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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

2006-05-22 14:17:35 UTC

Update Date

2022-03-07 02:49:12 UTC

HMDB ID

HMDB0002082

Secondary Accession Numbers

HMDB02082

Metabolite Identification

Common Name

Bisnorcholic acid

Description

Bisnorcholic acid, also known as dinorcholate, belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups. Bisnorcholic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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


  Mrv0541 02231219212D          

 32 35  0  0  1  0            999 V2000
    6.8811   -6.9286    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8811   -7.7536    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1665   -6.5161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1665   -8.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4521   -6.9286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4521   -7.7536    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3101   -6.9286    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3101   -7.7536    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5955   -6.5161    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5955   -8.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0246   -5.6911    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0246   -6.5161    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3101   -5.2786    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5956   -5.6911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8092   -5.4362    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2942   -6.1037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8093   -6.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7376   -8.1661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9212   -8.1242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3200   -4.5865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8797   -8.5297    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8797   -6.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8374   -7.3411    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2848   -7.1733    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0962   -5.9708    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0052   -5.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9140   -4.7682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.6412   -4.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3124   -5.0060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8789   -4.0411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4806   -4.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4874   -5.3975    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 10  8  1  0  0  0  0
  1  9  1  0  0  0  0
  2 10  1  0  0  0  0
  2  1  1  0  0  0  0
 13 11  1  0  0  0  0
  7 12  1  0  0  0  0
 14 13  1  0  0  0  0
  9  7  1  0  0  0  0
  9 14  1  0  0  0  0
 15 11  1  0  0  0  0
 12 11  1  0  0  0  0
 16 15  1  0  0  0  0
 17 12  1  0  0  0  0
 17 16  1  0  0  0  0
  6 18  1  6  0  0  0
  8 19  1  6  0  0  0
 13 20  1  6  0  0  0
  2 21  1  1  0  0  0
  1 22  1  1  0  0  0
  7 23  1  1  0  0  0
 12 24  1  6  0  0  0
  9 25  1  6  0  0  0
 11 26  1  1  0  0  0
 15 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 27 31  1  6  0  0  0
 15 32  1  6  0  0  0
M  END

HMDB0002082
     RDKit          3D
Bisnorcholic acid
 63 66  0  0  0  0  0  0  0  0999 V2000
    5.1379   -0.5845   -0.8404 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4436   -0.3623    0.4711 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6361   -1.5764    1.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2208   -2.6158    0.9032 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1605   -1.6307    2.6292 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1667    0.2859    0.4774 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3514    1.7001   -0.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9165    2.2488   -0.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0967    1.0878    0.1829 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2284    0.9024   -0.4290 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9430   -0.0615    0.5348 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0099   -1.0950    0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2114   -1.3132    0.0862 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9173   -2.3608    0.6669 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9752   -0.1159   -0.2685 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0471    0.0407   -1.7652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2402   -0.5050   -0.0227 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1522   -1.2802   -1.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9759   -1.3589    0.9831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3785   -1.7095    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1679   -0.4892    0.1370 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4449   -0.4872    0.7018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3736    0.7161    0.5297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0941    0.7165   -0.2822 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3824    2.0065    0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0444    2.1452   -0.5947 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4211    3.2674   -0.0724 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8004   -1.5051   -1.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.3060   -1.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2117   -0.8342   -0.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1455    0.3789    0.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8437   -1.3556    3.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8673    0.4981    1.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0184    2.3102    0.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6449    1.5602   -1.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6952    2.7763   -1.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8847    2.9998    0.6688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0914    0.9880    1.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2276    0.3743   -1.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1822    0.5923    1.4274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4419   -0.8588    1.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4507   -2.1010    1.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7670   -1.7729   -0.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0884   -3.1108    0.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3092   -0.6750   -2.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7298    1.0342   -2.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0016   -0.1830   -2.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2103   -1.5752   -1.5644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5651   -2.2137   -1.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8219   -0.6503   -2.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4716   -2.3537    1.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9827   -0.8686    1.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4210   -2.5042   -0.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8917   -2.1224    1.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2688   -0.4990   -0.9674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0718   -0.8681    0.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1809    0.7477    1.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9156    1.6390    0.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4093    0.7889   -1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0344    2.8250   -0.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3777    2.2204    1.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2266    2.3765   -1.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4982    4.0643   -0.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  6  1  0
  6  7  1  0
  7  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  6
 11 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 15  6  1  0
 24 17  1  0
 15  9  1  0
 26 10  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  1
  5 32  1  0
  6 33  1  1
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  1
 10 39  1  6
 11 40  1  1
 12 41  1  0
 12 42  1  0
 13 43  1  6
 14 44  1  0
 16 45  1  0
 16 46  1  0
 16 47  1  0
 18 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  6
 22 56  1  0
 23 57  1  0
 23 58  1  0
 24 59  1  6
 25 60  1  0
 25 61  1  0
 26 62  1  6
 27 63  1  0
M  END


