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Record Information

Version

5.0

Status

Predicted

Creation Date

2021-08-30 20:12:13 UTC

Update Date

2022-11-15 17:47:03 UTC

HMDB ID

HMDB0242421

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Deoxycholylasparagine

Description

Deoxycholylasparagine 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. Deoxycholylasparagine consists of the bile acid deoxycholic acid conjugated to the amino acid Asparagine 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 Deoxycholylasparagine, 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 ). Deoxycholylasparagine 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


  Mrv1652308302122222D          

 36 39  0  0  0  0            999 V2000
    7.6405   -2.9427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3550   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3550   -1.7052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0694   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7839   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4984   -2.9427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2128   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2128   -1.7052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9273   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6418   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3563   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3563   -3.7677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0707   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1570   -1.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9639   -1.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3764   -2.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1834   -2.4242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7354   -1.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5424   -1.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7974   -2.7673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6043   -2.9388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8593   -3.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6662   -3.8949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3072   -4.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5003   -4.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2453   -3.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6933   -3.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4383   -3.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8863   -3.8219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0793   -3.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5273   -4.2635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8244   -2.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2113   -3.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7839   -1.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4984   -1.2927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0694   -1.2927    0.0000 O   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  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
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 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
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 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 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
 17 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
 13 32  1  0  0  0  0
 16 32  1  0  0  0  0
 32 33  1  0  0  0  0
  5 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
M  END

HMDB0242421
     RDKit          3D
Deoxycholylasparagine
 82 85  0  0  0  0  0  0  0  0999 V2000
   -1.6971   -0.4102    2.6241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7480    0.7475    1.6821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5282    1.8712    2.2926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9445    1.4905    2.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7486    1.1161    1.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3003    1.2158    0.2106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0622    0.6338    1.6229 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8775    0.2585    0.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2865   -1.1965    0.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1054   -1.6044   -0.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4083   -2.0550   -1.7435 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3465   -1.5399   -0.5033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0645    1.1242    0.3624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2354    2.0012    1.2545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9786    1.0101   -0.6586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    1.1776    1.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4333    2.3798    0.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5753    2.1659   -0.7463 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4791    1.1708   -0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5771    0.6394   -0.8478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5126    0.6284   -2.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5206   -0.4107   -2.8536 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7134   -0.3292   -1.9747 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9517   -1.0146   -2.4830 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4262   -0.3577    0.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4435   -0.9673   -0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0879   -0.9134    1.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6755   -2.1252    0.6802 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4301    0.1983    0.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4992   -0.2978   -0.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6663   -0.5875    3.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9832   -0.2265    3.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0632    2.1228    3.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5733    2.7703    1.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0900    0.6879    3.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4472    0.5432    2.5684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2729    0.4259   -0.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1686    3.2940    0.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1217    3.1218   -0.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8485    1.6952    0.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4951    1.2743   -0.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5372    0.5191   -2.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9171    1.6045   -2.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7867   -0.1952   -3.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0827   -1.4273   -2.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0138    0.7535   -1.8466 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1592   -0.5859   -3.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8573   -2.0910   -2.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2819    0.5069   -1.8281 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9272   -1.1823   -1.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4935    0.0571    0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1554   -1.6765    0.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2723    0.7449    0.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2750   -0.7495    1.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1224   -2.8773   -1.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1965   -2.9096    0.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7257   -2.7471   -0.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0493   -1.6903    1.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9098    0.1372    1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8932   -0.9416    2.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6114   -2.1649   -0.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1152   -1.1023   -0.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1987    0.5041   -0.9235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0360   -0.6939   -1.5043 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
 10 12  2  0
  8 13  1  0
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  2 16  1  0
 16 17  1  0
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 19 20  1  0
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 22 23  1  0
 23 24  1  0
 24 25  1  0
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 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 35 16  1  0
 35 19  1  0
 31 20  1  0
 29 23  1  0
  1 37  1  0
  1 38  1  0
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  7 45  1  0
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  9 47  1  0
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 11 49  1  0
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 19 57  1  0
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 21 59  1  0
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 31 75  1  0
 32 76  1  0
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 33 78  1  0
 34 79  1  0
 36 80  1  0
 36 81  1  0
 36 82  1  0
M  END


  Mrv1652308302122222D          

 36 39  0  0  0  0            999 V2000
    7.6405   -2.9427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3550   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3550   -1.7052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0694   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7839   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4984   -2.9427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2128   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2128   -1.7052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9273   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6418   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3563   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3563   -3.7677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0707   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1570   -1.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9639   -1.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3764   -2.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1834   -2.4242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.5424   -1.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7974   -2.7673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6043   -2.9388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8593   -3.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6662   -3.8949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3072   -4.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5003   -4.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2453   -3.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6933   -3.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4383   -3.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8863   -3.8219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0793   -3.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5273   -4.2635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8244   -2.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2113   -3.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7839   -1.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4984   -1.2927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0694   -1.2927    0.0000 O   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  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 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
 18 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
 17 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
 13 32  1  0  0  0  0
 16 32  1  0  0  0  0
 32 33  1  0  0  0  0
  5 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0242421

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CCC(=O)NC(CC(N)=O)C(O)=O)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C

> <INCHI_IDENTIFIER>
InChI=1S/C28H46N2O6/c1-15(4-9-25(34)30-22(26(35)36)14-24(29)33)19-7-8-20-18-6-5-16-12-17(31)10-11-27(16,2)21(18)13-23(32)28(19,20)3/h15-23,31-32H,4-14H2,1-3H3,(H2,29,33)(H,30,34)(H,35,36)

> <INCHI_KEY>
KRBJOAIDSTYRMG-UHFFFAOYSA-N

> <FORMULA>
C28H46N2O6

> <MOLECULAR_WEIGHT>
506.684

> <EXACT_MASS>
506.335587209

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
56.86737194360251

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-carbamoyl-2-(4-{5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl}pentanamido)propanoic acid

> <ALOGPS_LOGP>
2.04

> <JCHEM_LOGP>
1.8059857326666662

> <ALOGPS_LOGS>
-5.22

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.857484197926198

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.672783416222868

> <JCHEM_PKA_STRONGEST_BASIC>
-0.3073473806042607

> <JCHEM_POLAR_SURFACE_AREA>
149.95

> <JCHEM_REFRACTIVITY>
134.3518

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.08e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-carbamoyl-2-(4-{5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl}pentanamido)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0242421
     RDKit          3D
Deoxycholylasparagine
 82 85  0  0  0  0  0  0  0  0999 V2000
   -1.6971   -0.4102    2.6241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7480    0.7475    1.6821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5282    1.8712    2.2926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9445    1.4905    2.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7486    1.1161    1.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3003    1.2158    0.2106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0622    0.6338    1.6229 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8775    0.2585    0.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2865   -1.1965    0.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1054   -1.6044   -0.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4083   -2.0550   -1.7435 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3465   -1.5399   -0.5033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0645    1.1242    0.3624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2354    2.0012    1.2545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9786    1.0101   -0.6586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    1.1776    1.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4333    2.3798    0.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5753    2.1659   -0.7463 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4791    1.1708   -0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5771    0.6394   -0.8478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5126    0.6284   -2.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5206   -0.4107   -2.8536 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7134   -0.3292   -1.9747 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9517   -1.0146   -2.4830 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0764   -0.5740   -1.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2496   -1.2833   -1.8767 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8185   -0.6892   -0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4262   -0.3577    0.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4435   -0.9673   -0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6772   -2.4594   -0.6837 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0042   -0.7369   -0.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6275   -0.8061    1.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0879   -0.9134    1.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6755   -2.1252    0.6802 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4301    0.1983    0.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4992   -0.2978   -0.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6663   -0.5875    3.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9832   -0.2265    3.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4047   -1.3758    2.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3184    0.3902    0.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0632    2.1228    3.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5733    2.7703    1.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4928    2.3776    3.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0900    0.6879    3.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4472    0.5432    2.5684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2729    0.4259   -0.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3765   -1.8391    0.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8931   -1.3194    1.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7280   -2.8257   -1.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5647   -1.6309   -2.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9350    1.3391   -0.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2474    1.4753    2.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1686    3.2940    0.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4560    2.5381   -0.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1391    1.8320   -1.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1217    3.1218   -0.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8485    1.6952    0.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4951    1.2743   -0.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5372    0.5191   -2.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9171    1.6045   -2.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7867   -0.1952   -3.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0827   -1.4273   -2.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0138    0.7535   -1.8466 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1592   -0.5859   -3.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8573   -2.0910   -2.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2819    0.5069   -1.8281 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9272   -1.1823   -1.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4935    0.0571    0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1554   -1.6765    0.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2723    0.7449    0.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2750   -0.7495    1.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1224   -2.8773   -1.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1965   -2.9096    0.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7257   -2.7471   -0.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4397   -1.5290   -0.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0493   -1.6903    1.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9098    0.1372    1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8932   -0.9416    2.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6114   -2.1649   -0.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1152   -1.1023   -0.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1987    0.5041   -0.9235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0360   -0.6939   -1.5043 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
 10 12  2  0
  8 13  1  0
 13 14  2  0
 13 15  1  0
  2 16  1  0
 16 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
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 35 16  1  0
 35 19  1  0
 31 20  1  0
 29 23  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  0
  3 41  1  0
  3 42  1  0
  4 43  1  0
  4 44  1  0
  7 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 11 49  1  0
 11 50  1  0
 15 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 23 63  1  0
 24 64  1  0
 24 65  1  0
 25 66  1  0
 26 67  1  0
 27 68  1  0
 27 69  1  0
 28 70  1  0
 28 71  1  0
 30 72  1  0
 30 73  1  0
 30 74  1  0
 31 75  1  0
 32 76  1  0
 32 77  1  0
 33 78  1  0
 34 79  1  0
 36 80  1  0
 36 81  1  0
 36 82  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      14.262  -5.493   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      15.596  -4.723   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      15.596  -3.183   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      16.930  -5.493   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.263  -4.723   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      19.597  -5.493   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      20.931  -4.723   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      20.931  -3.183   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      22.264  -5.493   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.598  -4.723   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      24.932  -5.493   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.932  -7.033   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      26.265  -4.723   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      26.426  -3.191   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      27.933  -2.871   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      28.703  -4.205   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      30.209  -4.525   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      31.239  -3.381   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      32.746  -3.701   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      33.222  -5.166   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      34.728  -5.486   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      35.204  -6.950   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      36.710  -7.271   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      34.174  -8.095   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      32.667  -7.775   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      32.191  -6.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      31.161  -7.454   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      30.685  -5.990   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      29.654  -7.134   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      28.148  -6.814   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      27.118  -7.958   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      27.672  -5.349   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      26.528  -6.380   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      18.263  -3.183   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      19.597  -2.413   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      16.930  -2.413   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   34                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   32                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   32                                                  
CONECT   17   16   18   28                                                  
CONECT   18   17   19                                                       
CONECT   19   18   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   17   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   13   16   33                                             
CONECT   33   32                                                            
CONECT   34    5   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   78    0
END

COMPND    HMDB0242421
HETATM    1  C1  UNL     1      -1.697  -0.410   2.624  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.748   0.747   1.682  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.528   1.871   2.293  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.944   1.491   2.583  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.749   1.116   1.392  1.00  0.00           C  
HETATM    6  O1  UNL     1      -4.300   1.216   0.211  1.00  0.00           O  
HETATM    7  N1  UNL     1      -6.062   0.634   1.623  1.00  0.00           N  
HETATM    8  C6  UNL     1      -6.878   0.259   0.463  1.00  0.00           C  
HETATM    9  C7  UNL     1      -7.286  -1.197   0.576  1.00  0.00           C  
HETATM   10  C8  UNL     1      -8.105  -1.604  -0.583  1.00  0.00           C  
HETATM   11  N2  UNL     1      -7.408  -2.055  -1.743  1.00  0.00           N  
HETATM   12  O2  UNL     1      -9.346  -1.540  -0.503  1.00  0.00           O  
HETATM   13  C9  UNL     1      -8.064   1.124   0.362  1.00  0.00           C  
HETATM   14  O3  UNL     1      -8.235   2.001   1.255  1.00  0.00           O  
HETATM   15  O4  UNL     1      -8.979   1.010  -0.659  1.00  0.00           O  
HETATM   16  C10 UNL     1      -0.357   1.178   1.292  1.00  0.00           C  
HETATM   17  C11 UNL     1      -0.433   2.380   0.355  1.00  0.00           C  
HETATM   18  C12 UNL     1       0.575   2.166  -0.746  1.00  0.00           C  
HETATM   19  C13 UNL     1       1.479   1.171  -0.077  1.00  0.00           C  
HETATM   20  C14 UNL     1       2.577   0.639  -0.848  1.00  0.00           C  
HETATM   21  C15 UNL     1       2.513   0.628  -2.331  1.00  0.00           C  
HETATM   22  C16 UNL     1       3.521  -0.411  -2.854  1.00  0.00           C  
HETATM   23  C17 UNL     1       4.713  -0.329  -1.975  1.00  0.00           C  
HETATM   24  C18 UNL     1       5.952  -1.015  -2.483  1.00  0.00           C  
HETATM   25  C19 UNL     1       7.076  -0.574  -1.582  1.00  0.00           C  
HETATM   26  O5  UNL     1       8.250  -1.283  -1.877  1.00  0.00           O  
HETATM   27  C20 UNL     1       6.819  -0.689  -0.129  1.00  0.00           C  
HETATM   28  C21 UNL     1       5.426  -0.358   0.330  1.00  0.00           C  
HETATM   29  C22 UNL     1       4.443  -0.967  -0.601  1.00  0.00           C  
HETATM   30  C23 UNL     1       4.677  -2.459  -0.684  1.00  0.00           C  
HETATM   31  C24 UNL     1       3.004  -0.737  -0.306  1.00  0.00           C  
HETATM   32  C25 UNL     1       2.628  -0.806   1.142  1.00  0.00           C  
HETATM   33  C26 UNL     1       1.088  -0.913   1.225  1.00  0.00           C  
HETATM   34  O6  UNL     1       0.676  -2.125   0.680  1.00  0.00           O  
HETATM   35  C27 UNL     1       0.430   0.198   0.467  1.00  0.00           C  
HETATM   36  C28 UNL     1      -0.499  -0.298  -0.611  1.00  0.00           C  
HETATM   37  H1  UNL     1      -2.666  -0.588   3.166  1.00  0.00           H  
HETATM   38  H2  UNL     1      -0.983  -0.226   3.483  1.00  0.00           H  
HETATM   39  H3  UNL     1      -1.405  -1.376   2.183  1.00  0.00           H  
HETATM   40  H4  UNL     1      -2.318   0.390   0.790  1.00  0.00           H  
HETATM   41  H5  UNL     1      -2.063   2.123   3.278  1.00  0.00           H  
HETATM   42  H6  UNL     1      -2.573   2.770   1.636  1.00  0.00           H  
HETATM   43  H7  UNL     1      -4.493   2.378   3.058  1.00  0.00           H  
HETATM   44  H8  UNL     1      -4.090   0.688   3.321  1.00  0.00           H  
HETATM   45  H9  UNL     1      -6.447   0.543   2.568  1.00  0.00           H  
HETATM   46  H10 UNL     1      -6.273   0.426  -0.445  1.00  0.00           H  
HETATM   47  H11 UNL     1      -6.376  -1.839   0.694  1.00  0.00           H  
HETATM   48  H12 UNL     1      -7.893  -1.319   1.516  1.00  0.00           H  
HETATM   49  H13 UNL     1      -6.728  -2.826  -1.641  1.00  0.00           H  
HETATM   50  H14 UNL     1      -7.565  -1.631  -2.688  1.00  0.00           H  
HETATM   51  H15 UNL     1      -9.935   1.339  -0.525  1.00  0.00           H  
HETATM   52  H16 UNL     1       0.247   1.475   2.158  1.00  0.00           H  
HETATM   53  H17 UNL     1      -0.169   3.294   0.922  1.00  0.00           H  
HETATM   54  H18 UNL     1      -1.456   2.538  -0.037  1.00  0.00           H  
HETATM   55  H19 UNL     1       0.139   1.832  -1.688  1.00  0.00           H  
HETATM   56  H20 UNL     1       1.122   3.122  -0.984  1.00  0.00           H  
HETATM   57  H21 UNL     1       1.848   1.695   0.859  1.00  0.00           H  
HETATM   58  H22 UNL     1       3.495   1.274  -0.605  1.00  0.00           H  
HETATM   59  H23 UNL     1       1.537   0.519  -2.794  1.00  0.00           H  
HETATM   60  H24 UNL     1       2.917   1.604  -2.739  1.00  0.00           H  
HETATM   61  H25 UNL     1       3.787  -0.195  -3.892  1.00  0.00           H  
HETATM   62  H26 UNL     1       3.083  -1.427  -2.777  1.00  0.00           H  
HETATM   63  H27 UNL     1       5.014   0.754  -1.847  1.00  0.00           H  
HETATM   64  H28 UNL     1       6.159  -0.586  -3.501  1.00  0.00           H  
HETATM   65  H29 UNL     1       5.857  -2.091  -2.603  1.00  0.00           H  
HETATM   66  H30 UNL     1       7.282   0.507  -1.828  1.00  0.00           H  
HETATM   67  H31 UNL     1       8.927  -1.182  -1.172  1.00  0.00           H  
HETATM   68  H32 UNL     1       7.493   0.057   0.390  1.00  0.00           H  
HETATM   69  H33 UNL     1       7.155  -1.676   0.306  1.00  0.00           H  
HETATM   70  H34 UNL     1       5.272   0.745   0.323  1.00  0.00           H  
HETATM   71  H35 UNL     1       5.275  -0.750   1.343  1.00  0.00           H  
HETATM   72  H36 UNL     1       4.122  -2.877  -1.569  1.00  0.00           H  
HETATM   73  H37 UNL     1       4.196  -2.910   0.210  1.00  0.00           H  
HETATM   74  H38 UNL     1       5.726  -2.747  -0.676  1.00  0.00           H  
HETATM   75  H39 UNL     1       2.440  -1.529  -0.840  1.00  0.00           H  
HETATM   76  H40 UNL     1       3.049  -1.690   1.619  1.00  0.00           H  
HETATM   77  H41 UNL     1       2.910   0.137   1.640  1.00  0.00           H  
HETATM   78  H42 UNL     1       0.893  -0.942   2.303  1.00  0.00           H  
HETATM   79  H43 UNL     1       0.611  -2.165  -0.281  1.00  0.00           H  
HETATM   80  H44 UNL     1      -1.115  -1.102  -0.168  1.00  0.00           H  
HETATM   81  H45 UNL     1      -1.199   0.504  -0.924  1.00  0.00           H  
HETATM   82  H46 UNL     1      -0.036  -0.694  -1.504  1.00  0.00           H  
CONECT    1    2   37   38   39
CONECT    2    3   16   40
CONECT    3    4   41   42
CONECT    4    5   43   44
CONECT    5    6    6    7
CONECT    7    8   45
CONECT    8    9   13   46
CONECT    9   10   47   48
CONECT   10   11   12   12
CONECT   11   49   50
CONECT   13   14   14   15
CONECT   15   51
CONECT   16   17   35   52
CONECT   17   18   53   54
CONECT   18   19   55   56
CONECT   19   20   35   57
CONECT   20   21   31   58
CONECT   21   22   59   60
CONECT   22   23   61   62
CONECT   23   24   29   63
CONECT   24   25   64   65
CONECT   25   26   27   66
CONECT   26   67
CONECT   27   28   68   69
CONECT   28   29   70   71
CONECT   29   30   31
CONECT   30   72   73   74
CONECT   31   32   75
CONECT   32   33   76   77
CONECT   33   34   35   78
CONECT   34   79
CONECT   35   36
CONECT   36   80   81   82
END

