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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:07:42 UTC

Update Date

2021-09-26 22:53:10 UTC

HMDB ID

HMDB0245015

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-Aminoethyl methacrylate

Description

2-Aminoethyl methacrylate, also known as AEM, belongs to the class of organic compounds known as enoate esters. These are an alpha,beta-unsaturated carboxylic ester of general formula R1C(R2)=C(R3)C(=O)OR4 (R4= organyl compound) in which the ester C=O function is conjugated to a C=C double bond at the alpha,beta position. Based on a literature review a significant number of articles have been published on 2-Aminoethyl methacrylate. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-aminoethyl methacrylate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Aminoethyl methacrylate is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Aminoethyl methacrylic acid	Generator
2-Aminoethyl 2-methylprop-2-enoic acid	HMDB
2-Aminoethylmethacrylate	HMDB
AEM	HMDB

Chemical Formula

C₆H₁₁NO₂

Average Molecular Weight

129.159

Monoisotopic Molecular Weight

129.078978598

IUPAC Name

2-aminoethyl 2-methylprop-2-enoate

Traditional Name

2-aminoethyl 2-methylprop-2-enoate

CAS Registry Number

Not Available

SMILES

CC(=C)C(=O)OCCN

InChI Identifier

InChI=1S/C6H11NO2/c1-5(2)6(8)9-4-3-7/h1,3-4,7H2,2H3

InChI Key

QLIBJPGWWSHWBF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as enoate esters. These are an alpha,beta-unsaturated carboxylic ester of general formula R1C(R2)=C(R3)C(=O)OR4 (R4= organyl compound) in which the ester C=O function is conjugated to a C=C double bond at the alpha,beta position.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Enoate esters

Alternative Parents

Substituents

Enoate ester
Amino acid or derivatives
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.34	ALOGPS
logP	0.51	ChemAxon
logS	-0.04	ALOGPS
pKa (Strongest Basic)	9.23	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	52.32 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	34.37 m³·mol⁻¹	ChemAxon
Polarizability	13.94 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	127.097	30932474
DeepCCS	[M-H]-	124.128	30932474
DeepCCS	[M-2H]-	161.04	30932474
DeepCCS	[M+Na]+	136.144	30932474
AllCCS	[M+H]+	130.9	32859911
AllCCS	[M+H-H2O]+	126.9	32859911
AllCCS	[M+NH4]+	134.7	32859911
AllCCS	[M+Na]+	135.8	32859911
AllCCS	[M-H]-	128.9	32859911
AllCCS	[M+Na-2H]-	131.8	32859911
AllCCS	[M+HCOO]-	134.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Aminoethyl methacrylate	CC(=C)C(=O)OCCN	1586.9	Standard polar	33892256
2-Aminoethyl methacrylate	CC(=C)C(=O)OCCN	1022.0	Standard non polar	33892256
2-Aminoethyl methacrylate	CC(=C)C(=O)OCCN	1013.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Aminoethyl methacrylate,1TMS,isomer #1	C=C(C)C(=O)OCCN[Si](C)(C)C	1201.8	Semi standard non polar	33892256
2-Aminoethyl methacrylate,1TMS,isomer #1	C=C(C)C(=O)OCCN[Si](C)(C)C	1309.8	Standard non polar	33892256
2-Aminoethyl methacrylate,1TMS,isomer #1	C=C(C)C(=O)OCCN[Si](C)(C)C	1574.5	Standard polar	33892256
2-Aminoethyl methacrylate,2TMS,isomer #1	C=C(C)C(=O)OCCN([Si](C)(C)C)[Si](C)(C)C	1437.6	Semi standard non polar	33892256
2-Aminoethyl methacrylate,2TMS,isomer #1	C=C(C)C(=O)OCCN([Si](C)(C)C)[Si](C)(C)C	1438.6	Standard non polar	33892256
2-Aminoethyl methacrylate,2TMS,isomer #1	C=C(C)C(=O)OCCN([Si](C)(C)C)[Si](C)(C)C	1584.7	Standard polar	33892256
2-Aminoethyl methacrylate,1TBDMS,isomer #1	C=C(C)C(=O)OCCN[Si](C)(C)C(C)(C)C	1429.0	Semi standard non polar	33892256
2-Aminoethyl methacrylate,1TBDMS,isomer #1	C=C(C)C(=O)OCCN[Si](C)(C)C(C)(C)C	1489.1	Standard non polar	33892256
2-Aminoethyl methacrylate,1TBDMS,isomer #1	C=C(C)C(=O)OCCN[Si](C)(C)C(C)(C)C	1699.5	Standard polar	33892256
2-Aminoethyl methacrylate,2TBDMS,isomer #1	C=C(C)C(=O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1862.6	Semi standard non polar	33892256
2-Aminoethyl methacrylate,2TBDMS,isomer #1	C=C(C)C(=O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1837.8	Standard non polar	33892256
2-Aminoethyl methacrylate,2TBDMS,isomer #1	C=C(C)C(=O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1799.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Aminoethyl methacrylate GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9000000000-b8f60da6f053de6c395f	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Aminoethyl methacrylate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Aminoethyl methacrylate 10V, Positive-QTOF	splash10-0006-9100000000-125bd1baa514f745dd4e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Aminoethyl methacrylate 20V, Positive-QTOF	splash10-00kf-9000000000-8af831ac7cf5e7397bfc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Aminoethyl methacrylate 40V, Positive-QTOF	splash10-0006-9000000000-2a87b612f90d9e859406	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Aminoethyl methacrylate 10V, Negative-QTOF	splash10-000i-9000000000-ec20127c74818b1f634d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Aminoethyl methacrylate 20V, Negative-QTOF	splash10-000i-9000000000-45fbd68283eab2df8ff7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Aminoethyl methacrylate 40V, Negative-QTOF	splash10-0006-9000000000-69248b0ab3dc30db2802	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

68025

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

75496

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 2-Aminoethyl methacrylate (HMDB0245015)

MOL for HMDB0245015 (2-Aminoethyl methacrylate)

3D MOL for HMDB0245015 (2-Aminoethyl methacrylate)

3D SDF for HMDB0245015 (2-Aminoethyl methacrylate)

3D-SDF for HMDB0245015 (2-Aminoethyl methacrylate)

PDB for HMDB0245015 (2-Aminoethyl methacrylate)

3D PDB for HMDB0245015 (2-Aminoethyl methacrylate)

SMILES for HMDB0245015 (2-Aminoethyl methacrylate)

INCHI for HMDB0245015 (2-Aminoethyl methacrylate)

Structure for HMDB0245015 (2-Aminoethyl methacrylate)

3D Structure for HMDB0245015 (2-Aminoethyl methacrylate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra