Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:48:30 UTC
Update Date2022-03-07 02:53:16 UTC
HMDB IDHMDB0032209
Secondary Accession Numbers
  • HMDB32209
Metabolite Identification
Common NameCitronellyl trans-2-methyl-2-butenoate
DescriptionCitronellyl trans-2-methyl-2-butenoate belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. Based on a literature review a small amount of articles have been published on Citronellyl trans-2-methyl-2-butenoate.
Structure
Data?1563862232
Synonyms
ValueSource
Citronellyl trans-2-methyl-2-butenoic acidGenerator
3,7-Dimethyl-6-octenyl (2Z)-2-methyl-2-butenoateHMDB
3,7-Dimethyl-6-octenyl 2-methylcrotonateHMDB
Citronellyl tiglateHMDB
e-Citronellyl tiglateHMDB
Chemical FormulaC15H26O2
Average Molecular Weight238.3657
Monoisotopic Molecular Weight238.193280076
IUPAC Name3,7-dimethyloct-6-en-1-yl (2E)-2-methylbut-2-enoate
Traditional Name3,7-dimethyloct-6-en-1-yl (2E)-2-methylbut-2-enoate
CAS Registry Number24717-85-9
SMILES
C\C=C(/C)C(=O)OCCC(C)CCC=C(C)C
InChI Identifier
InChI=1S/C15H26O2/c1-6-14(5)15(16)17-11-10-13(4)9-7-8-12(2)3/h6,8,13H,7,9-11H2,1-5H3/b14-6+
InChI KeyUCFQYMKLDPWFHZ-MKMNVTDBSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty alcohol esters
Direct ParentFatty alcohol esters
Alternative Parents
Substituents
  • Fatty alcohol ester
  • Monoterpenoid
  • Acyclic monoterpenoid
  • Fatty acid ester
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
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 PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.018 g/LALOGPS
logP5.36ALOGPS
logP4.96ChemAxon
logS-4.1ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity74.32 m³·mol⁻¹ChemAxon
Polarizability29.83 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+159.58731661259
DarkChem[M-H]-158.28131661259
DeepCCS[M+H]+164.23530932474
DeepCCS[M-H]-161.87730932474
DeepCCS[M-2H]-194.85730932474
DeepCCS[M+Na]+170.32930932474
AllCCS[M+H]+162.232859911
AllCCS[M+H-H2O]+158.932859911
AllCCS[M+NH4]+165.332859911
AllCCS[M+Na]+166.232859911
AllCCS[M-H]-164.332859911
AllCCS[M+Na-2H]-165.332859911
AllCCS[M+HCOO]-166.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Citronellyl trans-2-methyl-2-butenoateC\C=C(/C)C(=O)OCCC(C)CCC=C(C)C1945.5Standard polar33892256
Citronellyl trans-2-methyl-2-butenoateC\C=C(/C)C(=O)OCCC(C)CCC=C(C)C1619.0Standard non polar33892256
Citronellyl trans-2-methyl-2-butenoateC\C=C(/C)C(=O)OCCC(C)CCC=C(C)C1623.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Citronellyl trans-2-methyl-2-butenoate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0bu0-9710000000-6d99a21facc6a4c402e82017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Citronellyl trans-2-methyl-2-butenoate 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 - Citronellyl trans-2-methyl-2-butenoate 10V, Positive-QTOFsplash10-000i-5690000000-413387ba49788a1916222016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl trans-2-methyl-2-butenoate 20V, Positive-QTOFsplash10-053i-9410000000-201d966e343c0afd10f82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl trans-2-methyl-2-butenoate 40V, Positive-QTOFsplash10-0pw9-9000000000-01f55b7390bf35f02d552016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl trans-2-methyl-2-butenoate 10V, Negative-QTOFsplash10-000i-3290000000-177c5ecfc428e7ae8bb62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl trans-2-methyl-2-butenoate 20V, Negative-QTOFsplash10-0002-9110000000-78092628c059ad9ea1c32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl trans-2-methyl-2-butenoate 40V, Negative-QTOFsplash10-0aba-9200000000-ac690f68d08cbae4e66e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl trans-2-methyl-2-butenoate 10V, Negative-QTOFsplash10-0002-9130000000-034c9458cd1dec16e53c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl trans-2-methyl-2-butenoate 20V, Negative-QTOFsplash10-0002-9000000000-436e501ee3e1529c1bc32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl trans-2-methyl-2-butenoate 40V, Negative-QTOFsplash10-0pb9-9000000000-3e41fae386b53a8b526d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl trans-2-methyl-2-butenoate 10V, Positive-QTOFsplash10-001r-9620000000-c4e25ec6181d7e92067d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl trans-2-methyl-2-butenoate 20V, Positive-QTOFsplash10-053r-9100000000-a04ff32b8f158fe180f22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl trans-2-methyl-2-butenoate 40V, Positive-QTOFsplash10-0api-9000000000-a64314644e4ffb783e502021-09-22Wishart 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 IDFDB009194
KNApSAcK IDNot Available
Chemspider ID4905187
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6386037
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. (). EAFUS: Everything Added to Food in the United States.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.