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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1)transporters (1) Show 2 proteins XML

enzymes (1)transporters (1) Show 2 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:43 UTC

HMDB ID

HMDB0014717

Secondary Accession Numbers

HMDB14717

Metabolite Identification

Common Name

Carbenicillin

Description

Carbenicillin is only found in individuals that have used or taken this drug. It is a broad-spectrum semisynthetic penicillin derivative used parenterally. It is susceptible to gastric juice and penicillinase and may damage platelet function. [PubChem]Free carbenicillin is the predominant pharmacologically active fraction of the salt. Carbenicillin exerts its antibacterial activity by interference with final cell wall synthesis of susceptible bacteria. Penicillins acylate the penicillin-sensitive transpeptidase C-terminal domain by opening the lactam ring. This inactivation of the enzyme prevents the formation of a cross-link of two linear peptidoglycan strands, inhibiting the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that carbenicillin interferes with an autolysin inhibitor.

Structure

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

578
  Mrv0541 02231214472D          

 27 29  0  0  1  0            999 V2000
    7.6201    0.3193    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.4215   -1.3486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3230   -2.4133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6819   -1.9717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4089   -0.3560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6749    2.4060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0544    2.0333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8354   -0.7606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4215    0.6523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8354    0.0643    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1049   -0.3481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6201   -1.0156    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0036    0.0677    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0036   -0.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7724    0.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7724   -0.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8750   -1.8002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6241    0.4404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0420    1.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2446    0.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2571    1.8214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0295    0.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6625    1.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2322   -0.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8651    1.1858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.3893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7335    0.7164    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  1 11  1  0  0  0  0
  2 14  2  0  0  0  0
  3 17  1  0  0  0  0
  4 17  2  0  0  0  0
  5 18  2  0  0  0  0
  6 21  1  0  0  0  0
  7 21  2  0  0  0  0
  8 10  1  0  0  0  0
  8 12  1  0  0  0  0
  8 14  1  0  0  0  0
 13  9  1  1  0  0  0
  9 18  1  0  0  0  0
 10 13  1  0  0  0  0
 10 27  1  6  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 11 16  1  0  0  0  0
 12 17  1  6  0  0  0
 13 14  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  2  0  0  0  0
 20 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  2  0  0  0  0
 24 26  2  0  0  0  0
 25 26  1  0  0  0  0
M  END

HMDB0014717
     RDKit          3D
Carbenicillin
 44 46  0  0  0  0  0  0  0  0999 V2000
   -2.3035    2.1445   -0.2831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9962    1.0731    0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1647    1.6673    1.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8614    0.2925    1.7086 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8301   -1.3678    0.9388 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4732   -1.8011    0.4331 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5724   -0.8319    0.4949 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8419   -1.1547    0.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0614   -2.3246    1.3964 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9558   -0.1516    1.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1818   -0.7865    1.6190 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7361   -0.3834    2.6780 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7903   -1.8722    0.9876 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2658    0.3596   -0.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1965    1.7089   -0.5763 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4860    2.1780   -1.8531 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8414    1.3035   -2.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9126   -0.0272   -2.5873 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6245   -0.5076   -1.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2193   -1.8483   -0.8816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8958   -2.4584   -1.9374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2604   -1.0147   -0.3965 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3749   -0.1172   -0.3429 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5521   -0.8120    0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4740   -2.0327    0.4803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7752   -0.1659    0.4104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2999    1.8231   -0.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9144    2.3079   -1.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2881    3.0643    0.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9425    2.0091    0.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7980    2.5798    1.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5815    1.0128    2.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4044   -2.1211    1.4693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2142   -2.7950    0.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4208    0.1633    0.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6882    0.6786    1.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7116   -2.8229    1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9135    2.3756    0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4285    3.2341   -2.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0640    1.6705   -3.8307 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1875   -0.7918   -3.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6770   -1.5616   -1.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6121    0.2402   -1.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3220   -0.4347    1.2334 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
 11 12  2  0
 11 13  1  0
 10 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 23  2  1  0
 22  5  1  0
 19 14  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  5 33  1  1
  6 34  1  1
  7 35  1  0
 10 36  1  0
 13 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
 23 43  1  6
 26 44  1  0
M  END

578
  Mrv0541 02231214472D          

 27 29  0  0  1  0            999 V2000
    7.6201    0.3193    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.4215   -1.3486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3230   -2.4133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6819   -1.9717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4089   -0.3560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6749    2.4060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0544    2.0333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8354   -0.7606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4215    0.6523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8354    0.0643    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1049   -0.3481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6201   -1.0156    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0036    0.0677    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0036   -0.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7724    0.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7724   -0.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8750   -1.8002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6241    0.4404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0420    1.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2446    0.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2571    1.8214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0295    0.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6625    1.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2322   -0.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8651    1.1858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.3893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7335    0.7164    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  1 11  1  0  0  0  0
  2 14  2  0  0  0  0
  3 17  1  0  0  0  0
  4 17  2  0  0  0  0
  5 18  2  0  0  0  0
  6 21  1  0  0  0  0
  7 21  2  0  0  0  0
  8 10  1  0  0  0  0
  8 12  1  0  0  0  0
  8 14  1  0  0  0  0
 13  9  1  1  0  0  0
  9 18  1  0  0  0  0
 10 13  1  0  0  0  0
 10 27  1  6  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 11 16  1  0  0  0  0
 12 17  1  6  0  0  0
 13 14  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  2  0  0  0  0
 20 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  2  0  0  0  0
 24 26  2  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014717

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H18N2O6S/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25)/t9?,10-,11+,14-/m1/s1

> <INCHI_KEY>
FPPNZSSZRUTDAP-UWFZAAFLSA-N

> <FORMULA>
C17H18N2O6S

> <MOLECULAR_WEIGHT>
378.4

> <EXACT_MASS>
378.088557008

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
36.387179678679935

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.13

> <JCHEM_LOGP>
0.8153568303333337

> <ALOGPS_LOGS>
-2.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.861609022252315

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1068085753126673

> <JCHEM_PKA_STRONGEST_BASIC>
-6.32383417433641

> <JCHEM_POLAR_SURFACE_AREA>
124.01

> <JCHEM_REFRACTIVITY>
90.81950000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.90e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
carbenicillin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014717
     RDKit          3D
Carbenicillin
 44 46  0  0  0  0  0  0  0  0999 V2000
   -2.3035    2.1445   -0.2831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9962    1.0731    0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1647    1.6673    1.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8614    0.2925    1.7086 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8301   -1.3678    0.9388 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4732   -1.8011    0.4331 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5724   -0.8319    0.4949 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8419   -1.1547    0.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0614   -2.3246    1.3964 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9558   -0.1516    1.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1818   -0.7865    1.6190 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7361   -0.3834    2.6780 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7903   -1.8722    0.9876 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2658    0.3596   -0.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1965    1.7089   -0.5763 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4860    2.1780   -1.8531 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8414    1.3035   -2.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9126   -0.0272   -2.5873 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6245   -0.5076   -1.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2193   -1.8483   -0.8816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8958   -2.4584   -1.9374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2604   -1.0147   -0.3965 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3749   -0.1172   -0.3429 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5521   -0.8120    0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4740   -2.0327    0.4803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7752   -0.1659    0.4104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2999    1.8231   -0.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9144    2.3079   -1.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2881    3.0643    0.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9425    2.0091    0.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7980    2.5798    1.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5815    1.0128    2.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4044   -2.1211    1.4693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2142   -2.7950    0.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4208    0.1633    0.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6882    0.6786    1.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7116   -2.8229    1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9135    2.3756    0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4285    3.2341   -2.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0640    1.6705   -3.8307 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1875   -0.7918   -3.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6770   -1.5616   -1.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6121    0.2402   -1.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3220   -0.4347    1.2334 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
 11 12  2  0
 11 13  1  0
 10 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 23  2  1  0
 22  5  1  0
 19 14  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  5 33  1  1
  6 34  1  1
  7 35  1  0
 10 36  1  0
 13 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
 23 43  1  6
 26 44  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 578                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0      14.224   0.596   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0      10.120  -2.517   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      13.670  -4.505   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      16.206  -3.681   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       8.230  -0.665   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       6.860   4.491   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       9.435   3.795   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0      12.759  -1.420   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      10.120   1.218   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      12.759   0.120   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.129  -0.650   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.224  -1.896   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.207   0.126   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.207  -1.426   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.375   0.255   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.375  -1.555   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.700  -3.360   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.632   0.822   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.545   1.913   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.057   1.518   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.947   3.400   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.655   0.031   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.970   2.609   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.167  -0.365   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.482   2.213   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.080   0.727   0.000  0.00  0.00           C+0
HETATM   27  H   UNK     0      12.569   1.337   0.000  0.00  0.00           H+0
CONECT    1   10   11                                                       
CONECT    2   14                                                            
CONECT    3   17                                                            
CONECT    4   17                                                            
CONECT    5   18                                                            
CONECT    6   21                                                            
CONECT    7   21                                                            
CONECT    8   10   12   14                                                  
CONECT    9   13   18                                                       
CONECT   10    1    8   13   27                                             
CONECT   11    1   12   15   16                                             
CONECT   12    8   11   17                                                  
CONECT   13    9   10   14                                                  
CONECT   14    2    8   13                                                  
CONECT   15   11                                                            
CONECT   16   11                                                            
CONECT   17    3    4   12                                                  
CONECT   18    5    9   19                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   22   23                                                  
CONECT   21    6    7   19                                                  
CONECT   22   20   24                                                       
CONECT   23   20   25                                                       
CONECT   24   22   26                                                       
CONECT   25   23   26                                                       
CONECT   26   24   25                                                       
CONECT   27   10                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

COMPND    HMDB0014717
HETATM    1  C1  UNL     1      -2.303   2.145  -0.283  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.996   1.073   0.526  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.165   1.667   1.240  1.00  0.00           C  
HETATM    4  S1  UNL     1      -1.861   0.293   1.709  1.00  0.00           S  
HETATM    5  C4  UNL     1      -1.830  -1.368   0.939  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.473  -1.801   0.433  1.00  0.00           C  
HETATM    7  N1  UNL     1       0.572  -0.832   0.495  1.00  0.00           N  
HETATM    8  C6  UNL     1       1.842  -1.155   0.995  1.00  0.00           C  
HETATM    9  O1  UNL     1       2.061  -2.325   1.396  1.00  0.00           O  
HETATM   10  C7  UNL     1       2.956  -0.152   1.069  1.00  0.00           C  
HETATM   11  C8  UNL     1       4.182  -0.787   1.619  1.00  0.00           C  
HETATM   12  O2  UNL     1       4.736  -0.383   2.678  1.00  0.00           O  
HETATM   13  O3  UNL     1       4.790  -1.872   0.988  1.00  0.00           O  
HETATM   14  C9  UNL     1       3.266   0.360  -0.303  1.00  0.00           C  
HETATM   15  C10 UNL     1       3.197   1.709  -0.576  1.00  0.00           C  
HETATM   16  C11 UNL     1       3.486   2.178  -1.853  1.00  0.00           C  
HETATM   17  C12 UNL     1       3.841   1.304  -2.846  1.00  0.00           C  
HETATM   18  C13 UNL     1       3.913  -0.027  -2.587  1.00  0.00           C  
HETATM   19  C14 UNL     1       3.624  -0.508  -1.311  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.219  -1.848  -0.882  1.00  0.00           C  
HETATM   21  O4  UNL     1      -0.896  -2.458  -1.937  1.00  0.00           O  
HETATM   22  N2  UNL     1      -2.260  -1.015  -0.397  1.00  0.00           N  
HETATM   23  C16 UNL     1      -3.375  -0.117  -0.343  1.00  0.00           C  
HETATM   24  C17 UNL     1      -4.552  -0.812   0.196  1.00  0.00           C  
HETATM   25  O5  UNL     1      -4.474  -2.033   0.480  1.00  0.00           O  
HETATM   26  O6  UNL     1      -5.775  -0.166   0.410  1.00  0.00           O  
HETATM   27  H1  UNL     1      -1.300   1.823  -0.613  1.00  0.00           H  
HETATM   28  H2  UNL     1      -2.914   2.308  -1.190  1.00  0.00           H  
HETATM   29  H3  UNL     1      -2.288   3.064   0.304  1.00  0.00           H  
HETATM   30  H4  UNL     1      -4.942   2.009   0.531  1.00  0.00           H  
HETATM   31  H5  UNL     1      -3.798   2.580   1.796  1.00  0.00           H  
HETATM   32  H6  UNL     1      -4.581   1.013   2.033  1.00  0.00           H  
HETATM   33  H7  UNL     1      -2.404  -2.121   1.469  1.00  0.00           H  
HETATM   34  H8  UNL     1      -0.214  -2.795   0.800  1.00  0.00           H  
HETATM   35  H9  UNL     1       0.421   0.163   0.165  1.00  0.00           H  
HETATM   36  H10 UNL     1       2.688   0.679   1.752  1.00  0.00           H  
HETATM   37  H11 UNL     1       4.712  -2.823   1.323  1.00  0.00           H  
HETATM   38  H12 UNL     1       2.914   2.376   0.226  1.00  0.00           H  
HETATM   39  H13 UNL     1       3.428   3.234  -2.055  1.00  0.00           H  
HETATM   40  H14 UNL     1       4.064   1.671  -3.831  1.00  0.00           H  
HETATM   41  H15 UNL     1       4.188  -0.792  -3.320  1.00  0.00           H  
HETATM   42  H16 UNL     1       3.677  -1.562  -1.091  1.00  0.00           H  
HETATM   43  H17 UNL     1      -3.612   0.240  -1.387  1.00  0.00           H  
HETATM   44  H18 UNL     1      -6.322  -0.435   1.233  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    4   23
CONECT    3   30   31   32
CONECT    4    5
CONECT    5    6   22   33
CONECT    6    7   20   34
CONECT    7    8   35
CONECT    8    9    9   10
CONECT   10   11   14   36
CONECT   11   12   12   13
CONECT   13   37
CONECT   14   15   15   19
CONECT   15   16   38
CONECT   16   17   17   39
CONECT   17   18   40
CONECT   18   19   19   41
CONECT   19   42
CONECT   20   21   21   22
CONECT   22   23
CONECT   23   24   43
CONECT   24   25   25   26
CONECT   26   44
END

HMDB0014717
     RDKit          3D
Carbenicillin
 44 46  0  0  0  0  0  0  0  0999 V2000
   -2.3035    2.1445   -0.2831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9962    1.0731    0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1647    1.6673    1.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8614    0.2925    1.7086 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8301   -1.3678    0.9388 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4732   -1.8011    0.4331 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5724   -0.8319    0.4949 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8419   -1.1547    0.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0614   -2.3246    1.3964 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9558   -0.1516    1.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1818   -0.7865    1.6190 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7361   -0.3834    2.6780 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7903   -1.8722    0.9876 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2658    0.3596   -0.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1965    1.7089   -0.5763 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4860    2.1780   -1.8531 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8414    1.3035   -2.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9126   -0.0272   -2.5873 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6245   -0.5076   -1.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2193   -1.8483   -0.8816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8958   -2.4584   -1.9374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2604   -1.0147   -0.3965 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3749   -0.1172   -0.3429 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5521   -0.8120    0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4740   -2.0327    0.4803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7752   -0.1659    0.4104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2999    1.8231   -0.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9144    2.3079   -1.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2881    3.0643    0.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9425    2.0091    0.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7980    2.5798    1.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5815    1.0128    2.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4044   -2.1211    1.4693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2142   -2.7950    0.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4208    0.1633    0.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6882    0.6786    1.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7116   -2.8229    1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9135    2.3756    0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4285    3.2341   -2.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0640    1.6705   -3.8307 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1875   -0.7918   -3.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6770   -1.5616   -1.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6121    0.2402   -1.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3220   -0.4347    1.2334 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
 11 12  2  0
 11 13  1  0
 10 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 23  2  1  0
 22  5  1  0
 19 14  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  5 33  1  1
  6 34  1  1
  7 35  1  0
 10 36  1  0
 13 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
 23 43  1  6
 26 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S,5R,6R)-6-{[carboxy(phenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid	ChEBI
alpha-Carboxybenzylpencillin	ChEBI
alpha-Phenyl(carboxymethylpenicillin)	ChEBI
Carbenicilina	ChEBI
Carbenicilline	ChEBI
Carbenicillinum	ChEBI
Carboxybenzylpenicillin	ChEBI
CBPC	ChEBI
N-(2-Carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-6-yl)-2-phenylmalonamic acid	ChEBI
(2S,5R,6R)-6-{[carboxy(phenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate	Generator
a-Carboxybenzylpencillin	Generator
Α-carboxybenzylpencillin	Generator
a-Phenyl(carboxymethylpenicillin)	Generator
Α-phenyl(carboxymethylpenicillin)	Generator
N-(2-Carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-6-yl)-2-phenylmalonamate	Generator
Carbenicillina	HMDB
Carboxybenzylpenicillin acid	HMDB
Carbenicillin disodium	HMDB
Carboxybenzyl penicillin	HMDB
CSL Brand OF carbenicillin disodium salt	HMDB
Anabactyl	HMDB
Carbecin	HMDB
Pyopen	HMDB
Sanfer brand OF carbenicillin disodium salt	HMDB
Carbapen	HMDB
Disodium, carbenicillin	HMDB
Geopen	HMDB
Microcillin	HMDB
Penicillin, carboxybenzyl	HMDB

Chemical Formula

C₁₇H₁₈N₂O₆S

Average Molecular Weight

378.4

Monoisotopic Molecular Weight

378.088557008

IUPAC Name

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

Traditional Name

carbenicillin

CAS Registry Number

4697-36-3

SMILES

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

InChI Identifier

InChI=1S/C17H18N2O6S/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25)/t9?,10-,11+,14-/m1/s1

InChI Key

FPPNZSSZRUTDAP-UWFZAAFLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Penicillin
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Phenylacetamide
Penam
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
1,3-dicarbonyl compound
Benzenoid
Beta-lactam
Tertiary carboxylic acid amide
Thiazolidine
Azetidine
Secondary carboxylic acid amide
Carboxamide group
Lactam
Thioether
Dialkylthioether
Azacycle
Organoheterocyclic compound
Hemithioaminal
Carboxylic acid
Hydrocarbon derivative
Organopnictogen compound
Organic oxide
Organonitrogen compound
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

penicillin (CHEBI:3393 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014717)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.39 g/L	Not Available
LogP	1.8	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.39 g/L	ALOGPS
logP	1.13	ALOGPS
logP	0.82	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	3.11	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	124.01 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	90.82 m³·mol⁻¹	ChemAxon
Polarizability	36.39 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	185.366	31661259
DarkChem	[M-H]-	175.164	31661259
DeepCCS	[M-2H]-	215.845	30932474
DeepCCS	[M+Na]+	191.088	30932474
AllCCS	[M+H]+	182.5	32859911
AllCCS	[M+H-H2O]+	180.0	32859911
AllCCS	[M+NH4]+	184.9	32859911
AllCCS	[M+Na]+	185.5	32859911
AllCCS	[M-H]-	183.5	32859911
AllCCS	[M+Na-2H]-	183.5	32859911
AllCCS	[M+HCOO]-	183.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Carbenicillin	[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C(C(O)=O)C1=CC=CC=C1)C(O)=O	4707.8	Standard polar	33892256
Carbenicillin	[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C(C(O)=O)C1=CC=CC=C1)C(O)=O	2432.9	Standard non polar	33892256
Carbenicillin	[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C(C(O)=O)C1=CC=CC=C1)C(O)=O	3065.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Carbenicillin,1TMS,isomer #1	CC1(C)S[C@@H]2[C@H](NC(=O)C(C(=O)O[Si](C)(C)C)C3=CC=CC=C3)C(=O)N2[C@H]1C(=O)O	2819.4	Semi standard non polar	33892256
Carbenicillin,1TMS,isomer #2	CC1(C)S[C@@H]2[C@H](NC(=O)C(C(=O)O)C3=CC=CC=C3)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	2792.5	Semi standard non polar	33892256
Carbenicillin,1TMS,isomer #3	CC1(C)S[C@@H]2[C@H](N(C(=O)C(C(=O)O)C3=CC=CC=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O	2804.5	Semi standard non polar	33892256
Carbenicillin,2TMS,isomer #1	CC1(C)S[C@@H]2[C@H](NC(=O)C(C(=O)O[Si](C)(C)C)C3=CC=CC=C3)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	2805.1	Semi standard non polar	33892256
Carbenicillin,2TMS,isomer #2	CC1(C)S[C@@H]2[C@H](N(C(=O)C(C(=O)O[Si](C)(C)C)C3=CC=CC=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O	2779.6	Semi standard non polar	33892256
Carbenicillin,2TMS,isomer #3	CC1(C)S[C@@H]2[C@H](N(C(=O)C(C(=O)O)C3=CC=CC=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	2770.7	Semi standard non polar	33892256
Carbenicillin,3TMS,isomer #1	CC1(C)S[C@@H]2[C@H](N(C(=O)C(C(=O)O[Si](C)(C)C)C3=CC=CC=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	2782.8	Semi standard non polar	33892256
Carbenicillin,3TMS,isomer #1	CC1(C)S[C@@H]2[C@H](N(C(=O)C(C(=O)O[Si](C)(C)C)C3=CC=CC=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	2878.1	Standard non polar	33892256
Carbenicillin,3TMS,isomer #1	CC1(C)S[C@@H]2[C@H](N(C(=O)C(C(=O)O[Si](C)(C)C)C3=CC=CC=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	3423.7	Standard polar	33892256
Carbenicillin,1TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](NC(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)C3=CC=CC=C3)C(=O)N2[C@H]1C(=O)O	3058.2	Semi standard non polar	33892256
Carbenicillin,1TBDMS,isomer #2	CC1(C)S[C@@H]2[C@H](NC(=O)C(C(=O)O)C3=CC=CC=C3)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3039.1	Semi standard non polar	33892256
Carbenicillin,1TBDMS,isomer #3	CC1(C)S[C@@H]2[C@H](N(C(=O)C(C(=O)O)C3=CC=CC=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O	3025.5	Semi standard non polar	33892256
Carbenicillin,2TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](NC(=O)C(C(=O)O[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	3214.6	Semi standard non polar	33892256
Carbenicillin,2TBDMS,isomer #2	CC1(C)S[C@@H]2[C@H](N(C(=O)C(C(=O)O[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	3215.6	Semi standard non polar	33892256
Carbenicillin,2TBDMS,isomer #3	CC1(C)S[C@@H]2[C@H](N(C(=O)C(C(=O)O)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	3207.1	Semi standard non polar	33892256
Carbenicillin,3TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](N(C(=O)C(C(=O)O[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	3363.4	Semi standard non polar	33892256
Carbenicillin,3TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](N(C(=O)C(C(=O)O[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	3508.7	Standard non polar	33892256
Carbenicillin,3TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](N(C(=O)C(C(=O)O[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	3692.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Carbenicillin GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-9648000000-75c4ae9c8d8548759c79	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carbenicillin GC-MS (2 TMS) - 70eV, Positive	splash10-0ab9-9140520000-aefc24b65ed14a02ce91	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carbenicillin 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbenicillin 10V, Positive-QTOF	splash10-03k9-0966000000-56d889866f801a27cb89	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbenicillin 20V, Positive-QTOF	splash10-03di-1931000000-24c01d2bf9d0134d9a66	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbenicillin 40V, Positive-QTOF	splash10-090c-4900000000-364bbcd7e261912c778f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbenicillin 10V, Negative-QTOF	splash10-000i-0191000000-1497e6a0c0f2e9306904	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbenicillin 20V, Negative-QTOF	splash10-000i-0391000000-839d544138add6310f69	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbenicillin 40V, Negative-QTOF	splash10-00au-9530000000-334ecf6f74fddc5663a6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbenicillin 10V, Positive-QTOF	splash10-03e9-0329000000-341846c34b38e9871a9e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbenicillin 20V, Positive-QTOF	splash10-030r-0934000000-924f0e01f6dd182046fb	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbenicillin 40V, Positive-QTOF	splash10-014i-1900000000-ef6772c39f12e10bab53	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbenicillin 10V, Negative-QTOF	splash10-003r-0809000000-67bc1fa9d561319cf054	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbenicillin 20V, Negative-QTOF	splash10-0006-9702000000-d92a4cd1340f684365f2	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbenicillin 40V, Negative-QTOF	splash10-0006-9500000000-296df6c3a51bba6facb9	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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 DB00578	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00578	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00578

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

19599

KEGG Compound ID

C06869

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Carbenicillin

METLIN ID

Not Available

PubChem Compound

20824

PDB ID

Not Available

ChEBI ID

3393

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Cytosolic phospholipase A2

General function:: Involved in metabolic process
Specific function:: Selectively hydrolyzes arachidonyl phospholipids in the sn-2 position releasing arachidonic acid. Together with its lysophospholipid activity, it is implicated in the initiation of the inflammatory response.
Gene Name:: PLA2G4A
Uniprot ID:: P47712
Molecular weight:: 85210.19

References

Sugatani J, Saito K, Honjo I: In vitro actions of some antibiotics on phospholipases. J Antibiot (Tokyo). 1979 Jul;32(7):734-9. [PubMed:541266 ]

Transporters

Enzyme Details

1. Solute carrier family 22 member 6

General function:: Involved in ion transmembrane transporter activity
Specific function:: Involved in the renal elimination of endogenous and exogenous organic anions. Functions as organic anion exchanger when the uptake of one molecule of organic anion is coupled with an efflux of one molecule of endogenous dicarboxylic acid (glutarate, ketoglutarate, etc). Mediates the sodium-independent uptake of 2,3-dimercapto-1-propanesulfonic acid (DMPS). Mediates the sodium-independent uptake of p- aminohippurate (PAH), ochratoxin (OTA), acyclovir (ACV), 3'-azido- 3-'deoxythymidine (AZT), cimetidine (CMD), 2,4-dichloro- phenoxyacetate (2,4-D), hippurate (HA), indoleacetate (IA), indoxyl sulfate (IS) and 3-carboxy-4-methyl-5-propyl-2- furanpropionate (CMPF), cidofovir, adefovir, 9-(2- phosphonylmethoxyethyl) guanine (PMEG), 9-(2- phosphonylmethoxyethyl) diaminopurine (PMEDAP) and edaravone sulfate. PAH uptake is inhibited by p- chloromercuribenzenesulphonate (PCMBS), diethyl pyrocarbonate (DEPC), sulindac, diclofenac, carprofen, glutarate and okadaic acid. PAH uptake is inhibited by benzothiazolylcysteine (BTC), S-chlorotrifluoroethylcysteine (CTFC), cysteine S-conjugates S-dichlorovinylcysteine (DCVC), furosemide, steviol, phorbol 12-myristate 13-acetate (PMA), calcium ionophore A23187, benzylpenicillin, furosemide, indomethacin, bumetamide, losartan, probenecid, phenol red, urate, and alpha-ketoglutarate
Gene Name:: SLC22A6
Uniprot ID:: Q4U2R8
Molecular weight:: 61815.8

References

Jariyawat S, Sekine T, Takeda M, Apiwattanakul N, Kanai Y, Sophasan S, Endou H: The interaction and transport of beta-lactam antibiotics with the cloned rat renal organic anion transporter 1. J Pharmacol Exp Ther. 1999 Aug;290(2):672-7. [PubMed:10411577 ]

Showing metabocard for Carbenicillin (HMDB0014717)

MOL for HMDB0014717 (Carbenicillin)

3D MOL for HMDB0014717 (Carbenicillin)

3D SDF for HMDB0014717 (Carbenicillin)

3D-SDF for HMDB0014717 (Carbenicillin)

PDB for HMDB0014717 (Carbenicillin)

3D PDB for HMDB0014717 (Carbenicillin)

SMILES for HMDB0014717 (Carbenicillin)

INCHI for HMDB0014717 (Carbenicillin)

Structure for HMDB0014717 (Carbenicillin)

3D Structure for HMDB0014717 (Carbenicillin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

Transporters

References