Record Information
Version1.0
Creation date2010-04-08 22:09:46 UTC
Update date2019-11-26 03:05:16 UTC
Primary IDFDB011689
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameDihydrojasmonic acid
DescriptionDihydrojasmonic acid, also known as 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 Dihydrojasmonic acid.
CAS Number98674-52-3
Structure
Thumb
Synonyms
SynonymSource
DihydrojasmonateGenerator
(-)-9,10-Dihydrojasmonic acidHMDB
(-)-Dihydrojasmonic acidHMDB
2-[(1R,2R)-3-oxo-2-Pentylcyclopentyl]acetic acidHMDB
3-oxo-2-Pentyl-(1R-trans)-cyclopentaneacetic acidHMDB
9,10-Dihydrojasmonic acidHMDB
Cyclopentaneacetic acid, 3-oxo-2-pentyl-, (1R,2R)- (9ci)HMDB
[(1R,2R)-3-oxo-2-Pentylcyclopentyl]acetic acidHMDB
2-(3-oxo-2-Pentylcyclopentyl)acetateGenerator
(-)-9,10-dihydrojasmonic acidbiospider
(-)-dihydrojasmonic acidbiospider
[(1R,2R)-3-oxo-2-pentylcyclopentyl]acetic acidbiospider
2-[(1R,2R)-3-oxo-2-pentylcyclopentyl]acetic acidbiospider
Cyclopentaneacetic acid, 3-oxo-2-pentyl-, (1R-trans)-biospider
Cyclopentaneacetic acid, 3-oxo-2-pentyl-, (1R,2R)- (9CI)biospider
Dihydrojasmonic aciddb_source
Predicted Properties
PropertyValueSource
Water Solubility0.51 g/LALOGPS
logP2.67ALOGPS
logP2.78ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)4.77ChemAxon
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity57.44 m³·mol⁻¹ChemAxon
Polarizability24.08 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC12H20O3
IUPAC name2-(3-oxo-2-pentylcyclopentyl)acetic acid
InChI IdentifierInChI=1S/C12H20O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h9-10H,2-8H2,1H3,(H,14,15)
InChI KeyPQEYTAGBXNEUQL-UHFFFAOYSA-N
Isomeric SMILESCCCCCC1C(CC(O)=O)CCC1=O
Average Molecular Weight212.2854
Monoisotopic Molecular Weight212.141244506
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
  • Cyclic ketone
  • Ketone
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • 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

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 67.89%; H 9.50%; O 22.61%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]22D -28.3 (c, 0.1 in MeOH)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSDihydrojasmonic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a59-9600000000-a963304d4e038fcd9c1bSpectrum
Predicted GC-MSDihydrojasmonic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0609-9330000000-5ce665ebe4299971835cSpectrum
Predicted GC-MSDihydrojasmonic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0uxr-0900000000-b303cae9ee8e5d7bd0da2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0uxr-0900000000-914f9c7a0975ead916462017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-00di-0910000000-a2ea5ad50a81fdc7d4db2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-00di-0910000000-e33f64ee8b0ce2d8accb2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-05fs-1920000000-1f46edcb69535fd6f2562017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-05fs-1920000000-b530d5c2d414d79160422017-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dj-1940000000-5d011658ee98c357edb82016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-067i-9800000000-d3f3210ced953edfb6d42016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0536-9100000000-0b0112539d956b87844d2016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03xr-0690000000-dc3c55ff0fb30649e35d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03xr-2950000000-dd87add970fc731fde5a2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9400000000-f10c1bc6eebbf980f38f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-9030000000-cfb8da3c820cc54d289b2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9010000000-3f9321826bd41457eaf52021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9300000000-f55beeb2372735360ed42021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01r2-3920000000-d1ed5586cd10e74a6ad72021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01ow-7910000000-ac1c943f0451806690cb2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-053u-9000000000-162f85e6038957a18c052021-09-22View Spectrum
NMRNot Available
ChemSpider ID96397
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID107126
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33601
CRC / DFC (Dictionary of Food Compounds) IDKCT55-C:GYD24-W
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00000225
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSMTL36-U:GYD24-W
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.