Names | |
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Preferred IUPAC name 9-[(3-Methylbut-2-en-1-yl)oxy]-7H-furo[3,2-g][1]benzopyran-7-one | |
Other names Ammidin Marmelosin Pentosalen 8-Isoamylenoxypsoralen 8-Isopentenyloxypsoralene | |
Identifiers | |
3D model (JSmol) | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.006.893 |
KEGG | |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
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Properties | |
C16H14O4 | |
Molar mass | 270.28 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Imperatorin is a furocoumarin and a phytochemical that has been isolated from Urena lobata L. (Malvaceae), Angelica archangelica , [1] Angelica dahurica , [2] Glehnia littoralis , [3] Saposhnikovia divaricata , [4] Cnidium monnieri , [5] Incarvillea younghusbandii , [6] and Zanthoxylum americanum mill . [7] It is biosynthesized from umbelliferone, a coumarin derivative. [8]
The procedure for the isolation of imperatorin from Urena lobata involves exhaustively extracting under reflux with benzene the air-dried and pulverised roots followed by separation by column chromatography. [9]
Imperatorin was identified from a Bioactive Molecules library in a high throughput screening experiment for inhibitors of the phosphodiesterase PDE4. It displays a significant preference for PDE4B over PDE4A. [10]
Angelica archangelica, commonly known as garden angelica, wild celery, and Norwegian angelica, is a biennial plant from the family Apiaceae, a subspecies of which is cultivated for its sweetly scented edible stems and roots. Like several other species in Apiaceae, its appearance is similar to several poisonous species, and should not be consumed unless it has been identified with absolute certainty. Synonyms include Archangelica officinalis Hoffm. and Angelica officinalis Moench.
Eleutherococcus senticosus is a species of small, woody shrub in the family Araliaceae native to Northeastern Asia. It may be colloquially called devil's bush, Siberian ginseng, eleuthero, ciwujia, Devil's shrub, shigoka, touch-me-not, wild pepper, or kan jang. E. senticosus has a history of use in folklore and traditional Chinese medicine. Root extracts of E. senticosus are sold as a dietary supplement or cosmetic, usually under the name Siberian ginseng.
Angelica sinensis, commonly known as dong quai or female ginseng, is a herb belonging to the family Apiaceae, indigenous to China. Angelica sinensis grows in cool high altitude mountains in East Asia. The yellowish brown root of the plant is harvested in the fall and is a well-known Chinese medicine which has been used for thousands of years.
Daidzein is a naturally occurring compound found exclusively in soybeans and other legumes and structurally belongs to a class of compounds known as isoflavones. Daidzein and other isoflavones are produced in plants through the phenylpropanoid pathway of secondary metabolism and are used as signal carriers, and defense responses to pathogenic attacks. In humans, recent research has shown the viability of using daidzein in medicine for menopausal relief, osteoporosis, blood cholesterol, and lowering the risk of some hormone-related cancers, and heart disease. Despite the known health benefits, the use of both puerarin and daidzein is limited by their poor bioavailability and low water solubility.
The PDE2 enzyme is one of 21 different phosphodiesterases (PDE) found in mammals. These different PDEs can be subdivided to 11 families. The different PDEs of the same family are functionally related despite the fact that their amino acid sequences show considerable divergence. The PDEs have different substrate specificities. Some are cAMP selective hydrolases, others are cGMP selective hydrolases and the rest can hydrolyse both cAMP and cGMP.
Emodin (6-methyl-1,3,8-trihydroxyanthraquinone) is a chemical compound, of the anthraquinone family, that can be isolated from rhubarb, buckthorn, and Japanese knotweed. Emodin is particularly abundant in the roots of the Chinese rhubarb, knotweed and knotgrass as well as Hawaii ‘au‘auko‘i cassia seeds or coffee weed. It is specifically isolated from Rheum palmatum L. It is also produced by many species of fungi, including members of the genera Aspergillus, Pyrenochaeta, and Pestalotiopsis, inter alia. The common name is derived from Rheum emodi, a taxonomic synonym of Rheum australe, and synonyms include emodol, frangula emodin, rheum emodin, 3-methyl-1,6,8-trihydroxyanthraquinone, Schüttgelb (Schuttgelb), and Persian Berry Lake.
Glaucine is an aporphine alkaloid found in several different plant species in the family Papaveraceae such as Glaucium flavum, Glaucium oxylobum and Corydalis yanhusuo, and in other plants like Croton lechleri in the family Euphorbiaceae.
