Cannabis Compound Database: Showing Compound Card for 5-Methylfurfural (CDB005817)

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Record Information

Version

1.0

Created at

2020-04-27 16:59:31 UTC

Updated at

2021-01-04 18:49:23 UTC

CannabisDB ID

CDB005817

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

5-Methylfurfural

Description

5-Methyl-2-furancarboxaldehyde, also known as 5-methyl-2-furfural or 5-methylfurfural is a methylated derivative of furfural in which the methyl substituent positioning on C-5 of furfural. 5-Methyl-2-furancarboxaldehyde belongs to the class of organic compounds known as aryl-aldehydes. Aryl-aldehydes are compounds containing an aldehyde group directly attached to an aromatic ring. It is also classified as a methylfurfural. 5-Methyl-2-furancarboxaldehyde is one of several structural isomers of methylfurfural wherein the methyl group is substituted at different positions of furfural. 5-Methyl-2-furancarboxaldehyde has a spicy seet, carmellic or maple aroma and a sweet, maple carmellic taste. 5-Methyl-2-furancarboxaldehyde is used as a flavouring ingredient and as a perfuming agent in cosmetics. 5-Methyl-2-furancarboxaldehyde has been detected, but not quantified in, several different foods, such as asparagus, roasted barley, beans, blackberries, cocoa, coffee, cranberries, garlic, macadamia nuts, mangos, cooked meat, mushrooms, milk, onions, passion fruit, peanuts, popcorn, plubms, potato chips, raspberries, soybeans, sesamie seeds, tea, tomatoes, carrots, red bell peppers, yellow bell peppers, pepper (c. frutescens), and tamarinds which makes 5-methyl-2-furancarboxaldehyde a potential biomarker for the consumption of these foods. 5-Methylfurfural is also found in cannabis smoke and is formed during the combustion of cannabis ( Ref:DOI ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5-Methyl-2-furfural	Kegg
2-Formyl-5-methylfuran	HMDB
2-Methyl-5-formylfuran	HMDB
5-Methyl furfural	HMDB
5-Methyl-2-furanaldehyde	HMDB
5-Methyl-2-furancarbaldehyde	HMDB
5-Methyl-2-furancarboxyaldehyde	HMDB
5-Methyl-2-furfuraldehyde	HMDB
5-Methyl-furfural	HMDB
5-Methylfuran-2-al	HMDB
5-Methylfuran-2-carbaldehyde	HMDB
5-Methylfurfural	HMDB
5-Methylfurfuraldehyde	HMDB
alpha-Methylfurfural	HMDB
FEMA 2702	HMDB
Methyl-5-furfural	HMDB
Methylfurfural	MeSH
5-Methyl-2-furaldehyde	MeSH

Chemical Formula

C₆H₆O₂

Average Molecular Weight

110.11

Monoisotopic Molecular Weight

110.0368

IUPAC Name

5-methylfuran-2-carbaldehyde

Traditional Name

5-methylfurfural

CAS Registry Number

620-02-0

SMILES

CC1=CC=C(O1)C=O

InChI Identifier

InChI=1S/C6H6O2/c1-5-2-3-6(4-7)8-5/h2-4H,1H3

InChI Key

OUDFNZMQXZILJD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl-aldehydes. Aryl-aldehydes are compounds containing an aldehyde group directly attached to an aromatic ring.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl-aldehydes

Alternative Parents

Substituents

Aryl-aldehyde
Heteroaromatic compound
Furan
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

arenecarbaldehyde (CHEBI:2091 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant

Biological location:

Biofluid and excreta:

Feces

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Nutrient

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
logP	0.67	Not Available

Predicted Properties

Property	Value	Source
logP	0.69	ALOGPS
logP	0.95	ChemAxon
logS	-0.87	ALOGPS
pKa (Strongest Basic)	-3	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	1	ChemAxon
Refractivity	30.18 m³·mol⁻¹	ChemAxon
Polarizability	11.1 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

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0nmi-8900000000-ebe250fc2bb6f6b2db63	2015-03-01	View Spectrum
GC-MS	5-Methylfurfural, non-derivatized, GC-MS Spectrum	splash10-03di-0900000000-a5a13e591b36b86e11b6	Spectrum
GC-MS	5-Methylfurfural, non-derivatized, GC-MS Spectrum	splash10-0nmi-8900000000-5ccf71472dd6f90fd628	Spectrum
GC-MS	5-Methylfurfural, non-derivatized, GC-MS Spectrum	splash10-0ik9-9500000000-a4ea6639be196a5f2f38	Spectrum
GC-MS	5-Methylfurfural, non-derivatized, GC-MS Spectrum	splash10-114i-9700000000-9e971b7e848b7697026f	Spectrum
GC-MS	5-Methylfurfural, non-derivatized, GC-MS Spectrum	splash10-03di-0900000000-a5a13e591b36b86e11b6	Spectrum
GC-MS	5-Methylfurfural, non-derivatized, GC-MS Spectrum	splash10-0nmi-8900000000-5ccf71472dd6f90fd628	Spectrum
GC-MS	5-Methylfurfural, non-derivatized, GC-MS Spectrum	splash10-0ik9-9500000000-a4ea6639be196a5f2f38	Spectrum
GC-MS	5-Methylfurfural, non-derivatized, GC-MS Spectrum	splash10-114i-9700000000-9e971b7e848b7697026f	Spectrum
Predicted GC-MS	5-Methylfurfural, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-03e9-9400000000-5c85af2fdb6928c0e667	Spectrum
Predicted GC-MS	5-Methylfurfural, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	5-Methylfurfural, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0900000000-c63b19ba1fb01c3f73c7	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-5900000000-e191ecce20ba1f4b3c42	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-9000000000-c8cb53cf4ecdff620947	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0900000000-8e0efc57ee7fbf5bb4bb	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-4900000000-776db841f073bbf3d98f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014j-9000000000-ee3f66e726955f16f50d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0ik9-9500000000-47f08c50e06597c77e0c	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0kv3-9000000000-f6f1137a9c602b5fbac0	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udr-9000000000-f1fb7f3506e3e5e4c2bf	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0pc0-9600000000-2e8a9bc3b664619f4ae3	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01q9-9000000000-00cedf36d1d313c39f4a	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03yi-9000000000-7291694296b0cf2beb37	2021-09-25	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0033002

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12097

PDB ID

Not Available

ChEBI ID

Not Available

References

General References

Not Available

Showing Compound Card for 5-Methylfurfural (CDB005817)

Structure for CDB005817 (5-Methylfurfural)