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Lipophilicity information


Lipophilicity (from Greek λίπος "fat" and φίλος "friendly") is the ability of a chemical compound to dissolve in fats, oils, lipids, and non-polar solvents such as hexane or toluene. Such compounds are called lipophilic (translated as "fat-loving" or "fat-liking"[1][2]). Such non-polar solvents are themselves lipophilic, and the adage "like dissolves like" generally holds true. Thus lipophilic substances tend to dissolve in other lipophilic substances, whereas hydrophilic ("water-loving") substances tend to dissolve in water and other hydrophilic substances.

Lipophilicity, hydrophobicity, and non-polarity may describe the same tendency towards participation in the London dispersion force, as the terms are often used interchangeably. However, the terms "lipophilic" and "hydrophobic" are not synonymous, as can be seen with silicones and fluorocarbons, which are hydrophobic but not lipophilic.[citation needed]

  1. ^ Compendium of Chemical Terminology, lipophilic, accessed 15 Jan 2007.
  2. ^ Alyn William Johnson (1999). Invitation to Organic Chemistry. Jones & Bartlett Learning. p. 283. ISBN 978-0-7637-0432-2.

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Lipophilicity

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Lipophilicity (from Greek λίπος "fat" and φίλος "friendly") is the ability of a chemical compound to dissolve in fats, oils, lipids, and non-polar solvents...

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Lipophilic efficiency

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Lipophilic efficiency (LiPE), sometimes referred to as ligand-lipophilicity efficiency (LLE) is a parameter used in drug design and drug discovery to...

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Partition coefficient

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the log P value is a measure of lipophilicity or hydrophobicity.: 275ff : 6  The defined precedent is for the lipophilic and hydrophilic phase types to...

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Beta blocker

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Agents organized by lipid solubility (lipophilicity) High lipophilicity: propranolol, labetalol Intermediate lipophilicity: metoprolol, bisoprolol, carvedilol...

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Lipophilic bacteria

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Lipophilic bacteria (fat-loving bacteria) are bacteria that may proliferate in lipids. They include lipophilic corynebacteria. Cutibacterium acnes is a...

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Discovery and development of statins

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cholesterol. Lipophilicity of the statins is considered to be quite important since the hepatoselectivity of the statins is related to their lipophilicity. The...

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Corynebacterium

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end, depending on the surrounding conditions. Some corynebacteria are lipophilic (such as CDC coryneform groups F-1 and G, C. accolens, C. afermentans...

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Amphiphile

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chemical compound possessing both hydrophilic (water-loving, polar) and lipophilic (fat-loving) properties. Such a compound is called amphiphilic or amphipathic...

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Gabapentin

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approximately 9–14% of its blood plasma concentration. Due to its low lipophilicity, gabapentin requires active transport across the blood–brain barrier...

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Carbon dioxide

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deaths and 145 injuries. Liquid carbon dioxide is a good solvent for many lipophilic organic compounds and is used to decaffeinate coffee. Carbon dioxide has...

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Encephalitis

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encephalitis. An ideal drug to treat brain infection should be small, moderately lipophilic at pH of 7.4, low level of plasma protein binding, volume of distribution...

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Benzodiazepine

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labeled H1 and H2/A3 are, respectively, hydrogen bond donating and accepting sites in the receptor, while L1, L2, and L3 denote lipophilic binding sites....

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Essential oil

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concretes, which are a mixture of essential oil, waxes, resins, and other lipophilic (oil-soluble) plant material. Although highly fragrant, concretes contain...

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Wood

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contact materials. Most wood extractives are lipophilic and only a little part is water-soluble. The lipophilic portion of extractives, which is collectively...

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Metoprolol

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the blood–brain barrier, lipophilic beta blockers such as propranolol and metoprolol are more likely than other less lipophilic beta blockers to cause sleep...

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Chlorpromazine

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doses of the drug. Urine (43–65% after 24 hours) Its high degree of lipophilicity (fat solubility) allows it to be detected in the urine for up to 18...

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Acid

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generally impermeable to charged or large, polar molecules because of the lipophilic fatty acyl chains comprising their interior. Many biologically important...

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DDT

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because of the wider use of insecticide sprays in the past". Because of its lipophilic properties, DDT can bioaccumulate, especially in predatory birds. DDT...

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Lethal injection

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consciousness upon a single circulation through the brain due to its high lipophilicity. Only a few other drugs, such as methohexital, etomidate, or propofol...

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Bisoprolol

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effects than highly lipophilic beta blockers like propranolol but greater such effects than beta blockers with low lipophilicity like atenolol. The plasma...

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Amine

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solubility in many solvents, whereas those with large substituents are lipophilic. Aromatic amines, such as aniline, have their lone pair electrons conjugated...

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Abiogenesis

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and the gaseous state. This leads to a natural accumulation zone for lipophilic organic molecules that dissolve well in supercritical CO2, but not in...

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Ligand efficiency

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(GE), lipophilic efficiency/lipophilic ligand efficiency (LipE/LLE), ligand lipophilicity index (LLEAT) ligand efficiency dependent lipophilicity (LELP)...

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Mineralocorticoid receptor antagonist

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Despite the nonsteroidal nature of finerenone which yields a different lipophilicity and polarity profile for this compound, finerenone's affinity toward...

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Capsicum annuum

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Capsicum annuum L.: relationships between antioxidant activity and lipophilicity". European Food Research and Technology. 240 (3): 549–557. doi:10...

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Coenzyme Q10

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adenosine triphosphate, the primary energy source of cells. CoQ10 is a lipophilic molecule that is located in all biological membranes of human body and...

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