Bovine Metabolome Database: Showing metabocard for 2-Pyrrolidinone (BMDB0002039)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:50:18 UTC

Update Date

2020-05-11 20:51:22 UTC

BMDB ID

BMDB0002039

Secondary Accession Numbers

BMDB02039

Metabolite Identification

Common Name

2-Pyrrolidinone

Description

2-Pyrrolidinone, also known as butyrolactam or alpha-pyrrolidone, belongs to the class of organic compounds known as pyrrolidine-2-ones. These are pyrrolidines which bear a C=O group at position 2 of the pyrrolidine ring. Based on a literature review a significant number of articles have been published on 2-Pyrrolidinone.

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
1-Azacyclopentan-2-one	ChEBI
2-Ketopyrrolidine	ChEBI
2-Oxopyrrolidine	ChEBI
2-Pyrrolidone	ChEBI
4-Aminobutyric acid lactam	ChEBI
alpha-Pyrrolidinone	ChEBI
alpha-Pyrrolidone	ChEBI
Butyrolactam	ChEBI
gamma-Aminobutyric acid lactam	ChEBI
gamma-Aminobutyric lactam	ChEBI
gamma-Butyrolactam	ChEBI
Pyrrolidinone	ChEBI
Pyrrolidone	ChEBI
4-Aminobutyrate lactam	Generator
a-Pyrrolidinone	Generator
Α-pyrrolidinone	Generator
a-Pyrrolidone	Generator
Α-pyrrolidone	Generator
g-Aminobutyrate lactam	Generator
g-Aminobutyric acid lactam	Generator
gamma-Aminobutyrate lactam	Generator
Γ-aminobutyrate lactam	Generator
Γ-aminobutyric acid lactam	Generator
g-Aminobutyric lactam	Generator
Γ-aminobutyric lactam	Generator
g-Butyrolactam	Generator
Γ-butyrolactam	Generator
2-Pyrrolidone, hydrotribromide	HMDB
2-Pyrrolidone, rubidium salt	HMDB
2-Pyrrolidone, (18)O-labeled	HMDB
2-Pyrrolidone, 5-(14)C-labeled	HMDB
2-Pyrrolidone, potassium salt	HMDB
2-Pyrrolidone, sodium salt	HMDB
2-Pyrrolidone, aluminum salt	HMDB
2-Pyrrolidone, cerium salt	HMDB
2-Pyrrolidone, hydrobromide	HMDB
2-Pyrrolidone, hydrochloride	HMDB
2-Pyrrolidone, lithium salt	HMDB
1-Methyl-2-pyrrolidinone	HMDB
2-Pyrol4-aminobutyric acid lactam	HMDB
2-Pyrrolidone for synthesis	HMDB
2-Pyrrolidone-butyrolactam	HMDB
Aminobutyric acid lactam	HMDB
Aminobutyric lactam	HMDB
Aminobutyrolactam	HMDB
N-Methyl-2-pyrrolidinone	HMDB
Pyrrolidin-2-one	HMDB
Pyrrolidon	HMDB
Pyrrolidone-2	HMDB
Tetrahydropyrrolone	HMDB
2-Pyrrolidinone	ChEBI

Chemical Formula

C₄H₇NO

Average Molecular Weight

85.1045

Monoisotopic Molecular Weight

85.052763851

IUPAC Name

pyrrolidin-2-one

Traditional Name

pyrrolidone

CAS Registry Number

616-45-5

SMILES

O=C1CCCN1

InChI Identifier

InChI=1S/C4H7NO/c6-4-2-1-3-5-4/h1-3H2,(H,5,6)

InChI Key

HNJBEVLQSNELDL-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as pyrrolidine-2-ones. These are pyrrolidines which bear a C=O group at position 2 of the pyrrolidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolidines

Sub Class

Pyrrolidones

Direct Parent

Pyrrolidine-2-ones

Alternative Parents

Substituents

2-pyrrolidone
Secondary carboxylic acid amide
Lactam
Carboxamide group
Azacycle
Carboxylic acid derivative
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

pyrrolidin-2-ones (CHEBI:36592 )

Ontology

Status

Detected but not Quantified

Origin

Endogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cytoplasm

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	23 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1000 mg/mL at 20 °C	Not Available
LogP	-0.85	SASAKI,H ET AL. (1991)

Predicted Properties

Property	Value	Source
logP	-0.9	ALOGPS
logP	-0.58	ChemAxon
logS	0.8	ALOGPS
pKa (Strongest Acidic)	14.75	ChemAxon
pKa (Strongest Basic)	-1.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.1 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	22.26 m³·mol⁻¹	ChemAxon
Polarizability	8.7 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-052o-9000000000-d44f6a4946e1e56b0ffd	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-001c-9000000000-7fd58ea01b9edb8fc097	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-052o-9000000000-d44f6a4946e1e56b0ffd	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-001c-9000000000-7fd58ea01b9edb8fc097	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-004u-9000000000-8bce2b1b7929b037ee02	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-000i-9000000000-ac4fb667bd839cbe2147	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-000f-9000000000-7afd271c8dc78f370c0f	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0006-9000000000-6edec43d002984d510ff	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positive	splash10-001c-9000000000-7fd58ea01b9edb8fc097	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-000i-9000000000-5e09ef43c99819d9f8ad	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0006-9000000000-3419ae017414eda1110b	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0006-9000000000-1c1b65daa8499010e830	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 0V, Positive	splash10-000i-9000000000-8e3628eb4d63a2658f3f	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-000i-9000000000-1c738f000f77bcae59a4	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 0V, Positive	splash10-000i-9000000000-12adad03a58d29a8697a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-9000000000-ea2049081fa6f29e9374	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052r-9000000000-cf8e02717d036ce75838	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-60b2774f4df85cf35f42	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-9000000000-a6c63aa4660c4b4a55a5	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-9000000000-e1cf6ff92627fd5af9d2	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-d318928d5db43685e331	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-9000000000-50cfba44c106ce6093a2	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000l-9000000000-5f81adff74df698e8624	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-b796916e4f24c4e72274	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-9000000000-919a1a67b255c27b096a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-9000000000-34255acdab060a6f5c3b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-ea12af8610d048612a8a	View in MoNA
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Brain
Epidermis
Semen
Skeletal Muscle

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Brain	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Epidermis	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Semen	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 29634739	details
Skeletal Muscle	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details