Cannabis Compound Database: Showing Compound Card for Laurylaldehyde (CDB000174)

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Record Information

Version

1.0

Created at

2020-03-18 23:27:31 UTC

Updated at

2020-12-07 19:07:12 UTC

CannabisDB ID

CDB000174

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Laurylaldehyde

Description

Lauryl 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

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Dodecanaldehyde	ChEBI
Dodecyl aldehyde	ChEBI
Lauryl aldehyde	ChEBI
Laurylaldehyde	ChEBI
N-Dodecanal	ChEBI
N-Dodecyl aldehyde	ChEBI
N-Dodecylic aldehyde	ChEBI
N-Lauraldehyde	ChEBI
Dodecanal	Kegg
Lauraldehyde	Kegg
1-Dodecanal	HMDB
1-Dodecyl aldehyde	HMDB
Aldehyde C-12, lauric	HMDB
Aldehyde C12	HMDB
C-12 Aldehyde, lauric	HMDB
C-12 Lauric aldehyde	HMDB
C12 Aldehyde	HMDB
Dodecylaldehyde	HMDB
Duodecylic aldehyde	HMDB
FEMA 2615	HMDB
Lauraldehyde (8ci)	HMDB
Laurinaldehyde	HMDB
Lauric aldehyde	ChEBI

Chemical Formula

C₁₂H₂₄O

Average Molecular Weight

184.32

Monoisotopic Molecular Weight

184.1827

IUPAC Name

dodecanal

Traditional Name

dodecanal

CAS Registry Number

112-54-9

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 Key

HFJRKMMYBMWEAD-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.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Medium-chain aldehydes

Alternative Parents

Substituents

Medium-chain aldehyde
Alpha-hydrogen aldehyde
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

long-chain fatty aldehyde (CHEBI:27836 )
2,3-saturated fatty aldehyde (CHEBI:27836 )
Fatty aldehydes (C02278 )
Fatty aldehydes (LMFA06000071 )
a fatty aldehyde (CPD-7880 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Biological location:

Biofluid and excreta:

Cell and elements:

Extracellular

Subcellular:

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	44.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.46	ALOGPS
logP	4.32	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	17.79	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	57.75 m³·mol⁻¹	ChemAxon
Polarizability	24.86 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Laurylaldehyde, non-derivatized, GC-MS Spectrum	splash10-052f-9000000000-7f7646c6c5dfd05b37e1	Spectrum
GC-MS	Laurylaldehyde, non-derivatized, GC-MS Spectrum	splash10-052f-9000000000-d6c6fff4af8756f0fdb0	Spectrum
GC-MS	Laurylaldehyde, non-derivatized, GC-MS Spectrum	splash10-052f-9000000000-7f7646c6c5dfd05b37e1	Spectrum
GC-MS	Laurylaldehyde, non-derivatized, GC-MS Spectrum	splash10-052f-9000000000-d6c6fff4af8756f0fdb0	Spectrum
Predicted GC-MS	Laurylaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-02j2-9400000000-23ddc60a7786595fbe27	Spectrum
Predicted GC-MS	Laurylaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-1900000000-3a1e54b428a0d9dc160d	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00kr-7900000000-21d3367239d672156d0a	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-01de305a88bcdbc6d737	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0900000000-0aa5f462182f3303a8d4	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-1900000000-1786629ada02cfeb0ebb	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9200000000-daa61ab687d5ad3dd831	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0900000000-ca9602a541fe011da51a	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0900000000-8f5abee14024dddc0420	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0aou-9200000000-71e6fe66b32315ce6bb9	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0aor-9000000000-4e5adeb42b91277d4ad0	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9000000000-5356224ef7dd7d573fc7	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-d9cd4ebe690de6616bf8	2021-09-24	View Spectrum

NMR

Not Available

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Protein Name	Gene Name	Locus	Uniprot ID	Details
Platelet glycoprotein 4	CD36	7q11.2	P16671	details

Metal Bindings

Not Available

Receptors

Protein Name	Gene Name	Locus	Uniprot ID	Details
Free fatty acid receptor 1	FFAR1	19q13.1	O14842	details
Free fatty acid receptor 4	FFAR4	10q23.33	Q5NUL3	details

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0033933

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Dodecanal

METLIN ID

Not Available

PubChem Compound

8194

PDB ID

Not Available

ChEBI ID

27836

References

General References

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

Showing Compound Card for Laurylaldehyde (CDB000174)

Structure for CDB000174 (Laurylaldehyde)

Transporters