Title: molecular shape of lipids Long Title: IUPAC Gold Book - molecular shape of lipids DOI: 10.1351/goldbook.09851 Status: current Definition Specific structure of lipid molecules (glycerophospholipids) in aqueous environments and membranes as a function of the ratio between the cross-sections of their polar heads and hydrophobic tails. Notes 1) Lipids’ ability to self-assemble in dynamic macrostructures in an aqueous medium is driven by the amphiphilic nature of lipid molecules, which tend to aggregate so that the hydrophobic (tails) and the hydrophilic (heads) parts of the lipid are well separated and the area of the dividing surface is held by the hydrophobic effect. 2) The shape of a membrane lipid depends on the relative size of its polar headgroup and apolar tails. In cases in which the headgroup and lipid backbone have similar cross-sectional areas, the molecule has a cylindrical shape (phosphatidylcholine and phosphatidylserine). Lipids with a small headgroup, such as phosphatidylethanolamine, are conical shaped. By contrast, when the hydrophobic part occupies a relatively smaller surface area, the molecule has the shape of an inverted cone (lysophosphatidylcholine and, to some extent, sphingomyelin). Related Term - glycerophospholipids: https://goldbook.iupac.org//terms/view/09839 Source - PAC, 2018, 90, 1121. 'Terminology of bioanalytical methods (IUPAC Recommendations 2018)' on page 1180 (https://doi.org/10.1515/pac-2016-1120) Other Outputs - html: https://goldbook.iupac.org/terms/view/09851/html - json: https://goldbook.iupac.org/terms/view/09851/json - xml: https://goldbook.iupac.org/terms/view/09851/xml Citation: Citation: 'molecular shape of lipids' in IUPAC Compendium of Chemical Terminology, 5th ed. International Union of Pure and Applied Chemistry; 2025. Online version 5.0.0, 2025. 10.1351/goldbook.09851 License: The IUPAC Gold Book is licensed under Creative Commons Attribution-ShareAlike CC BY-SA 4.0 International (https://creativecommons.org/licenses/by-sa/4.0/) for individual terms. Collection: If you are interested in licensing the Gold Book for commercial use, please contact the IUPAC Executive Director at executivedirector@iupac.org . Disclaimer: The International Union of Pure and Applied Chemistry (IUPAC) is continuously reviewing and, where needed, updating terms in the Compendium of Chemical Terminology (the IUPAC Gold Book). Users of these terms are encouraged to include the version of a term with its use and to check regularly for updates to term definitions that you are using. Accessed: 2026-08-02T10:14:35+00:00