Squalane is a hydrocarbon derived by hydrogenation of squalene. Allylamines inhibit squalene epoxidase, another enzyme required for ergosterol synthesis. The hydrogenation of squalene to produce squalane was first reported in 1916. Allantoin, lactic acid, retinol, and squalene, for example, can be vegan. MF59 is an immunologic adjuvant that uses squalene. Only a few common complex biomolecules, such as squalene and the carotenes, contain no oxygen. The canonical squalene monooxygenase is a flavoprotein monooxygenase. Cholesterol is bio-synthesised from mevalonate via a squalene cyclisation of terpenoids. The vaccine contains the MF59C.1 adjuvant which is an oil-in-water emulsion of squalene oil. MF59 is an oil-in-water emulsion of squalene adjuvant used in some human vaccines. In wet-type cerumen, these lipids include cholesterol, squalene, and many long-chain fatty acids and alcohols. Two farnesyl pyrophosphate groups can also be combined to form squalene, the precursor for cholesterol. Ambrein is synthesized from common triterpenoid precursor squalene. Lupeol is produced by several organisms from squalene epoxide. Oxidosqualene cyclase then cyclizes squalene to form lanosterol.