N-Eicosane (CHEM025688)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 22:32:58 UTC
Update Date2016-11-09 01:18:08 UTC
Accession NumberCHEM025688
Identification
Common NameN-Eicosane
ClassSmall Molecule
DescriptionA straight chain alkane composed of 20 carbon atoms. It has been isolated from the leaves of Agave attenuata.
Contaminant Sources
  • FooDB Chemicals
  • STOFF IDENT Compounds
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
CH3-[CH2]18-CH3ChEBI
N-EicosaneChEBI
OctyldodecaneChEBI
IcosaneHMDB
EicosaneChEBI
Chemical FormulaC20H42
Average Molecular Mass282.548 g/mol
Monoisotopic Mass282.329 g/mol
CAS Registry Number112-95-8
IUPAC Nameicosane
Traditional Nameeicosane
SMILESCCCCCCCCCCCCCCCCCCCC
InChI IdentifierInChI=1S/C20H42/c1-3-5-7-9-11-13-15-17-19-20-18-16-14-12-10-8-6-4-2/h3-20H2,1-2H3
InChI KeyCBFCDTFDPHXCNY-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
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility6.9e-06 g/LALOGPS
logP9.78ALOGPS
logP9.36ChemAxon
logS-7.6ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count17ChemAxon
Refractivity93.82 m³·mol⁻¹ChemAxon
Polarizability41.94 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-00dr-9200000000-8803c91354a1f4960a85Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4l-9000000000-e134070d5bd2cd5dee70Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4l-9000000000-1fd25ca00429cf4bd43dSpectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-001i-0190000000-81b5d2ec93cf739de33dSpectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-00dr-9200000000-8803c91354a1f4960a85Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-01oy-7930000000-a5a9b082673eeafa59fdSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0090000000-ef9266b4b096cf893a46Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-4590000000-6f101d621da0fe5e7357Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9330000000-f24eba03ec54f2f1d504Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0090000000-f01176d740a265b10e81Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0090000000-b6e5280c48745c65e549Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00lr-5980000000-7fff407e6bd02c2d99deSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-2090000000-1b47e5bd0719b7ceb2e1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ac0-9040000000-54ad57abc7ff88430601Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9000000000-1ea9f51470b4a38df944Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0090000000-d080e436874ff278c4b8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0090000000-d080e436874ff278c4b8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-1290000000-07da13bfd390e992a466Spectrum
MSMass Spectrum (Electron Ionization)splash10-0abc-9100000000-b92ea993ede560d3e264Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0059909
FooDB IDFDB004727
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDCPD-14231
METLIN IDNot Available
PDB IDLFA
Wikipedia LinkIcosane
Chemspider ID7929
ChEBI ID43619
PubChem Compound ID8222
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=23459067
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23880873
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23899195
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5. Aroulanda C, Zimmermann H, Luz Z, Lesot P: Enantiotopic discrimination in the deuterium NMR spectrum of solutes with S4 symmetry in chiral liquid crystals. J Chem Phys. 2011 Apr 7;134(13):134502. doi: 10.1063/1.3554640.
6. Zhou S, Lee AK, McWhinney RD, Abbatt JP: Burial effects of organic coatings on the heterogeneous reactivity of particle-borne benzo[a]pyrene (BaP) toward ozone. J Phys Chem A. 2012 Jul 5;116(26):7050-6. doi: 10.1021/jp3030705. Epub 2012 Jun 21.
7. Ma MT, Cooper MS, Paul RL, Shaw KP, Karas JA, Scanlon D, White JM, Blower PJ, Donnelly PS: Macrobicyclic cage amine ligands for copper radiopharmaceuticals: a single bivalent cage amine containing two Lys3-bombesin targeting peptides. Inorg Chem. 2011 Jul 18;50(14):6701-10. doi: 10.1021/ic200681s. Epub 2011 Jun 13.
8. Rivera A, Quiroga D, Rios-Motta J, Fejfarova K, Dusek M: The disordered molecular structure of (3aRS,7aRS)-1,3-dinitrosooctahydro-1H-benzimidazole. Acta Crystallogr C. 2011 Dec;67(Pt 12):o505-8. doi: 10.1107/S0108270111046397. Epub 2011 Nov 22.
9. Khani A, Asghari J: Insecticide activity of essential oils of Mentha longifolia, Pulicaria gnaphalodes and Achillea wilhelmsii against two stored product pests, the flour beetle, Tribolium castaneum, and the cowpea weevil, Callosobruchus maculatus. J Insect Sci. 2012;12:73. doi: 10.1673/031.012.7301.
10. Yucel U, Elias RJ, Coupland JN: Solute distribution and stability in emulsion-based delivery systems: an EPR study. J Colloid Interface Sci. 2012 Jul 1;377(1):105-13. doi: 10.1016/j.jcis.2012.03.071. Epub 2012 Apr 1.
11. Yucel U, Elias RJ, Coupland JN: Localization and reactivity of a hydrophobic solute in lecithin and caseinate stabilized solid lipid nanoparticles and nanoemulsions. J Colloid Interface Sci. 2013 Mar 15;394:20-5. doi: 10.1016/j.jcis.2012.12.042. Epub 2012 Dec 28.
12. Rizwan K, Zubair M, Rasool N, Riaz M, Zia-Ul-Haq M, de Feo V: Phytochemical and biological studies of Agave attenuata. Int J Mol Sci. 2012;13(5):6440-51. doi: 10.3390/ijms13056440. Epub 2012 May 24.
13. Cai H, Li Z, Huang CW, Park R, Shahinian AH, Conti PS: An improved synthesis and biological evaluation of a new cage-like bifunctional chelator, 4-((8-amino-3,6,10,13,16,19-hexaazabicyclo[6.6.6]icosane-1-ylamino)methyl)benzoic acid, for 64Cu radiopharmaceuticals. Nucl Med Biol. 2010 Jan;37(1):57-65. doi: 10.1016/j.nucmedbio.2009.09.001. Epub 2009 Oct 12.
14. Samori C, Guerrini A, Varchi G, Beretta GL, Fontana G, Bombardelli E, Carenini N, Zunino F, Bertucci C, Fiori J, Battaglia A: The role of polyamine architecture on the pharmacological activity of open lactone camptothecin-polyamine conjugates. Bioconjug Chem. 2008 Nov 19;19(11):2270-9. doi: 10.1021/bc800033r.
15. Avendano C, Lafitte T, Adjiman CS, Galindo A, Muller EA, Jackson G: SAFT-gamma force field for the simulation of molecular fluids: 2. Coarse-grained models of greenhouse gases, refrigerants, and long alkanes. J Phys Chem B. 2013 Mar 7;117(9):2717-33. doi: 10.1021/jp306442b. Epub 2013 Feb 27.
16. Brown KN, Geue RJ, Hambley TW, Hockless DC, Rae AD, Sargeson AM: Specificity in template syntheses of hexaaza-macrobicyclic cages: [Pt(Me5-tricosatrieneN6)]4+ and [Pt(Me5-tricosaneN6)]4+. Org Biomol Chem. 2003 May 7;1(9):1598-608.
17. Cai H, Li Z, Huang CW, Shahinian AH, Wang H, Park R, Conti PS: Evaluation of copper-64 labeled AmBaSar conjugated cyclic RGD peptide for improved microPET imaging of integrin alphavbeta3 expression. Bioconjug Chem. 2010 Aug 18;21(8):1417-24. doi: 10.1021/bc900537f.
18. Sen Gupta N, Wragg DS, Tilset M, Omtvedt JP: 4,7,13,18-Tetra-oxa-1,10-diazo-nia-bicyclo-[8.5.5]icosane hexa-fluorido-silicate. Acta Crystallogr Sect E Struct Rep Online. 2011 Aug 1;67(Pt 8):o1958-9. doi: 10.1107/S1600536811026006. Epub 2011 Jul 9.
19. Baatour O, Tarchoune I, Mahmoudi H, Nassri N, Abidi W, Kaddour R, Hamdaoui G, Nasri-Ayachi MB, Lachaal M, Marzouk B: Culture conditions and salt effects on essential oil composition of sweet marjoram (Origanum majorana) from Tunisia. Acta Pharm. 2012 Jun;62(2):251-61. doi: 10.2478/v10007-012-0019-9.
20. Rockey WM, Huang L, Kloepping KC, Baumhover NJ, Giangrande PH, Schultz MK: Synthesis and radiolabeling of chelator-RNA aptamer bioconjugates with copper-64 for targeted molecular imaging. Bioorg Med Chem. 2011 Jul 1;19(13):4080-90. doi: 10.1016/j.bmc.2011.05.010. Epub 2011 May 14.
21. Kostereli Z, Severin K: Fluorescence sensing of spermine with a frustrated amphiphile. Chem Commun (Camb). 2012 Jun 14;48(47):5841-3. doi: 10.1039/c2cc32228e. Epub 2012 May 9.
22. Kadali KK, Simons KL, Skuza PP, Moore RB, Ball AS: A complementary approach to identifying and assessing the remediation potential of hydrocarbonoclastic bacteria. J Microbiol Methods. 2012 Mar;88(3):348-55. doi: 10.1016/j.mimet.2011.12.006. Epub 2012 Jan 5.
23. Sen Gupta N, Wragg DS, Tilset M, Omtvedt JP: 4,7,13,18-Tetra-oxa-1,10-diazo-nia-bicyclo-[8.5.5]icosane bis-(hexa-fluorido-phosphate). Acta Crystallogr Sect E Struct Rep Online. 2011 Aug 1;67(Pt 8):o1929-30. doi: 10.1107/S1600536811025992. Epub 2011 Jul 6.