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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 19:48:53 UTC

Update Date

2023-02-21 17:24:27 UTC

HMDB ID

HMDB0034883

Secondary Accession Numbers

HMDB34883

Metabolite Identification

Common Name

3,4-Dihydro-5-propanoyl-2H-pyrrole

Description

3,4-Dihydro-5-propanoyl-2H-pyrrole belongs to the class of organic compounds known as pyrrolines. Pyrrolines are compounds containing a pyrroline ring, which is a five-member unsaturated aliphatic ring with one nitrogen atom and four carbon atoms. 3,4-Dihydro-5-propanoyl-2H-pyrrole is a fishy and roasted tasting compound. 3,4-Dihydro-5-propanoyl-2H-pyrrole has been detected, but not quantified in, tortilla chip. This could make 3,4-dihydro-5-propanoyl-2H-pyrrole a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3,4-Dihydro-5-propanoyl-2H-pyrrole.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-(3,4-dihydro-2H-Pyrrol-5-yl)-1-propanone, 9ci	HMDB
1-Pyrroline, 2-propanoyl	HMDB
2-Propionyl-1-pyrroline	HMDB

Chemical Formula

C₇H₁₁NO

Average Molecular Weight

125.1683

Monoisotopic Molecular Weight

125.084063979

IUPAC Name

1-(3,4-dihydro-2H-pyrrol-5-yl)propan-1-one

Traditional Name

1-(4,5-dihydro-3H-pyrrol-2-yl)propan-1-one

CAS Registry Number

133447-37-7

SMILES

CCC(=O)C1=NCCC1

InChI Identifier

InChI=1S/C7H11NO/c1-2-7(9)6-4-3-5-8-6/h2-5H2,1H3

InChI Key

OVNCGQSYSSYBPO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolines. Pyrrolines are compounds containing a pyrroline ring, which is a five-member unsaturated aliphatic ring with one nitrogen atom and four carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolines

Sub Class

Not Available

Direct Parent

Pyrrolines

Alternative Parents

Substituents

Pyrroline
Ketimine
Ketone
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Azacycle
Carbonyl group
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Imine
Hydrocarbon derivative
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0034883)
Cytoplasm (HMDB: HMDB0034883)

Source

Exogenous

Food

Food (HMDB: HMDB0034883)

Snack

Tortilla chip (FooDB: FOOD00721)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034883)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	89.00 to 90.00 °C. @ 1.00 mm Hg	The Good Scents Company Information System
Water Solubility	1391 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	0.490 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.43 g/L	ALOGPS
logP	0.78	ALOGPS
logP	1.56	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	19.02	ChemAxon
pKa (Strongest Basic)	3.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.43 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	36.02 m³·mol⁻¹	ChemAxon
Polarizability	14.1 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]+	128.201	31661259
DarkChem	[M-H]-	123.935	31661259
DeepCCS	[M+H]+	132.237	30932474
DeepCCS	[M-H]-	129.841	30932474
DeepCCS	[M-2H]-	166.076	30932474
DeepCCS	[M+Na]+	141.105	30932474
AllCCS	[M+H]+	125.8	32859911
AllCCS	[M+H-H2O]+	121.0	32859911
AllCCS	[M+NH4]+	130.2	32859911
AllCCS	[M+Na]+	131.5	32859911
AllCCS	[M-H]-	127.9	32859911
AllCCS	[M+Na-2H]-	130.0	32859911
AllCCS	[M+HCOO]-	132.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,4-Dihydro-5-propanoyl-2H-pyrrole	CCC(=O)C1=NCCC1	1444.7	Standard polar	33892256
3,4-Dihydro-5-propanoyl-2H-pyrrole	CCC(=O)C1=NCCC1	997.6	Standard non polar	33892256
3,4-Dihydro-5-propanoyl-2H-pyrrole	CCC(=O)C1=NCCC1	1023.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,4-Dihydro-5-propanoyl-2H-pyrrole,1TMS,isomer #1	CC=C(O[Si](C)(C)C)C1=NCCC1	1392.6	Semi standard non polar	33892256
3,4-Dihydro-5-propanoyl-2H-pyrrole,1TMS,isomer #1	CC=C(O[Si](C)(C)C)C1=NCCC1	1272.7	Standard non polar	33892256
3,4-Dihydro-5-propanoyl-2H-pyrrole,1TBDMS,isomer #1	CC=C(O[Si](C)(C)C(C)(C)C)C1=NCCC1	1570.2	Semi standard non polar	33892256
3,4-Dihydro-5-propanoyl-2H-pyrrole,1TBDMS,isomer #1	CC=C(O[Si](C)(C)C(C)(C)C)C1=NCCC1	1464.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-Dihydro-5-propanoyl-2H-pyrrole GC-MS (Non-derivatized) - 70eV, Positive	splash10-016r-9000000000-a9cc79eb3608b12d7ff9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-Dihydro-5-propanoyl-2H-pyrrole 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 - 3,4-Dihydro-5-propanoyl-2H-pyrrole 10V, Positive-QTOF	splash10-004i-1900000000-ac61298dc24a7bfebf9e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-5-propanoyl-2H-pyrrole 20V, Positive-QTOF	splash10-0ar3-9400000000-302a94991be4b91862a0	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-5-propanoyl-2H-pyrrole 40V, Positive-QTOF	splash10-014i-9000000000-bf89f0037c6f4e294f96	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-5-propanoyl-2H-pyrrole 10V, Negative-QTOF	splash10-00di-1900000000-f2bcd9ae0dc4e9195278	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-5-propanoyl-2H-pyrrole 20V, Negative-QTOF	splash10-00di-9800000000-506707194fe4dc2a1f50	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-5-propanoyl-2H-pyrrole 40V, Negative-QTOF	splash10-0pwc-9100000000-41b890a4b0be9f91862a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-5-propanoyl-2H-pyrrole 10V, Positive-QTOF	splash10-004i-1900000000-e94ef15fef72cfb687e4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-5-propanoyl-2H-pyrrole 20V, Positive-QTOF	splash10-014i-9100000000-fe31895a064c564b5f60	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-5-propanoyl-2H-pyrrole 40V, Positive-QTOF	splash10-066u-9000000000-99b34614d638d0419a26	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-5-propanoyl-2H-pyrrole 10V, Negative-QTOF	splash10-00dl-6900000000-b8bca2ecdd1ee88e1071	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-5-propanoyl-2H-pyrrole 20V, Negative-QTOF	splash10-014i-9000000000-5dc13bd9c0369f5de017	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-5-propanoyl-2H-pyrrole 40V, Negative-QTOF	splash10-0006-9000000000-395467fa323e50506c31	2021-09-22	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

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	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

FDB013458

KNApSAcK ID

Not Available

Chemspider ID

461246

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

529251

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1552511

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 3,4-Dihydro-5-propanoyl-2H-pyrrole (HMDB0034883)

MOL for HMDB0034883 (3,4-Dihydro-5-propanoyl-2H-pyrrole)

3D MOL for HMDB0034883 (3,4-Dihydro-5-propanoyl-2H-pyrrole)

3D SDF for HMDB0034883 (3,4-Dihydro-5-propanoyl-2H-pyrrole)

3D-SDF for HMDB0034883 (3,4-Dihydro-5-propanoyl-2H-pyrrole)

PDB for HMDB0034883 (3,4-Dihydro-5-propanoyl-2H-pyrrole)

3D PDB for HMDB0034883 (3,4-Dihydro-5-propanoyl-2H-pyrrole)

SMILES for HMDB0034883 (3,4-Dihydro-5-propanoyl-2H-pyrrole)

INCHI for HMDB0034883 (3,4-Dihydro-5-propanoyl-2H-pyrrole)

Structure for HMDB0034883 (3,4-Dihydro-5-propanoyl-2H-pyrrole)

3D Structure for HMDB0034883 (3,4-Dihydro-5-propanoyl-2H-pyrrole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra