D MOL for #<Metabolite:0x00007f66894a5e88>

3D SDF for #<Metabolite:0x00007f66894a5e88>

3D-SDF for #<Metabolite:0x00007f66894a5e88>

PDB for #<Metabolite:0x00007f66894a5e88>

3D PDB for #<Metabolite:0x00007f66894a5e88>

SMILES for #<Metabolite:0x00007f66894a5e88>

INCHI for #<Metabolite:0x00007f66894a5e88>

Structure for #<Metabolite:0x00007f66894a5e88>

3D Structure for #<Metabolite:0x00007f66894a5e88>