Names | |
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Preferred IUPAC name 5-Hydroxy-2-methylnaphthalene-1,4-dione | |
Identifiers | |
3D model (JSmol) | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.006.882 |
KEGG | |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
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Properties | |
C11H8O3 | |
Molar mass | 188.17942 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Plumbagin or 5-hydroxy-2-methyl-1,4-naphthoquinone is an organic compound with the chemical formula C
11H
8O
3. It is regarded as a toxin [1] and it is genotoxic [2] and mutagenic. [3]
Plumbagin is a yellow dye, [1] formally derived from naphthoquinone.
It is named after the plant genus Plumbago , from which it was originally isolated. [4] It is also commonly found in the carnivorous plant genera Drosera and Nepenthes . [5] [6] It is also a component of the black walnut drupe.
Juglone, also called 5-hydroxy-1,4-naphthalenedione (IUPAC) is an 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 staining compound in the henna leaf.
Denitrobacterium is a genus of Actinomycetota with a single species, in the family Coriobacteriaceae. Originally isolated from the bovine rumen, Denitrobacterium are non-motile and non-spore forming. The only described species in this genus is Denitrobacterium detoxificans. The specific niche of this bacterium in the bovine rumen is theorized to be the detoxification/metabolism of nitrotoxins and miserotoxin.
Nepenthes sanguinea is a large and vigorous Nepenthes pitcher plant species, native to Peninsular Malaysia and southernmost Thailand, where it grows at 300–1800 metres altitude. The pitchers are variable in size, from 10–30 cm tall, and range from green and yellow to orange and red. The insides of the pitchers are usually speckled with its two main colors. It was introduced to Victorian Britain around 1847 by Cornish plant hunter and botanist Thomas Lobb via the Veitch Nurseries.
Nepenthes khasiana is an endangered tropical pitcher plant of the genus Nepenthes. It is the only Nepenthes species native to India. It is thought to attract prey by means of blue fluorescence.
Nepenthes insignis is a tropical pitcher plant endemic to New Guinea and surrounding islands. The specific epithet insignis is Latin for "distinguished" or "remarkable".
Malvin is a naturally occurring chemical of the anthocyanin family.
Neoflavonoids are a class of polyphenolic compounds. While flavonoids have the 2-phenylchromen-4-one backbone, neoflavonoids have the 4-phenylchromen backbone with no hydroxyl group substitution at position 2.
Phytoecdysteroids are plant-derived ecdysteroids. Phytoecdysteroids are a class of chemicals that plants synthesize for defense against phytophagous insects. These compounds are mimics of hormones used by arthropods in the molting process known as ecdysis. When insects eat the plants with these chemicals they may prematurely molt, lose weight, or suffer other metabolic damage and die.
In enzymology, a secologanin synthase (EC 1.14.19.62, was wrongly classified as EC 1.3.3.9 in the past) is an enzyme that catalyzes the chemical reaction
Daidzin is a natural organic compound in the class of phytochemicals known as isoflavones. Daidzin can be found in Japanese plant kudzu and from soybean leaves.
Ononin is an isoflavone glycoside, the 7-O-β-D-glucopyranoside of formononetin, which in turn is the 4'-O-methoxy derivative of the parent isoflavone daidzein.
Ergosterol peroxide (5α,8α-epidioxy-22E-ergosta-6,22-dien-3β-ol) is a steroid derivative. It has been isolated from a variety of fungi, yeast, lichens and sponges, and has been reported to exhibit immunosuppressive, anti-inflammatory, antiviral, trypanocidal and antitumor activities in vitro.
A hydroxynaphthoquinone is any of several organic compounds that can be viewed as derivatives of a naphthoquinone through replacement of one hydrogen atom (H) by a hydroxyl group (-OH).
Barbigerone is one of a few pyranoisoflavones among several groups of isoflavones. It was first isolated from the seed of a leguminous plant Tephrosia barbigera; hence the name "barbigerone". Members of the genus Millettia are now known to be rich in barbigerone, including M. dielsiena, M. ferruginea, M. usaramensis, and M. pachycarpa. It has also been isolated from the medicinal plant Sarcolobus globosus. Barbigerone from S. globosus is validated to have significant antioxidant property. Barbigerone exhibits profound antiplasmodial activity against the malarial parasite Plasmodium falciparum. It is also demonstrated that it has anti-cancer potential as it causes apoptosis of murine lung-cancer cells.
Verbascoside is a caffeoyl phenylethanoid glycoside in which the phenylpropanoid caffeic acid and the phenylethanoid hydroxytyrosol form an ester and an ether bond respectively, to the rhamnose part of a disaccharide, namely β-(3′,4′-dihydroxyphenyl)ethyl-O-α-L-rhamnopyranosyl(1→3)-β-D-(4-O-caffeoyl)-glucopyranoside.
Pterocarpans are derivatives of isoflavonoids found in the family Fabaceae. It is a group of compounds which can be described as benzo-pyrano-furano-benzenes which can be formed by coupling of the B ring to the 4-one position.
1,4-Naphthoquinone or para-naphthoquinone is an 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. Vitamin K is a derivative of 1,4-naphthoquinone. It is a planar molecule with one aromatic ring fused to a quinone subunit. It is an isomer of 1,2-naphthoquinone.
3-hydroxyindolin-2-one monooxygenase (EC 1.14.13.139, BX4 (gene), CYP71C1 (gene)) is an enzyme with systematic name 3-hydroxyindolin-2-one,NAD(P)H:oxygen oxidoreductase (2-hydroxy-2H-1,4-benzoxazin-3(4H)-one-forming). This enzyme catalyses the following chemical reaction
1,4-dihydroxy-2-naphthoyl-CoA hydrolase (EC 3.1.2.28) is an enzyme with systematic name 1,4-dihydroxy-2-naphthoyl-CoA hydrolase. This enzyme catalyses the following chemical reaction
Pisatin (3-hydroxy-7-methoxy-4′,5′-methylenedioxy-chromanocoumarane) is the major phytoalexin made by the pea plant Pisum sativum. It was the first phytoalexin to be purified and chemically identified. The molecular formula is C17H14O6.