Showing Compound Card for Heptadecane (CDB000154)

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Record Information
Version1.0
Created at2020-03-18 23:26:47 UTC
Updated at2020-12-07 19:07:11 UTC
CannabisDB IDCDB000154
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameHeptadecane
DescriptionHeptadecane, also known as CH3-[CH2]15-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 consist entirely of hydrogen atoms and saturated carbon atoms. Heptadecane is a hydrocarbon lipid molecule that is volatile, very hydrophobic, practically insoluble in water, and relatively neutral. In the IUPAC nomenclature, the name of this compound is simply heptadecane, since the other isomers are viewed and named as alkyl-substituted versions of smaller alkanes. The unbranched isomer is normal or n-heptadecane. Indeed, it is believed to be the smallest "impossible" alkane. Heptadecane has been detected in lemon balms, coconuts, orange bell peppers, allspices, and pepper (c. annuum). This could make heptadecane a potential biomarker for the consumption of these foods. Heptadecane is also found in cannabis plants (PMID: 6991645 ). Heptadecane blocks the de novo synthesis of fatty acids and has an anti-inflammatory effect in aged kidneys (PMID: 23555655 ).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
CH3-[CH2]15-CH3ChEBI
HeptadekanChEBI
N-HeptadecaneChEBI
Chemical FormulaC17H36
Average Molecular Weight240.47
Monoisotopic Molecular Weight240.2817
IUPAC Nameheptadecane
Traditional Nameheptadecane
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCCCCCCC
InChI Identifier
InChI=1S/C17H36/c1-3-5-7-9-11-13-15-17-16-14-12-10-8-6-4-2/h3-17H2,1-2H3
InChI KeyNDJKXXJCMXVBJW-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:

Role

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point21.1 to 22.9 °CWikipedia
Boiling Point301.9 °CWikipedia
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP9.01ALOGPS
logP8.02ChemAxon
logS-7.2ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity80.02 m³·mol⁻¹ChemAxon
Polarizability35.48 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)splash10-0abc-9100000000-2907bb734486b688a95f2015-03-01View Spectrum
GC-MSHeptadecane, non-derivatized, GC-MS Spectrumsplash10-00dr-9200000000-e60236cd7af59c7681fcSpectrum
GC-MSHeptadecane, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-4a1e4072537ab44135b1Spectrum
GC-MSHeptadecane, non-derivatized, GC-MS Spectrumsplash10-0a4i-9000000000-415b614e80029b0ad229Spectrum
GC-MSHeptadecane, non-derivatized, GC-MS Spectrumsplash10-000i-1190000000-a6359ab2d935d5122c82Spectrum
GC-MSHeptadecane, non-derivatized, GC-MS Spectrumsplash10-00dr-9200000000-e60236cd7af59c7681fcSpectrum
Predicted GC-MSHeptadecane, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-06tf-7910000000-267d2ca562575b9c866aSpectrum
Predicted GC-MSHeptadecane, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0090000000-9d54d5ad8d06d03023a12016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-6790000000-2d10e1557faf364866fd2016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9200000000-c135251d8917220e86b32016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-205429686eae7febb7f92016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0090000000-d567700875da9d2c78092016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-6950000000-d0eadf13d426de10b40a2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-8a2f2b469fd423c6c0a42021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0090000000-8a2f2b469fd423c6c0a42021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-1790000000-a385d699053071c09ec62021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-3090000000-b1aa77faad68c3e4e6f42021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4l-9210000000-d68fe161066f3e8a45f52021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9000000000-eeba181c8fb27787dd852021-09-23View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 15.09 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 IDHMDB0059830
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB004729
KNApSAcK IDC00030472
Chemspider ID11892
KEGG Compound IDC01816
BioCyc IDHEPTADECANE-CPD
BiGG IDNot Available
Wikipedia LinkHeptadecane
METLIN IDNot Available
PubChem Compound12398
PDB IDNot Available
ChEBI ID16148
References
General References
  1. Kim DH, Park MH, Choi YJ, Chung KW, Park CH, Jang EJ, An HJ, Yu BP, Chung HY: Molecular study of dietary heptadecane for the anti-inflammatory modulation of NF-kB in the aged kidney. PLoS One. 2013;8(3):e59316. doi: 10.1371/journal.pone.0059316. Epub 2013 Mar 26. [PubMed:23555655 ]
  2. 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 ]