MiMeDB: Showing metabocard for Isochenodeoxycholic acid; 3beta,7alpha,12alpha-Trihydroxy-5beta-cholanic acid (MMDBc0048064)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 21:49:52 UTC

Update Date

2022-09-01 02:14:11 UTC

Metabolite ID

MMDBc0048064

Metabolite Identification

Common Name

Isochenodeoxycholic acid; 3beta,7alpha,12alpha-Trihydroxy-5beta-cholanic acid

Description

3beta,7alpha,12alpha-Trihydroxy-5beta-cholanic acid, also known as 3b,7a-Dihydroxy-5b-cholanoic acid or Isochenodeoxycholic 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

3b,7a-Dihydroxy-5b-cholanoic acid.mol
  Mrv0541 02231218282D          

 32 35  0  0  0  0            999 V2000
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   -1.7395   -2.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  9 32  1  6  0  0  0
M  END

HMDB0000361
     RDKit          3D
3b,7a-Dihydroxy-5b-cholanoic acid
 68 71  0  0  0  0  0  0  0  0999 V2000
    3.8786    1.0461    1.7829 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

3b,7a-Dihydroxy-5b-cholanoic acid.mol
  Mrv0541 02231218282D          

 32 35  0  0  0  0            999 V2000
   -2.4539   -2.3339    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
MMDBc0048064

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16+,17-,18+,19+,20-,22+,23+,24-/m1/s1

> <INCHI_KEY>
RUDATBOHQWOJDD-JGFDLHJZSA-N

> <FORMULA>
C24H40O4

> <MOLECULAR_WEIGHT>
392.572

> <EXACT_MASS>
392.292659768

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
46.23080443188773

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.01

> <JCHEM_LOGP>
3.7133055236666674

> <ALOGPS_LOGS>
-4.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.296339908541825

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.595945733487658

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5356636301705279

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
109.27379999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.97e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000361
     RDKit          3D
3b,7a-Dihydroxy-5b-cholanoic acid
 68 71  0  0  0  0  0  0  0  0999 V2000
    3.8786    1.0461    1.7829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7733   -0.1102    0.8431 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0649   -0.1707    0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3049    1.1152   -0.7262 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5653    1.0608   -1.4831 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3286    0.0702   -1.4673 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9407    2.1441   -2.2529 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6415   -0.1763   -0.0568 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7403   -1.4288   -0.9039 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3487   -2.0323   -0.9512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5079   -0.8740   -0.6193 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9269   -1.1432   -0.3179 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5479    0.1531    0.1217 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7971    0.8656    1.1936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6373    1.1272    0.7133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2600   -0.2402    0.5348 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1714   -0.9798    1.8111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0023    0.0088    0.4843 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2455   -0.9799    1.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4729    1.3666    0.9938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9998    1.3817    1.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6091    1.2181   -0.2056 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6829    0.3259   -0.1488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5954    0.8262   -1.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7415   -0.3471   -0.7899 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8202   -0.6953   -1.9120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7057   -1.6462   -1.4915 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9321   -1.8651   -2.6251 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4865    2.0054    1.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4558    0.8487    2.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9541    1.2681    1.9921 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7873   -1.0427    1.4841 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1282   -1.0447   -0.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8786   -0.2746    0.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4303    1.2894   -1.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3782    1.9495   -0.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6980    2.7451   -1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6177    0.6967   -0.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0711   -1.1767   -1.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4693   -2.1570   -0.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2970   -2.8372   -0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2281   -2.4541   -1.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5494   -0.1404   -1.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9801   -1.9341    0.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5220    0.8310   -0.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7962    0.3610    2.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2468    1.8738    1.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6022    1.7165   -0.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1105    1.7180    1.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2058   -1.4453    2.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9269   -1.7894    1.8384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3247   -0.2358    2.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3510   -1.1878    1.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9408   -0.5318    2.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7520   -1.9397    1.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0905    1.4220    2.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1166    2.1979    0.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2285    2.4006    1.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2719    0.6096    1.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0442    2.1943   -0.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5651   -0.4515   -0.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1579    0.4674   -2.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9894    1.6967   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4445   -1.1907   -0.5957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4391    0.1721   -2.4793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4308   -1.2844   -2.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2317   -2.6150   -1.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0846   -2.7516   -3.0399 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  1
 13 18  1  0
 18 19  1  1
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 16  8  1  0
 25 18  1  0
 16 11  1  0
 27 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  1
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  7 37  1  0
  8 38  1  6
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  6
 12 44  1  1
 13 45  1  6
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 17 50  1  0
 17 51  1  0
 17 52  1  0
 19 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  6
 23 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  1
 26 65  1  0
 26 66  1  0
 27 67  1  1
 28 68  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 3b,7a-Dihydroxy-5b-cholanoic acid.mol             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.581  -4.357   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.581  -2.817   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.247  -2.047   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.247  -5.127   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.913  -4.357   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.580  -5.127   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.754  -4.357   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.754  -2.817   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.088  -2.047   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.552  -2.522   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.458  -1.277   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.552  -0.031   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.028   1.434   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.939   2.523   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.338   4.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.825   4.409   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.535   1.754   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.088  -0.507   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.088   1.033   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.754   0.263   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.580  -0.507   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.580  -2.047   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.913  -2.817   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.913  -1.277   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.224   5.897   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.914   3.320   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       2.088  -5.127   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -5.914  -5.127   0.000  0.00  0.00           O+0
HETATM   29  H   UNK     0      -1.913  -5.897   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.580  -3.587   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.754  -1.277   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.088  -3.587   0.000  0.00  0.00           H+0
CONECT    1    2    4   28                                                  
CONECT    2    1    3                                                       
CONECT    3    2   23                                                       
CONECT    4    1    5                                                       
CONECT    5    4    6   23   29                                             
CONECT    6    5    7                                                       
CONECT    7    6    8   27                                                  
CONECT    8    7    9   22   31                                             
CONECT    9    8   10   18   32                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   25   26                                                  
CONECT   17   13                                                            
CONECT   18   12    9   19   20                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21    8   23   30                                             
CONECT   23   22    3    5   24                                             
CONECT   24   23                                                            
CONECT   25   16                                                            
CONECT   26   16                                                            
CONECT   27    7                                                            
CONECT   28    1                                                            
CONECT   29    5                                                            
CONECT   30   22                                                            
CONECT   31    8                                                            
CONECT   32    9                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0000361
HETATM    1  C1  UNL     1       3.879   1.046   1.783  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.773  -0.110   0.843  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.065  -0.171   0.060  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.305   1.115  -0.726  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.565   1.061  -1.483  1.00  0.00           C  
HETATM    6  O1  UNL     1       7.329   0.070  -1.467  1.00  0.00           O  
HETATM    7  O2  UNL     1       6.941   2.144  -2.253  1.00  0.00           O  
HETATM    8  C6  UNL     1       2.642  -0.176  -0.057  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.740  -1.429  -0.904  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.349  -2.032  -0.951  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.508  -0.874  -0.619  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.927  -1.143  -0.318  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.548   0.153   0.122  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.797   0.866   1.194  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.637   1.127   0.713  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.260  -0.240   0.535  1.00  0.00           C  
HETATM   17  C15 UNL     1       1.171  -0.980   1.811  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.002   0.009   0.484  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.245  -0.980   1.582  1.00  0.00           C  
HETATM   20  C18 UNL     1      -3.473   1.367   0.994  1.00  0.00           C  
HETATM   21  C19 UNL     1      -5.000   1.382   1.148  1.00  0.00           C  
HETATM   22  C20 UNL     1      -5.609   1.218  -0.206  1.00  0.00           C  
HETATM   23  O3  UNL     1      -6.683   0.326  -0.149  1.00  0.00           O  
HETATM   24  C21 UNL     1      -4.595   0.826  -1.241  1.00  0.00           C  
HETATM   25  C22 UNL     1      -3.741  -0.347  -0.790  1.00  0.00           C  
HETATM   26  C23 UNL     1      -2.820  -0.695  -1.912  1.00  0.00           C  
HETATM   27  C24 UNL     1      -1.706  -1.646  -1.492  1.00  0.00           C  
HETATM   28  O4  UNL     1      -0.932  -1.865  -2.625  1.00  0.00           O  
HETATM   29  H1  UNL     1       3.486   2.005   1.348  1.00  0.00           H  
HETATM   30  H2  UNL     1       3.456   0.849   2.795  1.00  0.00           H  
HETATM   31  H3  UNL     1       4.954   1.268   1.992  1.00  0.00           H  
HETATM   32  H4  UNL     1       3.787  -1.043   1.484  1.00  0.00           H  
HETATM   33  H5  UNL     1       5.128  -1.045  -0.596  1.00  0.00           H  
HETATM   34  H6  UNL     1       5.879  -0.275   0.821  1.00  0.00           H  
HETATM   35  H7  UNL     1       4.430   1.289  -1.364  1.00  0.00           H  
HETATM   36  H8  UNL     1       5.378   1.949  -0.006  1.00  0.00           H  
HETATM   37  H9  UNL     1       7.698   2.745  -1.932  1.00  0.00           H  
HETATM   38  H10 UNL     1       2.618   0.697  -0.769  1.00  0.00           H  
HETATM   39  H11 UNL     1       3.071  -1.177  -1.941  1.00  0.00           H  
HETATM   40  H12 UNL     1       3.469  -2.157  -0.487  1.00  0.00           H  
HETATM   41  H13 UNL     1       1.297  -2.837  -0.180  1.00  0.00           H  
HETATM   42  H14 UNL     1       1.228  -2.454  -1.964  1.00  0.00           H  
HETATM   43  H15 UNL     1       0.549  -0.140  -1.455  1.00  0.00           H  
HETATM   44  H16 UNL     1      -0.980  -1.934   0.455  1.00  0.00           H  
HETATM   45  H17 UNL     1      -1.522   0.831  -0.781  1.00  0.00           H  
HETATM   46  H18 UNL     1      -0.796   0.361   2.170  1.00  0.00           H  
HETATM   47  H19 UNL     1      -1.247   1.874   1.309  1.00  0.00           H  
HETATM   48  H20 UNL     1       0.602   1.716  -0.206  1.00  0.00           H  
HETATM   49  H21 UNL     1       1.110   1.718   1.516  1.00  0.00           H  
HETATM   50  H22 UNL     1       0.206  -1.445   2.033  1.00  0.00           H  
HETATM   51  H23 UNL     1       1.927  -1.789   1.838  1.00  0.00           H  
HETATM   52  H24 UNL     1       1.325  -0.236   2.648  1.00  0.00           H  
HETATM   53  H25 UNL     1      -4.351  -1.188   1.590  1.00  0.00           H  
HETATM   54  H26 UNL     1      -2.941  -0.532   2.550  1.00  0.00           H  
HETATM   55  H27 UNL     1      -2.752  -1.940   1.465  1.00  0.00           H  
HETATM   56  H28 UNL     1      -3.090   1.422   2.055  1.00  0.00           H  
HETATM   57  H29 UNL     1      -3.117   2.198   0.374  1.00  0.00           H  
HETATM   58  H30 UNL     1      -5.229   2.401   1.559  1.00  0.00           H  
HETATM   59  H31 UNL     1      -5.272   0.610   1.876  1.00  0.00           H  
HETATM   60  H32 UNL     1      -6.044   2.194  -0.533  1.00  0.00           H  
HETATM   61  H33 UNL     1      -6.565  -0.451  -0.723  1.00  0.00           H  
HETATM   62  H34 UNL     1      -5.158   0.467  -2.136  1.00  0.00           H  
HETATM   63  H35 UNL     1      -3.989   1.697  -1.539  1.00  0.00           H  
HETATM   64  H36 UNL     1      -4.444  -1.191  -0.596  1.00  0.00           H  
HETATM   65  H37 UNL     1      -2.439   0.172  -2.479  1.00  0.00           H  
HETATM   66  H38 UNL     1      -3.431  -1.284  -2.660  1.00  0.00           H  
HETATM   67  H39 UNL     1      -2.232  -2.615  -1.289  1.00  0.00           H  
HETATM   68  H40 UNL     1      -1.085  -2.752  -3.040  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    8   32
CONECT    3    4   33   34
CONECT    4    5   35   36
CONECT    5    6    6    7
CONECT    7   37
CONECT    8    9   16   38
CONECT    9   10   39   40
CONECT   10   11   41   42
CONECT   11   12   16   43
CONECT   12   13   27   44
CONECT   13   14   18   45
CONECT   14   15   46   47
CONECT   15   16   48   49
CONECT   16   17
CONECT   17   50   51   52
CONECT   18   19   20   25
CONECT   19   53   54   55
CONECT   20   21   56   57
CONECT   21   22   58   59
CONECT   22   23   24   60
CONECT   23   61
CONECT   24   25   62   63
CONECT   25   26   64
CONECT   26   27   65   66
CONECT   27   28   67
CONECT   28   68
END

