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Showing Compound Dehydro-1,8-cineole (FDB014921)

Record Information
Version1.0
Creation date2010-04-08 22:11:33 UTC
Update date2019-11-26 03:10:56 UTC
Primary IDFDB014921
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameDehydro-1,8-cineole
DescriptionDehydro-1,8-cineole belongs to the class of organic compounds known as pyrans. Pyrans are compounds containing a pyran ring, which is a six-member heterocyclic, non-aromatic ring with five carbon atoms, one oxygen atom and two ring double bonds. Dehydro-1,8-cineole is a lemon and mint tasting compound. Dehydro-1,8-cineole has been detected, but not quantified in, several different foods, such as herbs and spices, red tea, teas (Camellia sinensis), black tea, and herbal tea. This could make dehydro-1,8-cineole a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Dehydro-1,8-cineole.
CAS Number92760-25-3
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
1,3,3-Trimethyl-2-oxabicyclo[2.2.2]oct-5-eneHMDB
1,8-Cineole dehydroHMDB
1,8-DehydrocineoleHMDB
1,8-Epoxy-P-menth-2-eneHMDB
2,3-dehydro-1,8-CineolHMDB
2,3-dehydro-1,8-CineoleHMDB
dehydro-1,8-CineolHMDB
dehydro-1,8-CyneoleHMDB
dehydro-1.8-CineoleHMDB
DehydrocineoleHMDB
1,8-cineole dehydrobiospider
1,8-Epoxy-p-menth-2-enedb_source
2,3-dehydro-1,8-cineolbiospider
2,3-dehydro-1,8-cineolebiospider
Dehydro-1,8-cineolbiospider
Dehydro-1,8-cineoledb_source
Dehydro-1,8-cyneolebiospider
Dehydro-1.8-cineolebiospider
Predicted Properties
PropertyValueSource
Water Solubility0.13 g/LALOGPS
logP2.78ALOGPS
logP2.14ChemAxon
logS-3.1ALOGPS
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area9.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity46.82 m³·mol⁻¹ChemAxon
Polarizability17.85 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H16O
IUPAC name1,3,3-trimethyl-2-oxabicyclo[2.2.2]oct-5-ene
InChI IdentifierInChI=1S/C10H16O/c1-9(2)8-4-6-10(3,11-9)7-5-8/h4,6,8H,5,7H2,1-3H3
InChI KeyLOOYOTLEOHYYOV-UHFFFAOYSA-N
Isomeric SMILESCC1(C)OC2(C)CCC1C=C2
Average Molecular Weight152.2334
Monoisotopic Molecular Weight152.120115134
Classification
Description Belongs to the class of organic compounds known as pyrans. Pyrans are compounds containing a pyran ring, which is a six-member heterocyclic, non-aromatic ring with five carbon atoms, one oxygen atom and two ring double bonds.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyrans
Sub ClassNot Available
Direct ParentPyrans
Alternative Parents
Substituents
  • Pyran
  • Oxane
  • Oxacycle
  • Ether
  • Dialkyl ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 78.90%; H 10.59%; O 10.51%DFC
Melting PointNot Available
Boiling PointBp40 78-80°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]20D -53 (c, 3 in EtOH)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSDehydro-1,8-cineole, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000i-2900000000-5510b29ed704dc2501b9Spectrum
Predicted GC-MSDehydro-1,8-cineole, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-e3088a8b47e3e53258c92016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0900000000-3c4f7cd82aae50c9081a2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f79-0900000000-fdf7821c709c68afaad22016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-4e47e22648e40cab16c52016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-4e47e22648e40cab16c52016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0f79-0900000000-dc7c90c139b8939e6d4d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-0d7f2c31f0ee3340d4f02021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0900000000-0d7f2c31f0ee3340d4f02021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-0900000000-5655efdcc74fbd2afcfc2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-c373c9eea3cebf186f532021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-c373c9eea3cebf186f532021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-0900000000-619f4705f851bbd9f7932021-09-24View Spectrum
NMRNot Available
ChemSpider ID456244
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID523035
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36085
CRC / DFC (Dictionary of Food Compounds) IDJSX85-C:JXK10-Y
EAFUS IDNot Available
Dr. Duke IDDEHYDRO-1,8-CINEOLE
BIGG IDNot Available
KNApSAcK IDC00010827
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID92760-25-3
GoodScent IDrw1102521
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
mint
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
lemon
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.