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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:35:39 UTC

Update Date

2023-02-21 17:27:31 UTC

HMDB ID

HMDB0040048

Secondary Accession Numbers

HMDB40048

Metabolite Identification

Common Name

3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole

Description

3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole, also known as 3-(5-methylfurfurylidene)-1-pyrroline, belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom. 3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-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 3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-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
3-(5-Methylfurfurylidene)-1-pyrroline	ChEBI

Chemical Formula

C₁₀H₁₁NO

Average Molecular Weight

161.2004

Monoisotopic Molecular Weight

161.084063979

IUPAC Name

(4Z)-4-[(5-methylfuran-2-yl)methylidene]-3,4-dihydro-2H-pyrrole

Traditional Name

(3Z)-3-[(5-methylfuran-2-yl)methylidene]-4,5-dihydropyrrole

CAS Registry Number

Not Available

SMILES

CC1=CC=C(O1)\C=C1\CCN=C1

InChI Identifier

InChI=1S/C10H11NO/c1-8-2-3-10(12-8)6-9-4-5-11-7-9/h2-3,6-7H,4-5H2,1H3/b9-6-

InChI Key

BCWSVRKZMCXABS-TWGQIWQCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Heteroaromatic compounds

Sub Class

Not Available

Direct Parent

Heteroaromatic compounds

Alternative Parents

Substituents

Heteroaromatic compound
Pyrroline
Furan
Oxacycle
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Imine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0040048)
Cell membrane (HMDB: HMDB0040048)

Source

Exogenous

Food

Food (HMDB: HMDB0040048)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040048)

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.15 g/L	ALOGPS
logP	2.54	ALOGPS
logP	1.4	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	6.66	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	25.5 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	49.25 m³·mol⁻¹	ChemAxon
Polarizability	18.16 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]+	136.136	31661259
DarkChem	[M-H]-	136.346	31661259
DeepCCS	[M+H]+	134.967	30932474
DeepCCS	[M-H]-	132.28	30932474
DeepCCS	[M-2H]-	168.148	30932474
DeepCCS	[M+Na]+	143.333	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]-	136.2	32859911
AllCCS	[M+Na-2H]-	136.8	32859911
AllCCS	[M+HCOO]-	137.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole	CC1=CC=C(O1)\C=C1\CCN=C1	2080.3	Standard polar	33892256
3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole	CC1=CC=C(O1)\C=C1\CCN=C1	1364.9	Standard non polar	33892256
3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole	CC1=CC=C(O1)\C=C1\CCN=C1	1501.4	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 - 3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0hha-6900000000-75888b18d826150cdfcf	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-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-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole 10V, Negative-QTOF	splash10-03di-0900000000-7c8285a2f21014eeee51	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole 20V, Negative-QTOF	splash10-03di-0900000000-5e2fb0d660225dbbba9e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole 40V, Negative-QTOF	splash10-0udi-9700000000-f0a91773a1d0083d5dc5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole 10V, Negative-QTOF	splash10-03di-0900000000-cb0198a79485a4a5943b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole 20V, Negative-QTOF	splash10-01ox-2900000000-2ad152063f710dd6f845	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole 40V, Negative-QTOF	splash10-01ox-9600000000-022d817c5088f2f608ec	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole 10V, Positive-QTOF	splash10-03di-1900000000-c3bfd3393fa32fb1626e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole 20V, Positive-QTOF	splash10-03ea-3900000000-1a7675b758148fc18e62	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole 40V, Positive-QTOF	splash10-0uy1-9000000000-32f9fe01b66fb9525a12	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole 10V, Positive-QTOF	splash10-03di-0900000000-de95280fab3d90c12db6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole 20V, Positive-QTOF	splash10-03xu-3900000000-ab4e0b8091b6a9383c8e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole 40V, Positive-QTOF	splash10-0f96-9600000000-5ee9c552959d9d75b89b	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+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

FDB019735

KNApSAcK ID

Not Available

Chemspider ID

30777406

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91748330

PDB ID

Not Available

ChEBI ID

134434

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole (HMDB0040048)

MOL for HMDB0040048 (3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole)

3D MOL for HMDB0040048 (3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole)

3D SDF for HMDB0040048 (3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole)

3D-SDF for HMDB0040048 (3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole)

PDB for HMDB0040048 (3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole)

3D PDB for HMDB0040048 (3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole)

SMILES for HMDB0040048 (3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole)

INCHI for HMDB0040048 (3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole)

Structure for HMDB0040048 (3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole)

3D Structure for HMDB0040048 (3,4-Dihydro-4-[(5-methyl-2-furanyl)methylene]-2H-pyrrole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra