Structure via PubChem · Public domain (PubChem)
oleamide
Sign in to saveAlso known as ODA, (Z)-Octadec-9-enoic acid amide, 9-Octadecenamide, (9Z)-9-Octadecenamide, cis-9,10-Octadecenoamide, Oleylamide, Oleyl amide, (Z)-9-Octadecenamide
Oleamide is an organic compound with the formula . It is the amide derived from the fatty acid oleic acid. It is a colorless waxy solid and occurs in nature. Sometimes labeled as a fatty acid primary amide (FAPA), it is biosynthesized from N-oleoylglycine.
Chemical data
- Formula
- C18H35NO
- Molecular weight
- 281.5 g/mol
- IUPAC name
- (Z)-octadec-9-enamide
- SMILES
- CCCCCCCC/C=C\CCCCCCCC(=O)N
- InChIKey
- FATBGEAMYMYZAF-KTKRTIGZSA-N
- XLogP
- 6.6
- Polar surface area
- 43.1 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
613 papers- Biosynthesis of oleamide.Vitamins and hormones · 2009
- Oleamide: a fatty acid amide signaling molecule in the cardiovascular system?Cardiovascular drug reviews · 2007
- Oleamide: a member of the endocannabinoid family?British journal of pharmacology · 2004
- Dietary oleamide attenuates obesity induced by housing mice in small cages.Bioscience, biotechnology, and biochemistry · 2022
- Effects of Oleamide on the Vasomotor Responses in the Rat.Cannabis and cannabinoid research · 2020
via PubMed
Wikidata facts
- Has part
- carbon
- Mass
- 281.271865
- Has use
- food additive
Show 4 more facts
- chemical formula
- C₁₈H₃₅NO
- isomeric SMILES
- CCCCCCCC/C=C\CCCCCCCC(=O)N
- canonical SMILES
- CCCCCCCCC=CCCCCCCCC(=O)N
- found in taxon
- Caenorhabditis elegans
via Wikidata · CC0
~3 min read
Encyclopedic overview
4 sectionsContents
- Biochemical and medical aspects
- Other occurrences
- See also
- References
Oleamide is an organic compound with the formula . It is the amide derived from the fatty acid oleic acid. It is a colorless waxy solid and occurs in nature. Sometimes labeled as a fatty acid primary amide (FAPA), it is biosynthesized from N-oleoylglycine.
==Biochemical and medical aspects== In terms of natural occurrence, oleamide was first detected in human plasma. It was later shown to accumulate in the cerebrospinal fluid during sleep deprivation and induces sleep in animals.
Excerpted from Wikipedia’s “oleamide” article, available under the CC BY-SA 4.0 licence.