Showing Compound Pyrrol-2-methylketone (FDB004573)

Record Information

Version

1.0

Creation date

2010-04-08 22:06:18 UTC

Update date

2019-11-26 03:00:06 UTC

Primary ID

FDB004573

Secondary Accession Numbers

FDB014664

Chemical Information

FooDB Name

Pyrrol-2-methylketone

Description

2-acetylpyrrole, also known as 1-(1h-pyrrol-2-yl)1-ethanone or 2-pyrrolyl methyl ketone, is a member of the class of compounds known as aryl alkyl ketones. Aryl alkyl ketones are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. 2-acetylpyrrole is soluble (in water) and a very weakly acidic compound (based on its pKa). 2-acetylpyrrole is a bread, coumarin, and licorice tasting compound and can be found in a number of food items such as green vegetables, tea, nuts, and white mustard, which makes 2-acetylpyrrole a potential biomarker for the consumption of these food products.

CAS Number

1072-83-9

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1-(1H-Pyrrol-2-yl)1-ethanone	ChEBI
1-(1H-Pyrrol-2-yl)ethan-1-one	ChEBI
1-(1H-Pyrrol-2-yl)ethanone	ChEBI
1-(1H-Pyrrole-2-yl)-ethanone	ChEBI
1-(2-Pyrrolyl)-1-ethanone	ChEBI
2-Acetyl-1H-pyrrole	ChEBI
2-Pyrrolyl methyl ketone	ChEBI
2-Pyrrolylethanone	ChEBI
Methyl pyrrol-2-yl ketone	ChEBI
Pyrrole-alpha-methyl ketone	ChEBI
Pyrrole-a-methyl ketone	Generator
Pyrrole-α-methyl ketone	Generator
1-(1H-Pyrrol-2-yl)-ethanone	HMDB
1-(1H-Pyrrol-2-yl)ethanone (acetylpyrrole)	HMDB
1-(1H-Pyrrol-2-yl)ethanone, 9ci	HMDB
1H-Pyrrole, 2-acetyl	HMDB
2-Acetopyrrole	HMDB
2-Acetyl pyrrole	HMDB
2-Acetyl-1H-indole	HMDB
FEMA 3202	HMDB
Ketone, methyl pyrrol-2-yl	HMDB
Methyl 2-pyrrolyl ketone	HMDB
Methyl 2-pyrryl ketone	HMDB
Pseudoacetylpyrrole	HMDB
Pyrrole, 2-acetyl	HMDB
Pyrrole-b-methyl ketone	HMDB
PYRRYL-alpha-methyl ketone	HMDB

Predicted Properties

Property	Value	Source
Water Solubility	274 g/L	ALOGPS
logP	0.82	ALOGPS
logP	0.53	ChemAxon
logS	0.4	ALOGPS
pKa (Strongest Acidic)	14.06	ChemAxon
pKa (Strongest Basic)	-7.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	32.86 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	31.1 m³·mol⁻¹	ChemAxon
Polarizability	11.32 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C6H7NO

IUPAC name

1-(1H-pyrrol-2-yl)ethan-1-one

InChI Identifier

InChI=1S/C6H7NO/c1-5(8)6-3-2-4-7-6/h2-4,7H,1H3

InChI Key

IGJQUJNPMOYEJY-UHFFFAOYSA-N

Isomeric SMILES

CC(=O)C1=CC=CN1

Average Molecular Weight

109.1259

Monoisotopic Molecular Weight

109.052763851

Classification

Description

Belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl alkyl ketones

Alternative Parents

Substituents

Aryl alkyl ketone
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

methyl ketone (CHEBI:59981 )
aromatic ketone (CHEBI:59981 )
pyrroles (CHEBI:59981 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Cytoplasm

Cell and elements:

Extracellular

Role

Biological role:

Nutrient

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-052f-9200000000-2bc5864091cc4cf9f404	2015-03-01	View Spectrum
Predicted GC-MS	Pyrrol-2-methylketone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-9100000000-5526118d81a9a57eb1c2	Spectrum
Predicted GC-MS	Pyrrol-2-methylketone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-4900000000-9124195e1b92e4e48053	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01ox-9400000000-80e751bf81f32b9f0fb1	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014l-9000000000-20386c3094da46e7881a	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-1900000000-ff90800e24b3f96db964	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-3900000000-d19af8bc2956171cdf6d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kf-9000000000-fd50b54e24b4ad84badb	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-066r-9800000000-524b0a3f276bbaac736e	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-9000000000-3f070060c5785123e18c	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kf-9000000000-a37fac17d45f4a9e4258	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-2900000000-bfdf62c9a06dc1f0fe81	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9100000000-e0e7baa1e1a9403fc5ad	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-f8a1403a55e3db5dc786	2021-09-23	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)		Spectrum

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

Not Available

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

Not Available

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

PYRROL-2-METHYLKETONE

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
nut	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
walnut	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
bread	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0