Hmdb loader
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:20:53 UTC
Update Date2022-03-07 02:53:47 UTC
HMDB IDHMDB0033601
Secondary Accession Numbers
  • HMDB33601
Metabolite Identification
Common 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.
Structure
Data?1563862431
Synonyms
ValueSource
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
Chemical FormulaC12H20O3
Average Molecular Weight212.2854
Monoisotopic Molecular Weight212.141244506
IUPAC Name2-(3-oxo-2-pentylcyclopentyl)acetic acid
Traditional Name(3-oxo-2-pentylcyclopentyl)acetic acid
CAS Registry Number98674-52-3
SMILES
CCCCCC1C(CC(O)=O)CCC1=O
InChI Identifier
InChI=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
Chemical Taxonomy
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
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available147.027http://allccs.zhulab.cn/database/detail?ID=AllCCS00001216
Predicted Molecular 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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+150.78431661259
DarkChem[M-H]-146.59531661259
DeepCCS[M+H]+154.60230932474
DeepCCS[M-H]-150.58230932474
DeepCCS[M-2H]-188.07430932474
DeepCCS[M+Na]+163.73830932474
AllCCS[M+H]+151.032859911
AllCCS[M+H-H2O]+147.332859911
AllCCS[M+NH4]+154.532859911
AllCCS[M+Na]+155.532859911
AllCCS[M-H]-154.332859911
AllCCS[M+Na-2H]-155.132859911
AllCCS[M+HCOO]-156.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Dihydrojasmonic acidCCCCCC1C(CC(O)=O)CCC1=O3069.9Standard polar33892256
Dihydrojasmonic acidCCCCCC1C(CC(O)=O)CCC1=O1642.8Standard non polar33892256
Dihydrojasmonic acidCCCCCC1C(CC(O)=O)CCC1=O1732.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Dihydrojasmonic acid,1TMS,isomer #1CCCCCC1C(=O)CCC1CC(=O)O[Si](C)(C)C1752.4Semi standard non polar33892256
Dihydrojasmonic acid,1TMS,isomer #2CCCCCC1=C(O[Si](C)(C)C)CCC1CC(=O)O1861.3Semi standard non polar33892256
Dihydrojasmonic acid,1TMS,isomer #3CCCCCC1C(O[Si](C)(C)C)=CCC1CC(=O)O1851.5Semi standard non polar33892256
Dihydrojasmonic acid,2TMS,isomer #1CCCCCC1=C(O[Si](C)(C)C)CCC1CC(=O)O[Si](C)(C)C1890.4Semi standard non polar33892256
Dihydrojasmonic acid,2TMS,isomer #1CCCCCC1=C(O[Si](C)(C)C)CCC1CC(=O)O[Si](C)(C)C1895.2Standard non polar33892256
Dihydrojasmonic acid,2TMS,isomer #2CCCCCC1C(O[Si](C)(C)C)=CCC1CC(=O)O[Si](C)(C)C1866.9Semi standard non polar33892256
Dihydrojasmonic acid,2TMS,isomer #2CCCCCC1C(O[Si](C)(C)C)=CCC1CC(=O)O[Si](C)(C)C1965.3Standard non polar33892256
Dihydrojasmonic acid,1TBDMS,isomer #1CCCCCC1C(=O)CCC1CC(=O)O[Si](C)(C)C(C)(C)C2001.0Semi standard non polar33892256
Dihydrojasmonic acid,1TBDMS,isomer #2CCCCCC1=C(O[Si](C)(C)C(C)(C)C)CCC1CC(=O)O2097.1Semi standard non polar33892256
Dihydrojasmonic acid,1TBDMS,isomer #3CCCCCC1C(O[Si](C)(C)C(C)(C)C)=CCC1CC(=O)O2110.3Semi standard non polar33892256
Dihydrojasmonic acid,2TBDMS,isomer #1CCCCCC1=C(O[Si](C)(C)C(C)(C)C)CCC1CC(=O)O[Si](C)(C)C(C)(C)C2356.7Semi standard non polar33892256
Dihydrojasmonic acid,2TBDMS,isomer #1CCCCCC1=C(O[Si](C)(C)C(C)(C)C)CCC1CC(=O)O[Si](C)(C)C(C)(C)C2261.6Standard non polar33892256
Dihydrojasmonic acid,2TBDMS,isomer #2CCCCCC1C(O[Si](C)(C)C(C)(C)C)=CCC1CC(=O)O[Si](C)(C)C(C)(C)C2336.8Semi standard non polar33892256
Dihydrojasmonic acid,2TBDMS,isomer #2CCCCCC1C(O[Si](C)(C)C(C)(C)C)=CCC1CC(=O)O[Si](C)(C)C(C)(C)C2220.8Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Dihydrojasmonic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a59-9600000000-a963304d4e038fcd9c1b2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Dihydrojasmonic acid GC-MS (1 TMS) - 70eV, Positivesplash10-0609-9330000000-5ce665ebe4299971835c2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Dihydrojasmonic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Dihydrojasmonic acid Linear Ion Trap , negative-QTOFsplash10-0uxr-0900000000-b303cae9ee8e5d7bd0da2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dihydrojasmonic acid Linear Ion Trap , negative-QTOFsplash10-0uxr-0900000000-914f9c7a0975ead916462017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dihydrojasmonic acid Linear Ion Trap , positive-QTOFsplash10-00di-0910000000-a2ea5ad50a81fdc7d4db2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dihydrojasmonic acid Linear Ion Trap , positive-QTOFsplash10-00di-0910000000-e33f64ee8b0ce2d8accb2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dihydrojasmonic acid Linear Ion Trap , positive-QTOFsplash10-05fs-1920000000-1f46edcb69535fd6f2562017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dihydrojasmonic acid Linear Ion Trap , positive-QTOFsplash10-05fs-1920000000-b530d5c2d414d79160422017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydrojasmonic acid 10V, Positive-QTOFsplash10-03dj-1940000000-5d011658ee98c357edb82016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydrojasmonic acid 20V, Positive-QTOFsplash10-067i-9800000000-d3f3210ced953edfb6d42016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydrojasmonic acid 40V, Positive-QTOFsplash10-0536-9100000000-0b0112539d956b87844d2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydrojasmonic acid 10V, Negative-QTOFsplash10-03xr-0690000000-dc3c55ff0fb30649e35d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydrojasmonic acid 20V, Negative-QTOFsplash10-03xr-2950000000-dd87add970fc731fde5a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydrojasmonic acid 40V, Negative-QTOFsplash10-0a4l-9400000000-f10c1bc6eebbf980f38f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydrojasmonic acid 10V, Negative-QTOFsplash10-0a4i-9030000000-cfb8da3c820cc54d289b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydrojasmonic acid 20V, Negative-QTOFsplash10-0a4i-9010000000-3f9321826bd41457eaf52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydrojasmonic acid 40V, Negative-QTOFsplash10-0006-9300000000-f55beeb2372735360ed42021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydrojasmonic acid 10V, Positive-QTOFsplash10-01r2-3920000000-d1ed5586cd10e74a6ad72021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydrojasmonic acid 20V, Positive-QTOFsplash10-01ow-7910000000-ac1c943f0451806690cb2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydrojasmonic acid 40V, Positive-QTOFsplash10-053u-9000000000-162f85e6038957a18c052021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB011689
KNApSAcK IDC00000225
Chemspider ID96397
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound107126
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.