This article is about the natural compound. For the anticoagulants and rodenticides called "coumarins" or "coumadins", see 4-Hydroxycoumarins. For other uses, see Coumarin derivatives.
Not to be confused with the medication warfarin, often known by the trade name "Coumadin".
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Coumarin (/ˈkuːmərɪn/) or 2H-chromen-2-one is an aromatic organic chemical compound with formula C9H6O2. Its molecule can be described as a benzene molecule with two adjacent hydrogen atoms replaced by an unsaturated lactone ring −(CH)=(CH)−(C=O)−O−, forming a second six-membered heterocycle that shares two carbons with the benzene ring. It belongs to the benzopyrone chemical class and considered as a lactone.[1]
Coumarin is a colorless crystalline solid with a sweet odor resembling the scent of vanilla and a bitter taste.[1] It is found in many plants, where it may serve as a chemical defense against predators. Coumarin inhibits synthesis of vitamin K, a key component in blood clotting. A related compound, the prescription drug anticoagulant warfarin, is used to inhibit formation of blood clots, deep vein thrombosis, and pulmonary embolism.[1][2]
^ abc"Coumarin". PubChem, National Library of Medicine, US National Institutes of Health. 4 April 2019. Retrieved 13 April 2019.
^"Coumarins and indandiones". Drugs.com. 2016. Retrieved 24 December 2016.
Coumarin (/ˈkuːmərɪn/) or 2H-chromen-2-one is an aromatic organic chemical compound with formula C9H6O2. Its molecule can be described as a benzene molecule...
Coumarin derivatives are derivatives of coumarin and are considered phenylpropanoids. Among the most important derivatives are the 4-hydroxycoumarins,...
based on 4-hydroxycoumarin, a chemical derivative of coumarin initially isolated from this bean. Coumarin itself, however, does not have anticoagulant properties...
recommended TDI of 0.1 mg of coumarin per kg of body weight equates to 5 mg of coumarin (or 5.6 g C. verum with 0.9 mg coumarin per gram) for a body weight...
supported by other plants. It owes its sweet smell to the odoriferous agent coumarin, and is sometimes used as a flavouring agent due to its chemical content...
The Pechmann condensation is a synthesis of coumarins, starting from a phenol and a carboxylic acid or ester containing a β-carbonyl group. The condensation...
named for its sweet smell, which is due to the presence of coumarin in its tissues. Coumarin, though responsible for the sweet smell of hay and newly mowed...
amount of coumarin of all the four Cinnamomum species sold as cinnamon, with one study detecting 6.97 g/kg in an authenticated sample. Coumarin is moderately...
described as having a vanilla-like smell, which is mainly attributed to coumarin. Wild species of cherry tree are widely distributed, mainly in the Northern...
ingredients including coumarin, glycoside, herniarin, flavonoid, farnesol, nerolidol and germacranolide. Despite the presence of coumarin, as chamomile's effect...
the resulting ether and decarboxylation. Perkin rearrangement, where a coumarin is reacted with a hydroxide: Diels–Alder reaction[clarification needed]...
later found by the American Chemical Society in the molecules phytol and coumarin. Plant ecology is the science of the functional relationships between plants...
(1-benzopyran-4-one) Coumarin (1-benzopyran-2-one) Certain simple benzopyrones have clinical medical value as an edema modifiers. Coumarin and other benzopyrones...
Warfarin-induced skin necrosis is a condition in which skin and subcutaneous tissue necrosis (tissue death) occurs due to acquired protein C deficiency...
Żubrówka, Wisent). It owes its distinctive sweet scent to the presence of coumarin. This variety of grass is distinct from the species commonly known as buffalo...
include flavonoids, alkaloids, coumarins, vitamins, and saponins; the most prevalent alkaloid is trigonelline and coumarins include cinnamic acid and scopoletin...
coumarin or a derivative. An example is apterin which is reported to dilate the coronary arteries as well as block calcium channels. Other coumarin glycosides...
benzopyran with a substituted keto group on the pyran ring. It is an isomer of coumarin. Derivatives of chromone are collectively known as chromones. Most, though...
a product of the plant molecule coumarin (not to be confused with Coumadin, a later tradename for warfarin). Coumarin is now known to be present in many...
extracted from the seed of Dipteryx odorata. The oil is composed primarily of coumarin, which is used to flavor tobacco. It is neither a pressed oil, nor an essential...
compounds that have a core structure that consists of a pyran ring fused to a coumarin. As phytochemicals, pyranocoumarins are uncommon and found mainly the plant...
several coumarin derivatives. The leaves contain a volatile essential oil, ayapana oil, 1.14%.[citation needed] This oil contains the coumarins ayapanin...
number of coumarin-type alkaloids. CYP2A6 is the only enzyme in the human body that appreciably catalyzes the 7-hydroxylation of coumarin, such that...
isolated from R. graveolens. It also contains coumarins and limonoids. Cell cultures produce the coumarins umbelliferone, scopoletin, psoralen, xanthotoxin...
hydrangine, skimmetine, and beta-umbelliferone, is a natural product of the coumarin family. It absorbs ultraviolet light strongly at several wavelengths. There...
organism in studying flower formation. Gerbera contains naturally occurring coumarin derivatives. It is attractive to bees, butterflies, and birds, but resistant...
Central Asia Subtropical, Temperate Contains Coumarins, an important class of perfume ingredients. Coumarin is also a blood thinner. Tamarindus T. indica:...
almond odor at higher concentration. Salicylaldehyde is a precursor to coumarin and a variety of chelating agents. Salicylaldehyde is produced by condensation...
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