Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:27:20 UTC
Update Date2022-03-07 02:55:14 UTC
HMDB IDHMDB0037216
Secondary Accession Numbers
  • HMDB37216
Metabolite Identification
Common NameLinalyl phenylacetate
DescriptionLinalyl phenylacetate belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Based on a literature review a small amount of articles have been published on Linalyl phenylacetate.
Structure
Data?1563862995
Synonyms
ValueSource
Linalyl phenylacetic acidGenerator
1,5-Dimethyl-1-vinyl-4-hexenyl phenylacetateHMDB
1-Ethenyl-1,5-dimethyl-4-hexenyl benzeneacetateHMDB
3,7-Dimethyl-1,6-octadien-3-yl phenylacetateHMDB
Acetic acid, phenyl-, 1,5-dimethyl-1-vinyl-4-hexenyl esterHMDB
Benzeneacetic acid, 1,5-dimethyl-1-ethenyl-4-hexenyl esterHMDB
Benzeneacetic acid, 1-ethenyl-1,5-dimethyl-4-hexenyl esterHMDB
FEMA 3501HMDB
Linalyl alpha-toluateHMDB
3,7-Dimethylocta-1,6-dien-3-yl 2-phenylacetic acidGenerator
Linalyl phenylacetateMeSH
Chemical FormulaC18H24O2
Average Molecular Weight272.382
Monoisotopic Molecular Weight272.177630012
IUPAC Name3,7-dimethylocta-1,6-dien-3-yl 2-phenylacetate
Traditional Name3,7-dimethylocta-1,6-dien-3-yl 2-phenylacetate
CAS Registry Number7143-69-3
SMILES
CC(C)=CCCC(C)(OC(=O)CC1=CC=CC=C1)C=C
InChI Identifier
InChI=1S/C18H24O2/c1-5-18(4,13-9-10-15(2)3)20-17(19)14-16-11-7-6-8-12-16/h5-8,10-12H,1,9,13-14H2,2-4H3
InChI KeyRROUXOOIXJRTOM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentAromatic monoterpenoids
Alternative Parents
Substituents
  • Monocyclic monoterpenoid
  • Aromatic monoterpenoid
  • Benzenoid
  • Monocyclic benzene moiety
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point317.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0.11 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP5.478 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0025 g/LALOGPS
logP5.3ALOGPS
logP4.92ChemAxon
logS-5ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity84.08 m³·mol⁻¹ChemAxon
Polarizability31.94 ųChemAxon
Number of Rings1ChemAxon
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]+165.78131661259
DarkChem[M-H]-164.76931661259
DeepCCS[M+H]+168.23530932474
DeepCCS[M-H]-165.87730932474
DeepCCS[M-2H]-198.76330932474
DeepCCS[M+Na]+174.32830932474
AllCCS[M+H]+168.332859911
AllCCS[M+H-H2O]+165.032859911
AllCCS[M+NH4]+171.432859911
AllCCS[M+Na]+172.332859911
AllCCS[M-H]-172.232859911
AllCCS[M+Na-2H]-172.332859911
AllCCS[M+HCOO]-172.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Linalyl phenylacetateCC(C)=CCCC(C)(OC(=O)CC1=CC=CC=C1)C=C2435.7Standard polar33892256
Linalyl phenylacetateCC(C)=CCCC(C)(OC(=O)CC1=CC=CC=C1)C=C1682.5Standard non polar33892256
Linalyl phenylacetateCC(C)=CCCC(C)(OC(=O)CC1=CC=CC=C1)C=C1850.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Linalyl phenylacetate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9200000000-ffe22b4d105ef44b59d02017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Linalyl phenylacetate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Linalyl phenylacetate 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 - Linalyl phenylacetate 10V, Positive-QTOFsplash10-00xr-3890000000-a1d043cf298f7e9125c92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl phenylacetate 20V, Positive-QTOFsplash10-014i-8910000000-3e2ddfda9940e5b80e032016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl phenylacetate 40V, Positive-QTOFsplash10-014i-9200000000-1347b2c541458da949bf2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl phenylacetate 10V, Negative-QTOFsplash10-00di-2690000000-c998d985360725ec6c8f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl phenylacetate 20V, Negative-QTOFsplash10-0uki-2920000000-4d7351a84e2b3f73b5532016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl phenylacetate 40V, Negative-QTOFsplash10-00n0-4900000000-ac5c2c3e50587a94f08f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl phenylacetate 10V, Negative-QTOFsplash10-0fk9-3980000000-26f59eed4d827d1335ca2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl phenylacetate 20V, Negative-QTOFsplash10-0006-9410000000-d0e4756db781b24946932021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl phenylacetate 40V, Negative-QTOFsplash10-0006-9200000000-502db212f611f3e677412021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl phenylacetate 10V, Positive-QTOFsplash10-001i-9420000000-c121a3a72d51a38104d92021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl phenylacetate 20V, Positive-QTOFsplash10-0006-9300000000-f17a6b2e98c1bbfcaa912021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl phenylacetate 40V, Positive-QTOFsplash10-0006-9100000000-e04aa2a1e9884bf7c59b2021-09-22Wishart 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 IDFDB016223
KNApSAcK IDNot Available
Chemspider ID220357
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound251529
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1030611
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.