Record Information
Version1.0
Creation date2010-04-08 22:08:04 UTC
Update date2019-11-26 03:02:35 UTC
Primary IDFDB008409
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameMethyl dihydrojasmonate
DescriptionMethyl dihydrojasmonate belongs to the class of organic compounds 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. Based on a literature review a small amount of articles have been published on Methyl dihydrojasmonate.
CAS Number24851-98-7
Structure
Thumb
Synonyms
SynonymSource
Methyl dihydrojasmonic acidGenerator
(-)-Methyl dihydrojasmonateHMDB
(1R,2R)-Methyl dihydrojasmonateHMDB
Cyclopentaneacetic acid, 3-oxo-2-pentyl-, methyl esterHMDB
Dihydrojasmonic acid methyl esterHMDB
FEMA 3408HMDB
HedioneHMDB
KharismalHMDB
Methyl (1R-trans)-3-oxo-2-pentylcyclopentaneacetateHMDB
Methyl (2-pentyl-3-oxocyclopentyl)acetateHMDB
Methyl (3-oxo-2-pentylcyclopentyl)acetateHMDB
Methyl 3-oxo-2-pentylcyclopentaneacetateHMDB
Methyl hydrojasmonateHMDB
Methyl trans-dihydrojasmonateHMDB
trans-(-)-HedioneHMDB
Methyl 2-[(1R,2R)-3-oxo-2-pentylcyclopentyl]acetic acidGenerator
Methyl dihydrojasmonatedb_source
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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
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 KeyKVWWIYGFBYDJQC-GHMZBOCLSA-N
Isomeric SMILESCCCCC[C@@H]1[C@@H](CC(=O)OC)CCC1=O
Average Molecular Weight226.312
Monoisotopic Molecular Weight226.15689457
Classification
Description Belongs to the class of organic compounds 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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassLineolic acids and derivatives
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
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Biological role:

Industrial application:

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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSMethyl dihydrojasmonate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a5a-6900000000-3a037dc37bb2f8297aa7Spectrum
Predicted GC-MSMethyl dihydrojasmonate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004j-0950000000-d91b264a1f9e1038cc002017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05qa-9710000000-6a6d3e5275fe9178747a2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-053l-9100000000-30bb4dd7ae78c18a4b362017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0590000000-485c2f69fcdbfe29dc242017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004l-2960000000-ca65205581ae2e0aed1b2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fxy-7900000000-789ffae3c13414a1f7012017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-056r-2970000000-5a6a3885b6573f5c38a92021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-057s-8920000000-9e55f6d35e44847d4e372021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001l-9000000000-1c2a95e6f01527b3c1042021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004l-9080000000-732b5977d17ab527c0e22021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9110000000-19da6009553588ebb1b42021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-006x-9700000000-f3e2a11570c24a600db52021-09-24View Spectrum
NMRNot Available
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
Food Biomarker OntologyNot Available
VMH 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).