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Cucurbitane Grundstruktur Num
Cucurbitane is a class of chemical compounds with formula (Chemical Abstracts Service, CAS number 65441-59-0). It is a polycyclic hydrocarbon, polycyclic hydrocarbon, specifically triterpene. It is also an isomer of lanostane (specifically 19(10→9β)-abeolanostane), from which it differs by the formal shift of a methyl group (carbon number 19) from the 10 to the 9β position in the standard steroid numbering scheme.Satish Kumar and Raj Kumar (1991), ''Dictionary of Biochemistry''. Anmol Publications, India The name is applied to two stereoisomers, distinguished by the prefixes 5α- and 5β-, which differ by the handedness of the bonds at a particular carbon atom (number 5 in the standard steroid numbering scheme). File:5alpha-cucurbitane.svg, 5α-Cucurbitane File:5beta-cucurbitane.svg, 5β-Cucurbitane Derivatives Natural compounds Compounds with the basic cucurbitane skeleton are found in many plants, and some are important phytomedicine, phytopharmaceuticals. Natural cu ...
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Chemical Compound
A chemical compound is a chemical substance composed of many identical molecules (or molecular entities) containing atoms from more than one chemical element held together by chemical bonds. A molecule consisting of atoms of only one element is therefore not a compound. A compound can be transformed into a different substance by a chemical reaction, which may involve interactions with other substances. In this process, bonds between atoms may be broken and/or new bonds formed. There are four major types of compounds, distinguished by how the constituent atoms are bonded together. Molecular compounds are held together by covalent bonds; ionic compounds are held together by ionic bonds; intermetallic compounds are held together by metallic bonds; coordination complexes are held together by coordinate covalent bonds. Non-stoichiometric compounds form a disputed marginal case. A chemical formula specifies the number of atoms of each element in a compound molecule, using ...
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Bryonia Dioica
''Bryonia dioica'', known by the common names red bryony and white bryony, also English mandrake or ladies' seal, is a perennial climbing vine indigenous to Central and Southern Europe. It is a flowering plant in the cucumber family Cucurbitaceae with five-pointed leaves and blue or white flowers. The vine produces a red berry fruit. Toxicity ''Bryonia dioica'' is generally toxic to humans. Application of its juice to the skin produces inflammation with a rash or ulcers, and consumption of this juice causes intense gastrointestinal irritation including nausea and vomiting in small doses, and anxiety, paralysis, or death in larger amounts. The seed of this vine, by contrast, is safely edible, and finds use in Western Europe as an ingredient in starch dishes. Herbalism The plant is sometimes used in herbalism. In medieval times the plant was thought to be an antidote for leprosy. The root can be long and thick. John Gerard John Gerard (also John Gerarde, c. 1545–161 ...
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Russula Lepida
''Russula rosea'' ( synonym ''Russula lepida''), known as the rosy russula, is a north temperate, commonly found mushroom of the large "brittlegill" genus ''Russula''. The cap is convex when young, later flat, mostly bright cinnabar to carmine red; often with yellow spots and up to 10 cm in diameter. The gills are pale straw-yellow, brittle, and occasionally with a red edge at the rim of the cap. The spores are pale-cream. The stem is usually flushed carmine, but can be pure white. The flesh is hard and bitter-tasting; some consider it edible, others inedible. This mushroom is commonly found in coniferous forests or near beech trees. Similar species The rare ''Russula pseudointegra'' is distinguished by its hot-tasting flesh. Red-stemmed forms of ''R. rosea'' could also be confused with ''Russula xerampelina ''Russula xerampelina'', also commonly known as the crab brittlegill or the shrimp mushroom, is a basidiomycete mushroom of the brittlegill genus ''Russula''. T ...
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Lepidolide
Lepidolide is a chemical compound with formula — specifically, a terpenoid with the cucurbitane Cucurbitane is a class of chemical compounds with formula ( CAS number 65441-59-0). It is a polycyclic hydrocarbon, specifically triterpene. It is also an isomer of lanostane (specifically 19(10→9β)-abeolanostane), from which it differs by ... skeleton — isolated from the fruiting bodies of the mushroom '' Russula lepida'' (23 mg/7 kg). It is a pale yellow oil, soluble in chloroform. References {{Reflist Triterpenes Dicarboxylic acids Lactones ...
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Hemslecin
Hemslecin is any of several compounds obtained from plants of the genus '' Hemsleya'', which are used in Asian folk medicine. They are triterpene derivatives, specifically with the cucurbitane skeleton, related to cucurbitacin F.Jian-Chao Chen, Gao-Hong Zhang, Zhong-Quan Zhang, Ming-Hua Qiu, Yong-Tang Zheng, Liu-Meng Yang, Kai-Bei Yu (2008), "Octanorcucurbitane and Cucurbitane Triterpenoids from the Tubers of ''Hemsleya endecaphylla'' with HIV-1 Inhibitory Activity". ''J. Nat. Prod.'' volume 71, pages 153–155 Jian Chao Chen, Ming Hua Chiu, Rui Lin Nie, Geoffrey A. Cordell and Samuel X. Qiu (2005), "Cucurbitacins and cucurbitane glycosides: structures and biological activities" ''Natural Product Reports'', volume 22, pages 386-399 The hemslecins include: * Hemslecin A, 25-acetoxy-23,24-dihydrocucurbitacin F, from ''Hemsleya endecaphylla'' and from '' Helmseya amabilis'' * Hemslecin B, 23,24-dihydrocucurbitacin F, from ''Hemsleya endecaphylla'' * Hemslecin C, synthesized from h ...
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Hemsleya Endecaphylla
''Hemsleya'' is a genus of flowering plants belonging to the family Cucurbitaceae. Its native range is Eastern Himalayas to southern China and Papuasia. It is native to the countries of Assam (in India), Bismarck Archipelago (island group, part of Papua New Guinea), China, East Himalayas, Maluku Islands The Maluku Islands (; Indonesian: ''Kepulauan Maluku'') or the Moluccas () are an archipelago in the east of Indonesia. Tectonically they are located on the Halmahera Plate within the Molucca Sea Collision Zone. Geographically they are located ..., New Guinea, Thailand and Vietnam. The genus name of ''Hemsleya'' is in honour of William Hemsley (1843–1924), an English botanist. It was first described and published in J. Linn. Soc., Bot. Vol.23 on page 490 in 1888. Knowns species According to Kew: *'' Hemsleya amabilis'' *'' Hemsleya carnosiflora'' *'' Hemsleya chengyihana'' *'' Hemsleya chinensis'' *'' Hemsleya cirromitrata'' *'' Hemsleya delavayi'' *'' Hemsley ...
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Endecaphyllacin
Endecaphyllacin is either of two similar compounds found in certain plants, such as ''Hemsleya endecaphylla''.Jian-Chao Chen, Gao-Hong Zhang, Zhong-Quan Zhang, Ming-Hua Qiu, Yong-Tang Zheng, Liu-Meng Yang, Kai-Bei Yu (2008), "Octanorcucurbitane and Cucurbitane Triterpenoids from the Tubers of ''Hemsleya endecaphylla'' with HIV-1 Inhibitory Activity". ''J. Nat. Prod.'' volume 71, pages 153–155 * Endecaphyllacin A, 2β-hydroxy-20,21,22,23,24,25,26,27-octanorcucurbita-5-ene-3,11,16-trione, . Crystallizes with 1 molecule of methanol as colorless prisms, mp 207-209 °C; * Endecaphyllacin B, 2-hydroxy-20,21,22,23,24,25,26,27-octanorcucurbita-1,5-dien-3,11,16-trione, . It is the aglycon of khekadaengoside L from ''Trichosanthes tricuspidata''. Crystallizes from methanol as colorless prisms, mp 229-231 °C Endecaphyllacins A and B can be extracted from the dried tubers of ''Hemsleya endecaphylla ''Hemsleya'' is a genus of flowering plants belonging to the family Cucurbitaceae. ...
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Datisca Glomerata
''Datisca glomerata'' is a species of plant native to California, Nevada, and Baja California known by the common name Durango root. It is one of only two to four species in the plant family Datiscaceae. It is an erect perennial herb with distinctive long, pointed, often sharply serrated leaves. It is said to superficially resemble ''Cannabis'' species. Its yellowish green flowers grow in clusters from the axilla of the leaf, where it joins the stem. A thick stand of the plant can form a medium-sized bush. All parts of this plant are toxic and in some areas it is considered a noxious weed. It is reported to be poisonous to cattle.Joseph M. DiTomaso'List of Plants Reported to be Poisonous to Animals in the United States'. It is also one of a rare group of androdioecious Androdioecy is a reproductive system characterized by the coexistence of males and hermaphrodites. Androdioecy is rare in comparison with the other major reproductive systems: dioecy, gynodioecy and hermaphroditi ...
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Datiscoside
Datiscoside is any one of several chemical compounds isolated from certain plants, notably '' Datisca glomerata''. They can be seen as derivatives of the triterpene hydrocarbon cucurbitane (), more specifically from cucurbitacin F Cucurbitacin is a class of biochemistry, biochemical compounds that some plants – notably members of the pumpkin and gourd family, Cucurbitaceae – produce and which function as a defence against herbivores. Cucurbitacins are chemically clas ....Jian Chao Chen, Ming Hua Chiu, Rui Lin Nie, Geoffrey A. Cordell and Samuel X. Qiu (2005), "Cucurbitacins and cucurbitane glycosides: structures and biological activities" ''Natural Product Reports'', volume 22, pages 386-399 They include: * Datiscoside B, from ''D. glomerata'' * Datiscoside D, from ''D. glomerata'' * Datiscoside H, from ''D. glomerata'' References Triterpene glycosides {{organic-compound-stub ...
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Cucurbitacin
Cucurbitacin is a class of biochemical compounds that some plants – notably members of the pumpkin and gourd family, Cucurbitaceae – produce and which function as a defence against herbivores. Cucurbitacins are chemically classified as triterpenes, formally derived from cucurbitane, a triterpene hydrocarbon – specifically, from the unsaturated variant cucurbit-5-ene, or 19(10→9β)-abeo-10α-lanost-5-ene. They often occur as glycosides. They and their derivatives have been found in many plant families (including Brassicaceae, Cucurbitaceae, Scrophulariaceae, Begoniaceae, Elaeocarpaceae, Datiscaceae, Desfontainiaceae, Polemoniaceae, Primulaceae, Rubiaceae, Sterculiaceae, Rosaceae, and Thymelaeaceae), in some mushrooms (including Russula and Hebeloma) and even in some marine mollusks. Cucurbitacins may be a taste deterrent in plants foraged by some animals and in some edible plants preferred by humans, like cucumbers and zucchinis. In laboratory research, cucurbi ...
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Cucurbalsaminol A
Cucurbalsaminol A or cucurbita-5,23(E)-diene-3β,12β,25-triol, is a chemical compound with formula , found in the Balsam apple vine (''Momordica balsamina''). It is a cucurbitane-type triterpenoid, related to cucurbitacin, isolated by C. Ramalhete and others in 2009. Cucurbalsaminol A is an amorphous powder soluble in methanol and ethyl acetate but insoluble in ''n''-hexane. Unlike Cucurbalsaminol B, it is not cytotoxic. See also * Balsaminapentaol * Balsaminol A * Balsaminol B * Cucurbalsaminol B * Karavilagenin E Karavilagenin E is a chemical compound found in the Balsam apple vine (''Momordica balsamina''). It is a cucurbitane-type triterpenoid, related to cucurbitacin. Karavilagenin E is soluble in methanol and ethyl acetate but insoluble in ''n''-he ... References {{reflist Triterpenes Polyols ...
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Cucurbalsaminol B
Cucurbalsaminol B or 7β-methoxycucurbita-5,23(E)-diene-3β,12β,25-triol, is a chemical compound with formula , found in the Balsam apple vine (''Momordica balsamina''). It is a cucurbitane-type triterpenoid, related to cucurbitacin, isolated by C. Ramalhete and others in 2009. Cucurbalsaminol B is an amorphous powder soluble in methanol and ethyl acetate but insoluble in ''n''-hexane. It is cytotoxic at about 50 μM. See also * Balsaminapentaol * Balsaminol A * Balsaminol B * Cucurbalsaminol A * Karavilagenin E Karavilagenin E is a chemical compound found in the Balsam apple vine (''Momordica balsamina''). It is a cucurbitane-type triterpenoid, related to cucurbitacin. Karavilagenin E is soluble in methanol and ethyl acetate but insoluble in ''n''-he ... References {{reflist Triterpenes Polyols ...
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