Showing Compound (R)-Menthofuran (FDB014927)

Record Information

Version

1.0

Creation date

2010-04-08 22:11:33 UTC

Update date

2019-11-26 03:10:57 UTC

Primary ID

FDB014927

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

(R)-Menthofuran

Description

(R)-Menthofuran belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Based on a literature review a significant number of articles have been published on (R)-Menthofuran.

CAS Number

17957-94-7

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
3,9-Epoxy-p-mentha-3,8-diene	ChEBI
4,5,6,7-Tetrahydro-3,6-dimethylbenzofuran	ChEBI
4,5,6,7-Tetrahydro-3,6-dimethylcoumarone	ChEBI
(+)-3,9-Epoxy-P-mentha-3,8-diene	HMDB
(+)-Menthofuran	HMDB
(6R)-3,6-Dimethyl-4,5,6,7-tetrahydro-1-benzofuran	HMDB
(R)-(+)-Menthofuran	HMDB
(R)-4,5,6,7-tetrahydro-3,6-Dimethylbenzofuran	HMDB
3,6-Dimethyl-4,5,6,7-tetrahydro-1-benzofuran	HMDB
3,9-Epoxy-(+)-P-mentha-3,8-diene	HMDB
4,5,6,7-tetrahydro-3,6-Dimethyl-(R)-benzofuran	HMDB
4,5,6,7-tetrahydro-3,6-Dimethyl-benzofuran	HMDB
Menthofuran	HMDB
Menthofuran, (R)-isomer	MeSH, HMDB
(+)-3,9-epoxy-p-mentha-3,8-diene	biospider
(+)-menthofuran	biospider
(6R)-3,6-dimethyl-4,5,6,7-tetrahydro-1-benzofuran	biospider
(R)-4,5,6,7-tetrahydro-3,6-dimethylbenzofuran	biospider
3,6-dimethyl-4,5,6,7-tetrahydro-1-benzofuran	biospider
4,5,6,7-Tetrahydro-3,6-dimethyl-(R)-benzofuran	HMDB
4,5,6,7-Tetrahydro-3,6-dimethyl-benzofuran	HMDB
benzofuran, 4,5,6,7-tetrahydro-3,6-dimethyl-	biospider
Benzofuran, 4,5,6,7-tetrahydro-3,6-dimethyl-, (R)-	biospider
p-Mentha-3,8-diene, 3,9-epoxy-, (+)-	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.073 g/L	ALOGPS
logP	3.98	ALOGPS
logP	3.13	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	13.14 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	45.67 m³·mol⁻¹	ChemAxon
Polarizability	18.04 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

Chemical Formula

C10H14O

IUPAC name

3,6-dimethyl-4,5,6,7-tetrahydro-1-benzofuran

InChI Identifier

InChI=1S/C10H14O/c1-7-3-4-9-8(2)6-11-10(9)5-7/h6-7H,3-5H2,1-2H3

InChI Key

YGWKXXYGDYYFJU-UHFFFAOYSA-N

Isomeric SMILES

CC1CCC2=C(C1)OC=C2C

Average Molecular Weight

150.2176

Monoisotopic Molecular Weight

150.10446507

Classification

Description

Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

Menthofuran monoterpenoid
Bicyclic monoterpenoid
Aromatic monoterpenoid
Benzofuran
Heteroaromatic compound
Furan
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

1-benzofurans (CHEBI:50542 )
monoterpenoid (CHEBI:50542 )
Menthane monoterpenoids (C09868 )
Iridoids (C09868 )
a monoterpenoid (CPD-4981 )

Ontology

No ontology term

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 79.96%; H 9.39%; O 10.65%	DFC
Melting Point	Not Available
Boiling Point	Bp18 80°	DFC
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	[a]25D +92.5	DFC
Spectroscopic UV Data	Not Available
Density	d154 0.97	DFC
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Menthofuran, non-derivatized, GC-MS Spectrum	splash10-0a4i-4900000000-ad7d24da86fd955477a7	Spectrum
GC-MS	Menthofuran, non-derivatized, GC-MS Spectrum	splash10-0a4i-4900000000-ad7d24da86fd955477a7	Spectrum
Predicted GC-MS	Menthofuran, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0pi9-1900000000-c7d34068fe20520e5e88	Spectrum
Predicted GC-MS	Menthofuran, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Menthofuran, 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	splash10-0udi-0900000000-295d2c3abad7c8ff4f63	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-3900000000-5e060ac38ef1d423776f	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gb9-9100000000-30417e50d66ad0fe9af6	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-295d2c3abad7c8ff4f63	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-3900000000-5e060ac38ef1d423776f	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gb9-9100000000-30417e50d66ad0fe9af6	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-881d258a03659e0f3930	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0900000000-01ff41b309657177e5e5	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-066r-3900000000-177076fd487978d174f1	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-881d258a03659e0f3930	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0900000000-01ff41b309657177e5e5	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-066r-3900000000-177076fd487978d174f1	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-1900000000-a36c450a85a702daacb3	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0zfs-9800000000-283087fbd503dd386078	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-002f-9100000000-bb914f0c52d327a80b1b	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-22917433edc8ad9dbc2e	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0900000000-8ae160b4249f862d1a00	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-05ne-7900000000-12e4673f2e9f1e3c406d	2021-09-23	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

292309

ChEMBL ID

Not Available

KEGG Compound ID

C09868

Pubchem Compound ID

329983

Pubchem Substance ID

Not Available

ChEBI ID

6750

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB36089

CRC / DFC (Dictionary of Food Compounds) ID

JXK20-B:JXK21-C

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

C00003049

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1019781

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
pungent	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
musty	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
nutty	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
earthy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
coffee	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.