Showing Compound Card for Docosane (CDB000159)

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Record Information
Version1.0
Created at2020-03-18 23:26:58 UTC
Updated at2020-11-18 16:34:51 UTC
CannabisDB IDCDB000159
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameDocosane
DescriptionDocosane, also called n-docosane, is a straight-chain alkane with 22 carbon atoms. It belongs to the class of organic compounds known as alkanes. These are acyclic branched or unbranched hydrocarbons, they have the general formula CH3-[CH2]20-CH3, and consist entirely of hydrogen atoms and saturated carbon atoms. Docosane is a hydrocarbon lipid molecule that is a hydrophobic, practically insoluble in water, and relatively neutral. Docosane is waxy taste. It is found in highest concentrations in lemon balms detected in allspices, lindens, papaya, and sunflowers. This could make docosane a potential biomarker for the consumption of these foods. Docosane has been found in the essential oils from plants, such as dill (PMID: 25154406 ) and Periploca laevigata Aiton subsp. angustifolia (Apocynaceae) (PMID: 22439883 ). Docosane is also found in cannabis plants (PMID: 6991645 ) and in cannabis smoke ( Ref:DOI ). It is volatilized during the combustion of cannabis.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
CH3-[CH2]20-CH3ChEBI
DokosanChEBI
N-DocosaneChEBI
Chemical FormulaC22H46
Average Molecular Weight310.6
Monoisotopic Molecular Weight310.36
IUPAC Namedocosane
Traditional Namedocosane
CAS Registry Number629-97-0
SMILES
CCCCCCCCCCCCCCCCCCCCCC
InChI Identifier
InChI=1S/C22H46/c1-3-5-7-9-11-13-15-17-19-21-22-20-18-16-14-12-10-8-6-4-2/h3-22H2,1-2H3
InChI KeyHOWGUJZVBDQJKV-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:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP10.16ALOGPS
logP10.24ChemAxon
logS-7.8ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count19ChemAxon
Refractivity103.02 m³·mol⁻¹ChemAxon
Polarizability46.26 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)splash10-0a4l-9100000000-5e09407960ebf7a97cdf2015-03-01View Spectrum
GC-MSDocosane, non-derivatized, GC-MS Spectrumsplash10-00dr-9200000000-ab9d7f8bb8ea819c4519Spectrum
GC-MSDocosane, non-derivatized, GC-MS Spectrumsplash10-0abc-9100000000-aedb20bd247f19684b98Spectrum
GC-MSDocosane, non-derivatized, GC-MS Spectrumsplash10-0a4l-9000000000-ff50dcb9226e5bfc0225Spectrum
GC-MSDocosane, non-derivatized, GC-MS Spectrumsplash10-0a4i-3329000000-6fea29f2d799a1ec5db7Spectrum
Predicted GC-MSDocosane, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000g-7950000000-12e3b6a943950437f0ffSpectrum
Predicted GC-MSDocosane, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSDocosane, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0009000000-2a269fde28ea3cc859a52016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-6769000000-652d6a4a0f0970754ae32016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9460000000-39be7901ea5389caef9d2016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0009000000-87ef9136157e06fb668f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0009000000-09825fdfa45cfa0949cb2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-6792000000-476f2fcebfc73b003b3f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-2009000000-1bd21cead58d7a5b0db92021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0c00-9003000000-a782b98dbaf9514fa32f2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9000000000-e4a4bd7505f3699c2c2d2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0009000000-a0262c382efc7fcb33d72021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0009000000-a0262c382efc7fcb33d72021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-2279000000-a78cc3935e8c9a9dd0f12021-09-24View 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 IDHMDB0061865
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB004725
KNApSAcK IDC00035592
Chemspider ID11899
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkHigher alkanes
METLIN IDNot Available
PubChem Compound12405
PDB IDTWT
ChEBI ID46050
References
General References
  1. Kazemi M: Phenolic profile, antioxidant capacity and anti-inflammatory activity of Anethum graveolens L. essential oil. Nat Prod Res. 2015;29(6):551-3. doi: 10.1080/14786419.2014.951934. Epub 2014 Aug 26. [PubMed:25154406 ]
  2. Zito P, Sajeva M, Bruno M, Rosselli S, Maggio A, Senatore F: Essential oils composition of Periploca laevigata Aiton subsp. angustifolia (Labill.) Markgraf (Apocynaceae-Periplocoideae). Nat Prod Res. 2013;27(3):255-65. doi: 10.1080/14786419.2012.671319. Epub 2012 Mar 23. [PubMed:22439883 ]
  3. 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 ]