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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1)transporters (8) Show 9 proteins XML

enzymes (1)transporters (8) Show 9 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:02 UTC

HMDB ID

HMDB0000432

Secondary Accession Numbers

HMDB00432

Metabolite Identification

Common Name

3a,7b,12a-Trihydroxy-5a-Cholanoic acid

Description

3a,7b,12a-Trihydroxy-5a-Cholanoic 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

3a,7b,12a-trihydroxy-5a-Cholanoic acid.mol
  Mrv0541 02231218312D          

 33 36  0  0  0  0            999 V2000
   -2.4539   -2.3339    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4539   -1.5089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -1.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -2.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0250   -2.3339    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3105   -2.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040   -2.3339    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4040   -1.5089    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1184   -1.0964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9030   -1.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3880   -0.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9030   -0.0164    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1580    0.7682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5746    1.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881    2.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5850    2.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0250   -0.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7986    3.1589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1684    1.7786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040    0.9661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184   -2.7464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  9 18  1  0  0  0  0
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  8 22  1  0  0  0  0
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  5 23  1  0  0  0  0
 23 24  1  1  0  0  0
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  7 28  1  1  0  0  0
  1 29  1  6  0  0  0
  5 30  1  6  0  0  0
 22 31  1  6  0  0  0
  8 32  1  1  0  0  0
  9 33  1  6  0  0  0
M  END

HMDB0000432
     RDKit          3D
3a,7b,12a-Trihydroxy-5a-Cholanoic acid
 69 72  0  0  0  0  0  0  0  0999 V2000
    4.6646   -1.3476    0.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9709   -0.2902   -0.1425 C   0  0  2  0  0  0  0  0  0  0  0  0
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    5.7177    1.4092    0.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0137    2.8109    0.5907 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6568    3.2285    1.7141 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6892    3.6625   -0.2588 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4802   -1.8152   -1.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0279   -2.2950   -1.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3951   -1.1052   -0.6269 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9723   -1.1884   -0.0901 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8983   -2.0005   -0.9217 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2605   -3.1967   -0.2441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1229   -1.3769   -1.4341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5207   -0.0456   -0.9396 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0107    0.1044   -0.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5285    1.0095    0.1529 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7416    1.5619   -0.3209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6107    2.1513    0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1896    1.7804    0.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8668    0.3356    0.3933 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3558   -0.4951    1.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4105    0.2431    0.1231 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5054    0.8675    1.1237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9113    0.8595    0.6481 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9729    1.6614   -0.4994 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4405   -0.5415    0.3404 C   0  0  2  0  0  0  0  0  0  0  0  0
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 29 69  1  0
M  END

3a,7b,12a-trihydroxy-5a-Cholanoic acid.mol
  Mrv0541 02231218312D          

 33 36  0  0  0  0            999 V2000
   -2.4539   -2.3339    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4539   -1.5089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -1.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -2.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0250   -2.3339    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3105   -2.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040   -2.3339    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4040   -1.5089    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1184   -1.0964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.5746    1.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881    2.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 22 31  1  6  0  0  0
  8 32  1  1  0  0  0
  9 33  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0000432

> <DATABASE_NAME>
hmdb

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

> <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-PWNRUWOFSA-N

> <FORMULA>
C24H40O5

> <MOLECULAR_WEIGHT>
408.5714

> <EXACT_MASS>
408.28757439

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
47.34992157215735

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4R)-4-[(1S,2S,5R,7R,9S,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]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>
110.7893

> <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,9S,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000432
     RDKit          3D
3a,7b,12a-Trihydroxy-5a-Cholanoic acid
 69 72  0  0  0  0  0  0  0  0999 V2000
    4.6646   -1.3476    0.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9709   -0.2902   -0.1425 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2492    1.1140    0.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7177    1.4092    0.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0137    2.8109    0.5907 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6568    3.2285    1.7141 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6892    3.6625   -0.2588 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5842   -0.5524   -0.5523 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4802   -1.8152   -1.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0279   -2.2950   -1.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3951   -1.1052   -0.6269 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9723   -1.1884   -0.0901 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8983   -2.0005   -0.9217 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2605   -3.1967   -0.2441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1229   -1.3769   -1.4341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5207   -0.0456   -0.9396 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0107    0.1044   -0.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5285    1.0095    0.1529 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7416    1.5619   -0.3209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6107    2.1513    0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1896    1.7804    0.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8668    0.3356    0.3933 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3558   -0.4951    1.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4105    0.2431    0.1231 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5054    0.8675    1.1237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9113    0.8595    0.6481 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9729    1.6614   -0.4994 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4405   -0.5415    0.3404 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5229   -1.2949    1.6157 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6943   -1.0341    0.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7843   -2.2750    0.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1325   -1.7168    1.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5464   -0.3487   -1.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9730    1.3346    1.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7331    1.7816   -0.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0950    1.2730   -0.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3742    0.7709    0.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0874    3.3080   -1.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3413    0.2704   -1.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7574   -1.6729   -2.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0842   -2.6565   -0.9696 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9449   -3.2234   -0.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6770   -2.4535   -2.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3689   -0.3204   -1.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9557   -1.6448    0.9158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2792   -2.4037   -1.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8681   -3.1655    0.6856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0659   -1.3100   -2.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0211   -2.0589   -1.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1418    0.7443   -1.6558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3592    0.4646   -1.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4621   -0.9045   -0.8043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8140    0.4124    1.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8952    1.3723   -1.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0437    2.7272    1.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6548    2.8415   -0.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9630    1.9545    1.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5037    2.4606    0.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8121    0.1423    2.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0772   -1.2431    1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5555   -1.0659    2.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2313    0.7549   -0.8615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6652    0.4203    2.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7901    1.9572    1.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5512    1.2702    1.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1853    2.2548   -0.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8253   -2.3392    1.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5313   -1.2300    2.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1687   -0.7033    2.3178 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
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  1
 28  8  1  0
 28 11  1  0
 24 12  1  0
 22 16  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  6
  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
 15 48  1  0
 15 49  1  0
 16 50  1  6
 17 51  1  0
 17 52  1  0
 18 53  1  1
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 23 59  1  0
 23 60  1  0
 23 61  1  0
 24 62  1  6
 25 63  1  0
 25 64  1  0
 26 65  1  1
 27 66  1  0
 29 67  1  0
 29 68  1  0
 29 69  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 3a,7b,12a-trihydroxy-5a-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       0.754   1.803   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       2.088  -5.127   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -5.914  -5.127   0.000  0.00  0.00           O+0
HETATM   30  H   UNK     0      -1.913  -5.897   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.580  -3.587   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.754  -1.277   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.088  -3.587   0.000  0.00  0.00           H+0
CONECT    1    2    4   29                                                  
CONECT    2    1    3                                                       
CONECT    3    2   23                                                       
CONECT    4    1    5                                                       
CONECT    5    4    6   23   30                                             
CONECT    6    5    7                                                       
CONECT    7    6    8   28                                                  
CONECT    8    7    9   22   32                                             
CONECT    9    8   10   18   33                                             
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   27                                                  
CONECT   21   20   22                                                       
CONECT   22   21    8   23   31                                             
CONECT   23   22    3    5   24                                             
CONECT   24   23                                                            
CONECT   25   16                                                            
CONECT   26   16                                                            
CONECT   27   20                                                            
CONECT   28    7                                                            
CONECT   29    1                                                            
CONECT   30    5                                                            
CONECT   31   22                                                            
CONECT   32    8                                                            
CONECT   33    9                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0000432
HETATM    1  C1  UNL     1       4.665  -1.348   0.667  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.971  -0.290  -0.143  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.249   1.114   0.295  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.718   1.409   0.160  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.014   2.811   0.591  1.00  0.00           C  
HETATM    6  O1  UNL     1       5.657   3.229   1.714  1.00  0.00           O  
HETATM    7  O2  UNL     1       6.689   3.663  -0.259  1.00  0.00           O  
HETATM    8  C6  UNL     1       2.584  -0.552  -0.552  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.480  -1.815  -1.357  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.028  -2.295  -1.203  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.395  -1.105  -0.627  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.972  -1.188  -0.090  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.898  -2.000  -0.922  1.00  0.00           C  
HETATM   14  O3  UNL     1      -2.261  -3.197  -0.244  1.00  0.00           O  
HETATM   15  C12 UNL     1      -3.123  -1.377  -1.434  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.521  -0.046  -0.940  1.00  0.00           C  
HETATM   17  C14 UNL     1      -5.011   0.104  -0.919  1.00  0.00           C  
HETATM   18  C15 UNL     1      -5.528   1.009   0.153  1.00  0.00           C  
HETATM   19  O4  UNL     1      -6.742   1.562  -0.321  1.00  0.00           O  
HETATM   20  C16 UNL     1      -4.611   2.151   0.445  1.00  0.00           C  
HETATM   21  C17 UNL     1      -3.190   1.780   0.675  1.00  0.00           C  
HETATM   22  C18 UNL     1      -2.867   0.336   0.393  1.00  0.00           C  
HETATM   23  C19 UNL     1      -3.356  -0.495   1.533  1.00  0.00           C  
HETATM   24  C20 UNL     1      -1.411   0.243   0.123  1.00  0.00           C  
HETATM   25  C21 UNL     1      -0.505   0.868   1.124  1.00  0.00           C  
HETATM   26  C22 UNL     1       0.911   0.860   0.648  1.00  0.00           C  
HETATM   27  O5  UNL     1       0.973   1.661  -0.499  1.00  0.00           O  
HETATM   28  C23 UNL     1       1.441  -0.542   0.340  1.00  0.00           C  
HETATM   29  C24 UNL     1       1.523  -1.295   1.616  1.00  0.00           C  
HETATM   30  H1  UNL     1       5.694  -1.034   0.860  1.00  0.00           H  
HETATM   31  H2  UNL     1       4.784  -2.275   0.014  1.00  0.00           H  
HETATM   32  H3  UNL     1       4.133  -1.717   1.549  1.00  0.00           H  
HETATM   33  H4  UNL     1       4.546  -0.349  -1.136  1.00  0.00           H  
HETATM   34  H5  UNL     1       3.973   1.335   1.341  1.00  0.00           H  
HETATM   35  H6  UNL     1       3.733   1.782  -0.428  1.00  0.00           H  
HETATM   36  H7  UNL     1       6.095   1.273  -0.882  1.00  0.00           H  
HETATM   37  H8  UNL     1       6.374   0.771   0.791  1.00  0.00           H  
HETATM   38  H9  UNL     1       7.087   3.308  -1.113  1.00  0.00           H  
HETATM   39  H10 UNL     1       2.341   0.270  -1.343  1.00  0.00           H  
HETATM   40  H11 UNL     1       2.757  -1.673  -2.427  1.00  0.00           H  
HETATM   41  H12 UNL     1       3.084  -2.656  -0.970  1.00  0.00           H  
HETATM   42  H13 UNL     1       0.945  -3.223  -0.645  1.00  0.00           H  
HETATM   43  H14 UNL     1       0.677  -2.454  -2.259  1.00  0.00           H  
HETATM   44  H15 UNL     1       0.369  -0.320  -1.453  1.00  0.00           H  
HETATM   45  H16 UNL     1      -0.956  -1.645   0.916  1.00  0.00           H  
HETATM   46  H17 UNL     1      -1.279  -2.404  -1.780  1.00  0.00           H  
HETATM   47  H18 UNL     1      -1.868  -3.165   0.686  1.00  0.00           H  
HETATM   48  H19 UNL     1      -3.066  -1.310  -2.566  1.00  0.00           H  
HETATM   49  H20 UNL     1      -4.021  -2.059  -1.304  1.00  0.00           H  
HETATM   50  H21 UNL     1      -3.142   0.744  -1.656  1.00  0.00           H  
HETATM   51  H22 UNL     1      -5.359   0.465  -1.922  1.00  0.00           H  
HETATM   52  H23 UNL     1      -5.462  -0.904  -0.804  1.00  0.00           H  
HETATM   53  H24 UNL     1      -5.814   0.412   1.041  1.00  0.00           H  
HETATM   54  H25 UNL     1      -6.895   1.372  -1.261  1.00  0.00           H  
HETATM   55  H26 UNL     1      -5.044   2.727   1.292  1.00  0.00           H  
HETATM   56  H27 UNL     1      -4.655   2.842  -0.442  1.00  0.00           H  
HETATM   57  H28 UNL     1      -2.963   1.955   1.756  1.00  0.00           H  
HETATM   58  H29 UNL     1      -2.504   2.461   0.112  1.00  0.00           H  
HETATM   59  H30 UNL     1      -3.812   0.142   2.342  1.00  0.00           H  
HETATM   60  H31 UNL     1      -4.077  -1.243   1.139  1.00  0.00           H  
HETATM   61  H32 UNL     1      -2.556  -1.066   2.041  1.00  0.00           H  
HETATM   62  H33 UNL     1      -1.231   0.755  -0.861  1.00  0.00           H  
HETATM   63  H34 UNL     1      -0.665   0.420   2.120  1.00  0.00           H  
HETATM   64  H35 UNL     1      -0.790   1.957   1.244  1.00  0.00           H  
HETATM   65  H36 UNL     1       1.551   1.270   1.456  1.00  0.00           H  
HETATM   66  H37 UNL     1       0.185   2.255  -0.573  1.00  0.00           H  
HETATM   67  H38 UNL     1       1.825  -2.339   1.525  1.00  0.00           H  
HETATM   68  H39 UNL     1       0.531  -1.230   2.162  1.00  0.00           H  
HETATM   69  H40 UNL     1       2.169  -0.703   2.318  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   28   39
CONECT    9   10   40   41
CONECT   10   11   42   43
CONECT   11   12   28   44
CONECT   12   13   24   45
CONECT   13   14   15   46
CONECT   14   47
CONECT   15   16   48   49
CONECT   16   17   22   50
CONECT   17   18   51   52
CONECT   18   19   20   53
CONECT   19   54
CONECT   20   21   55   56
CONECT   21   22   57   58
CONECT   22   23   24
CONECT   23   59   60   61
CONECT   24   25   62
CONECT   25   26   63   64
CONECT   26   27   28   65
CONECT   27   66
CONECT   28   29
CONECT   29   67   68   69
END

HMDB0000432
     RDKit          3D
3a,7b,12a-Trihydroxy-5a-Cholanoic acid
 69 72  0  0  0  0  0  0  0  0999 V2000
    4.6646   -1.3476    0.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9709   -0.2902   -0.1425 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2492    1.1140    0.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7177    1.4092    0.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0137    2.8109    0.5907 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6568    3.2285    1.7141 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6892    3.6625   -0.2588 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5842   -0.5524   -0.5523 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4802   -1.8152   -1.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0279   -2.2950   -1.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3951   -1.1052   -0.6269 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9723   -1.1884   -0.0901 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8983   -2.0005   -0.9217 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2605   -3.1967   -0.2441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1229   -1.3769   -1.4341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5207   -0.0456   -0.9396 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0107    0.1044   -0.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5285    1.0095    0.1529 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7416    1.5619   -0.3209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6107    2.1513    0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1896    1.7804    0.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8668    0.3356    0.3933 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3558   -0.4951    1.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4105    0.2431    0.1231 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5054    0.8675    1.1237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9113    0.8595    0.6481 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9729    1.6614   -0.4994 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4405   -0.5415    0.3404 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5229   -1.2949    1.6157 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6943   -1.0341    0.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7843   -2.2750    0.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1325   -1.7168    1.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5464   -0.3487   -1.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9730    1.3346    1.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7331    1.7816   -0.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0950    1.2730   -0.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3742    0.7709    0.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0874    3.3080   -1.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3413    0.2704   -1.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7574   -1.6729   -2.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0842   -2.6565   -0.9696 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9449   -3.2234   -0.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6770   -2.4535   -2.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3689   -0.3204   -1.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9557   -1.6448    0.9158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2792   -2.4037   -1.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8681   -3.1655    0.6856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0659   -1.3100   -2.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0211   -2.0589   -1.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1418    0.7443   -1.6558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3592    0.4646   -1.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4621   -0.9045   -0.8043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8140    0.4124    1.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8952    1.3723   -1.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0437    2.7272    1.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6548    2.8415   -0.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9630    1.9545    1.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5037    2.4606    0.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8121    0.1423    2.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0772   -1.2431    1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5555   -1.0659    2.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2313    0.7549   -0.8615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6652    0.4203    2.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7901    1.9572    1.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5512    1.2702    1.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1853    2.2548   -0.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8253   -2.3392    1.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5313   -1.2300    2.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1687   -0.7033    2.3178 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
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  1
 28  8  1  0
 28 11  1  0
 24 12  1  0
 22 16  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  6
  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
 15 48  1  0
 15 49  1  0
 16 50  1  6
 17 51  1  0
 17 52  1  0
 18 53  1  1
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 23 59  1  0
 23 60  1  0
 23 61  1  0
 24 62  1  6
 25 63  1  0
 25 64  1  0
 26 65  1  1
 27 66  1  0
 29 67  1  0
 29 68  1  0
 29 69  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Methyl valeraldehyde	ChEBI
Isocaproaldehyde	ChEBI
Isohexanal	ChEBI
4-Methyl-valeraldehyde	HMDB
4-Methylvaleraldehyde	HMDB
Isocaproaldehyde: 4-methyl-pentanal	HMDB
Isohexana	HMDB
3a,7b,12a-Trihydroxy-5a-cholanoate	HMDB, Generator
(4R)-4-[(1S,2S,5R,7R,9S,10R,11S,14R,15R,16S)-5,9,16-Trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate	Generator, HMDB

Chemical Formula

C₂₄H₄₀O₅

Average Molecular Weight

408.5714

Monoisotopic Molecular Weight

408.28757439

IUPAC Name

(4R)-4-[(1S,2S,5R,7R,9S,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

Traditional Name

(4R)-4-[(1S,2S,5R,7R,9S,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

CAS Registry Number

63324-19-6

SMILES

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

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-PWNRUWOFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alpha-hydrogen aldehydes

Alternative Parents

Substituents

Alpha-hydrogen aldehyde
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

alpha-CH2-containing aldehyde (CHEBI:17998 )
a small molecule (4-METHYLPENTANAL )

Ontology

Physiological effect

Health effect

Nervous system disorder

Central nervous system disorder

Psychiatric disorder

Depression (PMID: 35445772)

Alzheimer's Disease (PMID: 30337151)

Cancer

Colorectal cancer (PMID: 21724466)

Digestive system disorder

Gastrointestinal disorder

Chronic diarrhea (PMID: 19900947)

Disposition

Biological location

Cytoplasm (HMDB: HMDB0000432)
Cell membrane (HMDB: HMDB0000432)

Biofluid or Excreta

Urine (HMDB: HMDB0000432)

Tissue substructure

Hepatic tissue (HMDB: HMDB0000432)

Organ

Cellular substructure

Extracellular (HMDB: HMDB0000432)

Non-excretory biofluid

Biofluid or Excreta

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

Excreta

Biofluid or Excreta

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

Route of exposure

Enteral

Ingestion (HMDB: HMDB0000432)

Source

Endogenous

Endogenous (HMDB: HMDB0000432)

Animal

Animal (HMDB: HMDB0000432)

