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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 17:53:48 UTC

Update Date

2023-02-21 17:23:04 UTC

HMDB ID

HMDB0033113

Secondary Accession Numbers

HMDB33113

Metabolite Identification

Common Name

1-Methylpyrrole

Description

1-Methylpyrrole belongs to the class of organic compounds known as n-methylpyrroles. These are organic heterocyclic compounds containing a N-methylated pyrrole. 1-Methylpyrrole is a herbal, powerful, and smoky tasting compound. 1-Methylpyrrole has been detected, but not quantified in, corns (Zea mays) and tamarinds (Tamarindus indica). This could make 1-methylpyrrole a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 1-Methylpyrrole.

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-Methyl-1H-pyrrole	HMDB
1-Methyl-pyrrole	HMDB
1-Methylpyrrol	HMDB
Methylpyrrole	HMDB
N-Methylpyrrol	HMDB
N-Methylpyrrole	HMDB
1-Methylpyrrole	MeSH

Chemical Formula

C₅H₇N

Average Molecular Weight

81.1158

Monoisotopic Molecular Weight

81.057849229

IUPAC Name

1-methyl-1H-pyrrole

Traditional Name

N-methylpyrrole

CAS Registry Number

96-54-8

SMILES

CN1C=CC=C1

InChI Identifier

InChI=1S/C5H7N/c1-6-4-2-3-5-6/h2-5H,1H3

InChI Key

OXHNLMTVIGZXSG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-methylpyrroles. These are organic heterocyclic compounds containing a N-methylated pyrrole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrroles

Sub Class

Substituted pyrroles

Direct Parent

N-methylpyrroles

Alternative Parents

Substituents

N-methylpyrrole
Heteroaromatic compound
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Feces (PMID: 17314143)

Cellular substructure

Extracellular (HMDB: HMDB0033113)
Cytoplasm (HMDB: HMDB0033113)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033113)

Source

Exogenous

Exogenous (HMDB: HMDB0033113)

Food

Food (HMDB: HMDB0033113)

Cereal and cereal product

Cereal

Corn (FooDB: FOOD00205)

Fruit

Tropical fruit

Tamarind (FooDB: FOOD00180)

Endogenous

Plant

Plant (HMDB: HMDB0033113)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033113)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	-57.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	112.00 to 113.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	12060 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.21	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.81 g/L	ALOGPS
logP	1.31	ALOGPS
logP	1.28	ChemAxon
logS	-1.6	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	4.93 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	25.71 m³·mol⁻¹	ChemAxon
Polarizability	9.24 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]+	113.067	31661259
DarkChem	[M-H]-	107.887	31661259
DeepCCS	[M+H]+	115.947	30932474
DeepCCS	[M-H]-	113.696	30932474
DeepCCS	[M-2H]-	149.511	30932474
DeepCCS	[M+Na]+	124.149	30932474
AllCCS	[M+H]+	113.2	32859911
AllCCS	[M+H-H2O]+	107.9	32859911
AllCCS	[M+NH4]+	118.2	32859911
AllCCS	[M+Na]+	119.6	32859911
AllCCS	[M-H]-	116.6	32859911
AllCCS	[M+Na-2H]-	120.3	32859911
AllCCS	[M+HCOO]-	124.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Methylpyrrole	CN1C=CC=C1	1204.2	Standard polar	33892256
1-Methylpyrrole	CN1C=CC=C1	717.1	Standard non polar	33892256
1-Methylpyrrole	CN1C=CC=C1	734.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 1-Methylpyrrole EI-B (Non-derivatized)	splash10-001l-9000000000-66817af0d2cc99d62d59	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 1-Methylpyrrole EI-B (Non-derivatized)	splash10-001l-9000000000-66817af0d2cc99d62d59	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Methylpyrrole GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9000000000-01eeb3925929d7a2c1ab	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Methylpyrrole 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methylpyrrole ESI-ITFT , positive-QTOF	splash10-0aor-9000000000-d9fd7d383a038d210818	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methylpyrrole ESI-ITFT , positive-QTOF	splash10-001i-9000000000-a5e9f1997783857484d1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methylpyrrole ESI-ITFT , positive-QTOF	splash10-001i-9000000000-ddf29c10ee54d93ac7ff	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methylpyrrole ESI-ITFT , positive-QTOF	splash10-001i-9000000000-3ecfe042a7afd37593e6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methylpyrrole ESI-ITFT , positive-QTOF	splash10-001i-9000000000-b3f001d10fa4c35e44b3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methylpyrrole ESI-ITFT , positive-QTOF	splash10-001i-9000000000-9c22ecccbf72dee391d1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methylpyrrole ESI-ITFT , positive-QTOF	splash10-001i-9000000000-8228ca6d70f1e0ceadd0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methylpyrrole ESI-ITFT , positive-QTOF	splash10-001i-9000000000-beed304594970beec6fd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methylpyrrole ESI-ITFT , positive-QTOF	splash10-00lr-9000000000-3804c81dd037bb6adb76	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methylpyrrole ESI-ITFT , positive-QTOF	splash10-014i-9000000000-5fca6071f63490cd601b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methylpyrrole APCI-ITFT , positive-QTOF	splash10-001i-9000000000-3d4dd4fd182d5e3dcae5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methylpyrrole APCI-ITFT , positive-QTOF	splash10-001i-9000000000-4e904f8f4f434457fe7c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methylpyrrole APCI-ITFT , positive-QTOF	splash10-001i-9000000000-7a6907cd6bd5074b3aec	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methylpyrrole APCI-ITFT , positive-QTOF	splash10-001i-9000000000-46bb89aec61b88f29b79	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methylpyrrole APCI-ITFT , positive-QTOF	splash10-001i-9000000000-389f6a2badc31c3225b0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methylpyrrole APCI-ITFT , positive-QTOF	splash10-001i-9000000000-a1b573f4e8cb324e0e59	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methylpyrrole APCI-ITFT , positive-QTOF	splash10-001i-9000000000-677f545816a084f645b1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methylpyrrole APCI-ITFT , positive-QTOF	splash10-0159-9000000000-f5efaa51c668770a79c6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methylpyrrole APCI-ITFT , positive-QTOF	splash10-014i-9000000000-488497a7a34b50e0cd45	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methylpyrrole 10V, Positive-QTOF	splash10-001i-9000000000-307cb6030576d389b173	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methylpyrrole 20V, Positive-QTOF	splash10-001i-9000000000-14ed23cd44c811fda910	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methylpyrrole 40V, Positive-QTOF	splash10-0udi-9000000000-3d80dc4a9591fa832ca3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methylpyrrole 10V, Negative-QTOF	splash10-001i-9000000000-200eceeead8bda25aaaf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methylpyrrole 20V, Negative-QTOF	splash10-001i-9000000000-94fe30d5585bc33974e7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methylpyrrole 40V, Negative-QTOF	splash10-0w30-9000000000-c5ed6444ef5329db45be	2016-08-03	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

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	17314143	details

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

FDB011113

KNApSAcK ID

C00052577

Chemspider ID

7031

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7304

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1047331

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 1-Methylpyrrole (HMDB0033113)

MOL for HMDB0033113 (1-Methylpyrrole)

3D MOL for HMDB0033113 (1-Methylpyrrole)

3D SDF for HMDB0033113 (1-Methylpyrrole)

3D-SDF for HMDB0033113 (1-Methylpyrrole)

PDB for HMDB0033113 (1-Methylpyrrole)

3D PDB for HMDB0033113 (1-Methylpyrrole)

SMILES for HMDB0033113 (1-Methylpyrrole)

INCHI for HMDB0033113 (1-Methylpyrrole)

Structure for HMDB0033113 (1-Methylpyrrole)

3D Structure for HMDB0033113 (1-Methylpyrrole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra