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Preferred IUPAC name Methyl (1S,3S,7R,8R,9R)-9-methyl-2,4,10-trioxatricyclo[5.3.1.03,8]undec-5-ene-6-carboxylate | |
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3D model (JSmol) | |
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PubChem CID | |
CompTox Dashboard (EPA) | |
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Properties | |
C11H14O5 | |
Molar mass | 226.228 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Sarracenin is an iridoid found in several plant species in the carnivorous family Sarraceniaceae. [1] It also occurs in other non-carnivorous plants such as Strychnos spinosa (Loganiaceae) [2] and Patrinia heterophylla (Caprifoliaceae). [3]
Sarracenin was first isolated from the roots of Sarracenia flava in 1976. Analysis of S. flava extracts was prompted by their use as a folk remedy by people of the Okefenokee swamp region [4]
Sarracenin is believed to be derived from loganin, with either morronoside or secologanin serving as intermediates in the biosynthetic process. [4]
Sarracenin displays antimicrobial activity against several pathogens including Staphylococcus aureus , Streptococcus pyogenes , Shigella dysenteriae , Klebsiella pneumoniae , Candida albicans, Candida tropicalis , Candida thrusei , and Candida stellatoidea. [2] It has also demonstrated cytotoxicity against three tumor cell lines: A375 (human melanoma cell), SGC-7901 (human gastric cancer cell), and HeLa. [3]
Sarracenin is the primary volatile present in the insect-attracting spoons of Heliamphora species. When Heliamphora plants were grown in a laboratory setting, sarracenin was rarely present in these spoons. Plants that did produce sarracenin generally attracted more insects than those without, suggesting a role in prey attraction or capture. [5] Sarracenin is also present in the pitchers and lids of Darlingtonia californica and many Sarracenia species, likely serving the same purpose as in Heliamphora. [1]
Pitcher plants are several different carnivorous plants that have modified leaves known as pitfall traps—a prey-trapping mechanism featuring a deep cavity filled with digestive liquid. The traps of what are considered to be "true" pitcher plants are formed by specialized leaves. The plants attract and drown the prey with nectar.
Sarraceniaceae are a family of pitcher plants, belonging to order Ericales.
Brocchinia reducta is a carnivorous plant in the bromeliad family. It is native to southern Venezuela, Brazil, Colombia, and Guyana, and is found in areas with nutrient-poor, high moisture soil. B. reducta is able to grow in sparse conditions, which is evident when it uses its roots as anchors over rocks. Its funnel-like structure and waxy coating, among other characteristics, suggest that this plant is carnivorous.
Sarracenia is a genus comprising 8 to 11 species of North American pitcher plants, commonly called trumpet pitchers. The genus belongs to the family Sarraceniaceae, which also contain the closely allied genera Darlingtonia and Heliamphora.
The genus Heliamphora contains 24 species of pitcher plants endemic to South America. The species are collectively known as sun pitchers, based on the mistaken notion that the heli of Heliamphora is from the Greek helios, meaning "sun". The name instead derives from the Greek helos, meaning "marsh", so a more accurate translation of their scientific name would be marsh pitcher plants. Species in the genus Heliamphora are carnivorous plants that consist of a modified leaf form that is fused into a tubular shape. They have evolved mechanisms to attract, trap, and kill insects; and control the amount of water in the pitcher. At least one species produces its own proteolytic enzymes that allows it to digest its prey without the help of symbiotic bacteria.
Darlingtonia californica —also called the California pitcher plant, the Oregon pitcher plant, cobra lily or cobra plant—is a species of carnivorous plant in the new world pitcher plant family, Sarraceniaceae. It is the sole species within its monotypic genus, Darlingtonia. The cobra lily is native to Northern California and Oregon, in the western United States, where the climate—while typically thought of as cool and humid—may be quite arid for many months of the year, more so than many carnivorous or pitcher plant genera could feasibly survive. However, the cobra lily has evolved into life along the West Coast and in the lower Pacific Northwest through its carnivorous adaptions, where it may be found near bogs, vernal pools, on forested rocky slopes, creeks, or near seeps with cold running water, usually on serpentine soils. It has even been observed growing in drainage ditches or on the sides of roads. Despite being fairly commonly cultivated, Darlingtonia is designated as uncommon due to its rarity in the field.
Sarracenia flava, the yellow pitcherplant, is a carnivorous plant in the family Sarraceniaceae. Like all the Sarraceniaceae, it is native to the New World. Its range extends from southern Alabama, through Florida and Georgia, to the coastal plains of southern Virginia, North Carolina and South Carolina. Populations also exist in the Piedmont, Mendocino County, California and mountains of North Carolina.
Sarracenia purpurea, the purple pitcher plant, northern pitcher plant, turtle socks, or side-saddle flower, is a carnivorous plant in the family Sarraceniaceae.
The Carnivorous Plant Newsletter is the official publication of the International Carnivorous Plant Society (ICPS), the largest such organization in the world. It is headquartered in Walnut Creek, California.
Andreas Wistuba is a German taxonomist and botanist specialising in the carnivorous plant genera Heliamphora and Nepenthes. More than half of all known Heliamphora species have been described by Wistuba.
Heliamphora heterodoxa is a species of marsh pitcher plant native to Venezuela and adjacent Guyana. It was first discovered in 1944 on the slopes interlinking Ptari-tepui and Sororopan-tepui and formally described in 1951.
Heliamphora minor is a species of marsh pitcher plant endemic to Auyán-tepui in Venezuela. As the name suggests, it is one of the smallest species in the genus. It is closely related to H. ciliata and H. pulchella.
Heliamphora neblinae is a species of marsh pitcher plant endemic to Cerro de la Neblina, Cerro Aracamuni and Cerro Avispa in Venezuela. It is one of the most variable species in the genus and was once considered to be a variety of H. tatei. It is unclear whether or not there is a consensus regarding its status as a species, with at least a few researchers supporting the taxonomic revision that would elevate both H. tatei var. neblinae and H. tatei f. macdonaldae to full species status.
Heliamphora nutans is a species of marsh pitcher plant native to the border area between Venezuela, Brazil and Guyana, where it grows on several tepuis, including Roraima, Kukenán, Yuruaní, Maringma, and Wei Assipu. Heliamphora nutans was the first Heliamphora to be described and is the best known species.
Heliamphora tatei is a species of marsh pitcher plant endemic to Cerro Duida, Cerro Huachamacari and Cerro Marahuaca in Venezuela. It is closely related to H. macdonaldae, H. neblinae, and H. parva, and all three have in the past been considered forms or varieties of H. tatei. Like H. tatei, these species are noted for their stem-forming growth habit.
Strychnos spinosa, the Natal orange, also called Mokotra in Madagascar, is a tree indigenous to tropical and subtropical Africa. It produces sweet-sour, yellow fruits, containing numerous hard brown seeds. Greenish-white flowers grow in dense heads at the ends of branches. The fruits tend to appear only after good rains. It is related to the deadly Strychnos nux-vomica, which contains strychnine. The smooth, hard fruit are large and green, ripen to yellow colour. Inside the fruit are tightly packed seeds, which may be toxic, surrounded by a fleshy, brown, edible covering.
Archaeamphora longicervia is a fossil plant species, the only member of the hypothetical genus Archaeamphora. Fossil material assigned to this taxon originates from the Yixian Formation of northeastern China, dated to the Early Cretaceous.
A protocarnivorous plant, according to some definitions, traps and kills insects or other animals but lacks the ability to either directly digest or absorb nutrients from its prey like a carnivorous plant. The morphological adaptations such as sticky trichomes or pitfall traps of protocarnivorous plants parallel the trap structures of confirmed carnivorous plants.
Carnivorous plants are plants that derive some or most of their nutrients from trapping and consuming animals or protozoans, typically insects and other arthropods, and occasionally small mammals and birds. They still generate all of their energy from photosynthesis. They have adapted to grow in waterlogged sunny places where the soil is thin or poor in nutrients, especially nitrogen, such as acidic bogs. They can be found on all continents except Antarctica, as well as many Pacific islands. In 1875, Charles Darwin published Insectivorous Plants, the first treatise to recognize the significance of carnivory in plants, describing years of painstaking research.
Sarraceniaceae of South America is a monograph on the pitcher plants of the genus Heliamphora by Stewart McPherson, Andreas Wistuba, Andreas Fleischmann, and Joachim Nerz. It was published in September 2011 by Redfern Natural History Productions and covered all species known at the time.