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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References transporters (6) Show 6 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:40 UTC

HMDB ID

HMDB0014599

Secondary Accession Numbers

HMDB14599

Metabolite Identification

Common Name

Cefalotin

Description

Cefalotin is only found in individuals that have used or taken this drug. It is a cephalosporin antibiotic.The bactericidal activity of cefalotin results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs). The PBPs are transpeptidases which are vital in peptidoglycan biosynthesis. Therefore, their inhibition prevents this vital cell wall compenent from being properly synthesized.

Structure

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

456
  Mrv0541 02231214412D          

 27 29  0  0  1  0            999 V2000
    5.2224   -1.2711    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.8251   -0.8378    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.3510    0.5544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.0336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.6165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3635   -0.4382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    1.6165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.2039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.0336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3510   -1.4466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.8586    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7688   -0.8621    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7688   -0.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.8586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1483   -1.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7305   -1.8193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5278   -1.6074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1679   -2.1280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8608   -1.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6489   -0.8827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1065   -1.4965    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  1 16  1  0  0  0  0
  2 21  1  0  0  0  0
  2 25  1  0  0  0  0
  3 13  2  0  0  0  0
  4 17  1  0  0  0  0
  4 22  1  0  0  0  0
  5 19  1  0  0  0  0
  6 18  2  0  0  0  0
  7 19  2  0  0  0  0
  8 22  2  0  0  0  0
  9 11  1  0  0  0  0
  9 13  1  0  0  0  0
  9 14  1  0  0  0  0
 12 10  1  1  0  0  0
 10 18  1  0  0  0  0
 11 12  1  0  0  0  0
 11 27  1  6  0  0  0
 12 13  1  0  0  0  0
 14 15  2  0  0  0  0
 14 19  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 23  2  0  0  0  0
 22 26  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
M  END

HMDB0014599
     RDKit          3D
Cefalotin
 42 44  0  0  0  0  0  0  0  0999 V2000
   -4.8929    2.9034   -0.8553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5473    1.4785   -0.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0457    0.8432   -1.5820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7391    0.8268    0.5671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3780   -0.5506    0.7133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9699   -0.7871    0.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4913   -1.5816   -0.4614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3210   -2.3179   -1.3925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5560   -2.2630   -1.3677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7641   -3.1274   -2.3692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0563   -1.7682   -0.5957 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0845   -1.7530   -1.4456 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2914   -1.7926   -2.6838 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0111   -1.6678   -0.2649 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4876   -0.3566    0.0419 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8682   -0.0724    0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6913   -1.0227    0.0911 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3442    1.2907    0.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8501    1.2679    0.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7629    1.4733   -0.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0587    1.4082   -0.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3655    1.1422    1.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8340    0.9915    2.0167 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1862   -2.1510    0.5265 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6604   -1.1501    1.9328 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9714   -0.0434    1.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3123    3.3491   -1.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6657    3.4561    0.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9710    3.0575   -1.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5422   -0.8228    1.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1231   -1.1187    0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6888   -2.9065   -3.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8338   -2.4060   -0.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8103    0.4282    0.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0327    2.0541   -0.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9861    1.5293    1.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4054    1.6842   -1.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8775    1.5605   -0.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3828    1.0570    1.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1088   -3.2257    0.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4860    0.7585    0.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005    0.3247    2.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 14 24  1  0
 24 25  1  0
 25 26  1  0
 26  6  1  0
 24 11  1  0
 23 19  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  5 30  1  0
  5 31  1  0
 10 32  1  0
 14 33  1  6
 15 34  1  0
 18 35  1  0
 18 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
 24 40  1  1
 26 41  1  0
 26 42  1  0
M  END

456
  Mrv0541 02231214412D          

 27 29  0  0  1  0            999 V2000
    5.2224   -1.2711    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.8251   -0.8378    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.3510    0.5544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.0336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.6165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3635   -0.4382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    1.6165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.2039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.0336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3510   -1.4466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.8586    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7688   -0.8621    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7688   -0.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.8586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1483   -1.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7305   -1.8193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5278   -1.6074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1679   -2.1280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8608   -1.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6489   -0.8827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1065   -1.4965    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  1 16  1  0  0  0  0
  2 21  1  0  0  0  0
  2 25  1  0  0  0  0
  3 13  2  0  0  0  0
  4 17  1  0  0  0  0
  4 22  1  0  0  0  0
  5 19  1  0  0  0  0
  6 18  2  0  0  0  0
  7 19  2  0  0  0  0
  8 22  2  0  0  0  0
  9 11  1  0  0  0  0
  9 13  1  0  0  0  0
  9 14  1  0  0  0  0
 12 10  1  1  0  0  0
 10 18  1  0  0  0  0
 11 12  1  0  0  0  0
 11 27  1  6  0  0  0
 12 13  1  0  0  0  0
 14 15  2  0  0  0  0
 14 19  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 23  2  0  0  0  0
 22 26  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014599

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)CC1=CC=CS1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H16N2O6S2/c1-8(19)24-6-9-7-26-15-12(14(21)18(15)13(9)16(22)23)17-11(20)5-10-3-2-4-25-10/h2-4,12,15H,5-7H2,1H3,(H,17,20)(H,22,23)/t12-,15-/m1/s1

> <INCHI_KEY>
XIURVHNZVLADCM-IUODEOHRSA-N

> <FORMULA>
C16H16N2O6S2

> <MOLECULAR_WEIGHT>
396.438

> <EXACT_MASS>
396.044977634

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
37.22362559008537

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[2-(thiophen-2-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

> <ALOGPS_LOGP>
0.63

> <JCHEM_LOGP>
0.016272906666666753

> <ALOGPS_LOGS>
-3.88

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.75078639741283

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6259069250057236

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2600615494762066

> <JCHEM_POLAR_SURFACE_AREA>
113.01

> <JCHEM_REFRACTIVITY>
93.79400000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.21e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cephalothin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014599
     RDKit          3D
Cefalotin
 42 44  0  0  0  0  0  0  0  0999 V2000
   -4.8929    2.9034   -0.8553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5473    1.4785   -0.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0457    0.8432   -1.5820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7391    0.8268    0.5671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3780   -0.5506    0.7133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9699   -0.7871    0.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4913   -1.5816   -0.4614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3210   -2.3179   -1.3925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5560   -2.2630   -1.3677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7641   -3.1274   -2.3692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0563   -1.7682   -0.5957 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0845   -1.7530   -1.4456 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2914   -1.7926   -2.6838 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0111   -1.6678   -0.2649 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4876   -0.3566    0.0419 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8682   -0.0724    0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6913   -1.0227    0.0911 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3442    1.2907    0.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8501    1.2679    0.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7629    1.4733   -0.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0587    1.4082   -0.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3655    1.1422    1.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8340    0.9915    2.0167 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1862   -2.1510    0.5265 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6604   -1.1501    1.9328 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9714   -0.0434    1.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3123    3.3491   -1.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6657    3.4561    0.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9710    3.0575   -1.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5422   -0.8228    1.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1231   -1.1187    0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6888   -2.9065   -3.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8338   -2.4060   -0.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8103    0.4282    0.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0327    2.0541   -0.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9861    1.5293    1.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4054    1.6842   -1.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8775    1.5605   -0.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3828    1.0570    1.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1088   -3.2257    0.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4860    0.7585    0.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005    0.3247    2.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 14 24  1  0
 24 25  1  0
 25 26  1  0
 26  6  1  0
 24 11  1  0
 23 19  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  5 30  1  0
  5 31  1  0
 10 32  1  0
 14 33  1  6
 15 34  1  0
 18 35  1  0
 18 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
 24 40  1  1
 26 41  1  0
 26 42  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 456                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0       9.748  -2.373   0.000  0.00  0.00           S+0
HETATM    2  S   UNK     0      18.340  -1.564   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0      13.722   1.035   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       5.748  -0.063   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       8.415   3.017   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      15.612  -0.818   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      11.082   3.017   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       4.414   2.247   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0      11.082  -0.063   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0      13.722  -2.700   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      11.082  -1.603   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.635  -1.609   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.635  -0.056   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.748   0.707   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.415  -0.063   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.415  -1.603   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.081   0.707   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.210  -2.305   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.748   2.247   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.297  -3.396   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.785  -3.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.414   0.707   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      18.980  -3.972   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      20.273  -3.136   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      19.878  -1.648   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.080  -0.063   0.000  0.00  0.00           C+0
HETATM   27  H   UNK     0      11.399  -2.793   0.000  0.00  0.00           H+0
CONECT    1   11   16                                                       
CONECT    2   21   25                                                       
CONECT    3   13                                                            
CONECT    4   17   22                                                       
CONECT    5   19                                                            
CONECT    6   18                                                            
CONECT    7   19                                                            
CONECT    8   22                                                            
CONECT    9   11   13   14                                                  
CONECT   10   12   18                                                       
CONECT   11    1    9   12   27                                             
CONECT   12   10   11   13                                                  
CONECT   13    3    9   12                                                  
CONECT   14    9   15   19                                                  
CONECT   15   14   16   17                                                  
CONECT   16    1   15                                                       
CONECT   17    4   15                                                       
CONECT   18    6   10   20                                                  
CONECT   19    5    7   14                                                  
CONECT   20   18   21                                                       
CONECT   21    2   20   23                                                  
CONECT   22    4    8   26                                                  
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25    2   24                                                       
CONECT   26   22                                                            
CONECT   27   11                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

COMPND    HMDB0014599
HETATM    1  C1  UNL     1      -4.893   2.903  -0.855  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.547   1.479  -0.618  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.046   0.843  -1.582  1.00  0.00           O  
HETATM    4  O2  UNL     1      -4.739   0.827   0.567  1.00  0.00           O  
HETATM    5  C3  UNL     1      -4.378  -0.551   0.713  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.970  -0.787   0.480  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.491  -1.582  -0.461  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.321  -2.318  -1.392  1.00  0.00           C  
HETATM    9  O3  UNL     1      -4.556  -2.263  -1.368  1.00  0.00           O  
HETATM   10  O4  UNL     1      -2.764  -3.127  -2.369  1.00  0.00           O  
HETATM   11  N1  UNL     1      -1.056  -1.768  -0.596  1.00  0.00           N  
HETATM   12  C7  UNL     1       0.084  -1.753  -1.446  1.00  0.00           C  
HETATM   13  O5  UNL     1       0.291  -1.793  -2.684  1.00  0.00           O  
HETATM   14  C8  UNL     1       1.011  -1.668  -0.265  1.00  0.00           C  
HETATM   15  N2  UNL     1       1.488  -0.357   0.042  1.00  0.00           N  
HETATM   16  C9  UNL     1       2.868  -0.072   0.215  1.00  0.00           C  
HETATM   17  O6  UNL     1       3.691  -1.023   0.091  1.00  0.00           O  
HETATM   18  C10 UNL     1       3.344   1.291   0.533  1.00  0.00           C  
HETATM   19  C11 UNL     1       4.850   1.268   0.654  1.00  0.00           C  
HETATM   20  C12 UNL     1       5.763   1.473  -0.348  1.00  0.00           C  
HETATM   21  C13 UNL     1       7.059   1.408  -0.020  1.00  0.00           C  
HETATM   22  C14 UNL     1       7.365   1.142   1.287  1.00  0.00           C  
HETATM   23  S1  UNL     1       5.834   0.991   2.017  1.00  0.00           S  
HETATM   24  C15 UNL     1      -0.186  -2.151   0.527  1.00  0.00           C  
HETATM   25  S2  UNL     1      -0.660  -1.150   1.933  1.00  0.00           S  
HETATM   26  C16 UNL     1      -1.971  -0.043   1.347  1.00  0.00           C  
HETATM   27  H1  UNL     1      -4.312   3.349  -1.670  1.00  0.00           H  
HETATM   28  H2  UNL     1      -4.666   3.456   0.102  1.00  0.00           H  
HETATM   29  H3  UNL     1      -5.971   3.057  -1.049  1.00  0.00           H  
HETATM   30  H4  UNL     1      -4.542  -0.823   1.823  1.00  0.00           H  
HETATM   31  H5  UNL     1      -5.123  -1.119   0.194  1.00  0.00           H  
HETATM   32  H6  UNL     1      -2.689  -2.906  -3.333  1.00  0.00           H  
HETATM   33  H7  UNL     1       1.834  -2.406  -0.346  1.00  0.00           H  
HETATM   34  H8  UNL     1       0.810   0.428   0.145  1.00  0.00           H  
HETATM   35  H9  UNL     1       3.033   2.054  -0.183  1.00  0.00           H  
HETATM   36  H10 UNL     1       2.986   1.529   1.572  1.00  0.00           H  
HETATM   37  H11 UNL     1       5.405   1.684  -1.385  1.00  0.00           H  
HETATM   38  H12 UNL     1       7.878   1.561  -0.762  1.00  0.00           H  
HETATM   39  H13 UNL     1       8.383   1.057   1.711  1.00  0.00           H  
HETATM   40  H14 UNL     1      -0.109  -3.226   0.683  1.00  0.00           H  
HETATM   41  H15 UNL     1      -1.486   0.759   0.754  1.00  0.00           H  
HETATM   42  H16 UNL     1      -2.500   0.325   2.227  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   30   31
CONECT    6    7    7   26
CONECT    7    8   11
CONECT    8    9    9   10
CONECT   10   32
CONECT   11   12   24
CONECT   12   13   13   14
CONECT   14   15   24   33
CONECT   15   16   34
CONECT   16   17   17   18
CONECT   18   19   35   36
CONECT   19   20   20   23
CONECT   20   21   37
CONECT   21   22   22   38
CONECT   22   23   39
CONECT   24   25   40
CONECT   25   26
CONECT   26   41   42
END

HMDB0014599
     RDKit          3D
Cefalotin
 42 44  0  0  0  0  0  0  0  0999 V2000
   -4.8929    2.9034   -0.8553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5473    1.4785   -0.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0457    0.8432   -1.5820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7391    0.8268    0.5671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3780   -0.5506    0.7133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9699   -0.7871    0.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4913   -1.5816   -0.4614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3210   -2.3179   -1.3925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5560   -2.2630   -1.3677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7641   -3.1274   -2.3692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0563   -1.7682   -0.5957 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0845   -1.7530   -1.4456 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2914   -1.7926   -2.6838 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0111   -1.6678   -0.2649 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4876   -0.3566    0.0419 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8682   -0.0724    0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6913   -1.0227    0.0911 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3442    1.2907    0.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8501    1.2679    0.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7629    1.4733   -0.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0587    1.4082   -0.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3655    1.1422    1.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8340    0.9915    2.0167 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1862   -2.1510    0.5265 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6604   -1.1501    1.9328 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9714   -0.0434    1.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3123    3.3491   -1.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6657    3.4561    0.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9710    3.0575   -1.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5422   -0.8228    1.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1231   -1.1187    0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6888   -2.9065   -3.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8338   -2.4060   -0.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8103    0.4282    0.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0327    2.0541   -0.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9861    1.5293    1.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4054    1.6842   -1.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8775    1.5605   -0.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3828    1.0570    1.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1088   -3.2257    0.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4860    0.7585    0.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005    0.3247    2.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 14 24  1  0
 24 25  1  0
 25 26  1  0
 26  6  1  0
 24 11  1  0
 23 19  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  5 30  1  0
  5 31  1  0
 10 32  1  0
 14 33  1  6
 15 34  1  0
 18 35  1  0
 18 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
 24 40  1  1
 26 41  1  0
 26 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Acetoxymethyl-7-(2-thienylacetamido)-3-cephem-4-carboxylic acid	ChEBI
7-(2'-Thienylacetamido)cephalosporanic acid	ChEBI
7-(2-Thienylacetamido)cephalosporanic acid	ChEBI
7-(Thiophene-2-acetamido)cephalosporin	ChEBI
Cefalothin	ChEBI
Cefalotina	ChEBI
Cefalotine	ChEBI
Cefalotinum	ChEBI
Cephalothin	ChEBI
Cephalotin	ChEBI
CET	ChEBI
Cefalotina fabra	Kegg
3-Acetoxymethyl-7-(2-thienylacetamido)-3-cephem-4-carboxylate	Generator
7-(2'-Thienylacetamido)cephalosporanate	Generator
7-(2-Thienylacetamido)cephalosporanate	Generator
Cephalothinum	HMDB
CLS	HMDB
Ceftina	HMDB
Cephalothin monosodium salt	HMDB
Cephalothin, sodium	HMDB
Lilly brand OF cephalothin sodium	HMDB
Sodium cephalothin	HMDB
Spaly brand OF cephalothin sodium	HMDB
Cefalotina normon	HMDB
Cefalotina sodica spaly	HMDB
Keflin	HMDB
Monosodium salt, cephalothin	HMDB
Galen brand OF cephalothin sodium	HMDB
Normon brand OF cephalothin sodium	HMDB
Salt, cephalothin monosodium	HMDB
Seffin	HMDB

Chemical Formula

C₁₆H₁₆N₂O₆S₂

Average Molecular Weight

396.438

Monoisotopic Molecular Weight

396.044977634

IUPAC Name

(6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[2-(thiophen-2-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Traditional Name

cephalothin

CAS Registry Number

153-61-7

SMILES

[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)CC1=CC=CS1)C(O)=O

InChI Identifier

InChI=1S/C16H16N2O6S2/c1-8(19)24-6-9-7-26-15-12(14(21)18(15)13(9)16(22)23)17-11(20)5-10-3-2-4-25-10/h2-4,12,15H,5-7H2,1H3,(H,17,20)(H,22,23)/t12-,15-/m1/s1

InChI Key

XIURVHNZVLADCM-IUODEOHRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cephalosporin 3'-esters. These are cephalosporins that are esterified at the 3'-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactams

Sub Class

Beta lactams

Direct Parent

Cephalosporin 3'-esters

Alternative Parents

Substituents

Cephalosporin 3'-ester
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Meta-thiazine
Dicarboxylic acid or derivatives
Heteroaromatic compound
Thiophene
Tertiary carboxylic acid amide
Azetidine
Carboxamide group
Carboxylic acid ester
Secondary carboxylic acid amide
Carboxylic acid derivative
Carboxylic acid
Azacycle
Dialkylthioether
Hemithioaminal
Thioether
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

cephalosporin (CHEBI:124991 )
thiophenes (CHEBI:124991 )
carboxylic acid (CHEBI:124991 )
azabicycloalkene (CHEBI:124991 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0014599)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	160 - 160.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.052 g/L	Not Available
LogP	-0.2	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.052 g/L	ALOGPS
logP	0.63	ALOGPS
logP	0.016	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	3.63	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	113.01 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	93.79 m³·mol⁻¹	ChemAxon
Polarizability	37.22 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	189.166	31661259
DarkChem	[M-H]-	186.002	31661259
DeepCCS	[M-2H]-	221.085	30932474
DeepCCS	[M+Na]+	196.314	30932474
AllCCS	[M+H]+	184.6	32859911
AllCCS	[M+H-H2O]+	182.2	32859911
AllCCS	[M+NH4]+	186.8	32859911
AllCCS	[M+Na]+	187.5	32859911
AllCCS	[M-H]-	183.3	32859911
AllCCS	[M+Na-2H]-	183.3	32859911
AllCCS	[M+HCOO]-	183.5	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.	4.77 minutes	32390414
Predicted by Siyang on May 30, 2022	11.9366 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.32 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2035.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	242.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	126.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	162.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	90.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	349.9 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	518.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	138.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	933.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	424.0 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	1462.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	301.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	308.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	373.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	151.4 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	137.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cefalotin	[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)CC1=CC=CS1)C(O)=O	4929.0	Standard polar	33892256
Cefalotin	[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)CC1=CC=CS1)C(O)=O	2715.3	Standard non polar	33892256
Cefalotin	[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)CC1=CC=CS1)C(O)=O	3267.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cefalotin,1TMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)CC3=CC=CS3)[C@H]2SC1	3151.8	Semi standard non polar	33892256
Cefalotin,1TMS,isomer #2	CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)CC3=CC=CS3)[Si](C)(C)C)[C@H]2SC1	3052.2	Semi standard non polar	33892256
Cefalotin,2TMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)CC3=CC=CS3)[Si](C)(C)C)[C@H]2SC1	2987.5	Semi standard non polar	33892256
Cefalotin,2TMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)CC3=CC=CS3)[Si](C)(C)C)[C@H]2SC1	2913.6	Standard non polar	33892256
Cefalotin,2TMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)CC3=CC=CS3)[Si](C)(C)C)[C@H]2SC1	4459.2	Standard polar	33892256
Cefalotin,1TBDMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](NC(=O)CC3=CC=CS3)[C@H]2SC1	3324.4	Semi standard non polar	33892256
Cefalotin,1TBDMS,isomer #2	CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)CC3=CC=CS3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	3246.1	Semi standard non polar	33892256
Cefalotin,2TBDMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)CC3=CC=CS3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	3400.5	Semi standard non polar	33892256
Cefalotin,2TBDMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)CC3=CC=CS3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	3322.4	Standard non polar	33892256
Cefalotin,2TBDMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)CC3=CC=CS3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	4415.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cefalotin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0005-9233000000-c08aaf4337c171abf2da	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefalotin GC-MS (1 TMS) - 70eV, Positive	splash10-0005-9112200000-c01dd68b0d32151deaf5	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefalotin 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 - Cefalotin 10V, Positive-QTOF	splash10-0159-3497000000-39a3be7aed177d83e29c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefalotin 20V, Positive-QTOF	splash10-06di-3592000000-2698fe462f117a84d906	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefalotin 40V, Positive-QTOF	splash10-0a4l-9450000000-e6bd7e836bf0464a7e99	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefalotin 10V, Negative-QTOF	splash10-001i-2924000000-f38cb8a2317e06bae695	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefalotin 20V, Negative-QTOF	splash10-05is-6972000000-229017165a4e6bbe3d04	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefalotin 40V, Negative-QTOF	splash10-052f-9320000000-99d96c92501fa08d35a3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefalotin 10V, Positive-QTOF	splash10-000b-0009000000-18bd1b9850bf3f0bc0de	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefalotin 20V, Positive-QTOF	splash10-002b-2966000000-8c53c8dfe4afef2539cc	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefalotin 40V, Positive-QTOF	splash10-052b-8983000000-bb2bc75f48bda3159248	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefalotin 10V, Negative-QTOF	splash10-0002-0019000000-2e169e448b42641dbb9d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefalotin 20V, Negative-QTOF	splash10-06r2-5659000000-26ef58de43fbebf7d124	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefalotin 40V, Negative-QTOF	splash10-0537-9110000000-871abeea509049c819ed	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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 DB00456	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00456	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00456

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5802

KEGG Compound ID

C07761

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cephalothin

METLIN ID

Not Available

PubChem Compound

6024

PDB ID

CLS

ChEBI ID

124991

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

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

Ohashi R, Tamai I, Yabuuchi H, Nezu JI, Oku A, Sai Y, Shimane M, Tsuji A: Na(+)-dependent carnitine transport by organic cation transporter (OCTN2): its pharmacological and toxicological relevance. J Pharmacol Exp Ther. 1999 Nov;291(2):778-84. [PubMed:10525100 ]

Enzyme Details

2. Solute carrier family 22 member 11

General function:: Involved in transporter activity
Specific function:: Mediates saturable uptake of estrone sulfate, dehydroepiandrosterone sulfate and related compounds
Gene Name:: SLC22A11
Uniprot ID:: Q9NSA0
Molecular weight:: 59970.9

References

Takeda M, Babu E, Narikawa S, Endou H: Interaction of human organic anion transporters with various cephalosporin antibiotics. Eur J Pharmacol. 2002 Mar 8;438(3):137-42. [PubMed:11909604 ]

Enzyme Details

3. 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

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 ]

Enzyme Details

4. 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

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 ]

Enzyme Details

5. 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

Takeda M, Babu E, Narikawa S, Endou H: Interaction of human organic anion transporters with various cephalosporin antibiotics. Eur J Pharmacol. 2002 Mar 8;438(3):137-42. [PubMed:11909604 ]
Jung KY, Takeda M, Shimoda M, Narikawa S, Tojo A, Kim DK, Chairoungdua A, Choi BK, Kusuhara H, Sugiyama Y, Sekine T, Endou H: Involvement of rat organic anion transporter 3 (rOAT3) in cephaloridine-induced nephrotoxicity: in comparison with rOAT1. Life Sci. 2002 Mar 8;70(16):1861-74. [PubMed:12005172 ]
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 ]

Enzyme Details

6. Solute carrier family 22 member 7

General function:: Involved in transmembrane transport
Specific function:: Mediates sodium-independent multispecific organic anion transport. Transport of prostaglandin E2, prostaglandin F2, tetracycline, bumetanide, estrone sulfate, glutarate, dehydroepiandrosterone sulfate, allopurinol, 5-fluorouracil, paclitaxel, L-ascorbic acid, salicylate, ethotrexate, and alpha- ketoglutarate
Gene Name:: SLC22A7
Uniprot ID:: Q9Y694
Molecular weight:: 60025.0

References

Khamdang S, Takeda M, Babu E, Noshiro R, Onozato ML, Tojo A, Enomoto A, Huang XL, Narikawa S, Anzai N, Piyachaturawat P, Endou H: Interaction of human and rat organic anion transporter 2 with various cephalosporin antibiotics. Eur J Pharmacol. 2003 Mar 28;465(1-2):1-7. [PubMed:12650826 ]

Showing metabocard for Cefalotin (HMDB0014599)

MOL for HMDB0014599 (Cefalotin)

3D MOL for HMDB0014599 (Cefalotin)

3D SDF for HMDB0014599 (Cefalotin)

3D-SDF for HMDB0014599 (Cefalotin)

PDB for HMDB0014599 (Cefalotin)

3D PDB for HMDB0014599 (Cefalotin)

SMILES for HMDB0014599 (Cefalotin)

INCHI for HMDB0014599 (Cefalotin)

Structure for HMDB0014599 (Cefalotin)

3D Structure for HMDB0014599 (Cefalotin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Transporters

References

References

References

References

References

References