Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:48:59 UTC
Update Date2022-03-07 02:53:18 UTC
HMDB IDHMDB0032292
Secondary Accession Numbers
  • HMDB32292
Metabolite Identification
Common NameGeranyl tiglate
DescriptionGeranyl tiglate 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 Geranyl tiglate.
Structure
Data?1563862244
Synonyms
ValueSource
Geranyl tiglic acidGenerator
(2E)-3,7-Dimethyl-2,6-octadienyl (2E)-2-methyl-2-butenoateHMDB
(e)-3,7-Dimethyl-2,6-octadienyl 2-methylcrotonateHMDB
cis-alpha,beta-Dimethyl acrylic acid, geraniol esterHMDB
Gernyl tiglateHMDB
Tiglic acid, geraniol esterHMDB
Chemical FormulaC15H24O2
Average Molecular Weight236.3499
Monoisotopic Molecular Weight236.177630012
IUPAC Name(2E)-3,7-dimethylocta-2,6-dien-1-yl (2E)-2-methylbut-2-enoate
Traditional Name(2E)-3,7-dimethylocta-2,6-dien-1-yl (2E)-2-methylbut-2-enoate
CAS Registry Number7785-33-3
SMILES
C\C=C(/C)C(=O)OC\C=C(/C)CCC=C(C)C
InChI Identifier
InChI=1S/C15H24O2/c1-6-14(5)15(16)17-11-10-13(4)9-7-8-12(2)3/h6,8,10H,7,9,11H2,1-5H3/b13-10+,14-6+
InChI KeyOGHBUHJLMHQMHS-KRDNBFTESA-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 Solubility0.039 g/LALOGPS
logP5.12ALOGPS
logP4.72ChemAxon
logS-3.8ALOGPS
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity75.01 m³·mol⁻¹ChemAxon
Polarizability28.89 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]+160.61631661259
DarkChem[M-H]-154.82431661259
DeepCCS[M+H]+161.28230932474
DeepCCS[M-H]-158.92430932474
DeepCCS[M-2H]-191.8130932474
DeepCCS[M+Na]+167.37530932474
AllCCS[M+H]+159.932859911
AllCCS[M+H-H2O]+156.532859911
AllCCS[M+NH4]+163.032859911
AllCCS[M+Na]+163.932859911
AllCCS[M-H]-162.432859911
AllCCS[M+Na-2H]-163.132859911
AllCCS[M+HCOO]-164.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Geranyl tiglateC\C=C(/C)C(=O)OC\C=C(/C)CCC=C(C)C2004.2Standard polar33892256
Geranyl tiglateC\C=C(/C)C(=O)OC\C=C(/C)CCC=C(C)C1660.7Standard non polar33892256
Geranyl tiglateC\C=C(/C)C(=O)OC\C=C(/C)CCC=C(C)C1676.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Geranyl tiglate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0api-9500000000-c3692b5e7ffadf4b0a8c2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Geranyl tiglate 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 - Geranyl tiglate 10V, Positive-QTOFsplash10-000i-4960000000-6ce3869372e469fb61d42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl tiglate 20V, Positive-QTOFsplash10-0019-9600000000-cdccdb4c0131cd54ac472016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl tiglate 40V, Positive-QTOFsplash10-100r-9000000000-3febc74ebc760276a4452016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl tiglate 10V, Negative-QTOFsplash10-000i-4390000000-423a8db65e6493b9b42a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl tiglate 20V, Negative-QTOFsplash10-0002-9210000000-a709a0d80170f191db762016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl tiglate 40V, Negative-QTOFsplash10-0a4j-9300000000-707ad5da43ec3ceca5d32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl tiglate 10V, Positive-QTOFsplash10-001i-9400000000-7e6ed249fed6f340321e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl tiglate 20V, Positive-QTOFsplash10-001i-9100000000-b532f40944a494e3c47c2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl tiglate 40V, Positive-QTOFsplash10-05nf-9000000000-4e06f461a4051a2533792021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl tiglate 10V, Negative-QTOFsplash10-0002-9010000000-d366eb66e0b48eecb8f02021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl tiglate 20V, Negative-QTOFsplash10-0002-9100000000-0465c046b7982ae683402021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Geranyl tiglate 40V, Negative-QTOFsplash10-0pb9-9000000000-da19509f75a45d4600072021-09-25Wishart 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 IDFDB009483
KNApSAcK IDNot Available
Chemspider ID4519264
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5367785
PDB IDNot Available
ChEBI ID545749
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.