Back to Compounds

Showing Compound 3,7,11-Trimethyl-1,2,6,10-dodecatrienol (FDB003890)

Record Information
Version1.0
Creation date2010-04-08 22:06:00 UTC
Update date2020-04-21 18:03:01 UTC
Primary IDFDB003890
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name3,7,11-Trimethyl-1,2,6,10-dodecatrienol
Description2e,6e-farnesol, also known as 2-trans,6-trans-farnesol or (2e,6e)-3,7,11-trimethyl-2,6,10-dodecatrien-1-ol, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Thus, 2e,6e-farnesol is considered to be an isoprenoid lipid molecule. 2e,6e-farnesol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 2e,6e-farnesol can be synthesized from (6E,10E)-2,6,10-trimethyldodeca-2,6,10-triene. 2e,6e-farnesol is also a parent compound for other transformation products, including but not limited to, yanuthone X2, (2E,6E,10E)-omega-hydroxyfarnesol, and (2E,6E)-farnesyl monophosphate. 2e,6e-farnesol is a mild, sweet, and angelica tasting compound and can be found in a number of food items such as highbush blueberry, red raspberry, german camomile, and spearmint, which makes 2e,6e-farnesol a potential biomarker for the consumption of these food products. 2e,6e-farnesol can be found primarily in blood, as well as throughout most human tissues. 2e,6e-farnesol exists in all eukaryotes, ranging from yeast to humans. 2e,6e-farnesol is a non-carcinogenic (not listed by IARC) potentially toxic compound.
CAS Number106-28-5
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility0.059 g/LALOGPS
logP4.84ALOGPS
logP4.16ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)16.33ChemAxon
pKa (Strongest Basic)-2.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity74.98 m³·mol⁻¹ChemAxon
Polarizability28.7 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC15H26O
IUPAC name(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol
InChI IdentifierInChI=1S/C15H26O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11,16H,5-6,8,10,12H2,1-4H3/b14-9+,15-11+
InChI KeyCRDAMVZIKSXKFV-YFVJMOTDSA-N
Isomeric SMILESCC(C)=CCC\C(C)=C\CC\C(C)=C\CO
Average Molecular Weight222.3663
Monoisotopic Molecular Weight222.198365454
Classification
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
  • Fatty alcohol
  • Fatty acyl
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-014l-9200000000-8e5fae6943a545e4bc0b2014-09-20View Spectrum
GC-MS3,7,11-Trimethyl-1,2,6,10-dodecatrienol, 1 TMS, GC-MS Spectrumsplash10-000x-9800000000-0366097ae9a2af6bafceSpectrum
GC-MS3,7,11-Trimethyl-1,2,6,10-dodecatrienol, 1 TMS, GC-MS Spectrumsplash10-001l-9800000000-eec57a93bb5862e554f1Spectrum
GC-MS3,7,11-Trimethyl-1,2,6,10-dodecatrienol, 1 TMS, GC-MS Spectrumsplash10-000x-8900000000-9c20df8f2d1959c137d7Spectrum
GC-MS3,7,11-Trimethyl-1,2,6,10-dodecatrienol, non-derivatized, GC-MS Spectrumsplash10-000x-9800000000-0366097ae9a2af6bafceSpectrum
GC-MS3,7,11-Trimethyl-1,2,6,10-dodecatrienol, non-derivatized, GC-MS Spectrumsplash10-001l-9800000000-eec57a93bb5862e554f1Spectrum
GC-MS3,7,11-Trimethyl-1,2,6,10-dodecatrienol, non-derivatized, GC-MS Spectrumsplash10-000x-8900000000-9c20df8f2d1959c137d7Spectrum
Predicted GC-MS3,7,11-Trimethyl-1,2,6,10-dodecatrienol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4u-9830000000-5e08d59a4cc2e87c9984Spectrum
Predicted GC-MS3,7,11-Trimethyl-1,2,6,10-dodecatrienol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05xr-9860000000-2eeca721058a47519afdSpectrum
Predicted GC-MS3,7,11-Trimethyl-1,2,6,10-dodecatrienol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS3,7,11-Trimethyl-1,2,6,10-dodecatrienol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-003u-0790000000-578343425424f42c9d582017-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ab9-1590000000-88a1356fe7cab31719542016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0avi-7930000000-81c18181dbd66735216a2016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gi0-9400000000-e44ecbea8a96f84abd432016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0390000000-9beef594142e0da5de922016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-006x-1980000000-3b9708ac6185abaf6d962016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05bf-4910000000-a8db2089f5647c8532ad2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0090000000-ab61d8a2af41e6ed2e492021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0690000000-8a43271c10743cad1e3e2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00l2-4900000000-7dcaa3b1e66cfbe960c92021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-05gi-5930000000-9f54facb49232e1c6a462021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05o0-9600000000-55d109ed92e3da30c7ea2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00l6-9100000000-bcc664ee21d185da076e2021-09-22View Spectrum
NMR
TypeDescriptionView
1D NMR13C NMR Spectrum (1D, 100 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Spectrum
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke ID3,7,11-TRIMETHYL-1,2,6,10-DODECATRIENOL?
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
Processing...
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).