2-(benzylmethylamino)ethyl acetoacetate (CED0179963)

Record Information

Version

1.0

Creation Date

2016-06-03 12:14:30 UTC

Update Date

2026-03-31 17:43:16 UTC

Accession Number

CHEM044436

Identification

Common Name

2-(benzylmethylamino)ethyl acetoacetate

Class

Small Molecule

Description

2-(benzylmethylamino)ethyl acetoacetate is an organic compound with the formula C14H19NO3 and an average molecular weight of 249.31 g/mol. 2-(benzylmethylamino)ethyl acetoacetate belongs to the phenethylamines, a subclass of benzene and substituted derivatives within the organic compounds. This substance has been found in or released from drinking water and water supply sources. The recorded route of exposure for this compound is oral.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-[(2-Phenylethyl)amino]ethyl 3-oxobutanoic acid	Generator
2-(Benzylmethylamino)ethyl acetoacetic acid	Generator

Chemical Formula

C₁₄H₁₉NO₃

Average Molecular Mass

249.310 g/mol

Monoisotopic Mass

249.136 g/mol

CAS Registry Number

54527-65-0

IUPAC Name

2-[(2-phenylethyl)amino]ethyl 3-oxobutanoate

Traditional Name

2-[(2-phenylethyl)amino]ethyl 3-oxobutanoate

SMILES

CC(=O)CC(=O)OCCNCCC1=CC=CC=C1

InChI Identifier

InChI=1S/C14H19NO3/c1-12(16)11-14(17)18-10-9-15-8-7-13-5-3-2-4-6-13/h2-6,15H,7-11H2,1H3

InChI Key

PIJYKPHSPKGQGD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenethylamines. Phenethylamines are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenethylamines

Direct Parent

Phenethylamines

Alternative Parents

Substituents

Phenethylamine
Beta-keto acid
Fatty acid ester
Aralkylamine
Keto acid
1,3-dicarbonyl compound
Fatty acyl
Amino acid or derivatives
Carboxylic acid ester
Ketone
Monocarboxylic acid or derivatives
Secondary aliphatic amine
Carboxylic acid derivative
Secondary amine
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Amine
Carbonyl group
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

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	0.13 g/L	ALOGPS
logP	1.09	ALOGPS
logP	1.56	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	10.36	ChemAxon
pKa (Strongest Basic)	8.98	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.4 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	69.4 m³·mol⁻¹	ChemAxon
Polarizability	27.89 Å³	ChemAxon
Number of Rings	1	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 LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0uea-3690000000-8daf7d9b7a5e5cc1812c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4j-6910000000-4b4ceef4517f8dfbcc16	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4l-9600000000-5e4ff6f0861c8ec3a7fa	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000t-9780000000-bcd45816c34e922da741	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a59-9430000000-22e461c6728afb967c0f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4l-9300000000-3abdb2fea10737c108fc	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
2986.0	Log mg/kg	[1700:5300]	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
744	Water, Wastewater, & Sewage Treatment	Wastewater, sanitation & biosolids	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	Peptidyl-glycine alpha-amidating monooxygenase	P19021	Humans	Predicted (SEA)	12.1445
Click to view 3D structure	Phospholipase A and acyltransferase 4	Q9UL19	Humans	Predicted (SEA)	5.44945
Click to view 3D structure	Phospholipase A and acyltransferase 5	Q96KN8	Humans	Predicted (SEA)	5.44945
Click to view 3D structure	Phospholipase A and acyltransferase 3	P53816	Humans	Predicted (SEA)	5.44945
Click to view 3D structure	Phospholipase A and acyltransferase 2	Q9NWW9	Humans	Predicted (SEA)	5.44945
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	266.478
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	596.403
Click to view 3D structure	Beta-2 adrenergic receptor	P07550	Humans	Predicted (SEA)	89.9937
Click to view 3D structure	Carbonic anhydrase 5A, mitochondrial	P35218	Humans	Predicted (SEA)	100.503
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	447.399
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	571.102
Click to view 3D structure	D(4) dopamine receptor	P21917	Humans	Predicted (SEA)	358.807
Click to view 3D structure	Trace amine-associated receptor 1	Q96RJ0	Humans	Predicted (SEA)	21.4864
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	236.895
Click to view 3D structure	Beta-3 adrenergic receptor	P13945	Humans	Predicted (SEA)	39.4696
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	1119.71
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	260.25
Click to view 3D structure	Beta-1 adrenergic receptor	P08588	Humans	Predicted (SEA)	74.346
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P19327	Rattus norvegicus	Predicted (SEA)	400.145
Click to view 3D structure	Sodium-dependent dopamine transporter	Q01959	Humans	Predicted (SEA)	310.463
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	1309.19
Click to view 3D structure	UDP-N-acetylbacillosamine N-acetyltransferase	Q0P9D1	Campylobacter jejuni subsp. jejuni serotype O:2 (strain ATCC 700819 /NCTC 11168)	Predicted (SEA)	3.81461
Click to view 3D structure	Aminopeptidase N	P15145	Sus scrofa	Predicted (SEA)	75.358
Click to view 3D structure	Neutrophil collagenase	P22894	Humans	Predicted (SEA)	238.374
Click to view 3D structure	Histone deacetylase 2	Q92769	Humans	Predicted (SEA)	318.17