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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:35:43 UTC

Update Date

2023-02-21 17:27:31 UTC

HMDB ID

HMDB0040049

Secondary Accession Numbers

HMDB40049

Metabolite Identification

Common Name

1-[(5-Methyl-2-furanyl)methyl]pyrrolidine

Description

1-[(5-Methyl-2-furanyl)methyl]pyrrolidine belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group. 1-[(5-Methyl-2-furanyl)methyl]pyrrolidine has been detected, but not quantified in, mollusks. This could make 1-[(5-methyl-2-furanyl)methyl]pyrrolidine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 1-[(5-Methyl-2-furanyl)methyl]pyrrolidine.

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      10.637   7.215   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.565   2.178   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.105   2.178   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.336   8.710   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.829   8.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.089   3.643   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.581   3.643   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   6.088   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.106   7.376   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   6.858   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       5.335   4.548   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0       8.075   6.232   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2    3    6                                                       
CONECT    3    2    7                                                       
CONECT    4    5    9                                                       
CONECT    5    4   10                                                       
CONECT    6    2   11                                                       
CONECT    7    3   11                                                       
CONECT    8   10   11                                                       
CONECT    9    1    4   12                                                  
CONECT   10    5    8   12                                                  
CONECT   11    6    7    8                                                  
CONECT   12    9   10                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

COMPND    HMDB0040049
HETATM    1  C1  UNL     1       4.008   0.582   1.337  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.956   0.065   0.397  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.108  -1.057  -0.391  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.911  -1.163  -1.088  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.095  -0.106  -0.694  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.271   0.108  -1.232  1.00  0.00           C  
HETATM    7  N1  UNL     1      -1.290  -0.555  -0.471  1.00  0.00           N  
HETATM    8  C7  UNL     1      -2.562  -0.282  -1.074  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.459   0.295  -0.025  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.561   0.688   1.097  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.343  -0.161   0.901  1.00  0.00           C  
HETATM   12  O1  UNL     1       1.768   0.582   0.183  1.00  0.00           O  
HETATM   13  H1  UNL     1       4.997   0.618   0.799  1.00  0.00           H  
HETATM   14  H2  UNL     1       3.759   1.639   1.566  1.00  0.00           H  
HETATM   15  H3  UNL     1       4.134  -0.056   2.212  1.00  0.00           H  
HETATM   16  H4  UNL     1       3.983  -1.691  -0.429  1.00  0.00           H  
HETATM   17  H5  UNL     1       1.688  -1.942  -1.804  1.00  0.00           H  
HETATM   18  H6  UNL     1      -0.537   1.186  -1.280  1.00  0.00           H  
HETATM   19  H7  UNL     1      -0.358  -0.264  -2.287  1.00  0.00           H  
HETATM   20  H8  UNL     1      -3.018  -1.200  -1.534  1.00  0.00           H  
HETATM   21  H9  UNL     1      -2.475   0.447  -1.906  1.00  0.00           H  
HETATM   22  H10 UNL     1      -4.002   1.214  -0.390  1.00  0.00           H  
HETATM   23  H11 UNL     1      -4.242  -0.456   0.273  1.00  0.00           H  
HETATM   24  H12 UNL     1      -3.084   0.500   2.055  1.00  0.00           H  
HETATM   25  H13 UNL     1      -2.320   1.782   1.044  1.00  0.00           H  
HETATM   26  H14 UNL     1      -0.408   0.323   1.230  1.00  0.00           H  
HETATM   27  H15 UNL     1      -1.478  -1.095   1.510  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3    3   12
CONECT    3    4   16
CONECT    4    5    5   17
CONECT    5    6   12
CONECT    6    7   18   19
CONECT    7    8   11
CONECT    8    9   20   21
CONECT    9   10   22   23
CONECT   10   11   24   25
CONECT   11   26   27
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-(5-Methylfurfuryl)pyrrolidine	HMDB
5-Methyl-2-(N-pyrrolidinomethyl)furan	HMDB

Chemical Formula

C₁₀H₁₅NO

Average Molecular Weight

165.2322

Monoisotopic Molecular Weight

165.115364107

IUPAC Name

1-[(5-methylfuran-2-yl)methyl]pyrrolidine

Traditional Name

1-[(5-methylfuran-2-yl)methyl]pyrrolidine

CAS Registry Number

61480-99-7

SMILES

CC1=CC=C(CN2CCCC2)O1

InChI Identifier

InChI=1S/C10H15NO/c1-9-4-5-10(12-9)8-11-6-2-3-7-11/h4-5H,2-3,6-8H2,1H3

InChI Key

IETSEKPJTAMXGM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Aralkylamines

Alternative Parents

Substituents

Aralkylamine
N-alkylpyrrolidine
Heteroaromatic compound
Pyrrolidine
Furan
Tertiary aliphatic amine
Tertiary amine
Oxacycle
Azacycle
Organoheterocyclic compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0040049)
Cytoplasm (HMDB: HMDB0040049)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040049)

Source

Exogenous

Food

Food (HMDB: HMDB0040049)

Aquatic origin

Mollusk

Mollusks (FooDB: FOOD00868)

Endogenous

Animal

Animal (HMDB: HMDB0040049)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040049)

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	4527 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	4.14 g/L	ALOGPS
logP	1.98	ALOGPS
logP	1.58	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Basic)	8.89	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	16.38 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	49.68 m³·mol⁻¹	ChemAxon
Polarizability	19.36 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]+	136.881	31661259
DarkChem	[M-H]-	135.438	31661259
DeepCCS	[M+H]+	143.836	30932474
DeepCCS	[M-H]-	141.37	30932474
DeepCCS	[M-2H]-	176.991	30932474
DeepCCS	[M+Na]+	152.049	30932474
AllCCS	[M+H]+	134.8	32859911
AllCCS	[M+H-H2O]+	130.2	32859911
AllCCS	[M+NH4]+	139.1	32859911
AllCCS	[M+Na]+	140.3	32859911
AllCCS	[M-H]-	140.7	32859911
AllCCS	[M+Na-2H]-	141.6	32859911
AllCCS	[M+HCOO]-	142.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-[(5-Methyl-2-furanyl)methyl]pyrrolidine	CC1=CC=C(CN2CCCC2)O1	1587.9	Standard polar	33892256
1-[(5-Methyl-2-furanyl)methyl]pyrrolidine	CC1=CC=C(CN2CCCC2)O1	1264.9	Standard non polar	33892256
1-[(5-Methyl-2-furanyl)methyl]pyrrolidine	CC1=CC=C(CN2CCCC2)O1	1211.5	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 - 1-[(5-Methyl-2-furanyl)methyl]pyrrolidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9300000000-844b9771b849eda00056	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(5-Methyl-2-furanyl)methyl]pyrrolidine 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 - 1-[(5-Methyl-2-furanyl)methyl]pyrrolidine 10V, Positive-QTOF	splash10-014i-1900000000-46200a0e83101c7f677b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(5-Methyl-2-furanyl)methyl]pyrrolidine 20V, Positive-QTOF	splash10-0159-6900000000-4f7c9eeaaade4ae1a341	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(5-Methyl-2-furanyl)methyl]pyrrolidine 40V, Positive-QTOF	splash10-0zna-9000000000-1530879faf528d8b593a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(5-Methyl-2-furanyl)methyl]pyrrolidine 10V, Negative-QTOF	splash10-03di-0900000000-a19b3b4c936dc54f66a9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(5-Methyl-2-furanyl)methyl]pyrrolidine 20V, Negative-QTOF	splash10-03k9-8900000000-e9b4330f2758fd8c3669	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(5-Methyl-2-furanyl)methyl]pyrrolidine 40V, Negative-QTOF	splash10-0fk9-9100000000-a9c125a0bb8ffb38b2c6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(5-Methyl-2-furanyl)methyl]pyrrolidine 10V, Negative-QTOF	splash10-03di-0900000000-58a1ad83de666f1c9bb7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(5-Methyl-2-furanyl)methyl]pyrrolidine 20V, Negative-QTOF	splash10-03kd-6900000000-cada7744404b8ca249f1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(5-Methyl-2-furanyl)methyl]pyrrolidine 40V, Negative-QTOF	splash10-0006-9100000000-4ae2ba2bc94f1d9bd04b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(5-Methyl-2-furanyl)methyl]pyrrolidine 10V, Positive-QTOF	splash10-00lr-9400000000-2c14460217bf5801c176	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(5-Methyl-2-furanyl)methyl]pyrrolidine 20V, Positive-QTOF	splash10-00lr-9400000000-ac003b3112f5e0715e1a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(5-Methyl-2-furanyl)methyl]pyrrolidine 40V, Positive-QTOF	splash10-0ff9-9300000000-21efd88d255fed0acf4b	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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

FDB019736

KNApSAcK ID

Not Available

Chemspider ID

461073

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

529066

PDB ID

Not Available

ChEBI ID

173458

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1881711

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-[(5-Methyl-2-furanyl)methyl]pyrrolidine (HMDB0040049)

MOL for HMDB0040049 (1-[(5-Methyl-2-furanyl)methyl]pyrrolidine)

3D MOL for HMDB0040049 (1-[(5-Methyl-2-furanyl)methyl]pyrrolidine)

3D SDF for HMDB0040049 (1-[(5-Methyl-2-furanyl)methyl]pyrrolidine)

3D-SDF for HMDB0040049 (1-[(5-Methyl-2-furanyl)methyl]pyrrolidine)

PDB for HMDB0040049 (1-[(5-Methyl-2-furanyl)methyl]pyrrolidine)

3D PDB for HMDB0040049 (1-[(5-Methyl-2-furanyl)methyl]pyrrolidine)

SMILES for HMDB0040049 (1-[(5-Methyl-2-furanyl)methyl]pyrrolidine)

INCHI for HMDB0040049 (1-[(5-Methyl-2-furanyl)methyl]pyrrolidine)

Structure for HMDB0040049 (1-[(5-Methyl-2-furanyl)methyl]pyrrolidine)

3D Structure for HMDB0040049 (1-[(5-Methyl-2-furanyl)methyl]pyrrolidine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra