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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 06:38:11 UTC

Update Date

2022-11-23 21:54:22 UTC

HMDB ID

HMDB0249775

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cefroxadine

Description

7-{[2-amino-2-(cyclohexa-1,4-dien-1-yl)-1-hydroxyethylidene]amino}-3-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid belongs to the class of organic compounds known as cephalosporins. Cephalosporins are compounds containing a 1,2-thiazine fused to a 2-azetidinone to for a oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid moiety or a derivative thereof. Based on a literature review a significant number of articles have been published on 7-{[2-amino-2-(cyclohexa-1,4-dien-1-yl)-1-hydroxyethylidene]amino}-3-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Cefroxadine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Cefroxadine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0249775
     RDKit          3D
cefroxadine
 44 46  0  0  0  0  0  0  0  0999 V2000
    6.7188    0.5413    0.4396 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0195   -0.6527    0.0568 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6285   -0.6377    0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8372   -0.4987   -0.7738 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4775   -0.3755   -2.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8294   -0.2447   -3.1637 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8636   -0.3996   -2.2432 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4472   -0.4612   -0.6558 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1499   -0.8825   -1.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7341   -1.4469   -2.0966 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4940   -0.4075    0.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6079    0.4888   -0.0046 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8205    0.3794    0.7192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9360   -0.5612    1.5701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9281    1.3180    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5382    2.2844   -0.5088 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1232    0.6035   -0.0227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2749    0.6033    0.6408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4697   -0.1251    0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9715   -1.4382   -0.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8260   -1.4224   -1.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0937   -0.1425   -1.3125 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7890    0.3777    0.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5886    0.1642    1.9111 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1005   -0.7762    1.6625 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7877    0.4668    0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4752    0.7825    1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2813    1.3668   -0.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4076   -1.2369   -2.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3368   -1.1985    0.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5004    1.2621   -0.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2290    1.8559    1.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3543    1.7798   -1.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7152    2.8103   -0.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3224    1.1381    1.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2356   -0.2581    0.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9105    0.4508   -0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5283   -2.3457   -0.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4657   -2.3800   -1.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0589   -0.4018   -1.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6452    0.4212   -2.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6971    1.4424    0.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9840   -1.8503    1.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9078   -0.3935    2.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  4  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 11 23  1  0
 23 24  1  0
 24 25  1  0
 25  3  1  0
 23  8  1  0
 22 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  7 29  1  0
 11 30  1  0
 12 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 18 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 22 41  1  0
 23 42  1  0
 25 43  1  0
 25 44  1  0
M  END


  Mrv1652309112108382D          

 25 27  0  0  0  0            999 V2000
    3.4214    0.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7069    0.5635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9924    0.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780    0.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635    0.9760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635    1.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2615    1.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2615    0.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8449    0.3926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8449    2.3843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6314    3.1812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1655    3.3948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2147    3.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0012    4.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5846    5.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3710    5.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5741    6.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0092    5.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2043    4.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0116    3.5511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780    2.2135    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9924    1.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780   -0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635   -0.6740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9924   -0.6740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 13 20  1  0  0  0  0
  6 21  1  0  0  0  0
 21 22  1  0  0  0  0
  3 22  1  0  0  0  0
  4 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249775

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(N2C(SC1)C(NC(=O)C(N)C1=CCC=CC1)C2=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H19N3O5S/c1-24-9-7-25-15-11(14(21)19(15)12(9)16(22)23)18-13(20)10(17)8-5-3-2-4-6-8/h2-3,6,10-11,15H,4-5,7,17H2,1H3,(H,18,20)(H,22,23)

> <INCHI_KEY>
RDMOROXKXONCAL-UHFFFAOYSA-N

> <FORMULA>
C16H19N3O5S

> <MOLECULAR_WEIGHT>
365.4

> <EXACT_MASS>
365.104541898

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
36.58718998775379

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-[2-amino-2-(cyclohexa-1,4-dien-1-yl)acetamido]-3-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

> <ALOGPS_LOGP>
0.65

> <JCHEM_LOGP>
-3.4026069177214344

> <ALOGPS_LOGS>
-2.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.904232215595595

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2757511229672214

> <JCHEM_PKA_STRONGEST_BASIC>
7.59538309735072

> <JCHEM_POLAR_SURFACE_AREA>
121.96

> <JCHEM_REFRACTIVITY>
94.51109999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.87e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-[2-amino-2-(cyclohexa-1,4-dien-1-yl)acetamido]-3-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249775
     RDKit          3D
cefroxadine
 44 46  0  0  0  0  0  0  0  0999 V2000
    6.7188    0.5413    0.4396 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0195   -0.6527    0.0568 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6285   -0.6377    0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8372   -0.4987   -0.7738 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4775   -0.3755   -2.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8294   -0.2447   -3.1637 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8636   -0.3996   -2.2432 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4472   -0.4612   -0.6558 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1499   -0.8825   -1.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7341   -1.4469   -2.0966 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4940   -0.4075    0.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6079    0.4888   -0.0046 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8205    0.3794    0.7192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9360   -0.5612    1.5701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9281    1.3180    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5382    2.2844   -0.5088 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1232    0.6035   -0.0227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2749    0.6033    0.6408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4697   -0.1251    0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9715   -1.4382   -0.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8260   -1.4224   -1.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0937   -0.1425   -1.3125 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7890    0.3777    0.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5886    0.1642    1.9111 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1005   -0.7762    1.6625 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7877    0.4668    0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4752    0.7825    1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2813    1.3668   -0.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4076   -1.2369   -2.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3368   -1.1985    0.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5004    1.2621   -0.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2290    1.8559    1.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3543    1.7798   -1.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7152    2.8103   -0.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3224    1.1381    1.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2356   -0.2581    0.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9105    0.4508   -0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5283   -2.3457   -0.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4657   -2.3800   -1.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0589   -0.4018   -1.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6452    0.4212   -2.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6971    1.4424    0.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9840   -1.8503    1.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9078   -0.3935    2.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  4  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 11 23  1  0
 23 24  1  0
 24 25  1  0
 25  3  1  0
 23  8  1  0
 22 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  7 29  1  0
 11 30  1  0
 12 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 18 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 22 41  1  0
 23 42  1  0
 25 43  1  0
 25 44  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       6.387   1.822   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.053   1.052   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.719   1.822   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.386   1.052   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       1.052   1.822   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       1.052   3.362   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.488   3.362   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.488   1.822   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.577   0.733   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0      -1.577   4.451   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -1.179   5.938   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.309   6.337   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.267   7.027   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.869   8.515   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.958   9.604   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.559  11.091   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.072  11.490   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.017  10.401   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.381   8.913   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      -3.755   6.629   0.000  0.00  0.00           N+0
HETATM   21  S   UNK     0       2.386   4.132   0.000  0.00  0.00           S+0
HETATM   22  C   UNK     0       3.719   3.362   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.386  -0.488   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.052  -1.258   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       3.719  -1.258   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   22                                                  
CONECT    4    3    5   23                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    7   21                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7    5    9                                                  
CONECT    9    8                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   20                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20   13                                                            
CONECT   21    6   22                                                       
CONECT   22   21    3                                                       
CONECT   23    4   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0249775
HETATM    1  C1  UNL     1       6.719   0.541   0.440  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.020  -0.653   0.057  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.628  -0.638   0.286  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.837  -0.499  -0.774  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.477  -0.375  -2.104  1.00  0.00           C  
HETATM    6  O2  UNL     1       3.829  -0.245  -3.164  1.00  0.00           O  
HETATM    7  O3  UNL     1       5.864  -0.400  -2.243  1.00  0.00           O  
HETATM    8  N1  UNL     1       2.447  -0.461  -0.656  1.00  0.00           N  
HETATM    9  C5  UNL     1       1.150  -0.882  -1.064  1.00  0.00           C  
HETATM   10  O4  UNL     1       0.734  -1.447  -2.097  1.00  0.00           O  
HETATM   11  C6  UNL     1       0.494  -0.407   0.175  1.00  0.00           C  
HETATM   12  N2  UNL     1      -0.608   0.489  -0.005  1.00  0.00           N  
HETATM   13  C7  UNL     1      -1.820   0.379   0.719  1.00  0.00           C  
HETATM   14  O5  UNL     1      -1.936  -0.561   1.570  1.00  0.00           O  
HETATM   15  C8  UNL     1      -2.928   1.318   0.507  1.00  0.00           C  
HETATM   16  N3  UNL     1      -2.538   2.284  -0.509  1.00  0.00           N  
HETATM   17  C9  UNL     1      -4.123   0.604  -0.023  1.00  0.00           C  
HETATM   18  C10 UNL     1      -5.275   0.603   0.641  1.00  0.00           C  
HETATM   19  C11 UNL     1      -6.470  -0.125   0.087  1.00  0.00           C  
HETATM   20  C12 UNL     1      -5.972  -1.438  -0.436  1.00  0.00           C  
HETATM   21  C13 UNL     1      -4.826  -1.422  -1.107  1.00  0.00           C  
HETATM   22  C14 UNL     1      -4.094  -0.143  -1.313  1.00  0.00           C  
HETATM   23  C15 UNL     1       1.789   0.378   0.318  1.00  0.00           C  
HETATM   24  S1  UNL     1       2.589   0.164   1.911  1.00  0.00           S  
HETATM   25  C16 UNL     1       4.100  -0.776   1.662  1.00  0.00           C  
HETATM   26  H1  UNL     1       7.788   0.467   0.237  1.00  0.00           H  
HETATM   27  H2  UNL     1       6.475   0.782   1.494  1.00  0.00           H  
HETATM   28  H3  UNL     1       6.281   1.367  -0.177  1.00  0.00           H  
HETATM   29  H4  UNL     1       6.408  -1.237  -2.236  1.00  0.00           H  
HETATM   30  H5  UNL     1       0.337  -1.199   0.922  1.00  0.00           H  
HETATM   31  H6  UNL     1      -0.500   1.262  -0.711  1.00  0.00           H  
HETATM   32  H7  UNL     1      -3.229   1.856   1.428  1.00  0.00           H  
HETATM   33  H8  UNL     1      -2.354   1.780  -1.394  1.00  0.00           H  
HETATM   34  H9  UNL     1      -1.715   2.810  -0.164  1.00  0.00           H  
HETATM   35  H10 UNL     1      -5.322   1.138   1.581  1.00  0.00           H  
HETATM   36  H11 UNL     1      -7.236  -0.258   0.855  1.00  0.00           H  
HETATM   37  H12 UNL     1      -6.910   0.451  -0.742  1.00  0.00           H  
HETATM   38  H13 UNL     1      -6.528  -2.346  -0.268  1.00  0.00           H  
HETATM   39  H14 UNL     1      -4.466  -2.380  -1.487  1.00  0.00           H  
HETATM   40  H15 UNL     1      -3.059  -0.402  -1.615  1.00  0.00           H  
HETATM   41  H16 UNL     1      -4.645   0.421  -2.096  1.00  0.00           H  
HETATM   42  H17 UNL     1       1.697   1.442   0.005  1.00  0.00           H  
HETATM   43  H18 UNL     1       3.984  -1.850   1.929  1.00  0.00           H  
HETATM   44  H19 UNL     1       4.908  -0.393   2.355  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4   25
CONECT    4    5    8
CONECT    5    6    6    7
CONECT    7   29
CONECT    8    9   23
CONECT    9   10   10   11
CONECT   11   12   23   30
CONECT   12   13   31
CONECT   13   14   14   15
CONECT   15   16   17   32
CONECT   16   33   34
CONECT   17   18   18   22
CONECT   18   19   35
CONECT   19   20   36   37
CONECT   20   21   21   38
CONECT   21   22   39
CONECT   22   40   41
CONECT   23   24   42
CONECT   24   25
CONECT   25   43   44
END

HMDB0249775
     RDKit          3D
cefroxadine
 44 46  0  0  0  0  0  0  0  0999 V2000
    6.7188    0.5413    0.4396 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0195   -0.6527    0.0568 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6285   -0.6377    0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8372   -0.4987   -0.7738 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4775   -0.3755   -2.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8294   -0.2447   -3.1637 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8636   -0.3996   -2.2432 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4472   -0.4612   -0.6558 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1499   -0.8825   -1.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7341   -1.4469   -2.0966 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4940   -0.4075    0.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6079    0.4888   -0.0046 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8205    0.3794    0.7192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9360   -0.5612    1.5701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9281    1.3180    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5382    2.2844   -0.5088 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1232    0.6035   -0.0227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2749    0.6033    0.6408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4697   -0.1251    0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9715   -1.4382   -0.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8260   -1.4224   -1.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0937   -0.1425   -1.3125 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7890    0.3777    0.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5886    0.1642    1.9111 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1005   -0.7762    1.6625 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7877    0.4668    0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4752    0.7825    1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2813    1.3668   -0.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4076   -1.2369   -2.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3368   -1.1985    0.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5004    1.2621   -0.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2290    1.8559    1.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3543    1.7798   -1.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7152    2.8103   -0.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3224    1.1381    1.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2356   -0.2581    0.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9105    0.4508   -0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5283   -2.3457   -0.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4657   -2.3800   -1.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0589   -0.4018   -1.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6452    0.4212   -2.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6971    1.4424    0.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9840   -1.8503    1.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9078   -0.3935    2.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  4  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 11 23  1  0
 23 24  1  0
 24 25  1  0
 25  3  1  0
 23  8  1  0
 22 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  7 29  1  0
 11 30  1  0
 12 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 18 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 22 41  1  0
 23 42  1  0
 25 43  1  0
 25 44  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
7-{[2-amino-2-(cyclohexa-1,4-dien-1-yl)-1-hydroxyethylidene]amino}-3-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	Generator

Chemical Formula

C₁₆H₁₉N₃O₅S

Average Molecular Weight

365.4

Monoisotopic Molecular Weight

365.104541898

IUPAC Name

7-[2-amino-2-(cyclohexa-1,4-dien-1-yl)acetamido]-3-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Traditional Name

7-[2-amino-2-(cyclohexa-1,4-dien-1-yl)acetamido]-3-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=C(N2C(SC1)C(NC(=O)C(N)C1=CCC=CC1)C2=O)C(O)=O

InChI Identifier

InChI=1S/C16H19N3O5S/c1-24-9-7-25-15-11(14(21)19(15)12(9)16(22)23)18-13(20)10(17)8-5-3-2-4-6-8/h2-3,6,10-11,15H,4-5,7,17H2,1H3,(H,18,20)(H,22,23)

InChI Key

RDMOROXKXONCAL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cephalosporins. Cephalosporins are compounds containing a 1,2-thiazine fused to a 2-azetidinone to for a oxo-5-thia-1-azabicyclo[4.2.0]Oct-2-ene-2-carboxylic acid moiety or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactams

Sub Class

Beta lactams

Direct Parent

Cephalosporins

Alternative Parents

Substituents

Cephalosporin
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Meta-thiazine
Vinylogous ester
Tertiary carboxylic acid amide
Amino acid or derivatives
Amino acid
Azetidine
Carboxamide group
Secondary carboxylic acid amide
Thioether
Hemithioaminal
Carboxylic acid derivative
Carboxylic acid
Dialkylthioether
Monocarboxylic acid or derivatives
Azacycle
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Amine
Organopnictogen compound
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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
logP	0.65	ALOGPS
logP	-3.4	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.28	ChemAxon
pKa (Strongest Basic)	7.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	121.96 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	94.51 m³·mol⁻¹	ChemAxon
Polarizability	36.59 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	182.687	30932474
DeepCCS	[M-H]-	180.329	30932474
DeepCCS	[M-2H]-	214.066	30932474
DeepCCS	[M+Na]+	189.415	30932474
AllCCS	[M+H]+	183.5	32859911
AllCCS	[M+H-H2O]+	180.9	32859911
AllCCS	[M+NH4]+	186.0	32859911
AllCCS	[M+Na]+	186.7	32859911
AllCCS	[M-H]-	181.2	32859911
AllCCS	[M+Na-2H]-	181.2	32859911
AllCCS	[M+HCOO]-	181.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
cefroxadine	COC1=C(N2C(SC1)C(NC(=O)C(N)C1=CCC=CC1)C2=O)C(O)=O	3996.6	Standard polar	33892256
cefroxadine	COC1=C(N2C(SC1)C(NC(=O)C(N)C1=CCC=CC1)C2=O)C(O)=O	2660.7	Standard non polar	33892256
cefroxadine	COC1=C(N2C(SC1)C(NC(=O)C(N)C1=CCC=CC1)C2=O)C(O)=O	3218.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
cefroxadine,2TMS,isomer #1	COC1=C(C(=O)O[Si](C)(C)C)N2C(=O)C(NC(=O)C(N[Si](C)(C)C)C3=CCC=CC3)C2SC1	3046.1	Semi standard non polar	33892256
cefroxadine,2TMS,isomer #1	COC1=C(C(=O)O[Si](C)(C)C)N2C(=O)C(NC(=O)C(N[Si](C)(C)C)C3=CCC=CC3)C2SC1	2744.9	Standard non polar	33892256
cefroxadine,2TMS,isomer #1	COC1=C(C(=O)O[Si](C)(C)C)N2C(=O)C(NC(=O)C(N[Si](C)(C)C)C3=CCC=CC3)C2SC1	4538.6	Standard polar	33892256
cefroxadine,2TMS,isomer #2	COC1=C(C(=O)O[Si](C)(C)C)N2C(=O)C(N(C(=O)C(N)C3=CCC=CC3)[Si](C)(C)C)C2SC1	2878.6	Semi standard non polar	33892256
cefroxadine,2TMS,isomer #2	COC1=C(C(=O)O[Si](C)(C)C)N2C(=O)C(N(C(=O)C(N)C3=CCC=CC3)[Si](C)(C)C)C2SC1	2741.3	Standard non polar	33892256
cefroxadine,2TMS,isomer #2	COC1=C(C(=O)O[Si](C)(C)C)N2C(=O)C(N(C(=O)C(N)C3=CCC=CC3)[Si](C)(C)C)C2SC1	4891.7	Standard polar	33892256
cefroxadine,2TMS,isomer #3	COC1=C(C(=O)O)N2C(=O)C(N(C(=O)C(N[Si](C)(C)C)C3=CCC=CC3)[Si](C)(C)C)C2SC1	2962.2	Semi standard non polar	33892256
cefroxadine,2TMS,isomer #3	COC1=C(C(=O)O)N2C(=O)C(N(C(=O)C(N[Si](C)(C)C)C3=CCC=CC3)[Si](C)(C)C)C2SC1	2764.7	Standard non polar	33892256
cefroxadine,2TMS,isomer #3	COC1=C(C(=O)O)N2C(=O)C(N(C(=O)C(N[Si](C)(C)C)C3=CCC=CC3)[Si](C)(C)C)C2SC1	4270.5	Standard polar	33892256
cefroxadine,2TMS,isomer #4	COC1=C(C(=O)O)N2C(=O)C(NC(=O)C(C3=CCC=CC3)N([Si](C)(C)C)[Si](C)(C)C)C2SC1	3111.9	Semi standard non polar	33892256
cefroxadine,2TMS,isomer #4	COC1=C(C(=O)O)N2C(=O)C(NC(=O)C(C3=CCC=CC3)N([Si](C)(C)C)[Si](C)(C)C)C2SC1	2817.9	Standard non polar	33892256
cefroxadine,2TMS,isomer #4	COC1=C(C(=O)O)N2C(=O)C(NC(=O)C(C3=CCC=CC3)N([Si](C)(C)C)[Si](C)(C)C)C2SC1	4472.8	Standard polar	33892256
cefroxadine,3TMS,isomer #1	COC1=C(C(=O)O[Si](C)(C)C)N2C(=O)C(N(C(=O)C(N[Si](C)(C)C)C3=CCC=CC3)[Si](C)(C)C)C2SC1	2937.6	Semi standard non polar	33892256
cefroxadine,3TMS,isomer #1	COC1=C(C(=O)O[Si](C)(C)C)N2C(=O)C(N(C(=O)C(N[Si](C)(C)C)C3=CCC=CC3)[Si](C)(C)C)C2SC1	2806.2	Standard non polar	33892256
cefroxadine,3TMS,isomer #1	COC1=C(C(=O)O[Si](C)(C)C)N2C(=O)C(N(C(=O)C(N[Si](C)(C)C)C3=CCC=CC3)[Si](C)(C)C)C2SC1	4060.4	Standard polar	33892256
cefroxadine,3TMS,isomer #2	COC1=C(C(=O)O[Si](C)(C)C)N2C(=O)C(NC(=O)C(C3=CCC=CC3)N([Si](C)(C)C)[Si](C)(C)C)C2SC1	3061.7	Semi standard non polar	33892256
cefroxadine,3TMS,isomer #2	COC1=C(C(=O)O[Si](C)(C)C)N2C(=O)C(NC(=O)C(C3=CCC=CC3)N([Si](C)(C)C)[Si](C)(C)C)C2SC1	2832.7	Standard non polar	33892256
cefroxadine,3TMS,isomer #2	COC1=C(C(=O)O[Si](C)(C)C)N2C(=O)C(NC(=O)C(C3=CCC=CC3)N([Si](C)(C)C)[Si](C)(C)C)C2SC1	4314.5	Standard polar	33892256
cefroxadine,3TMS,isomer #3	COC1=C(C(=O)O)N2C(=O)C(N(C(=O)C(C3=CCC=CC3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C2SC1	3017.8	Semi standard non polar	33892256
cefroxadine,3TMS,isomer #3	COC1=C(C(=O)O)N2C(=O)C(N(C(=O)C(C3=CCC=CC3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C2SC1	2845.6	Standard non polar	33892256
cefroxadine,3TMS,isomer #3	COC1=C(C(=O)O)N2C(=O)C(N(C(=O)C(C3=CCC=CC3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C2SC1	4068.1	Standard polar	33892256
cefroxadine,4TMS,isomer #1	COC1=C(C(=O)O[Si](C)(C)C)N2C(=O)C(N(C(=O)C(C3=CCC=CC3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C2SC1	3026.4	Semi standard non polar	33892256
cefroxadine,4TMS,isomer #1	COC1=C(C(=O)O[Si](C)(C)C)N2C(=O)C(N(C(=O)C(C3=CCC=CC3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C2SC1	2871.4	Standard non polar	33892256
cefroxadine,4TMS,isomer #1	COC1=C(C(=O)O[Si](C)(C)C)N2C(=O)C(N(C(=O)C(C3=CCC=CC3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C2SC1	3854.4	Standard polar	33892256
cefroxadine,2TBDMS,isomer #1	COC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)C(NC(=O)C(N[Si](C)(C)C(C)(C)C)C3=CCC=CC3)C2SC1	3391.1	Semi standard non polar	33892256
cefroxadine,2TBDMS,isomer #1	COC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)C(NC(=O)C(N[Si](C)(C)C(C)(C)C)C3=CCC=CC3)C2SC1	3036.9	Standard non polar	33892256
cefroxadine,2TBDMS,isomer #1	COC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)C(NC(=O)C(N[Si](C)(C)C(C)(C)C)C3=CCC=CC3)C2SC1	4579.8	Standard polar	33892256
cefroxadine,2TBDMS,isomer #2	COC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)C(N(C(=O)C(N)C3=CCC=CC3)[Si](C)(C)C(C)(C)C)C2SC1	3270.4	Semi standard non polar	33892256
cefroxadine,2TBDMS,isomer #2	COC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)C(N(C(=O)C(N)C3=CCC=CC3)[Si](C)(C)C(C)(C)C)C2SC1	3030.0	Standard non polar	33892256
cefroxadine,2TBDMS,isomer #2	COC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)C(N(C(=O)C(N)C3=CCC=CC3)[Si](C)(C)C(C)(C)C)C2SC1	4864.4	Standard polar	33892256
cefroxadine,2TBDMS,isomer #3	COC1=C(C(=O)O)N2C(=O)C(N(C(=O)C(N[Si](C)(C)C(C)(C)C)C3=CCC=CC3)[Si](C)(C)C(C)(C)C)C2SC1	3332.4	Semi standard non polar	33892256
cefroxadine,2TBDMS,isomer #3	COC1=C(C(=O)O)N2C(=O)C(N(C(=O)C(N[Si](C)(C)C(C)(C)C)C3=CCC=CC3)[Si](C)(C)C(C)(C)C)C2SC1	3053.4	Standard non polar	33892256
cefroxadine,2TBDMS,isomer #3	COC1=C(C(=O)O)N2C(=O)C(N(C(=O)C(N[Si](C)(C)C(C)(C)C)C3=CCC=CC3)[Si](C)(C)C(C)(C)C)C2SC1	4325.7	Standard polar	33892256
cefroxadine,2TBDMS,isomer #4	COC1=C(C(=O)O)N2C(=O)C(NC(=O)C(C3=CCC=CC3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2SC1	3445.3	Semi standard non polar	33892256
cefroxadine,2TBDMS,isomer #4	COC1=C(C(=O)O)N2C(=O)C(NC(=O)C(C3=CCC=CC3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2SC1	3070.9	Standard non polar	33892256
cefroxadine,2TBDMS,isomer #4	COC1=C(C(=O)O)N2C(=O)C(NC(=O)C(C3=CCC=CC3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2SC1	4473.5	Standard polar	33892256
cefroxadine,3TBDMS,isomer #1	COC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)C(N(C(=O)C(N[Si](C)(C)C(C)(C)C)C3=CCC=CC3)[Si](C)(C)C(C)(C)C)C2SC1	3467.9	Semi standard non polar	33892256
cefroxadine,3TBDMS,isomer #1	COC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)C(N(C(=O)C(N[Si](C)(C)C(C)(C)C)C3=CCC=CC3)[Si](C)(C)C(C)(C)C)C2SC1	3228.3	Standard non polar	33892256
cefroxadine,3TBDMS,isomer #1	COC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)C(N(C(=O)C(N[Si](C)(C)C(C)(C)C)C3=CCC=CC3)[Si](C)(C)C(C)(C)C)C2SC1	4186.7	Standard polar	33892256
cefroxadine,3TBDMS,isomer #2	COC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)C(NC(=O)C(C3=CCC=CC3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2SC1	3600.0	Semi standard non polar	33892256
cefroxadine,3TBDMS,isomer #2	COC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)C(NC(=O)C(C3=CCC=CC3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2SC1	3233.0	Standard non polar	33892256
cefroxadine,3TBDMS,isomer #2	COC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)C(NC(=O)C(C3=CCC=CC3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2SC1	4374.7	Standard polar	33892256
cefroxadine,3TBDMS,isomer #3	COC1=C(C(=O)O)N2C(=O)C(N(C(=O)C(C3=CCC=CC3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2SC1	3556.6	Semi standard non polar	33892256
cefroxadine,3TBDMS,isomer #3	COC1=C(C(=O)O)N2C(=O)C(N(C(=O)C(C3=CCC=CC3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2SC1	3248.2	Standard non polar	33892256
cefroxadine,3TBDMS,isomer #3	COC1=C(C(=O)O)N2C(=O)C(N(C(=O)C(C3=CCC=CC3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2SC1	4173.7	Standard polar	33892256
cefroxadine,4TBDMS,isomer #1	COC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)C(N(C(=O)C(C3=CCC=CC3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2SC1	3723.7	Semi standard non polar	33892256
cefroxadine,4TBDMS,isomer #1	COC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)C(N(C(=O)C(C3=CCC=CC3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2SC1	3430.8	Standard non polar	33892256
cefroxadine,4TBDMS,isomer #1	COC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)C(N(C(=O)C(C3=CCC=CC3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2SC1	3991.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cefroxadine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-2900000000-03a6b71e5f2f34be381d	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefroxadine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefroxadine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefroxadine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefroxadine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefroxadine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefroxadine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefroxadine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	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 - Cefroxadine 10V, Positive-QTOF	splash10-0002-0029000000-2bfd58a12e28b55838fe	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefroxadine 20V, Positive-QTOF	splash10-05cs-2945000000-30ce25f1b408b240d077	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefroxadine 40V, Positive-QTOF	splash10-052f-9712000000-9da604c51c7f54c4e269	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefroxadine 10V, Negative-QTOF	splash10-001i-0009000000-94f9c3f283ae621e07ac	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefroxadine 20V, Negative-QTOF	splash10-03yi-3579000000-1753fc96f4f631e623c4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefroxadine 40V, Negative-QTOF	splash10-0006-9710000000-4bc8608a15a151bc30e4	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)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

2547

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

2647

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Cefroxadine (HMDB0249775)

MOL for HMDB0249775 (Cefroxadine)

3D MOL for HMDB0249775 (Cefroxadine)

3D SDF for HMDB0249775 (Cefroxadine)

3D-SDF for HMDB0249775 (Cefroxadine)

PDB for HMDB0249775 (Cefroxadine)

3D PDB for HMDB0249775 (Cefroxadine)

SMILES for HMDB0249775 (Cefroxadine)

INCHI for HMDB0249775 (Cefroxadine)

Structure for HMDB0249775 (Cefroxadine)

3D Structure for HMDB0249775 (Cefroxadine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra