MiMeDB: Showing metabocard for Deoxycholylthreonine (MMDBc0057279)

Microbial

Human

Co-metabolite

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-11-10 23:40:39 UTC

Update Date

2024-04-30 20:57:23 UTC

Metabolite ID

MMDBc0057279

Metabolite Identification

Common Name

Deoxycholylthreonine

Description

Deoxycholylthreonine 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. Deoxycholylthreonine consists of the bile acid deoxycholic acid conjugated to the amino acid Threonine 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 Deoxycholylthreonine, 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 ). Deoxycholylthreonine 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


  Mrv1652308312102122D          

 35 38  0  0  0  0            999 V2000
    9.8532   -0.3707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0431   -0.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7730    0.5647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5030   -0.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6929   -0.6825    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1528   -1.3062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4228   -2.0857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3426   -1.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8026   -1.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9924   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4523   -2.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7224   -0.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9330   -0.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9170    0.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6966    0.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0175    1.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5198    1.9141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8408    2.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6594    2.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9804    3.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7990    3.6383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1200    4.3983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2967    2.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9758    2.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1571    2.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6549    1.4603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8362    1.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3339    0.7003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0130   -0.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5107   -0.7177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1943   -0.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6205   -0.8681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7730   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5832   -1.7739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2330   -2.2416    0.0000 C   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
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  9 10  1  0  0  0  0
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 18 19  1  0  0  0  0
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 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
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 19 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 16 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 12 31  1  0  0  0  0
 15 31  1  0  0  0  0
 31 32  1  0  0  0  0
  4 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
M  END

HMDB0242445
     RDKit          3D
Deoxycholylthreonine
 82 85  0  0  0  0  0  0  0  0999 V2000
    7.5881   -0.5608    0.8511 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0531   -0.2138   -0.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1226   -0.3117   -1.4182 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5781    1.2254   -0.5734 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4702    1.4625    0.3089 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2437    1.9720   -0.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1050    2.2222   -1.4148 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0831    2.2270    0.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8546    2.6950    0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2183    1.8113   -0.9883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0160    2.5662   -1.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9434    0.4080   -0.6486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3398   -0.2244   -1.9249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3209   -1.6737   -1.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.8907   -1.5786   -0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4258   -2.1724   -1.4721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8995   -2.5546   -1.2289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6551   -1.2753   -1.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1506   -1.4478   -1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5574    1.2637    1.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1104    3.1373    0.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3658   -1.9340   -1.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2207   -3.0221   -2.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0107   -3.2823   -0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2543   -0.9221    2.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9169    0.9859    1.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2170    1.5711   -0.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8722    0.7899    0.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4835   -1.2818    2.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
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 23 24  1  0
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 25 27  1  0
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 29 30  1  0
 29 31  1  0
 31 32  1  0
  4 33  1  0
 33 34  2  0
 33 35  1  0
 31 12  1  0
 31 15  1  0
 27 16  1  0
 25 19  1  0
  1 36  1  0
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 28 75  1  0
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 30 78  1  0
 32 79  1  0
 32 80  1  0
 32 81  1  0
 35 82  1  0
M  END


  Mrv1652308312102122D          

 35 38  0  0  0  0            999 V2000
    9.8532   -0.3707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0431   -0.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7730    0.5647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5030   -0.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6929   -0.6825    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1528   -1.3062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4228   -2.0857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3426   -1.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8026   -1.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9924   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4523   -2.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7224   -0.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9330   -0.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9170    0.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1200    4.3983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2967    2.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9758    2.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1571    2.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6549    1.4603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8362    1.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3339    0.7003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0130   -0.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5107   -0.7177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1943   -0.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6205   -0.8681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7730   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5832   -1.7739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2330   -2.2416    0.0000 C   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
 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
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 19 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 16 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 12 31  1  0  0  0  0
 15 31  1  0  0  0  0
 31 32  1  0  0  0  0
  4 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0057279

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C28H47NO6/c1-15(5-10-24(33)29-25(16(2)30)26(34)35)20-8-9-21-19-7-6-17-13-18(31)11-12-27(17,3)22(19)14-23(32)28(20,21)4/h15-23,25,30-32H,5-14H2,1-4H3,(H,29,33)(H,34,35)

> <INCHI_KEY>
ILNZVSWWWDJWPL-UHFFFAOYSA-N

> <FORMULA>
C28H47NO6

> <MOLECULAR_WEIGHT>
493.685

> <EXACT_MASS>
493.340338237

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
56.796872168110454

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
2.34

> <JCHEM_LOGP>
2.6244053143333326

> <ALOGPS_LOGS>
-4.76

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.210182759245871

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.714593614041889

> <JCHEM_PKA_STRONGEST_BASIC>
-0.2896437335803953

> <JCHEM_POLAR_SURFACE_AREA>
127.09000000000002

> <JCHEM_REFRACTIVITY>
132.45669999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.50e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0242445
     RDKit          3D
Deoxycholylthreonine
 82 85  0  0  0  0  0  0  0  0999 V2000
    7.5881   -0.5608    0.8511 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0531   -0.2138   -0.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1226   -0.3117   -1.4182 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5781    1.2254   -0.5734 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4702    1.4625    0.3089 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2437    1.9720   -0.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1050    2.2222   -1.4148 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0831    2.2270    0.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8546    2.6950    0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2183    1.8113   -0.9883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0160    2.5662   -1.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9434    0.4080   -0.6486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3398   -0.2244   -1.9249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3209   -1.6737   -1.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4524   -1.3973   -0.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8907   -1.5786   -0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4258   -2.1724   -1.4721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8995   -2.5546   -1.2289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6551   -1.2753   -1.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1506   -1.4478   -1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6867   -2.0605    0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0659   -1.7492    0.2186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0831   -1.4965    1.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5699   -1.4461    1.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1771   -0.6095    0.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8538    0.7530    0.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7197   -0.3366    0.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1961    0.1176    1.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9082    0.8513    1.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4761    1.4426    2.2205 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0952   -0.0728    0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9994   -0.4382    1.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7514    2.0851   -0.2118 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6259    2.8577    0.7565 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9201    2.0074   -0.9392 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5117    0.0034    1.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8047   -0.3803    1.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9027   -1.6337    0.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2304   -0.8983   -0.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9565   -0.6224   -0.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3047    1.4538   -1.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5574    1.2637    1.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4350    3.1027    1.3472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0121    1.3676    1.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1104    3.1373    0.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1720    3.6177   -0.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9329    1.7729   -1.8373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7482    1.9254   -1.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3793    3.1509   -2.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3061    3.3978   -0.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9506   -0.1058   -0.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6846    0.0681   -2.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0338   -0.1506   -2.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3658   -1.9340   -1.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1414   -2.3677   -2.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0498   -2.2224    0.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2549   -2.3027    0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9501   -3.1378   -1.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4835   -1.4634   -2.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2207   -3.0221   -2.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0107   -3.2823   -0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3853   -0.6261   -1.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3934   -2.1504   -1.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6501   -0.4973   -1.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6530   -3.1754    0.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5061   -2.1957    0.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4880   -2.0574    2.2637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4399   -0.4497    1.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1099   -2.4376    1.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2543   -0.9221    2.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9169    0.9859    1.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2170    1.5711   -0.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8722    0.7899    0.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5701    0.4370   -0.6839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9373   -0.7452    2.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8417    0.8635    1.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3207    1.6195    0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1174    2.1840    2.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9682   -0.8264    1.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0730    0.3630    2.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4835   -1.2818    2.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2201    2.7292   -1.5850 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 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
 21 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
  4 33  1  0
 33 34  2  0
 33 35  1  0
 31 12  1  0
 31 15  1  0
 27 16  1  0
 25 19  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  3 40  1  0
  4 41  1  0
  5 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 13 52  1  0
 13 53  1  0
 14 54  1  0
 14 55  1  0
 15 56  1  0
 16 57  1  0
 17 58  1  0
 17 59  1  0
 18 60  1  0
 18 61  1  0
 19 62  1  0
 20 63  1  0
 20 64  1  0
 21 65  1  0
 22 66  1  0
 23 67  1  0
 23 68  1  0
 24 69  1  0
 24 70  1  0
 26 71  1  0
 26 72  1  0
 26 73  1  0
 27 74  1  0
 28 75  1  0
 28 76  1  0
 29 77  1  0
 30 78  1  0
 32 79  1  0
 32 80  1  0
 32 81  1  0
 35 82  1  0
M  END

HEADER    PROTEIN                                 31-AUG-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-AUG-21         0                                  
HETATM    1  O   UNK     0      18.393  -0.692   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      16.880  -0.401   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      16.376   1.054   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      15.872  -1.565   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      14.360  -1.274   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      13.352  -2.438   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      13.856  -3.893   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      11.840  -2.147   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.831  -3.311   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.319  -3.020   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.311  -4.184   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.815  -1.565   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.342  -1.118   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.312   0.422   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.767   0.926   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.366   2.345   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.437   3.573   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.036   4.992   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.564   5.182   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.163   6.601   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.691   6.791   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      13.291   8.210   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      13.621   5.563   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.021   4.145   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.493   3.954   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.422   2.726   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.894   2.535   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.823   1.307   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.224  -0.111   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      12.153  -1.340   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       9.696  -0.302   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.492  -1.621   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      16.376  -3.020   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      17.889  -3.311   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      15.368  -4.184   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   33                                                  
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   31                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   31                                                  
CONECT   16   15   17   27                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   25                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   19   26   27                                             
CONECT   26   25                                                            
CONECT   27   25   16   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   12   15   32                                             
CONECT   32   31                                                            
CONECT   33    4   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

COMPND    HMDB0242445
HETATM    1  C1  UNL     1       7.588  -0.561   0.851  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.053  -0.214  -0.531  1.00  0.00           C  
HETATM    3  O1  UNL     1       8.123  -0.312  -1.418  1.00  0.00           O  
HETATM    4  C3  UNL     1       6.578   1.225  -0.573  1.00  0.00           C  
HETATM    5  N1  UNL     1       5.470   1.462   0.309  1.00  0.00           N  
HETATM    6  C4  UNL     1       4.244   1.972  -0.195  1.00  0.00           C  
HETATM    7  O2  UNL     1       4.105   2.222  -1.415  1.00  0.00           O  
HETATM    8  C5  UNL     1       3.083   2.227   0.707  1.00  0.00           C  
HETATM    9  C6  UNL     1       1.855   2.695   0.034  1.00  0.00           C  
HETATM   10  C7  UNL     1       1.218   1.811  -0.988  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.016   2.566  -1.554  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.943   0.408  -0.649  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.340  -0.224  -1.925  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.321  -1.674  -1.381  1.00  0.00           C  
HETATM   15  C12 UNL     1      -0.452  -1.397  -0.082  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.891  -1.579  -0.194  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.426  -2.172  -1.472  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.900  -2.555  -1.229  1.00  0.00           C  
HETATM   19  C16 UNL     1      -4.655  -1.275  -1.079  1.00  0.00           C  
HETATM   20  C17 UNL     1      -6.151  -1.448  -1.095  1.00  0.00           C  
HETATM   21  C18 UNL     1      -6.687  -2.060   0.164  1.00  0.00           C  
HETATM   22  O3  UNL     1      -8.066  -1.749   0.219  1.00  0.00           O  
HETATM   23  C19 UNL     1      -6.083  -1.497   1.417  1.00  0.00           C  
HETATM   24  C20 UNL     1      -4.570  -1.446   1.377  1.00  0.00           C  
HETATM   25  C21 UNL     1      -4.177  -0.609   0.194  1.00  0.00           C  
HETATM   26  C22 UNL     1      -4.854   0.753   0.387  1.00  0.00           C  
HETATM   27  C23 UNL     1      -2.720  -0.337   0.083  1.00  0.00           C  
HETATM   28  C24 UNL     1      -2.196   0.118   1.457  1.00  0.00           C  
HETATM   29  C25 UNL     1      -0.908   0.851   1.025  1.00  0.00           C  
HETATM   30  O4  UNL     1      -0.476   1.443   2.221  1.00  0.00           O  
HETATM   31  C26 UNL     1       0.095  -0.073   0.416  1.00  0.00           C  
HETATM   32  C27 UNL     1       0.999  -0.438   1.624  1.00  0.00           C  
HETATM   33  C28 UNL     1       7.751   2.085  -0.212  1.00  0.00           C  
HETATM   34  O5  UNL     1       7.626   2.858   0.757  1.00  0.00           O  
HETATM   35  O6  UNL     1       8.920   2.007  -0.939  1.00  0.00           O  
HETATM   36  H1  UNL     1       8.512   0.003   1.080  1.00  0.00           H  
HETATM   37  H2  UNL     1       6.805  -0.380   1.587  1.00  0.00           H  
HETATM   38  H3  UNL     1       7.903  -1.634   0.786  1.00  0.00           H  
HETATM   39  H4  UNL     1       6.230  -0.898  -0.826  1.00  0.00           H  
HETATM   40  H5  UNL     1       8.957  -0.622  -0.993  1.00  0.00           H  
HETATM   41  H6  UNL     1       6.305   1.454  -1.620  1.00  0.00           H  
HETATM   42  H7  UNL     1       5.557   1.264   1.314  1.00  0.00           H  
HETATM   43  H8  UNL     1       3.435   3.103   1.347  1.00  0.00           H  
HETATM   44  H9  UNL     1       3.012   1.368   1.378  1.00  0.00           H  
HETATM   45  H10 UNL     1       1.110   3.137   0.743  1.00  0.00           H  
HETATM   46  H11 UNL     1       2.172   3.618  -0.564  1.00  0.00           H  
HETATM   47  H12 UNL     1       1.933   1.773  -1.837  1.00  0.00           H  
HETATM   48  H13 UNL     1      -0.748   1.925  -1.926  1.00  0.00           H  
HETATM   49  H14 UNL     1       0.379   3.151  -2.455  1.00  0.00           H  
HETATM   50  H15 UNL     1      -0.306   3.398  -0.874  1.00  0.00           H  
HETATM   51  H16 UNL     1       1.951  -0.106  -0.575  1.00  0.00           H  
HETATM   52  H17 UNL     1      -0.685   0.068  -2.114  1.00  0.00           H  
HETATM   53  H18 UNL     1       1.034  -0.151  -2.760  1.00  0.00           H  
HETATM   54  H19 UNL     1       1.366  -1.934  -1.201  1.00  0.00           H  
HETATM   55  H20 UNL     1      -0.141  -2.368  -2.051  1.00  0.00           H  
HETATM   56  H21 UNL     1      -0.050  -2.222   0.586  1.00  0.00           H  
HETATM   57  H22 UNL     1      -2.255  -2.303   0.611  1.00  0.00           H  
HETATM   58  H23 UNL     1      -1.950  -3.138  -1.743  1.00  0.00           H  
HETATM   59  H24 UNL     1      -2.484  -1.463  -2.318  1.00  0.00           H  
HETATM   60  H25 UNL     1      -4.221  -3.022  -2.207  1.00  0.00           H  
HETATM   61  H26 UNL     1      -4.011  -3.282  -0.427  1.00  0.00           H  
HETATM   62  H27 UNL     1      -4.385  -0.626  -1.937  1.00  0.00           H  
HETATM   63  H28 UNL     1      -6.393  -2.150  -1.942  1.00  0.00           H  
HETATM   64  H29 UNL     1      -6.650  -0.497  -1.361  1.00  0.00           H  
HETATM   65  H30 UNL     1      -6.653  -3.175   0.118  1.00  0.00           H  
HETATM   66  H31 UNL     1      -8.506  -2.196   0.968  1.00  0.00           H  
HETATM   67  H32 UNL     1      -6.488  -2.057   2.264  1.00  0.00           H  
HETATM   68  H33 UNL     1      -6.440  -0.450   1.525  1.00  0.00           H  
HETATM   69  H34 UNL     1      -4.110  -2.438   1.421  1.00  0.00           H  
HETATM   70  H35 UNL     1      -4.254  -0.922   2.324  1.00  0.00           H  
HETATM   71  H36 UNL     1      -4.917   0.986   1.485  1.00  0.00           H  
HETATM   72  H37 UNL     1      -4.217   1.571  -0.038  1.00  0.00           H  
HETATM   73  H38 UNL     1      -5.872   0.790   0.007  1.00  0.00           H  
HETATM   74  H39 UNL     1      -2.570   0.437  -0.684  1.00  0.00           H  
HETATM   75  H40 UNL     1      -1.937  -0.745   2.070  1.00  0.00           H  
HETATM   76  H41 UNL     1      -2.842   0.863   1.923  1.00  0.00           H  
HETATM   77  H42 UNL     1      -1.321   1.620   0.325  1.00  0.00           H  
HETATM   78  H43 UNL     1      -1.117   2.184   2.409  1.00  0.00           H  
HETATM   79  H44 UNL     1       1.968  -0.826   1.260  1.00  0.00           H  
HETATM   80  H45 UNL     1       1.073   0.363   2.349  1.00  0.00           H  
HETATM   81  H46 UNL     1       0.483  -1.282   2.124  1.00  0.00           H  
HETATM   82  H47 UNL     1       9.220   2.729  -1.585  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3    4   39
CONECT    3   40
CONECT    4    5   33   41
CONECT    5    6   42
CONECT    6    7    7    8
CONECT    8    9   43   44
CONECT    9   10   45   46
CONECT   10   11   12   47
CONECT   11   48   49   50
CONECT   12   13   31   51
CONECT   13   14   52   53
CONECT   14   15   54   55
CONECT   15   16   31   56
CONECT   16   17   27   57
CONECT   17   18   58   59
CONECT   18   19   60   61
CONECT   19   20   25   62
CONECT   20   21   63   64
CONECT   21   22   23   65
CONECT   22   66
CONECT   23   24   67   68
CONECT   24   25   69   70
CONECT   25   26   27
CONECT   26   71   72   73
CONECT   27   28   74
CONECT   28   29   75   76
CONECT   29   30   31   77
CONECT   30   78
CONECT   31   32
CONECT   32   79   80   81
CONECT   33   34   34   35
CONECT   35   82
END

HMDB0242445
     RDKit          3D
Deoxycholylthreonine
 82 85  0  0  0  0  0  0  0  0999 V2000
    7.5881   -0.5608    0.8511 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0531   -0.2138   -0.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1226   -0.3117   -1.4182 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5781    1.2254   -0.5734 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4702    1.4625    0.3089 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2437    1.9720   -0.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1050    2.2222   -1.4148 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0831    2.2270    0.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8546    2.6950    0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2183    1.8113   -0.9883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0160    2.5662   -1.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9434    0.4080   -0.6486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3398   -0.2244   -1.9249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3209   -1.6737   -1.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4524   -1.3973   -0.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8907   -1.5786   -0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4258   -2.1724   -1.4721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8995   -2.5546   -1.2289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6551   -1.2753   -1.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1506   -1.4478   -1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6867   -2.0605    0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0659   -1.7492    0.2186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0831   -1.4965    1.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5699   -1.4461    1.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1771   -0.6095    0.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8538    0.7530    0.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7197   -0.3366    0.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1961    0.1176    1.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9082    0.8513    1.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4761    1.4426    2.2205 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0952   -0.0728    0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9994   -0.4382    1.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7514    2.0851   -0.2118 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6259    2.8577    0.7565 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9201    2.0074   -0.9392 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5117    0.0034    1.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8047   -0.3803    1.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9027   -1.6337    0.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2304   -0.8983   -0.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9565   -0.6224   -0.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3047    1.4538   -1.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5574    1.2637    1.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4350    3.1027    1.3472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0121    1.3676    1.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1104    3.1373    0.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1720    3.6177   -0.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9329    1.7729   -1.8373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7482    1.9254   -1.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3793    3.1509   -2.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3061    3.3978   -0.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9506   -0.1058   -0.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6846    0.0681   -2.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0338   -0.1506   -2.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3658   -1.9340   -1.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1414   -2.3677   -2.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0498   -2.2224    0.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2549   -2.3027    0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9501   -3.1378   -1.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4835   -1.4634   -2.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2207   -3.0221   -2.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0107   -3.2823   -0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3853   -0.6261   -1.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3934   -2.1504   -1.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6501   -0.4973   -1.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6530   -3.1754    0.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5061   -2.1957    0.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4880   -2.0574    2.2637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4399   -0.4497    1.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1099   -2.4376    1.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2543   -0.9221    2.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9169    0.9859    1.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2170    1.5711   -0.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8722    0.7899    0.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5701    0.4370   -0.6839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9373   -0.7452    2.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8417    0.8635    1.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3207    1.6195    0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1174    2.1840    2.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9682   -0.8264    1.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0730    0.3630    2.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4835   -1.2818    2.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2201    2.7292   -1.5850 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 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
 21 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
  4 33  1  0
 33 34  2  0
 33 35  1  0
 31 12  1  0
 31 15  1  0
 27 16  1  0
 25 19  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  3 40  1  0
  4 41  1  0
  5 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 13 52  1  0
 13 53  1  0
 14 54  1  0
 14 55  1  0
 15 56  1  0
 16 57  1  0
 17 58  1  0
 17 59  1  0
 18 60  1  0
 18 61  1  0
 19 62  1  0
 20 63  1  0
 20 64  1  0
 21 65  1  0
 22 66  1  0
 23 67  1  0
 23 68  1  0
 24 69  1  0
 24 70  1  0
 26 71  1  0
 26 72  1  0
 26 73  1  0
 27 74  1  0
 28 75  1  0
 28 76  1  0
 29 77  1  0
 30 78  1  0
 32 79  1  0
 32 80  1  0
 32 81  1  0
 35 82  1  0
M  END

Synonyms

Value	Source
Deoxycholylthreonine	HMDB
Thr-Deoxycho	HMDB
Thr-DCA	HMDB
Threonodeoxycholic acid	HMDB
Threonodeoxycholate	HMDB

Molecular Formula

C₂₈H₄₇NO₆

Average Mass

493.685

Monoisotopic Mass

493.340338237

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C28H47NO6/c1-15(5-10-24(33)29-25(16(2)30)26(34)35)20-8-9-21-19-7-6-17-13-18(31)11-12-27(17,3)22(19)14-23(32)28(20,21)4/h15-23,25,30-32H,5-14H2,1-4H3,(H,29,33)(H,34,35)

InChI Key

ILNZVSWWWDJWPL-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
Dihydroxy bile acid, alcohol, or derivatives
Hydroxy bile acid, alcohol, or derivatives
Hydroxysteroid
12-hydroxysteroid
3-hydroxysteroid
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid or derivatives
Beta-hydroxy acid
Fatty acyl
N-acyl-amine
Hydroxy acid
Fatty amide
Cyclic alcohol
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0085 g/L	ALOGPS
logP	2.34	ALOGPS
logP	2.62	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	3.71	ChemAxon
pKa (Strongest Basic)	-0.29	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	127.09 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	132.46 m³·mol⁻¹	ChemAxon
Polarizability	56.8 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-004j-2111900000-e80b7a830e5ea96a05c0	2021-09-24	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_8) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a6r-0004900000-892fd39b92ebd0729a4a	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0009100000-059d3384b4bca741701b	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fr2-3902000000-36b12ea2ffbce14cd25b	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0000900000-8b2a9f599830cec468dc	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0001900000-67b09827e63ae45981de	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0600-1019100000-22404eb899b8b2a52eec	2021-10-12	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	286.8
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	157.2
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	550.0
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	597.9
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	533.1
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	165.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	2789.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-24	180.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	307.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	503.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	233.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	165.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	205.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	111.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	267.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	429.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	441.5
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	1505.7
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	1015.7

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Deoxycholylthreonine_TMS_1	CC(CCC(=O)NC(C(=O)O)C(C)O[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	standard non polar	2025-10-24	1459.49
Gas Chromatography	Deoxycholylthreonine_TMS_2	CC(O)C(NC(=O)CCC(C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C)C(=O)O	standard non polar	2025-10-24	1912.25
Gas Chromatography	Deoxycholylthreonine_TMS_3	CC(O)C(NC(=O)CCC(C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C)C(=O)O	standard non polar	2025-10-24	2144.3
Gas Chromatography	Deoxycholylthreonine_TMS_4	CC(O)C(NC(=O)CCC(C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	1753.42
Gas Chromatography	Deoxycholylthreonine_TMS_5	CC(O)C(C(=O)O)N(C(=O)CCC(C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C)[Si](C)(C)C	standard non polar	2025-10-24	1561.81
Gas Chromatography	Deoxycholylthreonine_TMS_6	CC(CCC(=O)NC(C(=O)O[Si](C)(C)C)C(C)O[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	standard non polar	2025-10-24	2026.04
Gas Chromatography	Deoxycholylthreonine_TMS_7	CC(CCC(=O)NC(C(=O)O)C(C)O[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	standard non polar	2025-10-24	2318.99
Gas Chromatography	Deoxycholylthreonine_TMS_8	CC(CCC(=O)NC(C(=O)O)C(C)O[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	standard non polar	2025-10-24	2269.43
Gas Chromatography	Deoxycholylthreonine_TMS_9	CC(CCC(=O)N(C(C(=O)O)C(C)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	standard non polar	2025-10-24	2429.37
Gas Chromatography	Deoxycholylthreonine_TMS_10	CC(O)C(NC(=O)CCC(C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C)C(=O)O	standard non polar	2025-10-24	1559.77
Gas Chromatography	Deoxycholylthreonine_TMS_11	CC(O)C(NC(=O)CCC(C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	1361.32
Gas Chromatography	Deoxycholylthreonine_TMS_12	CC(O)C(C(=O)O)N(C(=O)CCC(C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C)[Si](C)(C)C	standard non polar	2025-10-24	1534.17
Gas Chromatography	Deoxycholylthreonine_TMS_13	CC(O)C(NC(=O)CCC(C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	1716.69
Gas Chromatography	Deoxycholylthreonine_TMS_14	CC(O)C(C(=O)O)N(C(=O)CCC(C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C)[Si](C)(C)C	standard non polar	2025-10-24	2026.33
Gas Chromatography	Deoxycholylthreonine_TMS_15	CC(O)C(C(=O)O[Si](C)(C)C)N(C(=O)CCC(C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C)[Si](C)(C)C	standard non polar	2025-10-24	2609.87
Gas Chromatography	Deoxycholylthreonine_TMS_16	CC(CCC(=O)NC(C(=O)O[Si](C)(C)C)C(C)O[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	standard non polar	2025-10-24	2603.44
Gas Chromatography	Deoxycholylthreonine_TMS_17	CC(CCC(=O)NC(C(=O)O[Si](C)(C)C)C(C)O[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	standard non polar	2025-10-24	1024.52
Gas Chromatography	Deoxycholylthreonine_TMS_18	CC(CCC(=O)N(C(C(=O)O[Si](C)(C)C)C(C)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	standard non polar	2025-10-24	1302.08
Gas Chromatography	Deoxycholylthreonine_TMS_19	CC(CCC(=O)NC(C(=O)O)C(C)O[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	standard non polar	2025-10-24	1803.02
Gas Chromatography	Deoxycholylthreonine_TMS_20	CC(CCC(=O)N(C(C(=O)O)C(C)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	standard non polar	2025-10-24	2452.04
Gas Chromatography	Deoxycholylthreonine_TMS_21	CC(CCC(=O)N(C(C(=O)O)C(C)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	standard non polar	2025-10-24	2514.67
Gas Chromatography	Deoxycholylthreonine_TMS_22	CC(O)C(NC(=O)CCC(C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	1728.32
Gas Chromatography	Deoxycholylthreonine_TMS_23	CC(O)C(C(=O)O)N(C(=O)CCC(C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C)[Si](C)(C)C	standard non polar	2025-10-24	3428.21
Gas Chromatography	Deoxycholylthreonine_TMS_24	CC(O)C(C(=O)O[Si](C)(C)C)N(C(=O)CCC(C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C)[Si](C)(C)C	standard non polar	2025-10-24	2120.92
Gas Chromatography	Deoxycholylthreonine_TMS_25	CC(O)C(C(=O)O[Si](C)(C)C)N(C(=O)CCC(C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C)[Si](C)(C)C	standard non polar	2025-10-24	1203.8
Gas Chromatography	Deoxycholylthreonine_TMS_26	CC(CCC(=O)NC(C(=O)O[Si](C)(C)C)C(C)O[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	standard non polar	2025-10-24	1299.27
Gas Chromatography	Deoxycholylthreonine_TMS_27	CC(CCC(=O)N(C(C(=O)O[Si](C)(C)C)C(C)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	standard non polar	2025-10-24	1129.16
Gas Chromatography	Deoxycholylthreonine_TMS_28	CC(CCC(=O)N(C(C(=O)O[Si](C)(C)C)C(C)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	standard non polar	2025-10-24	2139.16
Gas Chromatography	Deoxycholylthreonine_TMS_29	CC(CCC(=O)N(C(C(=O)O)C(C)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	standard non polar	2025-10-24	2592.95
Gas Chromatography	Deoxycholylthreonine_TMS_30	CC(O)C(C(=O)O[Si](C)(C)C)N(C(=O)CCC(C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C)[Si](C)(C)C	standard non polar	2025-10-24	1926.34
Gas Chromatography	Deoxycholylthreonine_TMS_31	CC(CCC(=O)N(C(C(=O)O[Si](C)(C)C)C(C)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	standard non polar	2025-10-24	1605.74
Gas Chromatography	Deoxycholylthreonine_TMS_1	CC(CCC(=O)NC(C(=O)O)C(C)O[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	standard polar	2025-10-24	2198.91
Gas Chromatography	Deoxycholylthreonine_TMS_2	CC(O)C(NC(=O)CCC(C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C)C(=O)O	standard polar	2025-10-24	2073.14
Gas Chromatography	Deoxycholylthreonine_TMS_3	CC(O)C(NC(=O)CCC(C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C)C(=O)O	standard polar	2025-10-24	2379.63
Gas Chromatography	Deoxycholylthreonine_TMS_4	CC(O)C(NC(=O)CCC(C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	2295.66
Gas Chromatography	Deoxycholylthreonine_TMS_5	CC(O)C(C(=O)O)N(C(=O)CCC(C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C)[Si](C)(C)C	standard polar	2025-10-24	2348.57
Gas Chromatography	Deoxycholylthreonine_TMS_6	CC(CCC(=O)NC(C(=O)O[Si](C)(C)C)C(C)O[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	standard polar	2025-10-24	2358.28
Gas Chromatography	Deoxycholylthreonine_TMS_7	CC(CCC(=O)NC(C(=O)O)C(C)O[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	standard polar	2025-10-24	1119.93
Gas Chromatography	Deoxycholylthreonine_TMS_8	CC(CCC(=O)NC(C(=O)O)C(C)O[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	standard polar	2025-10-24	2067.26
Gas Chromatography	Deoxycholylthreonine_TMS_9	CC(CCC(=O)N(C(C(=O)O)C(C)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	standard polar	2025-10-24	3167.05
Gas Chromatography	Deoxycholylthreonine_TMS_10	CC(O)C(NC(=O)CCC(C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C)C(=O)O	standard polar	2025-10-24	2336.82
Gas Chromatography	Deoxycholylthreonine_TMS_11	CC(O)C(NC(=O)CCC(C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	2723.61
Gas Chromatography	Deoxycholylthreonine_TMS_12	CC(O)C(C(=O)O)N(C(=O)CCC(C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C)[Si](C)(C)C	standard polar	2025-10-24	3094.98
Gas Chromatography	Deoxycholylthreonine_TMS_13	CC(O)C(NC(=O)CCC(C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	713.029
Gas Chromatography	Deoxycholylthreonine_TMS_14	CC(O)C(C(=O)O)N(C(=O)CCC(C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C)[Si](C)(C)C	standard polar	2025-10-24	2544.77
Gas Chromatography	Deoxycholylthreonine_TMS_15	CC(O)C(C(=O)O[Si](C)(C)C)N(C(=O)CCC(C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C)[Si](C)(C)C	standard polar	2025-10-24	2023.98
Gas Chromatography	Deoxycholylthreonine_TMS_16	CC(CCC(=O)NC(C(=O)O[Si](C)(C)C)C(C)O[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	standard polar	2025-10-24	1683.07
Gas Chromatography	Deoxycholylthreonine_TMS_17	CC(CCC(=O)NC(C(=O)O[Si](C)(C)C)C(C)O[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	standard polar	2025-10-24	1588.2
Gas Chromatography	Deoxycholylthreonine_TMS_18	CC(CCC(=O)N(C(C(=O)O[Si](C)(C)C)C(C)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	standard polar	2025-10-24	1113.24
Gas Chromatography	Deoxycholylthreonine_TMS_19	CC(CCC(=O)NC(C(=O)O)C(C)O[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	standard polar	2025-10-24	2971.03
Gas Chromatography	Deoxycholylthreonine_TMS_20	CC(CCC(=O)N(C(C(=O)O)C(C)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	standard polar	2025-10-24	1186.85
Gas Chromatography	Deoxycholylthreonine_TMS_21	CC(CCC(=O)N(C(C(=O)O)C(C)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	standard polar	2025-10-24	1562.16
Gas Chromatography	Deoxycholylthreonine_TMS_22	CC(O)C(NC(=O)CCC(C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	241.671
Gas Chromatography	Deoxycholylthreonine_TMS_23	CC(O)C(C(=O)O)N(C(=O)CCC(C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C)[Si](C)(C)C	standard polar	2025-10-24	2622.38
Gas Chromatography	Deoxycholylthreonine_TMS_24	CC(O)C(C(=O)O[Si](C)(C)C)N(C(=O)CCC(C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C)[Si](C)(C)C	standard polar	2025-10-24	3339.19
Gas Chromatography	Deoxycholylthreonine_TMS_25	CC(O)C(C(=O)O[Si](C)(C)C)N(C(=O)CCC(C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C)[Si](C)(C)C	standard polar	2025-10-24	1763.65
Gas Chromatography	Deoxycholylthreonine_TMS_26	CC(CCC(=O)NC(C(=O)O[Si](C)(C)C)C(C)O[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	standard polar	2025-10-24	2117.45
Gas Chromatography	Deoxycholylthreonine_TMS_27	CC(CCC(=O)N(C(C(=O)O[Si](C)(C)C)C(C)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O)C12C	standard polar	2025-10-24	1786.88
Gas Chromatography	Deoxycholylthreonine_TMS_28	CC(CCC(=O)N(C(C(=O)O[Si](C)(C)C)C(C)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O[Si](C)(C)C)C12C	standard polar	2025-10-24	2489.38
Gas Chromatography	Deoxycholylthreonine_TMS_29	CC(CCC(=O)N(C(C(=O)O)C(C)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	standard polar	2025-10-24	2251.29
Gas Chromatography	Deoxycholylthreonine_TMS_30	CC(O)C(C(=O)O[Si](C)(C)C)N(C(=O)CCC(C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C)[Si](C)(C)C	standard polar	2025-10-24	2997.66
Gas Chromatography	Deoxycholylthreonine_TMS_31	CC(CCC(=O)N(C(C(=O)O[Si](C)(C)C)C(C)O[Si](C)(C)C)[Si](C)(C)C)C1CCC2C3CCC4CC(O[Si](C)(C)C)CCC4(C)C3CC(O[Si](C)(C)C)C12C	standard polar	2025-10-24	2902.77

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Intestine

Tissue Locations

Intestine

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Intestine	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0242445

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

156963154

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

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 Deoxycholylthreonine (MMDBc0057279)

MOL for #<Metabolite:0x00007f9ab2e40a30>

3D MOL for #<Metabolite:0x00007f9ab2e40a30>

3D SDF for #<Metabolite:0x00007f9ab2e40a30>

3D-SDF for #<Metabolite:0x00007f9ab2e40a30>

PDB for #<Metabolite:0x00007f9ab2e40a30>

3D PDB for #<Metabolite:0x00007f9ab2e40a30>

SMILES for #<Metabolite:0x00007f9ab2e40a30>

INCHI for #<Metabolite:0x00007f9ab2e40a30>

Structure for #<Metabolite:0x00007f9ab2e40a30>

3D Structure for #<Metabolite:0x00007f9ab2e40a30>