Showing Compound Card for 3-Methylheneicosane (CDB000252)

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Record Information
Version1.0
Created at2020-03-19 00:27:04 UTC
Updated at2020-12-07 19:07:18 UTC
CannabisDB IDCDB000252
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name3-Methylheneicosane
Description3-Methylheneicosane is a methylated derivative of heneicosane (CH3-[CH2]19-CH3). Heneicosane belongs to the class of organic compounds known as alkanes. These are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2, and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Heneicosane is considered to be a hydrocarbon lipid molecule and, as such, a very hydrophobic molecule, practically insoluble in water and relatively neutral. It is an alkane and waxy tasting compound. Heneicosane is a pheromone used by the queen or king termites from the Reticulitermes flavipes species (PMID: 29555778 ). Heneicosane also acts as a mosquito attractant, especially for those in the genus Aedes and can be used in mosquito baits (PMID: 19018567 ). Heneicosane is one of the major components of the safflower flower essential oil (Carthamus tinctorius) (PMID: 23371463 ). Furthermore, 3-methylheneicosane is one of many hydrocarbons that are known in Cannabis plants (PMID: 6991645 ).
Structure
Thumb
MOLSDFPDBSMILESInChI
SynonymsNot Available
Chemical FormulaC22H46
Average Molecular Weight310.61
Monoisotopic Molecular Weight310.36
IUPAC Name(3S)-3-methylhenicosane
Traditional Name(3S)-3-methylhenicosane
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCCCCCCCC[C@@H](C)CC
InChI Identifier
InChI=1S/C22H46/c1-4-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(3)5-2/h22H,4-21H2,1-3H3/t22-/m0/s1
InChI KeyOSJUENOXPFOHLF-QFIPXVFZSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as branched alkanes. These are acyclic branched hydrocarbons having the general formula CnH2n+2.
KingdomOrganic compounds
Super ClassHydrocarbons
ClassSaturated hydrocarbons
Sub ClassAlkanes
Direct ParentBranched alkanes
Alternative ParentsNot Available
Substituents
  • Branched alkane
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Role

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP10.19ALOGPS
logP10.09ChemAxon
logS-7.8ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count18ChemAxon
Refractivity102.97 m³·mol⁻¹ChemAxon
Polarizability45.89 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MSNot Available
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available2020-06-30View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound124514334
PDB IDNot Available
ChEBI IDNot Available
References
General References
  1. Funaro CF, Boroczky K, Vargo EL, Schal C: Identification of a queen and king recognition pheromone in the subterranean termite Reticulitermes flavipes. Proc Natl Acad Sci U S A. 2018 Apr 10;115(15):3888-3893. doi: 10.1073/pnas.1721419115. Epub 2018 Mar 19. [PubMed:29555778 ]
  2. Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. [PubMed:6991645 ]
  3. Seenivasagan T, Sharma KR, Sekhar K, Ganesan K, Prakash S, Vijayaraghavan R: Electroantennogram, flight orientation, and oviposition responses of Aedes aegypti to the oviposition pheromone n-heneicosane. Parasitol Res. 2009 Mar;104(4):827-33. doi: 10.1007/s00436-008-1263-2. Epub 2008 Nov 19. [PubMed:19018567 ]
  4. Asgarpanah J, Kazemivash N: Phytochemistry, pharmacology and medicinal properties of Carthamus tinctorius L. Chin J Integr Med. 2013 Feb;19(2):153-9. doi: 10.1007/s11655-013-1354-5. Epub 2013 Jan 31. [PubMed:23371463 ]