Showing Compound Card for Nonacosane (CDB000168)

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Record Information
Version1.0
Created at2020-03-18 23:27:18 UTC
Updated at2020-11-18 16:34:52 UTC
CannabisDB IDCDB000168
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameNonacosane
DescriptionNonacosane, also known as CH3-[CH2]27-CH3, with a molecular formula of C29H60, is a straight-chain hydrocarbon with 1,590,507,121 constitutional isomers. It belongs to the class of organic compounds known as alkanes. These are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2, and consist entirely of hydrogen atoms and saturated carbon atoms. Nonacosane is a hydrocarbon lipid molecule that is very hydrophobic, practically insoluble in water, and relatively neutral. It can also be prepared synthetically. Nonacosane has been detected in peaches, ginkgo nuts, cauliflowers, arabica coffee, and lambs quarters. This could make nonacosane a potential biomarker for the consumption of these foods. Nonacosane occurs naturally and has been reported to be a component of a pheromone of Orgyia leucostigma. Evidence suggests it plays a role in the chemical communication of several insects, including the female Anopheles stephensi (a mosquito). Nonacosane has been identified within several essential oils from plants such as cannabis plants (PMID: 6991645 ). Nonacosane is also a constituent of cannabis smoke and is volatilized during the combustion of cannabis ( Ref:DOI ).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
CH3-[CH2]27-CH3ChEBI
N-NonacosaneChEBI
Chemical FormulaC29H60
Average Molecular Weight408.79
Monoisotopic Molecular Weight408.4695
IUPAC Namenonacosane
Traditional Namenonacosane
CAS Registry Number630-03-5
SMILES
CCCCCCCCCCCCCCCCCCCCCCCCCCCCC
InChI Identifier
InChI=1S/C29H60/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h3-29H2,1-2H3
InChI KeyIGGUPRCHHJZPBS-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

Route of exposure:

Biological location:

Source:

Role

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point64 °CNot Available
Boiling Point440.9 °CWikipedia
Water SolubilityNot AvailableNot Available
logP15.482Wikipedia
Predicted Properties
PropertyValueSource
logP10.9ALOGPS
logP13.36ChemAxon
logS-8ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count26ChemAxon
Refractivity135.23 m³·mol⁻¹ChemAxon
Polarizability61.27 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-9210000000-c7a4e1835b5facb50f092015-03-01View Spectrum
GC-MSNonacosane, non-derivatized, GC-MS Spectrumsplash10-00dr-9300000000-802f5c3606ff42f87e67Spectrum
GC-MSNonacosane, non-derivatized, GC-MS Spectrumsplash10-0abl-9100000000-1d9663244f481f209c4fSpectrum
GC-MSNonacosane, non-derivatized, GC-MS Spectrumsplash10-00dr-9300000000-802f5c3606ff42f87e67Spectrum
Predicted GC-MSNonacosane, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0076-9765000000-eabfec39a3cefdeb44b1Spectrum
Predicted GC-MSNonacosane, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0000900000-194ed55ed1b4567e0c4d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-6887900000-f6c1772edf4b6e78ec552016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-8697000000-4782523d2cad195511bd2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0000900000-e655edc0256e910faaeb2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0000900000-d057fa4da4b4fa723f602016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-5579200000-80a13dee560b6a9bb3232016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-2000900000-41ee98c5f2e66eb90fee2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9001300000-d8951b797f88adaf2ecb2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9000000000-fecc60745d655f51bce62021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0000900000-966c20cc8a99f1ef091d2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0000900000-966c20cc8a99f1ef091d2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-2319800000-bd258a41c352bb2441272021-09-25View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Spectrum
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 IDHMDB0034288
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB006240
KNApSAcK IDC00001260
Chemspider ID11903
KEGG Compound IDC08384
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNonacosane
METLIN IDNot Available
PubChem Compound12409
PDB IDNot Available
ChEBI ID7613
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 ]