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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-17 00:53:07 UTC

Update Date

2022-03-07 03:17:43 UTC

HMDB ID

HMDB0060316

Secondary Accession Numbers

HMDB60316

Metabolite Identification

Common Name

(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate

Description

(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate belongs to the class of organic compounds known as cephalosporin 3'-esters. These are cephalosporins that are esterified at the 3'-position. These are compounds containing an alpha amino acid which bears an acyl group at his terminal nitrogen atom (7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate is an extremely weak basic (essentially neutral) compound (based on its pKa) (7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate exists in all living organisms, ranging from bacteria to humans.

Structure

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

  Mrv0541 05161317532D          

 28 29  0  0  0  0            999 V2000
    5.0034    0.6435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0256    5.3676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6889    5.7801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7401    5.7801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8471    2.8206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4669    3.1905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2170    1.4404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2638    3.4040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4033    5.3676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4546    5.3676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8835    5.3676    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4773    4.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6804    5.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0970    4.5707    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1178    5.7801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2742    4.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1690    5.7801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8939    4.7842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0138    1.6539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4033    4.5426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4546    4.5426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0929    6.2956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8323    5.3676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1178    6.6051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4877    5.2113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8575    3.8310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6336    2.0237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8835    3.7738    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  7  1  1  0  0  0  0
  8  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 12  8  2  0  0  0  0
 13 11  1  0  0  0  0
 14 11  1  0  0  0  0
 15  9  1  0  0  0  0
 16 12  1  0  0  0  0
 17 10  2  0  0  0  0
 11 17  1  6  0  0  0
 18 12  1  0  0  0  0
 18 13  1  0  0  0  0
 14 18  1  6  0  0  0
 19  7  2  0  0  0  0
 20  9  2  0  0  0  0
 10 21  1  4  0  0  0
 22 13  2  0  0  0  0
 23 15  1  0  0  0  0
 24 15  2  0  0  0  0
 25 16  2  0  0  0  0
 26 16  1  0  0  0  0
 27  5  1  0  0  0  0
 27  7  1  0  0  0  0
 28  6  1  0  0  0  0
 28 14  1  0  0  0  0
M  END

HMDB0060316
     RDKit          3D
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate
 46 47  0  0  0  0  0  0  0  0999 V2000
   -4.2367   -0.2299   -3.1746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9874    0.3429   -1.8012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5130    1.5019   -1.7837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2351   -0.2921   -0.6691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1230   -0.0676    0.6795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7745    0.1359    1.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2713   -0.6918    2.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9869   -1.8552    2.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1179   -2.1689    2.3113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3381   -2.6681    3.6501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9423   -0.4546    2.6763 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3433   -0.9789    2.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7926   -2.1405    3.0714 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9588    0.3587    3.0068 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5666    0.7399    1.7747 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4167    0.0416    0.7135 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6680   -1.1164    0.6753 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0717    0.4666   -0.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0185   -0.6218   -1.0427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6967   -0.2633   -2.3205 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5096    0.9777   -2.2296 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9120    2.0713   -2.2108 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9520    0.9434   -2.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5474   -0.1511   -2.1800 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6705    2.1106   -2.0827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4773    0.7977    3.2277 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0346    2.1077    2.1425 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9594    1.3230    0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6995    0.3273   -3.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3233   -0.1730   -3.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9465   -1.2923   -3.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7016    0.9657    0.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7646   -0.7384    1.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9985   -3.5922    3.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5626    0.5516    3.9236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2782   -1.5185   -0.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6157    1.4115   -0.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2865    0.5656   -1.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4928   -1.5818   -1.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7777   -0.7574   -0.2451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9498   -0.1158   -3.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3887   -1.0885   -2.6349 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8222    2.6279   -1.2479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7245    0.9457    4.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7581    2.1009    0.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3847    1.1428   -0.0996 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  2  3
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 23 25  1  0
 14 26  1  0
 26 27  1  0
 27 28  1  0
 28  6  1  0
 26 11  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
 17 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  0
 19 40  1  0
 20 41  1  0
 20 42  1  0
 25 43  1  0
 26 44  1  1
 28 45  1  0
 28 46  1  0
M  END

  Mrv0541 05161317532D          

 28 29  0  0  0  0            999 V2000
    5.0034    0.6435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0256    5.3676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6889    5.7801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7401    5.7801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8471    2.8206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4669    3.1905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2170    1.4404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2638    3.4040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4033    5.3676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4546    5.3676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8835    5.3676    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4773    4.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6804    5.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0970    4.5707    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1178    5.7801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2742    4.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1690    5.7801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8939    4.7842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0138    1.6539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4033    4.5426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4546    4.5426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0929    6.2956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8323    5.3676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1178    6.6051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4877    5.2113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8575    3.8310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6336    2.0237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8835    3.7738    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  7  1  1  0  0  0  0
  8  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 12  8  2  0  0  0  0
 13 11  1  0  0  0  0
 14 11  1  0  0  0  0
 15  9  1  0  0  0  0
 16 12  1  0  0  0  0
 17 10  2  0  0  0  0
 11 17  1  6  0  0  0
 18 12  1  0  0  0  0
 18 13  1  0  0  0  0
 14 18  1  6  0  0  0
 19  7  2  0  0  0  0
 20  9  2  0  0  0  0
 10 21  1  4  0  0  0
 22 13  2  0  0  0  0
 23 15  1  0  0  0  0
 24 15  2  0  0  0  0
 25 16  2  0  0  0  0
 26 16  1  0  0  0  0
 27  5  1  0  0  0  0
 27  7  1  0  0  0  0
 28  6  1  0  0  0  0
 28 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060316

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OCC1=C(N2[C@H](SC1)[C@H](N=C(O)CCCC(=O)C(O)=O)C2=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H18N2O9S/c1-7(19)27-5-8-6-28-14-11(13(22)18(14)12(8)16(25)26)17-10(21)4-2-3-9(20)15(23)24/h11,14H,2-6H2,1H3,(H,17,21)(H,23,24)(H,25,26)/t11-,14-/m1/s1

> <INCHI_KEY>
UKRMDFPJXIVYCZ-BXUZGUMPSA-N

> <FORMULA>
C16H18N2O9S

> <MOLECULAR_WEIGHT>
414.387

> <EXACT_MASS>
414.073300874

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
39.35380692955275

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6R,7R)-3-[(acetyloxy)methyl]-7-[(5-carboxy-1-hydroxy-5-oxopentylidene)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

> <ALOGPS_LOGP>
-0.15

> <JCHEM_LOGP>
-0.3526930793333336

> <ALOGPS_LOGS>
-3.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.7201807168671737

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.7859857040224534

> <JCHEM_PKA_STRONGEST_BASIC>
0.3851171750945047

> <JCHEM_POLAR_SURFACE_AREA>
170.86999999999998

> <JCHEM_REFRACTIVITY>
93.54419999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.52e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6R,7R)-3-[(acetyloxy)methyl]-7-[(5-carboxy-1-hydroxy-5-oxopentylidene)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060316
     RDKit          3D
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate
 46 47  0  0  0  0  0  0  0  0999 V2000
   -4.2367   -0.2299   -3.1746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9874    0.3429   -1.8012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5130    1.5019   -1.7837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2351   -0.2921   -0.6691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1230   -0.0676    0.6795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7745    0.1359    1.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2713   -0.6918    2.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9869   -1.8552    2.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1179   -2.1689    2.3113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3381   -2.6681    3.6501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9423   -0.4546    2.6763 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3433   -0.9789    2.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7926   -2.1405    3.0714 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9588    0.3587    3.0068 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5666    0.7399    1.7747 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4167    0.0416    0.7135 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6680   -1.1164    0.6753 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0717    0.4666   -0.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0185   -0.6218   -1.0427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6967   -0.2633   -2.3205 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5096    0.9777   -2.2296 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9120    2.0713   -2.2108 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9520    0.9434   -2.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5474   -0.1511   -2.1800 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6705    2.1106   -2.0827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4773    0.7977    3.2277 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0346    2.1077    2.1425 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9594    1.3230    0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6995    0.3273   -3.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3233   -0.1730   -3.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9465   -1.2923   -3.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7016    0.9657    0.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7646   -0.7384    1.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9985   -3.5922    3.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5626    0.5516    3.9236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2782   -1.5185   -0.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6157    1.4115   -0.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2865    0.5656   -1.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4928   -1.5818   -1.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7777   -0.7574   -0.2451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9498   -0.1158   -3.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3887   -1.0885   -2.6349 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8222    2.6279   -1.2479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7245    0.9457    4.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7581    2.1009    0.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3847    1.1428   -0.0996 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  2  3
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 23 25  1  0
 14 26  1  0
 26 27  1  0
 27 28  1  0
 28  6  1  0
 26 11  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
 17 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  0
 19 40  1  0
 20 41  1  0
 20 42  1  0
 25 43  1  0
 26 44  1  1
 28 45  1  0
 28 46  1  0
M  END

HEADER    PROTEIN                                 16-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-MAY-13         0                                  
HETATM    1  C   UNK     0       9.340   1.201   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.048  10.020   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.286  10.790   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.382  10.790   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.048   5.265   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.472   5.956   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.738   2.689   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.959   6.354   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.619  10.020   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.715  10.020   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.383  10.020   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.358   7.842   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.870  10.418   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.781   8.532   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.953  10.790   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.845   8.240   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       4.049  10.790   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       7.269   8.931   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0      11.226   3.087   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -2.619   8.480   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.715   8.480   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       7.640  11.752   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -5.287  10.020   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -3.953  12.330   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      10.244   9.728   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      10.934   7.151   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       8.649   3.778   0.000  0.00  0.00           O+0
HETATM   28  S   UNK     0       5.383   7.044   0.000  0.00  0.00           S+0
CONECT    1    7                                                            
CONECT    2    3    4                                                       
CONECT    3    2    9                                                       
CONECT    4    2   10                                                       
CONECT    5    8   27                                                       
CONECT    6    8   28                                                       
CONECT    7    1   19   27                                                  
CONECT    8    5    6   12                                                  
CONECT    9    3   15   20                                                  
CONECT   10    4   17   21                                                  
CONECT   11   13   14   17                                                  
CONECT   12    8   16   18                                                  
CONECT   13   11   18   22                                                  
CONECT   14   11   18   28                                                  
CONECT   15    9   23   24                                                  
CONECT   16   12   25   26                                                  
CONECT   17   10   11                                                       
CONECT   18   12   13   14                                                  
CONECT   19    7                                                            
CONECT   20    9                                                            
CONECT   21   10                                                            
CONECT   22   13                                                            
CONECT   23   15                                                            
CONECT   24   15                                                            
CONECT   25   16                                                            
CONECT   26   16                                                            
CONECT   27    5    7                                                       
CONECT   28    6   14                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

COMPND    HMDB0060316
HETATM    1  C1  UNL     1      -4.237  -0.230  -3.175  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.987   0.343  -1.801  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.513   1.502  -1.784  1.00  0.00           O  
HETATM    4  O2  UNL     1      -4.235  -0.292  -0.669  1.00  0.00           O  
HETATM    5  C3  UNL     1      -4.123  -0.068   0.680  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.775   0.136   1.247  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.271  -0.692   2.163  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.987  -1.855   2.677  1.00  0.00           C  
HETATM    9  O3  UNL     1      -4.118  -2.169   2.311  1.00  0.00           O  
HETATM   10  O4  UNL     1      -2.338  -2.668   3.650  1.00  0.00           O  
HETATM   11  N1  UNL     1      -0.942  -0.455   2.676  1.00  0.00           N  
HETATM   12  C7  UNL     1       0.343  -0.979   2.941  1.00  0.00           C  
HETATM   13  O5  UNL     1       0.793  -2.140   3.071  1.00  0.00           O  
HETATM   14  C8  UNL     1       0.959   0.359   3.007  1.00  0.00           C  
HETATM   15  N2  UNL     1       1.567   0.740   1.775  1.00  0.00           N  
HETATM   16  C9  UNL     1       1.417   0.042   0.714  1.00  0.00           C  
HETATM   17  O6  UNL     1       0.668  -1.116   0.675  1.00  0.00           O  
HETATM   18  C10 UNL     1       2.072   0.467  -0.580  1.00  0.00           C  
HETATM   19  C11 UNL     1       3.018  -0.622  -1.043  1.00  0.00           C  
HETATM   20  C12 UNL     1       3.697  -0.263  -2.321  1.00  0.00           C  
HETATM   21  C13 UNL     1       4.510   0.978  -2.230  1.00  0.00           C  
HETATM   22  O7  UNL     1       3.912   2.071  -2.211  1.00  0.00           O  
HETATM   23  C14 UNL     1       5.952   0.943  -2.164  1.00  0.00           C  
HETATM   24  O8  UNL     1       6.547  -0.151  -2.180  1.00  0.00           O  
HETATM   25  O9  UNL     1       6.671   2.111  -2.083  1.00  0.00           O  
HETATM   26  C15 UNL     1      -0.477   0.798   3.228  1.00  0.00           C  
HETATM   27  S1  UNL     1      -1.035   2.108   2.143  1.00  0.00           S  
HETATM   28  C16 UNL     1      -1.959   1.323   0.806  1.00  0.00           C  
HETATM   29  H1  UNL     1      -3.700   0.327  -3.951  1.00  0.00           H  
HETATM   30  H2  UNL     1      -5.323  -0.173  -3.408  1.00  0.00           H  
HETATM   31  H3  UNL     1      -3.946  -1.292  -3.217  1.00  0.00           H  
HETATM   32  H4  UNL     1      -4.702   0.966   0.893  1.00  0.00           H  
HETATM   33  H5  UNL     1      -4.765  -0.738   1.218  1.00  0.00           H  
HETATM   34  H6  UNL     1      -1.998  -3.592   3.405  1.00  0.00           H  
HETATM   35  H7  UNL     1       1.563   0.552   3.924  1.00  0.00           H  
HETATM   36  H8  UNL     1       0.278  -1.518  -0.150  1.00  0.00           H  
HETATM   37  H9  UNL     1       2.616   1.412  -0.387  1.00  0.00           H  
HETATM   38  H10 UNL     1       1.287   0.566  -1.343  1.00  0.00           H  
HETATM   39  H11 UNL     1       2.493  -1.582  -1.158  1.00  0.00           H  
HETATM   40  H12 UNL     1       3.778  -0.757  -0.245  1.00  0.00           H  
HETATM   41  H13 UNL     1       2.950  -0.116  -3.127  1.00  0.00           H  
HETATM   42  H14 UNL     1       4.389  -1.088  -2.635  1.00  0.00           H  
HETATM   43  H15 UNL     1       6.822   2.628  -1.248  1.00  0.00           H  
HETATM   44  H16 UNL     1      -0.725   0.946   4.305  1.00  0.00           H  
HETATM   45  H17 UNL     1      -2.758   2.101   0.535  1.00  0.00           H  
HETATM   46  H18 UNL     1      -1.385   1.143  -0.100  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   16
CONECT   16   17   18
CONECT   17   36
CONECT   18   19   37   38
CONECT   19   20   39   40
CONECT   20   21   41   42
CONECT   21   22   22   23
CONECT   23   24   24   25
CONECT   25   43
CONECT   26   27   44
CONECT   27   28
CONECT   28   45   46
END

HMDB0060316
     RDKit          3D
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate
 46 47  0  0  0  0  0  0  0  0999 V2000
   -4.2367   -0.2299   -3.1746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9874    0.3429   -1.8012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5130    1.5019   -1.7837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2351   -0.2921   -0.6691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1230   -0.0676    0.6795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7745    0.1359    1.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2713   -0.6918    2.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9869   -1.8552    2.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1179   -2.1689    2.3113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3381   -2.6681    3.6501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9423   -0.4546    2.6763 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3433   -0.9789    2.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7926   -2.1405    3.0714 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9588    0.3587    3.0068 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5666    0.7399    1.7747 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4167    0.0416    0.7135 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6680   -1.1164    0.6753 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0717    0.4666   -0.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0185   -0.6218   -1.0427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6967   -0.2633   -2.3205 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5096    0.9777   -2.2296 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9120    2.0713   -2.2108 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9520    0.9434   -2.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5474   -0.1511   -2.1800 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6705    2.1106   -2.0827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4773    0.7977    3.2277 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0346    2.1077    2.1425 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9594    1.3230    0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6995    0.3273   -3.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3233   -0.1730   -3.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9465   -1.2923   -3.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7016    0.9657    0.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7646   -0.7384    1.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9985   -3.5922    3.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5626    0.5516    3.9236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2782   -1.5185   -0.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6157    1.4115   -0.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2865    0.5656   -1.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4928   -1.5818   -1.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7777   -0.7574   -0.2451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9498   -0.1158   -3.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3887   -1.0885   -2.6349 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8222    2.6279   -1.2479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7245    0.9457    4.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7581    2.1009    0.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3847    1.1428   -0.0996 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  2  3
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 23 25  1  0
 14 26  1  0
 26 27  1  0
 27 28  1  0
 28  6  1  0
 26 11  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
 17 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  0
 19 40  1  0
 20 41  1  0
 20 42  1  0
 25 43  1  0
 26 44  1  1
 28 45  1  0
 28 46  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinic acid	ChEBI
7-(5-Carboxyl-5-oxopentanyl)-aminocephalosporinate	ChEBI
7-(5-Carboxyl-5-oxopentanyl)-aminocephalosporinic acid	Generator
(7R)-7-(5-Carboxy-5-oxopentanamido)cephalosporanate	HMDB
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate	ChEBI

Chemical Formula

C₁₆H₁₈N₂O₉S

Average Molecular Weight

414.387

Monoisotopic Molecular Weight

414.073300874

IUPAC Name

(6R,7R)-3-[(acetyloxy)methyl]-7-[(5-carboxy-1-hydroxy-5-oxopentylidene)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Traditional Name

(6R,7R)-3-[(acetyloxy)methyl]-7-[(5-carboxy-1-hydroxy-5-oxopentylidene)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(=O)OCC1=C(N2[C@H](SC1)[C@H](N=C(O)CCCC(=O)C(O)=O)C2=O)C(O)=O

InChI Identifier

InChI=1S/C16H18N2O9S/c1-7(19)27-5-8-6-28-14-11(13(22)18(14)12(8)16(25)26)17-10(21)4-2-3-9(20)15(23)24/h11,14H,2-6H2,1H3,(H,17,21)(H,23,24)(H,25,26)/t11-,14-/m1/s1

InChI Key

UKRMDFPJXIVYCZ-BXUZGUMPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cephalosporin 3'-esters. These are cephalosporins that are esterified at the 3'-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactams

Sub Class

Beta lactams

Direct Parent

Cephalosporin 3'-esters

Alternative Parents

Substituents

Cephalosporin 3'-ester
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Tricarboxylic acid or derivatives
Meta-thiazine
Alpha-keto acid
N-acyl-amine
Keto acid
Fatty acyl
Fatty amide
Alpha-hydroxy ketone
Tertiary carboxylic acid amide
Azetidine
Secondary carboxylic acid amide
Ketone
Carboxamide group
Carboxylic acid ester
Azacycle
Carboxylic acid derivative
Dialkylthioether
Carboxylic acid
Hemithioaminal
Thioether
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

cephalosporin (CHEBI:15838 )

Ontology

Not Available

Exogenous (HMDB: HMDB0060316)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.15 g/L	ALOGPS
logP	-0.15	ALOGPS
logP	-0.35	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	2.79	ChemAxon
pKa (Strongest Basic)	0.39	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	170.87 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	93.54 m³·mol⁻¹	ChemAxon
Polarizability	39.35 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	193.703	31661259
DarkChem	[M-H]-	182.852	31661259
DeepCCS	[M+H]+	190.88	30932474
DeepCCS	[M-H]-	188.522	30932474
DeepCCS	[M-2H]-	222.053	30932474
DeepCCS	[M+Na]+	197.28	30932474
AllCCS	[M+H]+	185.5	32859911
AllCCS	[M+H-H2O]+	183.4	32859911
AllCCS	[M+NH4]+	187.5	32859911
AllCCS	[M+Na]+	188.0	32859911
AllCCS	[M-H]-	187.5	32859911
AllCCS	[M+Na-2H]-	187.7	32859911
AllCCS	[M+HCOO]-	188.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate	CC(=O)OCC1=C(N2[C@H](SC1)[C@H](N=C(O)CCCC(=O)C(O)=O)C2=O)C(O)=O	4967.4	Standard polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate	CC(=O)OCC1=C(N2[C@H](SC1)[C@H](N=C(O)CCCC(=O)C(O)=O)C2=O)C(O)=O	2564.4	Standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate	CC(=O)OCC1=C(N2[C@H](SC1)[C@H](N=C(O)CCCC(=O)C(O)=O)C2=O)C(O)=O	3281.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,1TMS,isomer #1	CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](N=C(CCCC(=O)C(=O)O)O[Si](C)(C)C)[C@H]2SC1	3131.0	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,1TMS,isomer #2	CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](N=C(O)CCCC(=O)C(=O)O[Si](C)(C)C)[C@H]2SC1	3038.2	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,1TMS,isomer #3	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N=C(O)CCCC(=O)C(=O)O)[C@H]2SC1	3089.3	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,1TMS,isomer #4	CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](N=C(O)CCC=C(O[Si](C)(C)C)C(=O)O)[C@H]2SC1	3169.5	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,2TMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N=C(CCCC(=O)C(=O)O)O[Si](C)(C)C)[C@H]2SC1	3100.1	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,2TMS,isomer #2	CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](N=C(CCCC(=O)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)[C@H]2SC1	3033.0	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,2TMS,isomer #3	CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](N=C(CCC=C(O[Si](C)(C)C)C(=O)O)O[Si](C)(C)C)[C@H]2SC1	3144.2	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,2TMS,isomer #4	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N=C(O)CCCC(=O)C(=O)O[Si](C)(C)C)[C@H]2SC1	2968.8	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,2TMS,isomer #5	CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](N=C(O)CCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[C@H]2SC1	3074.5	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,2TMS,isomer #6	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N=C(O)CCC=C(O[Si](C)(C)C)C(=O)O)[C@H]2SC1	3077.0	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,3TMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N=C(CCCC(=O)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)[C@H]2SC1	3040.3	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,3TMS,isomer #2	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N=C(CCC=C(O[Si](C)(C)C)C(=O)O)O[Si](C)(C)C)[C@H]2SC1	3126.6	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,3TMS,isomer #3	CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](N=C(CCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)[C@H]2SC1	3089.7	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,3TMS,isomer #4	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N=C(O)CCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[C@H]2SC1	3023.9	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,4TMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N=C(CCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)[C@H]2SC1	3073.3	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,4TMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N=C(CCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)[C@H]2SC1	2943.1	Standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,4TMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N=C(CCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)[C@H]2SC1	4610.6	Standard polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,1TBDMS,isomer #1	CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](N=C(CCCC(=O)C(=O)O)O[Si](C)(C)C(C)(C)C)[C@H]2SC1	3281.2	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,1TBDMS,isomer #2	CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](N=C(O)CCCC(=O)C(=O)O[Si](C)(C)C(C)(C)C)[C@H]2SC1	3252.9	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,1TBDMS,isomer #3	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N=C(O)CCCC(=O)C(=O)O)[C@H]2SC1	3285.9	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,1TBDMS,isomer #4	CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](N=C(O)CCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O)[C@H]2SC1	3351.7	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,2TBDMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N=C(CCCC(=O)C(=O)O)O[Si](C)(C)C(C)(C)C)[C@H]2SC1	3504.4	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,2TBDMS,isomer #2	CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](N=C(CCCC(=O)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]2SC1	3435.2	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,2TBDMS,isomer #3	CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](N=C(CCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C)[C@H]2SC1	3545.6	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,2TBDMS,isomer #4	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N=C(O)CCCC(=O)C(=O)O[Si](C)(C)C(C)(C)C)[C@H]2SC1	3423.7	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,2TBDMS,isomer #5	CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](N=C(O)CCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[C@H]2SC1	3481.1	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,2TBDMS,isomer #6	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N=C(O)CCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O)[C@H]2SC1	3537.4	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,3TBDMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N=C(CCCC(=O)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]2SC1	3663.6	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,3TBDMS,isomer #2	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N=C(CCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C)[C@H]2SC1	3798.4	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,3TBDMS,isomer #3	CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](N=C(CCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]2SC1	3685.0	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,3TBDMS,isomer #4	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N=C(O)CCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[C@H]2SC1	3689.0	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,4TBDMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N=C(CCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]2SC1	3890.8	Semi standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,4TBDMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N=C(CCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]2SC1	3581.7	Standard non polar	33892256
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate,4TBDMS,isomer #1	CC(=O)OCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N=C(CCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]2SC1	4576.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9257000000-f5edfda1df010cb8f8b7	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate GC-MS (3 TMS) - 70eV, Positive	splash10-014l-6320497000-a421bdc60e59d85d1dc3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate 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 - (7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate 10V, Positive-QTOF	splash10-014i-1298100000-7a0f422a220c5ed0bdce	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate 20V, Positive-QTOF	splash10-0avi-2693000000-70ed24204332280ffdd9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate 40V, Positive-QTOF	splash10-05tf-9450000000-19b5fa5233d7f363472e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate 10V, Negative-QTOF	splash10-0002-1923100000-f56958386dc9697071db	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate 20V, Negative-QTOF	splash10-0n2a-5985000000-29352c46d06b7c402a84	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate 40V, Negative-QTOF	splash10-0a4l-9320000000-1f37b8b87fcf5144fa5a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate 10V, Positive-QTOF	splash10-0600-0095400000-17427c25bfed116f9675	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate 20V, Positive-QTOF	splash10-05fr-0192000000-d29968efc4bb5bf17f79	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate 40V, Positive-QTOF	splash10-03gj-2390000000-5b154bda3b1c43a2fb0b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate 10V, Negative-QTOF	splash10-0a4i-6309000000-2155a039c28d4a251c5a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate 20V, Negative-QTOF	splash10-08i0-5946000000-82636146e08bad84a663	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate 40V, Negative-QTOF	splash10-06r6-9223000000-ea310f8cfb523d46a0ea	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C04712

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440452

PDB ID

Not Available

ChEBI ID

15838

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

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

Enzymes

Enzyme Details

1. D-amino-acid oxidase

General function:: Involved in D-amino-acid oxidase activity
Specific function:: Regulates the level of the neuromodulator D-serine in the brain. Has high activity towards D-DOPA and contributes to dopamine synthesis. Could act as a detoxifying agent which removes D-amino acids accumulated during aging. Acts on a variety of D-amino acids with a preference for those having small hydrophobic side chains followed by those bearing polar, aromatic, and basic groups. Does not act on acidic amino acids.
Gene Name:: DAO
Uniprot ID:: P14920
Molecular weight:: 39473.75

Reactions

Cephalosporin C + Water + Oxygen → (7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate + Ammonia + Hydrogen peroxide	details

Showing metabocard for (7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate (HMDB0060316)

MOL for HMDB0060316 ((7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate)

3D MOL for HMDB0060316 ((7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate)

3D SDF for HMDB0060316 ((7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate)

3D-SDF for HMDB0060316 ((7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate)

PDB for HMDB0060316 ((7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate)

3D PDB for HMDB0060316 ((7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate)

SMILES for HMDB0060316 ((7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate)

INCHI for HMDB0060316 ((7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate)

Structure for HMDB0060316 ((7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate)

3D Structure for HMDB0060316 ((7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions