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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:35:19 UTC

Update Date

2023-02-21 17:27:29 UTC

HMDB ID

HMDB0040042

Secondary Accession Numbers

HMDB40042

Metabolite Identification

Common Name

3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole

Description

3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole, also known as 2-methyl-5-(3-pyrrolylmethyl)furan, belongs to the class of organic compounds known as substituted pyrroles. These are heterocyclic compounds containing a pyrrole ring substituted at one or more positions. 3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on 3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole.

Structure

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

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -2.623   2.974   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.178   4.220   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.298   5.684   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.443  10.431   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.949  10.751   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.948   8.130   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.689   8.273   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.718   4.220   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.282   8.900   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.948   6.590   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -4.719   9.418   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0      -2.194   5.684   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    3    8                                                       
CONECT    3    2   10                                                       
CONECT    4    5    9                                                       
CONECT    5    4   11                                                       
CONECT    6    9   10                                                       
CONECT    7    9   11                                                       
CONECT    8    1    2   12                                                  
CONECT    9    4    6    7                                                  
CONECT   10    3    6   12                                                  
CONECT   11    5    7                                                       
CONECT   12    8   10                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Methyl-5-(3-pyrrolylmethyl)furan	ChEBI
3-(5-Methylfurfuryl)pyrrole	HMDB

Chemical Formula

C₁₀H₁₁NO

Average Molecular Weight

161.2004

Monoisotopic Molecular Weight

161.084063979

IUPAC Name

3-[(5-methylfuran-2-yl)methyl]-1H-pyrrole

Traditional Name

3-[(5-methylfuran-2-yl)methyl]-1H-pyrrole

CAS Registry Number

118248-37-6

SMILES

CC1=CC=C(CC2=CNC=C2)O1

InChI Identifier

InChI=1S/C10H11NO/c1-8-2-3-10(12-8)6-9-4-5-11-7-9/h2-5,7,11H,6H2,1H3

InChI Key

WKJYTIFWOMZIGZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as substituted pyrroles. These are heterocyclic compounds containing a pyrrole ring substituted at one or more positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrroles

Sub Class

Substituted pyrroles

Direct Parent

Substituted pyrroles

Alternative Parents

Substituents

Substituted pyrrole
Heteroaromatic compound
Furan
Oxacycle
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0040042)
Cell membrane (HMDB: HMDB0040042)

Source

Exogenous

Exogenous (HMDB: HMDB0040042)

Food

Food (HMDB: HMDB0040042)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040042)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	167.6 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.32 g/L	ALOGPS
logP	2.56	ALOGPS
logP	2.25	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	17.91	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	28.93 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	48.25 m³·mol⁻¹	ChemAxon
Polarizability	17.96 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	134.945	31661259
DarkChem	[M-H]-	134.573	31661259
DeepCCS	[M+H]+	139.081	30932474
DeepCCS	[M-H]-	136.706	30932474
DeepCCS	[M-2H]-	172.338	30932474
DeepCCS	[M+Na]+	147.159	30932474
AllCCS	[M+H]+	132.2	32859911
AllCCS	[M+H-H2O]+	127.4	32859911
AllCCS	[M+NH4]+	136.7	32859911
AllCCS	[M+Na]+	138.0	32859911
AllCCS	[M-H]-	134.3	32859911
AllCCS	[M+Na-2H]-	134.8	32859911
AllCCS	[M+HCOO]-	135.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole	CC1=CC=C(CC2=CNC=C2)O1	2296.8	Standard polar	33892256
3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole	CC1=CC=C(CC2=CNC=C2)O1	1336.3	Standard non polar	33892256
3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole	CC1=CC=C(CC2=CNC=C2)O1	1440.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole,1TMS,isomer #1	CC1=CC=C(CC2=CN([Si](C)(C)C)C=C2)O1	1644.9	Semi standard non polar	33892256
3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole,1TMS,isomer #1	CC1=CC=C(CC2=CN([Si](C)(C)C)C=C2)O1	1661.4	Standard non polar	33892256
3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole,1TBDMS,isomer #1	CC1=CC=C(CC2=CN([Si](C)(C)C(C)(C)C)C=C2)O1	1886.9	Semi standard non polar	33892256
3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole,1TBDMS,isomer #1	CC1=CC=C(CC2=CN([Si](C)(C)C(C)(C)C)C=C2)O1	1848.0	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-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole GC-MS (Non-derivatized) - 70eV, Positive	splash10-03ea-9700000000-5551067a9ba1fca9ac6a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-[(5-Methyl-2-furanyl)methyl]-1H-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-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole 10V, Positive-QTOF	splash10-03di-0900000000-efcd11ee932dad2c4e56	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole 20V, Positive-QTOF	splash10-01qi-4900000000-bdeb17ca07bb678642da	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole 40V, Positive-QTOF	splash10-0uea-9000000000-b059e9920de47e5a89ff	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole 10V, Negative-QTOF	splash10-03di-0900000000-e983fd25207a23a34b7f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole 20V, Negative-QTOF	splash10-03di-1900000000-0d1bd4ca0dc6d35fd5a8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole 40V, Negative-QTOF	splash10-0gbc-9400000000-3f6839e4956b64735ebd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole 10V, Positive-QTOF	splash10-03di-1900000000-922ac6b4a7e3a70b5653	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole 20V, Positive-QTOF	splash10-03dl-4900000000-605e860453b738faeb39	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole 40V, Positive-QTOF	splash10-0ufu-9200000000-c31bae45a1c14b26c26f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole 10V, Negative-QTOF	splash10-03di-0900000000-6ec64d4968bd89369278	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole 20V, Negative-QTOF	splash10-02tc-4900000000-4530cc327695bfc52d38	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole 40V, Negative-QTOF	splash10-0f6x-9700000000-273ed5d84489c85de939	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]-)	2023-02-04	FELIX lab	View Spectrum
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

Membrane

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

FDB019729

KNApSAcK ID

Not Available

Chemspider ID

30777403

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

55297595

PDB ID

Not Available

ChEBI ID

134432

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1881671

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-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole (HMDB0040042)

MOL for HMDB0040042 (3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole)

3D MOL for HMDB0040042 (3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole)

3D SDF for HMDB0040042 (3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole)

3D-SDF for HMDB0040042 (3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole)

PDB for HMDB0040042 (3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole)

3D PDB for HMDB0040042 (3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole)

SMILES for HMDB0040042 (3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole)

INCHI for HMDB0040042 (3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole)

Structure for HMDB0040042 (3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole)

3D Structure for HMDB0040042 (3-[(5-Methyl-2-furanyl)methyl]-1H-pyrrole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra