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1,4-Naphthoquinones

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vitamin K thumbnail
vitamin K
fat-soluble vitamins found in foods and marketed as dietary supplements
(E)-phytonadione thumbnail
(E)-phytonadione
Phytomenadione, also known as vitamin K1, phylloquinone, or phytonadione, is a vitamin found in food and used as a dietary supplement. It is on the World Health Organization's List of Essential Medicines.
atovaquone thumbnail
atovaquone
Atovaquone, sold under the brand name Mepron, is an naphthoquinone antiprotozoal medication used in the prevention and treatment Pneumocystis jirovecii pneumonia (PCP), and malaria (in combination with proguanil), as well as for treatment of babesiosis (in combination with azithromycin).
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menadione
Menadione is a natural organic compound with the formula C6H4(CO)2C2H(CH3). It is an analog of 1,4-naphthoquinone with a methyl group in the 2-position. It is sometimes called vitamin K3. Use is allowed as a nutritional supplement in animal feed because of its vitamin K activity.
1,4-naphthoquinone thumbnail
1,4-naphthoquinone
1,4-Naphthoquinone or para-naphthoquinone is a quinone derived from naphthalene. It forms volatile yellow triclinic crystals and has a sharp odor similar to benzoquinone. It is almost insoluble in cold water, slightly soluble in petroleum ether, and more soluble in polar organic solvents. In alkaline solutions it produces a reddish-brown color.
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juglone
Juglone, also called 5-hydroxy-1,4-naphthalenedione (IUPAC) is a phenolic organic compound with the molecular formula C10H6O3. In the food industry, juglone is also known as C.I. Natural Brown 7 and C.I. 75500. It is insoluble in benzene but soluble in dioxane, from which it crystallizes as yellow needles. It is an isomer of lawsone, which is the active dye compound in the henna leaf.
menaquinone
group of vitamins and bacterial metabolites
alkannin thumbnail
alkannin
Alkannin is a natural dye that is obtained from the extracts of the plant dyer's alkanet (Alkanna tinctoria) which is found in the Mediterranean region. The dye is used as a food coloring and in cosmetics; within the European E number schedule, it is numbered E103. It is used as a red-brown food additive in regions such as Australia. Alkannin is deep red in an acid and blue in an alkaline environment. The chemical structure as a naphthoquinone derivative was first determined by Hans Brockmann in 1936. The (R)-enantiomer of alkannin is known as shikonin, and the racemic mixture of the two is kn
lapachol thumbnail
lapachol
Lapachol is a natural phenolic compound isolated from the bark of the lapacho tree. This tree is known botanically as Handroanthus impetiginosus, but was formerly known by various other botanical names such as Tabebuia avellanedae. Lapachol is also found in other species of Handroanthus.
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lawsone
Lawsone (2-hydroxy-1,4-naphthoquinone), also known as hennotannic acid, is a red-orange dye present in the leaves of the henna plant (Lawsonia inermis), for which it is named, as well as in the common walnut (Juglans regia) and water hyacinth (Pontederia crassipes). Humans have used henna extracts containing lawsone as hair and skin dyes for more than 5,000 years. Lawsone reacts chemically with the protein keratin in skin and hair via a Michael addition reaction, resulting in a strong permanent stain that lasts until the skin or hair is shed. Darker colored staining is due to more lawsone–kera
plumbagin thumbnail
plumbagin
Plumbagin or 5-hydroxy-2-methyl-1,4-naphthoquinone is an organic compound with the chemical formula . It is regarded as a toxin and it is genotoxic and mutagenic.
naphthazarin thumbnail
naphthazarin
Naphthazarin, often called 5,8-dihydroxy-1,4-naphthoquinone or 5,8-dihydroxy-1,4-naphthalenedione (IUPAC), is a naturally occurring organic compound with formula , formally derived from 1,4-naphthoquinone through replacement of two hydrogen atoms by hydroxyl (OH) groups. It is thus one of many dihydroxynaphthoquinone structural isomers.
Hexahydroxy-1,4-naphthalenedione thumbnail
Hexahydroxy-1,4-naphthalenedione
chemical compound
2,3,5,6,8-Pentahydroxy-1,4-naphthalenedione thumbnail
2,3,5,6,8-Pentahydroxy-1,4-naphthalenedione
chemical compound
2,3,5,7-Tetrahydroxy-1,4-naphthalenedione thumbnail
2,3,5,7-Tetrahydroxy-1,4-naphthalenedione
chemical compound
menatetrenone thumbnail
menatetrenone
Menatetrenone (INN), also known as menaquinone-4 (MK-4), is one of the nine forms of vitamin K2.
dichlone thumbnail
dichlone
Dichlone (trade names Phygon and Quintar) is a fungicide and algicide of the quinone class. It is a general use fungicide applied to fruits, vegetables, field crops, ornamentals, and residential and commercial outdoor areas. It is also used to control blue algae.