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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-04 18:56:13 UTC

Update Date

2023-02-21 17:30:13 UTC

HMDB ID

HMDB0060739

Secondary Accession Numbers

HMDB60739

Metabolite Identification

Common Name

3-Amino-2-oxazolidone

Description

3-Amino-2-oxazolidone belongs to the class of organic compounds known as oxazolidinones. Oxazolidinones are compounds containing an oxazolidinone moiety, which is an oxazolidine bearing a ketone group. 3-Amino-2-oxazolidone is a metabolite of furazolidone. 3-Amino-2-oxazolidone is a strong basic compound (based on its pKa). Furazolidone is a nitrofuran antibacterial. It is marketed by Roberts Laboratories under the brand name Furoxone and by GlaxoSmithKline as Dependal-M.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-amino-2-Oxazolidone	MeSH

Chemical Formula

C₃H₆N₂O₂

Average Molecular Weight

102.0919

Monoisotopic Molecular Weight

102.042927446

IUPAC Name

3-amino-1,3-oxazolidin-2-one

Traditional Name

3-amino-1,3-oxazolidin-2-one

CAS Registry Number

80-65-9

SMILES

NN1CCOC1=O

InChI Identifier

InChI=1S/C3H6N2O2/c4-5-1-2-7-3(5)6/h1-2,4H2

InChI Key

KYCJNIUHWNJNCT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxazolidinones. Oxazolidinones are compounds containing an oxazolidinone moiety, which is an oxazolidine bearing a ketone group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azolidines

Sub Class

Oxazolidines

Direct Parent

Oxazolidinones

Alternative Parents

Substituents

Oxazolidinone
Carbonic acid derivative
Oxacycle
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0060739)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060739)

Organ

Kidney (HMDB: HMDB0060739)
Liver (HMDB: HMDB0060739)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060739)

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
Water Solubility	1220 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-0.66	ChemAxon
logS	1.08	ALOGPS
pKa (Strongest Basic)	3.23	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.56 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	23.5 m³·mol⁻¹	ChemAxon
Polarizability	8.99 Å³	ChemAxon
Number of Rings	1	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]+	118.012	31661259
DarkChem	[M-H]-	112.405	31661259
DeepCCS	[M+H]+	128.111	30932474
DeepCCS	[M-H]-	125.351	30932474
DeepCCS	[M-2H]-	161.678	30932474
DeepCCS	[M+Na]+	136.387	30932474
AllCCS	[M+H]+	122.7	32859911
AllCCS	[M+H-H2O]+	117.8	32859911
AllCCS	[M+NH4]+	127.3	32859911
AllCCS	[M+Na]+	128.7	32859911
AllCCS	[M-H]-	116.8	32859911
AllCCS	[M+Na-2H]-	120.0	32859911
AllCCS	[M+HCOO]-	123.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Amino-2-oxazolidone	NN1CCOC1=O	2099.3	Standard polar	33892256
3-Amino-2-oxazolidone	NN1CCOC1=O	1187.8	Standard non polar	33892256
3-Amino-2-oxazolidone	NN1CCOC1=O	1307.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Amino-2-oxazolidone,1TMS,isomer #1	C[Si](C)(C)NN1CCOC1=O	1382.7	Semi standard non polar	33892256
3-Amino-2-oxazolidone,1TMS,isomer #1	C[Si](C)(C)NN1CCOC1=O	1338.6	Standard non polar	33892256
3-Amino-2-oxazolidone,1TMS,isomer #1	C[Si](C)(C)NN1CCOC1=O	2300.5	Standard polar	33892256
3-Amino-2-oxazolidone,2TMS,isomer #1	C[Si](C)(C)N(N1CCOC1=O)[Si](C)(C)C	1477.6	Semi standard non polar	33892256
3-Amino-2-oxazolidone,2TMS,isomer #1	C[Si](C)(C)N(N1CCOC1=O)[Si](C)(C)C	1521.0	Standard non polar	33892256
3-Amino-2-oxazolidone,2TMS,isomer #1	C[Si](C)(C)N(N1CCOC1=O)[Si](C)(C)C	2046.4	Standard polar	33892256
3-Amino-2-oxazolidone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NN1CCOC1=O	1608.9	Semi standard non polar	33892256
3-Amino-2-oxazolidone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NN1CCOC1=O	1595.2	Standard non polar	33892256
3-Amino-2-oxazolidone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NN1CCOC1=O	2312.6	Standard polar	33892256
3-Amino-2-oxazolidone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(N1CCOC1=O)[Si](C)(C)C(C)(C)C	1842.6	Semi standard non polar	33892256
3-Amino-2-oxazolidone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(N1CCOC1=O)[Si](C)(C)C(C)(C)C	1970.4	Standard non polar	33892256
3-Amino-2-oxazolidone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(N1CCOC1=O)[Si](C)(C)C(C)(C)C	2038.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Amino-2-oxazolidone GC-MS (Non-derivatized) - 70eV, Positive	splash10-004l-9000000000-b89fbd66177496db0cd8	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Amino-2-oxazolidone 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 - 3-Amino-2-oxazolidone 10V, Positive-QTOF	splash10-0udi-1900000000-82b1d35b228d40641d56	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-2-oxazolidone 20V, Positive-QTOF	splash10-0udi-3900000000-7c49dff8c231137ed650	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-2-oxazolidone 40V, Positive-QTOF	splash10-08iu-9000000000-45ef0fddd22a5cc93a0c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-2-oxazolidone 10V, Negative-QTOF	splash10-0pb9-9300000000-50f6398d5b96996e4bba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-2-oxazolidone 20V, Negative-QTOF	splash10-0zfr-9700000000-758db9a315c3c0568ec0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-2-oxazolidone 40V, Negative-QTOF	splash10-0a4i-9000000000-705e7b8ceca23853e71b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-2-oxazolidone 10V, Positive-QTOF	splash10-0ufr-9800000000-66c21f4b0aca9b1a7001	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-2-oxazolidone 20V, Positive-QTOF	splash10-0zfr-9600000000-354e469b28b119c9e921	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-2-oxazolidone 40V, Positive-QTOF	splash10-0a4i-9000000000-912a2b582131772787ba	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-2-oxazolidone 10V, Negative-QTOF	splash10-0zfr-9500000000-6340e68ccd4960b3e9d7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-2-oxazolidone 20V, Negative-QTOF	splash10-0a4i-9000000000-873613959f75015291a9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-2-oxazolidone 40V, Negative-QTOF	splash10-0006-9000000000-bbc0e1556fff6a31e0b7	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)	2021-09-24	Wishart Lab	View Spectrum
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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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, 900 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

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

65725

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 3-Amino-2-oxazolidone (HMDB0060739)

MOL for HMDB0060739 (3-Amino-2-oxazolidone)

3D MOL for HMDB0060739 (3-Amino-2-oxazolidone)

3D SDF for HMDB0060739 (3-Amino-2-oxazolidone)

3D-SDF for HMDB0060739 (3-Amino-2-oxazolidone)

PDB for HMDB0060739 (3-Amino-2-oxazolidone)

3D PDB for HMDB0060739 (3-Amino-2-oxazolidone)

SMILES for HMDB0060739 (3-Amino-2-oxazolidone)

INCHI for HMDB0060739 (3-Amino-2-oxazolidone)

Structure for HMDB0060739 (3-Amino-2-oxazolidone)

3D Structure for HMDB0060739 (3-Amino-2-oxazolidone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra