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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

2012-09-11 21:13:53 UTC

Update Date

2023-02-21 17:25:08 UTC

HMDB ID

HMDB0036169

Secondary Accession Numbers

HMDB36169

Metabolite Identification

Common Name

3-(5-Methyl-2-furanyl)butanal

Description

3-(5-Methyl-2-furanyl)butanal 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-(5-Methyl-2-furanyl)butanal is a cucumber, cyclamen, and fatty tasting compound. Based on a literature review very few articles have been published on 3-(5-Methyl-2-furanyl)butanal.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(5-Methyl-2-furyl)butanal	HMDB
b,5-Dimethyl-2-furanpropanal	HMDB
beta,5-Dimethyl-2-furanpropanal	HMDB
FEMA 3307	HMDB

Chemical Formula

C₉H₁₂O₂

Average Molecular Weight

152.1904

Monoisotopic Molecular Weight

152.083729628

IUPAC Name

3-(5-methylfuran-2-yl)butanal

Traditional Name

3-(5-methylfuran-2-yl)butanal

CAS Registry Number

31704-80-0

SMILES

CC(CC=O)C1=CC=C(C)O1

InChI Identifier

InChI=1S/C9H12O2/c1-7(5-6-10)9-4-3-8(2)11-9/h3-4,6-7H,5H2,1-2H3

InChI Key

DFSVNSCDOZSUCT-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

Heteroaromatic compound
Furan
Alpha-hydrogen aldehyde
Oxacycle
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0036169)
Cytoplasm (HMDB: HMDB0036169)

Source

Exogenous

Exogenous (HMDB: HMDB0036169)

Food

Food (HMDB: HMDB0036169)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0036169)

Biological role

Nutrient (HMDB: HMDB0036169)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	93.00 to 94.00 °C. @ 14.00 mm Hg	The Good Scents Company Information System
Water Solubility	705.5 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.005 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.5 g/L	ALOGPS
logP	1.92	ALOGPS
logP	1.37	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	14.46	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	30.21 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	43.21 m³·mol⁻¹	ChemAxon
Polarizability	16.85 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]+	133.788	31661259
DarkChem	[M-H]-	132.006	31661259
DeepCCS	[M+H]+	137.315	30932474
DeepCCS	[M-H]-	134.738	30932474
DeepCCS	[M-2H]-	170.623	30932474
DeepCCS	[M+Na]+	145.918	30932474
AllCCS	[M+H]+	131.8	32859911
AllCCS	[M+H-H2O]+	127.2	32859911
AllCCS	[M+NH4]+	136.0	32859911
AllCCS	[M+Na]+	137.2	32859911
AllCCS	[M-H]-	134.0	32859911
AllCCS	[M+Na-2H]-	135.4	32859911
AllCCS	[M+HCOO]-	137.0	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. Predicted by Afia on May 17, 2022.	4.31 minutes	32390414
Predicted by Siyang on May 30, 2022	15.4377 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.39 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	30.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1540.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	556.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	220.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	361.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	219.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	532.9 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	714.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	190.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1283.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	465.9 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	1415.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	432.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	409.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	520.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	483.1 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	30.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-(5-Methyl-2-furanyl)butanal	CC(CC=O)C1=CC=C(C)O1	1673.8	Standard polar	33892256
3-(5-Methyl-2-furanyl)butanal	CC(CC=O)C1=CC=C(C)O1	1099.2	Standard non polar	33892256
3-(5-Methyl-2-furanyl)butanal	CC(CC=O)C1=CC=C(C)O1	1136.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-(5-Methyl-2-furanyl)butanal,1TMS,isomer #1	CC1=CC=C(C(C)C=CO[Si](C)(C)C)O1	1371.5	Semi standard non polar	33892256
3-(5-Methyl-2-furanyl)butanal,1TMS,isomer #1	CC1=CC=C(C(C)C=CO[Si](C)(C)C)O1	1329.0	Standard non polar	33892256
3-(5-Methyl-2-furanyl)butanal,1TBDMS,isomer #1	CC1=CC=C(C(C)C=CO[Si](C)(C)C(C)(C)C)O1	1598.8	Semi standard non polar	33892256
3-(5-Methyl-2-furanyl)butanal,1TBDMS,isomer #1	CC1=CC=C(C(C)C=CO[Si](C)(C)C(C)(C)C)O1	1550.5	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)butanal GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-3900000000-2a080f700570eec631f0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(5-Methyl-2-furanyl)butanal 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)butanal 10V, Positive-QTOF	splash10-0udi-0900000000-c623985bd979849e455b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(5-Methyl-2-furanyl)butanal 20V, Positive-QTOF	splash10-0k9g-7900000000-2df5e5111cd232d1558d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(5-Methyl-2-furanyl)butanal 40V, Positive-QTOF	splash10-0uec-9100000000-b218b9461e51b30ff64d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(5-Methyl-2-furanyl)butanal 10V, Negative-QTOF	splash10-0udi-0900000000-5576b9ce93fed9ecda84	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(5-Methyl-2-furanyl)butanal 20V, Negative-QTOF	splash10-0zfr-3900000000-296a73f1b19c2801bba0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(5-Methyl-2-furanyl)butanal 40V, Negative-QTOF	splash10-0006-9200000000-2a8585e9ce8279080e54	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(5-Methyl-2-furanyl)butanal 10V, Negative-QTOF	splash10-00di-0900000000-712d048b83985f939e56	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(5-Methyl-2-furanyl)butanal 20V, Negative-QTOF	splash10-0a4l-9600000000-97eaa53d786534abc693	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(5-Methyl-2-furanyl)butanal 40V, Negative-QTOF	splash10-01po-9000000000-f49a65345b9346c7f0dc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(5-Methyl-2-furanyl)butanal 10V, Positive-QTOF	splash10-0a4i-9700000000-4fb66ca6f5f2bc2899fc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(5-Methyl-2-furanyl)butanal 20V, Positive-QTOF	splash10-001l-9200000000-6e004fa8df996bdbc36e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(5-Methyl-2-furanyl)butanal 40V, Positive-QTOF	splash10-001l-9000000000-eed3834a37a2e666d392	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

FDB015023

KNApSAcK ID

Not Available

Chemspider ID

2814830

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3578033

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1028321

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)butanal (HMDB0036169)

MOL for HMDB0036169 (3-(5-Methyl-2-furanyl)butanal)

3D MOL for HMDB0036169 (3-(5-Methyl-2-furanyl)butanal)

3D SDF for HMDB0036169 (3-(5-Methyl-2-furanyl)butanal)

3D-SDF for HMDB0036169 (3-(5-Methyl-2-furanyl)butanal)

PDB for HMDB0036169 (3-(5-Methyl-2-furanyl)butanal)

3D PDB for HMDB0036169 (3-(5-Methyl-2-furanyl)butanal)

SMILES for HMDB0036169 (3-(5-Methyl-2-furanyl)butanal)

INCHI for HMDB0036169 (3-(5-Methyl-2-furanyl)butanal)

Structure for HMDB0036169 (3-(5-Methyl-2-furanyl)butanal)

3D Structure for HMDB0036169 (3-(5-Methyl-2-furanyl)butanal)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra