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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 21:59:57 UTC
Update Date2021-10-13 06:59:14 UTC
HMDB IDHMDB0036823
Secondary Accession Numbers
  • HMDB36823
Metabolite Identification
Common NameTheaspirane
DescriptionTheaspirane, also known as fema 3774, belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen. Theaspirane is a green, herbal, and leaf tasting compound. Theaspirane has been detected, but not quantified in, several different foods, such as black tea, fruits, alcoholic beverages, green tea, and herbal tea. This could make theaspirane a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Theaspirane.
Structure
Data?1563862933
Synonyms
ValueSource
1-Oxaspiro-2,6,10,10-tetramethyl[4.5]dec-6-eneChEBI
1-Oxaspiro-[4,5]-2,6,10,10-tetramethyl-6-deceneChEBI
FEMA 3774ChEBI
2,6,6,10-Tetramethyl-1-oxaspiro(4.5)dec-9-eneMeSH
(+/-)-theaspiraneHMDB
1-oxaspiro-2,6,10,10-Tetramethyl(4.5)dec-6-eneHMDB
2,6,10,10-Tetramethyl-1-oxa-spiro[4.5]dec-6-eneHMDB
2,6,10,10-Tetramethyl-1-oxaspiro(4.5)dec-6-eneHMDB
2,6,10,10-Tetramethyl-1-oxaspiro[4.5]dec-6-eneHMDB
2,6,10,10-Tetramethyl-1-oxaspiro[4.5]dec-6-ene, 9ciHMDB
2,6,10,10-Tetramethyl-oxa-spiro-dec-6-eneHMDB
6,9-Epoxy-4-megastigmeneHMDB
cis-TheaspiraneHMDB
Theaspirane aHMDB
Theaspirane bHMDB
Theaspirane is IHMDB
Theaspirane is IIHMDB
Theaspirane, IHMDB
Theaspirane, IIHMDB
Chemical FormulaC13H22O
Average Molecular Weight194.3132
Monoisotopic Molecular Weight194.167065326
IUPAC Name2,6,10,10-tetramethyl-1-oxaspiro[4.5]dec-6-ene
Traditional Name2,6,10,10-tetramethyl-1-oxaspiro[4.5]dec-6-ene
CAS Registry Number36431-72-8
SMILES
CC1CCC2(O1)C(C)=CCCC2(C)C
InChI Identifier
InChI=1S/C13H22O/c1-10-6-5-8-12(3,4)13(10)9-7-11(2)14-13/h6,11H,5,7-9H2,1-4H3
InChI KeyGYUZHTWCNKINPY-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassTetrahydrofurans
Sub ClassNot Available
Direct ParentTetrahydrofurans
Alternative Parents
Substituents
  • Tetrahydrofuran
  • Oxacycle
  • Ether
  • Dialkyl ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point68.00 to 72.00 °C. @ 3.00 mm HgThe Good Scents Company Information System
Water Solubility3.8 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP4.057 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.032 g/LALOGPS
logP10(4.29) g/LALOGPS
logP10(3.45) g/LChemAxon
logS10(-3.8) g/LALOGPS
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area9.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity59.99 m³·mol⁻¹ChemAxon
Polarizability23.59 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+146.6431661259
DarkChem[M-H]-143.63831661259
DeepCCS[M+H]+148.27430932474
DeepCCS[M-H]-145.91630932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
TheaspiraneCC1CCC2(O1)C(C)=CCCC2(C)C1524.6Standard polar33892256
TheaspiraneCC1CCC2(O1)C(C)=CCCC2(C)C1276.9Standard non polar33892256
TheaspiraneCC1CCC2(O1)C(C)=CCCC2(C)C1320.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Theaspirane GC-MS (Non-derivatized) - 70eV, Positivesplash10-0079-2900000000-2bb3f9923b0079e6cd6a2016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Theaspirane GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Theaspirane 10V, Negative-QTOFsplash10-0006-0900000000-e84c80ad2252bba167922016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Theaspirane 20V, Negative-QTOFsplash10-0006-0900000000-6ada400727fc5c863b4b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Theaspirane 40V, Negative-QTOFsplash10-0pbi-3900000000-397f259370d23911c81c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Theaspirane 10V, Negative-QTOFsplash10-0006-0900000000-f4ac9f2710ef63610b812021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Theaspirane 20V, Negative-QTOFsplash10-0006-0900000000-82ca283a492052b658352021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Theaspirane 40V, Negative-QTOFsplash10-0006-0900000000-3f03637207802e999f022021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Theaspirane 10V, Positive-QTOFsplash10-0002-1900000000-51e382d753abc3960ba42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Theaspirane 20V, Positive-QTOFsplash10-000b-5900000000-760acb81cc639794979d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Theaspirane 40V, Positive-QTOFsplash10-0ldl-9200000000-a2089cbe51cc1d7f302d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Theaspirane 10V, Positive-QTOFsplash10-0002-0900000000-bb6971ce2781807265e32021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Theaspirane 20V, Positive-QTOFsplash10-000i-6900000000-3a42b716d3f3705e38af2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Theaspirane 40V, Positive-QTOFsplash10-00kf-9200000000-f5385e4c728494f4972d2021-09-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB015771
KNApSAcK IDNot Available
Chemspider ID55810
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61953
PDB IDNot Available
ChEBI ID89598
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1027841
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .