MiMeDB: Showing metabocard for Yersiniabactin (MMDBc0016055)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 06:46:55 UTC

Update Date

2024-04-30 19:35:02 UTC

Metabolite ID

MMDBc0016055

Metabolite Identification

Common Name

Yersiniabactin

Description

2-(1-hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-4,5-dihydro-1,3-thiazole-4-carboxylic acid belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. Based on a literature review very few articles have been published on 2-(1-hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-4,5-dihydro-1,3-thiazole-4-carboxylic acid.

Structure

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


  Mrv1533004241510112D          

 31 34  0  0  0  0            999 V2000
    3.1514   -2.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7389   -1.8030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3264   -1.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0244   -2.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3099   -1.8030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0244   -3.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6918   -3.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4369   -4.3100    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -4.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3570   -3.5254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -4.9774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -5.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.2470    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -5.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -4.9774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -6.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -6.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6937   -7.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3068   -6.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1353   -5.7199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3507   -5.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1792   -4.6580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4533   -1.3905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5396   -0.5700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3465   -0.3984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0916    0.3862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7590   -1.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2070   -1.7260    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.1002   -0.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1865    0.7576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7677   -0.5478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 11 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END

HMDB0259950
     RDKit          3D
Yersiniabactin
 58 61  0  0  0  0  0  0  0  0999 V2000
    7.0390   -0.2461   -0.9749 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8753   -0.0153   -0.0229 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0051    1.3375    0.6185 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0884    2.1616    0.4298 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1006    1.6564    1.3892 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9389   -1.0234    1.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1135   -1.1132    1.4117 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6832   -0.6356   -0.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3565   -0.8288   -0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3897   -0.2874   -2.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1323   -2.3141   -1.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2792   -0.1358   -0.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4570    1.2400   -0.0450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1056   -0.6012   -0.3457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7622   -0.2323   -1.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4597    1.4081   -1.1496 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2607    1.1817    0.6640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5508    1.5146    1.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9717    2.9454    1.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3124    2.5867   -0.0874 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5825    0.9113    0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7363    0.0876    0.1811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8829   -1.1989    0.6536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9757   -1.9843    0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9928   -1.4970   -0.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8778   -0.2177   -0.9077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7801    0.5522   -0.6147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6616    1.8448   -1.1059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5902    0.6100    1.1787 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0130   -0.2209    0.7250 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6991   -0.1245   -0.7528 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7761   -0.9134   -1.8013 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4231    0.6905   -1.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8843   -0.7097   -0.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9704    1.1327    1.3456 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4547   -0.6338    1.9893 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2805   -2.0173    0.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0760    0.7546   -2.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9376   -0.9777   -3.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4921   -0.2761   -2.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2602   -2.5843   -1.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0236   -2.7387   -1.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1129   -2.7324    0.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4910   -0.4759    0.9870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3135    1.5165   -0.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0804   -1.7278   -0.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1290   -0.0348   -2.4855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5934   -0.9406   -1.8371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4892    1.8233    1.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2818    1.4879    2.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3979    3.4193    2.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2292    3.5425    0.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0833   -1.5846    1.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0487   -2.9771    0.7575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8723   -2.1178   -0.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6656    0.1832   -1.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3646    2.2647   -1.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9025   -0.7349    0.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 12 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
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 21 29  2  0
 17 30  1  0
  8 31  2  0
 31  2  1  0
 30 14  1  0
 29 18  1  0
 27 22  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
 10 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 26 56  1  0
 28 57  1  0
 30 58  1  0
M  END


  Mrv1533004241510112D          

 31 34  0  0  0  0            999 V2000
    3.1514   -2.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7389   -1.8030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3264   -1.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0244   -2.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3099   -1.8030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0244   -3.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6918   -3.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4369   -4.3100    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -4.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3570   -3.5254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -4.9774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -5.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.2470    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -5.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -4.9774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -6.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -6.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6937   -7.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3068   -6.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1353   -5.7199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3507   -5.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1792   -4.6580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4533   -1.3905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5396   -0.5700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3465   -0.3984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0916    0.3862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7590   -1.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2070   -1.7260    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.1002   -0.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1865    0.7576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7677   -0.5478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 11 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0016055

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)(C(O)C1CSC(N1)C1CSC(=N1)C1=CC=CC=C1O)C1=NC(C)(CS1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H27N3O4S3/c1-20(2,18-24-21(3,10-31-18)19(27)28)15(26)12-8-30-17(22-12)13-9-29-16(23-13)11-6-4-5-7-14(11)25/h4-7,12-13,15,17,22,25-26H,8-10H2,1-3H3,(H,27,28)

> <INCHI_KEY>
JHYVWAMMAMCUIR-UHFFFAOYSA-N

> <FORMULA>
C21H27N3O4S3

> <MOLECULAR_WEIGHT>
481.64

> <EXACT_MASS>
481.116369883

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
50.143116776050135

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(1-hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-4,5-dihydro-1,3-thiazole-4-carboxylic acid

> <ALOGPS_LOGP>
2.23

> <JCHEM_LOGP>
1.6368023683165922

> <ALOGPS_LOGS>
-4.10

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.61819623699051

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5535946456473244

> <JCHEM_PKA_STRONGEST_BASIC>
6.473707700789969

> <JCHEM_POLAR_SURFACE_AREA>
114.51

> <JCHEM_REFRACTIVITY>
126.36619999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.80e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(1-hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-5H-1,3-thiazole-4-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259950
     RDKit          3D
Yersiniabactin
 58 61  0  0  0  0  0  0  0  0999 V2000
    7.0390   -0.2461   -0.9749 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8753   -0.0153   -0.0229 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0051    1.3375    0.6185 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0884    2.1616    0.4298 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1006    1.6564    1.3892 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9389   -1.0234    1.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1135   -1.1132    1.4117 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6832   -0.6356   -0.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3565   -0.8288   -0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3897   -0.2874   -2.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1323   -2.3141   -1.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2792   -0.1358   -0.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4570    1.2400   -0.0450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1056   -0.6012   -0.3457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7622   -0.2323   -1.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4597    1.4081   -1.1496 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2607    1.1817    0.6640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5508    1.5146    1.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9717    2.9454    1.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3124    2.5867   -0.0874 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5825    0.9113    0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7363    0.0876    0.1811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8829   -1.1989    0.6536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9757   -1.9843    0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9928   -1.4970   -0.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8778   -0.2177   -0.9077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7801    0.5522   -0.6147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6616    1.8448   -1.1059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5902    0.6100    1.1787 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0130   -0.2209    0.7250 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6991   -0.1245   -0.7528 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7761   -0.9134   -1.8013 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4231    0.6905   -1.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8843   -0.7097   -0.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9704    1.1327    1.3456 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4547   -0.6338    1.9893 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2805   -2.0173    0.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0760    0.7546   -2.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9376   -0.9777   -3.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4921   -0.2761   -2.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2602   -2.5843   -1.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0236   -2.7387   -1.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1129   -2.7324    0.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4910   -0.4759    0.9870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3135    1.5165   -0.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0804   -1.7278   -0.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1290   -0.0348   -2.4855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5934   -0.9406   -1.8371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4892    1.8233    1.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2818    1.4879    2.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3979    3.4193    2.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2292    3.5425    0.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0833   -1.5846    1.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0487   -2.9771    0.7575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8723   -2.1178   -0.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6656    0.1832   -1.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3646    2.2647   -1.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9025   -0.7349    0.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 12 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
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 21 29  2  0
 17 30  1  0
  8 31  2  0
 31  2  1  0
 30 14  1  0
 29 18  1  0
 27 22  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
 10 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 26 56  1  0
 28 57  1  0
 30 58  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       5.883  -4.699   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.113  -3.366   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.343  -2.032   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.779  -4.136   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.445  -3.366   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.779  -5.676   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.025  -6.581   0.000  0.00  0.00           C+0
HETATM    8  S   UNK     0       4.549  -8.045   0.000  0.00  0.00           S+0
HETATM    9  C   UNK     0       3.009  -8.045   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       2.533  -6.581   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       2.104  -9.291   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.580 -10.756   0.000  0.00  0.00           C+0
HETATM   13  S   UNK     0       1.334 -11.661   0.000  0.00  0.00           S+0
HETATM   14  C   UNK     0       0.088 -10.756   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       0.564  -9.291   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -1.377 -11.232   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.697 -12.738   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.162 -13.214   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.306 -12.184   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.986 -10.677   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.521 -10.201   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.201  -8.695   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.446  -2.596   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       6.607  -1.064   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       8.114  -0.744   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.638   0.721   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.884  -2.077   0.000  0.00  0.00           C+0
HETATM   28  S   UNK     0       7.853  -3.222   0.000  0.00  0.00           S+0
HETATM   29  C   UNK     0       9.520  -0.117   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       9.681   1.414   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      10.766  -1.023   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   23                                             
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9    6                                                       
CONECT   11    9   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14   11                                                       
CONECT   16   14   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16   22                                                  
CONECT   22   21                                                            
CONECT   23    2   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27   29                                             
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   23                                                       
CONECT   29   25   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0259950
HETATM    1  C1  UNL     1       7.039  -0.246  -0.975  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.875  -0.015  -0.023  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.005   1.337   0.618  1.00  0.00           C  
HETATM    4  O1  UNL     1       5.088   2.162   0.430  1.00  0.00           O  
HETATM    5  O2  UNL     1       7.101   1.656   1.389  1.00  0.00           O  
HETATM    6  C4  UNL     1       5.939  -1.023   1.107  1.00  0.00           C  
HETATM    7  S1  UNL     1       4.113  -1.113   1.412  1.00  0.00           S  
HETATM    8  C5  UNL     1       3.683  -0.636  -0.252  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.356  -0.829  -0.881  1.00  0.00           C  
HETATM   10  C7  UNL     1       2.390  -0.287  -2.315  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.132  -2.314  -1.006  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.279  -0.136  -0.119  1.00  0.00           C  
HETATM   13  O3  UNL     1       1.457   1.240  -0.045  1.00  0.00           O  
HETATM   14  C10 UNL     1      -0.106  -0.601  -0.346  1.00  0.00           C  
HETATM   15  C11 UNL     1      -0.762  -0.232  -1.628  1.00  0.00           C  
HETATM   16  S2  UNL     1      -1.460   1.408  -1.150  1.00  0.00           S  
HETATM   17  C12 UNL     1      -1.261   1.182   0.664  1.00  0.00           C  
HETATM   18  C13 UNL     1      -2.551   1.515   1.379  1.00  0.00           C  
HETATM   19  C14 UNL     1      -2.972   2.945   1.131  1.00  0.00           C  
HETATM   20  S3  UNL     1      -4.312   2.587  -0.087  1.00  0.00           S  
HETATM   21  C15 UNL     1      -4.582   0.911   0.483  1.00  0.00           C  
HETATM   22  C16 UNL     1      -5.736   0.088   0.181  1.00  0.00           C  
HETATM   23  C17 UNL     1      -5.883  -1.199   0.654  1.00  0.00           C  
HETATM   24  C18 UNL     1      -6.976  -1.984   0.370  1.00  0.00           C  
HETATM   25  C19 UNL     1      -7.993  -1.497  -0.420  1.00  0.00           C  
HETATM   26  C20 UNL     1      -7.878  -0.218  -0.908  1.00  0.00           C  
HETATM   27  C21 UNL     1      -6.780   0.552  -0.615  1.00  0.00           C  
HETATM   28  O4  UNL     1      -6.662   1.845  -1.106  1.00  0.00           O  
HETATM   29  N1  UNL     1      -3.590   0.610   1.179  1.00  0.00           N  
HETATM   30  N2  UNL     1      -1.013  -0.221   0.725  1.00  0.00           N  
HETATM   31  N3  UNL     1       4.699  -0.124  -0.753  1.00  0.00           N  
HETATM   32  H1  UNL     1       6.776  -0.913  -1.801  1.00  0.00           H  
HETATM   33  H2  UNL     1       7.423   0.690  -1.410  1.00  0.00           H  
HETATM   34  H3  UNL     1       7.884  -0.710  -0.427  1.00  0.00           H  
HETATM   35  H4  UNL     1       7.970   1.133   1.346  1.00  0.00           H  
HETATM   36  H5  UNL     1       6.455  -0.634   1.989  1.00  0.00           H  
HETATM   37  H6  UNL     1       6.281  -2.017   0.773  1.00  0.00           H  
HETATM   38  H7  UNL     1       2.076   0.755  -2.379  1.00  0.00           H  
HETATM   39  H8  UNL     1       1.938  -0.978  -3.034  1.00  0.00           H  
HETATM   40  H9  UNL     1       3.492  -0.276  -2.591  1.00  0.00           H  
HETATM   41  H10 UNL     1       1.260  -2.584  -1.611  1.00  0.00           H  
HETATM   42  H11 UNL     1       3.024  -2.739  -1.511  1.00  0.00           H  
HETATM   43  H12 UNL     1       2.113  -2.732   0.016  1.00  0.00           H  
HETATM   44  H13 UNL     1       1.491  -0.476   0.987  1.00  0.00           H  
HETATM   45  H14 UNL     1       2.314   1.517  -0.490  1.00  0.00           H  
HETATM   46  H15 UNL     1      -0.080  -1.728  -0.304  1.00  0.00           H  
HETATM   47  H16 UNL     1      -0.129  -0.035  -2.485  1.00  0.00           H  
HETATM   48  H17 UNL     1      -1.593  -0.941  -1.837  1.00  0.00           H  
HETATM   49  H18 UNL     1      -0.489   1.823   1.079  1.00  0.00           H  
HETATM   50  H19 UNL     1      -2.282   1.488   2.478  1.00  0.00           H  
HETATM   51  H20 UNL     1      -3.398   3.419   2.021  1.00  0.00           H  
HETATM   52  H21 UNL     1      -2.229   3.542   0.604  1.00  0.00           H  
HETATM   53  H22 UNL     1      -5.083  -1.585   1.276  1.00  0.00           H  
HETATM   54  H23 UNL     1      -7.049  -2.977   0.758  1.00  0.00           H  
HETATM   55  H24 UNL     1      -8.872  -2.118  -0.653  1.00  0.00           H  
HETATM   56  H25 UNL     1      -8.666   0.183  -1.530  1.00  0.00           H  
HETATM   57  H26 UNL     1      -7.365   2.265  -1.688  1.00  0.00           H  
HETATM   58  H27 UNL     1      -1.902  -0.735   0.552  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    6   31
CONECT    3    4    4    5
CONECT    5   35
CONECT    6    7   36   37
CONECT    7    8
CONECT    8    9   31   31
CONECT    9   10   11   12
CONECT   10   38   39   40
CONECT   11   41   42   43
CONECT   12   13   14   44
CONECT   13   45
CONECT   14   15   30   46
CONECT   15   16   47   48
CONECT   16   17
CONECT   17   18   30   49
CONECT   18   19   29   50
CONECT   19   20   51   52
CONECT   20   21
CONECT   21   22   29   29
CONECT   22   23   23   27
CONECT   23   24   53
CONECT   24   25   25   54
CONECT   25   26   55
CONECT   26   27   27   56
CONECT   27   28
CONECT   28   57
CONECT   30   58
END

HMDB0259950
     RDKit          3D
Yersiniabactin
 58 61  0  0  0  0  0  0  0  0999 V2000
    7.0390   -0.2461   -0.9749 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8753   -0.0153   -0.0229 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0051    1.3375    0.6185 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0884    2.1616    0.4298 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1006    1.6564    1.3892 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9389   -1.0234    1.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1135   -1.1132    1.4117 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6832   -0.6356   -0.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3565   -0.8288   -0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3897   -0.2874   -2.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1323   -2.3141   -1.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2792   -0.1358   -0.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4570    1.2400   -0.0450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1056   -0.6012   -0.3457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7622   -0.2323   -1.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4597    1.4081   -1.1496 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2607    1.1817    0.6640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5508    1.5146    1.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9717    2.9454    1.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3124    2.5867   -0.0874 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5825    0.9113    0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7363    0.0876    0.1811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8829   -1.1989    0.6536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9757   -1.9843    0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9928   -1.4970   -0.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8778   -0.2177   -0.9077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7801    0.5522   -0.6147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6616    1.8448   -1.1059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5902    0.6100    1.1787 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0130   -0.2209    0.7250 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6991   -0.1245   -0.7528 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7761   -0.9134   -1.8013 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4231    0.6905   -1.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8843   -0.7097   -0.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9704    1.1327    1.3456 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4547   -0.6338    1.9893 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2805   -2.0173    0.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0760    0.7546   -2.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9376   -0.9777   -3.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4921   -0.2761   -2.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2602   -2.5843   -1.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0236   -2.7387   -1.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1129   -2.7324    0.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4910   -0.4759    0.9870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3135    1.5165   -0.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0804   -1.7278   -0.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1290   -0.0348   -2.4855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5934   -0.9406   -1.8371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4892    1.8233    1.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2818    1.4879    2.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3979    3.4193    2.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2292    3.5425    0.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0833   -1.5846    1.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0487   -2.9771    0.7575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8723   -2.1178   -0.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6656    0.1832   -1.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3646    2.2647   -1.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9025   -0.7349    0.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 12 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
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 21 29  2  0
 17 30  1  0
  8 31  2  0
 31  2  1  0
 30 14  1  0
 29 18  1  0
 27 22  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
 10 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 26 56  1  0
 28 57  1  0
 30 58  1  0
M  END

Synonyms

Value	Source
2-(1-Hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-4,5-dihydro-1,3-thiazole-4-carboxylate	Generator
Yersiniophore	MeSH

Molecular Formula

C₂₁H₂₇N₃O₄S₃

Average Mass

481.64

Monoisotopic Mass

481.116369883

IUPAC Name

2-(1-hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-4,5-dihydro-1,3-thiazole-4-carboxylic acid

Traditional Name

2-(1-hydroxy-1-{2-[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl}-2-methylpropan-2-yl)-4-methyl-5H-1,3-thiazole-4-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)(C(O)C1CSC(N1)C1CSC(=N1)C1=CC=CC=C1O)C1=NC(C)(CS1)C(O)=O

InChI Identifier

InChI=1S/C21H27N3O4S3/c1-20(2,18-24-21(3,10-31-18)19(27)28)15(26)12-8-30-17(22-12)13-9-29-16(23-13)11-6-4-5-7-14(11)25/h4-7,12-13,15,17,22,25-26H,8-10H2,1-3H3,(H,27,28)

InChI Key

JHYVWAMMAMCUIR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Imidothiolactone
Thiazolidine
Meta-thiazoline
Secondary alcohol
Amino acid
Carboxylic acid
Secondary aliphatic amine
Monocarboxylic acid or derivatives
Secondary amine
Azacycle
Thioether
Hemithioaminal
Organoheterocyclic compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Dialkylthioether
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Alcohol
Organic nitrogen compound
Amine
Organonitrogen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.038 g/L	ALOGPS
logP	2.23	ALOGPS
logP	1.64	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	3.55	ChemAxon
pKa (Strongest Basic)	6.47	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	114.51 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	126.37 m³·mol⁻¹	ChemAxon
Polarizability	50.14 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	splash10-00ko-9653300000-0c44eede0011fdbcbc3c	2021-09-23	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	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

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

Metabolic Reactions

Not Available

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
Bacteria	Proteobacteria	1	Human	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0259950

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78444866

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

136771248

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Yersiniabactin (MMDBc0016055)

MOL for #<Metabolite:0x00007fa4c21f74f8>

3D MOL for #<Metabolite:0x00007fa4c21f74f8>

3D SDF for #<Metabolite:0x00007fa4c21f74f8>

3D-SDF for #<Metabolite:0x00007fa4c21f74f8>

PDB for #<Metabolite:0x00007fa4c21f74f8>

3D PDB for #<Metabolite:0x00007fa4c21f74f8>

SMILES for #<Metabolite:0x00007fa4c21f74f8>

INCHI for #<Metabolite:0x00007fa4c21f74f8>

Structure for #<Metabolite:0x00007fa4c21f74f8>

3D Structure for #<Metabolite:0x00007fa4c21f74f8>