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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-08-27 00:58:37 UTC

Update Date

2021-09-14 15:29:55 UTC

HMDB ID

HMDB0242134

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-Aminopiperidine-2,6-dione

Description

3-Aminopiperidine-2,6-dione, also known as alpha-aminoglutarimide or 3-amino-1,6-dioxopiperidine, belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. Based on a literature review very few articles have been published on 3-Aminopiperidine-2,6-dione.

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-1,6-dioxopiperidine	ChEBI
3-Amino-2,6-piperidinedione	ChEBI
3-Aminoglutarimide	ChEBI
alpha-Aminoglutarimide	ChEBI
a-Aminoglutarimide	Generator
Α-aminoglutarimide	Generator
2-Amino-glutarimide	HMDB
Glutamimide	HMDB

Chemical Formula

C₅H₈N₂O₂

Average Molecular Weight

128.131

Monoisotopic Molecular Weight

128.058577506

IUPAC Name

3-aminopiperidine-2,6-dione

Traditional Name

3-aminopiperidine-2,6-dione

CAS Registry Number

Not Available

SMILES

NC1CCC(=O)NC1=O

InChI Identifier

InChI=1S/C5H8N2O2/c6-3-1-2-4(8)7-5(3)9/h3H,1-2,6H2,(H,7,8,9)

InChI Key

NPWMTBZSRRLQNJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Piperidinedione
3-aminopiperidine
Delta-lactam
Piperidinone
Piperidine
Carboxylic acid imide
Dicarboximide
Carboxylic acid imide, n-unsubstituted
Lactam
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Organic nitrogen compound
Primary aliphatic amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Amine
Organooxygen compound
Primary amine
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

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	-1.6	ALOGPS
logP	-1.5	ChemAxon
logS	0.3	ALOGPS
pKa (Strongest Acidic)	11.62	ChemAxon
pKa (Strongest Basic)	6.71	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	72.19 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	30.03 m³·mol⁻¹	ChemAxon
Polarizability	12.07 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]+	127.457	31661259
DarkChem	[M-H]-	121.991	31661259
DeepCCS	[M+H]+	128.657	30932474
DeepCCS	[M-H]-	125.889	30932474
DeepCCS	[M-2H]-	161.997	30932474
DeepCCS	[M+Na]+	137.165	30932474
AllCCS	[M+H]+	127.4	32859911
AllCCS	[M+H-H2O]+	122.6	32859911
AllCCS	[M+NH4]+	131.8	32859911
AllCCS	[M+Na]+	133.1	32859911
AllCCS	[M-H]-	121.4	32859911
AllCCS	[M+Na-2H]-	123.4	32859911
AllCCS	[M+HCOO]-	125.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Aminopiperidine-2,6-dione	NC1CCC(=O)NC1=O	2613.7	Standard polar	33892256
3-Aminopiperidine-2,6-dione	NC1CCC(=O)NC1=O	1322.1	Standard non polar	33892256
3-Aminopiperidine-2,6-dione	NC1CCC(=O)NC1=O	1375.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Aminopiperidine-2,6-dione,1TMS,isomer #1	C[Si](C)(C)NC1CCC(=O)NC1=O	1536.5	Semi standard non polar	33892256
3-Aminopiperidine-2,6-dione,1TMS,isomer #1	C[Si](C)(C)NC1CCC(=O)NC1=O	1499.2	Standard non polar	33892256
3-Aminopiperidine-2,6-dione,1TMS,isomer #1	C[Si](C)(C)NC1CCC(=O)NC1=O	2732.7	Standard polar	33892256
3-Aminopiperidine-2,6-dione,1TMS,isomer #2	C[Si](C)(C)N1C(=O)CCC(N)C1=O	1448.5	Semi standard non polar	33892256
3-Aminopiperidine-2,6-dione,1TMS,isomer #2	C[Si](C)(C)N1C(=O)CCC(N)C1=O	1367.7	Standard non polar	33892256
3-Aminopiperidine-2,6-dione,1TMS,isomer #2	C[Si](C)(C)N1C(=O)CCC(N)C1=O	2567.2	Standard polar	33892256
3-Aminopiperidine-2,6-dione,2TMS,isomer #1	C[Si](C)(C)N(C1CCC(=O)NC1=O)[Si](C)(C)C	1664.2	Semi standard non polar	33892256
3-Aminopiperidine-2,6-dione,2TMS,isomer #1	C[Si](C)(C)N(C1CCC(=O)NC1=O)[Si](C)(C)C	1746.5	Standard non polar	33892256
3-Aminopiperidine-2,6-dione,2TMS,isomer #1	C[Si](C)(C)N(C1CCC(=O)NC1=O)[Si](C)(C)C	2582.8	Standard polar	33892256
3-Aminopiperidine-2,6-dione,2TMS,isomer #2	C[Si](C)(C)NC1CCC(=O)N([Si](C)(C)C)C1=O	1521.1	Semi standard non polar	33892256
3-Aminopiperidine-2,6-dione,2TMS,isomer #2	C[Si](C)(C)NC1CCC(=O)N([Si](C)(C)C)C1=O	1569.8	Standard non polar	33892256
3-Aminopiperidine-2,6-dione,2TMS,isomer #2	C[Si](C)(C)NC1CCC(=O)N([Si](C)(C)C)C1=O	2249.0	Standard polar	33892256
3-Aminopiperidine-2,6-dione,3TMS,isomer #1	C[Si](C)(C)N1C(=O)CCC(N([Si](C)(C)C)[Si](C)(C)C)C1=O	1637.5	Semi standard non polar	33892256
3-Aminopiperidine-2,6-dione,3TMS,isomer #1	C[Si](C)(C)N1C(=O)CCC(N([Si](C)(C)C)[Si](C)(C)C)C1=O	1775.6	Standard non polar	33892256
3-Aminopiperidine-2,6-dione,3TMS,isomer #1	C[Si](C)(C)N1C(=O)CCC(N([Si](C)(C)C)[Si](C)(C)C)C1=O	1970.2	Standard polar	33892256
3-Aminopiperidine-2,6-dione,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1CCC(=O)NC1=O	1802.8	Semi standard non polar	33892256
3-Aminopiperidine-2,6-dione,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1CCC(=O)NC1=O	1764.9	Standard non polar	33892256
3-Aminopiperidine-2,6-dione,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1CCC(=O)NC1=O	2850.1	Standard polar	33892256
3-Aminopiperidine-2,6-dione,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)CCC(N)C1=O	1696.9	Semi standard non polar	33892256
3-Aminopiperidine-2,6-dione,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)CCC(N)C1=O	1628.5	Standard non polar	33892256
3-Aminopiperidine-2,6-dione,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)CCC(N)C1=O	2656.6	Standard polar	33892256
3-Aminopiperidine-2,6-dione,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1CCC(=O)NC1=O)[Si](C)(C)C(C)(C)C	2112.5	Semi standard non polar	33892256
3-Aminopiperidine-2,6-dione,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1CCC(=O)NC1=O)[Si](C)(C)C(C)(C)C	2192.6	Standard non polar	33892256
3-Aminopiperidine-2,6-dione,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1CCC(=O)NC1=O)[Si](C)(C)C(C)(C)C	2562.6	Standard polar	33892256
3-Aminopiperidine-2,6-dione,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1CCC(=O)N([Si](C)(C)C(C)(C)C)C1=O	1984.5	Semi standard non polar	33892256
3-Aminopiperidine-2,6-dione,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1CCC(=O)N([Si](C)(C)C(C)(C)C)C1=O	2068.8	Standard non polar	33892256
3-Aminopiperidine-2,6-dione,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1CCC(=O)N([Si](C)(C)C(C)(C)C)C1=O	2257.9	Standard polar	33892256
3-Aminopiperidine-2,6-dione,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)CCC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=O	2292.7	Semi standard non polar	33892256
3-Aminopiperidine-2,6-dione,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)CCC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=O	2450.5	Standard non polar	33892256
3-Aminopiperidine-2,6-dione,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)CCC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=O	2222.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Aminopiperidine-2,6-dione GC-MS (Non-derivatized) - 70eV, Positive	splash10-056r-9000000000-d79bff674985245a403f	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Aminopiperidine-2,6-dione GC-MS (1 TMS) - 70eV, Positive	splash10-00b9-9200000000-775703291a3a43bea916	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Aminopiperidine-2,6-dione 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-Aminopiperidine-2,6-dione 10V, Positive-QTOF	splash10-004i-0900000000-144feb423ad914f3d30b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminopiperidine-2,6-dione 20V, Positive-QTOF	splash10-0imi-3900000000-ffa567bdba2b2f5a499d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminopiperidine-2,6-dione 40V, Positive-QTOF	splash10-052f-9100000000-7c63d1875c7809ada028	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminopiperidine-2,6-dione 10V, Negative-QTOF	splash10-004i-0900000000-b2b3f2c41743f81881d0	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminopiperidine-2,6-dione 20V, Negative-QTOF	splash10-056r-3900000000-ccf73fb30336b9da1f7e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminopiperidine-2,6-dione 40V, Negative-QTOF	splash10-06r6-9300000000-33b66b2b6242a7dacbd7	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminopiperidine-2,6-dione 10V, Positive-QTOF	splash10-004i-0900000000-aa6e270ef32f54b8f638	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminopiperidine-2,6-dione 20V, Positive-QTOF	splash10-08i0-4900000000-90ecea5e09f13233e460	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminopiperidine-2,6-dione 40V, Positive-QTOF	splash10-0006-9000000000-afb1c6887d6398dc1890	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminopiperidine-2,6-dione 10V, Negative-QTOF	splash10-004i-2900000000-adb87a3c568530b4cd9d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminopiperidine-2,6-dione 20V, Negative-QTOF	splash10-002f-9400000000-9c174d94cdc25eb9a59d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminopiperidine-2,6-dione 40V, Negative-QTOF	splash10-0006-9000000000-8618561fa1ab375b3951	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)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

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

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

118562

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

134508

PDB ID

Not Available

ChEBI ID

133469

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

Kong SW, Hernandez-Ferrer C: Assessment of coverage for endogenous metabolites and exogenous chemical compounds using an untargeted metabolomics platform. Pac Symp Biocomput. 2020;25:587-598. [PubMed:31797630 ]

Showing metabocard for 3-Aminopiperidine-2,6-dione (HMDB0242134)

MOL for HMDB0242134 (3-Aminopiperidine-2,6-dione)

3D MOL for HMDB0242134 (3-Aminopiperidine-2,6-dione)

3D SDF for HMDB0242134 (3-Aminopiperidine-2,6-dione)

3D-SDF for HMDB0242134 (3-Aminopiperidine-2,6-dione)

PDB for HMDB0242134 (3-Aminopiperidine-2,6-dione)

3D PDB for HMDB0242134 (3-Aminopiperidine-2,6-dione)

SMILES for HMDB0242134 (3-Aminopiperidine-2,6-dione)

INCHI for HMDB0242134 (3-Aminopiperidine-2,6-dione)

Structure for HMDB0242134 (3-Aminopiperidine-2,6-dione)

3D Structure for HMDB0242134 (3-Aminopiperidine-2,6-dione)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra