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Record Information

Version

5.0

Status

Predicted

Creation Date

2021-08-30 16:55:48 UTC

Update Date

2022-11-15 17:47:01 UTC

HMDB ID

HMDB0242379

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cholyllysine

Description

Cholyllysine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Cholyllysine consists of the bile acid cholic acid conjugated to the amino acid Lysine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070 ). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Cholyllysine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176 ) or microbially conjugated bile acids (MCBAs) (PMID: 34127070 ). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176 ). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176 ). Cholyllysine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176 ). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070 ). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070 ).

Structure

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


  Mrv1652308302119052D          

 38 41  0  0  0  0            999 V2000
    9.1168   -3.4686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4023   -3.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6879   -3.4686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4023   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6879   -1.8186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9734   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9734   -3.0561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2589   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5445   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8300   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8300   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1155   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0293   -3.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2223   -3.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8098   -2.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0028   -2.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4508   -2.9502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7057   -3.7348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6438   -2.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3889   -1.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4181   -1.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6730   -1.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4800   -0.8664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1210   -0.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6860   -0.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9409   -1.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4930   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7479   -1.5525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2999   -0.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1069   -1.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6589   -0.4978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3618   -1.8955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9749   -1.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1168   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8313   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5458   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2602   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9747   -1.8186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 20 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 12 32  1  0  0  0  0
 15 32  1  0  0  0  0
 32 33  1  0  0  0  0
  4 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
M  END

HMDB0242379
     RDKit          3D
Cholyllysine
 90 93  0  0  0  0  0  0  0  0999 V2000
    1.2607   -2.0010    1.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0693   -0.5332    1.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7459    0.2591    2.2511 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2063    0.0266    2.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0146    0.3773    1.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5362    0.9159    0.1512 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3892    0.0945    1.2106 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2275    0.4403    0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2696    1.3652    0.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3145    1.9830   -0.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4858    1.3608   -0.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4738    0.2928   -1.8721 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8926    0.0428   -2.2530 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6686   -0.8131   -0.5805 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0826   -1.7518    0.1177 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6183   -0.9720   -1.9746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3826   -0.1349    1.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1516   -0.3983    2.3039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2775   -1.3537    1.9337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2982   -1.4812    0.4544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5582   -1.0590   -0.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6412   -2.0286    0.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9468   -2.1429    1.4520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9198   -1.5567   -0.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2450   -0.2113    0.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6538    0.2107   -0.2106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8300    1.0942   -1.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0354    0.7221   -2.0216 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7468    0.9574   -2.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3607    1.0352   -1.9026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2284    0.8058   -0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5688    2.1194    0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8879    0.3732    0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7453    1.2067   -0.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6138    0.4151   -1.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5216    1.2899   -1.2020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1252   -0.6803   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3338   -1.6267   -0.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2935   -2.5131    1.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9836   -2.1748    2.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7078   -2.5182    0.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247   -0.3216    0.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2812   -0.0723    3.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5937    1.3529    2.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5567    0.7600    3.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5030   -0.9564    2.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6832    2.1944    1.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8013    0.9015    1.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7443    2.8532    0.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7965    2.6186   -1.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
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   10.9123   -0.2870   -3.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5437    0.5411    2.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5696   -0.8943    3.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1467   -2.3500    2.4534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1960   -0.9303    2.3895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1840   -2.5825    0.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3781   -1.1713   -1.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3910   -3.0097   -0.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7304   -3.0619    1.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6845   -1.5164   -1.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7491   -2.2722   -0.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0752   -0.3300    1.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.0360    0.7508    0.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9962    2.0844   -2.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7246    2.9471   -0.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7166    2.4689    0.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4391    2.0361    0.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8798    0.5372    1.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3556    1.9346    0.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1292    1.8440   -1.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8236    0.0095   -2.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8144    2.2212   -1.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9065   -1.6828   -1.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3514   -2.6792   -0.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6549   -1.2663   -1.2683 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  8 14  1  0
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  2 17  1  0
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 35 86  1  0
 36 87  1  0
 38 88  1  0
 38 89  1  0
 38 90  1  0
M  END


  Mrv1652308302119052D          

 38 41  0  0  0  0            999 V2000
    9.1168   -3.4686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4023   -3.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6879   -3.4686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4023   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6879   -1.8186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9734   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9734   -3.0561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2589   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5445   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8300   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8300   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1155   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0293   -3.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2223   -3.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8098   -2.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0028   -2.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4508   -2.9502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7057   -3.7348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6438   -2.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3889   -1.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4181   -1.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6730   -1.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4800   -0.8664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1210   -0.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6860   -0.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9409   -1.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4930   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7479   -1.5525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2999   -0.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1069   -1.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6589   -0.4978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3618   -1.8955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9749   -1.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1168   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8313   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5458   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2602   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9747   -1.8186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 20 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 12 32  1  0  0  0  0
 15 32  1  0  0  0  0
 32 33  1  0  0  0  0
  4 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0242379

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CCC(=O)NC(CCCCN)C(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CC(O)C12C

> <INCHI_IDENTIFIER>
InChI=1S/C30H52N2O6/c1-17(7-10-26(36)32-23(28(37)38)6-4-5-13-31)20-8-9-21-27-22(16-25(35)30(20,21)3)29(2)12-11-19(33)14-18(29)15-24(27)34/h17-25,27,33-35H,4-16,31H2,1-3H3,(H,32,36)(H,37,38)

> <INCHI_KEY>
FTOTVNJFGHCOCZ-UHFFFAOYSA-N

> <FORMULA>
C30H52N2O6

> <MOLECULAR_WEIGHT>
536.754

> <EXACT_MASS>
536.382537402

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
62.13322565688942

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-amino-2-(4-{5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl}pentanamido)hexanoic acid

> <ALOGPS_LOGP>
-1.28

> <JCHEM_LOGP>
-0.44891598178406533

> <ALOGPS_LOGS>
-4.73

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.430761493928355

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6835910782726313

> <JCHEM_PKA_STRONGEST_BASIC>
10.205437943296849

> <JCHEM_POLAR_SURFACE_AREA>
153.11

> <JCHEM_REFRACTIVITY>
145.3989

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.01e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-amino-2-(4-{5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl}pentanamido)hexanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0242379
     RDKit          3D
Cholyllysine
 90 93  0  0  0  0  0  0  0  0999 V2000
    1.2607   -2.0010    1.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0693   -0.5332    1.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7459    0.2591    2.2511 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2063    0.0266    2.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0146    0.3773    1.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5362    0.9159    0.1512 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3892    0.0945    1.2106 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2275    0.4403    0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2696    1.3652    0.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3145    1.9830   -0.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4858    1.3608   -0.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4738    0.2928   -1.8721 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8926    0.0428   -2.2530 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6686   -0.8131   -0.5805 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0826   -1.7518    0.1177 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6183   -0.9720   -1.9746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3826   -0.1349    1.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1516   -0.3983    2.3039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2775   -1.3537    1.9337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2982   -1.4812    0.4544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5582   -1.0590   -0.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6412   -2.0286    0.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9468   -2.1429    1.4520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9198   -1.5567   -0.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2450   -0.2113    0.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6538    0.2107   -0.2106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8300    1.0942   -1.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0354    0.7221   -2.0216 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7468    0.9574   -2.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3607    1.0352   -1.9026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2284    0.8058   -0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5688    2.1194    0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8879    0.3732    0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7453    1.2067   -0.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6138    0.4151   -1.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5216    1.2899   -1.2020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1252   -0.6803   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3338   -1.6267   -0.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2935   -2.5131    1.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9836   -2.1748    2.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7078   -2.5182    0.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247   -0.3216    0.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2812   -0.0723    3.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5937    1.3529    2.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5567    0.7600    3.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5030   -0.9564    2.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8917   -0.3406    1.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4949    0.9441   -0.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6832    2.1944    1.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8013    0.9015    1.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7443    2.8532    0.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7965    2.6186   -1.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1121    0.9419    0.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2156    2.1719   -1.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2062   -0.6972   -1.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8387    0.4356   -2.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9123   -0.2870   -3.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3213   -0.5629   -1.5421 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2893   -1.8324   -2.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3556    0.9927    0.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5437    0.5411    2.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5696   -0.8943    3.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1467   -2.3500    2.4534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1960   -0.9303    2.3895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1840   -2.5825    0.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3781   -1.1713   -1.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3910   -3.0097   -0.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7304   -3.0619    1.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6845   -1.5164   -1.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7491   -2.2722   -0.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0752   -0.3300    1.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2741   -0.7297   -0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0360    0.7508    0.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9643    2.1728   -1.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6450    0.3348   -1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9590    0.0039   -2.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9426    1.7658   -3.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7274    0.2905   -2.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9962    2.0844   -2.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7246    2.9471   -0.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7166    2.4689    0.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4391    2.0361    0.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8798    0.5372    1.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3556    1.9346    0.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1292    1.8440   -1.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8236    0.0095   -2.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8144    2.2212   -1.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9065   -1.6828   -1.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3514   -2.6792   -0.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6549   -1.2663   -1.2683 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  8 14  1  0
 14 15  2  0
 14 16  1  0
  2 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 37 17  1  0
 37 20  1  0
 33 21  1  0
 31 25  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  2 42  1  0
  3 43  1  0
  3 44  1  0
  4 45  1  0
  4 46  1  0
  7 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 10 51  1  0
 10 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  0
 12 56  1  0
 13 57  1  0
 13 58  1  0
 16 59  1  0
 17 60  1  0
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 29 76  1  0
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 30 78  1  0
 30 79  1  0
 32 80  1  0
 32 81  1  0
 32 82  1  0
 33 83  1  0
 34 84  1  0
 34 85  1  0
 35 86  1  0
 36 87  1  0
 38 88  1  0
 38 89  1  0
 38 90  1  0
M  END

HEADER    PROTEIN                                 30-AUG-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-AUG-21         0                                  
HETATM    1  O   UNK     0      17.018  -6.475   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      15.684  -5.705   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      14.351  -6.475   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      15.684  -4.165   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      14.351  -3.395   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      13.017  -4.165   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      13.017  -5.705   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      11.683  -3.395   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.350  -4.165   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.016  -3.395   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.016  -1.855   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.682  -4.165   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.521  -5.696   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.015  -6.016   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.245  -4.683   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.739  -4.363   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.708  -5.507   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.184  -6.972   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.202  -5.187   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.726  -3.722   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.780  -3.402   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.256  -1.937   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.763  -1.617   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.226  -0.793   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.281  -1.113   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.756  -2.578   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.787  -1.433   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.263  -2.898   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.293  -1.754   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.800  -2.074   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       6.830  -0.929   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       6.275  -3.538   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.420  -2.508   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      17.018  -3.395   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      18.352  -4.165   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      19.685  -3.395   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      21.019  -4.165   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0      22.353  -3.395   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   34                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   32                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   32                                                  
CONECT   16   15   17   28                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   20   27   28                                             
CONECT   27   26                                                            
CONECT   28   26   16   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   12   15   33                                             
CONECT   33   32                                                            
CONECT   34    4   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

COMPND    HMDB0242379
HETATM    1  C1  UNL     1       1.261  -2.001   1.458  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.069  -0.533   1.158  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.746   0.259   2.251  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.206   0.027   2.387  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.015   0.377   1.190  1.00  0.00           C  
HETATM    6  O1  UNL     1       3.536   0.916   0.151  1.00  0.00           O  
HETATM    7  N1  UNL     1       5.389   0.095   1.211  1.00  0.00           N  
HETATM    8  C6  UNL     1       6.228   0.440   0.013  1.00  0.00           C  
HETATM    9  C7  UNL     1       7.270   1.365   0.459  1.00  0.00           C  
HETATM   10  C8  UNL     1       8.314   1.983  -0.295  1.00  0.00           C  
HETATM   11  C9  UNL     1       9.486   1.361  -0.873  1.00  0.00           C  
HETATM   12  C10 UNL     1       9.474   0.293  -1.872  1.00  0.00           C  
HETATM   13  N2  UNL     1      10.893   0.043  -2.253  1.00  0.00           N  
HETATM   14  C11 UNL     1       6.669  -0.813  -0.581  1.00  0.00           C  
HETATM   15  O2  UNL     1       7.083  -1.752   0.118  1.00  0.00           O  
HETATM   16  O3  UNL     1       6.618  -0.972  -1.975  1.00  0.00           O  
HETATM   17  C12 UNL     1      -0.383  -0.135   1.058  1.00  0.00           C  
HETATM   18  C13 UNL     1      -1.152  -0.398   2.304  1.00  0.00           C  
HETATM   19  C14 UNL     1      -2.278  -1.354   1.934  1.00  0.00           C  
HETATM   20  C15 UNL     1      -2.298  -1.481   0.454  1.00  0.00           C  
HETATM   21  C16 UNL     1      -3.558  -1.059  -0.214  1.00  0.00           C  
HETATM   22  C17 UNL     1      -4.641  -2.029   0.125  1.00  0.00           C  
HETATM   23  O4  UNL     1      -4.947  -2.143   1.452  1.00  0.00           O  
HETATM   24  C18 UNL     1      -5.920  -1.557  -0.582  1.00  0.00           C  
HETATM   25  C19 UNL     1      -6.245  -0.211   0.027  1.00  0.00           C  
HETATM   26  C20 UNL     1      -7.654   0.211  -0.211  1.00  0.00           C  
HETATM   27  C21 UNL     1      -7.830   1.094  -1.401  1.00  0.00           C  
HETATM   28  O5  UNL     1      -9.035   0.722  -2.022  1.00  0.00           O  
HETATM   29  C22 UNL     1      -6.747   0.957  -2.430  1.00  0.00           C  
HETATM   30  C23 UNL     1      -5.361   1.035  -1.903  1.00  0.00           C  
HETATM   31  C24 UNL     1      -5.228   0.806  -0.438  1.00  0.00           C  
HETATM   32  C25 UNL     1      -5.569   2.119   0.268  1.00  0.00           C  
HETATM   33  C26 UNL     1      -3.888   0.373   0.030  1.00  0.00           C  
HETATM   34  C27 UNL     1      -2.745   1.207  -0.498  1.00  0.00           C  
HETATM   35  C28 UNL     1      -1.614   0.415  -1.031  1.00  0.00           C  
HETATM   36  O6  UNL     1      -0.522   1.290  -1.202  1.00  0.00           O  
HETATM   37  C29 UNL     1      -1.125  -0.680  -0.104  1.00  0.00           C  
HETATM   38  C30 UNL     1      -0.334  -1.627  -0.984  1.00  0.00           C  
HETATM   39  H1  UNL     1       0.293  -2.513   1.656  1.00  0.00           H  
HETATM   40  H2  UNL     1       1.984  -2.175   2.299  1.00  0.00           H  
HETATM   41  H3  UNL     1       1.708  -2.518   0.587  1.00  0.00           H  
HETATM   42  H4  UNL     1       1.625  -0.322   0.229  1.00  0.00           H  
HETATM   43  H5  UNL     1       1.281  -0.072   3.218  1.00  0.00           H  
HETATM   44  H6  UNL     1       1.594   1.353   2.103  1.00  0.00           H  
HETATM   45  H7  UNL     1       3.557   0.760   3.179  1.00  0.00           H  
HETATM   46  H8  UNL     1       3.503  -0.956   2.808  1.00  0.00           H  
HETATM   47  H9  UNL     1       5.892  -0.341   1.994  1.00  0.00           H  
HETATM   48  H10 UNL     1       5.495   0.944  -0.683  1.00  0.00           H  
HETATM   49  H11 UNL     1       6.683   2.194   1.050  1.00  0.00           H  
HETATM   50  H12 UNL     1       7.801   0.902   1.407  1.00  0.00           H  
HETATM   51  H13 UNL     1       8.744   2.853   0.374  1.00  0.00           H  
HETATM   52  H14 UNL     1       7.797   2.619  -1.143  1.00  0.00           H  
HETATM   53  H15 UNL     1      10.112   0.942   0.007  1.00  0.00           H  
HETATM   54  H16 UNL     1      10.216   2.172  -1.252  1.00  0.00           H  
HETATM   55  H17 UNL     1       9.206  -0.697  -1.401  1.00  0.00           H  
HETATM   56  H18 UNL     1       8.839   0.436  -2.739  1.00  0.00           H  
HETATM   57  H19 UNL     1      10.912  -0.287  -3.225  1.00  0.00           H  
HETATM   58  H20 UNL     1      11.321  -0.563  -1.542  1.00  0.00           H  
HETATM   59  H21 UNL     1       6.289  -1.832  -2.397  1.00  0.00           H  
HETATM   60  H22 UNL     1      -0.356   0.993   0.926  1.00  0.00           H  
HETATM   61  H23 UNL     1      -1.544   0.541   2.778  1.00  0.00           H  
HETATM   62  H24 UNL     1      -0.570  -0.894   3.108  1.00  0.00           H  
HETATM   63  H25 UNL     1      -2.147  -2.350   2.453  1.00  0.00           H  
HETATM   64  H26 UNL     1      -3.196  -0.930   2.390  1.00  0.00           H  
HETATM   65  H27 UNL     1      -2.184  -2.582   0.221  1.00  0.00           H  
HETATM   66  H28 UNL     1      -3.378  -1.171  -1.324  1.00  0.00           H  
HETATM   67  H29 UNL     1      -4.391  -3.010  -0.336  1.00  0.00           H  
HETATM   68  H30 UNL     1      -4.730  -3.062   1.760  1.00  0.00           H  
HETATM   69  H31 UNL     1      -5.685  -1.516  -1.646  1.00  0.00           H  
HETATM   70  H32 UNL     1      -6.749  -2.272  -0.411  1.00  0.00           H  
HETATM   71  H33 UNL     1      -6.075  -0.330   1.132  1.00  0.00           H  
HETATM   72  H34 UNL     1      -8.274  -0.730  -0.260  1.00  0.00           H  
HETATM   73  H35 UNL     1      -8.036   0.751   0.697  1.00  0.00           H  
HETATM   74  H36 UNL     1      -7.964   2.173  -1.117  1.00  0.00           H  
HETATM   75  H37 UNL     1      -9.645   0.335  -1.339  1.00  0.00           H  
HETATM   76  H38 UNL     1      -6.959   0.004  -2.996  1.00  0.00           H  
HETATM   77  H39 UNL     1      -6.943   1.766  -3.195  1.00  0.00           H  
HETATM   78  H40 UNL     1      -4.727   0.291  -2.443  1.00  0.00           H  
HETATM   79  H41 UNL     1      -4.996   2.084  -2.106  1.00  0.00           H  
HETATM   80  H42 UNL     1      -5.725   2.947  -0.470  1.00  0.00           H  
HETATM   81  H43 UNL     1      -4.717   2.469   0.905  1.00  0.00           H  
HETATM   82  H44 UNL     1      -6.439   2.036   0.923  1.00  0.00           H  
HETATM   83  H45 UNL     1      -3.880   0.537   1.150  1.00  0.00           H  
HETATM   84  H46 UNL     1      -2.356   1.935   0.256  1.00  0.00           H  
HETATM   85  H47 UNL     1      -3.129   1.844  -1.335  1.00  0.00           H  
HETATM   86  H48 UNL     1      -1.824   0.009  -2.048  1.00  0.00           H  
HETATM   87  H49 UNL     1      -0.814   2.221  -1.361  1.00  0.00           H  
HETATM   88  H50 UNL     1      -0.906  -1.683  -1.962  1.00  0.00           H  
HETATM   89  H51 UNL     1      -0.351  -2.679  -0.626  1.00  0.00           H  
HETATM   90  H52 UNL     1       0.655  -1.266  -1.268  1.00  0.00           H  
CONECT    1    2   39   40   41
CONECT    2    3   17   42
CONECT    3    4   43   44
CONECT    4    5   45   46
CONECT    5    6    6    7
CONECT    7    8   47
CONECT    8    9   14   48
CONECT    9   10   49   50
CONECT   10   11   51   52
CONECT   11   12   53   54
CONECT   12   13   55   56
CONECT   13   57   58
CONECT   14   15   15   16
CONECT   16   59
CONECT   17   18   37   60
CONECT   18   19   61   62
CONECT   19   20   63   64
CONECT   20   21   37   65
CONECT   21   22   33   66
CONECT   22   23   24   67
CONECT   23   68
CONECT   24   25   69   70
CONECT   25   26   31   71
CONECT   26   27   72   73
CONECT   27   28   29   74
CONECT   28   75
CONECT   29   30   76   77
CONECT   30   31   78   79
CONECT   31   32   33
CONECT   32   80   81   82
CONECT   33   34   83
CONECT   34   35   84   85
CONECT   35   36   37   86
CONECT   36   87
CONECT   37   38
CONECT   38   88   89   90
END

HMDB0242379
     RDKit          3D
Cholyllysine
 90 93  0  0  0  0  0  0  0  0999 V2000
    1.2607   -2.0010    1.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0693   -0.5332    1.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7459    0.2591    2.2511 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2063    0.0266    2.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0146    0.3773    1.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5362    0.9159    0.1512 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3892    0.0945    1.2106 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2275    0.4403    0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2696    1.3652    0.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3145    1.9830   -0.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4858    1.3608   -0.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4738    0.2928   -1.8721 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8926    0.0428   -2.2530 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6686   -0.8131   -0.5805 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0826   -1.7518    0.1177 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6183   -0.9720   -1.9746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3826   -0.1349    1.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1516   -0.3983    2.3039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2775   -1.3537    1.9337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2982   -1.4812    0.4544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5582   -1.0590   -0.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6412   -2.0286    0.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9468   -2.1429    1.4520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9198   -1.5567   -0.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2450   -0.2113    0.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6538    0.2107   -0.2106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8300    1.0942   -1.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0354    0.7221   -2.0216 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7468    0.9574   -2.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3607    1.0352   -1.9026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2284    0.8058   -0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5688    2.1194    0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8879    0.3732    0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7453    1.2067   -0.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6138    0.4151   -1.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5216    1.2899   -1.2020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1252   -0.6803   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3338   -1.6267   -0.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2935   -2.5131    1.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9836   -2.1748    2.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7078   -2.5182    0.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247   -0.3216    0.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2812   -0.0723    3.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5937    1.3529    2.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5567    0.7600    3.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5030   -0.9564    2.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8917   -0.3406    1.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4949    0.9441   -0.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6832    2.1944    1.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8013    0.9015    1.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7443    2.8532    0.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7965    2.6186   -1.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1121    0.9419    0.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2156    2.1719   -1.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2062   -0.6972   -1.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8387    0.4356   -2.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9123   -0.2870   -3.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3213   -0.5629   -1.5421 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2893   -1.8324   -2.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3556    0.9927    0.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5437    0.5411    2.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5696   -0.8943    3.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1467   -2.3500    2.4534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1960   -0.9303    2.3895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1840   -2.5825    0.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3781   -1.1713   -1.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3910   -3.0097   -0.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7304   -3.0619    1.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6845   -1.5164   -1.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7491   -2.2722   -0.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0752   -0.3300    1.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2741   -0.7297   -0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0360    0.7508    0.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9643    2.1728   -1.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6450    0.3348   -1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9590    0.0039   -2.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9426    1.7658   -3.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7274    0.2905   -2.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9962    2.0844   -2.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7246    2.9471   -0.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7166    2.4689    0.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4391    2.0361    0.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8798    0.5372    1.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3556    1.9346    0.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1292    1.8440   -1.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8236    0.0095   -2.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8144    2.2212   -1.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9065   -1.6828   -1.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3514   -2.6792   -0.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6549   -1.2663   -1.2683 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  8 14  1  0
 14 15  2  0
 14 16  1  0
  2 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 37 17  1  0
 37 20  1  0
 33 21  1  0
 31 25  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  2 42  1  0
  3 43  1  0
  3 44  1  0
  4 45  1  0
  4 46  1  0
  7 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 10 51  1  0
 10 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  0
 12 56  1  0
 13 57  1  0
 13 58  1  0
 16 59  1  0
 17 60  1  0
 18 61  1  0
 18 62  1  0
 19 63  1  0
 19 64  1  0
 20 65  1  0
 21 66  1  0
 22 67  1  0
 23 68  1  0
 24 69  1  0
 24 70  1  0
 25 71  1  0
 26 72  1  0
 26 73  1  0
 27 74  1  0
 28 75  1  0
 29 76  1  0
 29 77  1  0
 30 78  1  0
 30 79  1  0
 32 80  1  0
 32 81  1  0
 32 82  1  0
 33 83  1  0
 34 84  1  0
 34 85  1  0
 35 86  1  0
 36 87  1  0
 38 88  1  0
 38 89  1  0
 38 90  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
6-Amino-2-[(1-hydroxy-4-{5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0,.0,]heptadecan-14-yl}pentylidene)amino]hexanoate	Generator

Chemical Formula

C₃₀H₅₂N₂O₆

Average Molecular Weight

536.754

Monoisotopic Molecular Weight

536.382537402

IUPAC Name

6-amino-2-(4-{5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl}pentanamido)hexanoic acid

Traditional Name

6-amino-2-(4-{5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl}pentanamido)hexanoic acid

CAS Registry Number

Not Available

SMILES

CC(CCC(=O)NC(CCCCN)C(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CC(O)C12C

InChI Identifier

InChI=1S/C30H52N2O6/c1-17(7-10-26(36)32-23(28(37)38)6-4-5-13-31)20-8-9-21-27-22(16-25(35)30(20,21)3)29(2)12-11-19(33)14-18(29)15-24(27)34/h17-25,27,33-35H,4-16,31H2,1-3H3,(H,32,36)(H,37,38)

InChI Key

FTOTVNJFGHCOCZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycinated bile acids and derivatives. Glycinated bile acids and derivatives are compounds with a structure characterized by the presence of a glycine linked to a bile acid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Glycinated bile acids and derivatives

Alternative Parents

Substituents

Glycinated bile acid
Trihydroxy bile acid, alcohol, or derivatives
Hydroxy bile acid, alcohol, or derivatives
7-hydroxysteroid
Hydroxysteroid
12-hydroxysteroid
3-hydroxysteroid
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid or derivatives
Medium-chain fatty acid
Hydroxy fatty acid
Amino fatty acid
Fatty acyl
Fatty acid
N-acyl-amine
Fatty amide
Cyclic alcohol
Amino acid
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Amino acid or derivatives
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

