Showing Compound 1H-Pyrrole-2-carboxaldehyde (FDB014879)

Record Information

Version

1.0

Creation date

2010-04-08 22:11:31 UTC

Update date

2019-11-26 03:10:52 UTC

Primary ID

FDB014879

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

1H-Pyrrole-2-carboxaldehyde

Description

1H-Pyrrole-2-carboxaldehyde, also known as alpha-pyrrolaldehyde or 2-carboxaldehyde-1H-pyrrole, belongs to the class of organic compounds known as aryl-aldehydes. Aryl-aldehydes are compounds containing an aldehyde group directly attached to an aromatic ring. 1H-Pyrrole-2-carboxaldehyde is an ethereal tasting compound. 1H-Pyrrole-2-carboxaldehyde is found, on average, in the highest concentration within beer. 1H-Pyrrole-2-carboxaldehyde has also been detected, but not quantified in, several different foods, such as evergreen blackberries (Rubus laciniatus), teas (Camellia sinensis), green tea, red tea, and robusta coffees (Coffea canephora). This could make 1H-pyrrole-2-carboxaldehyde a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 1H-Pyrrole-2-carboxaldehyde.

CAS Number

1003-29-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
1( H)-Pyrrole carboxaldehyde	HMDB
1( H)-pyrrole carboxaldehyde	biospider
1(H)-Pyrrole carboxaldehyde	ChEBI
1-Pyrrole-2-carboxaldehyde	ChEBI
1H-Pyrrole-2-carbaldehyde	HMDB
1H-Pyrrole-2-carboxaldehyde	ChEBI
1H-Pyrrole-2-carboxyaldehyde	ChEBI
1H-pyrrole-2-carboxyaldehyde	biospider
2-Carboxaldehyde-1H-pyrrole	ChEBI
2-carboxaldehyde-1H-pyrrole	biospider

Showing 1 to 10 of 28 entries

Predicted Properties

Property	Value	Source
Water Solubility	304 g/L	ALOGPS
logP	0.52	ALOGPS
logP	0.69	ChemAxon
logS	0.5	ALOGPS
pKa (Strongest Acidic)	14.21	ChemAxon
pKa (Strongest Basic)	-7.5	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	27.28 m³·mol⁻¹	ChemAxon
Polarizability	9.3 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

C5H5NO

IUPAC name

1H-pyrrole-2-carbaldehyde

InChI Identifier

InChI=1S/C5H5NO/c7-4-5-2-1-3-6-5/h1-4,6H

InChI Key

ZSKGQVFRTSEPJT-UHFFFAOYSA-N

Isomeric SMILES

O=CC1=CC=CN1

Average Molecular Weight

95.0993

Monoisotopic Molecular Weight

95.037113787

Classification

Description

Belongs to the class of organic compounds known as aryl-aldehydes. Aryl-aldehydes are compounds containing an aldehyde group directly attached to an aromatic ring.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl-aldehydes

Alternative Parents

Substituents

Aryl-aldehyde
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

pyrroles (CHEBI:59978 )
1,3-thiazole-2-carbaldehyde (CHEBI:59978 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Cytoplasm

Cell and elements:

Extracellular

Role

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Bp2 78°	DFC
Charge	Not Available
Density	Not Available
Experimental logP	0.64	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 63.15%; H 5.30%; N 14.73%; O 16.82%	DFC
Melting Point	Mp 50-51°	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	1H-Pyrrole-2-carboxaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0002-9000000000-5f2e8ffab711dbfed89a	Spectrum
Predicted GC-MS	1H-Pyrrole-2-carboxaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	1H-Pyrrole-2-carboxaldehyde, 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	splash10-0002-9000000000-8b5ca5b4e63626d5b0c9	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00kb-9000000000-b56e5fbfb2163d229a21	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014i-9000000000-b40daf136319bc0639bf	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-9000000000-146097e8a420f5d9d128	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9000000000-fa12013eb915691d9b66	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-3d161254a77dfc3829c2	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014l-9000000000-5ffd41c3abfd6adaa999	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	splash10-014i-9000000000-80bc8672cf39bfa9cc28	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00kb-9000000000-2f76e9a1377d985ef7e7	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-9000000000-2419053da3a96c61562e	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0f79-9000000000-6d571bd229680b1b1ab6	2021-09-23	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

13254

ChEMBL ID

CHEMBL2229658

KEGG Compound ID

Not Available

Pubchem Compound ID

13854

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB36057

CRC / DFC (Dictionary of Food Compounds) ID

JWX96-I:JWX96-I

EAFUS ID

Not Available

Dr. Duke ID

Not Available

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

rw1279691

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

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

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Showing 1 to 1 of 1 entries

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound 1H-Pyrrole-2-carboxaldehyde (FDB014879)

Structure for FDB014879 (1H-Pyrrole-2-carboxaldehyde)