Osthol, or osthole, is a chemical compound which is a derivative of coumarin. It is found in a variety of plants including Cnidium monnieri, Angelica archangelica and Angelica pubescens.
Zanthoxylum americanum, the common prickly-ash, common pricklyash, common prickly ash or northern prickly-ash, is an aromatic shrub or small tree native to central and eastern portions of the United States and Canada. It is the northernmost New World species in the citrus family, Rutaceae, and is the type species in its genus, which includes sichuan pepper. It can grow to 10 meters (33 ft) tall with a diameter at breast height (DBH) of 15 cm (5.9 in). It produces membranous leaflets and axillary flower clusters. The wood is not commercially valuable, but oil extracts from the bark have been used in traditional and alternative medicine, and have been studied for antifungal and cytotoxic properties. The genus name is sometimes spelled Xanthoxylum.
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.
Huáng bǎi, huáng bó or huáng bò is one of the fifty fundamental herbs of traditional Chinese medicine. Known also as Cortex Phellodendri, it is the bark of one of two species of Phellodendron tree: Phellodendron amurense or Phellodendron chinense.
Scopoletin is a coumarin. It found in the root of plants in the genus Scopolia such as Scopolia carniolica and Scopolia japonica, in chicory, in Artemisia scoparia, in the roots and leaves of stinging nettle, in the passion flower, in Brunfelsia, in Viburnum prunifolium, in Solanum nigrum, in Datura metel, in Mallotus resinosus, or and in Kleinhovia hospita. It can also be found in fenugreek, vinegar, some whiskies or in dandelion coffee. A similar coumarin is scoparone. Scopoletin is highly fluorescent when dissolved in DMSO or water and is regularly used as a fluorimetric assay for the detection of hydrogen peroxide in conjunction with horseradish peroxidase. When oxidized, its fluorescence is strongly suppressed.
Phenolic acids or phenolcarboxylic acids are types of aromatic acid compounds. Included in that class are substances containing a phenolic ring and an organic carboxylic acid function. Two important naturally occurring types of phenolic acids are hydroxybenzoic acids and hydroxycinnamic acids, which are derived from non-phenolic molecules of benzoic and cinnamic acid, respectively.
Zanthoxylum asiaticum is a species of plant in the family Rutaceae. Under its synonym Toddalia asiatica, it was the only species in the monotypic genus Toddalia, now included in Zanthoxylum. It is known by the English name orange climber.
Angelicin is the parent compound in a family of naturally occurring organic compounds known as the angular furanocoumarins. Structurally, it can be considered as benzapyra-2-one fused with a furan moiety in the 7,8-position. Angelicin is commonly found in certain Apiaceae and Fabaceae plant species such as Bituminaria bituminosa. It has a skin permeability coefficient (LogKp) of -2.46. The maximum absorption is observed at 300 nm. The 1HNMR spectrum is available; the infrared and mass spectra of angelicin can be found in this database. The sublimation of angelicin occurs at 120 °C and the pressure of 0.13 Pa. Angelicin is a coumarine.
Cnidium monnieri (L.) Cusson ex Juss., Monnier's snowparsley, is a flowering plant species in the genus Cnidium. Also known as Shechuangzi, Osthole, Jashoshi, Cnidii Fructus . It may be confused with Bacopa monnieri, Ligusticum officinale, both similar but different plants. The coumarins osthol, imperatorin and xanthotoxol can be found in C. monnieri.
Fraxetin is an O-methylated coumarin. It can be found in Fraxinus rhynchophylla and seeds of Datura stramonium. Fraxin is a glucoside of fraxetin.
Bacoside A is a mixture of chemical compounds, known as bacosides, isolated from Bacopa monnieri. Its major constituents include the saponins bacoside A3, bacopaside II, jujubogenin isomer of bacopasaponin C, and bacopasaponin C. The mixture has been studied in in vitro experiments and animal models for its potential neuroprotectivity.
Phosphodiesterases (PDEs) are a superfamily of enzymes. This superfamily is further classified into 11 families, PDE1 - PDE11, on the basis of regulatory properties, amino acid sequences, substrate specificities, pharmacological properties and tissue distribution. Their function is to degrade intracellular second messengers such as cyclic adenine monophosphate (cAMP) and cyclic guanosine monophosphate (cGMP) which leads to several biological processes like effect on intracellular calcium level by the Ca2+ pathway.
Daturadiol is a pentacyclic triterpenoid found in Datura species including Datura stramonium and Datura innoxia. It is also found in non-Solanaceae plants such as Vernicia fordii and Terminalia brasiliensis.