| Record Information |
|---|
| Version | 1.0 |
|---|
| Created at | 2020-04-27 16:55:57 UTC |
|---|
| Updated at | 2021-01-22 17:44:17 UTC |
|---|
| CannabisDB ID | CDB005781 |
|---|
| Secondary Accession Numbers | Not Available |
|---|
| Cannabis Compound Identification |
|---|
| Common Name | Hexacosadienoic acid |
|---|
| Description | Hexacosanoic acid, also known as C26:0 or Cerotic acid, is a 26-carbon, long-chain saturated fatty acid. It belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Hexacosanoic acid is a very hydrophobic molecule that is practically insoluble in water. It exists as a white or beige crystalline solid and is most commonly found in beeswax and carnauba wax. Hexacosanoic acid has also been detected, but not quantified, in peanuts. Hexacosanoic acid exists in all eukaryotes, ranging from yeast to plants to humans. In humans, hexacosanoic acid is involved in beta oxidation of very long chain fatty acids. Hexacosanoic acid, with regard to humans, has been found to be associated with several diseases such as peroxisomal disorders, adrenomyeloneuropathy, and mental retardation, enteropathy, deafness, peripheral neuropathy, ichthyosis, and keratoderma. Hexacosanoic acid has also been linked to several inborn metabolic disorders including adrenoleukodystrophy (ALD) and peroxisomal biogenesis defect. ALD is characterized by normal development in early childhood, followed by rapid degeneration to a vegetative state. For the childhood cerebral form, stem cell transplant and gene therapy are options if the disease is detected early in the clinical course. Clinically, ALD is a heterogenous disorder, presenting with several distinct phenotypes, and no clear pattern of genotype-phenotype correlation. Treatment options for adrenoleukodystrophy (ALD) are limited. Adrenal insufficiency in ALD patients can be successfully treated. Approximately two-thirds of ALD patients will present with the childhood cerebral form of the disease, which is the most severe form. ALD is a peroxisomal disorder biochemically characterized by the accumulation of very long chain fatty acids (VLCFA), particularly hexacosanoic acid (C(26:0)) and tetracosanoic acid (C(24:0)), in tissues and biological fluids. The exact mechanism of the pathogenesis of the various forms of ALD is not known. Hexacosanoic acid is one of several acidic compounds found in cannabis smoke and is formed during the combustion of cannabis (Ref: Ref:DOI ). |
|---|
| Structure | |
|---|
| Synonyms | | Value | Source |
|---|
| Hexacosadienoate | Generator |
|
|---|
| Chemical Formula | C26H48O2 |
|---|
| Average Molecular Weight | 392.67 |
|---|
| Monoisotopic Molecular Weight | 392.3654 |
|---|
| IUPAC Name | (2E,4E)-hexacosa-2,4-dienoic acid |
|---|
| Traditional Name | (2E,4E)-hexacosa-2,4-dienoic acid |
|---|
| CAS Registry Number | Not Available |
|---|
| SMILES | CCCCCCCCCCCCCCCCCCCCC\C=C\C=C\C(O)=O |
|---|
| InChI Identifier | InChI=1S/C26H48O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26(27)28/h22-25H,2-21H2,1H3,(H,27,28)/b23-22+,25-24+ |
|---|
| InChI Key | QXQNESOFWOJOIX-VTJHEJDCSA-N |
|---|
| Chemical Taxonomy |
|---|
| Classification | Not classified |
|---|
| Ontology |
|---|
|
Not Available | | Physical Properties |
|---|
| State | Not Available |
|---|
| Experimental Properties | | Property | Value | Reference |
|---|
| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | logP | Not Available | Not Available |
|
|---|
| Predicted Properties | [] |
|---|
