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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:51:59 UTC

HMDB ID

HMDB0015426

Secondary Accession Numbers

HMDB15426

Metabolite Identification

Common Name

Cefoxitin

Description

Cefoxitin is only found in individuals that have used or taken this drug. It is a semi-synthetic, broad-spectrum cepha antibiotic for intravenous administration. It is derived from cephamycin C, which is produced by Streptomyces lactamdurans.The bactericidal action of cefoxitin results from inhibition of cell wall synthesis.

Structure

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


  Mrv0541 02231215232D          

 29 31  0  0  1  0            999 V2000
    5.6654   -0.5339    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.3466   -2.3118    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.2100   -0.9498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7938    1.2916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5219    0.7036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9508    2.3537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0337   -1.5555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3798    2.3537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    1.9412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3798    0.7036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0367   -0.1265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    0.7036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2117   -0.1248    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3798   -0.1214    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2117    0.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654    1.1161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9508    0.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9508   -0.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    1.1161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4477   -0.8418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654    1.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4947   -1.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2727   -0.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6837   -1.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5040   -1.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    1.1161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6739   -2.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9586   -2.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5599   -0.7991    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0  0  0  0
  1 18  1  0  0  0  0
  2 24  1  0  0  0  0
  2 28  1  0  0  0  0
 13  3  1  6  0  0  0
  3 22  1  0  0  0  0
  4 15  2  0  0  0  0
  5 19  1  0  0  0  0
  5 26  1  0  0  0  0
  6 21  1  0  0  0  0
  7 20  2  0  0  0  0
  8 21  2  0  0  0  0
  9 26  2  0  0  0  0
 10 14  1  0  0  0  0
 10 15  1  0  0  0  0
 10 16  1  0  0  0  0
 11 13  1  0  0  0  0
 11 20  1  0  0  0  0
 12 26  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 29  1  6  0  0  0
 16 17  2  0  0  0  0
 16 21  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
M  END

HMDB0015426
     RDKit          3D
Cefoxitin
 45 47  0  0  0  0  0  0  0  0999 V2000
    1.9586   -2.1159    2.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0491   -1.1029    1.9897 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7370   -1.1666    0.5389 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8734   -0.9224   -0.1688 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9822   -0.6845   -0.8648 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2575   -0.7209   -2.1113 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1851   -0.2593   -0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2741    0.3506   -0.8681 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4979    1.7252   -1.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4967    2.0983   -1.7899 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2519    1.1258   -2.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4952   -0.3273   -1.8523 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1867   -2.2723    0.4777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1398   -3.5206    0.4707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2850   -1.3556    0.4205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6885   -0.9915    0.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4727   -1.6172    1.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8225   -2.3345    2.3681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8108   -1.6136    1.7130 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1966   -0.2281   -0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6464    0.1694   -0.4935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7049    1.6257   -0.4810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8072    2.3466   -0.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8111    3.7731   -0.2692 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9457    1.8028   -0.0074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4271    0.2102   -1.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6267    0.2741   -1.4752 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3694   -0.1885    0.2657 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5174   -3.0853    1.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0340   -2.2357    3.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9620   -1.9616    1.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2067   -1.3107   -1.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8095    0.4371    0.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5939   -1.1414    0.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8422    2.4533   -0.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7670    3.1737   -1.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0950    1.2713   -3.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1510   -1.1634    2.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1115   -0.1061    0.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2061   -0.2183   -1.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9861    4.2204   -0.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5650    4.2963    0.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6027   -0.5047   -2.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8324    1.1832   -2.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4909    0.6120    0.9709 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  1
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  3 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 20 26  1  0
 26 27  1  0
 27 28  1  0
 28  3  1  0
 12  8  1  0
 28 15  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  7 33  1  0
  7 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 19 38  1  0
 21 39  1  0
 21 40  1  0
 24 41  1  0
 24 42  1  0
 26 43  1  0
 26 44  1  0
 28 45  1  1
M  END


