File:Myristic-acid-3D-balls.png · Wikimedia Commons · See Wikimedia Commons
myristic acid
Sign in to saveAlso known as C14:0, CH3-[CH2]12-COOH, tetradecoic acid, n-tetradecanoic acid, 1-tetradecanecarboxylic acid, n-Tetradecoic acid, n-Tetradecan-1-oic acid, 14:0
chemical compound
OverviewAI-generated
Myristic acid, also identified by the IUPAC name tetradecanoic acid, is a chemical compound with the formula C₁₄H₂₈O₂. It has a molecular mass of 228.209 and a density of 0.8622. The substance melts at 55 and boils at 326.2. Its canonical SMILES representation is CCCCCCCCCCCCCC(=O)O, and it carries an MCN code of 2915.90.31.
Chemical properties include an xlogp value of 5.3 and a topological polar surface area of 37.3. The molecule features one hydrogen bond donor and two hydrogen bond acceptors, with a net charge of 0. PubChem lists its weight as 228.37.
The compound is the subject of 4793 entries in PubMed literature. It is referenced by 300 other encyclopedia articles and is categorized under "Myristic acid" on Commons.
Synthesized by Vinony from 21 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C14H28O2
- Molecular weight
- 228.37 g/mol
- IUPAC name
- tetradecanoic acid
- SMILES
- CCCCCCCCCCCCCC(=O)O
- InChIKey
- TUNFSRHWOTWDNC-UHFFFAOYSA-N
- XLogP
- 5.3
- Polar surface area
- 37.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
4,793 papers- Myristic acid as a checkpoint to regulate STING-dependent autophagy and interferon responses by promoting N-myristoylation.Nature communications · 2023
- Myristic acid reduces skin inflammation and nociception.Journal of food biochemistry · 2022
- Safety assessment of myristic acid as a food ingredient.Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association · 2007
- Myristic acid selectively augments β-tubulin levels in C2C12 myotubes via diacylglycerol kinase δ.FEBS open bio · 2022
- Myristic Acid Remodels Sphingolipid Metabolism via Dual Pathways: Canonical d18-Sphingolipid Regulation and Non-Canonical d16-Sphingolipid Synthesis.Nutrients · 2025
via PubMed
~1 min read
Encyclopedic overview
Myristic acid (IUPAC name: tetradecanoic acid) is a common saturated fatty acid with the molecular formula CH3(CH2)12COOH. Its salts and esters are commonly referred to as myristates or tetradecanoates. The name of the acyl group derived from myristic acid is myristoyl or tetradecanoyl. The acid is named after the binomial name for nutmeg (Myristica fragrans), from which it was first isolated in 1841 by Lyon Playfair.
Occurrence
Excerpted from Wikipedia’s “myristic acid” article, available under the CC BY-SA 4.0 licence.