Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2)transporters (5) Show 7 proteins XML

enzymes (2)transporters (5) Show 7 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:56 UTC

HMDB ID

HMDB0015296

Secondary Accession Numbers

HMDB15296

Metabolite Identification

Common Name

Ofloxacin

Description

Ofloxacin is only found in individuals that have used or taken this drug. It is a synthetic fluoroquinolone (fluoroquinolones) antibacterial agent that inhibits the supercoiling activity of bacterial DNA gyrase, halting DNA replication. [PubChem]Ofloxacin acts on DNA gyrase and toposiomerase IV, enzymes which, like human topoisomerase, prevents the excessive supercoiling of DNA during replication or transcription. By inhibiting their function, the drug thereby inhibits normal cell division.

Structure

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

1165
  Mrv0541 02231215172D          

 26 29  0  0  1  0            999 V2000
    5.2224    2.1733    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.7572   -0.3074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3574    0.1203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3958   -2.3388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0858   -1.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.3482    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2357   -1.1610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.1733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.1733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4948   -1.5965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.1107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    2.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7506   -1.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.1107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9594   -1.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4980   -2.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6460   -0.2975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6571   -1.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3796   -1.5139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  2 14  1  0  0  0  0
  2 17  1  0  0  0  0
  3 23  2  0  0  0  0
  4 26  1  0  0  0  0
  5 26  2  0  0  0  0
  6  9  1  0  0  0  0
  6 10  1  0  0  0  0
  6 12  1  0  0  0  0
  7 11  1  0  0  0  0
  7 13  1  0  0  0  0
  7 20  1  0  0  0  0
  8 15  1  0  0  0  0
  8 16  1  0  0  0  0
  8 24  1  0  0  0  0
  9 15  1  0  0  0  0
 10 16  1  0  0  0  0
 11 17  1  0  0  0  0
 11 22  1  0  0  0  0
 12 14  1  0  0  0  0
 12 19  2  0  0  0  0
 13 14  2  0  0  0  0
 13 18  1  0  0  0  0
 18 21  2  0  0  0  0
 18 23  1  0  0  0  0
 19 21  1  0  0  0  0
 20 25  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END

HMDB0015296
     RDKit          3D
Ofloxacin
 46 49  0  0  0  0  0  0  0  0999 V2000
    3.3300   -0.7458    2.8980 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3028    0.0071    2.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -0.6714    2.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0537   -0.0867    1.4059 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3071   -0.0891    0.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7179   -0.1370   -0.8568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0781   -0.1993   -0.5348 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6975   -0.2553    0.7572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5807    0.9806    0.8372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7062    0.7376   -0.0145 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9312    0.4989    0.7041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4824   -0.1481   -1.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0760   -0.1967   -1.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3047   -0.1322   -2.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1618   -0.1792   -3.2111 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.0490   -0.0821   -2.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0467   -0.0351   -1.5997 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3864    0.0151   -1.9359 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7104    0.0175   -3.1447 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3605    0.0620   -0.9681 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7815    0.1156   -1.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6292    0.1572   -0.3515 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2155    0.1215   -2.5879 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9278    0.0560    0.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6105    0.0067    0.6704 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6587   -0.0393   -0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8502   -0.9519    3.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2354   -0.1546    3.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5514   -1.7385    2.4534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2867    1.0396    2.4507 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6380   -0.5546    3.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1371   -1.7576    2.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0905   -0.4135    1.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4303   -1.1118    0.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9377    1.1852    1.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0433    1.8692    0.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6698   -0.0772    0.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4120    1.4487    1.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6887   -0.0741    1.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7632   -1.1739   -0.7914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1728    0.1315   -1.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9168    0.7295   -2.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9132   -1.1373   -2.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3559   -0.0787   -3.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6733    0.9221   -3.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7075    0.0936    1.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
  6 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20 24  2  0
 24 25  1  0
 25 26  1  0
 25  2  1  0
 26  5  2  0
 13  7  1  0
 26 17  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 11 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 16 44  1  0
 23 45  1  0
 24 46  1  0
M  END

1165
  Mrv0541 02231215172D          

 26 29  0  0  1  0            999 V2000
    5.2224    2.1733    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.7572   -0.3074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3574    0.1203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3958   -2.3388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0858   -1.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.3482    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2357   -1.1610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.1733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.1733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4948   -1.5965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.1107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    2.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7506   -1.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.1107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9594   -1.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4980   -2.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6460   -0.2975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6571   -1.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3796   -1.5139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  2 14  1  0  0  0  0
  2 17  1  0  0  0  0
  3 23  2  0  0  0  0
  4 26  1  0  0  0  0
  5 26  2  0  0  0  0
  6  9  1  0  0  0  0
  6 10  1  0  0  0  0
  6 12  1  0  0  0  0
  7 11  1  0  0  0  0
  7 13  1  0  0  0  0
  7 20  1  0  0  0  0
  8 15  1  0  0  0  0
  8 16  1  0  0  0  0
  8 24  1  0  0  0  0
  9 15  1  0  0  0  0
 10 16  1  0  0  0  0
 11 17  1  0  0  0  0
 11 22  1  0  0  0  0
 12 14  1  0  0  0  0
 12 19  2  0  0  0  0
 13 14  2  0  0  0  0
 13 18  1  0  0  0  0
 18 21  2  0  0  0  0
 18 23  1  0  0  0  0
 19 21  1  0  0  0  0
 20 25  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015296

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1COC2=C3N1C=C(C(O)=O)C(=O)C3=CC(F)=C2N1CCN(C)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C18H20FN3O4/c1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21/h7-8,10H,3-6,9H2,1-2H3,(H,24,25)

> <INCHI_KEY>
GSDSWSVVBLHKDQ-UHFFFAOYSA-N

> <FORMULA>
C18H20FN3O4

> <MOLECULAR_WEIGHT>
361.3675

> <EXACT_MASS>
361.143784348

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
36.69213757881419

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.0⁵,¹³]trideca-5(13),6,8,11-tetraene-11-carboxylic acid

> <ALOGPS_LOGP>
-0.02

> <JCHEM_LOGP>
0.6542797531974264

> <ALOGPS_LOGS>
-2.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.447057267648649

> <JCHEM_PKA_STRONGEST_BASIC>
6.201449203748399

> <JCHEM_POLAR_SURFACE_AREA>
73.32

> <JCHEM_REFRACTIVITY>
94.93590000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.44e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ofloxacin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015296
     RDKit          3D
Ofloxacin
 46 49  0  0  0  0  0  0  0  0999 V2000
    3.3300   -0.7458    2.8980 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3028    0.0071    2.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -0.6714    2.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0537   -0.0867    1.4059 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3071   -0.0891    0.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7179   -0.1370   -0.8568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0781   -0.1993   -0.5348 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6975   -0.2553    0.7572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5807    0.9806    0.8372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7062    0.7376   -0.0145 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9312    0.4989    0.7041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4824   -0.1481   -1.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0760   -0.1967   -1.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3047   -0.1322   -2.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1618   -0.1792   -3.2111 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.0490   -0.0821   -2.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0467   -0.0351   -1.5997 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3864    0.0151   -1.9359 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7104    0.0175   -3.1447 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3605    0.0620   -0.9681 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7815    0.1156   -1.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6292    0.1572   -0.3515 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2155    0.1215   -2.5879 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9278    0.0560    0.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6105    0.0067    0.6704 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6587   -0.0393   -0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8502   -0.9519    3.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2354   -0.1546    3.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5514   -1.7385    2.4534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2867    1.0396    2.4507 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6380   -0.5546    3.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1371   -1.7576    2.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0905   -0.4135    1.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4303   -1.1118    0.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9377    1.1852    1.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0433    1.8692    0.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6698   -0.0772    0.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4120    1.4487    1.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6887   -0.0741    1.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7632   -1.1739   -0.7914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1728    0.1315   -1.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9168    0.7295   -2.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9132   -1.1373   -2.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3559   -0.0787   -3.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6733    0.9221   -3.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7075    0.0936    1.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
  6 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20 24  2  0
 24 25  1  0
 25 26  1  0
 25  2  1  0
 26  5  2  0
 13  7  1  0
 26 17  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 11 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 16 44  1  0
 23 45  1  0
 24 46  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1165                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  F   UNK     0       9.748   4.057   0.000  0.00  0.00           F+0
HETATM    2  O   UNK     0       7.013  -0.574   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      13.734   0.225   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      13.805  -4.366   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      15.093  -2.030   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       7.081   2.517   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       9.773  -2.167   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       4.414   4.057   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       7.081   4.057   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.748   1.747   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.390  -2.980   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.415   1.747   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.748  -0.563   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.415   0.207   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.748   4.827   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.414   2.517   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.001  -2.178   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.082   0.207   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.748   2.517   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.124  -2.880   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.082   1.747   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.396  -4.520   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.406  -0.555   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.080   4.827   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.427  -2.082   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.775  -2.826   0.000  0.00  0.00           C+0
CONECT    1   19                                                            
CONECT    2   14   17                                                       
CONECT    3   23                                                            
CONECT    4   26                                                            
CONECT    5   26                                                            
CONECT    6    9   10   12                                                  
CONECT    7   11   13   20                                                  
CONECT    8   15   16   24                                                  
CONECT    9    6   15                                                       
CONECT   10    6   16                                                       
CONECT   11    7   17   22                                                  
CONECT   12    6   14   19                                                  
CONECT   13    7   14   18                                                  
CONECT   14    2   12   13                                                  
CONECT   15    8    9                                                       
CONECT   16    8   10                                                       
CONECT   17    2   11                                                       
CONECT   18   13   21   23                                                  
CONECT   19    1   12   21                                                  
CONECT   20    7   25                                                       
CONECT   21   18   19                                                       
CONECT   22   11                                                            
CONECT   23    3   18   25                                                  
CONECT   24    8                                                            
CONECT   25   20   23   26                                                  
CONECT   26    4    5   25                                                  
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    HMDB0015296
HETATM    1  C1  UNL     1       3.330  -0.746   2.898  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.303   0.007   2.080  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.969  -0.671   2.312  1.00  0.00           C  
HETATM    4  O1  UNL     1       0.054  -0.087   1.406  1.00  0.00           O  
HETATM    5  C4  UNL     1       0.307  -0.089   0.064  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.718  -0.137  -0.857  1.00  0.00           C  
HETATM    7  N1  UNL     1      -2.078  -0.199  -0.535  1.00  0.00           N  
HETATM    8  C6  UNL     1      -2.698  -0.255   0.757  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.581   0.981   0.837  1.00  0.00           C  
HETATM   10  N2  UNL     1      -4.706   0.738  -0.015  1.00  0.00           N  
HETATM   11  C8  UNL     1      -5.931   0.499   0.704  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.482  -0.148  -1.099  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.076  -0.197  -1.620  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.305  -0.132  -2.192  1.00  0.00           C  
HETATM   15  F1  UNL     1      -1.162  -0.179  -3.211  1.00  0.00           F  
HETATM   16  C12 UNL     1       1.049  -0.082  -2.542  1.00  0.00           C  
HETATM   17  C13 UNL     1       2.047  -0.035  -1.600  1.00  0.00           C  
HETATM   18  C14 UNL     1       3.386   0.015  -1.936  1.00  0.00           C  
HETATM   19  O2  UNL     1       3.710   0.018  -3.145  1.00  0.00           O  
HETATM   20  C15 UNL     1       4.361   0.062  -0.968  1.00  0.00           C  
HETATM   21  C16 UNL     1       5.781   0.116  -1.277  1.00  0.00           C  
HETATM   22  O3  UNL     1       6.629   0.157  -0.351  1.00  0.00           O  
HETATM   23  O4  UNL     1       6.215   0.121  -2.588  1.00  0.00           O  
HETATM   24  C17 UNL     1       3.928   0.056   0.339  1.00  0.00           C  
HETATM   25  N3  UNL     1       2.611   0.007   0.670  1.00  0.00           N  
HETATM   26  C18 UNL     1       1.659  -0.039  -0.286  1.00  0.00           C  
HETATM   27  H1  UNL     1       2.850  -0.952   3.884  1.00  0.00           H  
HETATM   28  H2  UNL     1       4.235  -0.155   3.104  1.00  0.00           H  
HETATM   29  H3  UNL     1       3.551  -1.738   2.453  1.00  0.00           H  
HETATM   30  H4  UNL     1       2.287   1.040   2.451  1.00  0.00           H  
HETATM   31  H5  UNL     1       0.638  -0.555   3.358  1.00  0.00           H  
HETATM   32  H6  UNL     1       1.137  -1.758   2.057  1.00  0.00           H  
HETATM   33  H7  UNL     1      -2.090  -0.414   1.623  1.00  0.00           H  
HETATM   34  H8  UNL     1      -3.430  -1.112   0.732  1.00  0.00           H  
HETATM   35  H9  UNL     1      -3.938   1.185   1.853  1.00  0.00           H  
HETATM   36  H10 UNL     1      -3.043   1.869   0.436  1.00  0.00           H  
HETATM   37  H11 UNL     1      -6.670  -0.077   0.144  1.00  0.00           H  
HETATM   38  H12 UNL     1      -6.412   1.449   1.014  1.00  0.00           H  
HETATM   39  H13 UNL     1      -5.689  -0.074   1.625  1.00  0.00           H  
HETATM   40  H14 UNL     1      -4.763  -1.174  -0.791  1.00  0.00           H  
HETATM   41  H15 UNL     1      -5.173   0.132  -1.922  1.00  0.00           H  
HETATM   42  H16 UNL     1      -2.917   0.730  -2.207  1.00  0.00           H  
HETATM   43  H17 UNL     1      -2.913  -1.137  -2.177  1.00  0.00           H  
HETATM   44  H18 UNL     1       1.356  -0.079  -3.578  1.00  0.00           H  
HETATM   45  H19 UNL     1       6.673   0.922  -3.015  1.00  0.00           H  
HETATM   46  H20 UNL     1       4.707   0.094   1.111  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   25   30
CONECT    3    4   31   32
CONECT    4    5
CONECT    5    6   26   26
CONECT    6    7   14   14
CONECT    7    8   13
CONECT    8    9   33   34
CONECT    9   10   35   36
CONECT   10   11   12
CONECT   11   37   38   39
CONECT   12   13   40   41
CONECT   13   42   43
CONECT   14   15   16
CONECT   16   17   17   44
CONECT   17   18   26
CONECT   18   19   19   20
CONECT   20   21   24   24
CONECT   21   22   22   23
CONECT   23   45
CONECT   24   25   46
CONECT   25   26
END

HMDB0015296
     RDKit          3D
Ofloxacin
 46 49  0  0  0  0  0  0  0  0999 V2000
    3.3300   -0.7458    2.8980 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3028    0.0071    2.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -0.6714    2.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0537   -0.0867    1.4059 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3071   -0.0891    0.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7179   -0.1370   -0.8568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0781   -0.1993   -0.5348 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6975   -0.2553    0.7572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5807    0.9806    0.8372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7062    0.7376   -0.0145 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9312    0.4989    0.7041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4824   -0.1481   -1.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0760   -0.1967   -1.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3047   -0.1322   -2.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1618   -0.1792   -3.2111 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.0490   -0.0821   -2.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0467   -0.0351   -1.5997 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3864    0.0151   -1.9359 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7104    0.0175   -3.1447 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3605    0.0620   -0.9681 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7815    0.1156   -1.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6292    0.1572   -0.3515 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2155    0.1215   -2.5879 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9278    0.0560    0.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6105    0.0067    0.6704 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6587   -0.0393   -0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8502   -0.9519    3.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2354   -0.1546    3.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5514   -1.7385    2.4534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2867    1.0396    2.4507 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6380   -0.5546    3.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1371   -1.7576    2.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0905   -0.4135    1.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4303   -1.1118    0.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9377    1.1852    1.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0433    1.8692    0.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6698   -0.0772    0.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4120    1.4487    1.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6887   -0.0741    1.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7632   -1.1739   -0.7914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1728    0.1315   -1.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9168    0.7295   -2.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9132   -1.1373   -2.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3559   -0.0787   -3.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6733    0.9221   -3.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7075    0.0936    1.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
  6 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20 24  2  0
 24 25  1  0
 25 26  1  0
 25  2  1  0
 26  5  2  0
 13  7  1  0
 26 17  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 11 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 16 44  1  0
 23 45  1  0
 24 46  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
8-Fluoro-3-methyl-9-(4-methyl-piperazin-1-yl)-6-oxo-2,3-dihydro-6H-1-oxa-3a-aza-phenalene-5-carboxylic acid	ChEBI
Ofloxacine	ChEBI
Ofloxacino	ChEBI
Ofloxacinum	ChEBI
OFLX	ChEBI
Floxin	Kegg
8-Fluoro-3-methyl-9-(4-methyl-piperazin-1-yl)-6-oxo-2,3-dihydro-6H-1-oxa-3a-aza-phenalene-5-carboxylate	Generator
Ofloxacin hydrochloride	HMDB
Hoe 280	HMDB
Tarivid	HMDB
Hoe-280	HMDB

Chemical Formula

C₁₈H₂₀FN₃O₄

Average Molecular Weight

361.3675

Monoisotopic Molecular Weight

361.143784348

IUPAC Name

7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.0⁵,¹³]trideca-5(13),6,8,11-tetraene-11-carboxylic acid

Traditional Name

ofloxacin

CAS Registry Number

82419-36-1

SMILES

CC1COC2=C3N1C=C(C(O)=O)C(=O)C3=CC(F)=C2N1CCN(C)CC1

InChI Identifier

InChI=1S/C18H20FN3O4/c1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21/h7-8,10H,3-6,9H2,1-2H3,(H,24,25)

InChI Key

GSDSWSVVBLHKDQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinoline carboxylic acids

Direct Parent

Quinoline carboxylic acids

Alternative Parents

Substituents

Quinoline-3-carboxylic acid
Fluoroquinolone
N-arylpiperazine
Aminoquinoline
Haloquinoline
Dihydroquinolone
Benzoxazine
Dihydroquinoline
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Tertiary aliphatic/aromatic amine
Dialkylarylamine
N-alkylpiperazine
N-methylpiperazine
Alkyl aryl ether
Benzenoid
Pyridine
Aryl fluoride
Piperazine
Aryl halide
1,4-diazinane
Vinylogous amide
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Amino acid or derivatives
Amino acid
Azacycle
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Organonitrogen compound
Organic nitrogen compound
Amine
Organic oxygen compound
Organooxygen compound
Organopnictogen compound
Organic oxide
Organofluoride
Hydrocarbon derivative
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

N-arylpiperazine (CHEBI:7731 )
organic heterotricyclic compound (CHEBI:7731 )
N-alkylpiperazine (CHEBI:7731 )
quinolone antibiotic (CHEBI:7731 )
fluoroquinolone antibiotic (CHEBI:7731 )
3-oxo monocarboxylic acid (CHEBI:7731 )
oxazinoquinoline (CHEBI:7731 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	250 - 257 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1.44 g/L	Not Available
LogP	2.1	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	188.519	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000945

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.44 g/L	ALOGPS
logP	-0.02	ALOGPS
logP	0.65	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	5.45	ChemAxon
pKa (Strongest Basic)	6.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	73.32 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	94.94 m³·mol⁻¹	ChemAxon
Polarizability	36.69 Å³	ChemAxon
Number of Rings	4	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
DeepCCS	[M+H]+	187.26	30932474
DeepCCS	[M-H]-	184.606	30932474
DeepCCS	[M-2H]-	219.193	30932474
DeepCCS	[M+Na]+	194.421	30932474
AllCCS	[M+H]+	182.6	32859911
AllCCS	[M+H-H2O]+	179.7	32859911
AllCCS	[M+NH4]+	185.3	32859911
AllCCS	[M+Na]+	186.1	32859911
AllCCS	[M-H]-	186.1	32859911
AllCCS	[M+Na-2H]-	185.9	32859911
AllCCS	[M+HCOO]-	185.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.75 minutes	32390414
Predicted by Siyang on May 30, 2022	9.6313 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.38 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	173.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ofloxacin	CC1COC2=C3N1C=C(C(O)=O)C(=O)C3=CC(F)=C2N1CCN(C)CC1	3391.7	Standard polar	33892256
Ofloxacin	CC1COC2=C3N1C=C(C(O)=O)C(=O)C3=CC(F)=C2N1CCN(C)CC1	2780.0	Standard non polar	33892256
Ofloxacin	CC1COC2=C3N1C=C(C(O)=O)C(=O)C3=CC(F)=C2N1CCN(C)CC1	3466.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ofloxacin,1TMS,isomer #1	CC1COC2=C3C(=CC(F)=C2N2CCN(C)CC2)C(=O)C(C(=O)O[Si](C)(C)C)=CN31	3042.2	Semi standard non polar	33892256
Ofloxacin,1TBDMS,isomer #1	CC1COC2=C3C(=CC(F)=C2N2CCN(C)CC2)C(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)=CN31	3232.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ofloxacin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-2019000000-30d77332fe9feb70a82d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ofloxacin GC-MS (1 TMS) - 70eV, Positive	splash10-01dl-7009600000-d322709717558bd09e25	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ofloxacin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ofloxacin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ofloxacin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ofloxacin DI-ESI-qTof , Negative-QTOF	splash10-004i-0092000000-ce7a3d283add701efa88	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ofloxacin LC-ESI-qTof , Positive-QTOF	splash10-0089-0920000000-16bd425ab62950a6c1f7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ofloxacin LC-ESI-QQ , negative-QTOF	splash10-066u-4849000000-62a3272bb7a7b0465316	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ofloxacin LC-ESI-QTOF , positive-QTOF	splash10-044i-4069000000-fc2f3ccfc4622b82671d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ofloxacin LC-ESI-QFT , positive-QTOF	splash10-03di-0009000000-8ca4d2a7e1305755f3d3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ofloxacin LC-ESI-QFT , positive-QTOF	splash10-02t9-0019000000-a2e5b08b64a9acd1d2f8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ofloxacin LC-ESI-QFT , positive-QTOF	splash10-03di-1093000000-8403d1bb463eb3fb6e3e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ofloxacin LC-ESI-QFT , positive-QTOF	splash10-03di-1090000000-ee50b73ec2b046ce37ca	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ofloxacin LC-ESI-QFT , positive-QTOF	splash10-0ck9-1490000000-8b09e639f03f4aa7a14a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ofloxacin LC-ESI-QFT , positive-QTOF	splash10-0adl-1950000000-0c369c959a56510a5ff7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ofloxacin LC-ESI-QQ , positive-QTOF	splash10-02t9-0029000000-3b84ed4e6dd24267cf5d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ofloxacin LC-ESI-QQ , positive-QTOF	splash10-07r0-1590000000-4be12443c6e428a5b6b3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ofloxacin LC-ESI-ITFT , positive-QTOF	splash10-03di-0091000000-a74a0303807ced89f7cc	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ofloxacin LC-ESI-ITFT , positive-QTOF	splash10-0cml-0590000000-c08e9fca2077fb0daa17	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ofloxacin LC-ESI-ITFT , positive-QTOF	splash10-014i-0009000000-9046beaae10bda8773cb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ofloxacin LC-ESI-ITFT , positive-QTOF	splash10-014i-0009000000-97824faaceab754612c9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ofloxacin , positive-QTOF	splash10-03di-0159000000-de443922130ae95667e4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ofloxacin , positive-QTOF	splash10-0089-0920000000-16bd425ab62950a6c1f7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ofloxacin , positive-QTOF	splash10-03di-1269000000-01b22da2e2e9a9fdbc27	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ofloxacin 10V, Positive-QTOF	splash10-03di-0009000000-6e3992e2c7f71e2e2d60	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ofloxacin 20V, Positive-QTOF	splash10-02tc-0009000000-8e0f1b0fc3b80969c0dd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ofloxacin 40V, Positive-QTOF	splash10-0pi3-7097000000-363d82fc0e563a2423b0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ofloxacin 10V, Negative-QTOF	splash10-02t9-0009000000-bf579599f29511ea990c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ofloxacin 20V, Negative-QTOF	splash10-0670-0096000000-9d4af124e757cd0455bb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ofloxacin 40V, Negative-QTOF	splash10-014r-0091000000-c5e349004a62406fb095	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01165	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01165	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01165

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4422

KEGG Compound ID

C07321

BioCyc ID

CPD-12843

BiGG ID

Not Available

Wikipedia Link

Ofloxacin

METLIN ID

Not Available

PubChem Compound

4583

PDB ID

Not Available

ChEBI ID

7731

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Cytochrome P450 1A2

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. DNA topoisomerase 2-alpha

General function:: Involved in sequence-specific DNA binding transcription factor activity
Specific function:: Control of topological states of DNA by transient breakage and subsequent rejoining of DNA strands. Topoisomerase II makes double-strand breaks
Gene Name:: TOP2A
Uniprot ID:: P11388
Molecular weight:: 174383.9

References

Divo AA, Sartorelli AC, Patton CL, Bia FJ: Activity of fluoroquinolone antibiotics against Plasmodium falciparum in vitro. Antimicrob Agents Chemother. 1988 Aug;32(8):1182-6. [PubMed:2847647 ]

Transporters

Enzyme Details

1. Solute carrier family 22 member 5

General function:: Involved in ion transmembrane transporter activity
Specific function:: Sodium-ion dependent, high affinity carnitine transporter. Involved in the active cellular uptake of carnitine. Transports one sodium ion with one molecule of carnitine. Also transports organic cations such as tetraethylammonium (TEA) without the involvement of sodium. Also relative uptake activity ratio of carnitine to TEA is 11.3
Gene Name:: SLC22A5
Uniprot ID:: O76082
Molecular weight:: 62751.1

References

Ohashi R, Tamai I, Yabuuchi H, Nezu JI, Oku A, Sai Y, Shimane M, Tsuji A: Na(+)-dependent carnitine transport by organic cation transporter (OCTN2): its pharmacological and toxicological relevance. J Pharmacol Exp Ther. 1999 Nov;291(2):778-84. [PubMed:10525100 ]

Enzyme Details

2. Canalicular multispecific organic anion transporter 1

General function:: Involved in ATP binding
Specific function:: Mediates hepatobiliary excretion of numerous organic anions. May function as a cellular cisplatin transporter
Gene Name:: ABCC2
Uniprot ID:: Q92887
Molecular weight:: 174205.6

References

Sasabe H, Tsuji A, Sugiyama Y: Carrier-mediated mechanism for the biliary excretion of the quinolone antibiotic grepafloxacin and its glucuronide in rats. J Pharmacol Exp Ther. 1998 Mar;284(3):1033-9. [PubMed:9495864 ]

Enzyme Details

3. Multidrug resistance-associated protein 1

General function:: Involved in ATP binding
Specific function:: Mediates export of organic anions and drugs from the cytoplasm. Mediates ATP-dependent transport of glutathione and glutathione conjugates, leukotriene C4, estradiol-17-beta-o- glucuronide, methotrexate, antiviral drugs and other xenobiotics. Confers resistance to anticancer drugs. Hydrolyzes ATP with low efficiency
Gene Name:: ABCC1
Uniprot ID:: P33527
Molecular weight:: 171589.5

References

Terashi K, Oka M, Soda H, Fukuda M, Kawabata S, Nakatomi K, Shiozawa K, Nakamura T, Tsukamoto K, Noguchi Y, Suenaga M, Tei C, Kohno S: Interactions of ofloxacin and erythromycin with the multidrug resistance protein (MRP) in MRP-overexpressing human leukemia cells. Antimicrob Agents Chemother. 2000 Jun;44(6):1697-700. [PubMed:10817732 ]

Enzyme Details

4. Solute carrier family 22 member 4

General function:: Involved in ion transmembrane transporter activity
Specific function:: Sodium-ion dependent, low affinity carnitine transporter. Probably transports one sodium ion with one molecule of carnitine. Also transports organic cations such as tetraethylammonium (TEA) without the involvement of sodium. Relative uptake activity ratio of carnitine to TEA is 1.78. A key substrate of this transporter seems to be ergothioneine (ET)
Gene Name:: SLC22A4
Uniprot ID:: Q9H015
Molecular weight:: 62154.5

References

Yabuuchi H, Tamai I, Nezu J, Sakamoto K, Oku A, Shimane M, Sai Y, Tsuji A: Novel membrane transporter OCTN1 mediates multispecific, bidirectional, and pH-dependent transport of organic cations. J Pharmacol Exp Ther. 1999 May;289(2):768-73. [PubMed:10215651 ]

Enzyme Details

5. Solute carrier family 22 member 6

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

References

Jariyawat S, Sekine T, Takeda M, Apiwattanakul N, Kanai Y, Sophasan S, Endou H: The interaction and transport of beta-lactam antibiotics with the cloned rat renal organic anion transporter 1. J Pharmacol Exp Ther. 1999 Aug;290(2):672-7. [PubMed:10411577 ]

Showing metabocard for Ofloxacin (HMDB0015296)

MOL for HMDB0015296 (Ofloxacin)

3D MOL for HMDB0015296 (Ofloxacin)

3D SDF for HMDB0015296 (Ofloxacin)

3D-SDF for HMDB0015296 (Ofloxacin)

PDB for HMDB0015296 (Ofloxacin)

3D PDB for HMDB0015296 (Ofloxacin)

SMILES for HMDB0015296 (Ofloxacin)

INCHI for HMDB0015296 (Ofloxacin)

Structure for HMDB0015296 (Ofloxacin)

3D Structure for HMDB0015296 (Ofloxacin)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

References

Transporters

References

References

References

References

References