Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:08:10 UTC
Update Date2022-03-07 02:54:46 UTC
HMDB IDHMDB0036066
Secondary Accession Numbers
  • HMDB36066
Metabolite Identification
Common Name(3Z,6E)-alpha-Farnesene
Description(3Z,6E)-alpha-Farnesene, also known as (Z,E)-alpha-farnesene or cis,trans-alpha-farnesene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. (3Z,6E)-alpha-Farnesene is found in fats and oils. (3Z,6E)-alpha-Farnesene is a constituent of the oil of perilla (Perilla frutescens).
Structure
Data?1583939087
Synonyms
ValueSource
(3Z,6E)-a-FarneseneGenerator
(3Z,6E)-Α-farneseneGenerator
(Z,E)-a-FarneseneGenerator
(Z,E)-α-FarneseneGenerator
(3Z,6E)-3,7,11-Trimethyl-1,3,6,10-dodecatetraeneHMDB
(3Z,6E)-alpha-FarneseneHMDB
(Z,E)-alpha-FarneseneHMDB
3,7,11-Trimethyl-1,3,6,10-dodecatetraeneHMDB
FarneseneHMDB
Zataroside AHMDB
alpha-FarneseneHMDB
cis,trans-alpha-FarneseneHMDB
cis,trans-α-FarneseneHMDB
Chemical FormulaC15H24
Average Molecular Weight204.3511
Monoisotopic Molecular Weight204.187800768
IUPAC Name(3Z,6E)-3,7,11-trimethyldodeca-1,3,6,10-tetraene
Traditional Name(Z,E)-α-farnesene
CAS Registry Number26560-14-5
SMILES
CC(C)=CCC\C(C)=C\C\C=C(\C)C=C
InChI Identifier
InChI=1S/C15H24/c1-6-14(4)10-8-12-15(5)11-7-9-13(2)3/h6,9-10,12H,1,7-8,11H2,2-5H3/b14-10-,15-12+
InChI KeyCXENHBSYCFFKJS-OXYODPPFSA-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
  • Farsesane sesquiterpenoid
  • Sesquiterpenoid
  • Alkatetraene
  • Branched unsaturated hydrocarbon
  • Unsaturated aliphatic hydrocarbon
  • Unsaturated hydrocarbon
  • Olefin
  • Acyclic olefin
  • Hydrocarbon
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point< 25 °CNot Available
Boiling Point277.00 to 279.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0.011 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP6.734 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0052 g/LALOGPS
logP5.7ALOGPS
logP5.14ChemAxon
logS-4.6ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity73.25 m³·mol⁻¹ChemAxon
Polarizability26.7 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+153.5830932474
DeepCCS[M-H]-151.22230932474
DeepCCS[M-2H]-184.98930932474
DeepCCS[M+Na]+159.85130932474
AllCCS[M+H]+152.832859911
AllCCS[M+H-H2O]+149.132859911
AllCCS[M+NH4]+156.332859911
AllCCS[M+Na]+157.332859911
AllCCS[M-H]-151.232859911
AllCCS[M+Na-2H]-152.132859911
AllCCS[M+HCOO]-153.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(3Z,6E)-alpha-FarneseneCC(C)=CCC\C(C)=C\C\C=C(\C)C=C1757.0Standard polar33892256
(3Z,6E)-alpha-FarneseneCC(C)=CCC\C(C)=C\C\C=C(\C)C=C1488.9Standard non polar33892256
(3Z,6E)-alpha-FarneseneCC(C)=CCC\C(C)=C\C\C=C(\C)C=C1514.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (3Z,6E)-alpha-Farnesene GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (3Z,6E)-alpha-Farnesene 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 - (3Z,6E)-alpha-Farnesene 10V, Positive-QTOFsplash10-0a4i-3690000000-313b913d532cd4decec12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3Z,6E)-alpha-Farnesene 20V, Positive-QTOFsplash10-0pw9-9710000000-078e5a8d7e85822b7c0c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3Z,6E)-alpha-Farnesene 40V, Positive-QTOFsplash10-0uxr-9100000000-3d3f85f913cafb612d5c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3Z,6E)-alpha-Farnesene 10V, Negative-QTOFsplash10-0udi-0090000000-6d4cdcd69849df029e452016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3Z,6E)-alpha-Farnesene 20V, Negative-QTOFsplash10-0udi-0190000000-e363a25bab51e774a5922016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3Z,6E)-alpha-Farnesene 40V, Negative-QTOFsplash10-0kg9-4900000000-b4cda282a594b52f25392016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3Z,6E)-alpha-Farnesene 10V, Positive-QTOFsplash10-060s-7910000000-05be940f3488abb12fe82021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3Z,6E)-alpha-Farnesene 20V, Positive-QTOFsplash10-0a7l-9300000000-a54209dd2c1271d1d7d72021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3Z,6E)-alpha-Farnesene 40V, Positive-QTOFsplash10-05ru-9000000000-a7b8e3b259690a16a4412021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3Z,6E)-alpha-Farnesene 10V, Negative-QTOFsplash10-0udi-0190000000-fa0c676eabe0c49e322b2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3Z,6E)-alpha-Farnesene 20V, Negative-QTOFsplash10-0udi-0390000000-0d353a60a5a97cd9c1a32021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3Z,6E)-alpha-Farnesene 40V, Negative-QTOFsplash10-014i-4900000000-9f5bab6c0c653c72230e2021-09-24Wishart 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 IDFDB004888
KNApSAcK IDC00035167
Chemspider ID4515350
KEGG Compound IDNot Available
BioCyc IDCPD-9338
BiGG IDNot Available
Wikipedia LinkFarnesene
METLIN IDNot Available
PubChem Compound5362889
PDB IDNot Available
ChEBI ID39238
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1560831
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Bicker W, Lammerhofer M, Lindner W: Direct high-performance liquid chromatographic method for enantioselective and diastereoselective determination of selected pyrethroic acids. J Chromatogr A. 2004 Apr 30;1035(1):37-46. [PubMed:15117072 ]
  2. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  3. 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 ]
  4. 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 ]
  5. 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 ]
  6. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  7. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.