Exogenous

Food

Food (HMDB: HMDB0000432)

Animal origin

Poultry

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

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0000432)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0000432)

Cellular process

Cell signaling (HMDB: HMDB0000432)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0000432)

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.074 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	47.35 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	194.461	31661259
DarkChem	[M-H]-	192.55	31661259
AllCCS	[M+H]+	203.388	32859911
AllCCS	[M-H]-	200.947	32859911
DeepCCS	[M-2H]-	235.728	30932474
DeepCCS	[M+Na]+	209.502	30932474
AllCCS	[M+H]+	203.4	32859911
AllCCS	[M+H-H2O]+	201.3	32859911
AllCCS	[M+NH4]+	205.3	32859911
AllCCS	[M+Na]+	205.8	32859911
AllCCS	[M-H]-	200.9	32859911
AllCCS	[M+Na-2H]-	202.4	32859911
AllCCS	[M+HCOO]-	204.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3a,7b,12a-Trihydroxy-5a-Cholanoic acid	[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@@H](O)C[C@@]2([H])C[C@H](O)CC[C@]12C	4216.7	Standard polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid	[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@@H](O)C[C@@]2([H])C[C@H](O)CC[C@]12C	3464.1	Standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid	[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@@H](O)C[C@@]2([H])C[C@H](O)CC[C@]12C	3681.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,1TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3395.4	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,1TMS,isomer #2	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	3422.2	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,1TMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)C[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3367.0	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,1TMS,isomer #4	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C[C@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3442.5	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,2TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)C[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3314.0	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,2TMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C[C@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3385.4	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,2TMS,isomer #3	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	3379.4	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,2TMS,isomer #4	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)C[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	3337.1	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,2TMS,isomer #5	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C[C@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	3372.3	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,2TMS,isomer #6	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)C[C@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3336.2	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,3TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)C[C@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3321.6	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,3TMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)C[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	3329.1	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,3TMS,isomer #3	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C[C@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	3343.2	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,3TMS,isomer #4	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)C[C@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	3336.5	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,4TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)C[C@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	3341.1	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,1TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3642.8	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,1TBDMS,isomer #2	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3636.4	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,1TBDMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3579.0	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,1TBDMS,isomer #4	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3656.8	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,2TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3753.0	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,2TBDMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3849.5	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,2TBDMS,isomer #3	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3838.8	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,2TBDMS,isomer #4	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3767.2	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,2TBDMS,isomer #5	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3798.6	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,2TBDMS,isomer #6	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3761.4	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,3TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3941.8	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,3TBDMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3958.5	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,3TBDMS,isomer #3	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3986.6	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,3TBDMS,isomer #4	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3967.2	Semi standard non polar	33892256
3a,7b,12a-Trihydroxy-5a-Cholanoic acid,4TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	4162.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-03ec-0439000000-abd2a5c162e23ea0d78f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid GC-MS (4 TMS) - 70eV, Positive	splash10-001i-1100049000-ae391322cbbc458fdb46	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid 10V, Positive-QTOF	splash10-00dl-0009000000-f5b70cbc59d5ea066854	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid 20V, Positive-QTOF	splash10-00dl-0009000000-b06963261afb6fdb494b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid 40V, Positive-QTOF	splash10-02c2-2109000000-87477f9c822aeda6a8e0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid 10V, Negative-QTOF	splash10-0a4r-0009700000-8dc05bd9542a54f1f91b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid 20V, Negative-QTOF	splash10-052r-0009200000-9a24af3f58b590ac86cd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid 40V, Negative-QTOF	splash10-0a4l-9007000000-c0f6af27285559bd789e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid 10V, Negative-QTOF	splash10-0a4i-0001900000-450d1e4d25aae2ed99f4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid 20V, Negative-QTOF	splash10-0a4r-0005900000-630ea179fce67da6f208	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid 40V, Negative-QTOF	splash10-0r09-0019200000-0754019de78fe2be314d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid 10V, Positive-QTOF	splash10-0abc-0009400000-fe4f5c75dd7ef6e8d9ce	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid 20V, Positive-QTOF	splash10-059l-3159100000-f0eff49c7e8da5d00c58	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,7b,12a-Trihydroxy-5a-Cholanoic acid 40V, Positive-QTOF	splash10-0aor-9640000000-28284141ad8f72ab8fe1	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Gall Bladder
Intestine
Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022551

KNApSAcK ID

Not Available

Chemspider ID

126

KEGG Compound ID

C02373

BioCyc ID

Not Available

BiGG ID

39716

Wikipedia Link

Not Available

METLIN ID

6155

PubChem Compound

129

PDB ID

Not Available

ChEBI ID

17998

Food Biomarker Ontology

Not Available

VMH ID

4MPTNL

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Iida, Takashi; Shinohara, Toshiyuki; Momose, Toshiaki; Tamura, Toshitake; Matsumoto, Taro; Nambara, Toshio; Chang, Frederic C. Potential bile acid metabolites; 12. Synthesis of stereoisomeric 3,7,12-trihydroxy-5a-cholanic acids and related compounds. Synthesis (1986), (12), 998-1004.

Material Safety Data Sheet (MSDS)

Not Available

General References

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. [PubMed:12829005 ]
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. [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. [PubMed:11316487 ]
Claudel T, Staels B, Kuipers F: The Farnesoid X receptor: a molecular link between bile acid and lipid and glucose metabolism. Arterioscler Thromb Vasc Biol. 2005 Oct;25(10):2020-30. Epub 2005 Jul 21. [PubMed:16037564 ]
Chiang JY: Bile acid regulation of hepatic physiology: III. Bile acids and nuclear receptors. Am J Physiol Gastrointest Liver Physiol. 2003 Mar;284(3):G349-56. [PubMed:12576301 ]
Davis RA, Miyake JH, Hui TY, Spann NJ: Regulation of cholesterol-7alpha-hydroxylase: BAREly missing a SHP. J Lipid Res. 2002 Apr;43(4):533-43. [PubMed:11907135 ]

Enzymes

Enzyme Details

1. Gastrotropin

General function:: Involved in binding
Specific function:: Ileal protein which stimulates gastric acid and pepsinogen secretion. Seems to be able to bind to bile salts and bilirubins. Isoform 2 is essential for the survival of colon cancer cells to bile acid-induced apoptosis
Gene Name:: FABP6
Uniprot ID:: P51161
Molecular weight:: 14371.2

References

Kurz M, Brachvogel V, Matter H, Stengelin S, Thuring H, Kramer W: Insights into the bile acid transportation system: the human ileal lipid-binding protein-cholyltaurine complex and its comparison with homologous structures. Proteins. 2003 Feb 1;50(2):312-28. [PubMed:12486725 ]

Transporters

Enzyme Details

1. Solute carrier organic anion transporter family member 1B3

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as 17-beta-glucuronosyl estradiol, taurocholate, triiodothyronine (T3), leukotriene C4, dehydroepiandrosterone sulfate (DHEAS), methotrexate and sulfobromophthalein (BSP)
Gene Name:: SLCO1B3
Uniprot ID:: Q9NPD5
Molecular weight:: 77402.2

Enzyme Details

2. Solute carrier organic anion transporter family member 1B1

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as pravastatin, taurocholate, methotrexate, dehydroepiandrosterone sulfate, 17-beta-glucuronosyl estradiol, estrone sulfate, prostaglandin E2, thromboxane B2, leukotriene C3, leukotriene E4, thyroxine and triiodothyronine. May play an important role in the clearance of bile acids and organic anions from the liver
Gene Name:: SLCO1B1
Uniprot ID:: Q9Y6L6
Molecular weight:: 76448.0

References

Michalski C, Cui Y, Nies AT, Nuessler AK, Neuhaus P, Zanger UM, Klein K, Eichelbaum M, Keppler D, Konig J: A naturally occurring mutation in the SLC21A6 gene causing impaired membrane localization of the hepatocyte uptake transporter. J Biol Chem. 2002 Nov 8;277(45):43058-63. Epub 2002 Aug 23. [PubMed:12196548 ]

Enzyme Details

3. Canalicular multispecific organic anion transporter 2

General function:: Involved in ATP binding
Specific function:: May act as an inducible transporter in the biliary and intestinal excretion of organic anions. Acts as an alternative route for the export of bile acids and glucuronides from cholestatic hepatocytes
Gene Name:: ABCC3
Uniprot ID:: O15438
Molecular weight:: 169341.1

Enzyme Details

4. Bile salt export pump

General function:: Involved in ATP binding
Specific function:: Involved in the ATP-dependent secretion of bile salts into the canaliculus of hepatocytes
Gene Name:: ABCB11
Uniprot ID:: O95342
Molecular weight:: 146405.8

Enzyme Details

5. Ileal sodium/bile acid cotransporter

General function:: Involved in bile acid:sodium symporter activity
Specific function:: Plays a critical role in the sodium-dependent reabsorption of bile acids from the lumen of the small intestine. Plays a key role in cholesterol metabolism
Gene Name:: SLC10A2
Uniprot ID:: Q12908
Molecular weight:: 37697.4

References

Kramer W, Girbig F, Glombik H, Corsiero D, Stengelin S, Weyland C: Identification of a ligand-binding site in the Na+/bile acid cotransporting protein from rabbit ileum. J Biol Chem. 2001 Sep 21;276(38):36020-7. Epub 2001 Jul 10. [PubMed:11447228 ]

Enzyme Details

6. Sodium/bile acid cotransporter

General function:: Involved in bile acid:sodium symporter activity
Specific function:: The hepatic sodium/bile acid uptake system exhibits broad substrate specificity and transports various non-bile acid organic compounds as well. It is strictly dependent on the extracellular presence of sodium.
Gene Name:: SLC10A1
Uniprot ID:: Q14973
Molecular weight:: 38118.64

Enzyme Details

7. Solute carrier organic anion transporter family member 1A2

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as sulfobromophthalein (BSP) and conjugated (taurocholate) and unconjugated (cholate) bile acids
Gene Name:: SLCO1A2
Uniprot ID:: P46721
Molecular weight:: 74144.1

Enzyme Details

8. Solute carrier organic anion transporter family member 4A1

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as the thyroid hormones T3 (triiodo-L-thyronine), T4 (thyroxine) and rT3, and of estrone-3-sulfate and taurocholate
Gene Name:: SLCO4A1
Uniprot ID:: Q96BD0
Molecular weight:: 77192.5

Showing metabocard for 3a,7b,12a-Trihydroxy-5a-Cholanoic acid (HMDB0000432)

MOL for HMDB0000432 (3a,7b,12a-Trihydroxy-5a-Cholanoic acid)

3D MOL for HMDB0000432 (3a,7b,12a-Trihydroxy-5a-Cholanoic acid)

3D SDF for HMDB0000432 (3a,7b,12a-Trihydroxy-5a-Cholanoic acid)

3D-SDF for HMDB0000432 (3a,7b,12a-Trihydroxy-5a-Cholanoic acid)

PDB for HMDB0000432 (3a,7b,12a-Trihydroxy-5a-Cholanoic acid)

3D PDB for HMDB0000432 (3a,7b,12a-Trihydroxy-5a-Cholanoic acid)

SMILES for HMDB0000432 (3a,7b,12a-Trihydroxy-5a-Cholanoic acid)

INCHI for HMDB0000432 (3a,7b,12a-Trihydroxy-5a-Cholanoic acid)

Structure for HMDB0000432 (3a,7b,12a-Trihydroxy-5a-Cholanoic acid)

3D Structure for HMDB0000432 (3a,7b,12a-Trihydroxy-5a-Cholanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

Transporters

References

References