Record Information
Version1.0
Creation date2010-04-08 22:11:32 UTC
Update date2018-05-28 18:36:32 UTC
Primary IDFDB014891
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameFarnesol
DescriptionComponent of many flower absolutes [CCD] Farnesol is a natural organic compound which is an acyclic sesquiterpene alcohol found as a colorless liquid. It is insoluble in water, but miscible with oils. It is the building block of most, and possibly all, acyclic sesquiterpenoids and is an important starting compound for organic synthesis. [Wikipedia]. Farnesol is found in many foods, some of which are ginger, cumin, sweet basil, and highbush blueberry.
CAS Number4602-84-0
Structure
Thumb
Synonyms
SynonymSource
(2-trans,6-trans)-3,7,11-Trimethyldodeca-2,6,10-trien-1-olChEBI
(2E,6E)-3,7,11-Trimethyl-2,6,10-dodecatrien-1-olChEBI
(2E,6E)-FarnesolChEBI
(e)-FarnesolChEBI
(e,e)-FarnesolChEBI
2-trans,6-trans-FarnesolChEBI
all-trans-FarnesolChEBI
trans,trans-alpha-FarnesolChEBI
trans,trans-FarnesolChEBI
trans-FarnesolChEBI
trans,trans-a-FarnesolGenerator
trans,trans-α-farnesolGenerator
2-cis,6-trans-FarnesolHMDB
3,7,11-Trimethyl-2,6,10-dodecatrien-1-olHMDB
Farnesyl alcoholHMDB
FCI 119aHMDB
NikkosomeHMDB
2,6,10-Dodecatrien-1-ol, 3,7,11-trimethyl-biospider
3,7,11-Trimethyl-2,6,10-dodecatrienolbiospider
3,7,11-Trimethyldodeca-2,6,10-trien-1-olbiospider
Farnesoldb_source
FEMA 2478db_source
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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
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
DescriptionThis compound 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
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 81.02%; H 11.78%; O 7.19%DFC
Melting Point< 25 oC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
ChemSpider ID392816
ChEMBL IDCHEMBL25308
KEGG Compound IDC01126
Pubchem Compound ID445070
Pubchem Substance IDNot Available
ChEBI ID28600
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB04305
CRC / DFC (Dictionary of Food Compounds) IDJXF41-J:JXF41-J
EAFUS ID1334
Dr. Duke IDFARNESOL
BIGG IDNot Available
KNApSAcK IDC00003132
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1005091
SuperScent IDNot Available
Wikipedia IDFarnesol
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
allergenic50904 A chemical compound which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.DUKE
anti adenomic35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
anti cancer35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
anti carcinomic35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
anti leukemic35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
anti melanomic35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
anti spasmodic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
apoptoticDUKE
flavor48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
juvabionalDUKE
nematicide25491 A substance used to destroy pests of the phylum Nematoda (roundworms).DUKE
perfumery48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
pesticide25944 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.DUKE
pheromonal26013 A semiochemical used in olfactory communication between organisms of the same species eliciting a change in sexual or social behaviour.DUKE
sedative35717 A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.DUKE
trichomonicideDUKE
anti microbial33281 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.CHEBI
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
mild
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fresh
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
linden
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
floral
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
angelica
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
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).