ContaminantDB: Oxybuprocaine

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

Record Information

Version

1.0

Creation Date

2016-05-25 18:23:29 UTC

Update Date

2016-11-09 01:17:26 UTC

Accession Number

CHEM022197

Identification

Common Name

Oxybuprocaine

Class

Small Molecule

Description

Oxybuprocaine (also known as Benoxinate) is a local anesthetic, which is used especially in ophthalmology and otolaryngology. Oxybuprocaine binds to sodium channels and reversibly stabilizes the neuronal membrane which decreases its permeability to sodium ions.

Contaminant Sources

HMDB Contaminants - Urine
STOFF IDENT Compounds

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Amino-3-butoxy-2-(diethylamino)ethyl ester benzoic acid	ChEBI
4-Amino-3-butoxy-benzoic acid 2-diethylamino-ethyl ester	ChEBI
4-Amino-3-N-butoxy-benzoesaeure-diaethylaminoaethylester	ChEBI
Benoxil	ChEBI
Benoxinate	ChEBI
Butoxyaminobenzoyldiethylaminoethanol	ChEBI
Oxbarukain	ChEBI
Oxibuprocaina	ChEBI
Oxibuprokain	ChEBI
Oxybucaine	ChEBI
Oxybuprocainum	ChEBI
Oxyriprocaine	ChEBI
Monofree oxybuprocaine	Kegg
4-Amino-3-butoxy-2-(diethylamino)ethyl ester benzoate	Generator
4-Amino-3-butoxy-benzoate 2-diethylamino-ethyl ester	Generator
Benoxinic acid	Generator
Oxibuprocainum	HMDB
Benoxinate hydrochloride	HMDB
Novesin	HMDB
Novescine	HMDB
Butoxyprocaine	HMDB
Diethylaminoethyl-4-amino-3-butoxybenzoate	HMDB
Benoxinate dihydrochloride	HMDB
Benoxinate monohydrochloride	HMDB

Chemical Formula

C₁₇H₂₈N₂O₃

Average Molecular Mass

308.416 g/mol

Monoisotopic Mass

308.210 g/mol

CAS Registry Number

99-43-4

IUPAC Name

2-(diethylamino)ethyl 4-amino-3-butoxybenzoate

Traditional Name

oxybuprocaine

SMILES

CCCCOC1=C(N)C=CC(=C1)C(=O)OCCN(CC)CC

InChI Identifier

InChI=1S/C17H28N2O3/c1-4-7-11-21-16-13-14(8-9-15(16)18)17(20)22-12-10-19(5-2)6-3/h8-9,13H,4-7,10-12,18H2,1-3H3

InChI Key

CMHHMUWAYWTMGS-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acid esters

Alternative Parents

Substituents

Aminobenzoic acid or derivatives
Benzoate ester
Aminophenyl ether
Phenoxy compound
Benzoyl
Aniline or substituted anilines
Phenol ether
Alkyl aryl ether
Amino acid or derivatives
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid ester
Carboxylic acid derivative
Ether
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Primary amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

tertiary amino compound (CHEBI:309594 )
substituted aniline (CHEBI:309594 )
benzoate ester (CHEBI:309594 )
amino acid ester (CHEBI:309594 )

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	0.54 g/L	ALOGPS
logP	3.3	ALOGPS
logP	3.05	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	19.76	ChemAxon
pKa (Strongest Basic)	8.96	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.79 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	90.64 m³·mol⁻¹	ChemAxon
Polarizability	35.83 Å³	ChemAxon
Number of Rings	1	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	splash10-000i-9320000000-9e6c5bbd587418179c4b	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-000l-2910000000-8a2be292eaed70f08bb5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-4937000000-ef85e92c8ad3ea649c72	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0zfr-5930000000-ae6fdd60cca0d58db4cc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9200000000-cfc5e54a39a2628168d8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-4489000000-b9c173314aba369f1869	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0pb9-4982000000-f6aebe7b807e7905ae5a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-4910000000-e4458753a2d193e59118	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0pb9-0329000000-83b10169e6afd9c993a3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-1952000000-30c42fd5621143767a6b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udr-4900000000-191d2b6779db0e509f50	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0149000000-438b1ea49968d1d61586	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-1941000000-9dca42d9b26a8caec7b6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0zfu-1910000000-b954ddd41f6af2685bcd	Spectrum