HMDB0242421
     RDKit          3D
Deoxycholylasparagine
 82 85  0  0  0  0  0  0  0  0999 V2000
   -1.6971   -0.4102    2.6241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7480    0.7475    1.6821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5282    1.8712    2.2926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9445    1.4905    2.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7486    1.1161    1.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3003    1.2158    0.2106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0622    0.6338    1.6229 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8775    0.2585    0.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2865   -1.1965    0.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1054   -1.6044   -0.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4083   -2.0550   -1.7435 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3465   -1.5399   -0.5033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0645    1.1242    0.3624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2354    2.0012    1.2545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9786    1.0101   -0.6586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    1.1776    1.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4333    2.3798    0.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5753    2.1659   -0.7463 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4791    1.1708   -0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5771    0.6394   -0.8478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5126    0.6284   -2.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5206   -0.4107   -2.8536 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7134   -0.3292   -1.9747 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9517   -1.0146   -2.4830 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0764   -0.5740   -1.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2496   -1.2833   -1.8767 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8185   -0.6892   -0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4262   -0.3577    0.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4435   -0.9673   -0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6772   -2.4594   -0.6837 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0042   -0.7369   -0.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6275   -0.8061    1.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0879   -0.9134    1.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6755   -2.1252    0.6802 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4301    0.1983    0.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4992   -0.2978   -0.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6663   -0.5875    3.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9832   -0.2265    3.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4047   -1.3758    2.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3184    0.3902    0.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0632    2.1228    3.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5733    2.7703    1.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4928    2.3776    3.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0900    0.6879    3.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4472    0.5432    2.5684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2729    0.4259   -0.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3765   -1.8391    0.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8931   -1.3194    1.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7280   -2.8257   -1.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5647   -1.6309   -2.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9350    1.3391   -0.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2474    1.4753    2.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1686    3.2940    0.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4560    2.5381   -0.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1391    1.8320   -1.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1217    3.1218   -0.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8485    1.6952    0.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4951    1.2743   -0.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5372    0.5191   -2.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9171    1.6045   -2.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7867   -0.1952   -3.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0827   -1.4273   -2.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0138    0.7535   -1.8466 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1592   -0.5859   -3.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8573   -2.0910   -2.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2819    0.5069   -1.8281 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9272   -1.1823   -1.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4935    0.0571    0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1554   -1.6765    0.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2723    0.7449    0.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2750   -0.7495    1.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1224   -2.8773   -1.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1965   -2.9096    0.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7257   -2.7471   -0.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4397   -1.5290   -0.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0493   -1.6903    1.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9098    0.1372    1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8932   -0.9416    2.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6114   -2.1649   -0.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1152   -1.1023   -0.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1987    0.5041   -0.9235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0360   -0.6939   -1.5043 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
 10 12  2  0
  8 13  1  0
 13 14  2  0
 13 15  1  0
  2 16  1  0
 16 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
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 35 16  1  0
 35 19  1  0
 31 20  1  0
 29 23  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  0
  3 41  1  0
  3 42  1  0
  4 43  1  0
  4 44  1  0
  7 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 11 49  1  0
 11 50  1  0
 15 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 23 63  1  0
 24 64  1  0
 24 65  1  0
 25 66  1  0
 26 67  1  0
 27 68  1  0
 27 69  1  0
 28 70  1  0
 28 71  1  0
 30 72  1  0
 30 73  1  0
 30 74  1  0
 31 75  1  0
 32 76  1  0
 32 77  1  0
 33 78  1  0
 34 79  1  0
 36 80  1  0
 36 81  1  0
 36 82  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-[(4-{5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0,.0,]heptadecan-14-yl}-1-hydroxypentylidene)amino]-3-(C-hydroxycarbonimidoyl)propanoate	HMDB

Chemical Formula

C₂₈H₄₆N₂O₆

Average Molecular Weight

506.684

Monoisotopic Molecular Weight

506.335587209

IUPAC Name

3-carbamoyl-2-(4-{5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl}pentanamido)propanoic acid

Traditional Name

3-carbamoyl-2-(4-{5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl}pentanamido)propanoic acid

CAS Registry Number

Not Available

SMILES

CC(CCC(=O)NC(CC(N)=O)C(O)=O)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C

InChI Identifier

InChI=1S/C28H46N2O6/c1-15(4-9-25(34)30-22(26(35)36)14-24(29)33)19-7-8-20-18-6-5-16-12-17(31)10-11-27(16,2)21(18)13-23(32)28(19,20)3/h15-23,31-32H,4-14H2,1-3H3,(H2,29,33)(H,30,34)(H,35,36)

InChI Key

KRBJOAIDSTYRMG-UHFFFAOYSA-N

Chemical Taxonomy

Classification

Not classified

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	2.04	ALOGPS
logP	1.81	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	3.67	ChemAxon
pKa (Strongest Basic)	-0.31	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	149.95 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	134.35 m³·mol⁻¹	ChemAxon
Polarizability	56.87 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	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]-	244.351	30932474
DeepCCS	[M+Na]+	219.661	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Deoxycholylasparagine	CC(CCC(=O)NC(CC(N)=O)C(O)=O)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	3600.2	Standard polar	33892256
Deoxycholylasparagine	CC(CCC(=O)NC(CC(N)=O)C(O)=O)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	3370.0	Standard non polar	33892256
Deoxycholylasparagine	CC(CCC(=O)NC(CC(N)=O)C(O)=O)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	4566.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Deoxycholylasparagine,4TMS,isomer #1	CC(CCC(=O)NC(CC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4140.5	Semi standard non polar	33892256
Deoxycholylasparagine,4TMS,isomer #1	CC(CCC(=O)NC(CC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4123.5	Standard non polar	33892256
Deoxycholylasparagine,4TMS,isomer #1	CC(CCC(=O)NC(CC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4737.7	Standard polar	33892256
Deoxycholylasparagine,4TMS,isomer #10	CC(CCC(=O)N(C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	4530.4	Semi standard non polar	33892256
Deoxycholylasparagine,4TMS,isomer #10	CC(CCC(=O)N(C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	4309.8	Standard non polar	33892256
Deoxycholylasparagine,4TMS,isomer #10	CC(CCC(=O)N(C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	5025.5	Standard polar	33892256
Deoxycholylasparagine,4TMS,isomer #11	CC(CCC(=O)N(C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4479.3	Semi standard non polar	33892256
Deoxycholylasparagine,4TMS,isomer #11	CC(CCC(=O)N(C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4290.7	Standard non polar	33892256
Deoxycholylasparagine,4TMS,isomer #11	CC(CCC(=O)N(C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4918.6	Standard polar	33892256
Deoxycholylasparagine,4TMS,isomer #2	CC(CCC(=O)N(C(CC(N)=O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4159.6	Semi standard non polar	33892256
Deoxycholylasparagine,4TMS,isomer #2	CC(CCC(=O)N(C(CC(N)=O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4046.2	Standard non polar	33892256
Deoxycholylasparagine,4TMS,isomer #2	CC(CCC(=O)N(C(CC(N)=O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4992.4	Standard polar	33892256
Deoxycholylasparagine,4TMS,isomer #3	CC(CCC(=O)N(C(CC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	4284.7	Semi standard non polar	33892256
Deoxycholylasparagine,4TMS,isomer #3	CC(CCC(=O)N(C(CC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	4246.8	Standard non polar	33892256
Deoxycholylasparagine,4TMS,isomer #3	CC(CCC(=O)N(C(CC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	4924.8	Standard polar	33892256
Deoxycholylasparagine,4TMS,isomer #4	CC(CCC(=O)NC(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	4444.6	Semi standard non polar	33892256
Deoxycholylasparagine,4TMS,isomer #4	CC(CCC(=O)NC(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	4279.3	Standard non polar	33892256
Deoxycholylasparagine,4TMS,isomer #4	CC(CCC(=O)NC(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	4937.4	Standard polar	33892256
Deoxycholylasparagine,4TMS,isomer #5	CC(CCC(=O)N(C(CC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4242.0	Semi standard non polar	33892256
Deoxycholylasparagine,4TMS,isomer #5	CC(CCC(=O)N(C(CC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4229.1	Standard non polar	33892256
Deoxycholylasparagine,4TMS,isomer #5	CC(CCC(=O)N(C(CC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4811.4	Standard polar	33892256
Deoxycholylasparagine,4TMS,isomer #6	CC(CCC(=O)NC(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4394.4	Semi standard non polar	33892256
Deoxycholylasparagine,4TMS,isomer #6	CC(CCC(=O)NC(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4260.8	Standard non polar	33892256
Deoxycholylasparagine,4TMS,isomer #6	CC(CCC(=O)NC(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4818.4	Standard polar	33892256
Deoxycholylasparagine,4TMS,isomer #7	CC(CCC(=O)N(C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	4509.8	Semi standard non polar	33892256
Deoxycholylasparagine,4TMS,isomer #7	CC(CCC(=O)N(C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	4374.2	Standard non polar	33892256
Deoxycholylasparagine,4TMS,isomer #7	CC(CCC(=O)N(C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	5013.8	Standard polar	33892256
Deoxycholylasparagine,4TMS,isomer #8	CC(CCC(=O)N(C(CC(=O)N[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4230.3	Semi standard non polar	33892256
Deoxycholylasparagine,4TMS,isomer #8	CC(CCC(=O)N(C(CC(=O)N[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4147.6	Standard non polar	33892256
Deoxycholylasparagine,4TMS,isomer #8	CC(CCC(=O)N(C(CC(=O)N[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4829.0	Standard polar	33892256
Deoxycholylasparagine,4TMS,isomer #9	CC(CCC(=O)NC(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4436.9	Semi standard non polar	33892256
Deoxycholylasparagine,4TMS,isomer #9	CC(CCC(=O)NC(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4185.0	Standard non polar	33892256
Deoxycholylasparagine,4TMS,isomer #9	CC(CCC(=O)NC(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4850.3	Standard polar	33892256
Deoxycholylasparagine,5TMS,isomer #1	CC(CCC(=O)N(C(CC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4108.5	Semi standard non polar	33892256
Deoxycholylasparagine,5TMS,isomer #1	CC(CCC(=O)N(C(CC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4179.0	Standard non polar	33892256
Deoxycholylasparagine,5TMS,isomer #1	CC(CCC(=O)N(C(CC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4619.1	Standard polar	33892256
Deoxycholylasparagine,5TMS,isomer #2	CC(CCC(=O)NC(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4268.7	Semi standard non polar	33892256
Deoxycholylasparagine,5TMS,isomer #2	CC(CCC(=O)NC(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4226.6	Standard non polar	33892256
Deoxycholylasparagine,5TMS,isomer #2	CC(CCC(=O)NC(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4613.5	Standard polar	33892256
Deoxycholylasparagine,5TMS,isomer #3	CC(CCC(=O)N(C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	4417.7	Semi standard non polar	33892256
Deoxycholylasparagine,5TMS,isomer #3	CC(CCC(=O)N(C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	4352.5	Standard non polar	33892256
Deoxycholylasparagine,5TMS,isomer #3	CC(CCC(=O)N(C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	4818.9	Standard polar	33892256
Deoxycholylasparagine,5TMS,isomer #4	CC(CCC(=O)N(C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4383.3	Semi standard non polar	33892256
Deoxycholylasparagine,5TMS,isomer #4	CC(CCC(=O)N(C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4342.8	Standard non polar	33892256
Deoxycholylasparagine,5TMS,isomer #4	CC(CCC(=O)N(C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4699.5	Standard polar	33892256
Deoxycholylasparagine,5TMS,isomer #5	CC(CCC(=O)N(C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4346.8	Semi standard non polar	33892256
Deoxycholylasparagine,5TMS,isomer #5	CC(CCC(=O)N(C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4247.1	Standard non polar	33892256
Deoxycholylasparagine,5TMS,isomer #5	CC(CCC(=O)N(C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	4718.7	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 - Deoxycholylasparagine 10V, Positive-QTOF	splash10-0a4i-0000790000-bbb47e1536eb6a01cc97	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycholylasparagine 20V, Positive-QTOF	splash10-0a4i-2429520000-1df109a15be2f7e56cd9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycholylasparagine 40V, Positive-QTOF	splash10-0002-9812100000-dc2c59c9cf2035e9df26	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycholylasparagine 10V, Negative-QTOF	splash10-00kr-0100900000-e3c2eb7b2daf202f7fc5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycholylasparagine 20V, Negative-QTOF	splash10-0a4u-7200940000-a28972179dee1966a0a9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycholylasparagine 40V, Negative-QTOF	splash10-0006-9214810000-44764ef7afc50acc74ce	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Deoxycholylasparagine (HMDB0242421)

MOL for HMDB0242421 (Deoxycholylasparagine)

3D MOL for HMDB0242421 (Deoxycholylasparagine)

3D SDF for HMDB0242421 (Deoxycholylasparagine)

3D-SDF for HMDB0242421 (Deoxycholylasparagine)

PDB for HMDB0242421 (Deoxycholylasparagine)

3D PDB for HMDB0242421 (Deoxycholylasparagine)

SMILES for HMDB0242421 (Deoxycholylasparagine)

INCHI for HMDB0242421 (Deoxycholylasparagine)

Structure for HMDB0242421 (Deoxycholylasparagine)

3D Structure for HMDB0242421 (Deoxycholylasparagine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

MS/MS Spectra