  Mrv0541 02231219212D          

 32 35  0  0  1  0            999 V2000
    6.8811   -6.9286    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8811   -7.7536    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1665   -6.5161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1665   -8.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4521   -6.9286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4521   -7.7536    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3101   -6.9286    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3101   -7.7536    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5955   -6.5161    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5955   -8.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0246   -5.6911    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0246   -6.5161    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3101   -5.2786    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5956   -5.6911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8092   -5.4362    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2942   -6.1037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8093   -6.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7376   -8.1661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9212   -8.1242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3200   -4.5865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8797   -8.5297    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8797   -6.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8374   -7.3411    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2848   -7.1733    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0962   -5.9708    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0052   -5.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9140   -4.7682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.6412   -4.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3124   -5.0060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8789   -4.0411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4806   -4.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4874   -5.3975    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 10  8  1  0  0  0  0
  1  9  1  0  0  0  0
  2 10  1  0  0  0  0
  2  1  1  0  0  0  0
 13 11  1  0  0  0  0
  7 12  1  0  0  0  0
 14 13  1  0  0  0  0
  9  7  1  0  0  0  0
  9 14  1  0  0  0  0
 15 11  1  0  0  0  0
 12 11  1  0  0  0  0
 16 15  1  0  0  0  0
 17 12  1  0  0  0  0
 17 16  1  0  0  0  0
  6 18  1  6  0  0  0
  8 19  1  6  0  0  0
 13 20  1  6  0  0  0
  2 21  1  1  0  0  0
  1 22  1  1  0  0  0
  7 23  1  1  0  0  0
 12 24  1  6  0  0  0
  9 25  1  6  0  0  0
 11 26  1  1  0  0  0
 15 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 27 31  1  6  0  0  0
 15 32  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0002082

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C22H36O5/c1-11(20(26)27)14-4-5-15-19-16(10-18(25)22(14,15)3)21(2)7-6-13(23)8-12(21)9-17(19)24/h11-19,23-25H,4-10H2,1-3H3,(H,26,27)/t11-,12-,13+,14+,15-,16-,17+,18-,19-,21-,22+/m0/s1

> <INCHI_KEY>
BBSJMECOWBMUCF-XPCRKILGSA-N

> <FORMULA>
C22H36O5

> <MOLECULAR_WEIGHT>
380.5182

> <EXACT_MASS>
380.256274262

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
42.74746665010955

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.71

> <JCHEM_LOGP>
1.8493243086666666

> <ALOGPS_LOGS>
-2.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.2963399055959

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.512628757527443

> <JCHEM_PKA_STRONGEST_BASIC>
-0.14473213767375726

> <JCHEM_POLAR_SURFACE_AREA>
97.99

> <JCHEM_REFRACTIVITY>
101.61319999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.97e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
bisnorcholic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002082
     RDKit          3D
Bisnorcholic acid
 63 66  0  0  0  0  0  0  0  0999 V2000
    5.1379   -0.5845   -0.8404 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4436   -0.3623    0.4711 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6361   -1.5764    1.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2208   -2.6158    0.9032 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1605   -1.6307    2.6292 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1667    0.2859    0.4774 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3514    1.7001   -0.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9165    2.2488   -0.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0967    1.0878    0.1829 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2284    0.9024   -0.4290 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9430   -0.0615    0.5348 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0099   -1.0950    0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2114   -1.3132    0.0862 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9173   -2.3608    0.6669 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9752   -0.1159   -0.2685 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0471    0.0407   -1.7652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2402   -0.5050   -0.0227 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1522   -1.2802   -1.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9759   -1.3589    0.9831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3785   -1.7095    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1679   -0.4892    0.1370 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4449   -0.4872    0.7018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3736    0.7161    0.5297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0941    0.7165   -0.2822 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3824    2.0065    0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0444    2.1452   -0.5947 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4211    3.2674   -0.0724 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8004   -1.5051   -1.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.3060   -1.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2117   -0.8342   -0.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1455    0.3789    0.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8437   -1.3556    3.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8673    0.4981    1.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0184    2.3102    0.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6449    1.5602   -1.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6952    2.7763   -1.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8847    2.9998    0.6688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0914    0.9880    1.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2276    0.3743   -1.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1822    0.5923    1.4274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4419   -0.8588    1.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4507   -2.1010    1.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7670   -1.7729   -0.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0884   -3.1108    0.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3092   -0.6750   -2.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7298    1.0342   -2.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0016   -0.1830   -2.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2103   -1.5752   -1.5644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5651   -2.2137   -1.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8219   -0.6503   -2.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4716   -2.3537    1.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9827   -0.8686    1.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4210   -2.5042   -0.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8917   -2.1224    1.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2688   -0.4990   -0.9674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0718   -0.8681    0.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1809    0.7477    1.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9156    1.6390    0.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4093    0.7889   -1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0344    2.8250   -0.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3777    2.2204    1.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2266    2.3765   -1.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4982    4.0643   -0.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  6  1  0
  6  7  1  0
  7  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  6
 11 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 15  6  1  0
 24 17  1  0
 15  9  1  0
 26 10  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  1
  5 32  1  0
  6 33  1  1
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  1
 10 39  1  6
 11 40  1  1
 12 41  1  0
 12 42  1  0
 13 43  1  6
 14 44  1  0
 16 45  1  0
 16 46  1  0
 16 47  1  0
 18 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  6
 22 56  1  0
 23 57  1  0
 23 58  1  0
 24 59  1  6
 25 60  1  0
 25 61  1  0
 26 62  1  6
 27 63  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      12.845 -12.933   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.845 -14.473   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.511 -12.163   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.511 -15.243   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.177 -12.933   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.177 -14.473   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.512 -12.933   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.512 -14.473   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.178 -12.163   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.178 -15.243   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.846 -10.623   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.846 -12.163   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.512  -9.853   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.178 -10.623   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      18.311 -10.148   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      19.216 -11.394   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.311 -12.639   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.844 -15.243   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      16.653 -15.165   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      15.531  -8.561   0.000  0.00  0.00           O+0
HETATM   21  H   UNK     0      12.842 -15.922   0.000  0.00  0.00           H+0
HETATM   22  C   UNK     0      12.842 -11.798   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0      16.496 -13.703   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      17.332 -13.390   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      15.113 -11.145   0.000  0.00  0.00           H+0
HETATM   26  C   UNK     0      16.810  -9.527   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      18.506  -8.901   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      19.864  -8.535   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      21.116  -9.345   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      20.307  -7.543   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      17.697  -8.196   0.000  0.00  0.00           C+0
