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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:35 UTC

HMDB ID

HMDB0014374

Secondary Accession Numbers

HMDB14374

Metabolite Identification

Common Name

Cefotiam

Description

Cefotiam, also known as CTM or aspil, 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. Cefotiam is a drug which is used for treatment of severe infections caused by susceptible bacteria. Cefotiam is a very strong basic compound (based on its pKa).

Structure

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

229
  Mrv0541 02231214322D          

 35 38  0  0  1  0            999 V2000
    7.1740   -1.1463    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0305    0.0912    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.8123   -1.5552    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.3025    0.6792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4596    1.7413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8885    1.7413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3150   -0.3134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8885    0.0912    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3025   -1.3218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5623    0.1682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4347   -1.7008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7766   -0.7130    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2299    1.3242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0103    0.7813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4228    1.4958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1209   -0.1177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8885   -0.7338    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7204   -0.7372    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7204    0.0946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1740    0.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4596    0.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4596   -0.7338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7450    0.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1740    1.3288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0999   -1.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6820   -1.6944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4794   -1.4826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3161    0.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3908   -0.6388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6062   -0.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1195   -2.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6004   -0.7579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.9557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0478   -2.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0580   -1.3717    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0  0  0  0
  1 22  1  0  0  0  0
  2 23  1  0  0  0  0
  2 28  1  0  0  0  0
  3 31  1  0  0  0  0
  3 32  1  0  0  0  0
  4 19  2  0  0  0  0
  5 24  1  0  0  0  0
  6 24  2  0  0  0  0
  7 25  2  0  0  0  0
  8 17  1  0  0  0  0
  8 19  1  0  0  0  0
  8 20  1  0  0  0  0
 18  9  1  1  0  0  0
  9 25  1  0  0  0  0
 10 14  1  0  0  0  0
 10 28  1  0  0  0  0
 10 29  1  0  0  0  0
 11 30  1  0  0  0  0
 11 33  1  0  0  0  0
 11 34  1  0  0  0  0
 12 27  1  0  0  0  0
 12 32  2  0  0  0  0
 13 15  1  0  0  0  0
 13 28  2  0  0  0  0
 14 15  2  0  0  0  0
 16 32  1  0  0  0  0
 17 18  1  0  0  0  0
 17 35  1  6  0  0  0
 18 19  1  0  0  0  0
 20 21  2  0  0  0  0
 20 24  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 31  2  0  0  0  0
 29 30  1  0  0  0  0
M  END

HMDB0014374
     RDKit          3D
Cefotiam
 57 60  0  0  0  0  0  0  0  0999 V2000
   -3.4527    2.0990   -3.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5625    1.5237   -3.7523 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7484    2.2871   -3.5116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7317    0.1152   -3.5100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1562   -0.1461   -2.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3201   -1.5579   -1.8459 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4341   -2.2414   -2.0195 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2117   -3.5013   -1.7147 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9571   -3.6241   -1.3465 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3889   -2.4199   -1.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6700   -2.0727   -1.0176 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5532   -1.6239    0.7715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1248   -1.3552    1.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4341   -2.0381    1.8991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9504   -3.1299    2.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1709   -3.7314    3.5030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2486   -3.5696    2.6278 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9640   -1.7363    2.1478 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2834   -2.1850    2.4095 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8076   -3.3067    2.6258 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8598   -0.8311    2.3395 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6170   -0.4966    1.1781 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8202    0.2390    1.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1968    0.5841    2.4731 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6420    0.6084    0.1133 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8445    1.3989    0.6104 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0268    0.7781    0.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9879    2.1032    1.4178 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.8435    3.3554    1.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9870    4.7577    1.4117 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7867    2.6854    0.7501 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4274   -0.3618    2.1844 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0407    0.3075    0.5482 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6141   -0.2340    0.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4749    1.7014   -3.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4638    3.1984   -3.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5967    2.0077   -1.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6955    3.2114   -4.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6855    1.7216   -3.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7358    2.6631   -2.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8133   -0.4421   -3.7721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5270   -0.2516   -4.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1380    0.3326   -1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3962    0.2236   -1.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0676   -2.3409    1.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1419   -0.6520    0.8105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6027   -4.3111    3.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3268   -0.5084    3.2959 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3064   -0.7814    0.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0123    1.2421   -0.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9816   -0.2576   -0.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2599   -0.3004    0.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5848    5.2989    0.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4876    5.1829    2.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0456    0.2480    3.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3077    0.6256    0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7642   -0.4914   -0.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 21 32  1  0
 32 33  1  0
 33 34  1  0
 10  6  1  0
 34 13  1  0
 32 18  1  0
 31 26  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
 12 45  1  0
 12 46  1  0
 17 47  1  0
 21 48  1  1
 22 49  1  0
 25 50  1  0
 25 51  1  0
 27 52  1  0
 30 53  1  0
 30 54  1  0
 32 55  1  1
 34 56  1  0
 34 57  1  0
M  END

229
  Mrv0541 02231214322D          

 35 38  0  0  1  0            999 V2000
    7.1740   -1.1463    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0305    0.0912    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.8123   -1.5552    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.3025    0.6792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4596    1.7413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8885    1.7413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3150   -0.3134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8885    0.0912    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3025   -1.3218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5623    0.1682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4347   -1.7008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7766   -0.7130    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2299    1.3242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0103    0.7813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4228    1.4958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1209   -0.1177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8885   -0.7338    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7204   -0.7372    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7204    0.0946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1740    0.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4596    0.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4596   -0.7338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7450    0.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1740    1.3288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0999   -1.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6820   -1.6944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4794   -1.4826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3161    0.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3908   -0.6388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6062   -0.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1195   -2.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6004   -0.7579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.9557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0478   -2.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0580   -1.3717    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0  0  0  0
  1 22  1  0  0  0  0
  2 23  1  0  0  0  0
  2 28  1  0  0  0  0
  3 31  1  0  0  0  0
  3 32  1  0  0  0  0
  4 19  2  0  0  0  0
  5 24  1  0  0  0  0
  6 24  2  0  0  0  0
  7 25  2  0  0  0  0
  8 17  1  0  0  0  0
  8 19  1  0  0  0  0
  8 20  1  0  0  0  0
 18  9  1  1  0  0  0
  9 25  1  0  0  0  0
 10 14  1  0  0  0  0
 10 28  1  0  0  0  0
 10 29  1  0  0  0  0
 11 30  1  0  0  0  0
 11 33  1  0  0  0  0
 11 34  1  0  0  0  0
 12 27  1  0  0  0  0
 12 32  2  0  0  0  0
 13 15  1  0  0  0  0
 13 28  2  0  0  0  0
 14 15  2  0  0  0  0
 16 32  1  0  0  0  0
 17 18  1  0  0  0  0
 17 35  1  6  0  0  0
 18 19  1  0  0  0  0
 20 21  2  0  0  0  0
 20 24  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 31  2  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014374

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12SCC(CSC3=NN=NN3CCN(C)C)=C(N1C(=O)[C@H]2NC(=O)CC1=CSC(N)=N1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H23N9O4S3/c1-25(2)3-4-26-18(22-23-24-26)34-7-9-6-32-15-12(14(29)27(15)13(9)16(30)31)21-11(28)5-10-8-33-17(19)20-10/h8,12,15H,3-7H2,1-2H3,(H2,19,20)(H,21,28)(H,30,31)/t12-,15-/m1/s1

> <INCHI_KEY>
QYQDKDWGWDOFFU-IUODEOHRSA-N

> <FORMULA>
C18H23N9O4S3

> <MOLECULAR_WEIGHT>
525.628

> <EXACT_MASS>
525.103512339

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
49.8683182512362

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6R,7R)-7-[2-(2-amino-1,3-thiazol-4-yl)acetamido]-3-[({1-[2-(dimethylamino)ethyl]-1H-1,2,3,4-tetrazol-5-yl}sulfanyl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

> <ALOGPS_LOGP>
-0.33

> <JCHEM_LOGP>
-3.0857435970023865

> <ALOGPS_LOGS>
-2.61

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.261707912715334

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.794902086438576

> <JCHEM_PKA_STRONGEST_BASIC>
8.363572270472858

> <JCHEM_POLAR_SURFACE_AREA>
172.46

> <JCHEM_REFRACTIVITY>
142.33649999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.29e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cefotiam

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014374
     RDKit          3D
Cefotiam
 57 60  0  0  0  0  0  0  0  0999 V2000
   -3.4527    2.0990   -3.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5625    1.5237   -3.7523 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7484    2.2871   -3.5116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7317    0.1152   -3.5100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1562   -0.1461   -2.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3201   -1.5579   -1.8459 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4341   -2.2414   -2.0195 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2117   -3.5013   -1.7147 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9571   -3.6241   -1.3465 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3889   -2.4199   -1.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6700   -2.0727   -1.0176 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5532   -1.6239    0.7715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1248   -1.3552    1.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4341   -2.0381    1.8991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9504   -3.1299    2.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1709   -3.7314    3.5030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2486   -3.5696    2.6278 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9640   -1.7363    2.1478 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2834   -2.1850    2.4095 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8076   -3.3067    2.6258 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8598   -0.8311    2.3395 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6170   -0.4966    1.1781 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8202    0.2390    1.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1968    0.5841    2.4731 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6420    0.6084    0.1133 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8445    1.3989    0.6104 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0268    0.7781    0.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9879    2.1032    1.4178 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.8435    3.3554    1.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9870    4.7577    1.4117 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7867    2.6854    0.7501 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4274   -0.3618    2.1844 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0407    0.3075    0.5482 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6141   -0.2340    0.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4749    1.7014   -3.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4638    3.1984   -3.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5967    2.0077   -1.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6955    3.2114   -4.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6855    1.7216   -3.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7358    2.6631   -2.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8133   -0.4421   -3.7721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5270   -0.2516   -4.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1380    0.3326   -1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3962    0.2236   -1.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0676   -2.3409    1.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1419   -0.6520    0.8105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6027   -4.3111    3.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3268   -0.5084    3.2959 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3064   -0.7814    0.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0123    1.2421   -0.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9816   -0.2576   -0.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2599   -0.3004    0.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5848    5.2989    0.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4876    5.1829    2.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0456    0.2480    3.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3077    0.6256    0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7642   -0.4914   -0.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 21 32  1  0
 32 33  1  0
 33 34  1  0
 10  6  1  0
 34 13  1  0
 32 18  1  0
 31 26  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
 12 45  1  0
 12 46  1  0
 17 47  1  0
 21 48  1  1
 22 49  1  0
 25 50  1  0
 25 51  1  0
 27 52  1  0
 30 53  1  0
 30 54  1  0
 32 55  1  1
 34 56  1  0
 34 57  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 229                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0      13.391  -2.140   0.000  0.00  0.00           S+0
HETATM    2  S   UNK     0       9.390   0.170   0.000  0.00  0.00           S+0
HETATM    3  S   UNK     0      23.916  -2.903   0.000  0.00  0.00           S+0
HETATM    4  O   UNK     0      17.365   1.268   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      12.058   3.250   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      14.725   3.250   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      19.255  -0.585   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0      14.725   0.170   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      17.365  -2.467   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0       6.650   0.314   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0       4.545  -3.175   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      21.983  -1.331   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       7.896   2.472   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       5.619   1.458   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       6.389   2.792   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0      24.492  -0.220   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      14.725  -1.370   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.278  -1.376   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      16.278   0.177   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.391   0.940   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.058   0.170   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.058  -1.370   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.724   0.940   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.391   2.480   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      18.853  -2.072   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      19.940  -3.163   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      21.428  -2.768   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.057   0.940   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.329  -1.192   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.865  -1.668   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      22.623  -3.739   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      23.521  -1.415   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.080  -3.651   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.689  -4.205   0.000  0.00  0.00           C+0
HETATM   35  H   UNK     0      15.042  -2.561   0.000  0.00  0.00           H+0
CONECT    1   17   22                                                       
CONECT    2   23   28                                                       
CONECT    3   31   32                                                       
CONECT    4   19                                                            
CONECT    5   24                                                            
CONECT    6   24                                                            
CONECT    7   25                                                            
CONECT    8   17   19   20                                                  
CONECT    9   18   25                                                       
CONECT   10   14   28   29                                                  
CONECT   11   30   33   34                                                  
CONECT   12   27   32                                                       
CONECT   13   15   28                                                       
CONECT   14   10   15                                                       
CONECT   15   13   14                                                       
CONECT   16   32                                                            
CONECT   17    1    8   18   35                                             
CONECT   18    9   17   19                                                  
CONECT   19    4    8   18                                                  
CONECT   20    8   21   24                                                  
CONECT   21   20   22   23                                                  
CONECT   22    1   21                                                       
CONECT   23    2   21                                                       
CONECT   24    5    6   20                                                  
CONECT   25    7    9   26                                                  
CONECT   26   25   27                                                       
CONECT   27   12   26   31                                                  
CONECT   28    2   10   13                                                  
CONECT   29   10   30                                                       
CONECT   30   11   29                                                       
CONECT   31    3   27                                                       
CONECT   32    3   12   16                                                  
CONECT   33   11                                                            
CONECT   34   11                                                            
CONECT   35   17                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

COMPND    HMDB0014374
HETATM    1  C1  UNL     1      -3.453   2.099  -3.058  1.00  0.00           C  
HETATM    2  N1  UNL     1      -4.562   1.524  -3.752  1.00  0.00           N  
HETATM    3  C2  UNL     1      -5.748   2.287  -3.512  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.732   0.115  -3.510  1.00  0.00           C  
HETATM    5  C4  UNL     1      -5.156  -0.146  -2.075  1.00  0.00           C  
HETATM    6  N2  UNL     1      -5.320  -1.558  -1.846  1.00  0.00           N  
HETATM    7  N3  UNL     1      -6.434  -2.241  -2.019  1.00  0.00           N  
HETATM    8  N4  UNL     1      -6.212  -3.501  -1.715  1.00  0.00           N  
HETATM    9  N5  UNL     1      -4.957  -3.624  -1.347  1.00  0.00           N  
HETATM   10  C5  UNL     1      -4.389  -2.420  -1.423  1.00  0.00           C  
HETATM   11  S1  UNL     1      -2.670  -2.073  -1.018  1.00  0.00           S  
HETATM   12  C6  UNL     1      -2.553  -1.624   0.771  1.00  0.00           C  
HETATM   13  C7  UNL     1      -1.125  -1.355   1.038  1.00  0.00           C  
HETATM   14  C8  UNL     1      -0.434  -2.038   1.899  1.00  0.00           C  
HETATM   15  C9  UNL     1      -0.950  -3.130   2.692  1.00  0.00           C  
HETATM   16  O1  UNL     1      -0.171  -3.731   3.503  1.00  0.00           O  
HETATM   17  O2  UNL     1      -2.249  -3.570   2.628  1.00  0.00           O  
HETATM   18  N6  UNL     1       0.964  -1.736   2.148  1.00  0.00           N  
HETATM   19  C10 UNL     1       2.283  -2.185   2.410  1.00  0.00           C  
HETATM   20  O3  UNL     1       2.808  -3.307   2.626  1.00  0.00           O  
HETATM   21  C11 UNL     1       2.860  -0.831   2.339  1.00  0.00           C  
HETATM   22  N7  UNL     1       3.617  -0.497   1.178  1.00  0.00           N  
HETATM   23  C12 UNL     1       4.820   0.239   1.315  1.00  0.00           C  
HETATM   24  O4  UNL     1       5.197   0.584   2.473  1.00  0.00           O  
HETATM   25  C13 UNL     1       5.642   0.608   0.113  1.00  0.00           C  
HETATM   26  C14 UNL     1       6.845   1.399   0.610  1.00  0.00           C  
HETATM   27  C15 UNL     1       8.027   0.778   0.931  1.00  0.00           C  
HETATM   28  S2  UNL     1       8.988   2.103   1.418  1.00  0.00           S  
HETATM   29  C16 UNL     1       7.844   3.355   1.188  1.00  0.00           C  
HETATM   30  N8  UNL     1       7.987   4.758   1.412  1.00  0.00           N  
HETATM   31  N9  UNL     1       6.787   2.685   0.750  1.00  0.00           N  
HETATM   32  C17 UNL     1       1.427  -0.362   2.184  1.00  0.00           C  
HETATM   33  S3  UNL     1       1.041   0.308   0.548  1.00  0.00           S  
HETATM   34  C18 UNL     1      -0.614  -0.234   0.174  1.00  0.00           C  
HETATM   35  H1  UNL     1      -2.475   1.701  -3.406  1.00  0.00           H  
HETATM   36  H2  UNL     1      -3.464   3.198  -3.293  1.00  0.00           H  
HETATM   37  H3  UNL     1      -3.597   2.008  -1.975  1.00  0.00           H  
HETATM   38  H4  UNL     1      -5.695   3.211  -4.148  1.00  0.00           H  
HETATM   39  H5  UNL     1      -6.686   1.722  -3.723  1.00  0.00           H  
HETATM   40  H6  UNL     1      -5.736   2.663  -2.457  1.00  0.00           H  
HETATM   41  H7  UNL     1      -3.813  -0.442  -3.772  1.00  0.00           H  
HETATM   42  H8  UNL     1      -5.527  -0.252  -4.190  1.00  0.00           H  
HETATM   43  H9  UNL     1      -6.138   0.333  -1.888  1.00  0.00           H  
HETATM   44  H10 UNL     1      -4.396   0.224  -1.361  1.00  0.00           H  
HETATM   45  H11 UNL     1      -3.068  -2.341   1.340  1.00  0.00           H  
HETATM   46  H12 UNL     1      -3.142  -0.652   0.811  1.00  0.00           H  
HETATM   47  H13 UNL     1      -2.603  -4.311   3.214  1.00  0.00           H  
HETATM   48  H14 UNL     1       3.327  -0.508   3.296  1.00  0.00           H  
HETATM   49  H15 UNL     1       3.306  -0.781   0.226  1.00  0.00           H  
HETATM   50  H16 UNL     1       5.012   1.242  -0.538  1.00  0.00           H  
HETATM   51  H17 UNL     1       5.982  -0.258  -0.447  1.00  0.00           H  
HETATM   52  H18 UNL     1       8.260  -0.300   0.876  1.00  0.00           H  
HETATM   53  H19 UNL     1       8.585   5.299   0.773  1.00  0.00           H  
HETATM   54  H20 UNL     1       7.488   5.183   2.204  1.00  0.00           H  
HETATM   55  H21 UNL     1       1.046   0.248   3.013  1.00  0.00           H  
HETATM   56  H22 UNL     1      -1.308   0.626   0.366  1.00  0.00           H  
HETATM   57  H23 UNL     1      -0.764  -0.491  -0.905  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3    4
CONECT    3   38   39   40
CONECT    4    5   41   42
CONECT    5    6   43   44
CONECT    6    7   10
CONECT    7    8    8
CONECT    8    9
CONECT    9   10   10
CONECT   10   11
CONECT   11   12
CONECT   12   13   45   46
CONECT   13   14   14   34
CONECT   14   15   18
CONECT   15   16   16   17
CONECT   17   47
CONECT   18   19   32
CONECT   19   20   20   21
CONECT   21   22   32   48
CONECT   22   23   49
CONECT   23   24   24   25
CONECT   25   26   50   51
CONECT   26   27   27   31
CONECT   27   28   52
CONECT   28   29
CONECT   29   30   31   31
CONECT   30   53   54
CONECT   32   33   55
CONECT   33   34
CONECT   34   56   57
END

HMDB0014374
     RDKit          3D
Cefotiam
 57 60  0  0  0  0  0  0  0  0999 V2000
   -3.4527    2.0990   -3.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5625    1.5237   -3.7523 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7484    2.2871   -3.5116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7317    0.1152   -3.5100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1562   -0.1461   -2.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3201   -1.5579   -1.8459 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4341   -2.2414   -2.0195 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2117   -3.5013   -1.7147 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9571   -3.6241   -1.3465 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3889   -2.4199   -1.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6700   -2.0727   -1.0176 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5532   -1.6239    0.7715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1248   -1.3552    1.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4341   -2.0381    1.8991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9504   -3.1299    2.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1709   -3.7314    3.5030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2486   -3.5696    2.6278 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9640   -1.7363    2.1478 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2834   -2.1850    2.4095 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8076   -3.3067    2.6258 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8598   -0.8311    2.3395 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6170   -0.4966    1.1781 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8202    0.2390    1.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1968    0.5841    2.4731 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6420    0.6084    0.1133 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8445    1.3989    0.6104 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0268    0.7781    0.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9879    2.1032    1.4178 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.8435    3.3554    1.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9870    4.7577    1.4117 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7867    2.6854    0.7501 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4274   -0.3618    2.1844 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0407    0.3075    0.5482 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6141   -0.2340    0.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4749    1.7014   -3.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4638    3.1984   -3.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5967    2.0077   -1.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6955    3.2114   -4.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6855    1.7216   -3.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7358    2.6631   -2.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8133   -0.4421   -3.7721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5270   -0.2516   -4.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1380    0.3326   -1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3962    0.2236   -1.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0676   -2.3409    1.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1419   -0.6520    0.8105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6027   -4.3111    3.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3268   -0.5084    3.2959 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3064   -0.7814    0.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0123    1.2421   -0.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9816   -0.2576   -0.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2599   -0.3004    0.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5848    5.2989    0.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4876    5.1829    2.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0456    0.2480    3.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3077    0.6256    0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7642   -0.4914   -0.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 21 32  1  0
 32 33  1  0
 33 34  1  0
 10  6  1  0
 34 13  1  0
 32 18  1  0
 31 26  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
 12 45  1  0
 12 46  1  0
 17 47  1  0
 21 48  1  1
 22 49  1  0
 25 50  1  0
 25 51  1  0
 27 52  1  0
 30 53  1  0
 30 54  1  0
 32 55  1  1
 34 56  1  0
 34 57  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(6R,7R)-7-[2-(2-Amino-thiazol-4-yl)-acetylamino]-3-[1-(2-dimethylamino-ethyl)-1H-tetrazol-5-ylsulfanylmethyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid	ChEBI
Cefotiamum	ChEBI
CTM	ChEBI
Aspil	Kegg
(6R,7R)-7-[2-(2-Amino-thiazol-4-yl)-acetylamino]-3-[1-(2-dimethylamino-ethyl)-1H-tetrazol-5-ylsulfanylmethyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate	Generator
(6R,7R)-7-[2-(2-Amino-thiazol-4-yl)-acetylamino]-3-[1-(2-dimethylamino-ethyl)-1H-tetrazol-5-ylsulphanylmethyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate	Generator
(6R,7R)-7-[2-(2-Amino-thiazol-4-yl)-acetylamino]-3-[1-(2-dimethylamino-ethyl)-1H-tetrazol-5-ylsulphanylmethyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid	Generator
Abbott-48999	HMDB
Ceradolan	HMDB
SCE 963	HMDB
SCE-963	HMDB
Abbott 48999	HMDB
CGP 14221 e	HMDB
Cefotiam hydrochloride	HMDB
Halospor	HMDB
Hydrochloride, cefotiam	HMDB
CGP-14221-e	HMDB
Haloapor	HMDB
Abbott48999	HMDB

Chemical Formula

C₁₈H₂₃N₉O₄S₃

Average Molecular Weight

525.628

Monoisotopic Molecular Weight

525.103512339

IUPAC Name

(6R,7R)-7-[2-(2-amino-1,3-thiazol-4-yl)acetamido]-3-[({1-[2-(dimethylamino)ethyl]-1H-1,2,3,4-tetrazol-5-yl}sulfanyl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Traditional Name

cefotiam

CAS Registry Number

61622-34-2

SMILES

[H][C@]12SCC(CSC3=NN=NN3CCN(C)C)=C(N1C(=O)[C@H]2NC(=O)CC1=CSC(N)=N1)C(O)=O

InChI Identifier

InChI=1S/C18H23N9O4S3/c1-25(2)3-4-26-18(22-23-24-26)34-7-9-6-32-15-12(14(29)27(15)13(9)16(30)31)21-11(28)5-10-8-33-17(19)20-10/h8,12,15H,3-7H2,1-2H3,(H2,19,20)(H,21,28)(H,30,31)/t12-,15-/m1/s1

InChI Key

QYQDKDWGWDOFFU-IUODEOHRSA-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
Aryl thioether
2,4-disubstituted 1,3-thiazole
Alkylarylthioether
Meta-thiazine
1,3-thiazol-2-amine
Azole
Heteroaromatic compound
Tertiary carboxylic acid amide
Tetrazole
Thiazole
Amino acid or derivatives
Azetidine
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Tertiary amine
Tertiary aliphatic amine
Hemithioaminal
Thioether
Sulfenyl compound
Dialkylthioether
Azacycle
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxygen compound
Organopnictogen compound
Carbonyl group
Amine
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Primary amine
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

cephalosporin (CHEBI:355510 )
semisynthetic derivative (CHEBI:355510 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0014374)

Source

Exogenous

Exogenous (HMDB: HMDB0014374)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1.29 g/L	Not Available
LogP	-2.1	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.29 g/L	ALOGPS
logP	-0.33	ALOGPS
logP	-3.1	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	2.79	ChemAxon
pKa (Strongest Basic)	8.36	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	172.46 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	142.34 m³·mol⁻¹	ChemAxon
Polarizability	49.87 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]+	219.287	31661259
DarkChem	[M-H]-	212.417	31661259
DeepCCS	[M-2H]-	238.579	30932474
DeepCCS	[M+Na]+	214.651	30932474
AllCCS	[M+H]+	212.5	32859911
AllCCS	[M+H-H2O]+	211.2	32859911
AllCCS	[M+NH4]+	213.7	32859911
AllCCS	[M+Na]+	214.0	32859911
AllCCS	[M-H]-	196.2	32859911
AllCCS	[M+Na-2H]-	197.3	32859911
AllCCS	[M+HCOO]-	198.6	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.	2.54 minutes	32390414
Predicted by Siyang on May 30, 2022	10.0818 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.09 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	318.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	557.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	209.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	93.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	175.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	54.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	295.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	328.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	1011.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	603.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	52.6 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	840.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	205.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	234.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	587.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	672.1 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	272.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cefotiam	[H][C@]12SCC(CSC3=NN=NN3CCN(C)C)=C(N1C(=O)[C@H]2NC(=O)CC1=CSC(N)=N1)C(O)=O	5172.2	Standard polar	33892256
Cefotiam	[H][C@]12SCC(CSC3=NN=NN3CCN(C)C)=C(N1C(=O)[C@H]2NC(=O)CC1=CSC(N)=N1)C(O)=O	4144.5	Standard non polar	33892256
Cefotiam	[H][C@]12SCC(CSC3=NN=NN3CCN(C)C)=C(N1C(=O)[C@H]2NC(=O)CC1=CSC(N)=N1)C(O)=O	4750.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cefotiam,1TMS,isomer #1	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)CC3=CSC(N)=N3)[C@H]2SC1	4721.9	Semi standard non polar	33892256
Cefotiam,1TMS,isomer #2	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)CC3=CSC(N[Si](C)(C)C)=N3)[C@H]2SC1	4851.1	Semi standard non polar	33892256
Cefotiam,1TMS,isomer #3	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N)=N3)[Si](C)(C)C)[C@H]2SC1	4660.2	Semi standard non polar	33892256
Cefotiam,2TMS,isomer #1	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)CC3=CSC(N[Si](C)(C)C)=N3)[C@H]2SC1	4669.0	Semi standard non polar	33892256
Cefotiam,2TMS,isomer #1	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)CC3=CSC(N[Si](C)(C)C)=N3)[C@H]2SC1	3860.5	Standard non polar	33892256
Cefotiam,2TMS,isomer #1	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)CC3=CSC(N[Si](C)(C)C)=N3)[C@H]2SC1	7672.6	Standard polar	33892256
Cefotiam,2TMS,isomer #2	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N)=N3)[Si](C)(C)C)[C@H]2SC1	4474.6	Semi standard non polar	33892256
Cefotiam,2TMS,isomer #2	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N)=N3)[Si](C)(C)C)[C@H]2SC1	3924.9	Standard non polar	33892256
Cefotiam,2TMS,isomer #2	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N)=N3)[Si](C)(C)C)[C@H]2SC1	7484.7	Standard polar	33892256
Cefotiam,2TMS,isomer #3	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	4587.7	Semi standard non polar	33892256
Cefotiam,2TMS,isomer #3	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	3953.8	Standard non polar	33892256
Cefotiam,2TMS,isomer #3	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	7373.7	Standard polar	33892256
Cefotiam,2TMS,isomer #4	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)CC3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[C@H]2SC1	4597.2	Semi standard non polar	33892256
Cefotiam,2TMS,isomer #4	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)CC3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[C@H]2SC1	3978.7	Standard non polar	33892256
Cefotiam,2TMS,isomer #4	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)CC3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[C@H]2SC1	7383.4	Standard polar	33892256
Cefotiam,3TMS,isomer #1	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	4484.8	Semi standard non polar	33892256
Cefotiam,3TMS,isomer #1	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	3940.1	Standard non polar	33892256
Cefotiam,3TMS,isomer #1	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	6967.8	Standard polar	33892256
Cefotiam,3TMS,isomer #2	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)CC3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[C@H]2SC1	4498.5	Semi standard non polar	33892256
Cefotiam,3TMS,isomer #2	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)CC3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[C@H]2SC1	3938.5	Standard non polar	33892256
Cefotiam,3TMS,isomer #2	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)CC3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[C@H]2SC1	7104.6	Standard polar	33892256
Cefotiam,3TMS,isomer #3	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	4438.3	Semi standard non polar	33892256
Cefotiam,3TMS,isomer #3	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	4025.5	Standard non polar	33892256
Cefotiam,3TMS,isomer #3	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	6759.3	Standard polar	33892256
Cefotiam,4TMS,isomer #1	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	4385.3	Semi standard non polar	33892256
Cefotiam,4TMS,isomer #1	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	4004.9	Standard non polar	33892256
Cefotiam,4TMS,isomer #1	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[Si](C)(C)C)[C@H]2SC1	6434.1	Standard polar	33892256
Cefotiam,1TBDMS,isomer #1	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](NC(=O)CC3=CSC(N)=N3)[C@H]2SC1	4920.1	Semi standard non polar	33892256
Cefotiam,1TBDMS,isomer #2	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)CC3=CSC(N[Si](C)(C)C(C)(C)C)=N3)[C@H]2SC1	5018.9	Semi standard non polar	33892256
Cefotiam,1TBDMS,isomer #3	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	4862.1	Semi standard non polar	33892256
Cefotiam,2TBDMS,isomer #1	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](NC(=O)CC3=CSC(N[Si](C)(C)C(C)(C)C)=N3)[C@H]2SC1	5021.5	Semi standard non polar	33892256
Cefotiam,2TBDMS,isomer #1	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](NC(=O)CC3=CSC(N[Si](C)(C)C(C)(C)C)=N3)[C@H]2SC1	4276.1	Standard non polar	33892256
Cefotiam,2TBDMS,isomer #1	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](NC(=O)CC3=CSC(N[Si](C)(C)C(C)(C)C)=N3)[C@H]2SC1	7384.7	Standard polar	33892256
Cefotiam,2TBDMS,isomer #2	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	4835.4	Semi standard non polar	33892256
Cefotiam,2TBDMS,isomer #2	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	4308.5	Standard non polar	33892256
Cefotiam,2TBDMS,isomer #2	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	7285.8	Standard polar	33892256
Cefotiam,2TBDMS,isomer #3	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N[Si](C)(C)C(C)(C)C)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	4940.6	Semi standard non polar	33892256
Cefotiam,2TBDMS,isomer #3	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N[Si](C)(C)C(C)(C)C)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	4360.6	Standard non polar	33892256
Cefotiam,2TBDMS,isomer #3	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N[Si](C)(C)C(C)(C)C)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	7076.1	Standard polar	33892256
Cefotiam,2TBDMS,isomer #4	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)CC3=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3)[C@H]2SC1	5016.1	Semi standard non polar	33892256
Cefotiam,2TBDMS,isomer #4	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)CC3=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3)[C@H]2SC1	4344.0	Standard non polar	33892256
Cefotiam,2TBDMS,isomer #4	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)CC3=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3)[C@H]2SC1	7117.6	Standard polar	33892256
Cefotiam,3TBDMS,isomer #1	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N[Si](C)(C)C(C)(C)C)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	4996.0	Semi standard non polar	33892256
Cefotiam,3TBDMS,isomer #1	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N[Si](C)(C)C(C)(C)C)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	4497.4	Standard non polar	33892256
Cefotiam,3TBDMS,isomer #1	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N[Si](C)(C)C(C)(C)C)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	6735.8	Standard polar	33892256
Cefotiam,3TBDMS,isomer #2	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](NC(=O)CC3=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3)[C@H]2SC1	5071.9	Semi standard non polar	33892256
Cefotiam,3TBDMS,isomer #2	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](NC(=O)CC3=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3)[C@H]2SC1	4468.1	Standard non polar	33892256
Cefotiam,3TBDMS,isomer #2	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](NC(=O)CC3=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3)[C@H]2SC1	6839.9	Standard polar	33892256
Cefotiam,3TBDMS,isomer #3	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	4984.6	Semi standard non polar	33892256
Cefotiam,3TBDMS,isomer #3	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	4560.1	Standard non polar	33892256
Cefotiam,3TBDMS,isomer #3	CN(C)CCN1N=NN=C1SCC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)CC3=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	6500.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cefotiam GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9421200000-128e8aa9d514e537a7b7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefotiam GC-MS (1 TMS) - 70eV, Positive	splash10-0a4i-9110020000-37caaff1f8a99c496c40	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 - Cefotiam 10V, Positive-QTOF	splash10-057j-4419220000-1ea0b6535b6dd9005485	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefotiam 20V, Positive-QTOF	splash10-00di-9324000000-0dce53064e8a4c9f14fa	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefotiam 40V, Positive-QTOF	splash10-00di-9353000000-c3f4bff9d45a93905cb7	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefotiam 10V, Negative-QTOF	splash10-0072-0900100000-e701d2521f186c4a6b25	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefotiam 20V, Negative-QTOF	splash10-03k9-1920000000-7dfad3207a13ae563e6a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefotiam 40V, Negative-QTOF	splash10-052f-9211000000-c4a5499d577017d5f4f6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefotiam 10V, Positive-QTOF	splash10-004i-0000090000-c0db00ba536cdc52820f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefotiam 20V, Positive-QTOF	splash10-0092-0902440000-9123024fffe09afb76a2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefotiam 40V, Positive-QTOF	splash10-00dl-8911300000-0fc519f5e4861b219dfc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefotiam 10V, Negative-QTOF	splash10-006x-0200940000-c7c9d6ab8953777d4246	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefotiam 20V, Negative-QTOF	splash10-00ri-5903810000-24521c80a3717f889c7d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefotiam 40V, Negative-QTOF	splash10-0ar0-6911000000-235a9654ce3d9bd76573	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

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 DB00229	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00229	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00229

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

39831

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cefotiam

METLIN ID

Not Available

PubChem Compound

43708

PDB ID

Not Available

ChEBI ID

355510

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

Shimizu S, Chen KR, Miyakawa S: Cefotiam-induced contact urticaria syndrome: an occupational condition in Japanese nurses. Dermatology. 1996;192(2):174-6. [PubMed:8829507 ]
Kolben M, Mandoki E, Ulm K, Freitag K: Randomized trial of cefotiam prophylaxis in the prevention of postoperative infectious morbidity after elective cesarean section. Eur J Clin Microbiol Infect Dis. 2001 Jan;20(1):40-2. [PubMed:11245321 ]
Muller R, Bottger C, Wichmann G: Suitability of cefotiam and cefuroxime axetil for the perioperative short-term prophylaxis in tonsillectomy patients. Arzneimittelforschung. 2003;53(2):126-32. [PubMed:12642969 ]

Transporters

Enzyme Details

1. Solute carrier family 22 member 6

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

References

Uwai Y, Saito H, Inui K: Rat renal organic anion transporter rOAT1 mediates transport of urinary-excreted cephalosporins, but not of biliary-excreted cefoperazone. Drug Metab Pharmacokinet. 2002;17(2):125-9. [PubMed:15618660 ]

Showing metabocard for Cefotiam (HMDB0014374)

MOL for HMDB0014374 (Cefotiam)

3D MOL for HMDB0014374 (Cefotiam)

3D SDF for HMDB0014374 (Cefotiam)

3D-SDF for HMDB0014374 (Cefotiam)

PDB for HMDB0014374 (Cefotiam)

3D PDB for HMDB0014374 (Cefotiam)

SMILES for HMDB0014374 (Cefotiam)

INCHI for HMDB0014374 (Cefotiam)

Structure for HMDB0014374 (Cefotiam)

3D Structure for HMDB0014374 (Cefotiam)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Transporters

References