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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:55 UTC

HMDB ID

HMDB0015270

Secondary Accession Numbers

HMDB0030451
HMDB15270
HMDB30451

Metabolite Identification

Common Name

Cephapirin

Description

Cephapirin is an injectable, first-generation cephalosporin antibiotic that has a wide spectrum of activity against gram-positive and gram-negative organisms. The bactericidal activity of cephapirin results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs). Cephapirin is more resistant to beta-lactamases than the penicillins, and therefore is effective against staphylococci, with the exception of methicillin-resistant staphylococci. Cephapirin is FDA approved for use in food-producing animals, especially dairy cattle. Cephapirin is used for the treatment of mastitis in cows. Production for use in humans has been discontinued in the United States. It is marketed under the trade name Cefadyl.

Structure

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


  Mrv1652305041817312D          

 29 31  0  0  0  0            999 V2000
10001.4804 9998.3505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7666 9997.9369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.1963 9997.9369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.938710000.4126    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.9387 9999.5872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3551 9999.0037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.224110000.8252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.509410000.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.794810000.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.080210000.4126    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5094 9999.5872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.9081 9999.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.6219 9999.5872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.3378 9999.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.0536 9999.5872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.3378 9998.3505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.764610001.2377    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9996.364710001.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.650310002.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.935710001.6502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9994.935710000.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.650210000.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.364710000.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.479710000.8252    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
10000.765210000.4127    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.7652 9999.5876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10001.4797 9999.1752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1942 9999.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.194210000.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  4  7  1  1  0  0  0
  5  6  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 11  2  0  0  0  0
  9 10  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 18 19  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 18  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 24 25  1  0  0  0  0
 24 29  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 28 12  1  0  0  0  0
 25 17  1  6  0  0  0
  1 27  1  0  0  0  0
 10 23  1  0  0  0  0
 25  4  1  0  0  0  0
  4  5  1  0  0  0  0
 26  5  1  0  0  0  0
M  END

HMDB0015270
     RDKit          3D
Cephapirin
 45 47  0  0  0  0  0  0  0  0999 V2000
   -6.9674   -1.9620   -1.5775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3227   -0.6388   -1.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9559    0.4087   -1.7539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0029   -0.5279   -1.0884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4370    0.7834   -1.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0424    0.7604   -0.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5893    1.3490    0.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4677    2.0996    1.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9986    2.6752    2.4487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8214    2.2815    1.2457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1841    1.3042    0.8366 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2594    1.0039    1.8648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2435    0.7852    3.0882 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8013    1.0533    0.8217 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2854   -0.2144    0.3791 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6120   -0.6747    0.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4554    0.0551    1.1397 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0273   -2.0059    0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1389   -1.7745   -1.3857 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.6399   -1.0252   -0.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6912   -1.8222   -0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8548   -1.2385    0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9831    0.0957    0.1724 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9853    0.9064   -0.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8069    0.3358   -0.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1627    1.6944   -0.1293 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5068    0.8317   -1.6656 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0649   -0.0459   -1.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8281   -2.4851   -0.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0560   -1.8243   -1.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4628   -2.5157   -2.4107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3785    1.0550   -2.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0975    1.5161   -0.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4731    2.3674    2.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6301    1.7028    1.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112   -0.8468   -0.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1455   -2.6280   -0.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5534   -2.5362    0.8765 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6021   -2.8986   -0.3956 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6729   -1.8509    0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1395    1.9745   -0.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0340    1.0165   -1.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0113    2.7895   -0.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5277   -0.3601   -2.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8308   -0.9694   -0.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 14 26  1  0
 26 27  1  0
 27 28  1  0
 28  6  1  0
 26 11  1  0
 25 20  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  0
  5 33  1  0
 10 34  1  0
 14 35  1  1
 15 36  1  0
 18 37  1  0
 18 38  1  0
 21 39  1  0
 22 40  1  0
 24 41  1  0
 25 42  1  0
 26 43  1  6
 28 44  1  0
 28 45  1  0
M  END


  Mrv1652305041817312D          

 29 31  0  0  0  0            999 V2000
10001.4804 9998.3505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7666 9997.9369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.1963 9997.9369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.938710000.4126    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.9387 9999.5872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3551 9999.0037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.224110000.8252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.509410000.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.794810000.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.080210000.4126    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5094 9999.5872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.9081 9999.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.6219 9999.5872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.3378 9999.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.0536 9999.5872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.3378 9998.3505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.764610001.2377    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9996.364710001.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.650310002.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.935710001.6502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9994.935710000.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.650210000.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.364710000.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.479710000.8252    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
10000.765210000.4127    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.7652 9999.5876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10001.4797 9999.1752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1942 9999.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.194210000.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  4  7  1  1  0  0  0
  5  6  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 11  2  0  0  0  0
  9 10  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 18 19  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 18  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 24 25  1  0  0  0  0
 24 29  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 28 12  1  0  0  0  0
 25 17  1  6  0  0  0
  1 27  1  0  0  0  0
 10 23  1  0  0  0  0
 25  4  1  0  0  0  0
  4  5  1  0  0  0  0
 26  5  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015270

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)CSC1=CC=NC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H17N3O6S2/c1-9(21)26-6-10-7-28-16-13(15(23)20(16)14(10)17(24)25)19-12(22)8-27-11-2-4-18-5-3-11/h2-5,13,16H,6-8H2,1H3,(H,19,22)(H,24,25)/t13-,16-/m1/s1

> <INCHI_KEY>
UQLLWWBDSUHNEB-CZUORRHYSA-N

> <FORMULA>
C17H17N3O6S2

> <MOLECULAR_WEIGHT>
423.463

> <EXACT_MASS>
423.055876671

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
40.62512857543864

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[2-(pyridin-4-ylsulfanyl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

> <ALOGPS_LOGP>
0.18

> <JCHEM_LOGP>
-2.001103457744709

> <ALOGPS_LOGS>
-3.45

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.539261443316581

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5406870467118727

> <JCHEM_PKA_STRONGEST_BASIC>
4.999447525217403

> <JCHEM_POLAR_SURFACE_AREA>
125.9

> <JCHEM_REFRACTIVITY>
102.4307

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.51e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
CEPR

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015270
     RDKit          3D
Cephapirin
 45 47  0  0  0  0  0  0  0  0999 V2000
   -6.9674   -1.9620   -1.5775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3227   -0.6388   -1.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9559    0.4087   -1.7539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0029   -0.5279   -1.0884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4370    0.7834   -1.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0424    0.7604   -0.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5893    1.3490    0.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4677    2.0996    1.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9986    2.6752    2.4487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8214    2.2815    1.2457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1841    1.3042    0.8366 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2594    1.0039    1.8648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2435    0.7852    3.0882 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8013    1.0533    0.8217 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2854   -0.2144    0.3791 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6120   -0.6747    0.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4554    0.0551    1.1397 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0273   -2.0059    0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1389   -1.7745   -1.3857 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.6399   -1.0252   -0.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6912   -1.8222   -0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8548   -1.2385    0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9831    0.0957    0.1724 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9853    0.9064   -0.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8069    0.3358   -0.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1627    1.6944   -0.1293 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5068    0.8317   -1.6656 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0649   -0.0459   -1.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8281   -2.4851   -0.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0560   -1.8243   -1.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4628   -2.5157   -2.4107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3785    1.0550   -2.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0975    1.5161   -0.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4731    2.3674    2.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6301    1.7028    1.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112   -0.8468   -0.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1455   -2.6280   -0.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5534   -2.5362    0.8765 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6021   -2.8986   -0.3956 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6729   -1.8509    0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1395    1.9745   -0.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0340    1.0165   -1.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0113    2.7895   -0.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5277   -0.3601   -2.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8308   -0.9694   -0.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 14 26  1  0
 26 27  1  0
 27 28  1  0
 28  6  1  0
 26 11  1  0
 25 20  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  0
  5 33  1  0
 10 34  1  0
 14 35  1  1
 15 36  1  0
 18 37  1  0
 18 38  1  0
 21 39  1  0
 22 40  1  0
 24 41  1  0
 25 42  1  0
 26 43  1  6
 28 44  1  0
 28 45  1  0
M  END

HEADER    PROTEIN                                 04-MAY-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-18         0                                  
HETATM    1  C   UNK     0    8669.4308663.588   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8668.0988662.816   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8670.7668662.816   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0    8666.5528667.437   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8666.5528665.896   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0    8665.4638664.807   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0    8665.2188668.207   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0    8663.8848667.437   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8662.5508668.207   0.000  0.00  0.00           C+0
HETATM   10  S   UNK     0    8661.2168667.437   0.000  0.00  0.00           S+0
HETATM   11  O   UNK     0    8663.8848665.896   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    8672.0958665.128   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0    8673.4288665.896   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0    8674.7648665.128   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8676.1008665.896   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8674.7648663.588   0.000  0.00  0.00           O+0
HETATM   17  H   UNK     0    8668.0948668.977   0.000  0.00  0.00           H+0
HETATM   18  C   UNK     0    8659.8818669.747   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8658.5478670.517   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0    8657.2138669.747   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0    8657.2138668.207   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8658.5478667.437   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8659.8818668.207   0.000  0.00  0.00           C+0
HETATM   24  S   UNK     0    8669.4298668.207   0.000  0.00  0.00           S+0
HETATM   25  C   UNK     0    8668.0958667.437   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0    8668.0958665.897   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0    8669.4298665.127   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8670.7638665.897   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8670.7638667.437   0.000  0.00  0.00           C+0
CONECT    1    2    3   27                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    7   25    5                                                  
CONECT    5    6    4   26                                                  
CONECT    6    5                                                            
CONECT    7    4    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9   23                                                       
CONECT   11    8                                                            
CONECT   12   13   28                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   25                                                            
CONECT   18   19   23                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   22   20                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18   10                                                  
CONECT   24   25   29                                                       
CONECT   25   24   26   17    4                                             
CONECT   26   25   27    5                                                  
CONECT   27   28   26    1                                                  
CONECT   28   27   29   12                                                  
CONECT   29   28   24                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

COMPND    HMDB0015270
HETATM    1  C1  UNL     1      -6.967  -1.962  -1.577  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.323  -0.639  -1.482  1.00  0.00           C  
HETATM    3  O1  UNL     1      -6.956   0.409  -1.754  1.00  0.00           O  
HETATM    4  O2  UNL     1      -5.003  -0.528  -1.088  1.00  0.00           O  
HETATM    5  C3  UNL     1      -4.437   0.783  -1.016  1.00  0.00           C  
HETATM    6  C4  UNL     1      -3.042   0.760  -0.592  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.589   1.349   0.481  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.468   2.100   1.388  1.00  0.00           C  
HETATM    9  O3  UNL     1      -2.999   2.675   2.449  1.00  0.00           O  
HETATM   10  O4  UNL     1      -4.821   2.281   1.246  1.00  0.00           O  
HETATM   11  N1  UNL     1      -1.184   1.304   0.837  1.00  0.00           N  
HETATM   12  C7  UNL     1      -0.259   1.004   1.865  1.00  0.00           C  
HETATM   13  O5  UNL     1      -0.243   0.785   3.088  1.00  0.00           O  
HETATM   14  C8  UNL     1       0.801   1.053   0.822  1.00  0.00           C  
HETATM   15  N2  UNL     1       1.285  -0.214   0.379  1.00  0.00           N  
HETATM   16  C9  UNL     1       2.612  -0.675   0.553  1.00  0.00           C  
HETATM   17  O6  UNL     1       3.455   0.055   1.140  1.00  0.00           O  
HETATM   18  C10 UNL     1       3.027  -2.006   0.059  1.00  0.00           C  
HETATM   19  S1  UNL     1       4.139  -1.774  -1.386  1.00  0.00           S  
HETATM   20  C11 UNL     1       5.640  -1.025  -0.784  1.00  0.00           C  
HETATM   21  C12 UNL     1       6.691  -1.822  -0.358  1.00  0.00           C  
HETATM   22  C13 UNL     1       7.855  -1.238   0.118  1.00  0.00           C  
HETATM   23  N3  UNL     1       7.983   0.096   0.172  1.00  0.00           N  
HETATM   24  C14 UNL     1       6.985   0.906  -0.232  1.00  0.00           C  
HETATM   25  C15 UNL     1       5.807   0.336  -0.713  1.00  0.00           C  
HETATM   26  C16 UNL     1      -0.163   1.694  -0.129  1.00  0.00           C  
HETATM   27  S2  UNL     1      -0.507   0.832  -1.666  1.00  0.00           S  
HETATM   28  C17 UNL     1      -2.065  -0.046  -1.431  1.00  0.00           C  
HETATM   29  H1  UNL     1      -6.828  -2.485  -0.612  1.00  0.00           H  
HETATM   30  H2  UNL     1      -8.056  -1.824  -1.773  1.00  0.00           H  
HETATM   31  H3  UNL     1      -6.463  -2.516  -2.411  1.00  0.00           H  
HETATM   32  H4  UNL     1      -4.379   1.055  -2.150  1.00  0.00           H  
HETATM   33  H5  UNL     1      -5.098   1.516  -0.628  1.00  0.00           H  
HETATM   34  H6  UNL     1      -5.473   2.367   2.002  1.00  0.00           H  
HETATM   35  H7  UNL     1       1.630   1.703   1.151  1.00  0.00           H  
HETATM   36  H8  UNL     1       0.611  -0.847  -0.107  1.00  0.00           H  
HETATM   37  H9  UNL     1       2.145  -2.628  -0.220  1.00  0.00           H  
HETATM   38  H10 UNL     1       3.553  -2.536   0.876  1.00  0.00           H  
HETATM   39  H11 UNL     1       6.602  -2.899  -0.396  1.00  0.00           H  
HETATM   40  H12 UNL     1       8.673  -1.851   0.451  1.00  0.00           H  
HETATM   41  H13 UNL     1       7.139   1.975  -0.166  1.00  0.00           H  
HETATM   42  H14 UNL     1       5.034   1.016  -1.027  1.00  0.00           H  
HETATM   43  H15 UNL     1       0.011   2.789  -0.231  1.00  0.00           H  
HETATM   44  H16 UNL     1      -2.528  -0.360  -2.374  1.00  0.00           H  
HETATM   45  H17 UNL     1      -1.831  -0.969  -0.850  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   32   33
CONECT    6    7    7   28
CONECT    7    8   11
CONECT    8    9    9   10
CONECT   10   34
CONECT   11   12   26
CONECT   12   13   13   14
CONECT   14   15   26   35
CONECT   15   16   36
CONECT   16   17   17   18
CONECT   18   19   37   38
CONECT   19   20
CONECT   20   21   21   25
CONECT   21   22   39
CONECT   22   23   23   40
CONECT   23   24
CONECT   24   25   25   41
CONECT   25   42
CONECT   26   27   43
CONECT   27   28
CONECT   28   44   45
END

HMDB0015270
     RDKit          3D
Cephapirin
 45 47  0  0  0  0  0  0  0  0999 V2000
   -6.9674   -1.9620   -1.5775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3227   -0.6388   -1.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9559    0.4087   -1.7539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0029   -0.5279   -1.0884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4370    0.7834   -1.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0424    0.7604   -0.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5893    1.3490    0.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4677    2.0996    1.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9986    2.6752    2.4487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8214    2.2815    1.2457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1841    1.3042    0.8366 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2594    1.0039    1.8648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2435    0.7852    3.0882 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8013    1.0533    0.8217 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2854   -0.2144    0.3791 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6120   -0.6747    0.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4554    0.0551    1.1397 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0273   -2.0059    0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1389   -1.7745   -1.3857 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.6399   -1.0252   -0.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6912   -1.8222   -0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8548   -1.2385    0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9831    0.0957    0.1724 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9853    0.9064   -0.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8069    0.3358   -0.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1627    1.6944   -0.1293 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5068    0.8317   -1.6656 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0649   -0.0459   -1.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8281   -2.4851   -0.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0560   -1.8243   -1.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4628   -2.5157   -2.4107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3785    1.0550   -2.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0975    1.5161   -0.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4731    2.3674    2.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6301    1.7028    1.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112   -0.8468   -0.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1455   -2.6280   -0.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5534   -2.5362    0.8765 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6021   -2.8986   -0.3956 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6729   -1.8509    0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1395    1.9745   -0.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0340    1.0165   -1.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0113    2.7895   -0.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5277   -0.3601   -2.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8308   -0.9694   -0.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 14 26  1  0
 26 27  1  0
 27 28  1  0
 28  6  1  0
 26 11  1  0
 25 20  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  0
  5 33  1  0
 10 34  1  0
 14 35  1  1
 15 36  1  0
 18 37  1  0
 18 38  1  0
 21 39  1  0
 22 40  1  0
 24 41  1  0
 25 42  1  0
 26 43  1  6
 28 44  1  0
 28 45  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(6R,7R)-3-(Acetoxymethyl)-8-oxo-7-{[(pyridin-4-ylsulfanyl)acetyl]amino}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid	ChEBI
Cefapirin	ChEBI
Cefapirina	ChEBI
Cefapirine	ChEBI
Cefapirinum	ChEBI
Cefaprin	ChEBI
Cephapirine	ChEBI
CEPR	ChEBI
Metricure	Kegg
(6R,7R)-3-(Acetoxymethyl)-8-oxo-7-{[(pyridin-4-ylsulfanyl)acetyl]amino}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	Generator
(6R,7R)-3-(Acetoxymethyl)-8-oxo-7-{[(pyridin-4-ylsulphanyl)acetyl]amino}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	Generator
(6R,7R)-3-(Acetoxymethyl)-8-oxo-7-{[(pyridin-4-ylsulphanyl)acetyl]amino}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid	Generator
Cefadyl	HMDB
Monosodium salt, cephapirin	HMDB
Salt, cephapirin monosodium	HMDB
BL p 1322	HMDB
Bristol-myers brand OF cephapirin sodium	HMDB
Cephapirin, sodium	HMDB
Apothecon brand OF cephapirin sodium	HMDB
Cephapirin sodium	HMDB
Céfaloject	HMDB
Sodium cephapirin	HMDB
BL-p 1322	HMDB
Brisfirina	HMDB
Bristol-myers squibb brand OF cephapirin sodium	HMDB
Cephapirin monosodium salt	HMDB
Cephapirin	KEGG

Chemical Formula

C₁₇H₁₇N₃O₆S₂

Average Molecular Weight

423.463

Monoisotopic Molecular Weight

423.055876671

IUPAC Name

(6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[2-(pyridin-4-ylsulfanyl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Traditional Name

CEPR

CAS Registry Number

21593-23-7

SMILES

[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)CSC1=CC=NC=C1)C(O)=O

InChI Identifier

InChI=1S/C17H17N3O6S2/c1-9(21)26-6-10-7-28-16-13(15(23)20(16)14(10)17(24)25)19-12(22)8-27-11-2-4-18-5-3-11/h2-5,13,16H,6-8H2,1H3,(H,19,22)(H,24,25)/t13-,16-/m1/s1

InChI Key

UQLLWWBDSUHNEB-CZUORRHYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids and derivatives

Alternative Parents

Substituents

N-acyl-alpha amino acid or derivatives
Cephem
Aryl thioether
Alkylarylthioether
Meta-thiazine
Dicarboxylic acid or derivatives
Pyridine
Heteroaromatic compound
Beta-lactam
Tertiary carboxylic acid amide
Carboxamide group
Carboxylic acid ester
Lactam
Azetidine
Azacycle
Organoheterocyclic compound
Carboximidic acid
Carboximidic acid derivative
Dialkylthioether
Carboxylic acid
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Sulfenyl compound
Thioether
Hemithioaminal
Hydrocarbon derivative
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Organopnictogen compound
Carbonyl group
Organic oxide
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

cephalosporin (CHEBI:554446 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030451)
Cytoplasm (HMDB: HMDB0030451)

Source

Endogenous

Endogenous (HMDB: HMDB0030451)

Exogenous

Food

Food (HMDB: HMDB0030451)

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	0.15 g/L	Not Available
LogP	-0.1	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	179.888	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001282

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.15 g/L	ALOGPS
logP	0.18	ALOGPS
logP	-2	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	3.54	ChemAxon
pKa (Strongest Basic)	5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	125.9 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	102.43 m³·mol⁻¹	ChemAxon
Polarizability	40.63 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	194.082	31661259
DarkChem	[M-H]-	181.431	31661259
DeepCCS	[M-2H]-	226.201	30932474
DeepCCS	[M+Na]+	201.429	30932474
AllCCS	[M+H]+	190.6	32859911
AllCCS	[M+H-H2O]+	188.5	32859911
AllCCS	[M+NH4]+	192.6	32859911
AllCCS	[M+Na]+	193.2	32859911
AllCCS	[M-H]-	186.1	32859911
AllCCS	[M+Na-2H]-	186.3	32859911
AllCCS	[M+HCOO]-	186.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cephapirin	[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)CSC1=CC=NC=C1)C(O)=O	4778.1	Standard polar	33892256
Cephapirin	[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)CSC1=CC=NC=C1)C(O)=O	2715.2	Standard non polar	33892256
Cephapirin	[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)CSC1=CC=NC=C1)C(O)=O	3557.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cephapirin,1TMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)CSC3=CC=NC=C3)[C@H]2SC1	3370.2	Semi standard non polar	33892256
Cephapirin,1TMS,isomer #2	CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)CSC3=CC=NC=C3)[Si](C)(C)C)[C@H]2SC1	3295.9	Semi standard non polar	33892256
Cephapirin,2TMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)CSC3=CC=NC=C3)[Si](C)(C)C)[C@H]2SC1	3197.4	Semi standard non polar	33892256
Cephapirin,2TMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)CSC3=CC=NC=C3)[Si](C)(C)C)[C@H]2SC1	2999.1	Standard non polar	33892256
Cephapirin,2TMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)CSC3=CC=NC=C3)[Si](C)(C)C)[C@H]2SC1	4747.4	Standard polar	33892256
Cephapirin,1TBDMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](NC(=O)CSC3=CC=NC=C3)[C@H]2SC1	3542.4	Semi standard non polar	33892256
Cephapirin,1TBDMS,isomer #2	CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)CSC3=CC=NC=C3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	3487.8	Semi standard non polar	33892256
Cephapirin,2TBDMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)CSC3=CC=NC=C3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	3590.8	Semi standard non polar	33892256
Cephapirin,2TBDMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)CSC3=CC=NC=C3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	3377.3	Standard non polar	33892256
Cephapirin,2TBDMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)CSC3=CC=NC=C3)[Si](C)(C)C(C)(C)C)[C@H]2SC1	4774.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cephapirin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9373100000-e3d19d32bd32937d2df3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cephapirin GC-MS (1 TMS) - 70eV, Positive	splash10-00dl-9221200000-5b079bfce3f72569ddd8	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cephapirin 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 - Cephapirin 10V, Positive-QTOF	splash10-0ck9-1193200000-dbd8b4f9cdd95af96beb	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cephapirin 20V, Positive-QTOF	splash10-0aor-3493000000-9715d40cfca13766b646	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cephapirin 40V, Positive-QTOF	splash10-0903-9740000000-3730a9b0ee7ce8523e45	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cephapirin 10V, Negative-QTOF	splash10-0bt9-2693100000-30db005d7cf1f9280b9a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cephapirin 20V, Negative-QTOF	splash10-08fr-5982000000-04fa910b005391b04891	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cephapirin 40V, Negative-QTOF	splash10-03dl-9470000000-f3f678bd4350e63bc6bd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cephapirin 10V, Negative-QTOF	splash10-00di-0018900000-9afce8e794a582cdcf94	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cephapirin 20V, Negative-QTOF	splash10-03di-4932100000-cfcc654bebe5ca1a549a	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cephapirin 40V, Negative-QTOF	splash10-03dl-9610000000-a89d7ebde3d9ad8d7ac2	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cephapirin 10V, Positive-QTOF	splash10-0229-0008900000-d203511cd0ef491771f2	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cephapirin 20V, Positive-QTOF	splash10-03di-1954100000-54810442e303dd9f9e41	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cephapirin 40V, Positive-QTOF	splash10-03l0-3920000000-099e86960b6137b68872	2021-10-11	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	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 DB01139	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01139	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01139

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002317

KNApSAcK ID

Not Available

Chemspider ID

28486

KEGG Compound ID

C06896

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cephapirin

METLIN ID

Not Available

PubChem Compound

30699

PDB ID

Not Available

ChEBI ID

554446

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

Simonet M, Herrmann JL, Gehanno P, Veron M: [Activity of cefapirin against bacterial strains isolated from acute otitis media in children]. Pathol Biol (Paris). 1990 May;38(5):352-4. [PubMed:2114604 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Cephapirin (HMDB0015270)

MOL for HMDB0015270 (Cephapirin)

3D MOL for HMDB0015270 (Cephapirin)

3D SDF for HMDB0015270 (Cephapirin)

3D-SDF for HMDB0015270 (Cephapirin)

PDB for HMDB0015270 (Cephapirin)

3D PDB for HMDB0015270 (Cephapirin)

SMILES for HMDB0015270 (Cephapirin)

INCHI for HMDB0015270 (Cephapirin)

Structure for HMDB0015270 (Cephapirin)

3D Structure for HMDB0015270 (Cephapirin)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra