Record Information
Version1.0
Creation date2010-04-08 22:08:04 UTC
Update date2015-07-20 22:22:13 UTC
Primary IDFDB008409
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameMethyl dihydrojasmonate
DescriptionFlavouring ingredient [DFC] Methyl dihydrojasmonate is an ester and a diffusive aroma compound, with the smell vaguely similar to jasmine. In racemic mixtures the odor is floral and citrus while epimerized mixtures exhibit a dense fatty floral odour with odor recognition thresholds of 15 part per billion. [Wikipedia]
CAS Number24851-98-7
Structure
Thumb
Synonyms
SynonymSource
(-)-Methyl dihydrojasmonatebiospider
(1R,2R)-Methyl dihydrojasmonatebiospider
Cyclopentaneacetic acid, 3-oxo-2-pentyl-, methyl esterHMDB
Dihydrojasmonic acid methyl esterbiospider
FEMA 3408db_source
Hedionedb_source
Kharismalbiospider
Methyl (1R-trans)-3-oxo-2-pentylcyclopentaneacetatebiospider
Methyl (2-pentyl-3-oxocyclopentyl)acetatebiospider
Methyl (3-oxo-2-pentylcyclopentyl)acetatebiospider
Methyl 3-oxo-2-pentylcyclopentaneacetatebiospider
Methyl dihydrojasmonatedb_source
Methyl hydrojasmonatebiospider
Methyl trans-dihydrojasmonatebiospider
trans-(-)-Hedionebiospider
Predicted Properties
PropertyValueSource
Water Solubility0.12 g/LALOGPS
logP2.56ALOGPS
logP2.92ChemAxon
logS-3.3ALOGPS
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.37 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity62.21 m³·mol⁻¹ChemAxon
Polarizability26.23 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC13H22O3
IUPAC namemethyl 2-[(1R,2R)-3-oxo-2-pentylcyclopentyl]acetate
InChI IdentifierInChI=1S/C13H22O3/c1-3-4-5-6-11-10(7-8-12(11)14)9-13(15)16-2/h10-11H,3-9H2,1-2H3/t10-,11-/m1/s1
InChI KeyInChIKey=KVWWIYGFBYDJQC-GHMZBOCLSA-N
Isomeric SMILESCCCCC[C@@H]1[C@@H](CC(=O)OC)CCC1=O
Average Molecular Weight226
Monoisotopic Molecular Weight226
Classification
DescriptionThis compound belongs to the class of chemical entities known as jasmonic acids. These are lipids containing or derived from a jasmonic acid, with a structure characterized by the presence of an alkene chain linked to a 2-(3-oxocyclopentyl)acetic acid moiety.
KingdomChemical entities
Super ClassOrganic compounds
ClassLipids and lipid-like molecules
Sub ClassFatty Acyls
Direct ParentJasmonic acids
Alternative Parents
Substituents
  • Jasmonic acid
  • Methyl ester
  • Cyclic ketone
  • Ketone
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 68.99%; H 9.80%; O 21.21%DFC
Melting Point-10 oC
Boiling PointBp3 102-108° (Bp4 118-119°)DFC
Experimental Water Solubility0.28 mg/mLCHEMICALS INSPECTION AND TESTING INSTITU (1992)
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a5a-6900000000-3a037dc37bb2f8297aa7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004j-0950000000-d91b264a1f9e1038cc00View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05qa-9710000000-6a6d3e5275fe9178747aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-053l-9100000000-30bb4dd7ae78c18a4b36View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0590000000-485c2f69fcdbfe29dc24View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004l-2960000000-ca65205581ae2e0aed1bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fxy-7900000000-789ffae3c13414a1f701View in MoNA
ChemSpider ID92919
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID102861
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB31740
CRC / DFC (Dictionary of Food Compounds) IDKCT55-C:DHQ89-K
EAFUS ID2310
Dr. Duke IDMETHYL-TRANS-DIHYDROJASMONATE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1015271
SuperScent IDNot Available
Wikipedia IDMethyl_dihydrojasmonate
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSMTL36-U:DHQ89-K
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
floral
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
oily
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
jasmin
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
lactonic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
tropical
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
natural
  1. 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).