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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

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:45 UTC

HMDB ID

HMDB0014809

Secondary Accession Numbers

HMDB14809

Metabolite Identification

Common Name

Cefixime

Description

Cefixime, also known as cefiximum or CFIX, belongs to the class of organic compounds known as cephalosporins. Cephalosporins are compounds containing a 1,2-thiazine fused to a 2-azetidinone to for a oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid moiety or a derivative thereof. Cefixime is a drug which is used for use in the treatment of the following infections when caused by susceptible strains of the designated microorganisms: (1) uncomplicated urinary tract infections caused by escherichia coli and proteus mirabilis, (2) otitis media caused by haemophilus influenzae (beta-lactamase positive and negative strains), moraxella catarrhalis (most of which are beta-lactamase positive), and s. pyogenes, (3) pharyngitis and tonsillitis caused by s. pyogenes, (4) acute bronchitis and acute exacerbations of chronic bronchitis caused by streptococcus pneumoniae and haemophilus influenzae (beta-lactamase positive and negative strains), and (5) uncomplicated gonorrhea (cervical/urethral) caused by neisseria gonorrhoeae (penicillinase- and non-penicillinase-producing strains). Cefixime is a moderately basic compound (based on its pKa).

Structure

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


  Mrv0541 04191212142D          

 31 33  0  0  1  0            999 V2000
   12.2406   -9.9059    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.9551  -10.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9551  -11.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2406  -11.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5262  -10.3184    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.5262  -11.1434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7012  -11.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7012  -10.3184    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.9867  -11.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2406  -12.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9551  -12.7934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5262  -12.7934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6696  -11.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3841  -11.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9867   -9.9059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2722  -10.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5577   -9.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2722  -11.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8432  -10.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5577   -9.0809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2722   -8.6684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2722   -7.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9867   -7.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7012   -7.8434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9867   -6.6059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7570  -11.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9501  -11.3104    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.5376  -10.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0896   -9.9828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7170  -10.5097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5202   -9.6217    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  2  0  0  0  0
  6  7  1  0  0  0  0
  8 15  1  1  0  0  0
  7  8  1  0  0  0  0
 15 16  1  0  0  0  0
  8  5  1  0  0  0  0
 16 17  1  0  0  0  0
  2  3  1  0  0  0  0
 16 18  2  0  0  0  0
  7  9  2  0  0  0  0
 17 19  1  0  0  0  0
  3  4  2  0  0  0  0
 17 20  2  0  0  0  0
  5  6  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 10 11  1  0  0  0  0
 22 23  1  0  0  0  0
 10 12  2  0  0  0  0
 23 24  1  0  0  0  0
  4 10  1  0  0  0  0
 23 25  2  0  0  0  0
 19 26  2  0  0  0  0
  6  4  1  0  0  0  0
  5  1  1  0  0  0  0
  3 13  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 19  1  0  0  0  0
  1  2  1  0  0  0  0
 28 30  1  0  0  0  0
  5 31  1  6  0  0  0
M  END

HMDB0014809
     RDKit          3D
Cefixime
 45 47  0  0  0  0  0  0  0  0999 V2000
    5.7693    1.3610   -1.4119 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4255    0.4771   -0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0601   -0.0125   -0.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6945   -0.8817    0.4662 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5963   -1.4057    1.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1309   -2.2557    2.3374 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9167   -1.1084    1.6509 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3426   -1.3842    0.5214 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2519   -1.7747    1.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0365   -1.9175    2.5263 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3542   -1.9851    0.1177 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7202   -0.9966    0.0182 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0608   -1.3619   -0.1598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2585   -2.6340   -0.2269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2055   -0.5296   -0.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0755    0.7527   -0.2146 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9401    1.4651   -0.0507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8111    2.4214    0.9845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4821    3.0712    0.9622 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3381    2.7223    0.0774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1354    4.0389    1.8835 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5878   -1.1027   -0.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8445   -2.4393   -0.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5675   -2.4478   -0.7530 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8247   -0.7642   -0.7300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0657   -0.0283   -0.8600 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6147   -0.2986   -0.5646 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5717   -1.6951   -0.6883 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5201   -0.1089   -1.5940 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1639    0.5675   -1.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0731    1.7183   -2.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7821    1.7651   -1.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1714    0.1768    0.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6291   -1.8211    1.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0721   -2.9964    0.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4305   -0.0133    0.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9110    1.9329    1.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6360    3.1743    0.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2384    3.8790    2.8700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1968   -3.3257   -0.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2250    0.5923   -1.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7626   -0.1698   -0.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9622   -2.5450   -1.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7077    0.3076   -2.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1687    1.6873   -1.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  4  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 15 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 11 28  1  0
 28 29  1  0
 29 30  1  0
 30  3  1  0
 28  8  1  0
 27 22  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  7 34  1  0
 11 35  1  6
 12 36  1  0
 18 37  1  0
 18 38  1  0
 21 39  1  0
 23 40  1  0
 26 41  1  0
 26 42  1  0
 28 43  1  6
 30 44  1  0
 30 45  1  0
M  END


  Mrv0541 04191212142D          

 31 33  0  0  1  0            999 V2000
   12.2406   -9.9059    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.9551  -10.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9551  -11.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2406  -11.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5262  -10.3184    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.5262  -11.1434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7012  -11.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7012  -10.3184    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.9867  -11.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2406  -12.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9551  -12.7934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5262  -12.7934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6696  -11.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3841  -11.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9867   -9.9059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2722  -10.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5577   -9.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2722  -11.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8432  -10.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5577   -9.0809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2722   -8.6684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2722   -7.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9867   -7.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7012   -7.8434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9867   -6.6059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7570  -11.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9501  -11.3104    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.5376  -10.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0896   -9.9828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7170  -10.5097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5202   -9.6217    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  2  0  0  0  0
  6  7  1  0  0  0  0
  8 15  1  1  0  0  0
  7  8  1  0  0  0  0
 15 16  1  0  0  0  0
  8  5  1  0  0  0  0
 16 17  1  0  0  0  0
  2  3  1  0  0  0  0
 16 18  2  0  0  0  0
  7  9  2  0  0  0  0
 17 19  1  0  0  0  0
  3  4  2  0  0  0  0
 17 20  2  0  0  0  0
  5  6  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 10 11  1  0  0  0  0
 22 23  1  0  0  0  0
 10 12  2  0  0  0  0
 23 24  1  0  0  0  0
  4 10  1  0  0  0  0
 23 25  2  0  0  0  0
 19 26  2  0  0  0  0
  6  4  1  0  0  0  0
  5  1  1  0  0  0  0
  3 13  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 19  1  0  0  0  0
  1  2  1  0  0  0  0
 28 30  1  0  0  0  0
  5 31  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0014809

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12SCC(C=C)=C(N1C(=O)[C@H]2NC(=O)C(=N/OCC(O)=O)\C1=CSC(N)=N1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H15N5O7S2/c1-2-6-4-29-14-10(13(25)21(14)11(6)15(26)27)19-12(24)9(20-28-3-8(22)23)7-5-30-16(17)18-7/h2,5,10,14H,1,3-4H2,(H2,17,18)(H,19,24)(H,22,23)(H,26,27)/b20-9-/t10-,14-/m1/s1

> <INCHI_KEY>
OKBVVJOGVLARMR-QSWIMTSFSA-N

> <FORMULA>
C16H15N5O7S2

> <MOLECULAR_WEIGHT>
453.45

> <EXACT_MASS>
453.041289239

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
41.62301400084244

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(carboxymethoxy)imino]acetamido]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

> <ALOGPS_LOGP>
0.25

> <JCHEM_LOGP>
-1.1755333078281587

> <ALOGPS_LOGS>
-3.64

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.263725461672312

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4486887452362733

> <JCHEM_PKA_STRONGEST_BASIC>
2.924703897995272

> <JCHEM_POLAR_SURFACE_AREA>
184.51000000000002

> <JCHEM_REFRACTIVITY>
104.91179999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cefixime

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014809
     RDKit          3D
Cefixime
 45 47  0  0  0  0  0  0  0  0999 V2000
    5.7693    1.3610   -1.4119 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4255    0.4771   -0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0601   -0.0125   -0.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6945   -0.8817    0.4662 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5963   -1.4057    1.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1309   -2.2557    2.3374 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9167   -1.1084    1.6509 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3426   -1.3842    0.5214 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2519   -1.7747    1.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0365   -1.9175    2.5263 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3542   -1.9851    0.1177 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7202   -0.9966    0.0182 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0608   -1.3619   -0.1598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2585   -2.6340   -0.2269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2055   -0.5296   -0.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0755    0.7527   -0.2146 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9401    1.4651   -0.0507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8111    2.4214    0.9845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4821    3.0712    0.9622 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3381    2.7223    0.0774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1354    4.0389    1.8835 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5878   -1.1027   -0.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8445   -2.4393   -0.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5675   -2.4478   -0.7530 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8247   -0.7642   -0.7300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0657   -0.0283   -0.8600 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6147   -0.2986   -0.5646 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5717   -1.6951   -0.6883 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5201   -0.1089   -1.5940 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1639    0.5675   -1.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0731    1.7183   -2.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7821    1.7651   -1.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1714    0.1768    0.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6291   -1.8211    1.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0721   -2.9964    0.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4305   -0.0133    0.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9110    1.9329    1.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6360    3.1743    0.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2384    3.8790    2.8700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1968   -3.3257   -0.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2250    0.5923   -1.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7626   -0.1698   -0.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9622   -2.5450   -1.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7077    0.3076   -2.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1687    1.6873   -1.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  4  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 15 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 11 28  1  0
 28 29  1  0
 29 30  1  0
 30  3  1  0
 28  8  1  0
 27 22  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  7 34  1  0
 11 35  1  6
 12 36  1  0
 18 37  1  0
 18 38  1  0
 21 39  1  0
 23 40  1  0
 26 41  1  0
 26 42  1  0
 28 43  1  6
 30 44  1  0
 30 45  1  0
M  END

HEADER    PROTEIN                                 19-APR-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-12         0                                  
HETATM    1  S   UNK     0      22.849 -18.491   0.000  0.00  0.00           S+0
HETATM    2  C   UNK     0      24.183 -19.261   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      24.183 -20.801   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      22.849 -21.571   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      21.516 -19.261   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      21.516 -20.801   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      19.976 -20.801   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      19.976 -19.261   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      18.642 -21.571   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      22.849 -23.111   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      24.183 -23.881   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      21.516 -23.881   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      25.517 -21.571   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      26.850 -20.801   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      18.642 -18.491   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      17.308 -19.261   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.974 -18.491   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      17.308 -20.801   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      14.641 -19.261   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      15.974 -16.951   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0      17.308 -16.181   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      17.308 -14.641   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      18.642 -13.871   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      19.976 -14.641   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      18.642 -12.331   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      14.480 -20.793   0.000  0.00  0.00           C+0
HETATM   27  S   UNK     0      12.973 -21.113   0.000  0.00  0.00           S+0
HETATM   28  C   UNK     0      12.203 -19.779   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0      13.234 -18.635   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0      10.672 -19.618   0.000  0.00  0.00           N+0
HETATM   31  H   UNK     0      21.504 -17.961   0.000  0.00  0.00           H+0
CONECT    1    5    2                                                       
CONECT    2    3    1                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3   10    6                                                  
CONECT    5    8    6    1   31                                             
CONECT    6    7    5    4                                                  
CONECT    7    6    8    9                                                  
CONECT    8   15    7    5                                                  
CONECT    9    7                                                            
CONECT   10   11   12    4                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   14    3                                                       
CONECT   14   13                                                            
CONECT   15    8   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16   19   20                                                  
CONECT   18   16                                                            
CONECT   19   17   26   29                                                  
CONECT   20   17   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   19   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28   19                                                       
CONECT   30   28                                                            
CONECT   31    5                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0014809
HETATM    1  C1  UNL     1       5.769   1.361  -1.412  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.426   0.477  -0.482  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.060  -0.013  -0.445  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.695  -0.882   0.466  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.596  -1.406   1.480  1.00  0.00           C  
HETATM    6  O1  UNL     1       4.131  -2.256   2.337  1.00  0.00           O  
HETATM    7  O2  UNL     1       5.917  -1.108   1.651  1.00  0.00           O  
HETATM    8  N1  UNL     1       2.343  -1.384   0.521  1.00  0.00           N  
HETATM    9  C6  UNL     1       1.252  -1.775   1.297  1.00  0.00           C  
HETATM   10  O3  UNL     1       1.037  -1.918   2.526  1.00  0.00           O  
HETATM   11  C7  UNL     1       0.354  -1.985   0.118  1.00  0.00           C  
HETATM   12  N2  UNL     1      -0.720  -0.997   0.018  1.00  0.00           N  
HETATM   13  C8  UNL     1      -2.061  -1.362  -0.160  1.00  0.00           C  
HETATM   14  O4  UNL     1      -2.259  -2.634  -0.227  1.00  0.00           O  
HETATM   15  C9  UNL     1      -3.206  -0.530  -0.273  1.00  0.00           C  
HETATM   16  N3  UNL     1      -3.076   0.753  -0.215  1.00  0.00           N  
HETATM   17  O5  UNL     1      -1.940   1.465  -0.051  1.00  0.00           O  
HETATM   18  C10 UNL     1      -1.811   2.421   0.985  1.00  0.00           C  
HETATM   19  C11 UNL     1      -0.482   3.071   0.962  1.00  0.00           C  
HETATM   20  O6  UNL     1       0.338   2.722   0.077  1.00  0.00           O  
HETATM   21  O7  UNL     1      -0.135   4.039   1.883  1.00  0.00           O  
HETATM   22  C12 UNL     1      -4.588  -1.103  -0.463  1.00  0.00           C  
HETATM   23  C13 UNL     1      -4.844  -2.439  -0.539  1.00  0.00           C  
HETATM   24  S1  UNL     1      -6.568  -2.448  -0.753  1.00  0.00           S  
HETATM   25  C14 UNL     1      -6.825  -0.764  -0.730  1.00  0.00           C  
HETATM   26  N4  UNL     1      -8.066  -0.028  -0.860  1.00  0.00           N  
HETATM   27  N5  UNL     1      -5.615  -0.299  -0.565  1.00  0.00           N  
HETATM   28  C15 UNL     1       1.572  -1.695  -0.688  1.00  0.00           C  
HETATM   29  S2  UNL     1       1.520  -0.109  -1.594  1.00  0.00           S  
HETATM   30  C16 UNL     1       3.164   0.568  -1.511  1.00  0.00           C  
HETATM   31  H1  UNL     1       5.073   1.718  -2.127  1.00  0.00           H  
HETATM   32  H2  UNL     1       6.782   1.765  -1.489  1.00  0.00           H  
HETATM   33  H3  UNL     1       6.171   0.177   0.185  1.00  0.00           H  
HETATM   34  H4  UNL     1       6.629  -1.821   1.520  1.00  0.00           H  
HETATM   35  H5  UNL     1      -0.072  -2.996   0.029  1.00  0.00           H  
HETATM   36  H6  UNL     1      -0.431  -0.013   0.087  1.00  0.00           H  
HETATM   37  H7  UNL     1      -1.911   1.933   1.995  1.00  0.00           H  
HETATM   38  H8  UNL     1      -2.636   3.174   0.950  1.00  0.00           H  
HETATM   39  H9  UNL     1      -0.238   3.879   2.870  1.00  0.00           H  
HETATM   40  H10 UNL     1      -4.197  -3.326  -0.487  1.00  0.00           H  
HETATM   41  H11 UNL     1      -8.225   0.592  -1.650  1.00  0.00           H  
HETATM   42  H12 UNL     1      -8.763  -0.170  -0.118  1.00  0.00           H  
HETATM   43  H13 UNL     1       1.962  -2.545  -1.249  1.00  0.00           H  
HETATM   44  H14 UNL     1       3.708   0.308  -2.469  1.00  0.00           H  
HETATM   45  H15 UNL     1       3.169   1.687  -1.402  1.00  0.00           H  
CONECT    1    2    2   31   32
CONECT    2    3   33
CONECT    3    4    4   30
CONECT    4    5    8
CONECT    5    6    6    7
CONECT    7   34
CONECT    8    9   28
CONECT    9   10   10   11
CONECT   11   12   28   35
CONECT   12   13   36
CONECT   13   14   14   15
CONECT   15   16   16   22
CONECT   16   17
CONECT   17   18
CONECT   18   19   37   38
CONECT   19   20   20   21
CONECT   21   39
CONECT   22   23   23   27
CONECT   23   24   40
CONECT   24   25
CONECT   25   26   27   27
CONECT   26   41   42
CONECT   28   29   43
CONECT   29   30
CONECT   30   44   45
END

HMDB0014809
     RDKit          3D
Cefixime
 45 47  0  0  0  0  0  0  0  0999 V2000
    5.7693    1.3610   -1.4119 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4255    0.4771   -0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0601   -0.0125   -0.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6945   -0.8817    0.4662 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5963   -1.4057    1.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1309   -2.2557    2.3374 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9167   -1.1084    1.6509 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3426   -1.3842    0.5214 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2519   -1.7747    1.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0365   -1.9175    2.5263 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3542   -1.9851    0.1177 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7202   -0.9966    0.0182 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0608   -1.3619   -0.1598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2585   -2.6340   -0.2269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2055   -0.5296   -0.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0755    0.7527   -0.2146 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9401    1.4651   -0.0507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8111    2.4214    0.9845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4821    3.0712    0.9622 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3381    2.7223    0.0774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1354    4.0389    1.8835 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5878   -1.1027   -0.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8445   -2.4393   -0.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5675   -2.4478   -0.7530 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8247   -0.7642   -0.7300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0657   -0.0283   -0.8600 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6147   -0.2986   -0.5646 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5717   -1.6951   -0.6883 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5201   -0.1089   -1.5940 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1639    0.5675   -1.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0731    1.7183   -2.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7821    1.7651   -1.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1714    0.1768    0.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6291   -1.8211    1.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0721   -2.9964    0.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4305   -0.0133    0.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9110    1.9329    1.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6360    3.1743    0.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2384    3.8790    2.8700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1968   -3.3257   -0.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2250    0.5923   -1.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7626   -0.1698   -0.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9622   -2.5450   -1.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7077    0.3076   -2.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1687    1.6873   -1.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  4  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 15 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 11 28  1  0
 28 29  1  0
 29 30  1  0
 30  3  1  0
 28  8  1  0
 27 22  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  7 34  1  0
 11 35  1  6
 12 36  1  0
 18 37  1  0
 18 38  1  0
 21 39  1  0
 23 40  1  0
 26 41  1  0
 26 42  1  0
 28 43  1  6
 30 44  1  0
 30 45  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(-)-Cefixim	ChEBI
(6R,7R)-7-({(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(carboxymethoxy)imino]acetyl}amino)-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid	ChEBI
Cefixima	ChEBI
Cefiximum	ChEBI
CFIX	Kegg
(6R,7R)-7-({(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(carboxymethoxy)imino]acetyl}amino)-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	Generator
Cefixim	HMDB
Cefixime anhydrous	HMDB
Cefixime trihydrate	HMDB
Suprax	HMDB
Anhydrous, cefixime	HMDB
027, FK	HMDB
Trihydrate, cefixime	HMDB

Chemical Formula

C₁₆H₁₅N₅O₇S₂

Average Molecular Weight

453.45

Monoisotopic Molecular Weight

453.041289239

IUPAC Name

(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(carboxymethoxy)imino]acetamido]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Traditional Name

cefixime

CAS Registry Number

79350-37-1

SMILES

[H][C@]12SCC(C=C)=C(N1C(=O)[C@H]2NC(=O)C(=N/OCC(O)=O)\C1=CSC(N)=N1)C(O)=O

InChI Identifier

InChI=1S/C16H15N5O7S2/c1-2-6-4-29-14-10(13(25)21(14)11(6)15(26)27)19-12(24)9(20-28-3-8(22)23)7-5-30-16(17)18-7/h2,5,10,14H,1,3-4H2,(H2,17,18)(H,19,24)(H,22,23)(H,26,27)/b20-9-/t10-,14-/m1/s1

InChI Key

OKBVVJOGVLARMR-QSWIMTSFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cephalosporins. Cephalosporins are compounds containing a 1,2-thiazine fused to a 2-azetidinone to for a oxo-5-thia-1-azabicyclo[4.2.0]Oct-2-ene-2-carboxylic acid moiety or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactams

Sub Class

Beta lactams

Direct Parent

Cephalosporins

Alternative Parents

Substituents

Cephalosporin
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
2,4-disubstituted 1,3-thiazole
Meta-thiazine
Dicarboxylic acid or derivatives
1,3-thiazol-2-amine
Heteroaromatic compound
Azole
Tertiary carboxylic acid amide
Thiazole
Amino acid or derivatives
Amino acid
Azetidine
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Azacycle
Carboxylic acid derivative
Dialkylthioether
Hemithioaminal
Thioether
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Primary amine
Hydrocarbon derivative
Organic oxide
Amine
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

cephalosporin (CHEBI:472657 )

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

Extracellular (HMDB: HMDB0014809)
Membrane (HMDB: HMDB0014809)

Source

Exogenous

Exogenous (HMDB: HMDB0014809)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	218 - 225 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.1 g/L	Not Available
LogP	-0.4	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.1 g/L	ALOGPS
logP	0.25	ALOGPS
logP	-1.2	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	3.45	ChemAxon
pKa (Strongest Basic)	2.92	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	184.51 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	104.91 m³·mol⁻¹	ChemAxon
Polarizability	41.62 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	200.133	31661259
DarkChem	[M-H]-	191.002	31661259
DeepCCS	[M-2H]-	221.827	30932474
DeepCCS	[M+Na]+	197.253	30932474
AllCCS	[M+H]+	195.3	32859911
AllCCS	[M+H-H2O]+	193.3	32859911
AllCCS	[M+NH4]+	197.2	32859911
AllCCS	[M+Na]+	197.7	32859911
AllCCS	[M-H]-	188.9	32859911
AllCCS	[M+Na-2H]-	189.0	32859911
AllCCS	[M+HCOO]-	189.3	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.	3.16 minutes	32390414
Predicted by Siyang on May 30, 2022	12.2183 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.54 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	57.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1827.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	234.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	107.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	171.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	71.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	316.2 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	581.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	182.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	862.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	342.7 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	1371.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	296.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	331.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	443.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	256.9 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	148.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cefixime	[H][C@]12SCC(C=C)=C(N1C(=O)[C@H]2NC(=O)C(=N/OCC(O)=O)\C1=CSC(N)=N1)C(O)=O	5202.8	Standard polar	33892256
Cefixime	[H][C@]12SCC(C=C)=C(N1C(=O)[C@H]2NC(=O)C(=N/OCC(O)=O)\C1=CSC(N)=N1)C(O)=O	3342.3	Standard non polar	33892256
Cefixime	[H][C@]12SCC(C=C)=C(N1C(=O)[C@H]2NC(=O)C(=N/OCC(O)=O)\C1=CSC(N)=N1)C(O)=O	4164.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cefixime,1TMS,isomer #1	C=CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N)=N3)[C@H]2SC1	3892.2	Semi standard non polar	33892256
Cefixime,1TMS,isomer #2	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O)C3=CSC(N)=N3)[C@H]2SC1	3857.3	Semi standard non polar	33892256
Cefixime,1TMS,isomer #3	C=CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O)C3=CSC(N[Si](C)(C)C)=N3)[C@H]2SC1	4004.7	Semi standard non polar	33892256
Cefixime,1TMS,isomer #4	C=CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O)C3=CSC(N)=N3)[Si](C)(C)C)[C@H]2SC1	3794.6	Semi standard non polar	33892256
Cefixime,2TMS,isomer #1	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N)=N3)[C@H]2SC1	3777.4	Semi standard non polar	33892256
Cefixime,2TMS,isomer #2	C=CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N[Si](C)(C)C)=N3)[C@H]2SC1	3895.6	Semi standard non polar	33892256
Cefixime,2TMS,isomer #3	C=CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N)=N3)[Si](C)(C)C)[C@H]2SC1	3690.6	Semi standard non polar	33892256
Cefixime,2TMS,isomer #4	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O)C3=CSC(N[Si](C)(C)C)=N3)[C@H]2SC1	3863.1	Semi standard non polar	33892256
Cefixime,2TMS,isomer #5	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O)C3=CSC(N)=N3)[Si](C)(C)C)[C@H]2SC1	3662.9	Semi standard non polar	33892256
Cefixime,2TMS,isomer #6	C=CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O)C3=CSC(N[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	3770.2	Semi standard non polar	33892256
Cefixime,2TMS,isomer #7	C=CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[C@H]2SC1	3846.2	Semi standard non polar	33892256
Cefixime,3TMS,isomer #1	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N[Si](C)(C)C)=N3)[C@H]2SC1	3808.5	Semi standard non polar	33892256
Cefixime,3TMS,isomer #1	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N[Si](C)(C)C)=N3)[C@H]2SC1	3307.2	Standard non polar	33892256
Cefixime,3TMS,isomer #1	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N[Si](C)(C)C)=N3)[C@H]2SC1	6668.8	Standard polar	33892256
Cefixime,3TMS,isomer #2	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N)=N3)[Si](C)(C)C)[C@H]2SC1	3600.7	Semi standard non polar	33892256
Cefixime,3TMS,isomer #2	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N)=N3)[Si](C)(C)C)[C@H]2SC1	3322.2	Standard non polar	33892256
Cefixime,3TMS,isomer #2	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N)=N3)[Si](C)(C)C)[C@H]2SC1	6358.2	Standard polar	33892256
Cefixime,3TMS,isomer #3	C=CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	3698.9	Semi standard non polar	33892256
Cefixime,3TMS,isomer #3	C=CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	3355.5	Standard non polar	33892256
Cefixime,3TMS,isomer #3	C=CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	6198.5	Standard polar	33892256
Cefixime,3TMS,isomer #4	C=CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[C@H]2SC1	3778.4	Semi standard non polar	33892256
Cefixime,3TMS,isomer #4	C=CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[C@H]2SC1	3421.6	Standard non polar	33892256
Cefixime,3TMS,isomer #4	C=CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[C@H]2SC1	6426.6	Standard polar	33892256
Cefixime,3TMS,isomer #5	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O)C3=CSC(N[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	3691.1	Semi standard non polar	33892256
Cefixime,3TMS,isomer #5	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O)C3=CSC(N[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	3286.5	Standard non polar	33892256
Cefixime,3TMS,isomer #5	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O)C3=CSC(N[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	6260.8	Standard polar	33892256
Cefixime,3TMS,isomer #6	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[C@H]2SC1	3763.8	Semi standard non polar	33892256
Cefixime,3TMS,isomer #6	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[C@H]2SC1	3352.7	Standard non polar	33892256
Cefixime,3TMS,isomer #6	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[C@H]2SC1	6535.7	Standard polar	33892256
Cefixime,3TMS,isomer #7	C=CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	3671.0	Semi standard non polar	33892256
Cefixime,3TMS,isomer #7	C=CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	3408.7	Standard non polar	33892256
Cefixime,3TMS,isomer #7	C=CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	6064.3	Standard polar	33892256
Cefixime,4TMS,isomer #1	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	3658.4	Semi standard non polar	33892256
Cefixime,4TMS,isomer #1	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	3354.1	Standard non polar	33892256
Cefixime,4TMS,isomer #1	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	5884.4	Standard polar	33892256
Cefixime,4TMS,isomer #2	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[C@H]2SC1	3741.8	Semi standard non polar	33892256
Cefixime,4TMS,isomer #2	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[C@H]2SC1	3400.1	Standard non polar	33892256
Cefixime,4TMS,isomer #2	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[C@H]2SC1	6185.5	Standard polar	33892256
Cefixime,4TMS,isomer #3	C=CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	3638.6	Semi standard non polar	33892256
Cefixime,4TMS,isomer #3	C=CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	3455.8	Standard non polar	33892256
Cefixime,4TMS,isomer #3	C=CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	5636.0	Standard polar	33892256
Cefixime,4TMS,isomer #4	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	3637.5	Semi standard non polar	33892256
Cefixime,4TMS,isomer #4	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	3398.0	Standard non polar	33892256
Cefixime,4TMS,isomer #4	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	5747.5	Standard polar	33892256
Cefixime,5TMS,isomer #1	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	3639.6	Semi standard non polar	33892256
Cefixime,5TMS,isomer #1	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	3440.9	Standard non polar	33892256
Cefixime,5TMS,isomer #1	C=CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O[Si](C)(C)C)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	5402.5	Standard polar	33892256
Cefixime,1TBDMS,isomer #1	C=CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O[Si](C)(C)C(C)(C)C)C3=CSC(N)=N3)[C@H]2SC1	4064.4	Semi standard non polar	33892256
Cefixime,1TBDMS,isomer #2	C=CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O)C3=CSC(N)=N3)[C@H]2SC1	4034.0	Semi standard non polar	33892256
Cefixime,1TBDMS,isomer #3	C=CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O)C3=CSC(N[Si](C)(C)C(C)(C)C)=N3)[C@H]2SC1	4124.2	Semi standard non polar	33892256
Cefixime,1TBDMS,isomer #4	C=CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O)C3=CSC(N)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	3955.5	Semi standard non polar	33892256
Cefixime,2TBDMS,isomer #1	C=CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O[Si](C)(C)C(C)(C)C)C3=CSC(N)=N3)[C@H]2SC1	4118.9	Semi standard non polar	33892256
Cefixime,2TBDMS,isomer #2	C=CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O[Si](C)(C)C(C)(C)C)C3=CSC(N[Si](C)(C)C(C)(C)C)=N3)[C@H]2SC1	4183.8	Semi standard non polar	33892256
Cefixime,2TBDMS,isomer #3	C=CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O[Si](C)(C)C(C)(C)C)C3=CSC(N)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	4017.0	Semi standard non polar	33892256
Cefixime,2TBDMS,isomer #4	C=CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O)C3=CSC(N[Si](C)(C)C(C)(C)C)=N3)[C@H]2SC1	4139.1	Semi standard non polar	33892256
Cefixime,2TBDMS,isomer #5	C=CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O)C3=CSC(N)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	4000.4	Semi standard non polar	33892256
Cefixime,2TBDMS,isomer #6	C=CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O)C3=CSC(N[Si](C)(C)C(C)(C)C)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	4051.4	Semi standard non polar	33892256
Cefixime,2TBDMS,isomer #7	C=CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O)C3=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3)[C@H]2SC1	4143.0	Semi standard non polar	33892256
Cefixime,3TBDMS,isomer #1	C=CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O[Si](C)(C)C(C)(C)C)C3=CSC(N[Si](C)(C)C(C)(C)C)=N3)[C@H]2SC1	4267.6	Semi standard non polar	33892256
Cefixime,3TBDMS,isomer #1	C=CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O[Si](C)(C)C(C)(C)C)C3=CSC(N[Si](C)(C)C(C)(C)C)=N3)[C@H]2SC1	3843.3	Standard non polar	33892256
Cefixime,3TBDMS,isomer #1	C=CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O[Si](C)(C)C(C)(C)C)C3=CSC(N[Si](C)(C)C(C)(C)C)=N3)[C@H]2SC1	6365.4	Standard polar	33892256
Cefixime,3TBDMS,isomer #2	C=CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O[Si](C)(C)C(C)(C)C)C3=CSC(N)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	4097.0	Semi standard non polar	33892256
Cefixime,3TBDMS,isomer #2	C=CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O[Si](C)(C)C(C)(C)C)C3=CSC(N)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	3817.8	Standard non polar	33892256
Cefixime,3TBDMS,isomer #2	C=CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O[Si](C)(C)C(C)(C)C)C3=CSC(N)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	6175.9	Standard polar	33892256
Cefixime,3TBDMS,isomer #3	C=CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O[Si](C)(C)C(C)(C)C)C3=CSC(N[Si](C)(C)C(C)(C)C)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	4156.6	Semi standard non polar	33892256
Cefixime,3TBDMS,isomer #3	C=CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O[Si](C)(C)C(C)(C)C)C3=CSC(N[Si](C)(C)C(C)(C)C)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	3894.3	Standard non polar	33892256
Cefixime,3TBDMS,isomer #3	C=CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O[Si](C)(C)C(C)(C)C)C3=CSC(N[Si](C)(C)C(C)(C)C)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	5887.4	Standard polar	33892256
Cefixime,3TBDMS,isomer #4	C=CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O[Si](C)(C)C(C)(C)C)C3=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3)[C@H]2SC1	4238.5	Semi standard non polar	33892256
Cefixime,3TBDMS,isomer #4	C=CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O[Si](C)(C)C(C)(C)C)C3=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3)[C@H]2SC1	3954.4	Standard non polar	33892256
Cefixime,3TBDMS,isomer #4	C=CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O[Si](C)(C)C(C)(C)C)C3=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3)[C@H]2SC1	6094.3	Standard polar	33892256
Cefixime,3TBDMS,isomer #5	C=CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O)C3=CSC(N[Si](C)(C)C(C)(C)C)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	4142.7	Semi standard non polar	33892256
Cefixime,3TBDMS,isomer #5	C=CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O)C3=CSC(N[Si](C)(C)C(C)(C)C)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	3806.0	Standard non polar	33892256
Cefixime,3TBDMS,isomer #5	C=CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O)C3=CSC(N[Si](C)(C)C(C)(C)C)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	6005.9	Standard polar	33892256
Cefixime,3TBDMS,isomer #6	C=CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O)C3=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3)[C@H]2SC1	4227.9	Semi standard non polar	33892256
Cefixime,3TBDMS,isomer #6	C=CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O)C3=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3)[C@H]2SC1	3870.1	Standard non polar	33892256
Cefixime,3TBDMS,isomer #6	C=CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O)C3=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3)[C@H]2SC1	6259.8	Standard polar	33892256
Cefixime,3TBDMS,isomer #7	C=CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O)C3=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	4157.8	Semi standard non polar	33892256
Cefixime,3TBDMS,isomer #7	C=CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O)C3=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	3930.8	Standard non polar	33892256
Cefixime,3TBDMS,isomer #7	C=CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)/C(=N\OCC(=O)O)C3=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	5779.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cefixime GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pb9-9272800000-e2d11677dac795ff2b58	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefixime GC-MS (2 TMS) - 70eV, Positive	splash10-001l-7131090000-e9048320a9a32dd616eb	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefixime 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 - Cefixime LC-ESI-qTof , Positive-QTOF	splash10-004i-3920000000-3269e737530417831893	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cefixime , positive-QTOF	splash10-004i-3920000000-3269e737530417831893	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cefixime 35V, Positive-QTOF	splash10-01ti-0981000000-1cd7db572b138aa07b79	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cefixime 35V, Negative-QTOF	splash10-05fr-0960000000-5c3dd63a2c9c1578c06f	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefixime 10V, Positive-QTOF	splash10-05g0-3981700000-0c2f301f24b5adba2cbf	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefixime 20V, Positive-QTOF	splash10-05i1-5951100000-9385d5d495e0f367c6b3	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefixime 40V, Positive-QTOF	splash10-0adj-9411000000-0346c1c405e5c5122897	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefixime 10V, Negative-QTOF	splash10-001i-0092300000-f98423cbb9591b30fdf8	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefixime 20V, Negative-QTOF	splash10-0pl0-1594100000-5505dd4b7b7ab3cd90c6	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefixime 40V, Negative-QTOF	splash10-0006-9210000000-b6da4617f0bff5318ac7	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefixime 10V, Positive-QTOF	splash10-0udi-0002900000-52062970d17d5c7c26f1	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefixime 20V, Positive-QTOF	splash10-0nmr-1576900000-8dcb42f20f75898f8ae9	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefixime 40V, Positive-QTOF	splash10-0561-3917000000-78a44e55de02cc8a806c	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefixime 10V, Negative-QTOF	splash10-0uyi-0031900000-3bbc68ef0abae3cdae94	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefixime 20V, Negative-QTOF	splash10-0kur-2924300000-c552b5df872f8a81805a	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefixime 40V, Negative-QTOF	splash10-0adi-6902000000-3f42652ef37a8de7f611	2021-10-11	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 DB00671	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00671	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00671

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4514923

KEGG Compound ID

C06881

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cefixime

METLIN ID

Not Available

PubChem Compound

5362065

PDB ID

C04

ChEBI ID

472657

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

Adam D, Hostalek U, Troster K: 5-day cefixime therapy for bacterial pharyngitis and/or tonsillitis: comparison with 10-day penicillin V therapy. Cefixime Study Group. Infection. 1995;23 Suppl 2:S83-6. [PubMed:8537138 ]
McMillan A, Young H: The treatment of pharyngeal gonorrhoea with a single oral dose of cefixime. Int J STD AIDS. 2007 Apr;18(4):253-4. [PubMed:17509176 ]

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

Wenzel U, Gebert I, Weintraut H, Weber WM, Clauss W, Daniel H: Transport characteristics of differently charged cephalosporin antibiotics in oocytes expressing the cloned intestinal peptide transporter PepT1 and in human intestinal Caco-2 cells. J Pharmacol Exp Ther. 1996 May;277(2):831-9. [PubMed:8627565 ]
Ganapathy ME, Prasad PD, Mackenzie B, Ganapathy V, Leibach FH: Interaction of anionic cephalosporins with the intestinal and renal peptide transporters PEPT 1 and PEPT 2. Biochim Biophys Acta. 1997 Mar 13;1324(2):296-308. [PubMed:9092716 ]
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: Characterization of stably transfected kidney epithelial cell line expressing rat H+/peptide cotransporter PEPT1: localization of PEPT1 and transport of beta-lactam antibiotics. J Pharmacol Exp Ther. 1997 Jun;281(3):1415-21. [PubMed:9190878 ]
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 ]
Tsuji A: Transporter-mediated Drug Interactions. Drug Metab Pharmacokinet. 2002;17(4):253-74. [PubMed:15618677 ]
Tamai I, Nakanishi T, Hayashi K, Terao T, Sai Y, Shiraga T, Miyamoto K, Takeda E, Higashida H, Tsuji A: The predominant contribution of oligopeptide transporter PepT1 to intestinal absorption of beta-lactam antibiotics in the rat small intestine. J Pharm Pharmacol. 1997 Aug;49(8):796-801. [PubMed:9379359 ]

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

Ganapathy ME, Prasad PD, Mackenzie B, Ganapathy V, Leibach FH: Interaction of anionic cephalosporins with the intestinal and renal peptide transporters PEPT 1 and PEPT 2. Biochim Biophys Acta. 1997 Mar 13;1324(2):296-308. [PubMed:9092716 ]
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 Cefixime (HMDB0014809)

MOL for HMDB0014809 (Cefixime)

3D MOL for HMDB0014809 (Cefixime)

3D SDF for HMDB0014809 (Cefixime)

3D-SDF for HMDB0014809 (Cefixime)

PDB for HMDB0014809 (Cefixime)

3D PDB for HMDB0014809 (Cefixime)

SMILES for HMDB0014809 (Cefixime)

INCHI for HMDB0014809 (Cefixime)

Structure for HMDB0014809 (Cefixime)

3D Structure for HMDB0014809 (Cefixime)

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