ContaminantDB: Bumetanide

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 03:38:05 UTC

Update Date

2016-11-09 01:15:26 UTC

Accession Number

CHEM016596

Identification

Common Name

Bumetanide

Class

Small Molecule

Description

Bumetanide is a sulfamyl diuretic.

Contaminant Sources

HMDB Contaminants - Urine
STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-(Aminosulfonyl)-5-(butylamino)-4-phenoxybenzoic acid	ChEBI
3-Butylamino-4-(phenoxy)-5-sulfamoylbenzoic acid	ChEBI
3-Butylamino-4-phenoxy-5-sulfamoyl-benzoic acid	ChEBI
3-Butylamino-4-phenoxy-5-sulfamoylbenzoic acid	ChEBI
Bumetanida	ChEBI
Bumetanidum	ChEBI
Bumex	Kegg
3-(Aminosulfonyl)-5-(butylamino)-4-phenoxybenzoate	Generator
3-(Aminosulphonyl)-5-(butylamino)-4-phenoxybenzoate	Generator
3-(Aminosulphonyl)-5-(butylamino)-4-phenoxybenzoic acid	Generator
3-Butylamino-4-(phenoxy)-5-sulfamoylbenzoate	Generator
3-Butylamino-4-(phenoxy)-5-sulphamoylbenzoate	Generator
3-Butylamino-4-(phenoxy)-5-sulphamoylbenzoic acid	Generator
3-Butylamino-4-phenoxy-5-sulfamoyl-benzoate	Generator
3-Butylamino-4-phenoxy-5-sulphamoyl-benzoate	Generator
3-Butylamino-4-phenoxy-5-sulphamoyl-benzoic acid	Generator
3-Butylamino-4-phenoxy-5-sulfamoylbenzoate	Generator
3-Butylamino-4-phenoxy-5-sulphamoylbenzoate	Generator
3-Butylamino-4-phenoxy-5-sulphamoylbenzoic acid	Generator
Atlantis brand OF bumetanide	HMDB
Bumedyl	HMDB
Bumetanide astrazeneca brand	HMDB
Bumethanide	HMDB
Fordiuran	HMDB
Senosiain brand OF bumetanide	HMDB
Bumetanide farmacusi brand	HMDB
Bumetanide leo brand	HMDB
Bumetanide atlantis brand	HMDB
Bumetanide senosiain brand	HMDB
Drenural	HMDB
Farmacusi brand OF bumetanide	HMDB
Leo brand OF bumetanide	HMDB
Roche brand OF bumetanide	HMDB
AstraZeneca brand OF bumetanide	HMDB
Bumetanide grossmann brand	HMDB
Bumetanide roche brand	HMDB
Burinex	HMDB
Grossmann brand OF bumetanide	HMDB
Miccil	HMDB

Chemical Formula

C₁₇H₂₀N₂O₅S

Average Molecular Mass

364.416 g/mol

Monoisotopic Mass

364.109 g/mol

CAS Registry Number

28395-03-1

IUPAC Name

3-(butylamino)-4-phenoxy-5-sulfamoylbenzoic acid

Traditional Name

bumetanide

SMILES

CCCCNC1=C(OC2=CC=CC=C2)C(=CC(=C1)C(O)=O)S(N)(=O)=O

InChI Identifier

InChI=1S/C17H20N2O5S/c1-2-3-9-19-14-10-12(17(20)21)11-15(25(18,22)23)16(14)24-13-7-5-4-6-8-13/h4-8,10-11,19H,2-3,9H2,1H3,(H,20,21)(H2,18,22,23)

InChI Key

MAEIEVLCKWDQJH-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylethers

Direct Parent

Diphenylethers

Alternative Parents

Substituents

Diphenylether
Aminobenzenesulfonamide
Diaryl ether
Aminobenzoic acid
Aminobenzoic acid or derivatives
Benzenesulfonamide
Benzoic acid or derivatives
Benzenesulfonyl group
Benzoic acid
Phenoxy compound
Benzoyl
Phenol ether
Aniline or substituted anilines
Phenylalkylamine
Secondary aliphatic/aromatic amine
Organosulfonic acid amide
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Aminosulfonyl compound
Sulfonyl
Amino acid
Amino acid or derivatives
Secondary amine
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Hydrocarbon derivative
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organooxygen compound
Organosulfur compound
Organic nitrogen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

sulfonamide (CHEBI:3213 )
benzoic acids (CHEBI:3213 )
amino acid (CHEBI:3213 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

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	0.026 g/L	ALOGPS
logP	3.44	ALOGPS
logP	2.42	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	4.69	ChemAxon
pKa (Strongest Basic)	2.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	118.72 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	95.78 m³·mol⁻¹	ChemAxon
Polarizability	37.21 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	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	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-000w-7198000000-9c32fd3e7109756cbcbb	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00dj-9034300000-5a798c87f87ef51b1527	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-00lu-1694000000-dbf4d76ea1a12ee57935	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-00lu-0594000000-78579410f8f6799b400b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-03di-0009000000-2a72173931dce5701622	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-03di-0119000000-4abf1963718d72f73f59	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-001i-9351000000-b43658e112020008b9f9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-001i-9100000000-4d303174266311856c28	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-001i-9000000000-2d120289f52c86515bea	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-014i-0009000000-97827d479a3470c40d42	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-015c-0396000000-5edaaa0fcc7cd3681c24	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-000x-0980000000-0b360ca9bf4e58649db7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-053s-0910000000-c5fc710abfdf5947bc62	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0a4j-0900000000-368c9661bc6dfd8a8d83	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-IT , positive	splash10-000x-0291000000-134f42a8645c2f1b9bc5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-014i-0009000000-e4d18d4c63310d0528db	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-000x-0390000000-abfea32acc207ff88b1f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-053r-0930000000-cc33040126bfe7cb08fa	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0a5a-0910000000-42b9627a1135073b6ce1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0ars-0900000000-d22f5ff182cd71ced792	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-00lu-0594000000-78579410f8f6799b400b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-1009000000-09e85edf114cc804bbf1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0aor-5079000000-0fed70d52a46e216c387	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0r00-8490000000-249e2af61c2ace14276b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-4009000000-a4f63b404f4b2683d366	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0404-7479000000-109242300f7a6e750327	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01t9-9410000000-89f0a65fb708b0eac550	Spectrum