Amlenanox (CED0056757)

Record Information

Version

1.0

Creation Date

2016-05-22 03:37:09 UTC

Update Date

2026-08-19 14:47:31 UTC

Accession Number

CHEM016563

Identification

Common Name

Amlenanox

Class

Small Molecule

Description

Amlenanox is an organic compound with the chemical formula C16H14N2O4 and an average molecular weight of 298.29 g/mol. Amlenanox belongs to the 1-benzopyrans, a subclass of benzopyrans within the organic compounds. This compound is identified in seven recorded sources across several categories. Within household cleaning and consumer products, it is found in cigar cigarettes, other smoking requisites, non electric simulated smoking devices, and tobacco smoke filters. It is also present in electrical and electronic equipment, specifically electrically stimulated smoking devices. In the sector of healthcare, pharmaceuticals, and veterinary products, it is found in drugs for obstructive airway diseases and stomatological preparations. The recorded route of exposure for this substance is oral. Amlenanox interacts with five recorded protein targets. It acts as an antagonist or inhibitor of Interleukin-3 (IL3), as well as Protein S100-A12 (S100A12), Protein S100-A13 (S100A13), and Fibroblast growth factor 1 (FGF1). One additional protein target is also recorded.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Amino-7-isopropyl-5-oxo-5H-(1)benzopyrano(2,3-b)pyridine-3-carboxylic acid	ChEBI
Amlexanoxo	ChEBI
Amlexanoxum	ChEBI
Aphthasol	Kegg
Solfa	Kegg
2-Amino-7-isopropyl-5-oxo-5H-(1)benzopyrano(2,3-b)pyridine-3-carboxylate	Generator
2-Amino-7-isopropyl-5-oxo-5H-(1)benzopyrano(2,3b)pyridine-3-carboxylic acid	HMDB
GlaxoSmithKline brand OF amlexanox	HMDB
Amoxanox	HMDB

Chemical Formula

C₁₆H₁₄N₂O₄

Average Molecular Mass

298.293 g/mol

Monoisotopic Mass

298.095 g/mol

CAS Registry Number

68302-57-8

IUPAC Name

2-amino-5-oxo-7-(propan-2-yl)-5H-chromeno[2,3-b]pyridine-3-carboxylic acid

Traditional Name

aphthasol

SMILES

CC(C)C1=CC2=C(OC3=NC(N)=C(C=C3C2=O)C(O)=O)C=C1

InChI Identifier

InChI=1S/C16H14N2O4/c1-7(2)8-3-4-12-9(5-8)13(19)10-6-11(16(20)21)14(17)18-15(10)22-12/h3-7H,1-2H3,(H2,17,18)(H,20,21)

InChI Key

SGRYPYWGNKJSDL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as chromeno[2,3-b]pyridine-5-ones. Chromeno[2,3-b]pyridine-5-ones are compounds containing a Chromeno[2,3-b]pyridine moiety that carries an oxo group at the 5-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Chromeno[2,3-b]pyridine-5-ones

Alternative Parents

Substituents

Chromeno[2,3-b]pyridine-5-one
Chromenopyridine
Pyranopyridine
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Aminopyridine
Pyranone
Pyran
Pyridine
Benzenoid
Imidolactam
Heteroaromatic compound
Vinylogous amide
Amino acid or derivatives
Amino acid
Oxacycle
Azacycle
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Amine
Organooxygen compound
Organonitrogen compound
Primary amine
Organic oxygen compound
Organopnictogen compound
Organic oxide
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:31205 )
pyridochromene (CHEBI:31205 )

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	0.15 g/L	ALOGPS
logP	2.76	ALOGPS
logP	3.65	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	4.3	ChemAxon
pKa (Strongest Basic)	0.87	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.51 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	81.43 m³·mol⁻¹	ChemAxon
Polarizability	30.82 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	splash10-001i-0390000000-7ee61efa9635374d2e64	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-00di-9456000000-b9624d4096b63a87688a	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	splash10-0002-0091000000-00993cade43b41e35544	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0090000000-b3b8517df7b9224b9b0f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000t-0090000000-8e4fc4d5f71fd828eec7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0090000000-6251cf97e8c45ca915cd	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0zgi-0090000000-4e3a6005c4c7903e8304	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-2290000000-4ce7d5b38aec871db123	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udj-0090000000-363c3c4f6b29bd793e36	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0090000000-4242451c12a02c097cfc	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ktr-2290000000-fe4c8daf1591c12dffa9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0090000000-298901b9b72f633ddf1a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001j-0090000000-7ae2b8d3206733616bb9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0290000000-23dd9de629c968ef59aa	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0090000000-977fc6f1952ba1618211	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0090000000-d126c3ae8460a1113700	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01p9-0590000000-299584979cf6ca2fac81	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
2026.0	Log mg/kg	[1100:3600]	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
241	Stomatological preparations	Healthcare, pharmaceuticals & veterinary products	Not Available
391	Drugs for obstructive airway diseases	Healthcare, pharmaceuticals & veterinary products	Not Available
518	Electrically Stimulated Smoking Devices	Electrical & Electronic Equipment	Not Available
556	Cigar Cigarettes	Household cleaning & consumer products	Not Available
559	Non Electric Simulated Smoking Devices	Household cleaning & consumer products	Not Available
560	Other Smoking Requisites	Household cleaning & consumer products	Not Available
569	Tobacco Smoke Filters	Household cleaning & consumer products	Not Available
580	Manufacture Preparation Of Tobacco Products	Industrial manufacturing & chemical processing	Not Available
592	Marine Propulsion Or Steering	Marine, shipping & aquaculture	Not Available
596	Acaricides	Agriculture & land management	Not Available
604	Pest Attractants	Agriculture & land management	Not Available
606	Plant Growth Regulators	Agriculture & land management	Not Available
617	Lip Care Products	Personal care & cosmetics	Not Available
618	Lip Makeup Products	Personal care & cosmetics	Not Available
630	Toys	Recreation & sports surfaces	Not Available
632	Apparel	Textiles, leather & furnishings	Not Available
642	Footwear	Textiles, leather & furnishings	Not Available

Pathways

1 pathway

Amlexanox Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	G protein-coupled receptor kinase 5	Q8VEB1	Mus musculus	Predicted (SEA)	0.0778492
Click to view 3D structure	G-protein coupled receptor 35	Q9HC97	Humans	Predicted (SEA)	3.58106
Click to view 3D structure	ATP-binding cassette sub-family C member 4	O15439	Humans	Predicted (SEA)	0.155698
Click to view 3D structure	Inhibitor of nuclear factor kappa-B kinase subunit epsilon	Q14164	Humans	Predicted (SEA)	132.266
Click to view 3D structure	Serine/threonine-protein kinase TBK1	Q9UHD2	Humans	Predicted (SEA)	148.069
Click to view 3D structure	Replicase polyprotein 1ab	K9N7C7	Middle East respiratory syndrome-related coronavirus (isolate United Kingdom/H123990006/2012)	Predicted (SEA)	1.01204
Click to view 3D structure	Reverse transcriptase	Q06347	Human immunodeficiency virus 2	Predicted (SEA)	0.311397
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	255.813
Click to view 3D structure	Carbonic anhydrase 12	O43570	Humans	Predicted (SEA)	228.176
Click to view 3D structure	Carbonic anhydrase 14	Q9ULX7	Humans	Predicted (SEA)	115.684
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	278.389
Click to view 3D structure	Carbonic anhydrase 15	Q99N23	Mus musculus	Predicted (SEA)	58.5426
Click to view 3D structure	Carbonic anhydrase 5A, mitochondrial	P35218	Humans	Predicted (SEA)	126.739
Click to view 3D structure	Carbonic anhydrase 13	Q9D6N1	Mus musculus	Predicted (SEA)	50.2906
Click to view 3D structure	Carbonic anhydrase 3	P07451	Humans	Predicted (SEA)	52.3925
Click to view 3D structure	Carbonic anhydrase 5B, mitochondrial	Q9Y2D0	Humans	Predicted (SEA)	136.236
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	699.553
Click to view 3D structure	Long-chain-fatty-acid--CoA ligase 6	Q9UKU0	Humans	Predicted (SEA)	25.6902
Click to view 3D structure	Carbonic anhydrase 7	P43166	Humans	Predicted (SEA)	334.907
Click to view 3D structure	Carbonic anhydrase 4	P22748	Humans	Predicted (SEA)	241.41
Click to view 3D structure	Dickkopf-related protein 1	O54908	Mus musculus	Predicted (SEA)	2.17978
Click to view 3D structure	Amine oxidase [flavin-containing] B	P27338	Humans	Predicted (SEA)	854.862
Click to view 3D structure	Plasminogen	P00747	Humans	Predicted (SEA)	649.185
Click to view 3D structure	Protein deacetylase HDAC6	Q9UBN7	Humans	Predicted (SEA)	2090.1
Click to view 3D structure	Prothrombin	P00734	Humans	Predicted (SEA)	1123.83