HETATM   32  H   UNK     0      19.576 -10.075   0.000  0.00  0.00           H+0
CONECT    1    3    9    2   22                                             
CONECT    2    4   10    1   21                                             
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    6                                                       
CONECT    6    4    5   18                                                  
CONECT    7    8   12    9   23                                             
CONECT    8    7   10   19                                                  
CONECT    9    1    7   14   25                                             
CONECT   10    8    2                                                       
CONECT   11   13   15   12   26                                             
CONECT   12    7   11   17   24                                             
CONECT   13   11   14   20                                                  
CONECT   14   13    9                                                       
CONECT   15   11   16   27   32                                             
CONECT   16   15   17                                                       
CONECT   17   12   16                                                       
CONECT   18    6                                                            
CONECT   19    8                                                            
CONECT   20   13                                                            
CONECT   21    2                                                            
CONECT   22    1                                                            
CONECT   23    7                                                            
CONECT   24   12                                                            
CONECT   25    9                                                            
CONECT   26   11                                                            
CONECT   27   15   28   31                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   27                                                            
CONECT   32   15                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0002082
HETATM    1  C1  UNL     1       5.138  -0.584  -0.840  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.444  -0.362   0.471  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.636  -1.576   1.305  1.00  0.00           C  
HETATM    4  O1  UNL     1       5.221  -2.616   0.903  1.00  0.00           O  
HETATM    5  O2  UNL     1       4.160  -1.631   2.629  1.00  0.00           O  
HETATM    6  C4  UNL     1       3.167   0.286   0.477  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.351   1.700  -0.129  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.916   2.249  -0.176  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.097   1.088   0.183  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.228   0.902  -0.429  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.943  -0.062   0.535  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.010  -1.095   0.978  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.211  -1.313   0.086  1.00  0.00           C  
HETATM   14  O3  UNL     1       1.917  -2.361   0.667  1.00  0.00           O  
HETATM   15  C12 UNL     1       1.975  -0.116  -0.268  1.00  0.00           C  
HETATM   16  C13 UNL     1       2.047   0.041  -1.765  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.240  -0.505  -0.023  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.152  -1.280  -1.299  1.00  0.00           C  
HETATM   19  C16 UNL     1      -2.976  -1.359   0.983  1.00  0.00           C  
HETATM   20  C17 UNL     1      -4.379  -1.709   0.534  1.00  0.00           C  
HETATM   21  C18 UNL     1      -5.168  -0.489   0.137  1.00  0.00           C  
HETATM   22  O4  UNL     1      -6.445  -0.487   0.702  1.00  0.00           O  
HETATM   23  C19 UNL     1      -4.374   0.716   0.530  1.00  0.00           C  
HETATM   24  C20 UNL     1      -3.094   0.716  -0.282  1.00  0.00           C  
HETATM   25  C21 UNL     1      -2.382   2.006   0.047  1.00  0.00           C  
HETATM   26  C22 UNL     1      -1.044   2.145  -0.595  1.00  0.00           C  
HETATM   27  O5  UNL     1      -0.421   3.267  -0.072  1.00  0.00           O  
HETATM   28  H1  UNL     1       4.800  -1.505  -1.372  1.00  0.00           H  
HETATM   29  H2  UNL     1       5.222   0.306  -1.478  1.00  0.00           H  
HETATM   30  H3  UNL     1       6.212  -0.834  -0.566  1.00  0.00           H  
HETATM   31  H4  UNL     1       5.145   0.379   0.995  1.00  0.00           H  
HETATM   32  H5  UNL     1       4.844  -1.356   3.349  1.00  0.00           H  
HETATM   33  H6  UNL     1       2.867   0.498   1.534  1.00  0.00           H  
HETATM   34  H7  UNL     1       4.018   2.310   0.475  1.00  0.00           H  
HETATM   35  H8  UNL     1       3.645   1.560  -1.177  1.00  0.00           H  
HETATM   36  H9  UNL     1       1.695   2.776  -1.097  1.00  0.00           H  
HETATM   37  H10 UNL     1       1.885   3.000   0.669  1.00  0.00           H  
HETATM   38  H11 UNL     1       1.091   0.988   1.298  1.00  0.00           H  
HETATM   39  H12 UNL     1      -0.228   0.374  -1.404  1.00  0.00           H  
HETATM   40  H13 UNL     1      -1.182   0.592   1.427  1.00  0.00           H  
HETATM   41  H14 UNL     1       0.442  -0.859   1.997  1.00  0.00           H  
HETATM   42  H15 UNL     1      -0.451  -2.101   1.106  1.00  0.00           H  
HETATM   43  H16 UNL     1       0.767  -1.773  -0.851  1.00  0.00           H  
HETATM   44  H17 UNL     1       2.088  -3.111   0.079  1.00  0.00           H  
HETATM   45  H18 UNL     1       1.309  -0.675  -2.240  1.00  0.00           H  
HETATM   46  H19 UNL     1       1.730   1.034  -2.141  1.00  0.00           H  
HETATM   47  H20 UNL     1       3.002  -0.183  -2.220  1.00  0.00           H  
HETATM   48  H21 UNL     1      -3.210  -1.575  -1.564  1.00  0.00           H  
HETATM   49  H22 UNL     1      -1.565  -2.214  -1.186  1.00  0.00           H  
HETATM   50  H23 UNL     1      -1.822  -0.650  -2.147  1.00  0.00           H  
HETATM   51  H24 UNL     1      -2.472  -2.354   1.139  1.00  0.00           H  
HETATM   52  H25 UNL     1      -2.983  -0.869   1.959  1.00  0.00           H  
HETATM   53  H26 UNL     1      -4.421  -2.504  -0.213  1.00  0.00           H  
HETATM   54  H27 UNL     1      -4.892  -2.122   1.452  1.00  0.00           H  
HETATM   55  H28 UNL     1      -5.269  -0.499  -0.967  1.00  0.00           H  
HETATM   56  H29 UNL     1      -7.072  -0.868   0.039  1.00  0.00           H  
HETATM   57  H30 UNL     1      -4.181   0.748   1.624  1.00  0.00           H  
HETATM   58  H31 UNL     1      -4.916   1.639   0.281  1.00  0.00           H  
HETATM   59  H32 UNL     1      -3.409   0.789  -1.351  1.00  0.00           H  
HETATM   60  H33 UNL     1      -3.034   2.825  -0.381  1.00  0.00           H  
HETATM   61  H34 UNL     1      -2.378   2.220   1.148  1.00  0.00           H  
HETATM   62  H35 UNL     1      -1.227   2.377  -1.685  1.00  0.00           H  
HETATM   63  H36 UNL     1      -0.498   4.064  -0.671  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3    6   31
CONECT    3    4    4    5
CONECT    5   32
CONECT    6    7   15   33
CONECT    7    8   34   35
CONECT    8    9   36   37
CONECT    9   10   15   38
CONECT   10   11   26   39
CONECT   11   12   17   40
CONECT   12   13   41   42
CONECT   13   14   15   43
CONECT   14   44
CONECT   15   16
CONECT   16   45   46   47
CONECT   17   18   19   24
CONECT   18   48   49   50
CONECT   19   20   51   52
CONECT   20   21   53   54
CONECT   21   22   23   55
CONECT   22   56
CONECT   23   24   57   58
CONECT   24   25   59
CONECT   25   26   60   61
CONECT   26   27   62
CONECT   27   63
END

HMDB0002082
     RDKit          3D
Bisnorcholic acid
 63 66  0  0  0  0  0  0  0  0999 V2000
    5.1379   -0.5845   -0.8404 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4436   -0.3623    0.4711 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6361   -1.5764    1.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2208   -2.6158    0.9032 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1605   -1.6307    2.6292 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1667    0.2859    0.4774 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3514    1.7001   -0.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9165    2.2488   -0.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0967    1.0878    0.1829 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2284    0.9024   -0.4290 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9430   -0.0615    0.5348 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0099   -1.0950    0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2114   -1.3132    0.0862 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9173   -2.3608    0.6669 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9752   -0.1159   -0.2685 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0471    0.0407   -1.7652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2402   -0.5050   -0.0227 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1522   -1.2802   -1.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9759   -1.3589    0.9831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3785   -1.7095    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1679   -0.4892    0.1370 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4449   -0.4872    0.7018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3736    0.7161    0.5297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0941    0.7165   -0.2822 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3824    2.0065    0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0444    2.1452   -0.5947 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4211    3.2674   -0.0724 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8004   -1.5051   -1.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.3060   -1.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2117   -0.8342   -0.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1455    0.3789    0.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8437   -1.3556    3.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8673    0.4981    1.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0184    2.3102    0.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6449    1.5602   -1.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6952    2.7763   -1.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8847    2.9998    0.6688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0914    0.9880    1.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2276    0.3743   -1.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1822    0.5923    1.4274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4419   -0.8588    1.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4507   -2.1010    1.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7670   -1.7729   -0.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0884   -3.1108    0.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3092   -0.6750   -2.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7298    1.0342   -2.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0016   -0.1830   -2.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2103   -1.5752   -1.5644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5651   -2.2137   -1.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8219   -0.6503   -2.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4716   -2.3537    1.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9827   -0.8686    1.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4210   -2.5042   -0.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8917   -2.1224    1.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2688   -0.4990   -0.9674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0718   -0.8681    0.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1809    0.7477    1.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9156    1.6390    0.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4093    0.7889   -1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0344    2.8250   -0.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3777    2.2204    1.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2266    2.3765   -1.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4982    4.0643   -0.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  6  1  0
  6  7  1  0
  7  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  6
 11 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 15  6  1  0
 24 17  1  0
 15  9  1  0
 26 10  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  1
  5 32  1  0
  6 33  1  1
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  1
 10 39  1  6
 11 40  1  1
 12 41  1  0
 12 42  1  0
 13 43  1  6
 14 44  1  0
 16 45  1  0
 16 46  1  0
 16 47  1  0
 18 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  6
 22 56  1  0
 23 57  1  0
 23 58  1  0
 24 59  1  6
 25 60  1  0
 25 61  1  0
 26 62  1  6
 27 63  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
24-Dinor-3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-22-Oic acid	ChEBI
Dinorcholic acid	ChEBI
24-Dinor-3a,7a,12a-trihydroxy-5b-cholan-22-Oate	Generator
24-Dinor-3a,7a,12a-trihydroxy-5b-cholan-22-Oic acid	Generator
24-Dinor-3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-22-Oate	Generator
24-Dinor-3α,7α,12α-trihydroxy-5β-cholan-22-Oate	Generator
24-Dinor-3α,7α,12α-trihydroxy-5β-cholan-22-Oic acid	Generator
Dinorcholate	Generator
Bisnorcholate	Generator

Chemical Formula

C₂₂H₃₆O₅

Average Molecular Weight

380.5182

Monoisotopic Molecular Weight

380.256274262

IUPAC Name

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

Traditional Name

bisnorcholic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C22H36O5/c1-11(20(26)27)14-4-5-15-19-16(10-18(25)22(14,15)3)21(2)7-6-13(23)8-12(21)9-17(19)24/h11-19,23-25H,4-10H2,1-3H3,(H,26,27)/t11-,12-,13+,14+,15-,16-,17+,18-,19-,21-,22+/m0/s1

InChI Key

BBSJMECOWBMUCF-XPCRKILGSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Trihydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

C22 bile acids, alcohols, and derivatives (LMST04050005 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0002082)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0002082)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0002082)

Source

Endogenous

Endogenous (HMDB: HMDB0002082)

Animal

Animal (HMDB: HMDB0002082)

Exogenous

Food

Food (HMDB: HMDB0002082)

Animal origin

Poultry

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)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

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)

Equine

Horse (FooDB: FOOD00378)

Exogenous (HMDB: HMDB0002082)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0002082)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0002082)

Lipid metabolism pathway (HMDB: HMDB0002082)

Cellular process

Cell signaling (HMDB: HMDB0002082)

Biochemical process

Lipid transport (HMDB: HMDB0002082)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0002082)

Molecular messenger

Signaling molecule (HMDB: HMDB0002082)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0002082)

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	0.4 g/L	ALOGPS
logP	1.71	ALOGPS
logP	1.85	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	4.51	ChemAxon
pKa (Strongest Basic)	-0.14	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	2	ChemAxon
Refractivity	101.61 m³·mol⁻¹	ChemAxon
Polarizability	42.75 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]+	186.83	31661259
DarkChem	[M-H]-	186.89	31661259
DeepCCS	[M-2H]-	233.955	30932474
DeepCCS	[M+Na]+	207.971	30932474
AllCCS	[M+H]+	194.7	32859911
AllCCS	[M+H-H2O]+	192.4	32859911
AllCCS	[M+NH4]+	196.8	32859911
AllCCS	[M+Na]+	197.4	32859911
AllCCS	[M-H]-	195.0	32859911
AllCCS	[M+Na-2H]-	195.8	32859911
AllCCS	[M+HCOO]-	196.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.38 minutes	32390414
Predicted by Siyang on May 30, 2022	11.3722 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.56 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	167.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2313.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	180.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	159.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	166.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	206.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	436.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	483.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	156.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	790.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	431.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1353.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	258.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	361.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	337.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	250.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	186.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bisnorcholic acid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)C(O)=O	4089.5	Standard polar	33892256
Bisnorcholic acid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)C(O)=O	3138.2	Standard non polar	33892256
Bisnorcholic acid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)C(O)=O	3407.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Bisnorcholic acid,1TMS,isomer #1	C[C@H](C(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O[Si](C)(C)C	3134.9	Semi standard non polar	33892256
Bisnorcholic acid,1TMS,isomer #2	C[C@H](C(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@H]1C[C@H]3O	3198.7	Semi standard non polar	33892256
Bisnorcholic acid,1TMS,isomer #3	C[C@H](C(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O	3180.1	Semi standard non polar	33892256
Bisnorcholic acid,1TMS,isomer #4	C[C@H](C(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O	3105.6	Semi standard non polar	33892256
Bisnorcholic acid,2TMS,isomer #1	C[C@H](C(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O[Si](C)(C)C	3071.5	Semi standard non polar	33892256
Bisnorcholic acid,2TMS,isomer #2	C[C@H](C(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O[Si](C)(C)C	3112.3	Semi standard non polar	33892256
Bisnorcholic acid,2TMS,isomer #3	C[C@H](C(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@H]1C[C@H]3O[Si](C)(C)C	3111.5	Semi standard non polar	33892256
Bisnorcholic acid,2TMS,isomer #4	C[C@H](C(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@H]1C[C@H]3O	3112.1	Semi standard non polar	33892256
Bisnorcholic acid,2TMS,isomer #5	C[C@H](C(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@H]1C[C@H]3O	3148.4	Semi standard non polar	33892256
Bisnorcholic acid,2TMS,isomer #6	C[C@H](C(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O	3142.2	Semi standard non polar	33892256
Bisnorcholic acid,3TMS,isomer #1	C[C@H](C(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O[Si](C)(C)C	3093.5	Semi standard non polar	33892256
Bisnorcholic acid,3TMS,isomer #2	C[C@H](C(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@H]1C[C@H]3O[Si](C)(C)C	3073.8	Semi standard non polar	33892256
Bisnorcholic acid,3TMS,isomer #3	C[C@H](C(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@H]1C[C@H]3O[Si](C)(C)C	3114.6	Semi standard non polar	33892256
Bisnorcholic acid,3TMS,isomer #4	C[C@H](C(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@H]1C[C@H]3O	3101.4	Semi standard non polar	33892256
Bisnorcholic acid,4TMS,isomer #1	C[C@H](C(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@H]1C[C@H]3O[Si](C)(C)C	3112.8	Semi standard non polar	33892256
Bisnorcholic acid,1TBDMS,isomer #1	C[C@H](C(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	3370.7	Semi standard non polar	33892256
Bisnorcholic acid,1TBDMS,isomer #2	C[C@H](C(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3O	3434.5	Semi standard non polar	33892256
Bisnorcholic acid,1TBDMS,isomer #3	C[C@H](C(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O	3422.8	Semi standard non polar	33892256
Bisnorcholic acid,1TBDMS,isomer #4	C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O	3369.9	Semi standard non polar	33892256
Bisnorcholic acid,2TBDMS,isomer #1	C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	3525.9	Semi standard non polar	33892256
Bisnorcholic acid,2TBDMS,isomer #2	C[C@H](C(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	3558.1	Semi standard non polar	33892256
Bisnorcholic acid,2TBDMS,isomer #3	C[C@H](C(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	3565.0	Semi standard non polar	33892256
Bisnorcholic acid,2TBDMS,isomer #4	C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3O	3607.4	Semi standard non polar	33892256
Bisnorcholic acid,2TBDMS,isomer #5	C[C@H](C(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3O	3611.5	Semi standard non polar	33892256
Bisnorcholic acid,2TBDMS,isomer #6	C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O	3620.8	Semi standard non polar	33892256
Bisnorcholic acid,3TBDMS,isomer #1	C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	3761.9	Semi standard non polar	33892256
Bisnorcholic acid,3TBDMS,isomer #2	C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	3731.2	Semi standard non polar	33892256
Bisnorcholic acid,3TBDMS,isomer #3	C[C@H](C(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	3768.7	Semi standard non polar	33892256
Bisnorcholic acid,3TBDMS,isomer #4	C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3O	3795.6	Semi standard non polar	33892256
Bisnorcholic acid,4TBDMS,isomer #1	C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	3974.4	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 - Bisnorcholic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-01p9-0529000000-b04e0366cce1376a81ed	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bisnorcholic acid GC-MS (4 TMS) - 70eV, Positive	splash10-0udi-1011089000-50ba701842a02b834059	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bisnorcholic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Bisnorcholic acid 10V, Positive-QTOF	splash10-03dj-0009000000-30d357cb5a415db49136	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisnorcholic acid 20V, Positive-QTOF	splash10-029b-0019000000-f03ae90a61da7c188319	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisnorcholic acid 40V, Positive-QTOF	splash10-015i-1139000000-91cdcf707b1d9276f389	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisnorcholic acid 10V, Negative-QTOF	splash10-01t9-0009000000-33deb05acd6e685f3195	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisnorcholic acid 20V, Negative-QTOF	splash10-02vr-0009000000-21482a677813d12f6254	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisnorcholic acid 40V, Negative-QTOF	splash10-0ap0-4039000000-d9a1001f6fe17a0cbb5d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisnorcholic acid 10V, Negative-QTOF	splash10-004i-0009000000-fa13e281787d8224701b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisnorcholic acid 20V, Negative-QTOF	splash10-00p0-0009000000-9d72024d0fcea38513b0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisnorcholic acid 40V, Negative-QTOF	splash10-0170-0009000000-8aa2382c5e23bf13ff6b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisnorcholic acid 10V, Positive-QTOF	splash10-03ea-0009000000-4ea3187ab548a0d79444	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisnorcholic acid 20V, Positive-QTOF	splash10-01pt-1459000000-e9a3a589aa47055ddd29	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisnorcholic acid 40V, Positive-QTOF	splash10-0ar4-7970000000-84cb6adf135c90098924	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

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

FDB022836

KNApSAcK ID

Not Available

Chemspider ID

7826644

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9547705

PDB ID

Not Available

ChEBI ID

145219

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Kuramoto T, Furukawa Y, Nishina T, Sugimoto T, Mahara R, Tohma M, Kihira K, Hoshita T: Identification of short side chain bile acids in urine of patients with cerebrotendinous xanthomatosis. J Lipid Res. 1990 Oct;31(10):1895-902. [PubMed:2079611 ]

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 Bisnorcholic acid (HMDB0002082)

MOL for HMDB0002082 (Bisnorcholic acid)

3D MOL for HMDB0002082 (Bisnorcholic acid)

3D SDF for HMDB0002082 (Bisnorcholic acid)

3D-SDF for HMDB0002082 (Bisnorcholic acid)

PDB for HMDB0002082 (Bisnorcholic acid)

3D PDB for HMDB0002082 (Bisnorcholic acid)

SMILES for HMDB0002082 (Bisnorcholic acid)

INCHI for HMDB0002082 (Bisnorcholic acid)

Structure for HMDB0002082 (Bisnorcholic acid)

3D Structure for HMDB0002082 (Bisnorcholic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

Transporters

References

References