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
logP	-1.3	ALOGPS
logP	-0.45	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	3.68	ChemAxon
pKa (Strongest Basic)	10.21	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	153.11 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	145.4 m³·mol⁻¹	ChemAxon
Polarizability	62.13 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	250.363	30932474
DeepCCS	[M+Na]+	225.929	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cholyllysine	CC(CCC(=O)NC(CCCCN)C(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CC(O)C12C	3406.8	Standard polar	33892256
Cholyllysine	CC(CCC(=O)NC(CCCCN)C(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CC(O)C12C	3013.3	Standard non polar	33892256
Cholyllysine	CC(CCC(=O)NC(CCCCN)C(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CC(O)C12C	4583.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cholyllysine,5TMS,isomer #1	CC(CCC(=O)NC(CCCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4259.3	Semi standard non polar	33892256
Cholyllysine,5TMS,isomer #1	CC(CCC(=O)NC(CCCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4262.4	Standard non polar	33892256
Cholyllysine,5TMS,isomer #1	CC(CCC(=O)NC(CCCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4687.5	Standard polar	33892256
Cholyllysine,5TMS,isomer #10	CC(CCC(=O)N(C(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3C(O)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	4674.2	Semi standard non polar	33892256
Cholyllysine,5TMS,isomer #10	CC(CCC(=O)N(C(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3C(O)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	4566.9	Standard non polar	33892256
Cholyllysine,5TMS,isomer #10	CC(CCC(=O)N(C(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3C(O)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	5071.2	Standard polar	33892256
Cholyllysine,5TMS,isomer #11	CC(CCC(=O)N(C(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4625.9	Semi standard non polar	33892256
Cholyllysine,5TMS,isomer #11	CC(CCC(=O)N(C(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4549.3	Standard non polar	33892256
Cholyllysine,5TMS,isomer #11	CC(CCC(=O)N(C(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4951.4	Standard polar	33892256
Cholyllysine,5TMS,isomer #12	CC(CCC(=O)N(C(CCCCN[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4290.5	Semi standard non polar	33892256
Cholyllysine,5TMS,isomer #12	CC(CCC(=O)N(C(CCCCN[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4270.1	Standard non polar	33892256
Cholyllysine,5TMS,isomer #12	CC(CCC(=O)N(C(CCCCN[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4790.0	Standard polar	33892256
Cholyllysine,5TMS,isomer #13	CC(CCC(=O)NC(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4559.8	Semi standard non polar	33892256
Cholyllysine,5TMS,isomer #13	CC(CCC(=O)NC(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4327.6	Standard non polar	33892256
Cholyllysine,5TMS,isomer #13	CC(CCC(=O)NC(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4835.0	Standard polar	33892256
Cholyllysine,5TMS,isomer #14	CC(CCC(=O)N(C(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	4601.3	Semi standard non polar	33892256
Cholyllysine,5TMS,isomer #14	CC(CCC(=O)N(C(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	4441.5	Standard non polar	33892256
Cholyllysine,5TMS,isomer #14	CC(CCC(=O)N(C(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	5020.7	Standard polar	33892256
Cholyllysine,5TMS,isomer #15	CC(CCC(=O)N(C(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4585.6	Semi standard non polar	33892256
Cholyllysine,5TMS,isomer #15	CC(CCC(=O)N(C(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4425.6	Standard non polar	33892256
Cholyllysine,5TMS,isomer #15	CC(CCC(=O)N(C(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4903.6	Standard polar	33892256
Cholyllysine,5TMS,isomer #16	CC(CCC(=O)N(C(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C1CCC2C3C(O)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4605.9	Semi standard non polar	33892256
Cholyllysine,5TMS,isomer #16	CC(CCC(=O)N(C(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C1CCC2C3C(O)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4450.5	Standard non polar	33892256
Cholyllysine,5TMS,isomer #16	CC(CCC(=O)N(C(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C1CCC2C3C(O)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4982.5	Standard polar	33892256
Cholyllysine,5TMS,isomer #2	CC(CCC(=O)N(C(CCCCN)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4191.9	Semi standard non polar	33892256
Cholyllysine,5TMS,isomer #2	CC(CCC(=O)N(C(CCCCN)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4205.4	Standard non polar	33892256
Cholyllysine,5TMS,isomer #2	CC(CCC(=O)N(C(CCCCN)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4923.2	Standard polar	33892256
Cholyllysine,5TMS,isomer #3	CC(CCC(=O)N(C(CCCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	4311.9	Semi standard non polar	33892256
Cholyllysine,5TMS,isomer #3	CC(CCC(=O)N(C(CCCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	4371.0	Standard non polar	33892256
Cholyllysine,5TMS,isomer #3	CC(CCC(=O)N(C(CCCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	4883.6	Standard polar	33892256
Cholyllysine,5TMS,isomer #4	CC(CCC(=O)NC(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	4556.7	Semi standard non polar	33892256
Cholyllysine,5TMS,isomer #4	CC(CCC(=O)NC(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	4427.7	Standard non polar	33892256
Cholyllysine,5TMS,isomer #4	CC(CCC(=O)NC(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	4918.0	Standard polar	33892256
Cholyllysine,5TMS,isomer #5	CC(CCC(=O)N(C(CCCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4290.0	Semi standard non polar	33892256
Cholyllysine,5TMS,isomer #5	CC(CCC(=O)N(C(CCCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4354.5	Standard non polar	33892256
Cholyllysine,5TMS,isomer #5	CC(CCC(=O)N(C(CCCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4763.7	Standard polar	33892256
Cholyllysine,5TMS,isomer #6	CC(CCC(=O)NC(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4527.4	Semi standard non polar	33892256
Cholyllysine,5TMS,isomer #6	CC(CCC(=O)NC(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4411.3	Standard non polar	33892256
Cholyllysine,5TMS,isomer #6	CC(CCC(=O)NC(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4798.3	Standard polar	33892256
Cholyllysine,5TMS,isomer #7	CC(CCC(=O)N(C(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O)CCC4(C)C3CC(O)C12C	4583.7	Semi standard non polar	33892256
Cholyllysine,5TMS,isomer #7	CC(CCC(=O)N(C(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O)CCC4(C)C3CC(O)C12C	4539.6	Standard non polar	33892256
Cholyllysine,5TMS,isomer #7	CC(CCC(=O)N(C(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O)CCC4(C)C3CC(O)C12C	4999.6	Standard polar	33892256
Cholyllysine,5TMS,isomer #8	CC(CCC(=O)N(C(CCCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3C(O)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4308.6	Semi standard non polar	33892256
Cholyllysine,5TMS,isomer #8	CC(CCC(=O)N(C(CCCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3C(O)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4379.0	Standard non polar	33892256
Cholyllysine,5TMS,isomer #8	CC(CCC(=O)N(C(CCCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3C(O)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4845.8	Standard polar	33892256
Cholyllysine,5TMS,isomer #9	CC(CCC(=O)NC(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)C1CCC2C3C(O)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4547.1	Semi standard non polar	33892256
Cholyllysine,5TMS,isomer #9	CC(CCC(=O)NC(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)C1CCC2C3C(O)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4433.4	Standard non polar	33892256
Cholyllysine,5TMS,isomer #9	CC(CCC(=O)NC(CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)C1CCC2C3C(O)CC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4880.3	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cholyllysine 10V, Positive-QTOF	splash10-000i-0000390000-5975c7848f9c2db68558	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cholyllysine 20V, Positive-QTOF	splash10-0f8i-5703490000-ec0222200d4ad34aee51	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cholyllysine 40V, Positive-QTOF	splash10-06sm-9311000000-9090839c5bc1a3e849a9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cholyllysine 10V, Negative-QTOF	splash10-000i-0000090000-204b8a0bddf7d92d641b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cholyllysine 20V, Negative-QTOF	splash10-000i-2200090000-d3aaa4084303b229afae	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cholyllysine 40V, Negative-QTOF	splash10-000y-5302920000-5cc0f5a777a81c9e6cf4	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Intestine

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

14055394

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

19032058

PDB ID

Not Available

ChEBI ID

Not Available

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

Guzior DV, Quinn RA: Review: microbial transformations of human bile acids. Microbiome. 2021 Jun 14;9(1):140. doi: 10.1186/s40168-021-01101-1. [PubMed:34127070 ]
Quinn RA, Melnik AV, Vrbanac A, Fu T, Patras KA, Christy MP, Bodai Z, Belda-Ferre P, Tripathi A, Chung LK, Downes M, Welch RD, Quinn M, Humphrey G, Panitchpakdi M, Weldon KC, Aksenov A, da Silva R, Avila-Pacheco J, Clish C, Bae S, Mallick H, Franzosa EA, Lloyd-Price J, Bussell R, Thron T, Nelson AT, Wang M, Leszczynski E, Vargas F, Gauglitz JM, Meehan MJ, Gentry E, Arthur TD, Komor AC, Poulsen O, Boland BS, Chang JT, Sandborn WJ, Lim M, Garg N, Lumeng JC, Xavier RJ, Kazmierczak BI, Jain R, Egan M, Rhee KE, Ferguson D, Raffatellu M, Vlamakis H, Haddad GG, Siegel D, Huttenhower C, Mazmanian SK, Evans RM, Nizet V, Knight R, Dorrestein PC: Global chemical effects of the microbiome include new bile-acid conjugations. Nature. 2020 Mar;579(7797):123-129. doi: 10.1038/s41586-020-2047-9. Epub 2020 Feb 26. [PubMed:32103176 ]

Showing metabocard for Cholyllysine (HMDB0242379)

MOL for HMDB0242379 (Cholyllysine)

3D MOL for HMDB0242379 (Cholyllysine)

3D SDF for HMDB0242379 (Cholyllysine)

3D-SDF for HMDB0242379 (Cholyllysine)

PDB for HMDB0242379 (Cholyllysine)

3D PDB for HMDB0242379 (Cholyllysine)

SMILES for HMDB0242379 (Cholyllysine)

INCHI for HMDB0242379 (Cholyllysine)

Structure for HMDB0242379 (Cholyllysine)

3D Structure for HMDB0242379 (Cholyllysine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

MS/MS Spectra

NMR Spectra