HMDB0000361
     RDKit          3D
3b,7a-Dihydroxy-5b-cholanoic acid
 68 71  0  0  0  0  0  0  0  0999 V2000
    3.8786    1.0461    1.7829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7733   -0.1102    0.8431 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0649   -0.1707    0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3049    1.1152   -0.7262 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5653    1.0608   -1.4831 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3286    0.0702   -1.4673 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9407    2.1441   -2.2529 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6415   -0.1763   -0.0568 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7403   -1.4288   -0.9039 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3487   -2.0323   -0.9512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5079   -0.8740   -0.6193 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9269   -1.1432   -0.3179 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5479    0.1531    0.1217 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7971    0.8656    1.1936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6373    1.1272    0.7133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2600   -0.2402    0.5348 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1714   -0.9798    1.8111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0023    0.0088    0.4843 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2455   -0.9799    1.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4729    1.3666    0.9938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9998    1.3817    1.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6091    1.2181   -0.2056 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6829    0.3259   -0.1488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5954    0.8262   -1.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7415   -0.3471   -0.7899 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8202   -0.6953   -1.9120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7057   -1.6462   -1.4915 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9321   -1.8651   -2.6251 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4865    2.0054    1.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4558    0.8487    2.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9541    1.2681    1.9921 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7873   -1.0427    1.4841 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1282   -1.0447   -0.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8786   -0.2746    0.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4303    1.2894   -1.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3782    1.9495   -0.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6980    2.7451   -1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6177    0.6967   -0.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0711   -1.1767   -1.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4693   -2.1570   -0.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2970   -2.8372   -0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2281   -2.4541   -1.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5494   -0.1404   -1.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9801   -1.9341    0.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5220    0.8310   -0.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7962    0.3610    2.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2468    1.8738    1.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6022    1.7165   -0.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1105    1.7180    1.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2058   -1.4453    2.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9269   -1.7894    1.8384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3247   -0.2358    2.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3510   -1.1878    1.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9408   -0.5318    2.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7520   -1.9397    1.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0905    1.4220    2.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1166    2.1979    0.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2285    2.4006    1.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2719    0.6096    1.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0442    2.1943   -0.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5651   -0.4515   -0.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1579    0.4674   -2.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9894    1.6967   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4445   -1.1907   -0.5957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4391    0.1721   -2.4793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4308   -1.2844   -2.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2317   -2.6150   -1.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0846   -2.7516   -3.0399 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  1
 13 18  1  0
 18 19  1  1
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 16  8  1  0
 25 18  1  0
 16 11  1  0
 27 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  1
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  7 37  1  0
  8 38  1  6
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  6
 12 44  1  1
 13 45  1  6
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 17 50  1  0
 17 51  1  0
 17 52  1  0
 19 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  6
 23 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  1
 26 65  1  0
 26 66  1  0
 27 67  1  1
 28 68  1  0
M  END

Synonyms

Value	Source
(3beta,5beta,7alpha)-3,7-Dihydroxycholan-24-Oic acid	ChEBI
3-Epi-chenodeoxycholic acid	ChEBI
3-Epichenodeoxycholic acid	ChEBI
3beta,7alpha-Dihydroxy-5beta-cholanic acid	ChEBI
3beta-Chenodeoxycholic acid	ChEBI
Isochenodeoxycholic acid	ChEBI
(3b,5b,7a)-3,7-Dihydroxycholan-24-Oate	Generator
(3b,5b,7a)-3,7-Dihydroxycholan-24-Oic acid	Generator
(3beta,5beta,7alpha)-3,7-Dihydroxycholan-24-Oate	Generator
(3Β,5β,7α)-3,7-dihydroxycholan-24-Oate	Generator
(3Β,5β,7α)-3,7-dihydroxycholan-24-Oic acid	Generator
3-Epi-chenodeoxycholate	Generator
3-Epichenodeoxycholate	Generator
3b,7a-Dihydroxy-5b-cholanate	Generator
3b,7a-Dihydroxy-5b-cholanic acid	Generator
3beta,7alpha-Dihydroxy-5beta-cholanate	Generator
3Β,7α-dihydroxy-5β-cholanate	Generator
3Β,7α-dihydroxy-5β-cholanic acid	Generator
3b-Chenodeoxycholate	Generator
3b-Chenodeoxycholic acid	Generator
3beta-Chenodeoxycholate	Generator
3Β-chenodeoxycholate	Generator
3Β-chenodeoxycholic acid	Generator
Isochenodeoxycholate	Generator
3b,7a-Dihydroxy-5b-cholanoate	Generator
3b,7a-Dihydroxy-5b-cholan-24-Oate	HMDB
3b,7a-Dihydroxy-5b-cholan-24-Oic acid	HMDB

