Ofloxacin (CED0001168)

Record Information

Version

1.0

Creation Date

2016-05-22 04:30:27 UTC

Update Date

2026-05-14 16:58:22 UTC

Accession Number

CHEM017638

Identification

Common Name

Ofloxacin

Class

Small Molecule

Description

Ofloxacin is an organic compound with the chemical formula C18H20FN3O4 and an average molecular weight of 361.37 g/mol. Ofloxacin belongs to the quinoline carboxylic acids, a subclass of quinolines and derivatives within the organic compounds. It is further categorized under the superclass of organoheterocyclic compounds. The compound is found in or released from nine recorded sources. These include pharmaceuticals and veterinary products, specifically antibiotics, antiinfectives, quinolone antibacterials, and combinations of antibacterials. Other sources include antennas from electrical and electronic equipment, drinking water and water supply, and building and construction materials such as tents or canopies, roofs, and fencing. Recorded exposure routes for this substance include oral, intravenous, ophthalmic, auricular, and inhalation. In terms of biological activity, ofloxacin interacts with four recorded protein targets. It acts as an inhibitor or modulator of DNA gyrase subunit A (gyrA), DNA gyrase subunit B (gyrB), DNA topoisomerase 4 subunit A (parC), and DNA topoisomerase 2-alpha (TOP2A).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

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 Mass

361.368 g/mol

Monoisotopic Mass

361.144 g/mol

CAS Registry Number

82419-36-1

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

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 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0006-2019000000-30d77332fe9feb70a82d	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-01dl-7009600000-d322709717558bd09e25	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0092000000-ce7a3d283add701efa88	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0089-0920000000-16bd425ab62950a6c1f7	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-066u-4849000000-62a3272bb7a7b0465316	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-044i-4069000000-fc2f3ccfc4622b82671d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0009000000-8ca4d2a7e1305755f3d3	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-02t9-0019000000-a2e5b08b64a9acd1d2f8	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-1093000000-8403d1bb463eb3fb6e3e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-1090000000-ee50b73ec2b046ce37ca	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0ck9-1490000000-8b09e639f03f4aa7a14a	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0adl-1950000000-0c369c959a56510a5ff7	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-02t9-0029000000-3b84ed4e6dd24267cf5d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-07r0-1590000000-4be12443c6e428a5b6b3	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0091000000-a74a0303807ced89f7cc	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0cml-0590000000-c08e9fca2077fb0daa17	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0009000000-9046beaae10bda8773cb	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0009000000-97824faaceab754612c9	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0159000000-de443922130ae95667e4	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0089-0920000000-16bd425ab62950a6c1f7	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-1269000000-01b22da2e2e9a9fdbc27	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-2492000000-e0ea454a6ebaa02d7ae9	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-1093000000-30da4ccc4e56077e1763	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0091000000-b3c9d3732a48d99e46a2	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03xr-0089000000-b2a021d7eab277a18f88	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-02t9-0019000000-910adf6c2ba90e45cd2b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-1090000000-58ee37d8841423aa6b9f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0009000000-faa34d02015936d3b5e0	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03xr-0009000000-b5068bb55f94578f604f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0ck9-1490000000-3d94f4a6eafb89dea461	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0009000000-70f70155c1088a0ee052	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03k9-0390000000-36001fbfe9152cfb54f6	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-044i-4059000000-2bfaf27fa091035ce471	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0009000000-38887255acdb4ac29aca	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03k9-0390000000-ae5c15aeb040e90af6dc	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0091000000-281c29b79474805bc5b8	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0cml-0590000000-c08e9fca2077fb0daa17	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0009000000-596cfd8730ebe3de5220	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0009000000-6e3992e2c7f71e2e2d60	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-02tc-0009000000-8e0f1b0fc3b80969c0dd	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0pi3-7097000000-363d82fc0e563a2423b0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-02t9-0009000000-bf579599f29511ea990c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0670-0096000000-9d4af124e757cd0455bb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014r-0091000000-c5e349004a62406fb095	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03dl-0009000000-c49f6f12144cd4de39cb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0009000000-7979df79be5019e8bd92	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udl-1079000000-68ac9a2c90e1aa665339	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0019000000-ae9c58f7e3ad98591163	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0095000000-baf3b8295498cac74a7b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0zmj-0092000000-e5b84ed7a8ff7ec28cca	Not Available	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
1322.0	Log mg/kg	[740:2400]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
115	Drinking water	Drinking water & water supply	Not Available
306	Antibiotics	Healthcare, pharmaceuticals & veterinary products	Not Available
345	Quinolone antibacterials	Healthcare, pharmaceuticals & veterinary products	Not Available
346	Combinations of antibacterials	Healthcare, pharmaceuticals & veterinary products	Not Available
395	Antiinfectives	Healthcare, pharmaceuticals & veterinary products	Not Available
496	Fencing	Building & Construction	Not Available
499	Roofs	Building & Construction	Not Available
503	Tents Or Canopies	Building & Construction	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available

Pathways

1 pathway

Ofloxacin Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Streptokinase A	P10520	Streptococcus pyogenes serotype M1	Predicted (SEA)	8.64126
Click to view 3D structure	DNA topoisomerase 4 subunit A	P0C1U9	Staphylococcus aureus	Predicted (SEA)	1.32344
Click to view 3D structure	DNA gyrase subunit A	P9WG47	Mycobacterium tuberculosis	Predicted (SEA)	0.934191
Click to view 3D structure	Replicase polyprotein 1ab	K9N7C7	Middle East respiratory syndrome-related coronavirus (isolate United Kingdom/H123990006/2012)	Predicted (SEA)	1.63483
Click to view 3D structure	Isocitrate lyase	P9WKK7	Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)	Predicted (SEA)	1.16774
Click to view 3D structure	Dual specificity protein kinase CLK2	P49760	Humans	Predicted (SEA)	641.088
Click to view 3D structure	Serine/threonine-protein kinase D3	O94806	Humans	Predicted (SEA)	585.893
Click to view 3D structure	Dual specificity protein kinase CLK4	Q9HAZ1	Humans	Predicted (SEA)	634.238
Click to view 3D structure	DNA polymerase I, thermostable	P19821	Thermus aquaticus	Predicted (SEA)	0.389246
Click to view 3D structure	Ribosomal protein S6 kinase beta-1	P23443	Humans	Predicted (SEA)	1548.5
Click to view 3D structure	Vascular endothelial growth factor receptor 2	P35968	Humans	Predicted (SEA)	2709.85
Click to view 3D structure	Ribosomal protein S6 kinase alpha-3	P51812	Humans	Predicted (SEA)	1822.37
Click to view 3D structure	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Q13627	Humans	Predicted (SEA)	2078.96
Click to view 3D structure	Aurora kinase B	Q96GD4	Humans	Predicted (SEA)	2254.36
Click to view 3D structure	Serine/threonine-protein kinase pim-3	Q86V86	Humans	Predicted (SEA)	1495.17
Click to view 3D structure	MAP kinase-activated protein kinase 3	Q16644	Humans	Predicted (SEA)	1465.28
Click to view 3D structure	Vascular endothelial growth factor receptor 3	P35916	Humans	Predicted (SEA)	1803.46
Click to view 3D structure	STE20-like serine/threonine-protein kinase	Q9H2G2	Humans	Predicted (SEA)	1575.9
Click to view 3D structure	cAMP-dependent protein kinase catalytic subunit alpha	P17612	Humans	Predicted (SEA)	1977.37
Click to view 3D structure	Serine/threonine-protein kinase pim-1	P11309	Humans	Predicted (SEA)	2355.95
Click to view 3D structure	Glycogen synthase kinase-3 alpha	P49840	Humans	Predicted (SEA)	2136.1
Click to view 3D structure	Mitogen-activated protein kinase kinase kinase kinase 4	O95819	Humans	Predicted (SEA)	2074.21
Click to view 3D structure	Rho-associated protein kinase 2	O75116	Humans	Predicted (SEA)	2179.0
Click to view 3D structure	Cyclin-dependent kinase 2	P24941	Humans	Predicted (SEA)	2380.4
Click to view 3D structure	Rho-associated protein kinase 1	Q13464	Humans	Predicted (SEA)	2209.75