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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2012-09-11 18:33:19 UTC
Update Date2022-03-07 02:53:51 UTC
HMDB IDHMDB0033792
Secondary Accession Numbers
  • HMDB33792
Metabolite Identification
Common NameHexadecane
DescriptionHexadecane, also known as cetan or CH3-[CH2]14-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, hexadecane is considered to be a hydrocarbon lipid molecule. A straight-chain alkane with 16 carbon atoms. Hexadecane is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Hexadecane is an alkane tasting compound. Hexadecane is found, on average, in the highest concentration within black walnuts. Hexadecane has also been detected, but not quantified, in several different foods, such as allspices, cucumbers, tea, orange bell peppers, and herbs and spices. This could make hexadecane a potential biomarker for the consumption of these foods. Hexadecane, with regard to humans, has been linked to the inborn metabolic disorder celiac disease.
Structure
Data?1563862461
Synonyms
ValueSource
CetanChEBI
CetaneChEBI
CH3-[CH2]14-CH3ChEBI
HexadekanChEBI
N-CetaneChEBI
N-HexadecaneChEBI
ZetanChEBI
1,2-EpoxyhexadecaneHMDB
CNSHMDB
Chemical FormulaC16H34
Average Molecular Weight226.4412
Monoisotopic Molecular Weight226.266051088
IUPAC Namehexadecane
Traditional Namecetane
CAS Registry Number544-76-3
SMILES
CCCCCCCCCCCCCCCC
InChI Identifier
InChI=1S/C16H34/c1-3-5-7-9-11-13-15-16-14-12-10-8-6-4-2/h3-16H2,1-2H3
InChI KeyDCAYPVUWAIABOU-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
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point18.17 °CNot Available
Boiling Point286.00 to 287.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility9.0e-07 mg/mL at 25 °CNot Available
LogP8.859 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility2.3e-05 g/LALOGPS
logP8.63ALOGPS
logP7.58ChemAxon
logS-7ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity75.42 m³·mol⁻¹ChemAxon
Polarizability33.34 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+159.89631661259
DarkChem[M-H]-160.59131661259
DeepCCS[M+H]+163.02830932474
DeepCCS[M-H]-159.57130932474
DeepCCS[M-2H]-196.81530932474
DeepCCS[M+Na]+172.47730932474
AllCCS[M+H]+169.732859911
AllCCS[M+H-H2O]+166.332859911
AllCCS[M+NH4]+172.832859911
AllCCS[M+Na]+173.732859911
AllCCS[M-H]-167.632859911
AllCCS[M+Na-2H]-169.032859911
AllCCS[M+HCOO]-170.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
HexadecaneCCCCCCCCCCCCCCCC1612.7Standard polar33892256
HexadecaneCCCCCCCCCCCCCCCC1602.2Standard non polar33892256
HexadecaneCCCCCCCCCCCCCCCC1603.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Hexadecane GC-MS (Non-derivatized)splash10-000i-9300000000-7c0a904fd73b77e2d85b2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Hexadecane EI-B (Non-derivatized)splash10-052f-9000000000-8393983fcf59dd4008732017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Hexadecane EI-B (Non-derivatized)splash10-052f-9000000000-2ba63d5e4e2ba2027b772017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Hexadecane EI-B (Non-derivatized)splash10-0a4i-9000000000-b0449813985ea9c60d4f2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Hexadecane CI-B (Non-derivatized)splash10-004i-1190000000-d1910f019008f4335ef42017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Hexadecane GC-MS (Non-derivatized)splash10-000i-9300000000-7c0a904fd73b77e2d85b2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Hexadecane GC-EI-TOF (Non-derivatized)splash10-000j-9400000000-07019529b77dddb3eb592017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Hexadecane GC-MS (Non-derivatized) - 70eV, Positivesplash10-06tf-8900000000-598cc0f357d4b2a07c662017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Hexadecane GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0a4l-9000000000-ae8fda7f3222bbeedb072015-03-01Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexadecane 10V, Positive-QTOFsplash10-004i-0090000000-1ff70e84008305660f6b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexadecane 20V, Positive-QTOFsplash10-004i-6690000000-e55d43749a2a92dbc7432016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexadecane 40V, Positive-QTOFsplash10-052f-9200000000-807d13cd8b095671a0fe2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexadecane 10V, Negative-QTOFsplash10-004i-0090000000-70a6619ab87189ca83872016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexadecane 20V, Negative-QTOFsplash10-004i-0090000000-36e8d1674a475c252a932016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexadecane 40V, Negative-QTOFsplash10-056r-6940000000-52cbf625160bfe7656732016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexadecane 10V, Positive-QTOFsplash10-004i-5290000000-95b5049afb89fee7340e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexadecane 20V, Positive-QTOFsplash10-0a4i-9200000000-fbdc60b64316013495372021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexadecane 40V, Positive-QTOFsplash10-052f-9000000000-ba3664fd28e21704547f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexadecane 10V, Negative-QTOFsplash10-004i-0090000000-c9cdf1e49f75010ec1b92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexadecane 20V, Negative-QTOFsplash10-004i-0090000000-c9cdf1e49f75010ec1b92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexadecane 40V, Negative-QTOFsplash10-004i-2690000000-2416b2132fb1a63859692021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Feces
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected and Quantified0-222647.940 nmol/g wet fecesChildren (1-13 years old)Not Specified
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)BothNormal details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
    • Zerihun T. Dame, ...
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected and Quantified0-105884.736 nmol/g wet fecesChildren (1-13 years old)Not Specified
Treated celiac disease
details
SalivaDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)BothCeliac disease details
Associated Disorders and Diseases
Disease References
Celiac disease
  1. Francavilla R, Ercolini D, Piccolo M, Vannini L, Siragusa S, De Filippis F, De Pasquale I, Di Cagno R, Di Toma M, Gozzi G, Serrazanetti DI, De Angelis M, Gobbetti M: Salivary microbiota and metabolome associated with celiac disease. Appl Environ Microbiol. 2014 Jun;80(11):3416-25. doi: 10.1128/AEM.00362-14. Epub 2014 Mar 21. [PubMed:24657864 ]
  2. Di Cagno R, De Angelis M, De Pasquale I, Ndagijimana M, Vernocchi P, Ricciuti P, Gagliardi F, Laghi L, Crecchio C, Guerzoni ME, Gobbetti M, Francavilla R: Duodenal and faecal microbiota of celiac children: molecular, phenotype and metabolome characterization. BMC Microbiol. 2011 Oct 4;11:219. doi: 10.1186/1471-2180-11-219. [PubMed:21970810 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB011952
KNApSAcK IDC00035639
Chemspider ID10540
KEGG Compound IDC14499
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkHexadecane
METLIN IDNot Available
PubChem Compound11006
PDB IDR16
ChEBI ID45296
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1249651
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Peters RF, White AM: The relationship between cyclic adenosine 3', 5' - monophosphate and biochemical events in rat skin after the induction of epidermal hyperplasia using hexadecane. Br J Dermatol. 1978 Mar;98(3):301-14. [PubMed:205235 ]
  2. Callaghan AV, Tierney M, Phelps CD, Young LY: Anaerobic biodegradation of n-hexadecane by a nitrate-reducing consortium. Appl Environ Microbiol. 2009 Mar;75(5):1339-44. doi: 10.1128/AEM.02491-08. Epub 2008 Dec 29. [PubMed:19114507 ]
  3. Huguet J, Cartana J, Arola L, Alemany M: Alterations of energy metabolism induced by hexadecane in mice. Arch Int Physiol Biochim. 1989 Oct;97(5):333-40. [PubMed:2480087 ]
  4. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .