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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References transporters (3) Show 3 proteins XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:40 UTC

HMDB ID

HMDB0014559

Secondary Accession Numbers

HMDB0030484
HMDB14559
HMDB30484

Metabolite Identification

Common Name

Ampicillin

Description

Ampicillin is found in common pea. It is also a potential contaminant of cow's milk arising from its veterinary use. Ampicillin is a semi-synthetic derivative of penicillin that functions as an orally active broad-spectrum antibiotic. It has been used extensively to treat bacterial infections since 1961. It is considered part of the aminopenicillin family and is roughly equivalent to amoxicillin in terms of spectrum and level of activity

Structure

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

HMDB0014559
     RDKit          3D
Ampicillin
 43 45  0  0  0  0  0  0  0  0999 V2000
   -4.8968    0.7994   -0.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7431   -0.1986   -0.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1550   -1.5648   -0.8624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3818    0.4838   -1.3678 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7967    1.5213    0.0338 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3410    1.4647    0.3154 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4094    0.4266   -0.3308 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6701    0.7257   -0.8918 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1138    1.9061   -0.8137 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5190   -0.2805   -1.5792 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8827   -1.5672   -1.5646 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8027   -0.3706   -0.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9733    0.1877   -1.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1768    0.1222   -0.6985 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2812   -0.5040    0.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1305   -1.0552    1.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151   -0.9943    0.3836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8595    1.1072    1.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3350    1.2741    2.8207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0284    0.5838    1.1137 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1642   -0.2239    0.9799 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1669    0.1552    2.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2678   -0.4034    2.1484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8427    1.1672    2.9155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8704    1.1483   -1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8619    0.3348   -0.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6763    1.6909    0.0994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6518   -1.7962   -1.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2411   -1.6633   -1.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8610   -2.3413   -0.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935    2.4942    0.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1074    2.4557    0.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0745   -0.5600   -0.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7104   -0.0115   -2.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6528   -1.8241   -0.5989 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5395   -2.2727   -1.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9206    0.6907   -2.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0907    0.5627   -1.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2343   -0.5461    1.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2034   -1.5483    2.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0357   -1.4403    0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9742   -1.3206    1.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0347    1.1846    3.5138 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  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  6 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21  2  1  0
 20  5  1  0
 17 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  1
  6 32  1  1
  7 33  1  0
 10 34  1  6
 11 35  1  0
 11 36  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 21 42  1  1
 24 43  1  0
M  END

415
  Mrv0541 02231214402D          

 25 27  0  0  1  0            999 V2000
    7.6201    0.6772    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.4215   -0.9907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3230   -2.0553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6819   -1.6138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4089    0.0020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8354   -0.4027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4215    1.0103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2571    2.1794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8354    0.4223    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1049    0.0098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6201   -0.6576    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0036    0.4257    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0036   -0.4061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7724   -0.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7724    0.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8750   -1.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6241    0.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0420    1.3829    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2446    1.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0295    0.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6625    1.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2322    0.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8651    1.5437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.7473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7335    1.0744    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 10  1  0  0  0  0
  2 13  2  0  0  0  0
  3 16  1  0  0  0  0
  4 16  2  0  0  0  0
  5 17  2  0  0  0  0
  6  9  1  0  0  0  0
  6 11  1  0  0  0  0
  6 13  1  0  0  0  0
 12  7  1  1  0  0  0
  7 17  1  0  0  0  0
 18  8  1  1  0  0  0
  9 12  1  0  0  0  0
  9 25  1  6  0  0  0
 10 11  1  0  0  0  0
 10 14  1  0  0  0  0
 10 15  1  0  0  0  0
 11 16  1  6  0  0  0
 12 13  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  2  0  0  0  0
 22 24  2  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014559

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1

> <INCHI_KEY>
AVKUERGKIZMTKX-NJBDSQKTSA-N

> <FORMULA>
C16H19N3O4S

> <MOLECULAR_WEIGHT>
349.405

> <EXACT_MASS>
349.109626801

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
34.541206325512505

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,5R,6R)-6-[(2R)-2-amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

> <ALOGPS_LOGP>
0.88

> <JCHEM_LOGP>
-2.0066501687027025

> <ALOGPS_LOGS>
-2.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.966024558762253

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2380534931233718

> <JCHEM_PKA_STRONGEST_BASIC>
7.43836141403785

> <JCHEM_POLAR_SURFACE_AREA>
112.72999999999999

> <JCHEM_REFRACTIVITY>
87.52350000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.05e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ampicillin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014559
     RDKit          3D
Ampicillin
 43 45  0  0  0  0  0  0  0  0999 V2000
   -4.8968    0.7994   -0.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7431   -0.1986   -0.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1550   -1.5648   -0.8624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3818    0.4838   -1.3678 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7967    1.5213    0.0338 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3410    1.4647    0.3154 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4094    0.4266   -0.3308 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6701    0.7257   -0.8918 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1138    1.9061   -0.8137 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5190   -0.2805   -1.5792 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8827   -1.5672   -1.5646 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8027   -0.3706   -0.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9733    0.1877   -1.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1768    0.1222   -0.6985 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2812   -0.5040    0.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1305   -1.0552    1.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151   -0.9943    0.3836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8595    1.1072    1.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3350    1.2741    2.8207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0284    0.5838    1.1137 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1642   -0.2239    0.9799 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1669    0.1552    2.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2678   -0.4034    2.1484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8427    1.1672    2.9155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8704    1.1483   -1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8619    0.3348   -0.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6763    1.6909    0.0994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6518   -1.7962   -1.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2411   -1.6633   -1.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8610   -2.3413   -0.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935    2.4942    0.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1074    2.4557    0.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0745   -0.5600   -0.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7104   -0.0115   -2.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6528   -1.8241   -0.5989 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5395   -2.2727   -1.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9206    0.6907   -2.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0907    0.5627   -1.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2343   -0.5461    1.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2034   -1.5483    2.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0357   -1.4403    0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9742   -1.3206    1.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0347    1.1846    3.5138 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  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  6 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21  2  1  0
 20  5  1  0
 17 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  1
  6 32  1  1
  7 33  1  0
 10 34  1  6
 11 35  1  0
 11 36  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 21 42  1  1
 24 43  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 415                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0      14.224   1.264   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0      10.120  -1.849   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      13.670  -3.837   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      16.206  -3.012   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       8.230   0.004   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      12.759  -0.752   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      10.120   1.886   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       7.947   4.068   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      12.759   0.788   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.129   0.018   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.224  -1.228   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.207   0.795   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.207  -0.758   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.375  -0.887   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.375   0.923   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.700  -2.692   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.632   1.490   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.545   2.581   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.057   2.186   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.655   0.699   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.970   3.277   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.167   0.304   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.482   2.882   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.080   1.395   0.000  0.00  0.00           C+0
HETATM   25  H   UNK     0      12.569   2.006   0.000  0.00  0.00           H+0
CONECT    1    9   10                                                       
CONECT    2   13                                                            
CONECT    3   16                                                            
CONECT    4   16                                                            
CONECT    5   17                                                            
CONECT    6    9   11   13                                                  
CONECT    7   12   17                                                       
CONECT    8   18                                                            
CONECT    9    1    6   12   25                                             
CONECT   10    1   11   14   15                                             
CONECT   11    6   10   16                                                  
CONECT   12    7    9   13                                                  
CONECT   13    2    6   12                                                  
CONECT   14   10                                                            
CONECT   15   10                                                            
CONECT   16    3    4   11                                                  
CONECT   17    5    7   18                                                  
CONECT   18    8   17   19                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   22                                                       
CONECT   21   19   23                                                       
CONECT   22   20   24                                                       
CONECT   23   21   24                                                       
CONECT   24   22   23                                                       
CONECT   25    9                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0014559
HETATM    1  C1  UNL     1      -4.897   0.799  -0.510  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.743  -0.199  -0.375  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.155  -1.565  -0.862  1.00  0.00           C  
HETATM    4  S1  UNL     1      -2.382   0.484  -1.368  1.00  0.00           S  
HETATM    5  C4  UNL     1      -1.797   1.521   0.034  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.341   1.465   0.315  1.00  0.00           C  
HETATM    7  N1  UNL     1       0.409   0.427  -0.331  1.00  0.00           N  
HETATM    8  C6  UNL     1       1.670   0.726  -0.892  1.00  0.00           C  
HETATM    9  O1  UNL     1       2.114   1.906  -0.814  1.00  0.00           O  
HETATM   10  C7  UNL     1       2.519  -0.281  -1.579  1.00  0.00           C  
HETATM   11  N2  UNL     1       1.883  -1.567  -1.565  1.00  0.00           N  
HETATM   12  C8  UNL     1       3.803  -0.371  -0.838  1.00  0.00           C  
HETATM   13  C9  UNL     1       4.973   0.188  -1.361  1.00  0.00           C  
HETATM   14  C10 UNL     1       6.177   0.122  -0.699  1.00  0.00           C  
HETATM   15  C11 UNL     1       6.281  -0.504   0.524  1.00  0.00           C  
HETATM   16  C12 UNL     1       5.130  -1.055   1.043  1.00  0.00           C  
HETATM   17  C13 UNL     1       3.915  -0.994   0.384  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.860   1.107   1.684  1.00  0.00           C  
HETATM   19  O2  UNL     1      -0.335   1.274   2.821  1.00  0.00           O  
HETATM   20  N3  UNL     1      -2.028   0.584   1.114  1.00  0.00           N  
HETATM   21  C15 UNL     1      -3.164  -0.224   0.980  1.00  0.00           C  
HETATM   22  C16 UNL     1      -4.167   0.155   2.037  1.00  0.00           C  
HETATM   23  O3  UNL     1      -5.268  -0.403   2.148  1.00  0.00           O  
HETATM   24  O4  UNL     1      -3.843   1.167   2.915  1.00  0.00           O  
HETATM   25  H1  UNL     1      -4.870   1.148  -1.578  1.00  0.00           H  
HETATM   26  H2  UNL     1      -5.862   0.335  -0.319  1.00  0.00           H  
HETATM   27  H3  UNL     1      -4.676   1.691   0.099  1.00  0.00           H  
HETATM   28  H4  UNL     1      -3.652  -1.796  -1.817  1.00  0.00           H  
HETATM   29  H5  UNL     1      -5.241  -1.663  -1.025  1.00  0.00           H  
HETATM   30  H6  UNL     1      -3.861  -2.341  -0.127  1.00  0.00           H  
HETATM   31  H7  UNL     1      -2.293   2.494   0.112  1.00  0.00           H  
HETATM   32  H8  UNL     1       0.107   2.456   0.343  1.00  0.00           H  
HETATM   33  H9  UNL     1       0.074  -0.560  -0.415  1.00  0.00           H  
HETATM   34  H10 UNL     1       2.710  -0.012  -2.638  1.00  0.00           H  
HETATM   35  H11 UNL     1       1.653  -1.824  -0.599  1.00  0.00           H  
HETATM   36  H12 UNL     1       2.540  -2.273  -1.993  1.00  0.00           H  
HETATM   37  H13 UNL     1       4.921   0.691  -2.329  1.00  0.00           H  
HETATM   38  H14 UNL     1       7.091   0.563  -1.116  1.00  0.00           H  
HETATM   39  H15 UNL     1       7.234  -0.546   1.031  1.00  0.00           H  
HETATM   40  H16 UNL     1       5.203  -1.548   2.002  1.00  0.00           H  
HETATM   41  H17 UNL     1       3.036  -1.440   0.829  1.00  0.00           H  
HETATM   42  H18 UNL     1      -2.974  -1.321   1.221  1.00  0.00           H  
HETATM   43  H19 UNL     1      -3.035   1.185   3.514  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    4   21
CONECT    3   28   29   30
CONECT    4    5
CONECT    5    6   20   31
CONECT    6    7   18   32
CONECT    7    8   33
CONECT    8    9    9   10
CONECT   10   11   12   34
CONECT   11   35   36
CONECT   12   13   13   17
CONECT   13   14   37
CONECT   14   15   15   38
CONECT   15   16   39
CONECT   16   17   17   40
CONECT   17   41
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22   42
CONECT   22   23   23   24
CONECT   24   43
END

HMDB0014559
     RDKit          3D
Ampicillin
 43 45  0  0  0  0  0  0  0  0999 V2000
   -4.8968    0.7994   -0.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7431   -0.1986   -0.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1550   -1.5648   -0.8624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3818    0.4838   -1.3678 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7967    1.5213    0.0338 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3410    1.4647    0.3154 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4094    0.4266   -0.3308 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6701    0.7257   -0.8918 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1138    1.9061   -0.8137 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5190   -0.2805   -1.5792 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8827   -1.5672   -1.5646 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8027   -0.3706   -0.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9733    0.1877   -1.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1768    0.1222   -0.6985 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2812   -0.5040    0.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1305   -1.0552    1.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151   -0.9943    0.3836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8595    1.1072    1.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3350    1.2741    2.8207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0284    0.5838    1.1137 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1642   -0.2239    0.9799 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1669    0.1552    2.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2678   -0.4034    2.1484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8427    1.1672    2.9155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8704    1.1483   -1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8619    0.3348   -0.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6763    1.6909    0.0994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6518   -1.7962   -1.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2411   -1.6633   -1.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8610   -2.3413   -0.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935    2.4942    0.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1074    2.4557    0.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0745   -0.5600   -0.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7104   -0.0115   -2.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6528   -1.8241   -0.5989 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5395   -2.2727   -1.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9206    0.6907   -2.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0907    0.5627   -1.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2343   -0.5461    1.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2034   -1.5483    2.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0357   -1.4403    0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9742   -1.3206    1.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0347    1.1846    3.5138 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  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  6 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21  2  1  0
 20  5  1  0
 17 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  1
  6 32  1  1
  7 33  1  0
 10 34  1  6
 11 35  1  0
 11 36  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 21 42  1  1
 24 43  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2S,5R,6R)-6-{[(2R)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid	ChEBI
(2S,5R,6R)-6-{[(2R)-2-amino-2-phenylethanoyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylIC ACID	ChEBI
(2S,6R)-6-{[(2R)-2-amino-2-phenylethanoyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid	ChEBI
6-(D-(2-Amino-2-phenylacetamido))-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid	ChEBI
ABPC	ChEBI
Aminobenzylpenicillin	ChEBI
AMP	ChEBI
Ampicilina	ChEBI
Ampicillin acid	ChEBI
Ampicillin anhydrous	ChEBI
Ampicilline	ChEBI
Ampicillinum	ChEBI
Anhydrous ampicillin	ChEBI
AP	ChEBI
D-(-)-6-(alpha-Aminophenylacetamido)penicillanic acid	ChEBI
D-(-)-Ampicillin	ChEBI
Omnipen	Kegg
(2S,5R,6R)-6-{[(2R)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate	Generator
(2S,5R,6R)-6-{[(2R)-2-amino-2-phenylethanoyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate	Generator
(2S,6R)-6-{[(2R)-2-amino-2-phenylethanoyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate	Generator
6-(D-(2-Amino-2-phenylacetamido))-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate	Generator
D-(-)-6-(a-Aminophenylacetamido)penicillanate	Generator
D-(-)-6-(a-Aminophenylacetamido)penicillanic acid	Generator
D-(-)-6-(alpha-Aminophenylacetamido)penicillanate	Generator
D-(-)-6-(Α-aminophenylacetamido)penicillanate	Generator
D-(-)-6-(Α-aminophenylacetamido)penicillanic acid	Generator
(2S,5R,6R)-6-[[(2R)-2-Amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid	HMDB
6-(a-Aminophenylacetamido)penicillanic acid	HMDB
6-(D(-)-alpha-Aminophenylacetamido)penicillanic acid	HMDB
6-D(-)-alpha-Aminophenylacetamido-penicillanic acid	HMDB
6-[(Aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 9ci	HMDB
Acillin	HMDB
Adobacillin	HMDB
Alpen	HMDB
alpha-Aminobenzylpenicillin	HMDB
Amblosin	HMDB
Amcill	HMDB
Amfipen	HMDB
Amfipen V	HMDB
Amipenix S	HMDB
Ampen	HMDB
AMPI	HMDB
Ampi-bol	HMDB
Ampi-co	HMDB
Ampi-tab	HMDB
Ampichel	HMDB
Ampicil	HMDB
Ampicillin anhydrate	HMDB
Ampicillin base	HMDB
Ampicillin sodium	HMDB
Ampicillin trihydrate	HMDB
Ampicillina	HMDB
Ampifarm	HMDB
Ampikel	HMDB
Ampimed	HMDB
Ampipenin	HMDB
Ampiscel	HMDB
Ampisyn	HMDB
Ampivax	HMDB
Ampivet	HMDB
Amplacilina	HMDB
Amplin	HMDB
Amplipenyl	HMDB
Amplisom	HMDB
Amplital	HMDB
Austrapen	HMDB
AY 6108	HMDB
Bayer 5427	HMDB
Binotal	HMDB
Bonapicillin	HMDB
Britacil	HMDB
BRL 1341	HMDB
Campicillin	HMDB
Cimex	HMDB
Copharcilin	HMDB
D-(-)-alpha-Aminobenzylpenicillin	HMDB
D-(-)-alpha-Aminopenicillin	HMDB
D-a-Aminobenzylpenicillin	HMDB
D-Ampicillin	HMDB
D-Cillin	HMDB
Delcillin	HMDB
Deripen	HMDB
Divercillin	HMDB
Doktacillin	HMDB
Duphacillin	HMDB
Geocillin	HMDB
Grampenil	HMDB
Guicitrina	HMDB
Guicitrine	HMDB
KS-R1	HMDB
Lifeampil	HMDB
Magnapen	HMDB
Marcillin	HMDB
Morepen	HMDB
Norobrittin	HMDB
Novo-ampicillin	HMDB
NSC 528986	HMDB
Nuvapen	HMDB
Olin kid	HMDB
Orbicilina	HMDB
Pen a	HMDB
Pen ampil	HMDB
Penbristol	HMDB
Penbritin	HMDB
Penbrock	HMDB
Penicline	HMDB
Penimic	HMDB
Pensyn	HMDB
Pentrex	HMDB
Pentrexl	HMDB
Pentrexyl	HMDB
Pentritin	HMDB
Pfizerpen a	HMDB
Polycillin	HMDB
Ponecil	HMDB
Princillin	HMDB
Principen	HMDB
Qidamp	HMDB
Racenacillin	HMDB
Ro-ampen	HMDB
Rosampline	HMDB
Roscillin	HMDB
Semicillin	HMDB
Servicillin	HMDB
SK-Ampicillin	HMDB
Sumipanto	HMDB
Supen	HMDB
Synpenin	HMDB
Texcillin	HMDB
Tokiocillin	HMDB
Tolomol	HMDB
Totacillin	HMDB
Totalciclina	HMDB
Totapen	HMDB
Trifacilina	HMDB
Ukapen	HMDB
Ultrabion	HMDB
Ultrabron	HMDB
Vampen	HMDB
Viccillin	HMDB
Vidocillin	HMDB
Vidopen	HMDB
Wypicil	HMDB
Aminobenzyl penicillin	HMDB
Antibiotic KS R1	HMDB
KS-R1, Antibiotic	HMDB
Sodium, ampicillin	HMDB
Antibiotic KS-R1	HMDB
Penicillin, aminobenzyl	HMDB
Trihydrate, ampicillin	HMDB

Chemical Formula

C₁₆H₁₉N₃O₄S

Average Molecular Weight

349.405

Monoisotopic Molecular Weight

349.109626801

IUPAC Name

(2S,5R,6R)-6-[(2R)-2-amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Traditional Name

ampicillin

CAS Registry Number

69-53-4

SMILES

[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1

InChI Key

AVKUERGKIZMTKX-NJBDSQKTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as penicillins. These are organic compounds containing the penicillin core structure, which is structurally characterized by a penam ring bearing two methyl groups at position 2, and an amide group at position 6 [starting from the sulfur atom at position 1].

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactams

Sub Class

Beta lactams

Direct Parent

Penicillins

Alternative Parents

Substituents

Penicillin
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Phenylacetamide
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Thiazolidine
Tertiary carboxylic acid amide
Amino acid or derivatives
Azetidine
Amino acid
Carboxamide group
Secondary carboxylic acid amide
Azacycle
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Dialkylthioether
Hemithioaminal
Thioether
Primary aliphatic amine
Amine
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
Primary amine
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

penicillin (CHEBI:28971 )
beta-lactam antibiotic (CHEBI:28971 )
penams (C06574 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0014559)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0014559)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0014559)

Source

Exogenous

Exogenous (HMDB: HMDB0014559)

Food

Food (HMDB: HMDB0014559)

Endogenous

Plant

Fabaceae (HMDB: HMDB0014559)

Animal

Animal (HMDB: HMDB0014559)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Antimicrobial agent

Antibacterial (HMDB: HMDB0014559)

Pharmaceutical (HMDB: HMDB0014559)

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

Analgesic (HMDB: HMDB0014559)

Biological role

Anti-inflammatory (HMDB: HMDB0014559)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	208 °C	PhysProp
Boiling Point	Not Available	Not Available
Water Solubility	10100 mg/L (at 21 °C)	YALKOWSKY,SH & DANNENFELSER,RM (1992)
LogP	1.35	SANGSTER (1994)

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Baker	191.2	30932474
[M+H]+	Baker	193.167	30932474
[M-H]-	Not Available	191.2	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000942
[M+H]+	Not Available	179.109	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000942

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.6 g/L	ALOGPS
logP	0.88	ALOGPS
logP	-2	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.24	ChemAxon
pKa (Strongest Basic)	7.44	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	112.73 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	87.52 m³·mol⁻¹	ChemAxon
Polarizability	34.54 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	179.081	31661259
DarkChem	[M-H]-	173.711	31661259
DeepCCS	[M-2H]-	214.994	30932474
DeepCCS	[M+Na]+	190.161	30932474
AllCCS	[M+H]+	177.9	32859911
AllCCS	[M+H-H2O]+	175.3	32859911
AllCCS	[M+NH4]+	180.4	32859911
AllCCS	[M+Na]+	181.1	32859911
AllCCS	[M-H]-	179.6	32859911
AllCCS	[M+Na-2H]-	179.6	32859911
AllCCS	[M+HCOO]-	179.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.27 minutes	32390414
Predicted by Siyang on May 30, 2022	10.9094 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.2 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	247.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1570.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	207.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	118.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	155.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	64.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	300.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	350.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	270.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	755.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	342.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1056.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	225.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	258.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	281.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	342.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	114.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ampicillin	[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O	4056.3	Standard polar	33892256
Ampicillin	[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O	2354.4	Standard non polar	33892256
Ampicillin	[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O	3004.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ampicillin,1TMS,isomer #1	CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)C3=CC=CC=C3)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	2750.9	Semi standard non polar	33892256
Ampicillin,1TMS,isomer #2	CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N[Si](C)(C)C)C3=CC=CC=C3)C(=O)N2[C@H]1C(=O)O	2790.8	Semi standard non polar	33892256
Ampicillin,1TMS,isomer #3	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=CC=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O	2725.7	Semi standard non polar	33892256
Ampicillin,2TMS,isomer #1	CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N[Si](C)(C)C)C3=CC=CC=C3)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	2759.1	Semi standard non polar	33892256
Ampicillin,2TMS,isomer #1	CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N[Si](C)(C)C)C3=CC=CC=C3)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	2736.6	Standard non polar	33892256
Ampicillin,2TMS,isomer #1	CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N[Si](C)(C)C)C3=CC=CC=C3)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	3734.1	Standard polar	33892256
Ampicillin,2TMS,isomer #2	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=CC=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	2691.0	Semi standard non polar	33892256
Ampicillin,2TMS,isomer #2	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=CC=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	2743.2	Standard non polar	33892256
Ampicillin,2TMS,isomer #2	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=CC=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	3879.3	Standard polar	33892256
Ampicillin,2TMS,isomer #3	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C)C3=CC=CC=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O	2747.4	Semi standard non polar	33892256
Ampicillin,2TMS,isomer #3	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C)C3=CC=CC=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O	2764.6	Standard non polar	33892256
Ampicillin,2TMS,isomer #3	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C)C3=CC=CC=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O	3674.5	Standard polar	33892256
Ampicillin,2TMS,isomer #4	CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O	2785.4	Semi standard non polar	33892256
Ampicillin,2TMS,isomer #4	CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O	2841.4	Standard non polar	33892256
Ampicillin,2TMS,isomer #4	CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O	3830.0	Standard polar	33892256
Ampicillin,3TMS,isomer #1	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C)C3=CC=CC=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	2740.6	Semi standard non polar	33892256
Ampicillin,3TMS,isomer #1	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C)C3=CC=CC=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	2824.2	Standard non polar	33892256
Ampicillin,3TMS,isomer #1	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C)C3=CC=CC=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	3369.9	Standard polar	33892256
Ampicillin,3TMS,isomer #2	CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	2800.0	Semi standard non polar	33892256
Ampicillin,3TMS,isomer #2	CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	2883.2	Standard non polar	33892256
Ampicillin,3TMS,isomer #2	CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	3538.3	Standard polar	33892256
Ampicillin,3TMS,isomer #3	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O	2817.7	Semi standard non polar	33892256
Ampicillin,3TMS,isomer #3	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O	2925.3	Standard non polar	33892256
Ampicillin,3TMS,isomer #3	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O	3516.9	Standard polar	33892256
Ampicillin,4TMS,isomer #1	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	2848.1	Semi standard non polar	33892256
Ampicillin,4TMS,isomer #1	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	2975.4	Standard non polar	33892256
Ampicillin,4TMS,isomer #1	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	3229.5	Standard polar	33892256
Ampicillin,1TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)C3=CC=CC=C3)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3023.3	Semi standard non polar	33892256
Ampicillin,1TBDMS,isomer #2	CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=CC=C3)C(=O)N2[C@H]1C(=O)O	3002.5	Semi standard non polar	33892256
Ampicillin,1TBDMS,isomer #3	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=CC=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O	2966.9	Semi standard non polar	33892256
Ampicillin,2TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=CC=C3)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3200.4	Semi standard non polar	33892256
Ampicillin,2TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=CC=C3)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3193.3	Standard non polar	33892256
Ampicillin,2TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=CC=C3)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3863.6	Standard polar	33892256
Ampicillin,2TBDMS,isomer #2	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=CC=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3141.9	Semi standard non polar	33892256
Ampicillin,2TBDMS,isomer #2	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=CC=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3189.2	Standard non polar	33892256
Ampicillin,2TBDMS,isomer #2	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=CC=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3979.0	Standard polar	33892256
Ampicillin,2TBDMS,isomer #3	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=CC=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O	3151.5	Semi standard non polar	33892256
Ampicillin,2TBDMS,isomer #3	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=CC=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O	3198.8	Standard non polar	33892256
Ampicillin,2TBDMS,isomer #3	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=CC=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O	3822.5	Standard polar	33892256
Ampicillin,2TBDMS,isomer #4	CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O	3305.2	Semi standard non polar	33892256
Ampicillin,2TBDMS,isomer #4	CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O	3239.0	Standard non polar	33892256
Ampicillin,2TBDMS,isomer #4	CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O	3915.3	Standard polar	33892256
Ampicillin,3TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=CC=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3305.2	Semi standard non polar	33892256
Ampicillin,3TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=CC=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3446.6	Standard non polar	33892256
Ampicillin,3TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=CC=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3648.8	Standard polar	33892256
Ampicillin,3TBDMS,isomer #2	CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3464.9	Semi standard non polar	33892256
Ampicillin,3TBDMS,isomer #2	CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3480.2	Standard non polar	33892256
Ampicillin,3TBDMS,isomer #2	CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3738.6	Standard polar	33892256
Ampicillin,3TBDMS,isomer #3	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O	3482.6	Semi standard non polar	33892256
Ampicillin,3TBDMS,isomer #3	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O	3507.3	Standard non polar	33892256
Ampicillin,3TBDMS,isomer #3	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O	3735.5	Standard polar	33892256
Ampicillin,4TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3629.9	Semi standard non polar	33892256
Ampicillin,4TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3733.1	Standard non polar	33892256
Ampicillin,4TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=CC=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3552.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ampicillin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1900000000-328e5756b2a2047f3401	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ampicillin GC-MS (1 TMS) - 70eV, Positive	splash10-0a4i-1900000000-49339d5b1f688b0249b7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ampicillin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ampicillin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ampicillin LC-ESI-QQ , positive-QTOF	splash10-0udi-1349000000-51be76a1d965184221c8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ampicillin LC-ESI-QQ , positive-QTOF	splash10-0006-9810000000-75530784e97a116633e5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ampicillin LC-ESI-QQ , positive-QTOF	splash10-0006-9600000000-0f235a2c675944bd7f8a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ampicillin LC-ESI-QQ , positive-QTOF	splash10-006x-9300000000-766d3a6fea596a3f18a8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ampicillin LC-ESI-QQ , positive-QTOF	splash10-00di-9100000000-147bdc3aaa0be3d0b419	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ampicillin 20V, Positive-QTOF	splash10-0a4i-1900000000-b00e3e20b6b67bd66c27	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ampicillin 40V, Positive-QTOF	splash10-0a4i-2900000000-7b6c3a7162ec9326a246	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ampicillin 40V, Negative-QTOF	splash10-00di-9000000000-f6004cc4fde6cc54c545	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ampicillin 10V, Negative-QTOF	splash10-0a4i-0090000000-3446c37197fd7dc36a63	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ampicillin 40V, Positive-QTOF	splash10-0a4i-2900000000-3160040d30aba5827731	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ampicillin 10V, Positive-QTOF	splash10-0a4i-0901000000-9e9e3230339584136a97	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ampicillin 20V, Positive-QTOF	splash10-0a4i-0900000000-b7dcea08c5f689065c5c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ampicillin 10V, Positive-QTOF	splash10-0a4i-0901000000-c9400241d2ecd802485e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ampicillin 20V, Negative-QTOF	splash10-0ab9-6090000000-e84a46f7b56ca97f6265	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ampicillin 10V, Positive-QTOF	splash10-0bt9-1912000000-75f97354ed9ba956615b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ampicillin 20V, Positive-QTOF	splash10-0bt9-2910000000-96d30028da61376db9b3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ampicillin 40V, Positive-QTOF	splash10-0a4i-7900000000-eff889c1fe387a213319	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ampicillin 10V, Negative-QTOF	splash10-0a4i-0291000000-98a4e819f450d352aea4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ampicillin 20V, Negative-QTOF	splash10-0a4i-1591000000-eaed25e7ad3d86ca1564	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ampicillin 40V, Negative-QTOF	splash10-05di-9520000000-3b6aedcd44ff9d287dc0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ampicillin 10V, Negative-QTOF	splash10-0002-0009000000-07647be2cf284515b366	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ampicillin 20V, Negative-QTOF	splash10-052n-6924000000-83d903205df987b0b699	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ampicillin 40V, Negative-QTOF	splash10-0006-9300000000-d97c7cfdd5c84d70b493	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ampicillin 10V, Positive-QTOF	splash10-0f89-0219000000-39936cb3e2a60642fccd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ampicillin 20V, Positive-QTOF	splash10-01x0-0914000000-4ad13ad2ef6dba0dd8f7	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00415	21059682	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00415	21059682	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00415

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020748

KNApSAcK ID

Not Available

Chemspider ID

6013

KEGG Compound ID

C06574

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ampicillin

METLIN ID

Not Available

PubChem Compound

6249

PDB ID

AIC

ChEBI ID

28971

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Mo BH: [Clinical analysis of 410 cases of drug eruption]. Di Yi Jun Yi Da Xue Xue Bao. 2003 Feb;23(2):183, 186. [PubMed:12581979 ]
Rodevand E, Sletvold O, Kvande KT: [Side effects off allopurinol]. Tidsskr Nor Laegeforen. 2004 Oct 21;124(20):2618-9. [PubMed:15534635 ]
Kadurugamuwa JL, Hengstler B, Zak O: Cerebrospinal fluid protein profile in experimental pneumococcal meningitis and its alteration by ampicillin and anti-inflammatory agents. J Infect Dis. 1989 Jan;159(1):26-34. [PubMed:2462602 ]
Crivaro V, Bagattini M, Salza MF, Raimondi F, Rossano F, Triassi M, Zarrilli R: Risk factors for extended-spectrum beta-lactamase-producing Serratia marcescens and Klebsiella pneumoniae acquisition in a neonatal intensive care unit. J Hosp Infect. 2007 Oct;67(2):135-41. Epub 2007 Sep 19. [PubMed:17884248 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Transporters

Enzyme Details

1. Solute carrier family 22 member 5

General function:: Involved in ion transmembrane transporter activity
Specific function:: Sodium-ion dependent, high affinity carnitine transporter. Involved in the active cellular uptake of carnitine. Transports one sodium ion with one molecule of carnitine. Also transports organic cations such as tetraethylammonium (TEA) without the involvement of sodium. Also relative uptake activity ratio of carnitine to TEA is 11.3
Gene Name:: SLC22A5
Uniprot ID:: O76082
Molecular weight:: 62751.1

References

Ganapathy ME, Huang W, Rajan DP, Carter AL, Sugawara M, Iseki K, Leibach FH, Ganapathy V: beta-lactam antibiotics as substrates for OCTN2, an organic cation/carnitine transporter. J Biol Chem. 2000 Jan 21;275(3):1699-707. [PubMed:10636865 ]

Enzyme Details

2. Solute carrier family 15 member 1

General function:: Involved in transporter activity
Specific function:: Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides. May constitute a major route for the absorption of protein digestion end-products
Gene Name:: SLC15A1
Uniprot ID:: P46059
Molecular weight:: 78805.3

References

Covitz KM, Amidon GL, Sadee W: Human dipeptide transporter, hPEPT1, stably transfected into Chinese hamster ovary cells. Pharm Res. 1996 Nov;13(11):1631-4. [PubMed:8956326 ]
Guo A, Hu P, Balimane PV, Leibach FH, Sinko PJ: Interactions of a nonpeptidic drug, valacyclovir, with the human intestinal peptide transporter (hPEPT1) expressed in a mammalian cell line. J Pharmacol Exp Ther. 1999 Apr;289(1):448-54. [PubMed:10087037 ]
Luckner P, Brandsch M: Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1. Eur J Pharm Biopharm. 2005 Jan;59(1):17-24. [PubMed:15567297 ]
Terada T, Saito H, Mukai M, Inui K: Recognition of beta-lactam antibiotics by rat peptide transporters, PEPT1 and PEPT2, in LLC-PK1 cells. Am J Physiol. 1997 Nov;273(5 Pt 2):F706-11. [PubMed:9374833 ]

Enzyme Details

3. Solute carrier family 15 member 2

General function:: Involved in transporter activity
Specific function:: Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides
Gene Name:: SLC15A2
Uniprot ID:: Q16348
Molecular weight:: 81782.8

References

Terada T, Saito H, Mukai M, Inui K: Recognition of beta-lactam antibiotics by rat peptide transporters, PEPT1 and PEPT2, in LLC-PK1 cells. Am J Physiol. 1997 Nov;273(5 Pt 2):F706-11. [PubMed:9374833 ]
Luckner P, Brandsch M: Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1. Eur J Pharm Biopharm. 2005 Jan;59(1):17-24. [PubMed:15567297 ]

Showing metabocard for Ampicillin (HMDB0014559)

MOL for HMDB0014559 (Ampicillin)

3D MOL for HMDB0014559 (Ampicillin)

3D SDF for HMDB0014559 (Ampicillin)

3D-SDF for HMDB0014559 (Ampicillin)

PDB for HMDB0014559 (Ampicillin)

3D PDB for HMDB0014559 (Ampicillin)

SMILES for HMDB0014559 (Ampicillin)

INCHI for HMDB0014559 (Ampicillin)

Structure for HMDB0014559 (Ampicillin)

3D Structure for HMDB0014559 (Ampicillin)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Transporters

References

References

References