Molecular Formula

C₂₄H₄₀O₄

Average Mass

392.572

Monoisotopic Mass

392.292659768

IUPAC Name

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

Traditional Name

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

CAS Registry Number

566-24-5

SMILES

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

InChI Identifier

InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16+,17-,18+,19+,20-,22+,23+,24-/m1/s1

InChI Key

RUDATBOHQWOJDD-JGFDLHJZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydroxy bile acids, alcohols and derivatives. Dihydroxy bile acids, alcohols and derivatives are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid 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

Dihydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

cholanoid (CHEBI:81255 )
C24 bile acids, alcohols, and derivatives (LMST04010034 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.02 g/L	ALOGPS
logP	3.01	ALOGPS
logP	3.71	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	4.6	ChemAxon
pKa (Strongest Basic)	-0.54	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	109.27 m³·mol⁻¹	ChemAxon
Polarizability	46.23 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	splash10-01rt-0529000000-3b28c649fc51c7806ad3	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-0006-1110390000-7a6c62344d1371b74081	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 (TMS_1_3) - 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 (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_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_3_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-056r-0009000000-caf73ba5a49d006bb35c	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-056r-0009000000-19e20147b99f0203beea	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-02di-1219000000-2712784370392aae8dfe	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-006x-0009000000-f969293bf286459bff3f	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00dl-0009000000-6d3e401b3a1ad3688eb2	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9007000000-941ad38857c04e2f5622	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-054o-0009000000-4e0986447d05e9362fad	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a6r-3229000000-0ec43eb64212ba6669ce	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-3930000000-0af26f4ca58ef37524aa	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0009000000-9ec5a4bbbe3c1396f290	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-006x-0009000000-94b82bd5679a84a4db10	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052p-2009000000-302f7e60ce3076bc9db1	2021-09-24	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

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0012407	Adenosine triphosphate	ADP	Atp-binding cassette, sub-family b (mdr/tap), member 11	Isocholic acid ABC bile acid transporter	VMH	30371894
MMDBr0012408	Hydrogen carbonate	Hydrogen carbonate	Solute carrier family 51 alpha subunit	Isocholic acid transport via bicarbonate countertransport	VMH	30371894
MMDBr0012409	Isochenodeoxycholic acid; 3beta,7alpha,12alpha-Trihydroxy-5beta-cholanic acid	Isochenodeoxycholic acid; 3beta,7alpha,12alpha-Trihydroxy-5beta-cholanic acid	Solute carrier family 10 (sodium/bile acid cotransporter), member 1	Isocholic acid transport via sodium cotransport	VMH	30371894
MMDBr0012649	Isochenodeoxycholic acid; 3beta,7alpha,12alpha-Trihydroxy-5beta-cholanic acid	3-Dehydrocholic acid; 3oxo-7alpha,12alpha-Dihydroxy-5beta-cholan-24-oic acid	Not Available	3-beta hydroxysteroid dehydrogenase, NAD+ dependent, isocholate specific	VMH	30371894

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	Bacteroidetes	2	Human feces	Metabolic reconstruction
Bacteria	Firmicutes	6	Human feces; Human	Metabolic reconstruction
Bacteria	Actinobacteria	4	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

HMDB0000361

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021981

KNApSAcK ID

Not Available

Chemspider ID

144359

KEGG Compound ID

C17660

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5350

PubChem Compound

164673

PDB ID

Not Available

ChEBI ID

88102

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 ]

Showing metabocard for Isochenodeoxycholic acid; 3beta,7alpha,12alpha-Trihydroxy-5beta-cholanic acid (MMDBc0048064)

MOL for #<Metabolite:0x000055d2493b29c0>

3D MOL for #<Metabolite:0x000055d2493b29c0>

3D SDF for #<Metabolite:0x000055d2493b29c0>

3D-SDF for #<Metabolite:0x000055d2493b29c0>

PDB for #<Metabolite:0x000055d2493b29c0>

3D PDB for #<Metabolite:0x000055d2493b29c0>

SMILES for #<Metabolite:0x000055d2493b29c0>

INCHI for #<Metabolite:0x000055d2493b29c0>

Structure for #<Metabolite:0x000055d2493b29c0>

3D Structure for #<Metabolite:0x000055d2493b29c0>