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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:02:45 UTC
Update Date2022-03-07 02:55:05 UTC
HMDB IDHMDB0036865
Secondary Accession Numbers
  • HMDB36865
Metabolite Identification
Common NameLepidiumterpenyl ester
DescriptionLepidiumterpenyl ester belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on Lepidiumterpenyl ester.
Structure
Data?1563862940
Synonyms
ValueSource
13-(Hept-6-en-1-yloxy)-4,8,12-trimethyl-13-oxotridecanoateHMDB
Chemical FormulaC23H42O4
Average Molecular Weight382.5772
Monoisotopic Molecular Weight382.308309832
IUPAC Name13-(hept-6-en-1-yloxy)-4,8,12-trimethyl-13-oxotridecanoic acid
Traditional Name13-(hept-6-en-1-yloxy)-4,8,12-trimethyl-13-oxotridecanoic acid
CAS Registry Number255833-57-9
SMILES
CC(CCCC(C)CCC(O)=O)CCCC(C)C(=O)OCCCCCC=C
InChI Identifier
InChI=1S/C23H42O4/c1-5-6-7-8-9-18-27-23(26)21(4)15-11-14-19(2)12-10-13-20(3)16-17-22(24)25/h5,19-21H,1,6-18H2,2-4H3,(H,24,25)
InChI KeyPASMASQJCDKBJK-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassSesquiterpenoids
Direct ParentSesquiterpenoids
Alternative Parents
Substituents
  • Sesquiterpenoid
  • Farsesane sesquiterpenoid
  • Long-chain fatty acid
  • Branched fatty acid
  • Fatty acid ester
  • Methyl-branched fatty acid
  • Dicarboxylic acid or derivatives
  • Fatty acyl
  • Carboxylic acid ester
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxide
  • Organooxygen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point100 - 101 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.00028 g/LALOGPS
logP6.54ALOGPS
logP7.22ChemAxon
logS-6.1ALOGPS
pKa (Strongest Acidic)5.04ChemAxon
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 ŲChemAxon
Rotatable Bond Count19ChemAxon
Refractivity111.11 m³·mol⁻¹ChemAxon
Polarizability47.51 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+195.78631661259
DarkChem[M-H]-190.17931661259
DeepCCS[M+H]+194.66130932474
DeepCCS[M-H]-192.30330932474
DeepCCS[M-2H]-225.54730932474
DeepCCS[M+Na]+200.77530932474
AllCCS[M+H]+208.032859911
AllCCS[M+H-H2O]+206.032859911
AllCCS[M+NH4]+209.932859911
AllCCS[M+Na]+210.432859911
AllCCS[M-H]-194.432859911
AllCCS[M+Na-2H]-196.732859911
AllCCS[M+HCOO]-199.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Lepidiumterpenyl esterCC(CCCC(C)CCC(O)=O)CCCC(C)C(=O)OCCCCCC=C3858.5Standard polar33892256
Lepidiumterpenyl esterCC(CCCC(C)CCC(O)=O)CCCC(C)C(=O)OCCCCCC=C2343.4Standard non polar33892256
Lepidiumterpenyl esterCC(CCCC(C)CCC(O)=O)CCCC(C)C(=O)OCCCCCC=C2596.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Lepidiumterpenyl ester,1TMS,isomer #1C=CCCCCCOC(=O)C(C)CCCC(C)CCCC(C)CCC(=O)O[Si](C)(C)C2647.6Semi standard non polar33892256
Lepidiumterpenyl ester,1TBDMS,isomer #1C=CCCCCCOC(=O)C(C)CCCC(C)CCCC(C)CCC(=O)O[Si](C)(C)C(C)(C)C2896.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Lepidiumterpenyl ester GC-MS (Non-derivatized) - 70eV, Positivesplash10-00kg-9561000000-0b9dde46d6105301237d2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lepidiumterpenyl ester GC-MS (1 TMS) - 70eV, Positivesplash10-03ki-9147100000-0a987d0d3158fac0d8ce2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lepidiumterpenyl ester GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lepidiumterpenyl ester 10V, Positive-QTOFsplash10-00ls-2139000000-9b83c36fff7be9284dcf2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lepidiumterpenyl ester 20V, Positive-QTOFsplash10-0002-9342000000-d62a90b24e59cdfb88e72016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lepidiumterpenyl ester 40V, Positive-QTOFsplash10-0002-9810000000-b93305ecdbde69a9b6e62016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lepidiumterpenyl ester 10V, Negative-QTOFsplash10-001i-1039000000-25c1329ae676d9858c7a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lepidiumterpenyl ester 20V, Negative-QTOFsplash10-000i-2092000000-2b7edad5e2c50231e6052016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lepidiumterpenyl ester 40V, Negative-QTOFsplash10-0a4u-9180000000-f9fa5edeabee00fd74ff2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lepidiumterpenyl ester 10V, Negative-QTOFsplash10-001r-0019000000-c59e4bf7fa3241cfe4a42021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lepidiumterpenyl ester 20V, Negative-QTOFsplash10-052r-7469000000-b421ef5448a50d24f4052021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lepidiumterpenyl ester 40V, Negative-QTOFsplash10-07br-2390000000-cedd9adc623e03224c772021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lepidiumterpenyl ester 10V, Positive-QTOFsplash10-00kk-9071000000-41959250badaf42560f12021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lepidiumterpenyl ester 20V, Positive-QTOFsplash10-07bs-5290000000-bad466fae8bdb4785d9e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lepidiumterpenyl ester 40V, Positive-QTOFsplash10-0002-9200000000-29c0380869f95304ad0b2021-09-24Wishart 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 IDFDB015819
KNApSAcK IDNot Available
Chemspider ID9968992
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11794320
PDB IDNot Available
ChEBI ID168403
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.