Hmdb loader
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:43:22 UTC
Update Date2023-02-21 17:20:34 UTC
HMDB IDHMDB0031454
Secondary Accession Numbers
  • HMDB31454
Metabolite Identification
Common Nametrans-Jasmone
Descriptiontrans-Jasmone is found in spearmint. Jasmone is a natural organic compound extracted from the volatile portion of the oil from jasmine flowers. It is a colorless to pale yellow liquid that has the odor of jasmine. Jasmone can exist in two isomeric forms with differing geometry around the pentenyl double bond, cis-jasmone and trans-jasmone. The natural extract contains only the cis form, while synthetic material is often a mixture containing both forms, with the cis form predominating. Both forms have similar odors and chemical properties. (Wikipedia
Structure
Data?1677000034
Synonyms
ValueSource
(e)-JasmoneHMDB
2-Cyclopenten-1-one, 3-methyl-2-(2-pentenyl)-, (e)- (8ci)HMDB
3-Methyl-2-(2E)-2-penten-1-yl-2-cyclopenten-1-oneHMDB
3-Methyl-2-(2-pentenyl)-2-cyclopenten-1-oneMeSH
Chemical FormulaC11H16O
Average Molecular Weight164.2441
Monoisotopic Molecular Weight164.120115134
IUPAC Name3-methyl-2-[(2E)-pent-2-en-1-yl]cyclopent-2-en-1-one
Traditional Name3-methyl-2-[(2E)-pent-2-en-1-yl]cyclopent-2-en-1-one
CAS Registry Number6261-18-3
SMILES
CC\C=C\CC1=C(C)CCC1=O
InChI Identifier
InChI=1S/C11H16O/c1-3-4-5-6-10-9(2)7-8-11(10)12/h4-5H,3,6-8H2,1-2H3/b5-4+
InChI KeyXMLSXPIVAXONDL-SNAWJCMRSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentCyclic ketones
Alternative Parents
Substituents
  • Cyclic ketone
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point263.00 to 265.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility60.54 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.905 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.7 g/LALOGPS
logP3.32ALOGPS
logP3.1ChemAxon
logS-2.4ALOGPS
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity52.9 m³·mol⁻¹ChemAxon
Polarizability19.89 ųChemAxon
Number of Rings1ChemAxon
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]+140.49331661259
DarkChem[M-H]-135.57631661259
DeepCCS[M+H]+143.77130932474
DeepCCS[M-H]-139.94430932474
DeepCCS[M-2H]-177.02630932474
DeepCCS[M+Na]+152.56530932474
AllCCS[M+H]+137.732859911
AllCCS[M+H-H2O]+133.432859911
AllCCS[M+NH4]+141.732859911
AllCCS[M+Na]+142.932859911
AllCCS[M-H]-141.532859911
AllCCS[M+Na-2H]-142.732859911
AllCCS[M+HCOO]-144.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
trans-JasmoneCC\C=C\CC1=C(C)CCC1=O1952.4Standard polar33892256
trans-JasmoneCC\C=C\CC1=C(C)CCC1=O1366.8Standard non polar33892256
trans-JasmoneCC\C=C\CC1=C(C)CCC1=O1372.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
trans-Jasmone,1TMS,isomer #1CC/C=C/CC1=C(C)CC=C1O[Si](C)(C)C1520.0Semi standard non polar33892256
trans-Jasmone,1TMS,isomer #1CC/C=C/CC1=C(C)CC=C1O[Si](C)(C)C1519.6Standard non polar33892256
trans-Jasmone,1TBDMS,isomer #1CC/C=C/CC1=C(C)CC=C1O[Si](C)(C)C(C)(C)C1748.1Semi standard non polar33892256
trans-Jasmone,1TBDMS,isomer #1CC/C=C/CC1=C(C)CC=C1O[Si](C)(C)C(C)(C)C1685.5Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - trans-Jasmone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4u-6900000000-4ec9a03205a62c5db5712017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - trans-Jasmone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - trans-Jasmone 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 - trans-Jasmone 10V, Negative-QTOFsplash10-03di-0900000000-54214296816474e678192016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - trans-Jasmone 20V, Negative-QTOFsplash10-03di-0900000000-9e2bcdc11fb8c55163ab2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - trans-Jasmone 40V, Negative-QTOFsplash10-0006-9800000000-3aa25aca2cc0986b4e112016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - trans-Jasmone 10V, Negative-QTOFsplash10-03di-0900000000-defd12a7f890bc9459182021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - trans-Jasmone 20V, Negative-QTOFsplash10-03di-0900000000-7005ce6951d5a76167cd2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - trans-Jasmone 40V, Negative-QTOFsplash10-066r-4900000000-524d8ff912c0d662ad372021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - trans-Jasmone 10V, Positive-QTOFsplash10-014i-1900000000-b3455ba1815cd60172a32016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - trans-Jasmone 20V, Positive-QTOFsplash10-066r-7900000000-df4da4ed2a42175313612016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - trans-Jasmone 40V, Positive-QTOFsplash10-0uxu-9100000000-1ad974119b61c19d8fcb2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - trans-Jasmone 10V, Positive-QTOFsplash10-0900-5900000000-150eb84c8131eaddd8062021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - trans-Jasmone 20V, Positive-QTOFsplash10-052f-9300000000-4c74719ab790c3d97cb72021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - trans-Jasmone 40V, Positive-QTOFsplash10-0536-9000000000-eac87e59851b2c86a2102021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB006131
KNApSAcK IDNot Available
Chemspider ID1266013
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound1549019
PDB IDNot Available
ChEBI ID88585
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1459321
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Duke, James A. (1992) Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.. .