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Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2014-10-08 15:54:25 UTC
Update Date2018-05-19 23:37:48 UTC
HMDB IDHMDB0061782
Secondary Accession Numbers
  • HMDB61782
Metabolite Identification
Common NameHeneicosane
Description, also known as N-heneicosane or CH3-[CH2]19-CH3, 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. Thus, is considered to be a hydrocarbon lipid molecule. exists as a solid and is considered to be practically insoluble (in water) and relatively neutral. has been primarily detected in saliva. can be converted into 20-methylhenicosan-1-ol and henicosan-1-ol. is an alkane and waxy tasting compound that can be found in a number of food items such as common oregano, pepper (c. frutescens), sunflower, and kohlrabi. This makes a potential biomarker for the consumption of these food products.
Structure
Thumb
Synonyms
ValueSource
CH3-[CH2]19-CH3ChEBI
N-HeneicosaneChEBI
Chemical FormulaC21H44
Average Molecular Weight296.5741
Monoisotopic Molecular Weight296.344301408
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
DescriptionThis compound belongs to the class of organic compounds known as acyclic alkanes. These are acyclic hydrocarbons consisting only of n carbon atoms and m hydrogen atoms where m=2*n + 2.
KingdomOrganic compounds
Super ClassHydrocarbons
ClassAlkanes
Sub ClassAcyclic alkanes
Direct ParentAcyclic alkanes
Alternative ParentsNot Available
Substituents
  • Acyclic alkane
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility6.1e-06 g/LALOGPS
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
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-00dr-9200000000-2dd012b1c9f68451dee4View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4l-9000000000-e59f7d9328ef554ce284View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4l-9100000000-2bc507df938a82e990b1View in MoNA
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-0002-1290000000-b4e97f1d11340cd3d235View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-01oy-7940000000-cd1476e8593aee6b136eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0090000000-20296a7137ca1b281e95View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-3490000000-5234ed80f1cff8786d2aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9550000000-f0a08f3520804320f3acView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0090000000-81c5362622d211d7aa86View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0090000000-99bb69c15db09959e7dfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-002b-6690000000-3386a1085d6dcbfff9c6View in MoNA
MSMass Spectrum (Electron Ionization)splash10-0abc-9100000000-3e6355dfa6070f094f0cView in MoNA
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected but not Quantified Adult (>18 years old)BothNormal details
SalivaDetected but not Quantified Adult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
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
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Brown GO, Guardala NA, Price JL, Weiss RG: Selectivity and efficiency of pyrene attachment to alkanes induced by broadband X-rays. An Acad Bras Cienc. 2003 Mar;75(1):33-8. Epub 2003 Apr 17. [PubMed:12715048 ]
  2. Yang XM, Fu EQ: [Synthesis and spectral characterization of novel chiral macrocyclic dioxopolyamines]. Guang Pu Xue Yu Guang Pu Fen Xi. 2007 Jul;27(7):1403-7. [PubMed:17944424 ]
  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. Yu AN, Sun BG, Hu WB: Top note compounds of Chinese traditional bacteria-fermented soybean. Nat Prod Res. 2008;22(17):1552-9. doi: 10.1080/14786410701824791. [PubMed:19023819 ]
  5. Li G, Dhinojwala A, Yeganeh MS: Interfacial structure and melting temperature of alcohol and alkane molecules in contact with polystyrene films. J Phys Chem B. 2009 Mar 5;113(9):2739-47. doi: 10.1021/jp8065663. [PubMed:19708209 ]
  6. Bhutia YD, Gautam A, Jain N, Ahmed F, Sharma M, Singh R, Kumar S, Mendki MJ, Kumar P, Vijayaraghavan R: Acute and sub-acute toxicity of an insect pheromone, N-heneicosane and combination with insect growth regulator, diflubenzuron, for establishing no observed adverse effect level (NOAEL). Indian J Exp Biol. 2010 Jul;48(7):744-51. [PubMed:20929058 ]
  7. Wikipedia [Link]
  8. Shri Prakash et al. 'Composition for Use in Controlling Aedes Aegypti Mosquitoes.' U.S. Patent US20080274076, issued November 06, 2008. [Link]
  9. Kumaran Ganesan, Ramesh Chandra Malhotra, Ambati Narasimha Rao, Krishnamurthy Sekhar, 'Process for the Preparation of N-Heneicosane.' U.S. Patent US20080293992, issued November 27, 2008. [Link]
  10. Kumaran Ganesan, Ramesh Chandra Malhotra, Ambati Narasimha Rao, Pradeep Kumar Gupta, Asheesh Kumar Jain, Shri Prakash, Krishnamurthy Sekhar, 'Process for the preparation of n-heneicosane.' U.S. Patent US07615672, issued November 10, 2009. [Link]