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An amphiphile is a molecule containing distinct hydrophilic and hydrophobic regions. Amphiphilic and amphipathic describe this combination. Membrane-forming phospholipids are examples; their two regions give different parts of one molecule different affinities for water. The word describes a structure, not a guarantee of a particular aggregate shape. See IUPAC Gold Book: amphiphilic.

The cell membrane, also called the plasma membrane, is the selective boundary separating a biological cell's cytoplasm from its surroundings. Both prokaryotes and eukaryotes have a cell membrane. Where a cell wall is present, it is a distinct structure outside the cell membrane; the two names are not synonyms. This separation lets a biological cell maintain internal conditions while exchanging material through membrane transport. See NHGRI: cell membrane.

The familiar architecture is a lipid bilayer containing membrane proteins. In a phospholipid-based lipid bilayer, two membrane leaflets face opposite ways: hydrophilic heads face the water on each side, while hydrophobic tails face one another in the interior. The heads are therefore exposed both outside and inside the biological cell. This arrangement combines a water-facing surface with a barrier to many water-soluble solutes; the schematic represents organization rather than an atomistic structure. See Alberts et al., Molecular Biology of the Cell: the lipid bilayer.

Selective permeability means that different substances cross at different rates under comparable conditions. Small nonpolar molecules can pass through a lipid bilayer by diffusion, while ions encounter a strong barrier without a suitable route. An ion channel supplies a selective water-filled pathway when open; a carrier protein binds a solute and changes shape to expose it to the other side. These membrane proteins therefore add specific routes to the barrier. An open ion channel permits passive transport, whereas a carrier protein can mediate either passive transport or active transport. See Alberts et al.: principles of membrane transport.

The useful combination is retention plus controlled exchange: a completely impermeable boundary would prevent uptake, whereas unrestricted mixing would erase differences in concentration and membrane potential. The fluid mosaic model connects these functions to an organized but mobile lipid bilayer containing proteins.

Cholesterol is a lipid with four fused rings and a small hydrophilic region. It helps regulate the fluidity of animal cell membranes; it is structurally distinct from a phospholipid. See Biology 2e: cholesterol.

Hydrophilicity describes affinity for water. Regions with chemical polarity or electric charge can interact favorably with water, including through hydrogen bonds where suitable groups are present. Hydrophilic regions of membrane-forming phospholipids face the water on either side of a lipid bilayer. Such affinity does not mean forming covalent bonds with every neighboring substance, nor does it require a net negative electric charge. See Alberts et al.: the chemical components of a cell.

Hydrophobicity describes unfavorable mixing with water, as illustrated by long hydrocarbon regions. The hydrophobic regions of membrane-forming phospholipids face the interior of a lipid bilayer. This organization is explained by the hydrophobic effect, rather than by imagining that chains actively repel water. See IUPAC Gold Book: hydrophobic interaction.

Lipids are a chemically diverse family of chemical substances, conventionally associated with biological origin and solubility in nonpolar solvents. They include triglycerides, phospholipids, and cholesterol. The name does not specify one molecular formula, one repeating monomer, or one kind of polymer. Some lipids have both hydrophilic and hydrophobic regions rather than being uniformly nonpolar. See IUPAC Gold Book: lipids.

Structure explains the different jobs. A triglyceride has three fatty acid-derived acyl groups attached to glycerol and serves as an energy store. A typical glycerophospholipid instead combines two such chains with a phosphate-containing head, making it an amphiphile suited to a lipid bilayer. Cholesterol has a different structure and also contributes to cell membrane properties. Thus a lipid is a chemical building material, while a lipid bilayer is an organization of many molecules. See Clark, Douglas and Choi, Biology 2e, 3.3: lipid structures and functions.

Phospholipids are lipids containing a phosphate group as part of their structure linked by covalent bonds. The familiar membrane-forming phospholipids are amphiphilic: a hydrophilic head region with chemical polarity coexists with a hydrophobic, largely nonpolar hydrocarbon region. These descriptions refer to different parts of the same molecule, not to two separate substances. See IUPAC Gold Book: phospholipids and IUPAC Gold Book: amphiphilic.

A typical two-chain glycerophospholipid provides a useful example: a glycerol scaffold carries two fatty acid-derived acyl groups through ester linkages, plus a phosphate-containing head region. Phosphatidylcholine is one example. This scaffold describes an important subclass, rather than all phospholipids: sphingomyelin has a different backbone, and even glycerophospholipids need not all have two acyl groups. See IUPAC–IUB, Nomenclature of Lipids (1976), Lip-1.5 and Lip-2.1–2.6.

Polar does not mean negatively charged overall. At near-neutral pH, phosphatidylcholine is zwitterionic: its phosphate region carries negative electric charge and its choline region positive electric charge, with zero net electric charge for the molecule. Counting those opposite charges gives $(-1)+(+1)=0$; it does not remove their local interactions with water. See Lodish et al., Molecular Cell Biology: membrane lipids.

In a lipid bilayer, two membrane leaflets orient their hydrophilic heads toward the water on either side and their hydrophobic chains toward the shared interior. The hydrophobic effect helps explain this organization through the free energy of the water and lipids together. It is not a special repulsive chemical bond between chains and water. Which organization is favored also depends on molecular geometry, temperature, concentration, and the surrounding chemical solution; a phospholipid label alone does not guarantee a lipid bilayer. See Alberts et al., Molecular Biology of the Cell: the lipid bilayer.

This organization supplies a flexible barrier for compartments. A fluid lipid bilayer allows lipids to undergo diffusion within each membrane leaflet; barrier function therefore coexists with motion of molecules, as in the fluid mosaic model. It is not completely impermeable: small nonpolar molecules such as molecular oxygen and carbon dioxide cross much more readily than ions. In a cell membrane, ion channels and other membrane transport proteins provide selective routes; the existing membrane transport article explains their driving forces. See Alberts et al.: principles of membrane transport.

In 1925, E. Gorter and F. Grendel extracted lipids from red blood cells and compared the surface area of a one-molecule-thick film on water with the estimated total surface area of the red blood cells. Their table gave ratios near two, supporting a two-layer covering; they also proposed heads facing the aqueous surroundings on both sides. The inference depends on recovering the relevant lipids, estimating the red blood cell surface area correctly, and comparing compatible packing in the film and the cell membrane. It was indirect evidence, not an image of the lipid bilayer. The paper itself notes possible losses during evaporation. See Gorter and Grendel, On Bimolecular Layers of Lipoids on the Chromocytes of the Blood, Journal of Experimental Medicine 41 (1925), 439–443.