Showing Compound Card for Heneicosane (CDB000158)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraProtein targetPathwaysConcentrationsLinksReferencesXML
Record Information
Version1.0
Created at2020-03-18 23:26:56 UTC
Updated at2020-12-07 19:07:11 UTC
CannabisDB IDCDB000158
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameHeneicosane
DescriptionHeneicosane, is a straight chain saturated hydrocarbon with 21 carbons that is a member of the class of compounds known as alkanes. Alkanes are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2, and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Thus, heneicosane is considered to be a hydrocarbon lipid molecule. Henicosane is a neutral, hydrophobic molecule that is insoluble in water. It exists as a clear, waxy solid. Heneicosane is a naturally occurring, waxy tasting compound that can be found in a number of food items such as orange bell pepper, yellow bell pepper, lemon balm, and pepper (c. annuum). Henicosane is one of many alkanes that are known in cannabis plants (PMID: 6991645 ). Heneicosane is used as a pheromone by queen or king termites. It also attracts mosquitoes in the genus Aedes and can be used in mosquito baits (PMID: 24060842 ).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
CH3-[CH2]19-CH3ChEBI
N-HeneicosaneChEBI
HeneicosaneChEBI
Chemical FormulaC21H44
Average Molecular Weight296.57
Monoisotopic Molecular Weight296.3443
IUPAC Namehenicosane
Traditional Nameheneicosane
CAS Registry Number629-94-7
SMILES
CCCCCCCCCCCCCCCCCCCCC
InChI Identifier
InChI=1S/C21H44/c1-3-5-7-9-11-13-15-17-19-21-20-18-16-14-12-10-8-6-4-2/h3-21H2,1-2H3
InChI KeyFNAZRRHPUDJQCJ-UHFFFAOYSA-N
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassHydrocarbons
ClassSaturated hydrocarbons
Sub ClassAlkanes
Direct ParentAlkanes
Alternative ParentsNot Available
Substituents
  • Acyclic alkane
  • Alkane
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Role

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point40.5 °CWikipedia
Boiling Point356.10 °CWikipedia
Water Solubility2.9 g/LWikipedia
logP10.65Wikipedia
Predicted Properties
PropertyValueSource
logP9.98ALOGPS
logP9.8ChemAxon
logS-7.7ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count18ChemAxon
Refractivity98.42 m³·mol⁻¹ChemAxon
Polarizability44.09 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0abc-9100000000-3e6355dfa6070f094f0c2015-03-01View Spectrum
GC-MSHeneicosane, non-derivatized, GC-MS Spectrumsplash10-00dr-9200000000-2dd012b1c9f68451dee4Spectrum
GC-MSHeneicosane, non-derivatized, GC-MS Spectrumsplash10-0a4l-9000000000-e59f7d9328ef554ce284Spectrum
GC-MSHeneicosane, non-derivatized, GC-MS Spectrumsplash10-0a4l-9100000000-2bc507df938a82e990b1Spectrum
GC-MSHeneicosane, non-derivatized, GC-MS Spectrumsplash10-0002-1290000000-b4e97f1d11340cd3d235Spectrum
Predicted GC-MSHeneicosane, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-01oy-7940000000-cd1476e8593aee6b136eSpectrum
Predicted GC-MSHeneicosane, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSHeneicosane, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0090000000-20296a7137ca1b281e952016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-3490000000-5234ed80f1cff8786d2a2016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9550000000-f0a08f3520804320f3ac2016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0090000000-81c5362622d211d7aa862016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0090000000-99bb69c15db09959e7df2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-002b-6690000000-3386a1085d6dcbfff9c62016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-2090000000-a4bbb7da3437da5d756b2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0592-9040000000-51434738299870ca1a832021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9000000000-2c74ba35d964f4254bb22021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0090000000-4f5b7d0ce45cf76fc3f92021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0090000000-4f5b7d0ce45cf76fc3f92021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-1190000000-ea859877fa7fc6f27bfa2021-09-24View Spectrum
NMR
TypeDescriptionView
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0061782
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB004728
KNApSAcK IDNot Available
Chemspider ID11897
KEGG Compound IDNot Available
BioCyc IDCPD-7935
BiGG IDNot Available
Wikipedia LinkHigher alkanes
METLIN IDNot Available
PubChem Compound12403
PDB IDNot Available
ChEBI ID32931
References
General References
  1. 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 ]
  2. Kumar P, Lomash V, Jatav PC, Kumar A, Pant SC: Prenatal developmental toxicity study of n-heneicosane in Wistar rats. Toxicol Ind Health. 2016 Jan;32(1):118-25. doi: 10.1177/0748233713498438. Epub 2013 Sep 23. [PubMed:24060842 ]