Flumequine (CED0007984)

Record Information

Version

1.0

Creation Date

2016-05-22 05:15:29 UTC

Update Date

2026-08-19 04:40:47 UTC

Accession Number

CHEM018442

Identification

Common Name

Flumequine

Class

Small Molecule

Description

Flumequine is an organic compound with the chemical formula C14H12FNO3 and an average molecular weight of 261.25 g/mol. Flumequine belongs to the quinoline carboxylic acids, a subclass of quinolines and derivatives within the organic compounds. Biologically, it functions as an antibacterial agent (PMC12607613). The compound is identified in five recorded sources. These include antibiotics within healthcare, pharmaceuticals, and veterinary products, as well as drinking water and water supply. Additionally, flumequine is found in food preservation within food, food processing, and cookware; hybrid capacitors in electrical and electronic equipment; and tobacco smoke filters in household cleaning and consumer products. Recorded exposure routes for this substance include oral and inhalation.

Contaminant Type

Human Neurotoxin

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
FLM	Kegg
Apurone	Kegg
9-Fluoro-5-methyl-1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylate	HMDB
Flumequine	MeSH

Chemical Formula

C₁₄H₁₂FNO₃

Average Molecular Mass

261.248 g/mol

Monoisotopic Mass

261.080 g/mol

CAS Registry Number

42835-25-6

IUPAC Name

7-fluoro-12-methyl-4-oxo-1-azatricyclo[7.3.1.0⁵,¹³]trideca-2,5(13),6,8-tetraene-3-carboxylic acid

Traditional Name

flumequine

SMILES

CC1CCC2=CC(F)=CC3=C2N1C=C(C(O)=O)C3=O

InChI Identifier

InChI=1S/C14H12FNO3/c1-7-2-3-8-4-9(15)5-10-12(8)16(7)6-11(13(10)17)14(18)19/h4-7H,2-3H2,1H3,(H,18,19)

InChI Key

DPSPPJIUMHPXMA-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
Dihydroquinolone
Haloquinoline
Dihydroquinoline
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Benzenoid
Pyridine
Aryl fluoride
Aryl halide
Vinylogous amide
Heteroaromatic compound
Azacycle
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organohalogen compound
Organofluoride
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organofluorine compound (CHEBI:85269 )
quinolone antibiotic (CHEBI:85269 )
3-oxo monocarboxylic acid (CHEBI:85269 )
pyridoquinoline (CHEBI:85269 )

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

antibacterial agent

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	1.24 g/L	ALOGPS
logP	1.62	ALOGPS
logP	2.42	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	6	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	57.61 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	67.87 m³·mol⁻¹	ChemAxon
Polarizability	25.25 Å³	ChemAxon
Number of Rings	3	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	splash10-02td-0190000000-d99bc59675d12cd5e4a9	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-00xr-9166000000-57d63f1f1cfe90f640bf	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	splash10-0ukc-2690000000-7afb48e267c7b334213b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0090000000-4562bd1b09907dc3b700	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0uk9-0190000000-0bac3ec6458648a725c0	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0fk9-0980000000-91b57386bd019dd7838b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0090000000-938a6d39c487a729e57e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03dl-0090000000-73779217b6427d238ce0	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-01ox-0090000000-13657a0f167139ce56f3	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0h2f-0090000000-def6112d5472cfde4da7	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0fk9-0190000000-56e0b22aa033cf49c8c0	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0fk9-0980000000-e04498a4742bec91275e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0ufs-2900000000-068e7a9b1ae656d70d01	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0f92-9800000000-b99a0e425235a9128533	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0f6t-9300000000-164deed4d2600172d871	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-01ox-0090000000-7b3c06efa7853de57efb	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0ukc-2690000000-7afb48e267c7b334213b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0090000000-9604f2662310bea2bfe7	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0fk9-0890000000-c7445bd8c0c09c1feef7	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03dl-0090000000-305e228c2c2a38446f19	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0090000000-4565c8d43013294a9ff4	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0fk9-0190000000-60944c1b22ed1678b216	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03dl-0090000000-920a27df0f353f1bcdce	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0h2f-0090000000-50b738ad21bc91a53f53	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03dl-0090000000-73779217b6427d238ce0	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0uk9-0190000000-3a4831235aafed28688d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0090000000-fa10da39611fc9393262	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-01ox-0090000000-da47a912f768f90316e5	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0fk9-0890000000-605838a026bc389bb8ee	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03dl-0090000000-f55b8c1af56cb7abc438	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0090000000-938a6d39c487a729e57e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0090000000-3d10edca32a6d09bcc34	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0090000000-3bd1178d60063e7ccbde	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-02tc-0090000000-dd8fd2eb769868a3ed15	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0gbd-0490000000-b900a0ae75214bdfabee	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-02t9-0090000000-dfabe88649d6507b3599	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0290000000-8169716cf15c21437036	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0hn1-1950000000-cb83bcde14854f583e5d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0090000000-d7ed5684ea56f4823817	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0090000000-6b3c6361efbf47834b1d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ik9-0790000000-9f86114e46409f85426f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0090000000-7cd1ea12846ad7810106	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-2190000000-188f456555f18998ce05	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0910000000-d55afa4220817d44d03d	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
856.0	Log mg/kg	[480:1500]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
10	Insecticides	Agriculture & land management	Not Available
115	Drinking water	Drinking water & water supply	Not Available
306	Antibiotics	Healthcare, pharmaceuticals & veterinary products	Not Available
524	Hybrid Capacitors	Electrical & Electronic Equipment	Not Available
545	Food Preservation	Food, food processing & cookware	Not Available
569	Tobacco Smoke Filters	Household cleaning & consumer products	Not Available
596	Acaricides	Agriculture & land management	Not Available
600	Herbicides And Algicides	Agriculture & land management	Not Available
603	Nematocides	Agriculture & land management	Not Available
605	Pest Repellants	Agriculture & land management	Not Available
606	Plant Growth Regulators	Agriculture & land management	Not Available
611	Anti Perspirants Or Body Deoderants	Personal care & cosmetics	Not Available
615	Eye Makeup Products	Personal care & cosmetics	Not Available
617	Lip Care Products	Personal care & cosmetics	Not Available
618	Lip Makeup Products	Personal care & cosmetics	Not Available
632	Apparel	Textiles, leather & furnishings	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	DNA topoisomerase 4 subunit A	P0C1U9	Staphylococcus aureus	Predicted (SEA)	1.40129
Click to view 3D structure	DNA gyrase subunit A	P9WG47	Mycobacterium tuberculosis	Predicted (SEA)	1.24559
Click to view 3D structure	Streptokinase A	P10520	Streptococcus pyogenes serotype M1	Predicted (SEA)	130.008
Click to view 3D structure	Dual specificity protein kinase CLK2	P49760	Humans	Predicted (SEA)	799.823
Click to view 3D structure	Serine/threonine-protein kinase D3	O94806	Humans	Predicted (SEA)	738.4
Click to view 3D structure	Dual specificity protein kinase CLK4	Q9HAZ1	Humans	Predicted (SEA)	797.254
Click to view 3D structure	Isocitrate lyase	P9WKK7	Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)	Predicted (SEA)	1.63483
Click to view 3D structure	Prostaglandin D2 receptor	Q13258	Humans	Predicted (SEA)	54.8059
Click to view 3D structure	Thromboxane A2 receptor	P21731	Humans	Predicted (SEA)	69.5972
Click to view 3D structure	Prostaglandin E2 receptor EP2 subtype	P43116	Humans	Predicted (SEA)	94.8204
Click to view 3D structure	Aurora kinase B	Q96GD4	Humans	Predicted (SEA)	2064.64
Click to view 3D structure	Prostaglandin E2 receptor EP3 subtype	P43115	Humans	Predicted (SEA)	139.584
Click to view 3D structure	cAMP-dependent protein kinase catalytic subunit alpha	P17612	Humans	Predicted (SEA)	1680.76
Click to view 3D structure	Serine/threonine-protein kinase pim-1	P11309	Humans	Predicted (SEA)	2008.82
Click to view 3D structure	Vascular endothelial growth factor receptor 2	P35968	Humans	Predicted (SEA)	2580.55
Click to view 3D structure	RAC-alpha serine/threonine-protein kinase	P31749	Humans	Predicted (SEA)	1756.75
Click to view 3D structure	Serine/threonine-protein kinase PLK1	P53350	Humans	Predicted (SEA)	1628.29
Click to view 3D structure	MAP kinase-activated protein kinase 2	P49137	Humans	Predicted (SEA)	1615.37
Click to view 3D structure	Mitogen-activated protein kinase 1	P28482	Humans	Predicted (SEA)	1717.74
Click to view 3D structure	MAP kinase-interacting serine/threonine-protein kinase 2	Q9HBH9	Humans	Predicted (SEA)	1448.85
Click to view 3D structure	Prostaglandin E2 receptor EP1 subtype	P34995	Humans	Predicted (SEA)	130.865
Click to view 3D structure	Serine/threonine-protein kinase pim-3	Q86V86	Humans	Predicted (SEA)	1371.7
Click to view 3D structure	MAP kinase-activated protein kinase 3	Q16644	Humans	Predicted (SEA)	1337.14
Click to view 3D structure	Glycogen synthase kinase-3 beta	P49841	Humans	Predicted (SEA)	2487.67
Click to view 3D structure	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Q13627	Humans	Predicted (SEA)	2166.08