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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-06-15 17:09:57 UTC

Update Date

2023-02-21 17:30:05 UTC

HMDB ID

HMDB0060587

Secondary Accession Numbers

HMDB60587

Metabolite Identification

Common Name

Aminoethoxyacetic acid

Description

Aminoethoxyacetic acid is a metabolite of linezolid. Linezolid is a synthetic antibiotic used for the treatment of serious infections caused by Gram-positive bacteria that are resistant to several other antibiotics. A member of the oxazolidinone class of drugs, linezolid is active against most Gram-positive bacteria that cause disease, including streptococci, vancomycin-resistant enterococci (VRE), and methicillin-resistant Staphylococcus aureus (MRSA). (Wikipedia)

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Aminoethoxyacetate	Generator
2-(2-Aminoethoxy)acetic acid	HMDB
2-(2-Aminoethoxy)acetate	HMDB

Chemical Formula

C₄H₉NO₃

Average Molecular Weight

119.12

Monoisotopic Molecular Weight

119.058243154

IUPAC Name

2-(2-aminoethoxy)acetic acid

Traditional Name

(2-aminoethoxy)acetic acid

CAS Registry Number

Not Available

SMILES

NCCOCC(O)=O

InChI Identifier

InChI=1S/C4H9NO3/c5-1-2-8-3-4(6)7/h1-3,5H2,(H,6,7)

InChI Key

GNRLUBOJIGSVNT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as amino acids. These are organic compounds that contain at least one carboxyl group and one amino group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Amino acids

Alternative Parents

Substituents

Amino acid
Carboxylic acid
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

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
Water Solubility	639 g/L	ALOGPS
logP	-3.2	ALOGPS
logP	-3.5	ChemAxon
logS	0.72	ALOGPS
pKa (Strongest Acidic)	3.75	ChemAxon
pKa (Strongest Basic)	9.45	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	72.55 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	27.05 m³·mol⁻¹	ChemAxon
Polarizability	11.67 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
DarkChem	[M+H]+	124.427	31661259
DarkChem	[M-H]-	119.412	31661259
DeepCCS	[M+H]+	137.627	30932474
DeepCCS	[M-H]-	134.867	30932474
DeepCCS	[M-2H]-	171.311	30932474
DeepCCS	[M+Na]+	145.941	30932474
AllCCS	[M+H]+	127.8	32859911
AllCCS	[M+H-H2O]+	123.7	32859911
AllCCS	[M+NH4]+	131.7	32859911
AllCCS	[M+Na]+	132.8	32859911
AllCCS	[M-H]-	125.3	32859911
AllCCS	[M+Na-2H]-	128.6	32859911
AllCCS	[M+HCOO]-	132.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	1.16 minutes	32390414
Predicted by Siyang on May 30, 2022	8.7706 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.26 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	461.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	317.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	51.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	197.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	60.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	258.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	221.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	767.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	569.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	37.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	664.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	194.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	249.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	665.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	463.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	363.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aminoethoxyacetic acid	NCCOCC(O)=O	1909.4	Standard polar	33892256
Aminoethoxyacetic acid	NCCOCC(O)=O	1241.2	Standard non polar	33892256
Aminoethoxyacetic acid	NCCOCC(O)=O	1164.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Aminoethoxyacetic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)COCCN	1214.2	Semi standard non polar	33892256
Aminoethoxyacetic acid,1TMS,isomer #2	C[Si](C)(C)NCCOCC(=O)O	1325.1	Semi standard non polar	33892256
Aminoethoxyacetic acid,2TMS,isomer #1	C[Si](C)(C)NCCOCC(=O)O[Si](C)(C)C	1369.0	Semi standard non polar	33892256
Aminoethoxyacetic acid,2TMS,isomer #1	C[Si](C)(C)NCCOCC(=O)O[Si](C)(C)C	1450.3	Standard non polar	33892256
Aminoethoxyacetic acid,2TMS,isomer #1	C[Si](C)(C)NCCOCC(=O)O[Si](C)(C)C	1612.7	Standard polar	33892256
Aminoethoxyacetic acid,2TMS,isomer #2	C[Si](C)(C)N(CCOCC(=O)O)[Si](C)(C)C	1574.1	Semi standard non polar	33892256
Aminoethoxyacetic acid,2TMS,isomer #2	C[Si](C)(C)N(CCOCC(=O)O)[Si](C)(C)C	1478.6	Standard non polar	33892256
Aminoethoxyacetic acid,2TMS,isomer #2	C[Si](C)(C)N(CCOCC(=O)O)[Si](C)(C)C	1816.0	Standard polar	33892256
Aminoethoxyacetic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)COCCN([Si](C)(C)C)[Si](C)(C)C	1595.6	Semi standard non polar	33892256
Aminoethoxyacetic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)COCCN([Si](C)(C)C)[Si](C)(C)C	1556.4	Standard non polar	33892256
Aminoethoxyacetic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)COCCN([Si](C)(C)C)[Si](C)(C)C	1598.9	Standard polar	33892256
Aminoethoxyacetic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)COCCN	1425.6	Semi standard non polar	33892256
Aminoethoxyacetic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCOCC(=O)O	1565.6	Semi standard non polar	33892256
Aminoethoxyacetic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCOCC(=O)O[Si](C)(C)C(C)(C)C	1795.4	Semi standard non polar	33892256
Aminoethoxyacetic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCOCC(=O)O[Si](C)(C)C(C)(C)C	1813.1	Standard non polar	33892256
Aminoethoxyacetic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCOCC(=O)O[Si](C)(C)C(C)(C)C	1846.7	Standard polar	33892256
Aminoethoxyacetic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CCOCC(=O)O)[Si](C)(C)C(C)(C)C	1966.4	Semi standard non polar	33892256
Aminoethoxyacetic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CCOCC(=O)O)[Si](C)(C)C(C)(C)C	1860.8	Standard non polar	33892256
Aminoethoxyacetic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CCOCC(=O)O)[Si](C)(C)C(C)(C)C	1952.0	Standard polar	33892256
Aminoethoxyacetic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)COCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2219.5	Semi standard non polar	33892256
Aminoethoxyacetic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)COCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2134.3	Standard non polar	33892256
Aminoethoxyacetic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)COCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1963.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Aminoethoxyacetic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aminoethoxyacetic acid 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 - Aminoethoxyacetic acid 10V, Positive-QTOF	splash10-00di-2900000000-f0b95999679015411620	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminoethoxyacetic acid 20V, Positive-QTOF	splash10-0zml-9800000000-52354e15f8781a07cedb	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminoethoxyacetic acid 40V, Positive-QTOF	splash10-0006-9000000000-afaa8ebf9a9c79ff57b2	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminoethoxyacetic acid 10V, Negative-QTOF	splash10-014i-1900000000-2cf6bcc3c98f5e1c920f	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminoethoxyacetic acid 20V, Negative-QTOF	splash10-014i-7900000000-f9127629577d320a82fb	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminoethoxyacetic acid 40V, Negative-QTOF	splash10-0a6u-9000000000-a597fd65e5d15a87fbec	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminoethoxyacetic acid 10V, Positive-QTOF	splash10-0006-9200000000-22d9299b3f92758f07e5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminoethoxyacetic acid 20V, Positive-QTOF	splash10-052f-9000000000-4ac71605a4961f0e6e21	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminoethoxyacetic acid 40V, Positive-QTOF	splash10-0006-9000000000-eddb66b708496cf03eca	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminoethoxyacetic acid 10V, Negative-QTOF	splash10-0zfr-4900000000-ce8104979275b8bce765	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminoethoxyacetic acid 20V, Negative-QTOF	splash10-0ue9-9600000000-24e31c21fafc38f82f64	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminoethoxyacetic acid 40V, Negative-QTOF	splash10-052f-9000000000-6a5f44e832bcb8a71a66	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

9346048

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11170956

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

Not Available

Showing metabocard for Aminoethoxyacetic acid (HMDB0060587)

MOL for HMDB0060587 (Aminoethoxyacetic acid)

3D MOL for HMDB0060587 (Aminoethoxyacetic acid)

3D SDF for HMDB0060587 (Aminoethoxyacetic acid)

3D-SDF for HMDB0060587 (Aminoethoxyacetic acid)

PDB for HMDB0060587 (Aminoethoxyacetic acid)

3D PDB for HMDB0060587 (Aminoethoxyacetic acid)

SMILES for HMDB0060587 (Aminoethoxyacetic acid)

INCHI for HMDB0060587 (Aminoethoxyacetic acid)

Structure for HMDB0060587 (Aminoethoxyacetic acid)

3D Structure for HMDB0060587 (Aminoethoxyacetic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra