Showing Compound Card for Laurylaldehyde (CDB000174)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraProtein targetPathwaysConcentrationsLinksReferencestransporters (1) Show 3 proteinsXML
Record Information
Version1.0
Created at2020-03-18 23:27:31 UTC
Updated at2020-12-07 19:07:12 UTC
CannabisDB IDCDB000174
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameLaurylaldehyde
DescriptionLauryl aldehyde also known as lauric aldehyde, belongs to the class of organic compounds known as medium-chain aldehydes, with a chain length between 6 and 12 carbon atoms. It has a dodecane backbone where the two hydrogens attached to a terminal carbon are replaced by an oxo group. Lauric aldehyde is a fatty aldehyde lipid molecule that is very hydrophobic, practically insoluble in water, and relatively neutral. It is a colorless to pale yellow clear liquid with an aldehydic, green, floral citrus, soapy, and waxy odor with a soapy, waxy, citrus, orange, mandarin flavor ( Ref:DOI ). Lauryl aldehyde is found in highest concentrations in corianders, sweet oranges, and lemons and in lower concentrations in mandarin orange (clementine, tangerine) and limes. Lauryl aldehyde has also been detected in fruits, mollusks, citrus, carrots, and wild celeries. This could make lauryl aldehyde a potential biomarker for the consumption of these foods. Lauryl aldehyde was found in cannabis plants (PMID:6991645 ).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
DodecanaldehydeChEBI
Dodecyl aldehydeChEBI
Lauryl aldehydeChEBI
LaurylaldehydeChEBI
N-DodecanalChEBI
N-Dodecyl aldehydeChEBI
N-Dodecylic aldehydeChEBI
N-LauraldehydeChEBI
DodecanalKegg
LauraldehydeKegg
1-DodecanalHMDB
1-Dodecyl aldehydeHMDB
Aldehyde C-12, lauricHMDB
Aldehyde C12HMDB
C-12 Aldehyde, lauricHMDB
C-12 Lauric aldehydeHMDB
C12 AldehydeHMDB
DodecylaldehydeHMDB
Duodecylic aldehydeHMDB
FEMA 2615HMDB
Lauraldehyde (8ci)HMDB
LaurinaldehydeHMDB
Lauric aldehydeChEBI
Chemical FormulaC12H24O
Average Molecular Weight184.32
Monoisotopic Molecular Weight184.1827
IUPAC Namedodecanal
Traditional Namedodecanal
CAS Registry Number112-54-9
SMILES
CCCCCCCCCCCC=O
InChI Identifier
InChI=1S/C12H24O/c1-2-3-4-5-6-7-8-9-10-11-12-13/h12H,2-11H2,1H3
InChI KeyHFJRKMMYBMWEAD-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentMedium-chain aldehydes
Alternative Parents
Substituents
  • Medium-chain aldehyde
  • Alpha-hydrogen aldehyde
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point44.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.46ALOGPS
logP4.32ChemAxon
logS-5.3ALOGPS
pKa (Strongest Acidic)17.79ChemAxon
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity57.75 m³·mol⁻¹ChemAxon
Polarizability24.86 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSLaurylaldehyde, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-7f7646c6c5dfd05b37e1Spectrum
GC-MSLaurylaldehyde, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-d6c6fff4af8756f0fdb0Spectrum
GC-MSLaurylaldehyde, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-7f7646c6c5dfd05b37e1Spectrum
GC-MSLaurylaldehyde, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-d6c6fff4af8756f0fdb0Spectrum
Predicted GC-MSLaurylaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-02j2-9400000000-23ddc60a7786595fbe27Spectrum
Predicted GC-MSLaurylaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-1900000000-3a1e54b428a0d9dc160d2016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kr-7900000000-21d3367239d672156d0a2016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-01de305a88bcdbc6d7372016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-0aa5f462182f3303a8d42016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-1900000000-1786629ada02cfeb0ebb2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9200000000-daa61ab687d5ad3dd8312016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-ca9602a541fe011da51a2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0900000000-8f5abee14024dddc04202021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0aou-9200000000-71e6fe66b32315ce6bb92021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0aor-9000000000-4e5adeb42b91277d4ad02021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-5356224ef7dd7d573fc72021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-d9cd4ebe690de6616bf82021-09-24View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
Transporters
Protein NameGene NameLocusUniprot IDDetails
Platelet glycoprotein 4CD367q11.2P16671 details
Metal BindingsNot Available
Receptors
Protein NameGene NameLocusUniprot IDDetails
Free fatty acid receptor 1FFAR119q13.1O14842 details
Free fatty acid receptor 4FFAR410q23.33Q5NUL3 details
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0033933
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012137
KNApSAcK IDC00030644
Chemspider ID7902
KEGG Compound IDC02278
BioCyc IDCPD-7880
BiGG IDNot Available
Wikipedia LinkDodecanal
METLIN IDNot Available
PubChem Compound8194
PDB IDNot Available
ChEBI ID27836
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 ]

Transporters

Enzyme Details
1. Platelet glycoprotein 4
General function:
Not Available
Specific function:
Seems to have numerous potential physiological functions. Binds to collagen, thrombospondin, anionic phospholipids and oxidized LDL. May function as a cell adhesion molecule. Directly mediates cytoadherence of Plasmodium falciparum parasitized erythrocytes. Binds long chain fatty acids and may function in the transport and/or as a regulator of fatty acid transport
Gene Name:
CD36
Uniprot ID:
P16671
Molecular weight:
53054.0