Human Metabolome Database: Showing metabocard for p-Mentha-2,4(8)-dien-9,3-olide (HMDB0037174)

Record InformationVersion5.0StatusExpected but not QuantifiedCreation Date2012-09-11 22:24:55 UTCUpdate Date2023-02-21 17:25:41 UTCHMDB IDHMDB0037174Secondary Accession Numbers

• HMDB37174

Metabolite IdentificationCommon Namep-Mentha-2,4(8)-dien-9,3-olideDescriptionp-Mentha-2,4(8)-dien-9,3-olide belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. p-Mentha-2,4(8)-dien-9,3-olide is a coconut, coumarin, and hay tasting compound. Based on a literature review very few articles have been published on p-Mentha-2,4(8)-dien-9,3-olide.Structure

Synonyms

Value	Source
5,6-dihydro-3,6-Dimethyl-2(4H)-benzofuranone, 9ci	HMDB
Dehydromenthofurolactone	HMDB
FEMA 3755	HMDB

Chemical FormulaC₁₀H₁₂O₂Average Molecular Weight164.2011Monoisotopic Molecular Weight164.083729628IUPAC Name3,6-dimethyl-2,4,5,6-tetrahydro-1-benzofuran-2-oneTraditional Name3,6-dimethyl-5,6-dihydro-4H-1-benzofuran-2-oneCAS Registry Number80417-97-6SMILES

CC1CCC2=C(C)C(=O)OC2=C1

InChI Identifier

InChI=1S/C10H12O2/c1-6-3-4-8-7(2)10(11)12-9(8)5-6/h5-6H,3-4H2,1-2H3

InChI KeyZRTWVYJNKXXDDT-UHFFFAOYSA-NChemical TaxonomyDescription Belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.KingdomOrganic compounds Super ClassOrganoheterocyclic compounds ClassBenzofurans Sub ClassNot AvailableDirect ParentBenzofurans Alternative Parents

• Butenolides
• Enol esters
• Enoate esters
• Lactones
• Oxacyclic compounds
• Monocarboxylic acids and derivatives
• Organic oxides
• Hydrocarbon derivatives
• Carbonyl compounds

Substituents

• Benzofuran
• 2-furanone
• Dihydrofuran
• Enol ester
• Alpha,beta-unsaturated carboxylic ester
• Enoate ester
• Carboxylic acid ester
• Lactone
• Oxacycle
• Carboxylic acid derivative
• Monocarboxylic acid or derivatives
• Organic oxygen compound
• Hydrocarbon derivative
• Carbonyl group
• Organic oxide
• Organooxygen compound
• Aliphatic heteropolycyclic compound

Molecular FrameworkAliphatic heteropolycyclic compoundsExternal DescriptorsNot AvailableOntologyPhysiological effectDispositionProcessNot AvailableRolePhysical PropertiesStateNot AvailableExperimental 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 PropertiesNot AvailablePredicted Molecular Properties

Property	Value	Source
Water Solubility	3.02 g/L	ALOGPS
logP	2.42	ALOGPS
logP	2.05	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Ų	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	47.67 m³·mol⁻¹	ChemAxon
Polarizability	18.14 ų	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]+	139.775	31661259
DarkChem	[M-H]-	133.369	31661259
DeepCCS	[M+H]+	138.217	30932474
DeepCCS	[M-H]-	134.39	30932474
DeepCCS	[M-2H]-	171.871	30932474
DeepCCS	[M+Na]+	147.41	30932474
AllCCS	[M+H]+	134.1	32859911
AllCCS	[M+H-H2O]+	129.6	32859911
AllCCS	[M+NH4]+	138.4	32859911
AllCCS	[M+Na]+	139.6	32859911
AllCCS	[M-H]-	137.9	32859911
AllCCS	[M+Na-2H]-	138.7	32859911
AllCCS	[M+HCOO]-	139.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
p-Mentha-2,4(8)-dien-9,3-olide	CC1CCC2=C(C)C(=O)OC2=C1	2397.9	Standard polar	33892256
p-Mentha-2,4(8)-dien-9,3-olide	CC1CCC2=C(C)C(=O)OC2=C1	1434.9	Standard non polar	33892256
p-Mentha-2,4(8)-dien-9,3-olide	CC1CCC2=C(C)C(=O)OC2=C1	1462.7	Semi standard non polar	33892256