Showing Compound Card for 2-trans,6-trans-Farnesal (CDB005065)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraProtein targetPathwaysConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Created at2020-04-17 19:05:50 UTC
Updated at2020-12-07 19:11:30 UTC
CannabisDB IDCDB005065
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name2-trans,6-trans-Farnesal
Description2-trans,6-trans-Farnesal, also known as (2E,6E)-farnesal, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Thus, 2-trans,6-trans-farnesal is considered to be an isoprenoid lipid molecule. 2-trans,6-trans-Farnesal is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 2-trans,6-trans-Farnesal is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(2-trans,6-trans)-3,7,11-Trimethyldodeca-2,6,10-trienalChEBI
(2E,6E)-3,7,11-Trimethyl-2,6,10-dodecatrienalChEBI
(2E,6E)-FarnesalChEBI
(e,e)-3,7,11-Trimethyl-2,6,10-dodecatrienalChEBI
e,e-FarnesalChEBI
FarnesalChEBI
trans,trans-2,6-FarnesalChEBI
trans,trans-FarnesalChEBI
trans-FarnesalChEBI
2-trans,6-trans-FarnesalChEBI
Chemical FormulaC15H24O
Average Molecular Weight220.36
Monoisotopic Molecular Weight220.1827
IUPAC Name(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienal
Traditional NameE,E-farnesal
CAS Registry Number502-67-0
SMILES
CC(C)=CCC\C(C)=C\CC\C(C)=C\C=O
InChI Identifier
InChI=1S/C15H24O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11-12H,5-6,8,10H2,1-4H3/b14-9+,15-11+
InChI KeyYHRUHBBTQZKMEX-YFVJMOTDSA-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
  • Medium-chain aldehyde
  • Enal
  • Alpha,beta-unsaturated aldehyde
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aldehyde
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.56ALOGPS
logP4.32ChemAxon
logS-3.8ALOGPS
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity73.93 m³·mol⁻¹ChemAxon
Polarizability28.24 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS2-trans,6-trans-Farnesal, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0aor-8910000000-6fceeb69758d37e309bbSpectrum
Predicted GC-MS2-trans,6-trans-Farnesal, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Orbitrap 5V, positivesplash10-00di-0390000000-657f36e374ebb8808c272020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 6V, positivesplash10-00di-2890000000-0a4f6e8585575dafa1702020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 7V, positivesplash10-0229-4950000000-acdd7ffcb4da681051582020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 8V, positivesplash10-082a-5930000000-088e02c561f9f53fe0692020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 9V, positivesplash10-06dj-6910000000-91730b247cc0357897212020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 11V, positivesplash10-066r-9800000000-8cf27cc5267f4a6dccf72020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 14V, positivesplash10-066r-9400000000-5e04261f084a43d235142020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 17V, positivesplash10-066r-9300000000-f67fbf94ceed5805fbe12020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 21V, positivesplash10-066u-9200000000-293d7522c83886695e8a2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 25V, positivesplash10-0ar3-9200000000-8de0a5fa9189611331e02020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 30V, positivesplash10-05r3-9200000000-7e87afdfd792674d87432020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 15V, positivesplash10-0w2a-1940000000-2be454cf4cc48f7299622020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 15V, positivesplash10-0aor-0900000000-fb6da0f873a8f2e261412020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 15V, positivesplash10-05fu-4900000000-8ed2edbc1c823be73a312020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 15V, positivesplash10-0006-9100000000-044eb012cbedaa2529022020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 15V, positivesplash10-0a4i-2900000000-99939a6cb8c8c0fb61c22020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 15V, positivesplash10-004i-9000000000-316664545979ac5fe84e2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 15V, positivesplash10-0002-1900000000-752a111bf98f3c3e77bd2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 15V, positivesplash10-014i-0900000000-8d5a34c76bb03428a6912020-07-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-1790000000-d6fa26be28ef2eaf429d2016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0600-6920000000-98f532df8055b5d696152016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gb9-9200000000-1d5460348e4d5315c0782016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0090000000-ae58f757cade812b61002016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0290000000-f1633db79a7dcddca9c02016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ffx-5920000000-d8b1e1fb795bd6d4f4612016-08-03View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
Enzymes
Protein NameGene NameLocusUniprot IDDetails
Prenylcysteine oxidase 1PCYOX12p13.3Q9UHG3 details
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0060356
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB014515
KNApSAcK IDC00030246 C00035091
Chemspider ID4444210
KEGG Compound IDC03461
BioCyc ID2-TRANS6-TRANS-FARNESAL
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5280598
PDB IDNot Available
ChEBI ID15894
References
General ReferencesNot Available

Enzymes

Enzyme Details
1. Prenylcysteine oxidase 1
General function:
Involved in oxidoreductase activity
Specific function:
Involved in the degradation of prenylated proteins. Cleaves the thioether bond of prenyl-L-cysteines, such as farnesylcysteine and geranylgeranylcysteine.
Gene Name:
PCYOX1
Uniprot ID:
Q9UHG3
Molecular weight:
56639.66