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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:33:47 UTC

Update Date

2023-02-21 17:27:23 UTC

HMDB ID

HMDB0040013

Secondary Accession Numbers

HMDB40013

Metabolite Identification

Common Name

5-(2-Furanyl)-3,4-dihydro-2H-pyrrole

Description

5-(2-Furanyl)-3,4-dihydro-2H-pyrrole 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. Based on a literature review very few articles have been published on 5-(2-Furanyl)-3,4-dihydro-2H-pyrrole.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(2-Furyl)-1-pyrroline	HMDB

Chemical Formula

C₈H₉NO

Average Molecular Weight

135.1632

Monoisotopic Molecular Weight

135.068413915

IUPAC Name

5-(furan-2-yl)-3,4-dihydro-2H-pyrrole

Traditional Name

2-(furan-2-yl)-4,5-dihydro-3H-pyrrole

CAS Registry Number

104704-31-6

SMILES

C1CN=C(C1)C1=CC=CO1

InChI Identifier

InChI=1S/C8H9NO/c1-3-7(9-5-1)8-4-2-6-10-8/h2,4,6H,1,3,5H2

InChI Key

RSWIYWDWUHQXIZ-UHFFFAOYSA-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

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

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0040013)
Cytoplasm (HMDB: HMDB0040013)

Source

Exogenous

Exogenous (HMDB: HMDB0040013)

Food

Food (HMDB: HMDB0040013)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040013)

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	49.14 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	0.59 g/L	ALOGPS
logP	2.08	ALOGPS
logP	1.05	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Basic)	4.01	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	38.7 m³·mol⁻¹	ChemAxon
Polarizability	14.72 Å³	ChemAxon
Number of Rings	2	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]+	128.952	31661259
DarkChem	[M-H]-	125.295	31661259
DeepCCS	[M+H]+	133.897	30932474
DeepCCS	[M-H]-	131.599	30932474
DeepCCS	[M-2H]-	167.584	30932474
DeepCCS	[M+Na]+	142.499	30932474
AllCCS	[M+H]+	126.6	32859911
AllCCS	[M+H-H2O]+	121.6	32859911
AllCCS	[M+NH4]+	131.2	32859911
AllCCS	[M+Na]+	132.6	32859911
AllCCS	[M-H]-	127.9	32859911
AllCCS	[M+Na-2H]-	129.0	32859911
AllCCS	[M+HCOO]-	130.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	3.16 minutes	32390414
Predicted by Siyang on May 30, 2022	11.2024 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.84 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	33.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1111.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	386.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	145.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	244.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	153.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	363.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	487.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	120.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	945.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	324.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1039.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	256.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	314.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	437.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	336.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	77.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-(2-Furanyl)-3,4-dihydro-2H-pyrrole	C1CN=C(C1)C1=CC=CO1	1759.0	Standard polar	33892256
5-(2-Furanyl)-3,4-dihydro-2H-pyrrole	C1CN=C(C1)C1=CC=CO1	1102.5	Standard non polar	33892256
5-(2-Furanyl)-3,4-dihydro-2H-pyrrole	C1CN=C(C1)C1=CC=CO1	1197.7	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 - 5-(2-Furanyl)-3,4-dihydro-2H-pyrrole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a70-9800000000-2c7c6961aa135b78529a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(2-Furanyl)-3,4-dihydro-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 - 5-(2-Furanyl)-3,4-dihydro-2H-pyrrole 10V, Positive-QTOF	splash10-000i-0900000000-b27236371ef7588aa79d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(2-Furanyl)-3,4-dihydro-2H-pyrrole 20V, Positive-QTOF	splash10-052r-3900000000-bdfd4d5b431ba05b4bae	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(2-Furanyl)-3,4-dihydro-2H-pyrrole 40V, Positive-QTOF	splash10-00kf-9000000000-e34aa0c9649ab6b29d83	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(2-Furanyl)-3,4-dihydro-2H-pyrrole 10V, Negative-QTOF	splash10-001i-0900000000-0da50397b25602fe2acc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(2-Furanyl)-3,4-dihydro-2H-pyrrole 20V, Negative-QTOF	splash10-001i-0900000000-db5e135d4ab4a040dce5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(2-Furanyl)-3,4-dihydro-2H-pyrrole 40V, Negative-QTOF	splash10-0ktf-9600000000-4365b1cc32d85f4a2f31	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(2-Furanyl)-3,4-dihydro-2H-pyrrole 10V, Positive-QTOF	splash10-000i-0900000000-21c539406f2067d2ae69	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(2-Furanyl)-3,4-dihydro-2H-pyrrole 20V, Positive-QTOF	splash10-000i-5900000000-a287f4a56d630bc6c6ef	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(2-Furanyl)-3,4-dihydro-2H-pyrrole 40V, Positive-QTOF	splash10-0006-9200000000-2c1259ca426c38ac7673	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(2-Furanyl)-3,4-dihydro-2H-pyrrole 10V, Negative-QTOF	splash10-001i-0900000000-a956a3a0009c6965897a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(2-Furanyl)-3,4-dihydro-2H-pyrrole 20V, Negative-QTOF	splash10-001i-5900000000-0b961380ddb3b38bd22a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(2-Furanyl)-3,4-dihydro-2H-pyrrole 40V, Negative-QTOF	splash10-02td-9000000000-4d67229646abf95c8fee	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

FDB019695

KNApSAcK ID

Not Available

Chemspider ID

20572018

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16740686

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1881461

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 5-(2-Furanyl)-3,4-dihydro-2H-pyrrole (HMDB0040013)

MOL for HMDB0040013 (5-(2-Furanyl)-3,4-dihydro-2H-pyrrole)

3D MOL for HMDB0040013 (5-(2-Furanyl)-3,4-dihydro-2H-pyrrole)

3D SDF for HMDB0040013 (5-(2-Furanyl)-3,4-dihydro-2H-pyrrole)

3D-SDF for HMDB0040013 (5-(2-Furanyl)-3,4-dihydro-2H-pyrrole)

PDB for HMDB0040013 (5-(2-Furanyl)-3,4-dihydro-2H-pyrrole)

3D PDB for HMDB0040013 (5-(2-Furanyl)-3,4-dihydro-2H-pyrrole)

SMILES for HMDB0040013 (5-(2-Furanyl)-3,4-dihydro-2H-pyrrole)

INCHI for HMDB0040013 (5-(2-Furanyl)-3,4-dihydro-2H-pyrrole)

Structure for HMDB0040013 (5-(2-Furanyl)-3,4-dihydro-2H-pyrrole)

3D Structure for HMDB0040013 (5-(2-Furanyl)-3,4-dihydro-2H-pyrrole)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra