| Common Name |
3-Amino-2-piperidone
| Description |
3-Amino-2-piperidone is a delta-lactam of ornithine. It is found in the urine of patients with hyperornithinemia (PMID 679477 ), due to Ornithine keto acid aminotransferase (EC 2.6.1.13) deficiency (OMIM 258870 ).
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
| Synonyms |
| Value |
Source |
cyclo-OrnithineChEBI
(+)-3-Aminopiperidin-2-oneHMDB
(R)-(+)-3-amino-2-PiperidinonHMDB
(S)-(-)-3-amino-2-PiperidinonHMDB
(S)-3-amino-2-PiperidinonHMDB
3-amino-2-PiperidinoneHMDB
Ornithine N5-lactamHMDB
3-Aminopiperidine-2-oneMeSH
| Chemical Formlia |
C5H10N2O
| Average Molecliar Weight |
114.1457
| Monoisotopic Molecliar Weight |
114.079312952
| IUPAC Name |
3-aminopiperidin-2-one
| Traditional Name |
3-amino-2-piperidone
| CAS Registry Number |
1892-22-4
| SMILES |
NC1CCCNC1=O
| InChI Identifier |
InChI=1S/C5H10N2O/c6-4-2-1-3-7-5(4)8/h4H,1-3,6H2,(H,7,8)
| InChI Key |
YCCMTCQQDULIFE-UHFFFAOYSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as alpha amino acid amides. These are amide derivatives of alpha amino acids.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Organic acids and derivatives
| Sub Class |
Carboxylic acids and derivatives
| Direct Parent |
Alpha amino acid amides
| Alternative Parents |
Piperidinones
Delta lactams
Aminopiperidines
Secondary carboxylic acid amides
Azacyclic compounds
Organopnictogen compounds
Organic oxides
Monoalkylamines
Hydrocarbon derivatives
Carbonyl compounds
| Substituents |
Alpha-amino acid amide
3-aminopiperidine
Delta-lactam
Piperidinone
Piperidine
Carboxamide group
Lactam
Secondary carboxylic acid amide
Organoheterocyclic compound
Azacycle
Primary amine
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic nitrogen compound
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Amine
Aliphatic heteromonocyclic compound
| Molecliar Framework |
Aliphatic heteromonocyclic compounds
| External Descriptors |
primary amino compound (CHEBI:76341 )
delta-lactam (CHEBI:76341 )
piperidones (CHEBI:76341 )
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
| Biofunction |
Not Available
| Application |
Not Available
| Cellliar locations |
Not Available
| Physical Properties |
| State |
Solid
| Experimental Properties |
| Property |
Value |
Reference |
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility444.0 mg/mLALOGPS
logP-1.3ALOGPS
logP-1.1ChemAxon
logS0.59ALOGPS
pKa (Strongest Acidic)14.55ChemAxon
pKa (Strongest Basic)8.44ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area55.12 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity30.01 m3·mol-1ChemAxon
Polarizability11.83 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| GC-MS |
GC-MS Spectrum – GC-MS (2 TMS)splash10-00ou-1910000000-92400ccbe60c08f72840View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, Positivesplash10-014i-3900000000-b8721f62b29b4da04620View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, Positivesplash10-014i-9700000000-665ba82e0b94c5b287d7View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, Positivesplash10-0006-9000000000-440cca1df99eb06f21c7View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, Negativesplash10-03di-3900000000-a8f9a049f9d1147c87edView in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, Negativesplash10-03di-9600000000-4554d3f81d3e188ef0daView in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, Negativesplash10-052f-9000000000-378339ec915807272f53View in MoNA
| Biological Properties |
| Cellliar Locations |
Not Available
| Biofluid Locations |
Not Available
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Not Available |
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB021949
| KNApSAcK ID |
Not Available
| Chemspider ID |
4371576
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB00323
| Metagene Link |
HMDB00323
| METLIN ID |
5312
| PubChem Compound |
5200225
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: Importazole
References |
| Synthesis Reference |
Moon, Byong Hoon; Martin, Charles Franklin. 3-Aminopiperidones. V. 2-Ethoxy and 2-carbethoxy derivatives of 2-p-methoxyphenylglutarimide. Journal of Pharmaceutical Sciences (1971), 60(4), 618-20. |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Oberholzer VG, Briddon A: 3-Amino-2-piperidone in the urine of patients with hyperornithinemia. Clin Chim Acta. 1978 Aug 1;87(3):411-5. [PubMed:679477 ]
- Arshinoff SA, McCulloch JC, Matuk Y, Phillips MJ, Gordon BA, Marliss EB: Amino-acid metabolism and liver ultrastructure in hyperornithinemia with gyrate atrophy of the choroid and retina. Metabolism. 1979 Oct;28(10):979-88. [PubMed:491962 ]
|
PMID: 25993999