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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:16:14 UTC

Update Date

2022-03-07 02:53:45 UTC

HMDB ID

HMDB0033533

Secondary Accession Numbers

HMDB33533

Metabolite Identification

Common Name

Ceftiofur

Description

Ceftiofur 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. Based on a literature review very few articles have been published on Ceftiofur.

Structure

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


  Mrv0541 02241214422D          

 34 37  0  0  0  0            999 V2000
   -1.6594   -2.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8213   -1.4971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6304   -1.1732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7117   -0.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6020   -0.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3304   -0.4448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9782    0.0410    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7400    0.4448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9019   -0.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2541   -0.6881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6070   -0.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6070    0.6873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2541    1.1732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9259    0.7688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7349    0.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2208    1.4971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2018    0.6873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2018   -0.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8497   -0.6067    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6586   -0.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1205    2.3069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6303   -0.8501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1968   -0.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1162    0.6067    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.3878    1.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6586    0.6873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8497    1.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8497    1.9016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6586    2.3069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9252   -0.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6543   -0.2828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2208   -0.9307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8155   -1.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0066   -1.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  9  1  0  0  0  0
  5  6  2  0  0  0  0
  5 14  1  0  0  0  0
  6  7  1  0  0  0  0
  7 15  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 18  1  0  0  0  0
 12 13  2  0  0  0  0
 12 17  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 17 27  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 26  1  0  0  0  0
 21 28  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 30  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 30 31  1  0  0  0  0
 30 34  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
M  END

HMDB0033533
     RDKit          3D
Ceftiofur
 51 54  0  0  0  0  0  0  0  0999 V2000
   -5.0884   -3.4998    1.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9512   -2.1003    0.7729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2168   -1.6407   -0.4748 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4580   -0.9111   -1.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1664   -0.4826   -0.7274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5111    0.2476   -1.5700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5489   -0.7431    0.4816 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2260   -0.2075    0.7587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1114    0.3784    2.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8841    0.9965    2.9341 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2120   -0.0642    2.1544 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5569    0.2170    2.5946 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7601    1.4426    3.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7433    2.1353    3.6722 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9545    1.8778    3.8172 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5176   -0.5772    2.2556 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9169   -0.3473    2.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0351   -0.0841    1.2745 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.6599    1.4261    0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6863    2.1384    0.8280 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4458    1.8275   -0.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2783    2.9619   -1.5167 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2511    2.9098   -2.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9738    1.7517   -2.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4475    1.1600   -1.2377 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3968   -1.8096    1.4201 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0223   -1.7923    0.2683 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2601   -1.1765    1.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9252   -0.4953   -2.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1529   -0.8926   -3.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1802   -0.1661   -4.5918 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6517    0.5903   -4.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0087    1.4039   -5.5518 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2037    0.2481   -3.3513 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5362   -3.6903    2.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7561   -3.9570    0.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0926   -4.0062    1.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9782   -1.3112    1.2251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7479    0.3795   -0.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3173    2.8395    3.7784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2613   -1.3730    3.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0446    0.3552    3.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5309    3.7276   -1.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4452    3.6292   -3.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8068    1.4413   -2.8909 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3212   -1.9228    0.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3660   -2.7123    2.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8184   -1.9553    1.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9081   -1.5219   -2.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5677    2.0481   -6.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0018    1.3069   -5.6622 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  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
 12 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 16 26  1  0
 26 27  1  0
 27 28  1  0
  4 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 28  8  1  0
 34 29  1  0
 28 11  1  0
 25 21  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  7 38  1  0
  8 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  1  0
 26 46  1  0
 26 47  1  0
 28 48  1  0
 30 49  1  0
 33 50  1  0
 33 51  1  0
M  END


  Mrv0541 02241214422D          

 34 37  0  0  0  0            999 V2000
   -1.6594   -2.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8213   -1.4971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6304   -1.1732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7117   -0.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6020   -0.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3304   -0.4448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9782    0.0410    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7400    0.4448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9019   -0.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2541   -0.6881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6070   -0.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6070    0.6873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2541    1.1732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9259    0.7688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7349    0.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2208    1.4971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2018    0.6873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2018   -0.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8497   -0.6067    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6586   -0.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1205    2.3069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6303   -0.8501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1968   -0.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1162    0.6067    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.3878    1.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6586    0.6873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8497    1.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8497    1.9016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6586    2.3069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9252   -0.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6543   -0.2828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2208   -0.9307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8155   -1.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0066   -1.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  9  1  0  0  0  0
  5  6  2  0  0  0  0
  5 14  1  0  0  0  0
  6  7  1  0  0  0  0
  7 15  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 18  1  0  0  0  0
 12 13  2  0  0  0  0
 12 17  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 17 27  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 26  1  0  0  0  0
 21 28  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 30  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 30 31  1  0  0  0  0
 30 34  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033533

> <DATABASE_NAME>
hmdb

> <SMILES>
CO\N=C(/C(=O)NC1C2SCC(CSC(=O)C3=CC=CO3)=C(N2C1=O)C(O)=O)C1=CSC(N)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C19H17N5O7S3/c1-30-23-11(9-7-34-19(20)21-9)14(25)22-12-15(26)24-13(17(27)28)8(5-32-16(12)24)6-33-18(29)10-3-2-4-31-10/h2-4,7,12,16H,5-6H2,1H3,(H2,20,21)(H,22,25)(H,27,28)/b23-11-

> <INCHI_KEY>
ZBHXIWJRIFEVQY-KSEXSDGBSA-N

> <FORMULA>
C19H17N5O7S3

> <MOLECULAR_WEIGHT>
523.563

> <EXACT_MASS>
523.029009993

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
50.34732367770211

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-[(furan-2-carbonylsulfanyl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

> <ALOGPS_LOGP>
1.22

> <JCHEM_LOGP>
0.22351334994657637

> <ALOGPS_LOGS>
-3.70

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.756716868371623

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.833695164975046

> <JCHEM_PKA_STRONGEST_BASIC>
4.190835794843387

> <JCHEM_POLAR_SURFACE_AREA>
177.41999999999996

> <JCHEM_REFRACTIVITY>
124.51459999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.05e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-[(furan-2-carbonylsulfanyl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033533
     RDKit          3D
Ceftiofur
 51 54  0  0  0  0  0  0  0  0999 V2000
   -5.0884   -3.4998    1.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9512   -2.1003    0.7729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2168   -1.6407   -0.4748 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4580   -0.9111   -1.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1664   -0.4826   -0.7274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5111    0.2476   -1.5700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5489   -0.7431    0.4816 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2260   -0.2075    0.7587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1114    0.3784    2.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8841    0.9965    2.9341 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2120   -0.0642    2.1544 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5569    0.2170    2.5946 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7601    1.4426    3.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7433    2.1353    3.6722 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9545    1.8778    3.8172 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5176   -0.5772    2.2556 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9169   -0.3473    2.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0351   -0.0841    1.2745 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.6599    1.4261    0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6863    2.1384    0.8280 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4458    1.8275   -0.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2783    2.9619   -1.5167 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2511    2.9098   -2.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9738    1.7517   -2.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4475    1.1600   -1.2377 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3968   -1.8096    1.4201 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0223   -1.7923    0.2683 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2601   -1.1765    1.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9252   -0.4953   -2.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1529   -0.8926   -3.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1802   -0.1661   -4.5918 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6517    0.5903   -4.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0087    1.4039   -5.5518 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2037    0.2481   -3.3513 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5362   -3.6903    2.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7561   -3.9570    0.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0926   -4.0062    1.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9782   -1.3112    1.2251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7479    0.3795   -0.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3173    2.8395    3.7784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2613   -1.3730    3.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0446    0.3552    3.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5309    3.7276   -1.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4452    3.6292   -3.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8068    1.4413   -2.8909 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3212   -1.9228    0.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3660   -2.7123    2.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8184   -1.9553    1.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9081   -1.5219   -2.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5677    2.0481   -6.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0018    1.3069   -5.6622 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  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
 12 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 16 26  1  0
 26 27  1  0
 27 28  1  0
  4 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 28  8  1  0
 34 29  1  0
 28 11  1  0
 25 21  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  7 38  1  0
  8 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  1  0
 26 46  1  0
 26 47  1  0
 28 48  1  0
 30 49  1  0
 33 50  1  0
 33 51  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.098  -4.306   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.400  -2.795   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0      -4.910  -2.190   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -5.062  -0.528   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.724  -0.075   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.083  -0.830   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0      -9.293   0.077   0.000  0.00  0.00           S+0
HETATM    8  O   UNK     0      -3.248   0.830   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -3.550  -0.528   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -2.341  -1.285   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -1.133  -0.377   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.133   1.283   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.341   2.190   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      -7.328   1.435   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -8.839   1.435   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -9.745   2.795   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       0.377   1.283   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       0.377  -0.377   0.000  0.00  0.00           C+0
HETATM   19  S   UNK     0       1.586  -1.133   0.000  0.00  0.00           S+0
HETATM   20  C   UNK     0       3.096  -0.377   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.225   4.306   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.910  -1.587   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.967  -0.377   0.000  0.00  0.00           C+0
HETATM   24  S   UNK     0       5.817   1.133   0.000  0.00  0.00           S+0
HETATM   25  C   UNK     0       4.457   1.888   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.096   1.283   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.586   2.039   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.586   3.550   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       3.096   4.306   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       7.327  -1.133   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       8.688  -0.528   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       9.745  -1.737   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.989  -2.946   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.479  -2.644   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6   15                                                       
CONECT    8    9                                                            
CONECT    9    4    8   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   18                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12                                                            
CONECT   14    5   15                                                       
CONECT   15    7   14   16                                                  
CONECT   16   15                                                            
CONECT   17   12   18   27                                                  
CONECT   18   11   17   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   26                                                       
CONECT   21   28                                                            
CONECT   22   23                                                            
CONECT   23   22   24   30                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   20   25   27                                                  
CONECT   27   17   26   28                                                  
CONECT   28   21   27   29                                                  
CONECT   29   28                                                            
CONECT   30   23   31   34                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   30   33                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

COMPND    HMDB0033533
HETATM    1  C1  UNL     1      -5.088  -3.500   1.019  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.951  -2.100   0.773  1.00  0.00           O  
HETATM    3  N1  UNL     1      -5.217  -1.641  -0.475  1.00  0.00           N  
HETATM    4  C2  UNL     1      -4.458  -0.911  -1.201  1.00  0.00           C  
HETATM    5  C3  UNL     1      -3.166  -0.483  -0.727  1.00  0.00           C  
HETATM    6  O2  UNL     1      -2.511   0.248  -1.570  1.00  0.00           O  
HETATM    7  N2  UNL     1      -2.549  -0.743   0.482  1.00  0.00           N  
HETATM    8  C4  UNL     1      -1.226  -0.207   0.759  1.00  0.00           C  
HETATM    9  C5  UNL     1      -1.111   0.378   2.143  1.00  0.00           C  
HETATM   10  O3  UNL     1      -1.884   0.997   2.934  1.00  0.00           O  
HETATM   11  N3  UNL     1       0.212  -0.064   2.154  1.00  0.00           N  
HETATM   12  C6  UNL     1       1.557   0.217   2.595  1.00  0.00           C  
HETATM   13  C7  UNL     1       1.760   1.443   3.384  1.00  0.00           C  
HETATM   14  O4  UNL     1       0.743   2.135   3.672  1.00  0.00           O  
HETATM   15  O5  UNL     1       2.955   1.878   3.817  1.00  0.00           O  
HETATM   16  C8  UNL     1       2.518  -0.577   2.256  1.00  0.00           C  
HETATM   17  C9  UNL     1       3.917  -0.347   2.679  1.00  0.00           C  
HETATM   18  S1  UNL     1       5.035  -0.084   1.274  1.00  0.00           S  
HETATM   19  C10 UNL     1       4.660   1.426   0.407  1.00  0.00           C  
HETATM   20  O6  UNL     1       3.686   2.138   0.828  1.00  0.00           O  
HETATM   21  C11 UNL     1       5.446   1.828  -0.748  1.00  0.00           C  
HETATM   22  C12 UNL     1       5.278   2.962  -1.517  1.00  0.00           C  
HETATM   23  C13 UNL     1       6.251   2.910  -2.489  1.00  0.00           C  
HETATM   24  C14 UNL     1       6.974   1.752  -2.280  1.00  0.00           C  
HETATM   25  O7  UNL     1       6.447   1.160  -1.238  1.00  0.00           O  
HETATM   26  C15 UNL     1       2.397  -1.810   1.420  1.00  0.00           C  
HETATM   27  S2  UNL     1       1.022  -1.792   0.268  1.00  0.00           S  
HETATM   28  C16 UNL     1      -0.260  -1.176   1.398  1.00  0.00           C  
HETATM   29  C17 UNL     1      -4.925  -0.495  -2.569  1.00  0.00           C  
HETATM   30  C18 UNL     1      -6.153  -0.893  -3.047  1.00  0.00           C  
HETATM   31  S3  UNL     1      -6.180  -0.166  -4.592  1.00  0.00           S  
HETATM   32  C19 UNL     1      -4.652   0.590  -4.542  1.00  0.00           C  
HETATM   33  N4  UNL     1      -4.009   1.404  -5.552  1.00  0.00           N  
HETATM   34  N5  UNL     1      -4.204   0.248  -3.351  1.00  0.00           N  
HETATM   35  H1  UNL     1      -5.536  -3.690   2.030  1.00  0.00           H  
HETATM   36  H2  UNL     1      -5.756  -3.957   0.249  1.00  0.00           H  
HETATM   37  H3  UNL     1      -4.093  -4.006   1.022  1.00  0.00           H  
HETATM   38  H4  UNL     1      -2.978  -1.311   1.225  1.00  0.00           H  
HETATM   39  H5  UNL     1      -0.748   0.379  -0.019  1.00  0.00           H  
HETATM   40  H6  UNL     1       3.317   2.839   3.778  1.00  0.00           H  
HETATM   41  H7  UNL     1       4.261  -1.373   3.111  1.00  0.00           H  
HETATM   42  H8  UNL     1       4.045   0.355   3.462  1.00  0.00           H  
HETATM   43  H9  UNL     1       4.531   3.728  -1.373  1.00  0.00           H  
HETATM   44  H10 UNL     1       6.445   3.629  -3.290  1.00  0.00           H  
HETATM   45  H11 UNL     1       7.807   1.441  -2.891  1.00  0.00           H  
HETATM   46  H12 UNL     1       3.321  -1.923   0.831  1.00  0.00           H  
HETATM   47  H13 UNL     1       2.366  -2.712   2.093  1.00  0.00           H  
HETATM   48  H14 UNL     1      -0.818  -1.955   1.946  1.00  0.00           H  
HETATM   49  H15 UNL     1      -6.908  -1.522  -2.538  1.00  0.00           H  
HETATM   50  H16 UNL     1      -4.568   2.048  -6.123  1.00  0.00           H  
HETATM   51  H17 UNL     1      -3.002   1.307  -5.662  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3
CONECT    3    4    4
CONECT    4    5   29
CONECT    5    6    6    7
CONECT    7    8   38
CONECT    8    9   28   39
CONECT    9   10   10   11
CONECT   11   12   28
CONECT   12   13   16   16
CONECT   13   14   14   15
CONECT   15   40
CONECT   16   17   26
CONECT   17   18   41   42
CONECT   18   19
CONECT   19   20   20   21
CONECT   21   22   22   25
CONECT   22   23   43
CONECT   23   24   24   44
CONECT   24   25   45
CONECT   26   27   46   47
CONECT   27   28
CONECT   28   48
CONECT   29   30   30   34
CONECT   30   31   49
CONECT   31   32
CONECT   32   33   34   34
CONECT   33   50   51
END

HMDB0033533
     RDKit          3D
Ceftiofur
 51 54  0  0  0  0  0  0  0  0999 V2000
   -5.0884   -3.4998    1.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9512   -2.1003    0.7729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2168   -1.6407   -0.4748 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4580   -0.9111   -1.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1664   -0.4826   -0.7274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5111    0.2476   -1.5700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5489   -0.7431    0.4816 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2260   -0.2075    0.7587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1114    0.3784    2.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8841    0.9965    2.9341 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2120   -0.0642    2.1544 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5569    0.2170    2.5946 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7601    1.4426    3.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7433    2.1353    3.6722 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9545    1.8778    3.8172 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5176   -0.5772    2.2556 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9169   -0.3473    2.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0351   -0.0841    1.2745 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.6599    1.4261    0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6863    2.1384    0.8280 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4458    1.8275   -0.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2783    2.9619   -1.5167 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2511    2.9098   -2.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9738    1.7517   -2.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4475    1.1600   -1.2377 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3968   -1.8096    1.4201 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0223   -1.7923    0.2683 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2601   -1.1765    1.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9252   -0.4953   -2.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1529   -0.8926   -3.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1802   -0.1661   -4.5918 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6517    0.5903   -4.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0087    1.4039   -5.5518 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2037    0.2481   -3.3513 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5362   -3.6903    2.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7561   -3.9570    0.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0926   -4.0062    1.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9782   -1.3112    1.2251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7479    0.3795   -0.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3173    2.8395    3.7784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2613   -1.3730    3.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0446    0.3552    3.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5309    3.7276   -1.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4452    3.6292   -3.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8068    1.4413   -2.8909 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3212   -1.9228    0.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3660   -2.7123    2.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8184   -1.9553    1.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9081   -1.5219   -2.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5677    2.0481   -6.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0018    1.3069   -5.6622 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  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
 12 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 16 26  1  0
 26 27  1  0
 27 28  1  0
  4 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 28  8  1  0
 34 29  1  0
 28 11  1  0
 25 21  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  7 38  1  0
  8 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  1  0
 26 46  1  0
 26 47  1  0
 28 48  1  0
 30 49  1  0
 33 50  1  0
 33 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ceftiofur hydrochloride	HMDB
Ceftiofur sodium	HMDB
Ceftiofurum	HMDB
CM 31916	HMDB
Excenel	HMDB
Naxcel	HMDB
U 64279	HMDB
3-[(Furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	Generator
3-[(Furan-2-carbonylsulphanyl)methyl]-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	Generator
3-[(Furan-2-carbonylsulphanyl)methyl]-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid	Generator
Ceftiofur	MeSH

Chemical Formula

C₁₉H₁₇N₅O₇S₃

Average Molecular Weight

523.563

Monoisotopic Molecular Weight

523.029009993

IUPAC Name

7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-[(furan-2-carbonylsulfanyl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Traditional Name

7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-[(furan-2-carbonylsulfanyl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

CAS Registry Number

80370-57-6

SMILES

CO\N=C(/C(=O)NC1C2SCC(CSC(=O)C3=CC=CO3)=C(N2C1=O)C(O)=O)C1=CSC(N)=N1

InChI Identifier

InChI=1S/C19H17N5O7S3/c1-30-23-11(9-7-34-19(20)21-9)14(25)22-12-15(26)24-13(17(27)28)8(5-32-16(12)24)6-33-18(29)10-3-2-4-31-10/h2-4,7,12,16H,5-6H2,1H3,(H2,20,21)(H,22,25)(H,27,28)/b23-11-

InChI Key

ZBHXIWJRIFEVQY-KSEXSDGBSA-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
Furoic acid or derivatives
2,4-disubstituted 1,3-thiazole
Meta-thiazine
1,3-thiazol-2-amine
Azole
Furan
Heteroaromatic compound
Tertiary carboxylic acid amide
Thiazole
Amino acid or derivatives
Azetidine
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Carbothioic s-ester
Thiocarboxylic acid ester
Dialkylthioether
Sulfenyl compound
Hemithioaminal
Thioether
Thiocarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Oxacycle
Azacycle
Organic oxygen compound
Amine
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Primary amine
Organic nitrogen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0033533)
Cytoplasm (HMDB: HMDB0033533)

Source

Exogenous

Exogenous (HMDB: HMDB0033533)

Food

Food (HMDB: HMDB0033533)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033533)

Industrial application

Pharmaceutical industry

Antimicrobial agent (HMDB: HMDB0033533)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.1 g/L	ALOGPS
logP	1.22	ALOGPS
logP	0.22	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	2.83	ChemAxon
pKa (Strongest Basic)	4.19	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	177.42 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	124.51 m³·mol⁻¹	ChemAxon
Polarizability	50.35 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	213.467	31661259
DarkChem	[M-H]-	209.282	31661259
DeepCCS	[M+H]+	219.348	30932474
DeepCCS	[M-H]-	216.99	30932474
DeepCCS	[M-2H]-	249.874	30932474
DeepCCS	[M+Na]+	225.65	30932474
AllCCS	[M+H]+	209.2	32859911
AllCCS	[M+H-H2O]+	207.7	32859911
AllCCS	[M+NH4]+	210.5	32859911
AllCCS	[M+Na]+	210.9	32859911
AllCCS	[M-H]-	196.5	32859911
AllCCS	[M+Na-2H]-	197.2	32859911
AllCCS	[M+HCOO]-	198.0	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.	3.35 minutes	32390414
Predicted by Siyang on May 30, 2022	13.194 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.3 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	34.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2077.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	251.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	155.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	181.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	100.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	371.5 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	776.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	266.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1044.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	443.5 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	1403.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	370.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	451.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	302.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	266.9 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	90.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ceftiofur	CO\N=C(/C(=O)NC1C2SCC(CSC(=O)C3=CC=CO3)=C(N2C1=O)C(O)=O)C1=CSC(N)=N1	5484.4	Standard polar	33892256
Ceftiofur	CO\N=C(/C(=O)NC1C2SCC(CSC(=O)C3=CC=CO3)=C(N2C1=O)C(O)=O)C1=CSC(N)=N1	3705.5	Standard non polar	33892256
Ceftiofur	CO\N=C(/C(=O)NC1C2SCC(CSC(=O)C3=CC=CO3)=C(N2C1=O)C(O)=O)C1=CSC(N)=N1	4594.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ceftiofur,1TMS,isomer #1	CO/N=C(\C(=O)NC1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(CSC(=O)C3=CC=CO3)CSC12)C1=CSC(N)=N1	4474.3	Semi standard non polar	33892256
Ceftiofur,1TMS,isomer #2	CO/N=C(\C(=O)NC1C(=O)N2C(C(=O)O)=C(CSC(=O)C3=CC=CO3)CSC12)C1=CSC(N[Si](C)(C)C)=N1	4534.0	Semi standard non polar	33892256
Ceftiofur,1TMS,isomer #3	CO/N=C(\C(=O)N(C1C(=O)N2C(C(=O)O)=C(CSC(=O)C3=CC=CO3)CSC12)[Si](C)(C)C)C1=CSC(N)=N1	4375.2	Semi standard non polar	33892256
Ceftiofur,2TMS,isomer #1	CO/N=C(\C(=O)NC1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(CSC(=O)C3=CC=CO3)CSC12)C1=CSC(N[Si](C)(C)C)=N1	4488.2	Semi standard non polar	33892256
Ceftiofur,2TMS,isomer #1	CO/N=C(\C(=O)NC1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(CSC(=O)C3=CC=CO3)CSC12)C1=CSC(N[Si](C)(C)C)=N1	3491.4	Standard non polar	33892256
Ceftiofur,2TMS,isomer #2	CO/N=C(\C(=O)N(C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(CSC(=O)C3=CC=CO3)CSC12)[Si](C)(C)C)C1=CSC(N)=N1	4323.4	Semi standard non polar	33892256
Ceftiofur,2TMS,isomer #2	CO/N=C(\C(=O)N(C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(CSC(=O)C3=CC=CO3)CSC12)[Si](C)(C)C)C1=CSC(N)=N1	3493.8	Standard non polar	33892256
Ceftiofur,2TMS,isomer #3	CO/N=C(\C(=O)N(C1C(=O)N2C(C(=O)O)=C(CSC(=O)C3=CC=CO3)CSC12)[Si](C)(C)C)C1=CSC(N[Si](C)(C)C)=N1	4368.7	Semi standard non polar	33892256
Ceftiofur,2TMS,isomer #3	CO/N=C(\C(=O)N(C1C(=O)N2C(C(=O)O)=C(CSC(=O)C3=CC=CO3)CSC12)[Si](C)(C)C)C1=CSC(N[Si](C)(C)C)=N1	3553.1	Standard non polar	33892256
Ceftiofur,2TMS,isomer #4	CO/N=C(\C(=O)NC1C(=O)N2C(C(=O)O)=C(CSC(=O)C3=CC=CO3)CSC12)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N1	4441.1	Semi standard non polar	33892256
Ceftiofur,2TMS,isomer #4	CO/N=C(\C(=O)NC1C(=O)N2C(C(=O)O)=C(CSC(=O)C3=CC=CO3)CSC12)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N1	3622.5	Standard non polar	33892256
Ceftiofur,3TMS,isomer #1	CO/N=C(\C(=O)N(C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(CSC(=O)C3=CC=CO3)CSC12)[Si](C)(C)C)C1=CSC(N[Si](C)(C)C)=N1	4350.1	Semi standard non polar	33892256
Ceftiofur,3TMS,isomer #1	CO/N=C(\C(=O)N(C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(CSC(=O)C3=CC=CO3)CSC12)[Si](C)(C)C)C1=CSC(N[Si](C)(C)C)=N1	3538.2	Standard non polar	33892256
Ceftiofur,3TMS,isomer #2	CO/N=C(\C(=O)NC1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(CSC(=O)C3=CC=CO3)CSC12)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N1	4421.0	Semi standard non polar	33892256
Ceftiofur,3TMS,isomer #2	CO/N=C(\C(=O)NC1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(CSC(=O)C3=CC=CO3)CSC12)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N1	3575.2	Standard non polar	33892256
Ceftiofur,3TMS,isomer #3	CO/N=C(\C(=O)N(C1C(=O)N2C(C(=O)O)=C(CSC(=O)C3=CC=CO3)CSC12)[Si](C)(C)C)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N1	4309.6	Semi standard non polar	33892256
Ceftiofur,3TMS,isomer #3	CO/N=C(\C(=O)N(C1C(=O)N2C(C(=O)O)=C(CSC(=O)C3=CC=CO3)CSC12)[Si](C)(C)C)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N1	3639.7	Standard non polar	33892256
Ceftiofur,4TMS,isomer #1	CO/N=C(\C(=O)N(C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(CSC(=O)C3=CC=CO3)CSC12)[Si](C)(C)C)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N1	4304.6	Semi standard non polar	33892256
Ceftiofur,4TMS,isomer #1	CO/N=C(\C(=O)N(C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(CSC(=O)C3=CC=CO3)CSC12)[Si](C)(C)C)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N1	3622.7	Standard non polar	33892256
Ceftiofur,1TBDMS,isomer #1	CO/N=C(\C(=O)NC1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC(=O)C3=CC=CO3)CSC12)C1=CSC(N)=N1	4664.7	Semi standard non polar	33892256
Ceftiofur,1TBDMS,isomer #2	CO/N=C(\C(=O)NC1C(=O)N2C(C(=O)O)=C(CSC(=O)C3=CC=CO3)CSC12)C1=CSC(N[Si](C)(C)C(C)(C)C)=N1	4695.7	Semi standard non polar	33892256
Ceftiofur,1TBDMS,isomer #3	CO/N=C(\C(=O)N(C1C(=O)N2C(C(=O)O)=C(CSC(=O)C3=CC=CO3)CSC12)[Si](C)(C)C(C)(C)C)C1=CSC(N)=N1	4581.6	Semi standard non polar	33892256
Ceftiofur,2TBDMS,isomer #1	CO/N=C(\C(=O)NC1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC(=O)C3=CC=CO3)CSC12)C1=CSC(N[Si](C)(C)C(C)(C)C)=N1	4794.6	Semi standard non polar	33892256
Ceftiofur,2TBDMS,isomer #1	CO/N=C(\C(=O)NC1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC(=O)C3=CC=CO3)CSC12)C1=CSC(N[Si](C)(C)C(C)(C)C)=N1	3836.5	Standard non polar	33892256
Ceftiofur,2TBDMS,isomer #2	CO/N=C(\C(=O)N(C1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC(=O)C3=CC=CO3)CSC12)[Si](C)(C)C(C)(C)C)C1=CSC(N)=N1	4646.7	Semi standard non polar	33892256
Ceftiofur,2TBDMS,isomer #2	CO/N=C(\C(=O)N(C1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC(=O)C3=CC=CO3)CSC12)[Si](C)(C)C(C)(C)C)C1=CSC(N)=N1	3829.0	Standard non polar	33892256
Ceftiofur,2TBDMS,isomer #3	CO/N=C(\C(=O)N(C1C(=O)N2C(C(=O)O)=C(CSC(=O)C3=CC=CO3)CSC12)[Si](C)(C)C(C)(C)C)C1=CSC(N[Si](C)(C)C(C)(C)C)=N1	4709.9	Semi standard non polar	33892256
Ceftiofur,2TBDMS,isomer #3	CO/N=C(\C(=O)N(C1C(=O)N2C(C(=O)O)=C(CSC(=O)C3=CC=CO3)CSC12)[Si](C)(C)C(C)(C)C)C1=CSC(N[Si](C)(C)C(C)(C)C)=N1	3901.6	Standard non polar	33892256
Ceftiofur,2TBDMS,isomer #4	CO/N=C(\C(=O)NC1C(=O)N2C(C(=O)O)=C(CSC(=O)C3=CC=CO3)CSC12)C1=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	4780.7	Semi standard non polar	33892256
Ceftiofur,2TBDMS,isomer #4	CO/N=C(\C(=O)NC1C(=O)N2C(C(=O)O)=C(CSC(=O)C3=CC=CO3)CSC12)C1=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	3950.0	Standard non polar	33892256
Ceftiofur,3TBDMS,isomer #1	CO/N=C(\C(=O)N(C1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC(=O)C3=CC=CO3)CSC12)[Si](C)(C)C(C)(C)C)C1=CSC(N[Si](C)(C)C(C)(C)C)=N1	4793.6	Semi standard non polar	33892256
Ceftiofur,3TBDMS,isomer #1	CO/N=C(\C(=O)N(C1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC(=O)C3=CC=CO3)CSC12)[Si](C)(C)C(C)(C)C)C1=CSC(N[Si](C)(C)C(C)(C)C)=N1	4036.8	Standard non polar	33892256
Ceftiofur,3TBDMS,isomer #2	CO/N=C(\C(=O)NC1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC(=O)C3=CC=CO3)CSC12)C1=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	4870.3	Semi standard non polar	33892256
Ceftiofur,3TBDMS,isomer #2	CO/N=C(\C(=O)NC1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC(=O)C3=CC=CO3)CSC12)C1=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	4071.2	Standard non polar	33892256
Ceftiofur,3TBDMS,isomer #3	CO/N=C(\C(=O)N(C1C(=O)N2C(C(=O)O)=C(CSC(=O)C3=CC=CO3)CSC12)[Si](C)(C)C(C)(C)C)C1=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	4752.6	Semi standard non polar	33892256
Ceftiofur,3TBDMS,isomer #3	CO/N=C(\C(=O)N(C1C(=O)N2C(C(=O)O)=C(CSC(=O)C3=CC=CO3)CSC12)[Si](C)(C)C(C)(C)C)C1=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	4143.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ceftiofur GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9424310000-dfc067c4b3223aafa47b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ceftiofur GC-MS (1 TMS) - 70eV, Positive	splash10-0002-9310130000-a4db643504dc36e843e1	2017-10-06	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 - Ceftiofur 10V, Positive-QTOF	splash10-001l-0392330000-a278118d4848979db235	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ceftiofur 20V, Positive-QTOF	splash10-0a5c-3691100000-fa142332dfb110043449	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ceftiofur 40V, Positive-QTOF	splash10-01pk-2986000000-22fd19332afa0550bda5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ceftiofur 10V, Negative-QTOF	splash10-002r-0292410000-bf0d90a56a793d07362d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ceftiofur 20V, Negative-QTOF	splash10-0a4i-2792100000-d064e9331722423f7a3f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ceftiofur 40V, Negative-QTOF	splash10-0a4l-9420000000-ed7e16f589914536e7ef	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ceftiofur 10V, Positive-QTOF	splash10-006t-9060370000-b7e306cfa7d6437142f4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ceftiofur 20V, Positive-QTOF	splash10-0002-9150220000-82d364ab94622239f901	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ceftiofur 40V, Positive-QTOF	splash10-004j-9321010000-ed0910c3f85eae6a6106	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ceftiofur 10V, Negative-QTOF	splash10-0079-1091240000-fa84bf0b0015a00c078b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ceftiofur 20V, Negative-QTOF	splash10-016r-9663520000-ade166666042aa67d9f2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ceftiofur 40V, Negative-QTOF	splash10-00kb-9100100000-ab9da3cfa61ebca498dd	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011593

KNApSAcK ID

Not Available

Chemspider ID

4865990

KEGG Compound ID

C13143

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ceftiofur

METLIN ID

Not Available

PubChem Compound

6263274

PDB ID

Not Available

ChEBI ID

Not Available

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

Salmon SA, Watts JL, Case CA, Hoffman LJ, Wegener HC, Yancey RJ Jr: Comparison of MICs of ceftiofur and other antimicrobial agents against bacterial pathogens of swine from the United States, Canada, and Denmark. J Clin Microbiol. 1995 Sep;33(9):2435-44. [PubMed:7494042 ]
Yaniz JL, Marco-Aguado MA, Mateos JA, Santolaria P: Bacterial contamination of ram semen, antibiotic sensitivities, and effects on sperm quality during storage at 15 degrees C. Anim Reprod Sci. 2010 Oct;122(1-2):142-9. doi: 10.1016/j.anireprosci.2010.08.006. Epub 2010 Aug 13. [PubMed:20832206 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Ceftiofur (HMDB0033533)

MOL for HMDB0033533 (Ceftiofur)

3D MOL for HMDB0033533 (Ceftiofur)

3D SDF for HMDB0033533 (Ceftiofur)

3D-SDF for HMDB0033533 (Ceftiofur)

PDB for HMDB0033533 (Ceftiofur)

3D PDB for HMDB0033533 (Ceftiofur)

SMILES for HMDB0033533 (Ceftiofur)

INCHI for HMDB0033533 (Ceftiofur)

Structure for HMDB0033533 (Ceftiofur)

3D Structure for HMDB0033533 (Ceftiofur)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra