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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (5)transporters (1) Show 6 proteins XML

enzymes (5)transporters (1) Show 6 proteins

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:42 UTC

HMDB ID

HMDB0014677

Secondary Accession Numbers

HMDB14677

Metabolite Identification

Common Name

Ciprofloxacin

Description

Ciprofloxacin, also known as CPFX or ciprinol, 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. Ciprofloxacin is a very strong basic compound (based on its pKa). Ciprofloxacin is a potentially toxic compound. A quinolone that is quinolin-4(1H)-one bearing cyclopropyl, carboxylic acid, fluoro and piperazin-1-yl substituents at positions 1, 3, 6 and 7, respectively.

Structure

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

HMDB0014677
     RDKit          3D
Ciprofloxacin
 42 45  0  0  0  0  0  0  0  0999 V2000
    5.9683    0.9220    1.2297 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1263    1.6973    0.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5217    2.9579    0.3424 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7589    1.2433    0.5801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695   -0.0204    0.9718 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1078   -0.4664    0.8422 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7651   -1.8063    1.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7865   -2.8521    0.9538 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4750   -2.7625    0.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1522    0.3430    0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1444   -0.0916    0.1618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1394    0.7109   -0.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4743    0.2051   -0.5179 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7264   -1.1051    0.0565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1594   -1.5052    0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0654   -0.3927   -0.1267 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7665    0.2721   -1.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4444    0.9959   -1.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7939    1.9756   -0.7852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7003    2.8266   -1.3216 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.5108    2.4503   -0.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4692    1.6256   -0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7696    2.0454    0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1146    3.1976   -0.3227 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0784    3.1412   -0.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1352   -0.6524    1.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2031   -1.8420    2.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9211   -3.7248    1.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6914   -2.5809    0.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5507   -2.4360   -0.8812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7319   -3.5576    0.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3900   -1.1108    0.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1401   -1.8457   -0.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3115   -1.1302    1.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4257   -2.2729   -0.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4217   -1.9354    1.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9674    0.3176    0.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5732    0.9788   -1.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6822   -0.4445   -2.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0302    1.2694   -2.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6482    1.9251   -0.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7975    3.4347   -0.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  6 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 12 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23  4  1  0
  9  7  1  0
 22 10  1  0
 18 13  1  0
  3 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 11 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 21 42  1  0
M  END

537
  Mrv0541 02231214452D          

 24 27  0  0  0  0            999 V2000
    7.1488    1.2022    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    2.0072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    0.7697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    2.0072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -0.4678    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1488   -0.4877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5746   -1.3182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -1.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8239   -2.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6489   -2.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -0.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -0.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    0.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6884   -0.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4359   -0.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8649   -0.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1456   -1.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    1.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5778   -0.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8585   -1.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6884    1.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4359    0.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    1.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0  0  0  0
  2 19  2  0  0  0  0
  3 24  1  0  0  0  0
  4 24  2  0  0  0  0
  5  8  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  6 15  1  0  0  0  0
  6 16  1  0  0  0  0
  6 17  1  0  0  0  0
  7 20  1  0  0  0  0
  7 21  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 10  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  2  0  0  0  0
 12 18  2  0  0  0  0
 13 19  1  0  0  0  0
 13 22  2  0  0  0  0
 14 15  1  0  0  0  0
 15 23  2  0  0  0  0
 16 20  1  0  0  0  0
 17 21  1  0  0  0  0
 18 19  1  0  0  0  0
 18 24  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014677

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=CN(C2CC2)C2=CC(N3CCNCC3)=C(F)C=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H18FN3O3/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24/h7-10,19H,1-6H2,(H,23,24)

> <INCHI_KEY>
MYSWGUAQZAJSOK-UHFFFAOYSA-N

> <FORMULA>
C17H18FN3O3

> <MOLECULAR_WEIGHT>
331.3415

> <EXACT_MASS>
331.133219662

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
33.118176211269244

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid

> <ALOGPS_LOGP>
-0.57

> <JCHEM_LOGP>
-0.8145960428525316

> <ALOGPS_LOGS>
-2.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.755554705438363

> <JCHEM_PKA_STRONGEST_BASIC>
8.678038228921855

> <JCHEM_POLAR_SURFACE_AREA>
72.88

> <JCHEM_REFRACTIVITY>
87.93939999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.35e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ciprofloxacin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014677
     RDKit          3D
Ciprofloxacin
 42 45  0  0  0  0  0  0  0  0999 V2000
    5.9683    0.9220    1.2297 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1263    1.6973    0.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5217    2.9579    0.3424 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7589    1.2433    0.5801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695   -0.0204    0.9718 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1078   -0.4664    0.8422 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7651   -1.8063    1.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7865   -2.8521    0.9538 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4750   -2.7625    0.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1522    0.3430    0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1444   -0.0916    0.1618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1394    0.7109   -0.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4743    0.2051   -0.5179 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7264   -1.1051    0.0565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1594   -1.5052    0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0654   -0.3927   -0.1267 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7665    0.2721   -1.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4444    0.9959   -1.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7939    1.9756   -0.7852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7003    2.8266   -1.3216 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.5108    2.4503   -0.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4692    1.6256   -0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7696    2.0454    0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1146    3.1976   -0.3227 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0784    3.1412   -0.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1352   -0.6524    1.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2031   -1.8420    2.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9211   -3.7248    1.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6914   -2.5809    0.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5507   -2.4360   -0.8812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7319   -3.5576    0.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3900   -1.1108    0.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1401   -1.8457   -0.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3115   -1.1302    1.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4257   -2.2729   -0.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4217   -1.9354    1.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9674    0.3176    0.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5732    0.9788   -1.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6822   -0.4445   -2.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0302    1.2694   -2.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6482    1.9251   -0.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7975    3.4347   -0.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  6 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 12 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23  4  1  0
  9  7  1  0
 22 10  1  0
 18 13  1  0
  3 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 11 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 21 42  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 537                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  F   UNK     0      13.344   2.244   0.000  0.00  0.00           F+0
HETATM    2  O   UNK     0       7.908   3.747   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       3.907   1.437   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       5.241   3.747   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       7.908  -0.873   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      13.344  -0.910   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      16.006  -2.461   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       7.908  -2.413   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.138  -3.747   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.678  -3.747   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.242  -0.103   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.574  -0.103   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.242   1.437   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.618  -0.926   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.014  -0.135   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.681  -0.146   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.338  -2.450   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.574   1.437   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.908   2.207   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.012  -0.921   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.669  -3.226   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.618   2.260   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.014   1.469   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.241   2.207   0.000  0.00  0.00           C+0
CONECT    1   23                                                            
CONECT    2   19                                                            
CONECT    3   24                                                            
CONECT    4   24                                                            
CONECT    5    8   11   12                                                  
CONECT    6   15   16   17                                                  
CONECT    7   20   21                                                       
CONECT    8    5    9   10                                                  
CONECT    9    8   10                                                       
CONECT   10    8    9                                                       
CONECT   11    5   13   14                                                  
CONECT   12    5   18                                                       
CONECT   13   11   19   22                                                  
CONECT   14   11   15                                                       
CONECT   15    6   14   23                                                  
CONECT   16    6   20                                                       
CONECT   17    6   21                                                       
CONECT   18   12   19   24                                                  
CONECT   19    2   13   18                                                  
CONECT   20    7   16                                                       
CONECT   21    7   17                                                       
CONECT   22   13   23                                                       
CONECT   23    1   15   22                                                  
CONECT   24    3    4   18                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0014677
HETATM    1  O1  UNL     1       5.968   0.922   1.230  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.126   1.697   0.732  1.00  0.00           C  
HETATM    3  O2  UNL     1       5.522   2.958   0.342  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.759   1.243   0.580  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.369  -0.020   0.972  1.00  0.00           C  
HETATM    6  N1  UNL     1       2.108  -0.466   0.842  1.00  0.00           N  
HETATM    7  C4  UNL     1       1.765  -1.806   1.274  1.00  0.00           C  
HETATM    8  C5  UNL     1       2.786  -2.852   0.954  1.00  0.00           C  
HETATM    9  C6  UNL     1       1.475  -2.762   0.168  1.00  0.00           C  
HETATM   10  C7  UNL     1       1.152   0.343   0.304  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.144  -0.092   0.162  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.139   0.711  -0.383  1.00  0.00           C  
HETATM   13  N2  UNL     1      -2.474   0.205  -0.518  1.00  0.00           N  
HETATM   14  C10 UNL     1      -2.726  -1.105   0.057  1.00  0.00           C  
HETATM   15  C11 UNL     1      -4.159  -1.505   0.082  1.00  0.00           C  
HETATM   16  N3  UNL     1      -5.065  -0.393  -0.127  1.00  0.00           N  
HETATM   17  C12 UNL     1      -4.767   0.272  -1.364  1.00  0.00           C  
HETATM   18  C13 UNL     1      -3.444   0.996  -1.199  1.00  0.00           C  
HETATM   19  C14 UNL     1      -0.794   1.976  -0.785  1.00  0.00           C  
HETATM   20  F1  UNL     1      -1.700   2.827  -1.322  1.00  0.00           F  
HETATM   21  C15 UNL     1       0.511   2.450  -0.656  1.00  0.00           C  
HETATM   22  C16 UNL     1       1.469   1.626  -0.112  1.00  0.00           C  
HETATM   23  C17 UNL     1       2.770   2.045   0.037  1.00  0.00           C  
HETATM   24  O3  UNL     1       3.115   3.198  -0.323  1.00  0.00           O  
HETATM   25  H1  UNL     1       6.078   3.141  -0.491  1.00  0.00           H  
HETATM   26  H2  UNL     1       4.135  -0.652   1.397  1.00  0.00           H  
HETATM   27  H3  UNL     1       1.203  -1.842   2.227  1.00  0.00           H  
HETATM   28  H4  UNL     1       2.921  -3.725   1.627  1.00  0.00           H  
HETATM   29  H5  UNL     1       3.691  -2.581   0.382  1.00  0.00           H  
HETATM   30  H6  UNL     1       1.551  -2.436  -0.881  1.00  0.00           H  
HETATM   31  H7  UNL     1       0.732  -3.558   0.332  1.00  0.00           H  
HETATM   32  H8  UNL     1      -0.390  -1.111   0.491  1.00  0.00           H  
HETATM   33  H9  UNL     1      -2.140  -1.846  -0.523  1.00  0.00           H  
HETATM   34  H10 UNL     1      -2.312  -1.130   1.102  1.00  0.00           H  
HETATM   35  H11 UNL     1      -4.426  -2.273  -0.697  1.00  0.00           H  
HETATM   36  H12 UNL     1      -4.422  -1.935   1.078  1.00  0.00           H  
HETATM   37  H13 UNL     1      -4.967   0.318   0.639  1.00  0.00           H  
HETATM   38  H14 UNL     1      -5.573   0.979  -1.609  1.00  0.00           H  
HETATM   39  H15 UNL     1      -4.682  -0.445  -2.210  1.00  0.00           H  
HETATM   40  H16 UNL     1      -3.030   1.269  -2.213  1.00  0.00           H  
HETATM   41  H17 UNL     1      -3.648   1.925  -0.631  1.00  0.00           H  
HETATM   42  H18 UNL     1       0.797   3.435  -0.966  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   25
CONECT    4    5    5   23
CONECT    5    6   26
CONECT    6    7   10
CONECT    7    8    9   27
CONECT    8    9   28   29
CONECT    9   30   31
CONECT   10   11   11   22
CONECT   11   12   32
CONECT   12   13   19   19
CONECT   13   14   18
CONECT   14   15   33   34
CONECT   15   16   35   36
CONECT   16   17   37
CONECT   17   18   38   39
CONECT   18   40   41
CONECT   19   20   21
CONECT   21   22   22   42
CONECT   22   23
CONECT   23   24   24
END

HMDB0014677
     RDKit          3D
Ciprofloxacin
 42 45  0  0  0  0  0  0  0  0999 V2000
    5.9683    0.9220    1.2297 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1263    1.6973    0.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5217    2.9579    0.3424 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7589    1.2433    0.5801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695   -0.0204    0.9718 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1078   -0.4664    0.8422 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7651   -1.8063    1.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7865   -2.8521    0.9538 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4750   -2.7625    0.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1522    0.3430    0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1444   -0.0916    0.1618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1394    0.7109   -0.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4743    0.2051   -0.5179 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7264   -1.1051    0.0565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1594   -1.5052    0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0654   -0.3927   -0.1267 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7665    0.2721   -1.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4444    0.9959   -1.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7939    1.9756   -0.7852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7003    2.8266   -1.3216 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.5108    2.4503   -0.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4692    1.6256   -0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7696    2.0454    0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1146    3.1976   -0.3227 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0784    3.1412   -0.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1352   -0.6524    1.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2031   -1.8420    2.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9211   -3.7248    1.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6914   -2.5809    0.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5507   -2.4360   -0.8812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7319   -3.5576    0.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3900   -1.1108    0.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1401   -1.8457   -0.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3115   -1.1302    1.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4257   -2.2729   -0.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4217   -1.9354    1.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9674    0.3176    0.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5732    0.9788   -1.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6822   -0.4445   -2.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0302    1.2694   -2.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6482    1.9251   -0.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7975    3.4347   -0.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  6 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 12 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23  4  1  0
  9  7  1  0
 22 10  1  0
 18 13  1  0
  3 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 11 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 21 42  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid	ChEBI
1-Cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid	ChEBI
1-Cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-quinoline-3-carboxylic acid	ChEBI
1-CYCLOPROPYL-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydroquinoline-3-carboxylIC ACID	ChEBI
1-Cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid	ChEBI
1-Cyclopropyl-6-fluoro-7-(4-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid	ChEBI
1-Cyclopropyl-6-fluoro-7-hexahydro-1-pyrazinyl-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid	ChEBI
Ciprofloxacine	ChEBI
Ciprofloxacino	ChEBI
Ciprofloxacinum	ChEBI
CPFX	Kegg
Cipro	Kegg
1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylate	Generator
1-Cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylate	Generator
1-Cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-quinoline-3-carboxylate	Generator
1-CYCLOPROPYL-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydroquinoline-3-carboxylate	Generator
1-Cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylate	Generator
1-Cyclopropyl-6-fluoro-7-(4-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylate	Generator
1-Cyclopropyl-6-fluoro-7-hexahydro-1-pyrazinyl-4-oxo-1,4-dihydro-3-quinolinecarboxylate	Generator
Ciprofloxacin monohydrochloride	HMDB
Ciprofloxacina	HMDB
Ciprofloxacin hydrochloride	HMDB
Ciprofloxacin hydrochloride anhydrous	HMDB
Monohydrochloride monohydrate, ciprofloxacin	HMDB
Ciprinol	HMDB
Ciprofloxacin monohydrochloride monohydrate	HMDB
Hydrochloride anhydrous, ciprofloxacin	HMDB
Monohydrate, ciprofloxacin monohydrochloride	HMDB
Anhydrous, ciprofloxacin hydrochloride	HMDB
Hydrochloride, ciprofloxacin	HMDB

Chemical Formula

C₁₇H₁₈FN₃O₃

Average Molecular Weight

331.3415

Monoisotopic Molecular Weight

331.133219662

IUPAC Name

1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid

Traditional Name

ciprofloxacin

CAS Registry Number

85721-33-1

SMILES

OC(=O)C1=CN(C2CC2)C2=CC(N3CCNCC3)=C(F)C=C2C1=O

InChI Identifier

InChI=1S/C17H18FN3O3/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24/h7-10,19H,1-6H2,(H,23,24)

InChI Key

MYSWGUAQZAJSOK-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
Dihydroquinoline
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Aryl fluoride
Aryl halide
1,4-diazinane
Piperazine
Pyridine
Benzenoid
Vinylogous amide
Heteroaromatic compound
Amino acid or derivatives
Amino acid
Tertiary amine
Azacycle
Secondary amine
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Carboxylic acid
Secondary aliphatic amine
Amine
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Organohalogen compound
Organofluoride
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

N-arylpiperazine (CHEBI:100241 )
aminoquinoline (CHEBI:100241 )
quinolone antibiotic (CHEBI:100241 )
fluoroquinolone antibiotic (CHEBI:100241 )
quinolone (CHEBI:100241 )
quinolinemonocarboxylic acid (CHEBI:100241 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Process

Not Available

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	255 - 257 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1.35 g/L	Not Available
LogP	2.3	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.35 g/L	ALOGPS
logP	-0.57	ALOGPS
logP	-0.81	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	5.76	ChemAxon
pKa (Strongest Basic)	8.68	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	72.88 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	87.94 m³·mol⁻¹	ChemAxon
Polarizability	33.12 Å³	ChemAxon
Number of Rings	4	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]+	174.642	30932474
DeepCCS	[M-H]-	172.284	30932474
DeepCCS	[M-2H]-	205.693	30932474
DeepCCS	[M+Na]+	180.92	30932474
AllCCS	[M+H]+	175.6	32859911
AllCCS	[M+H-H2O]+	172.6	32859911
AllCCS	[M+NH4]+	178.5	32859911
AllCCS	[M+Na]+	179.3	32859911
AllCCS	[M-H]-	178.1	32859911
AllCCS	[M+Na-2H]-	177.7	32859911
AllCCS	[M+HCOO]-	177.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ciprofloxacin	OC(=O)C1=CN(C2CC2)C2=CC(N3CCNCC3)=C(F)C=C2C1=O	3371.3	Standard polar	33892256
Ciprofloxacin	OC(=O)C1=CN(C2CC2)C2=CC(N3CCNCC3)=C(F)C=C2C1=O	2707.4	Standard non polar	33892256
Ciprofloxacin	OC(=O)C1=CN(C2CC2)C2=CC(N3CCNCC3)=C(F)C=C2C1=O	3511.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ciprofloxacin,1TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CN(C2CC2)C2=CC(N3CCNCC3)=C(F)C=C2C1=O	3277.6	Semi standard non polar	33892256
Ciprofloxacin,1TMS,isomer #2	C[Si](C)(C)N1CCN(C2=CC3=C(C=C2F)C(=O)C(C(=O)O)=CN3C2CC2)CC1	3311.2	Semi standard non polar	33892256
Ciprofloxacin,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CN(C2CC2)C2=CC(N3CCN([Si](C)(C)C)CC3)=C(F)C=C2C1=O	3278.3	Semi standard non polar	33892256
Ciprofloxacin,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CN(C2CC2)C2=CC(N3CCN([Si](C)(C)C)CC3)=C(F)C=C2C1=O	3052.7	Standard non polar	33892256
Ciprofloxacin,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CN(C2CC2)C2=CC(N3CCN([Si](C)(C)C)CC3)=C(F)C=C2C1=O	3642.0	Standard polar	33892256
Ciprofloxacin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CN(C2CC2)C2=CC(N3CCNCC3)=C(F)C=C2C1=O	3456.2	Semi standard non polar	33892256
Ciprofloxacin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1CCN(C2=CC3=C(C=C2F)C(=O)C(C(=O)O)=CN3C2CC2)CC1	3549.4	Semi standard non polar	33892256
Ciprofloxacin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CN(C2CC2)C2=CC(N3CCN([Si](C)(C)C(C)(C)C)CC3)=C(F)C=C2C1=O	3686.9	Semi standard non polar	33892256
Ciprofloxacin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CN(C2CC2)C2=CC(N3CCN([Si](C)(C)C(C)(C)C)CC3)=C(F)C=C2C1=O	3456.1	Standard non polar	33892256
Ciprofloxacin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CN(C2CC2)C2=CC(N3CCN([Si](C)(C)C(C)(C)C)CC3)=C(F)C=C2C1=O	3801.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ciprofloxacin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-1093000000-862dc160dc8f327d0da9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ciprofloxacin GC-MS (1 TMS) - 70eV, Positive	splash10-022j-4019000000-459673fa2b66361777e0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ciprofloxacin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciprofloxacin LC-ESI-qTof , Positive-QTOF	splash10-056r-0495500000-f7ac02c54627a27faafa	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciprofloxacin LC-ESI-qTof , Positive-QTOF	splash10-001i-0397000000-0e08dc88a42e413750ce	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciprofloxacin LC-ESI-QTOF , positive-QTOF	splash10-001i-0029000000-1366c290ed86c001f05b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciprofloxacin LC-ESI-ITFT , positive-QTOF	splash10-03dr-0069000000-a523751ea781088af897	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciprofloxacin LC-ESI-ITFT , positive-QTOF	splash10-001i-0009000000-f29d9954b2b055b62079	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciprofloxacin LC-ESI-ITFT , positive-QTOF	splash10-01qi-0039000000-9cb66ef0790c686ea2b2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciprofloxacin LC-ESI-ITFT , positive-QTOF	splash10-03di-0089000000-c501b014ce11307842e1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciprofloxacin LC-ESI-ITFT , positive-QTOF	splash10-001i-0092000000-3f2bc2af8897693f406a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciprofloxacin LC-ESI-ITFT , positive-QTOF	splash10-001i-0290000000-97cd08c23e39dd2412ec	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciprofloxacin LC-ESI-ITFT , positive-QTOF	splash10-001i-0690000000-c683e1591a42526bd85d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciprofloxacin LC-ESI-ITFT , positive-QTOF	splash10-001i-0009000000-c8783567d83c0158dc21	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciprofloxacin LC-ESI-ITFT , positive-QTOF	splash10-01qi-0049000000-0c3e1fd26ebdc13a760e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciprofloxacin LC-ESI-ITFT , positive-QTOF	splash10-03di-0079000000-84eeb4205e8a902133ec	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciprofloxacin LC-ESI-ITFT , positive-QTOF	splash10-001i-0192000000-3bebeb08e817739aa5f7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciprofloxacin LC-ESI-ITFT , positive-QTOF	splash10-001i-0290000000-40a5de8dd981d46dbe88	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciprofloxacin LC-ESI-ITFT , positive-QTOF	splash10-001i-0690000000-827770181ddec7977048	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciprofloxacin LC-ESI-ITFT , positive-QTOF	splash10-03dr-0079000000-b9937740f37fc8a939a6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciprofloxacin LC-ESI-QQ , positive-QTOF	splash10-001i-0009000000-06b6d10cecb7c9cab240	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciprofloxacin LC-ESI-QQ , positive-QTOF	splash10-001i-0129000000-61453c8af95773ec6b29	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciprofloxacin 10V, Positive-QTOF	splash10-001i-0019000000-5a787abad4fcc942c621	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciprofloxacin 20V, Positive-QTOF	splash10-01q3-5095000000-6f0602f7f1a4d5ec09d5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciprofloxacin 40V, Positive-QTOF	splash10-0006-9060000000-456e228fa5da21a2f38e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciprofloxacin 10V, Negative-QTOF	splash10-0019-0095000000-dc014ca1a9ae0d764286	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciprofloxacin 20V, Negative-QTOF	splash10-000i-1090000000-7ff4f51210f601baeaa1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciprofloxacin 40V, Negative-QTOF	splash10-0f76-5090000000-57a89bf3c6736c060e9a	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	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00537	21059682	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00537	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00537

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2662

KEGG Compound ID

C05349

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ciprofloxacin

METLIN ID

Not Available

PubChem Compound

2764

PDB ID

CPF

ChEBI ID

100241

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

Brouwers JR: Drug interactions with quinolone antibacterials. Drug Saf. 1992 Jul-Aug;7(4):268-81. [PubMed:1524699 ]
Drusano GL, Standiford HC, Plaisance K, Forrest A, Leslie J, Caldwell J: Absolute oral bioavailability of ciprofloxacin. Antimicrob Agents Chemother. 1986 Sep;30(3):444-6. [PubMed:3777908 ]
Hilliard JJ, Krause HM, Bernstein JI, Fernandez JA, Nguyen V, Ohemeng KA, Barrett JF: A comparison of active site binding of 4-quinolones and novel flavone gyrase inhibitors to DNA gyrase. Adv Exp Med Biol. 1995;390:59-69. [PubMed:8718602 ]
Spivey JM, Cummings DM, Pierson NR: Failure of prostatitis treatment secondary to probable ciprofloxacin-sucralfate drug interaction. Pharmacotherapy. 1996 Mar-Apr;16(2):314-6. [PubMed:8820479 ]

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

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 performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

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. Cytochrome P450 3A5

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.
Gene Name:: CYP3A5
Uniprot ID:: P20815
Molecular weight:: 57108.065

Enzyme Details

3. Cytochrome P450 3A7

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.
Gene Name:: CYP3A7
Uniprot ID:: P24462
Molecular weight:: 57525.03

Enzyme Details

4. 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

5. 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

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Robinson MJ, Martin BA, Gootz TD, McGuirk PR, Osheroff N: Effects of novel fluoroquinolones on the catalytic activities of eukaryotic topoisomerase II: Influence of the C-8 fluorine group. Antimicrob Agents Chemother. 1992 Apr;36(4):751-6. [PubMed:1323952 ]
Hussy P, Maass G, Tummler B, Grosse F, Schomburg U: Effect of 4-quinolones and novobiocin on calf thymus DNA polymerase alpha primase complex, topoisomerases I and II, and growth of mammalian lymphoblasts. Antimicrob Agents Chemother. 1986 Jun;29(6):1073-8. [PubMed:3015015 ]

Transporters

Enzyme Details

1. Multidrug resistance protein 1

General function:: Involved in ATP binding
Specific function:: Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:: ABCB1
Uniprot ID:: P08183
Molecular weight:: 141477.3

References

Wang E, Lew K, Barecki M, Casciano CN, Clement RP, Johnson WW: Quantitative distinctions of active site molecular recognition by P-glycoprotein and cytochrome P450 3A4. Chem Res Toxicol. 2001 Dec;14(12):1596-603. [PubMed:11743742 ]
Yamaguchi H, Yano I, Saito H, Inui K: Effect of cisplatin-induced acute renal failure on bioavailability and intestinal secretion of quinolone antibacterial drugs in rats. Pharm Res. 2004 Feb;21(2):330-8. [PubMed:15032316 ]

Showing metabocard for Ciprofloxacin (HMDB0014677)

MOL for HMDB0014677 (Ciprofloxacin)

3D MOL for HMDB0014677 (Ciprofloxacin)

3D SDF for HMDB0014677 (Ciprofloxacin)

3D-SDF for HMDB0014677 (Ciprofloxacin)

PDB for HMDB0014677 (Ciprofloxacin)

3D PDB for HMDB0014677 (Ciprofloxacin)

SMILES for HMDB0014677 (Ciprofloxacin)

INCHI for HMDB0014677 (Ciprofloxacin)

Structure for HMDB0014677 (Ciprofloxacin)

3D Structure for HMDB0014677 (Ciprofloxacin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

References

References

Transporters

References