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Palmitic acid

MolecularEntity Fatty Acid

Palmitic acid is a 16-carbon , the most abundant saturated fat in the human body and a primary output of endogenous de novo . It is found in significant concentrations in palm oil, , dairy fat, and human , and is produced internally whenever the body synthesises from carbohydrate or protein substrates via fatty acid synthase (FASN). Its saturation – no double bonds across its 16-carbon chain – gives it a straight, rigid molecular geometry that packs tightly in lipid bilayers and resists oxidative degradation. In biology, palmitic acid’s significance extends well beyond its structural presence: it is the direct biochemical starting point for synthesis. [1]

Role in Ceramide Synthesis

Palmitoyl- – the activated form of palmitic acid – is the direct substrate for (SPT), the rate-limiting enzyme that initiates the de novo ceramide synthesis pathway. SPT condenses palmitoyl-CoA with to produce 3-ketosphingosine, the first committed step in sphingolipid biosynthesis. Every ceramide molecule produced via the de novo pathway begins with palmitic acid at this step. This makes palmitic acid availability a foundational variable in barrier lipid production – not in the sense that dietary supplementation improves ceramide output under normal conditions, but in the sense that anything impairing palmitoyl-CoA availability or SPT activity directly constrains ceramide synthesis capacity. The inflammatory suppression of SPT by and , for example, reduces ceramide production precisely because it blocks this palmitic acid entry point. [1]

Oxidative Stability and Topical Relevance

With no double bonds available for oxidative attack, palmitic acid is among the most chemically stable of the common skin-relevant fatty acids. Formulations and oils with high saturated fatty acid content – tallow, , and among them – resist the oxidative degradation that generates reactive aldehydes such as 4-hydroxynonenal (4-HNE) from (PUFAs). For topical applications where minimising oxidation products at the skin surface is a priority, the saturated fatty acid profile of palmitic acid-rich formulations represents a genuine compositional advantage over high-PUFA alternatives, independent of any claims about palmitic acid’s direct biological activity at the skin surface.

Published
Updated
References
  1. Mizutani Y, Sun H, Ohno Y, et al. (2013). Cooperative Synthesis of Ultra Long-Chain Fatty Acid and Ceramide during Keratinocyte Differentiation. PLoS One, 8(6), e67317 .

Molecular Structure

2D Molecular Structure of Palmitic acid
Formula
C₁₆H₃₂O₂
Weight
256.42 g/mol
IUPAC
hexadecanoate;hydron
Computational Identifiers
Chemical Identifiers
InChI InChI=1S/C16H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h2-15H2,1H3,(H,17,18)
InChIKeyIPCSVZSSVZVIGE-UHFFFAOYSA-N
Canonical SMILES[H+].CCCCCCCCCCCCCCCC(=O)[O-]
Data sourced from: PubChem (NCBI) ↗

Also Known As

  • hexadecanoic acid

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