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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:32:26 UTC

Update Date

2023-02-21 17:19:14 UTC

HMDB ID

HMDB0029759

Secondary Accession Numbers

HMDB29759

Metabolite Identification

Common Name

2-Acetyl-1-ethylpyrrole

Description

2-Acetyl-1-ethylpyrrole 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. 2-Acetyl-1-ethylpyrrole is a nutty tasting compound. Based on a literature review very few articles have been published on 2-Acetyl-1-ethylpyrrole.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(1-Ethyl-1H-pyrrol-2-yl)-ethanone	HMDB
1-(1-Ethyl-1H-pyrrol-2-yl)ethanone	HMDB
1-(1-Ethylpyrrol-2-yl)ethanone	HMDB
1-Ethyl-2-acetylazole	HMDB
1-Ethyl-2-acetylpyrrole	HMDB
1-N-Ethylpyrrole-2-yl ethanone	HMDB
N-Ethyl-2-acetylpyrrole	HMDB

Chemical Formula

C₈H₁₁NO

Average Molecular Weight

137.179

Monoisotopic Molecular Weight

137.084063979

IUPAC Name

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

Traditional Name

1-(1-ethylpyrrol-2-yl)ethanone

CAS Registry Number

39741-41-8

SMILES

CCN1C=CC=C1C(C)=O

InChI Identifier

InChI=1S/C8H11NO/c1-3-9-6-4-5-8(9)7(2)10/h4-6H,3H2,1-2H3

InChI Key

HQADRFRTIALOCB-UHFFFAOYSA-N

Chemical Taxonomy

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

Not Available

Ontology

Physiological effect

Organoleptic effect

Odor

Nutty

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029759)
Cytoplasm (HMDB: HMDB0029759)

Source

Endogenous

Endogenous (HMDB: HMDB0029759)

Exogenous

Food

Food (HMDB: HMDB0029759)

Exogenous (HMDB: HMDB0029759)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0029759)

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	209.00 to 211.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	3716 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.896 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.16 g/L	ALOGPS
logP	1.35	ALOGPS
logP	1.11	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	16.62	ChemAxon
pKa (Strongest Basic)	-7.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	40.74 m³·mol⁻¹	ChemAxon
Polarizability	15.22 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	129.43	31661259
DarkChem	[M-H]-	127.589	31661259
DeepCCS	[M+H]+	135.717	30932474
DeepCCS	[M-H]-	132.933	30932474
DeepCCS	[M-2H]-	169.489	30932474
DeepCCS	[M+Na]+	144.557	30932474
AllCCS	[M+H]+	126.9	32859911
AllCCS	[M+H-H2O]+	122.2	32859911
AllCCS	[M+NH4]+	131.3	32859911
AllCCS	[M+Na]+	132.5	32859911
AllCCS	[M-H]-	128.5	32859911
AllCCS	[M+Na-2H]-	130.3	32859911
AllCCS	[M+HCOO]-	132.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.77 minutes	32390414
Predicted by Siyang on May 30, 2022	14.6656 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.48 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2076.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	521.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	173.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	325.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	176.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	543.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	573.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	296.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1175.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	344.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1241.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	392.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	349.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	457.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	421.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	27.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Acetyl-1-ethylpyrrole	CCN1C=CC=C1C(C)=O	1608.3	Standard polar	33892256
2-Acetyl-1-ethylpyrrole	CCN1C=CC=C1C(C)=O	1135.5	Standard non polar	33892256
2-Acetyl-1-ethylpyrrole	CCN1C=CC=C1C(C)=O	1123.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Acetyl-1-ethylpyrrole GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-9400000000-ec4a5639a525d51d85ee	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Acetyl-1-ethylpyrrole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Acetyl-1-ethylpyrrole 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 - 2-Acetyl-1-ethylpyrrole 10V, Positive-QTOF	splash10-000i-0900000000-4d21eabbb9258e458d6a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-1-ethylpyrrole 20V, Positive-QTOF	splash10-0079-3900000000-395e52f61ca68a587f9f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-1-ethylpyrrole 40V, Positive-QTOF	splash10-00kf-9100000000-d36a94f3ee0ed5ac7014	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-1-ethylpyrrole 10V, Negative-QTOF	splash10-000i-1900000000-9fe9341143610e175acc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-1-ethylpyrrole 20V, Negative-QTOF	splash10-000i-3900000000-7a5e1e7d0d0a270cb43e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-1-ethylpyrrole 40V, Negative-QTOF	splash10-00kf-9100000000-44672621161afb085b77	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-1-ethylpyrrole 10V, Positive-QTOF	splash10-000l-3900000000-99994c276bd54c7acbc8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-1-ethylpyrrole 20V, Positive-QTOF	splash10-0006-9600000000-a5a48eb50b5c1f74945c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-1-ethylpyrrole 40V, Positive-QTOF	splash10-002f-9000000000-521f985dfee8f32518fb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-1-ethylpyrrole 10V, Negative-QTOF	splash10-000i-1900000000-8eff6dbd58325ac598e0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-1-ethylpyrrole 20V, Negative-QTOF	splash10-00kf-9200000000-903722493016b387a7fa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-1-ethylpyrrole 40V, Negative-QTOF	splash10-00kf-9100000000-4a0c360cea467bd9da01	2021-09-22	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]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB000964

KNApSAcK ID

Not Available

Chemspider ID

55838

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

61988

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1035331

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2-Acetyl-1-ethylpyrrole (HMDB0029759)

MOL for HMDB0029759 (2-Acetyl-1-ethylpyrrole)

3D MOL for HMDB0029759 (2-Acetyl-1-ethylpyrrole)

3D SDF for HMDB0029759 (2-Acetyl-1-ethylpyrrole)

3D-SDF for HMDB0029759 (2-Acetyl-1-ethylpyrrole)

PDB for HMDB0029759 (2-Acetyl-1-ethylpyrrole)

3D PDB for HMDB0029759 (2-Acetyl-1-ethylpyrrole)

SMILES for HMDB0029759 (2-Acetyl-1-ethylpyrrole)

INCHI for HMDB0029759 (2-Acetyl-1-ethylpyrrole)

Structure for HMDB0029759 (2-Acetyl-1-ethylpyrrole)

3D Structure for HMDB0029759 (2-Acetyl-1-ethylpyrrole)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra