Showing Compound Card for Tridecane (CDB000150)

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Record Information
Version1.0
Created at2020-03-18 23:26:38 UTC
Updated at2020-12-07 19:07:11 UTC
CannabisDB IDCDB000150
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameTridecane
DescriptionTridecane, also known as tridekan, is an alkane hydrocarbon with the chemical formula CH3(CH2)11CH3. These are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2, and consist entirely of hydrogen atoms and saturated carbon atoms. Tridecane has 802 constitutional isomers. Tridecane is a hydrocarbon lipid molecule. Tridecane is a light, combustible colourless liquid and a very hydrophobic molecule, practically insoluble in water, and relatively neutral. It is a volatile oil component, and has been found in some plants, such as cannabis plants (PMID: 6991645 ), Abelmoschus esculentus (L.) Moench. and Abelmoschus moschatus Medik (PMID: 23768323 ), and Bidens pilosa var. radiate (PMID: 24010324 ). Tridecane is also found in cannabis smoke and is volatilized during the combustion of cannabis ( Ref:DOI ). It is used in the manufacture of paraffin products, the paper processing industry, in jet fuel research and in the rubber industry; furthermore, tridecane is used as a solvent and distillation chaser. Tridecane is also one of the major chemicals secreted by some insects as a defense against predators. For example, the secretions of the earwig larvae Forficula Auricularia, which contained tridecane, inhibited the feeding of ant species Myrmica rubra (PMID: 24879968 ).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
CH3-[CH2]11-CH3ChEBI
N-TridecaneChEBI
TridekanChEBI
(2S,3S)-2-Hydroxytridecane-1,2,3-tricarboxylateHMDB
Alkanes, C12-14HMDB
Lipid fragmentHMDB
TRDHMDB
Chemical FormulaC13H28
Average Molecular Weight184.36
Monoisotopic Molecular Weight184.2191
IUPAC Nametridecane
Traditional Nametridecane
CAS Registry Number629-50-5
SMILES
CCCCCCCCCCCCC
InChI Identifier
InChI=1S/C13H28/c1-3-5-7-9-11-13-12-10-8-6-4-2/h3-13H2,1-2H3
InChI KeyIIYFAKIEWZDVMP-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:

Source:

Biological location:

Role

Indirect biological role:

Industrial application:

Environmental role:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point-5.5 °CNot Available
Boiling Point232 to 236 °CWikipedia
Water Solubility4.7e-06 mg/mL at 25 °CNot Available
logP7.331Wikipedia
Predicted Properties
PropertyValueSource
logP6.85ALOGPS
logP6.24ChemAxon
logS-6.3ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity61.62 m³·mol⁻¹ChemAxon
Polarizability26.96 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-052f-9000000000-9b4e58268ac1e421eaa72015-03-01View Spectrum
GC-MSTridecane, non-derivatized, GC-MS Spectrumsplash10-00di-9100000000-e02925c17a895ade560bSpectrum
GC-MSTridecane, non-derivatized, GC-MS Spectrumsplash10-0596-9000000000-562483fea4bbcff9f5aaSpectrum
GC-MSTridecane, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-4ac0138633416b7e1a3cSpectrum
GC-MSTridecane, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-0ce01dfea4481d77cbe6Spectrum
GC-MSTridecane, non-derivatized, GC-MS Spectrumsplash10-001i-3900000000-f603ed062b076f6497beSpectrum
GC-MSTridecane, non-derivatized, GC-MS Spectrumsplash10-00di-9100000000-e02925c17a895ade560bSpectrum
Predicted GC-MSTridecane, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0abm-9400000000-2c3735e07b32c6c6b4caSpectrum
Predicted GC-MSTridecane, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSTridecane, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-8079a05e43e9bd02a1d92015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-4900000000-05a61cd09db39cf83d9e2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9100000000-86f0930544216341fffc2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-070d391ddaf16d6063332015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0900000000-071c96e42609ae2546612015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00lr-6900000000-3b868142f127b511f3bd2015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0k9i-9600000000-c61715af80b820df71642021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-f16a65faf0726abeea342021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-bcde98356b997aa826152021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-db390682349bf97573f32021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0900000000-db390682349bf97573f32021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-3900000000-1d9ddcb43b2003c4ab9d2021-09-22View 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 IDHMDB0034284
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012622
KNApSAcK IDC00048561
Chemspider ID11882
KEGG Compound IDC13834
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkTridecane
METLIN IDNot Available
PubChem Compound12388
PDB IDTRD
ChEBI ID35998
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 ]
  2. Molfetta I, Ceccarini L, Macchia M, Flamini G, Cioni PL: Abelmoschus esculentus (L.) Moench. and Abelmoschus moschatus Medik: seeds production and analysis of the volatile compounds. Food Chem. 2013 Nov 1;141(1):34-40. doi: 10.1016/j.foodchem.2013.02.030. Epub 2013 Mar 1. [PubMed:23768323 ]
  3. Chen J, Wei JH, Cai SF, Zhang HJ, Zhang XH, Liang WJ, Wu SG: [Chemical constituents in whole herb of Bidens pilosa var. radiata]. Zhong Yao Cai. 2013 Mar;36(3):410-3. [PubMed:24010324 ]
  4. Gasch T, Vilcinskas A: The chemical defense in larvae of the earwig Forficula auricularia. J Insect Physiol. 2014 Aug;67:1-8. doi: 10.1016/j.jinsphys.2014.05.019. Epub 2014 May 29. [PubMed:24879968 ]