2-PENTYL-3-METHYL-2-CYCLOPENTEN-1-ONE (CHEM007103)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 02:21:29 UTC
Update Date2016-11-09 01:09:52 UTC
Accession NumberCHEM007103
Identification
Common Name2-PENTYL-3-METHYL-2-CYCLOPENTEN-1-ONE
ClassSmall Molecule
DescriptionDihydrojasmone is found in citrus. Dihydrojasmone is a flavouring ingredient. Identified in bergamot orange oil (Citrus bergamia
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-Amyl-3-methyl-2-cyclopenten-1-oneHMDB
2-N-Pentyl-3-methyl-2-cyclopenten-1-oneHMDB
2-Pentyl-3-methyl-2-cyclopenten-1-oneHMDB
3-Methyl-2-(N-pentanyl)-2-cyclopenten-1-oneHMDB, MeSH
3-Methyl-2-pentyl-2-cyclopenten-1-oneHMDB
3-Methyl-2-pentyl-cyclopent-2-enoneHMDB
3-Methyl-2-pentylcyclopent-2-en-1-oneHMDB
3-Methyl-2-pentylcyclopent-2-enoneHMDB
dihydro-JasmoneHMDB
FEMA 3763HMDB
Jasmone,dihydroHMDB
TetrahydropyrethroneHMDB
Chemical FormulaC11H18O
Average Molecular Mass166.260 g/mol
Monoisotopic Mass166.136 g/mol
CAS Registry Number1128-08-1
IUPAC Name3-methyl-2-pentylcyclopent-2-en-1-one
Traditional Name3-methyl-2-pentylcyclopent-2-en-1-one
SMILESCCCCCC1=C(C)CCC1=O
InChI IdentifierInChI=1S/C11H18O/c1-3-4-5-6-10-9(2)7-8-11(10)12/h3-8H2,1-2H3
InChI KeyYCIXWYOBMVNGTB-UHFFFAOYSA-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
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.77 g/LALOGPS
logP3.55ALOGPS
logP3.46ChemAxon
logS-2.3ALOGPS
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity51.78 m³·mol⁻¹ChemAxon
Polarizability20.66 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0iml-9400000000-a9ad6584e7f14ccde4f3Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-02hj-9700000000-fbe45b6deff4c436a788Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0ik9-7900000000-79a7d490f28c7bc92c64Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0ikc-7900000000-c07ace9e4f88c96f29cfSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0iml-9400000000-a9ad6584e7f14ccde4f3Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-02hj-9700000000-fbe45b6deff4c436a788Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0ik9-7900000000-79a7d490f28c7bc92c64Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0ikc-7900000000-c07ace9e4f88c96f29cfSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4l-9700000000-6b8a4052589c5f46caeeSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-014i-0900000000-7b2779bb29dca9d02c67Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-014i-0900000000-05d13aeec0ec1585b4faSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-092a-4900000000-9ecbc817bebd6b19e66dSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0btd-7900000000-7209912290de3f71d60cSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0a4j-9700000000-f449a02b54e66ae75439Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-014i-0900000000-bc8358eb2ab225dea490Spectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-0a4j-9700000000-f449a02b54e66ae75439Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0btd-7900000000-7209912290de3f71d60cSpectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-092a-4900000000-9ecbc817bebd6b19e66dSpectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-7b2779bb29dca9d02c67Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-014i-0900000000-05d13aeec0ec1585b4faSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-1900000000-cfff3babc03fd4956266Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0lk9-9800000000-83285acb7cf1e3448707Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zfu-9100000000-e64759fbf9737c9a2741Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-55dfd8185695db67befcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0900000000-e4378c3a759e06116abbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0007-9800000000-776594568a877666eaf3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-05af9fd30de6fd63473bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0900000000-b8664fb1978ed375317fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0904-5900000000-27e60aa0dd222c443635Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-096u-8900000000-8efb9f0e908dc9d97b82Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052f-9200000000-515a2a4da1b28748c2acSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0536-9100000000-93cd3d88fe8a012ace90Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0031565
FooDB IDFDB008180
Phenol Explorer IDNot Available
KNApSAcK IDC00055303
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkDihydrojasmone
Chemspider ID56166
ChEBI IDNot Available
PubChem Compound ID62378
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Trost BM, Pinkerton AB: A three-component coupling approach to cyclopentanoids. J Org Chem. 2001 Nov 16;66(23):7714-22.
2. Nakashita Y, Hesse M: Conversion of nitroheptane to dihydrojasmone. Planta Med. 1985 Aug;51(4):349-50.
3. Katsure J, Matsui M: Synthetic studies on cyclopentane derivatives. Pt. 1. Alternative routes to dl-prostaglandin-B1 and dihydrojasmone. Agric Biol Chem. 1969;33(7):1078-86.
4. Bakuzis P, Bakuzis ML: Synthesis of 2-alkylcyclopentenones. Jasmone, dihydrojasmone, and a prostaglandin precursor. J Org Chem. 1977 Jul 8;42(14):2362-5.
5. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.