  Mrv0541 02231215232D          

 29 31  0  0  1  0            999 V2000
    5.6654   -0.5339    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.3466   -2.3118    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.2100   -0.9498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7938    1.2916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5219    0.7036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9508    2.3537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0337   -1.5555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3798    2.3537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    1.9412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3798    0.7036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0367   -0.1265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    0.7036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2117   -0.1248    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3798   -0.1214    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2117    0.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654    1.1161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9508    0.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9508   -0.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    1.1161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4477   -0.8418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654    1.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4947   -1.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2727   -0.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6837   -1.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5040   -1.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    1.1161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6739   -2.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9586   -2.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5599   -0.7991    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0  0  0  0
  1 18  1  0  0  0  0
  2 24  1  0  0  0  0
  2 28  1  0  0  0  0
 13  3  1  6  0  0  0
  3 22  1  0  0  0  0
  4 15  2  0  0  0  0
  5 19  1  0  0  0  0
  5 26  1  0  0  0  0
  6 21  1  0  0  0  0
  7 20  2  0  0  0  0
  8 21  2  0  0  0  0
  9 26  2  0  0  0  0
 10 14  1  0  0  0  0
 10 15  1  0  0  0  0
 10 16  1  0  0  0  0
 11 13  1  0  0  0  0
 11 20  1  0  0  0  0
 12 26  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 29  1  6  0  0  0
 16 17  2  0  0  0  0
 16 21  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015426

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H17N3O7S2/c1-25-16(18-10(20)5-9-3-2-4-27-9)13(23)19-11(12(21)22)8(6-26-15(17)24)7-28-14(16)19/h2-4,14H,5-7H2,1H3,(H2,17,24)(H,18,20)(H,21,22)/t14-,16+/m1/s1

> <INCHI_KEY>
WZOZEZRFJCJXNZ-ZBFHGGJFSA-N

> <FORMULA>
C16H17N3O7S2

> <MOLECULAR_WEIGHT>
427.452

> <EXACT_MASS>
427.050791293

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
39.46225088165139

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.22

> <JCHEM_LOGP>
0.28835905266666645

> <ALOGPS_LOGS>
-3.34

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.968089942808199

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5866817620444715

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8434448809018034

> <JCHEM_POLAR_SURFACE_AREA>
148.26

> <JCHEM_REFRACTIVITY>
98.76430000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.95e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cefoxitin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015426
     RDKit          3D
Cefoxitin
 45 47  0  0  0  0  0  0  0  0999 V2000
    1.9586   -2.1159    2.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0491   -1.1029    1.9897 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7370   -1.1666    0.5389 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8734   -0.9224   -0.1688 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9822   -0.6845   -0.8648 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2575   -0.7209   -2.1113 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1851   -0.2593   -0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2741    0.3506   -0.8681 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4979    1.7252   -1.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4967    2.0983   -1.7899 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2519    1.1258   -2.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4952   -0.3273   -1.8523 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1867   -2.2723    0.4777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1398   -3.5206    0.4707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2850   -1.3556    0.4205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6885   -0.9915    0.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4727   -1.6172    1.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8225   -2.3345    2.3681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8108   -1.6136    1.7130 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1966   -0.2281   -0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6464    0.1694   -0.4935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7049    1.6257   -0.4810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8072    2.3466   -0.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8111    3.7731   -0.2692 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9457    1.8028   -0.0074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4271    0.2102   -1.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6267    0.2741   -1.4752 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3694   -0.1885    0.2657 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5174   -3.0853    1.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0340   -2.2357    3.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9620   -1.9616    1.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2067   -1.3107   -1.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8095    0.4371    0.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5939   -1.1414    0.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8422    2.4533   -0.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7670    3.1737   -1.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0950    1.2713   -3.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1510   -1.1634    2.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1115   -0.1061    0.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2061   -0.2183   -1.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9861    4.2204   -0.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5650    4.2963    0.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6027   -0.5047   -2.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8324    1.1832   -2.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4909    0.6120    0.9709 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  1
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  3 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 20 26  1  0
 26 27  1  0
 27 28  1  0
 28  3  1  0
 12  8  1  0
 28 15  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  7 33  1  0
  7 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 19 38  1  0
 21 39  1  0
 21 40  1  0
 24 41  1  0
 24 42  1  0
 26 43  1  0
 26 44  1  0
 28 45  1  1
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0      10.575  -0.997   0.000  0.00  0.00           S+0
HETATM    2  S   UNK     0      17.447  -4.315   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0      13.459  -1.773   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      14.548   2.411   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       6.574   1.313   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       9.241   4.394   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      14.996  -2.904   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      11.909   4.394   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       5.241   3.624   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0      11.909   1.313   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0      15.002  -0.236   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       3.907   1.313   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      13.462  -0.233   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.909  -0.227   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.462   1.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.575   2.083   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.241   1.313   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.241  -0.227   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.908   2.083   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.769  -1.571   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.575   3.624   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.123  -2.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      17.309  -1.575   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      18.076  -2.910   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      19.607  -3.074   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.241   2.083   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      19.925  -4.581   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      18.589  -5.348   0.000  0.00  0.00           C+0
HETATM   29  H   UNK     0      12.245  -1.492   0.000  0.00  0.00           H+0
CONECT    1   14   18                                                       
CONECT    2   24   28                                                       
CONECT    3   13   22                                                       
CONECT    4   15                                                            
CONECT    5   19   26                                                       
CONECT    6   21                                                            
CONECT    7   20                                                            
CONECT    8   21                                                            
CONECT    9   26                                                            
CONECT   10   14   15   16                                                  
CONECT   11   13   20                                                       
CONECT   12   26                                                            
CONECT   13    3   11   14   15                                             
CONECT   14    1   10   13   29                                             
CONECT   15    4   10   13                                                  
CONECT   16   10   17   21                                                  
CONECT   17   16   18   19                                                  
CONECT   18    1   17                                                       
CONECT   19    5   17                                                       
CONECT   20    7   11   23                                                  
CONECT   21    6    8   16                                                  
CONECT   22    3                                                            
CONECT   23   20   24                                                       
CONECT   24    2   23   25                                                  
CONECT   25   24   27                                                       
CONECT   26    5    9   12                                                  
CONECT   27   25   28                                                       
CONECT   28    2   27                                                       
CONECT   29   14                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

COMPND    HMDB0015426
HETATM    1  C1  UNL     1       1.959  -2.116   2.266  1.00  0.00           C  
HETATM    2  O1  UNL     1       1.049  -1.103   1.990  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.737  -1.167   0.539  1.00  0.00           C  
HETATM    4  N1  UNL     1       1.873  -0.922  -0.169  1.00  0.00           N  
HETATM    5  C3  UNL     1       2.982  -0.685  -0.865  1.00  0.00           C  
HETATM    6  O2  UNL     1       3.257  -0.721  -2.111  1.00  0.00           O  
HETATM    7  C4  UNL     1       4.185  -0.259  -0.045  1.00  0.00           C  
HETATM    8  C5  UNL     1       5.274   0.351  -0.868  1.00  0.00           C  
HETATM    9  C6  UNL     1       5.498   1.725  -1.009  1.00  0.00           C  
HETATM   10  C7  UNL     1       6.497   2.098  -1.790  1.00  0.00           C  
HETATM   11  C8  UNL     1       7.252   1.126  -2.419  1.00  0.00           C  
HETATM   12  S1  UNL     1       6.495  -0.327  -1.852  1.00  0.00           S  
HETATM   13  C9  UNL     1      -0.187  -2.272   0.478  1.00  0.00           C  
HETATM   14  O3  UNL     1      -0.140  -3.521   0.471  1.00  0.00           O  
HETATM   15  N2  UNL     1      -1.285  -1.356   0.420  1.00  0.00           N  
HETATM   16  C10 UNL     1      -2.689  -0.992   0.440  1.00  0.00           C  
HETATM   17  C11 UNL     1      -3.473  -1.617   1.478  1.00  0.00           C  
HETATM   18  O4  UNL     1      -2.822  -2.335   2.368  1.00  0.00           O  
HETATM   19  O5  UNL     1      -4.811  -1.614   1.713  1.00  0.00           O  
HETATM   20  C12 UNL     1      -3.197  -0.228  -0.533  1.00  0.00           C  
HETATM   21  C13 UNL     1      -4.646   0.169  -0.493  1.00  0.00           C  
HETATM   22  O6  UNL     1      -4.705   1.626  -0.481  1.00  0.00           O  
HETATM   23  C14 UNL     1      -5.807   2.347  -0.254  1.00  0.00           C  
HETATM   24  N3  UNL     1      -5.811   3.773  -0.269  1.00  0.00           N  
HETATM   25  O7  UNL     1      -6.946   1.803  -0.007  1.00  0.00           O  
HETATM   26  C15 UNL     1      -2.427   0.210  -1.712  1.00  0.00           C  
HETATM   27  S2  UNL     1      -0.627   0.274  -1.475  1.00  0.00           S  
HETATM   28  C16 UNL     1      -0.369  -0.189   0.266  1.00  0.00           C  
HETATM   29  H1  UNL     1       1.517  -3.085   1.946  1.00  0.00           H  
HETATM   30  H2  UNL     1       2.034  -2.236   3.387  1.00  0.00           H  
HETATM   31  H3  UNL     1       2.962  -1.962   1.904  1.00  0.00           H  
HETATM   32  H4  UNL     1       1.207  -1.311  -1.320  1.00  0.00           H  
HETATM   33  H5  UNL     1       3.810   0.437   0.716  1.00  0.00           H  
HETATM   34  H6  UNL     1       4.594  -1.141   0.470  1.00  0.00           H  
HETATM   35  H7  UNL     1       4.842   2.453  -0.465  1.00  0.00           H  
HETATM   36  H8  UNL     1       6.767   3.174  -1.966  1.00  0.00           H  
HETATM   37  H9  UNL     1       8.095   1.271  -3.092  1.00  0.00           H  
HETATM   38  H10 UNL     1      -5.151  -1.163   2.572  1.00  0.00           H  
HETATM   39  H11 UNL     1      -5.112  -0.106   0.433  1.00  0.00           H  
HETATM   40  H12 UNL     1      -5.206  -0.218  -1.360  1.00  0.00           H  
HETATM   41  H13 UNL     1      -4.986   4.220  -0.775  1.00  0.00           H  
HETATM   42  H14 UNL     1      -6.565   4.296   0.195  1.00  0.00           H  
HETATM   43  H15 UNL     1      -2.603  -0.505  -2.584  1.00  0.00           H  
HETATM   44  H16 UNL     1      -2.832   1.183  -2.106  1.00  0.00           H  
HETATM   45  H17 UNL     1      -0.491   0.612   0.971  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3
CONECT    3    4   13   28
CONECT    4    5   32
CONECT    5    6    6    7
CONECT    7    8   33   34
CONECT    8    9    9   12
CONECT    9   10   35
CONECT   10   11   11   36
CONECT   11   12   37
CONECT   13   14   14   15
CONECT   15   16   28
CONECT   16   17   20   20
CONECT   17   18   18   19
CONECT   19   38
CONECT   20   21   26
CONECT   21   22   39   40
CONECT   22   23
CONECT   23   24   25   25
CONECT   24   41   42
CONECT   26   27   43   44
CONECT   27   28
CONECT   28   45
END

HMDB0015426
     RDKit          3D
Cefoxitin
 45 47  0  0  0  0  0  0  0  0999 V2000
    1.9586   -2.1159    2.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0491   -1.1029    1.9897 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7370   -1.1666    0.5389 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8734   -0.9224   -0.1688 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9822   -0.6845   -0.8648 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2575   -0.7209   -2.1113 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1851   -0.2593   -0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2741    0.3506   -0.8681 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4979    1.7252   -1.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4967    2.0983   -1.7899 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2519    1.1258   -2.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4952   -0.3273   -1.8523 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1867   -2.2723    0.4777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1398   -3.5206    0.4707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2850   -1.3556    0.4205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6885   -0.9915    0.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4727   -1.6172    1.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8225   -2.3345    2.3681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8108   -1.6136    1.7130 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1966   -0.2281   -0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6464    0.1694   -0.4935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7049    1.6257   -0.4810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8072    2.3466   -0.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8111    3.7731   -0.2692 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9457    1.8028   -0.0074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4271    0.2102   -1.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6267    0.2741   -1.4752 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3694   -0.1885    0.2657 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5174   -3.0853    1.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0340   -2.2357    3.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9620   -1.9616    1.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2067   -1.3107   -1.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8095    0.4371    0.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5939   -1.1414    0.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8422    2.4533   -0.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7670    3.1737   -1.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0950    1.2713   -3.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1510   -1.1634    2.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1115   -0.1061    0.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2061   -0.2183   -1.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9861    4.2204   -0.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5650    4.2963    0.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6027   -0.5047   -2.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8324    1.1832   -2.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4909    0.6120    0.9709 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  1
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  3 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 20 26  1  0
 26 27  1  0
 27 28  1  0
 28  3  1  0
 12  8  1  0
 28 15  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  7 33  1  0
  7 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 19 38  1  0
 21 39  1  0
 21 40  1  0
 24 41  1  0
 24 42  1  0
 26 43  1  0
 26 44  1  0
 28 45  1  1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(6R,7S)-3-[(Carbamoyloxy)methyl]-7-methoxy-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid	ChEBI
Cefoxitina	ChEBI
Cefoxitine	ChEBI
Cefoxitinum	ChEBI
Ceftoxitin	ChEBI
Cephoxitin	ChEBI
CFX	ChEBI
Rephoxitin	ChEBI
(6R,7S)-3-[(Carbamoyloxy)methyl]-7-methoxy-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	Generator
MSD Brand OF cefoxitin sodium	HMDB
Sodium, cefoxitin	HMDB
Merck brand OF cefoxitin sodium	HMDB
Cefoxitin sodium	HMDB
Mefoxitin	HMDB
Mefoxin	HMDB
Merck frosst brand OF cefoxitin sodium	HMDB
Merck sharp and dohme brand OF cefoxitin sodium	HMDB
Méfoxin	HMDB

Chemical Formula

C₁₆H₁₇N₃O₇S₂

Average Molecular Weight

427.452

Monoisotopic Molecular Weight

427.050791293

IUPAC Name

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

Traditional Name

cefoxitin

CAS Registry Number

35607-66-0

SMILES

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

InChI Identifier

InChI=1S/C16H17N3O7S2/c1-25-16(18-10(20)5-9-3-2-4-27-9)13(23)19-11(12(21)22)8(6-26-15(17)24)7-28-14(16)19/h2-4,14H,5-7H2,1H3,(H2,17,24)(H,18,20)(H,21,22)/t14-,16+/m1/s1

InChI Key

WZOZEZRFJCJXNZ-ZBFHGGJFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid esters. Steroid esters are compounds containing a steroid moiety which bears a carboxylic acid ester group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid esters

Direct Parent

Steroid esters

Alternative Parents

Substituents

Steroid ester
Androstane-skeleton
N-methylpiperazine
N-alkylpiperazine
1,4-diazinane
Dicarboxylic acid or derivatives
Piperazine
Tetraalkylammonium salt
Quaternary ammonium salt
Amino acid or derivatives
Carboxylic acid ester
Tertiary amine
Tertiary aliphatic amine
Azacycle
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Amine
Carbonyl group
Organic nitrogen compound
Organic salt
Organic cation
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

steroid ester (CHEBI:8230 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0015426)
Membrane (HMDB: HMDB0015426)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	149.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.2 g/L	Not Available
LogP	-0.02	SANGSTER (1993)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.2 g/L	ALOGPS
logP	0.22	ALOGPS
logP	0.29	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	3.59	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	148.26 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	98.76 m³·mol⁻¹	ChemAxon
Polarizability	39.46 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	194.919	31661259
DarkChem	[M-H]-	188.04	31661259
DeepCCS	[M-2H]-	221.556	30932474
DeepCCS	[M+Na]+	196.784	30932474
AllCCS	[M+H]+	190.2	32859911
AllCCS	[M+H-H2O]+	187.9	32859911
AllCCS	[M+NH4]+	192.2	32859911
AllCCS	[M+Na]+	192.8	32859911
AllCCS	[M-H]-	188.0	32859911
AllCCS	[M+Na-2H]-	188.2	32859911
AllCCS	[M+HCOO]-	188.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cefoxitin	[H][C@]12SCC(COC(N)=O)=C(N1C(=O)[C@]2(NC(=O)CC1=CC=CS1)OC)C(O)=O	4990.6	Standard polar	33892256
Cefoxitin	[H][C@]12SCC(COC(N)=O)=C(N1C(=O)[C@]2(NC(=O)CC1=CC=CS1)OC)C(O)=O	3077.2	Standard non polar	33892256
Cefoxitin	[H][C@]12SCC(COC(N)=O)=C(N1C(=O)[C@]2(NC(=O)CC1=CC=CS1)OC)C(O)=O	3563.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cefoxitin,1TMS,isomer #1	CO[C@@]1(NC(=O)CC2=CC=CS2)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(COC(N)=O)CS[C@@H]21	3379.0	Semi standard non polar	33892256
Cefoxitin,1TMS,isomer #2	CO[C@@]1(NC(=O)CC2=CC=CS2)C(=O)N2C(C(=O)O)=C(COC(=O)N[Si](C)(C)C)CS[C@@H]21	3416.2	Semi standard non polar	33892256
Cefoxitin,1TMS,isomer #3	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C)C(=O)N2C(C(=O)O)=C(COC(N)=O)CS[C@@H]21	3311.4	Semi standard non polar	33892256
Cefoxitin,2TMS,isomer #1	CO[C@@]1(NC(=O)CC2=CC=CS2)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(COC(=O)N[Si](C)(C)C)CS[C@@H]21	3368.3	Semi standard non polar	33892256
Cefoxitin,2TMS,isomer #1	CO[C@@]1(NC(=O)CC2=CC=CS2)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(COC(=O)N[Si](C)(C)C)CS[C@@H]21	3098.9	Standard non polar	33892256
Cefoxitin,2TMS,isomer #1	CO[C@@]1(NC(=O)CC2=CC=CS2)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(COC(=O)N[Si](C)(C)C)CS[C@@H]21	5340.3	Standard polar	33892256
Cefoxitin,2TMS,isomer #2	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(COC(N)=O)CS[C@@H]21	3242.6	Semi standard non polar	33892256
Cefoxitin,2TMS,isomer #2	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(COC(N)=O)CS[C@@H]21	3063.5	Standard non polar	33892256
Cefoxitin,2TMS,isomer #2	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(COC(N)=O)CS[C@@H]21	5577.6	Standard polar	33892256
Cefoxitin,2TMS,isomer #3	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C)C(=O)N2C(C(=O)O)=C(COC(=O)N[Si](C)(C)C)CS[C@@H]21	3310.2	Semi standard non polar	33892256
Cefoxitin,2TMS,isomer #3	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C)C(=O)N2C(C(=O)O)=C(COC(=O)N[Si](C)(C)C)CS[C@@H]21	3173.3	Standard non polar	33892256
Cefoxitin,2TMS,isomer #3	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C)C(=O)N2C(C(=O)O)=C(COC(=O)N[Si](C)(C)C)CS[C@@H]21	5038.9	Standard polar	33892256
Cefoxitin,2TMS,isomer #4	CO[C@@]1(NC(=O)CC2=CC=CS2)C(=O)N2C(C(=O)O)=C(COC(=O)N([Si](C)(C)C)[Si](C)(C)C)CS[C@@H]21	3317.9	Semi standard non polar	33892256
Cefoxitin,2TMS,isomer #4	CO[C@@]1(NC(=O)CC2=CC=CS2)C(=O)N2C(C(=O)O)=C(COC(=O)N([Si](C)(C)C)[Si](C)(C)C)CS[C@@H]21	3194.1	Standard non polar	33892256
Cefoxitin,2TMS,isomer #4	CO[C@@]1(NC(=O)CC2=CC=CS2)C(=O)N2C(C(=O)O)=C(COC(=O)N([Si](C)(C)C)[Si](C)(C)C)CS[C@@H]21	5169.3	Standard polar	33892256
Cefoxitin,3TMS,isomer #1	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(COC(=O)N[Si](C)(C)C)CS[C@@H]21	3248.6	Semi standard non polar	33892256
Cefoxitin,3TMS,isomer #1	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(COC(=O)N[Si](C)(C)C)CS[C@@H]21	3189.4	Standard non polar	33892256
Cefoxitin,3TMS,isomer #1	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(COC(=O)N[Si](C)(C)C)CS[C@@H]21	4697.1	Standard polar	33892256
Cefoxitin,3TMS,isomer #2	CO[C@@]1(NC(=O)CC2=CC=CS2)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(COC(=O)N([Si](C)(C)C)[Si](C)(C)C)CS[C@@H]21	3289.4	Semi standard non polar	33892256
Cefoxitin,3TMS,isomer #2	CO[C@@]1(NC(=O)CC2=CC=CS2)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(COC(=O)N([Si](C)(C)C)[Si](C)(C)C)CS[C@@H]21	3207.4	Standard non polar	33892256
Cefoxitin,3TMS,isomer #2	CO[C@@]1(NC(=O)CC2=CC=CS2)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(COC(=O)N([Si](C)(C)C)[Si](C)(C)C)CS[C@@H]21	4944.6	Standard polar	33892256
Cefoxitin,3TMS,isomer #3	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C)C(=O)N2C(C(=O)O)=C(COC(=O)N([Si](C)(C)C)[Si](C)(C)C)CS[C@@H]21	3260.7	Semi standard non polar	33892256
Cefoxitin,3TMS,isomer #3	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C)C(=O)N2C(C(=O)O)=C(COC(=O)N([Si](C)(C)C)[Si](C)(C)C)CS[C@@H]21	3287.0	Standard non polar	33892256
Cefoxitin,3TMS,isomer #3	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C)C(=O)N2C(C(=O)O)=C(COC(=O)N([Si](C)(C)C)[Si](C)(C)C)CS[C@@H]21	4635.9	Standard polar	33892256
Cefoxitin,4TMS,isomer #1	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(COC(=O)N([Si](C)(C)C)[Si](C)(C)C)CS[C@@H]21	3249.3	Semi standard non polar	33892256
Cefoxitin,4TMS,isomer #1	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(COC(=O)N([Si](C)(C)C)[Si](C)(C)C)CS[C@@H]21	3298.8	Standard non polar	33892256
Cefoxitin,4TMS,isomer #1	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(COC(=O)N([Si](C)(C)C)[Si](C)(C)C)CS[C@@H]21	4332.6	Standard polar	33892256
Cefoxitin,1TBDMS,isomer #1	CO[C@@]1(NC(=O)CC2=CC=CS2)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(COC(N)=O)CS[C@@H]21	3574.4	Semi standard non polar	33892256
Cefoxitin,1TBDMS,isomer #2	CO[C@@]1(NC(=O)CC2=CC=CS2)C(=O)N2C(C(=O)O)=C(COC(=O)N[Si](C)(C)C(C)(C)C)CS[C@@H]21	3624.6	Semi standard non polar	33892256
Cefoxitin,1TBDMS,isomer #3	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O)=C(COC(N)=O)CS[C@@H]21	3531.5	Semi standard non polar	33892256
Cefoxitin,2TBDMS,isomer #1	CO[C@@]1(NC(=O)CC2=CC=CS2)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(COC(=O)N[Si](C)(C)C(C)(C)C)CS[C@@H]21	3741.6	Semi standard non polar	33892256
Cefoxitin,2TBDMS,isomer #1	CO[C@@]1(NC(=O)CC2=CC=CS2)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(COC(=O)N[Si](C)(C)C(C)(C)C)CS[C@@H]21	3455.0	Standard non polar	33892256
Cefoxitin,2TBDMS,isomer #1	CO[C@@]1(NC(=O)CC2=CC=CS2)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(COC(=O)N[Si](C)(C)C(C)(C)C)CS[C@@H]21	5201.8	Standard polar	33892256
Cefoxitin,2TBDMS,isomer #2	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(COC(N)=O)CS[C@@H]21	3648.6	Semi standard non polar	33892256
Cefoxitin,2TBDMS,isomer #2	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(COC(N)=O)CS[C@@H]21	3447.9	Standard non polar	33892256
Cefoxitin,2TBDMS,isomer #2	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(COC(N)=O)CS[C@@H]21	5405.0	Standard polar	33892256
Cefoxitin,2TBDMS,isomer #3	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O)=C(COC(=O)N[Si](C)(C)C(C)(C)C)CS[C@@H]21	3712.8	Semi standard non polar	33892256
Cefoxitin,2TBDMS,isomer #3	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O)=C(COC(=O)N[Si](C)(C)C(C)(C)C)CS[C@@H]21	3528.5	Standard non polar	33892256
Cefoxitin,2TBDMS,isomer #3	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O)=C(COC(=O)N[Si](C)(C)C(C)(C)C)CS[C@@H]21	4902.2	Standard polar	33892256
Cefoxitin,2TBDMS,isomer #4	CO[C@@]1(NC(=O)CC2=CC=CS2)C(=O)N2C(C(=O)O)=C(COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CS[C@@H]21	3751.3	Semi standard non polar	33892256
Cefoxitin,2TBDMS,isomer #4	CO[C@@]1(NC(=O)CC2=CC=CS2)C(=O)N2C(C(=O)O)=C(COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CS[C@@H]21	3548.6	Standard non polar	33892256
Cefoxitin,2TBDMS,isomer #4	CO[C@@]1(NC(=O)CC2=CC=CS2)C(=O)N2C(C(=O)O)=C(COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CS[C@@H]21	5031.9	Standard polar	33892256
Cefoxitin,3TBDMS,isomer #1	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(COC(=O)N[Si](C)(C)C(C)(C)C)CS[C@@H]21	3824.7	Semi standard non polar	33892256
Cefoxitin,3TBDMS,isomer #1	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(COC(=O)N[Si](C)(C)C(C)(C)C)CS[C@@H]21	3714.4	Standard non polar	33892256
Cefoxitin,3TBDMS,isomer #1	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(COC(=O)N[Si](C)(C)C(C)(C)C)CS[C@@H]21	4674.6	Standard polar	33892256
Cefoxitin,3TBDMS,isomer #2	CO[C@@]1(NC(=O)CC2=CC=CS2)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CS[C@@H]21	3894.4	Semi standard non polar	33892256
Cefoxitin,3TBDMS,isomer #2	CO[C@@]1(NC(=O)CC2=CC=CS2)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CS[C@@H]21	3722.4	Standard non polar	33892256
Cefoxitin,3TBDMS,isomer #2	CO[C@@]1(NC(=O)CC2=CC=CS2)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CS[C@@H]21	4863.6	Standard polar	33892256
Cefoxitin,3TBDMS,isomer #3	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O)=C(COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CS[C@@H]21	3893.1	Semi standard non polar	33892256
Cefoxitin,3TBDMS,isomer #3	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O)=C(COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CS[C@@H]21	3807.6	Standard non polar	33892256
Cefoxitin,3TBDMS,isomer #3	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O)=C(COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CS[C@@H]21	4612.4	Standard polar	33892256
Cefoxitin,4TBDMS,isomer #1	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CS[C@@H]21	4014.7	Semi standard non polar	33892256
Cefoxitin,4TBDMS,isomer #1	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CS[C@@H]21	3975.5	Standard non polar	33892256
Cefoxitin,4TBDMS,isomer #1	CO[C@@]1(N(C(=O)CC2=CC=CS2)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CS[C@@H]21	4414.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cefoxitin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0005-9324000000-05cb1df27c44fb10d1f0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefoxitin GC-MS (1 TMS) - 70eV, Positive	splash10-006w-9111500000-bf31bd6d1e9af793d957	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefoxitin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefoxitin 10V, Positive-QTOF	splash10-01t9-0152900000-dcfff8fc4fd3f312364a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefoxitin 20V, Positive-QTOF	splash10-0096-0920000000-12829e022c644e05c20d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefoxitin 40V, Positive-QTOF	splash10-00kf-4930000000-b840384f3eb09ebca7c7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefoxitin 10V, Negative-QTOF	splash10-0006-9132100000-8247f1786ca63286b408	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefoxitin 20V, Negative-QTOF	splash10-0006-9111000000-3136ee10c61ca55fabbc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefoxitin 40V, Negative-QTOF	splash10-0006-9510000000-6fe60420b7da0fc35ee7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefoxitin 10V, Positive-QTOF	splash10-016r-0009800000-0aab03e94594dab686d7	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefoxitin 20V, Positive-QTOF	splash10-0171-1059200000-d98c8e6245c4548a77ac	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefoxitin 40V, Positive-QTOF	splash10-000j-9277000000-b3dc1748967d8be6f876	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefoxitin 10V, Negative-QTOF	splash10-0fb9-0015900000-11bd6d703d43a001e23e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefoxitin 20V, Negative-QTOF	splash10-016r-2092200000-0fab277122b825145b75	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefoxitin 40V, Negative-QTOF	splash10-0005-9220000000-b8f3a5c616f492419695	2021-10-11	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 DB01331	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01331	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01331

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

389981

KEGG Compound ID

C06887

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cefoxitin

METLIN ID

Not Available

PubChem Compound

441199

PDB ID

CFX

ChEBI ID

209807

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Cefoxitin (HMDB0015426)

MOL for HMDB0015426 (Cefoxitin)

3D MOL for HMDB0015426 (Cefoxitin)

3D SDF for HMDB0015426 (Cefoxitin)

3D-SDF for HMDB0015426 (Cefoxitin)

PDB for HMDB0015426 (Cefoxitin)

3D PDB for HMDB0015426 (Cefoxitin)

SMILES for HMDB0015426 (Cefoxitin)

INCHI for HMDB0015426 (Cefoxitin)

Structure for HMDB0015426 (Cefoxitin)

3D Structure for HMDB0015426 (Cefoxitin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra