Variecolol

Last updated
Variecolol
Variecolol.png
Names
IUPAC name
(1S,3R,6S,9S,10S,11S,13E,17R,19S,20R)-3,6,19-trimethyl-9-prop-1-en-2-yl-16-oxapentacyclo[12.5.1.03,11.06,10.017,20]icos-13-en-17-ol
Preferred IUPAC name
[1S,2aR,2a1R,4a(5)E,6aS,6bS,7S,9aS,11aR,12aS]-1,9a,11a-Trimethyl-7-(prop-1-en-2-yl)-1,2,2a1,4,6,6a,6b,7,8,9,9a,10,11,11a,12,12a-hexadecahydro-2aH-3-oxapentaleno[1′,6′:4,5,6]cycloocta[1,2-e]inden-2a-ol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
  • InChI=1S/C25H38O2/c1-15(2)18-8-9-23(4)10-11-24(5)13-19-16(3)12-25(26)21(19)17(14-27-25)6-7-20(24)22(18)23/h6,16,18-22,26H,1,7-14H2,2-5H3/b17-6-/t16-,18+,19-,20-,21-,22-,23-,24+,25+/m0/s1
    Key: KKLLBIFNYVWKON-HYWMTKJFSA-N
  • C[C@H]1C[C@@]2([C@@H]/3[C@H]1C[C@]4(CC[C@@]5(CC[C@@H]([C@H]5[C@@H]4C/C=C3/CO2)C(=C)C)C)C)O
Properties
C25H38O2
Molar mass 370.577 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Variecolol is an immunosuppressant/antiviral compound isolated from ascomycete. [1]

Related Research Articles

<span class="mw-page-title-main">Ascomycota</span> Division or phylum of fungi

Ascomycota is a phylum of the kingdom Fungi that, together with the Basidiomycota, forms the subkingdom Dikarya. Its members are commonly known as the sac fungi or ascomycetes. It is the largest phylum of Fungi, with over 64,000 species. The defining feature of this fungal group is the "ascus", a microscopic sexual structure in which nonmotile spores, called ascospores, are formed. However, some species of the Ascomycota are asexual, meaning that they do not have a sexual cycle and thus do not form asci or ascospores. Familiar examples of sac fungi include morels, truffles, brewers' and bakers' yeast, dead man's fingers, and cup fungi. The fungal symbionts in the majority of lichens such as Cladonia belong to the Ascomycota.

<span class="mw-page-title-main">Ascus</span> Spore-bearing cell in ascomycete fungi

An ascus is the sexual spore-bearing cell produced in ascomycete fungi. Each ascus usually contains eight ascospores, produced by meiosis followed, in most species, by a mitotic cell division. However, asci in some genera or species can occur in numbers of one, two, four, or multiples of four. In a few cases, the ascospores can bud off conidia that may fill the asci with hundreds of conidia, or the ascospores may fragment, e.g. some Cordyceps, also filling the asci with smaller cells. Ascospores are nonmotile, usually single celled, but not infrequently may be coenocytic, and in some cases coenocytic in multiple planes. Mitotic divisions within the developing spores populate each resulting cell in septate ascospores with nuclei. The term ocular chamber, or oculus, refers to the epiplasm that is surrounded by the "bourrelet".

The hymenium is the tissue layer on the hymenophore of a fungal fruiting body where the cells develop into basidia or asci, which produce spores. In some species all of the cells of the hymenium develop into basidia or asci, while in others some cells develop into sterile cells called cystidia (basidiomycetes) or paraphyses (ascomycetes). Cystidia are often important for microscopic identification. The subhymenium consists of the supportive hyphae from which the cells of the hymenium grow, beneath which is the hymenophoral trama, the hyphae that make up the mass of the hymenophore.

<i>Cordyceps</i> Genus of fungi

Cordyceps is a genus of ascomycete fungi that includes about 600 species. Most Cordyceps species are endoparasitoids, parasitic mainly on insects and other arthropods ; a few are parasitic on other fungi. The generic name Cordyceps is derived from the Greek word κορδύλη kordýlē, meaning "club", and the Greek word κεφαλή kefalḗ, meaning "head".

<span class="mw-page-title-main">Sordariomycetes</span> Class of fungi

Sordariomycetes is a class of fungi in the subdivision Pezizomycotina (Ascomycota). Sordariomycetes is from the Latin sordes (filth) because some species grow in animal feces, though growth habits vary widely across the class.

<i>Neolecta</i> Genus of fungi

Neolecta is a genus of ascomycetous fungi that have fruiting bodies in the shape of unbranched to lobed bright yellowish, orangish to pale yellow-green colored, club-shaped, smooth, fleshy columns up to about 7 cm tall. The species share the English designation "Earth tongues" along with some better-known fungi with a similar general form, but in fact they are only distantly related.

<span class="mw-page-title-main">Čeláre</span>

Čeláre is a village and municipality in the Veľký Krtíš District of the Banská Bystrica Region of southern Slovakia.

Mating types are the microorganism equivalent to sexes in multicellular lifeforms and are thought to be the ancestor to distinct sexes. They also occur in macro-organisms such as fungi.

<span class="mw-page-title-main">Hont, Hungary</span>

Hont is a village in Nógrád County in Hungary.

<i>Verpa</i> Genus of fungi

Verpa is a genus of ascomycete fungi related to the morels. Resembling the latter genus in edibility and form, the common name early morels is popular. There are five species in the widespread genus.

<span class="mw-page-title-main">Morchellaceae</span> Family of fungi

The Morchellaceae are a family of ascomycete fungi in the order Pezizales. According to a standard reference work, the family has contained at least 49 species distributed among four genera. However, in 2012, five genera that produce ascoma that are sequestrate and hypogeous were added. The best-known members are the highly regarded and commercially picked true morels of the genus Morchella, the thimble morels of the genus Verpa, and a genus of cup-shaped fungi Disciotis. The remaining four genera produce the sequestrate fruit bodies.

Laurel Mill, also known as just Laurel, is an unincorporated community in northeastern Franklin County, North Carolina, United States.

<span class="mw-page-title-main">Helvellaceae</span> Family of fungi

The Helvellaceae are a family of ascomycete fungi, the best-known members of which are the elfin saddles of the genus Helvella. Originally erected by Elias Magnus Fries in 1823 as Elvellacei, it contained many genera. Several of these, such as Gyromitra and Discina, have been found to be more distantly related in a molecular study of ribosomal DNA by mycologist Kerry O'Donnell in 1997, leaving a much smaller core clade now redefined as Helvellaceae. Instead, this narrowly defined group is most closely related to the true truffles of the Tuberaceae. Although the Dictionary of the Fungi considered the Helvellaceae to contain six genera and 63 species, genetic analysis has shown that Leucangium, previously classified in this family, is more closely related to the Morchellaceae.

Homothallic refers to the possession, within a single organism, of the resources to reproduce sexually; i.e., having male and female reproductive structures on the same thallus. The opposite sexual functions are performed by different cells of a single mycelium.

<span class="mw-page-title-main">Lichinales</span> Order of fungi

Lichinales is the sole order of ascomycete fungi in the class Lichinomycetes. It contains three families: Gloeoheppiaceae, Lichinaceae, and Peltulaceae. Most species are lichenized. Lichinales was proposed in 1986 by German lichenologists Aino Henssen and Burkhard Büdel. The class Lichinomycetes was created by Valérie Reeb, François Lutzoni and Claude Roux in 2004.

<span class="mw-page-title-main">Ostropales</span> Order of fungi

The Ostropales are an order of fungi in the class Lecanoromycetes. The order was circumscribed by Swedish botanist John Axel Nannfeldt in 1932. The order contains 4 families and 46 genera, including 6 genera of uncertain familial placement.

<span class="mw-page-title-main">Variecolactone</span> Chemical compound

Variecolactone is a bio-active ascomycete isolate.

<span class="mw-page-title-main">Siege of Paris (1429)</span> 1429 battle of the Hundred Years War

The siege of Paris was an assault undertaken in September 1429 during the Hundred Years' War by the troops of the recently crowned King Charles VII of France, with the notable presence of Joan of Arc, to take the city held by the English and Burgundians. King Charles's French troops failed to enter Paris, defended by the governor Jean de Villiers de L'Isle-Adam and the provost Simon Morhier, with the support of much of the city's population.

Marie-Agnès Letrouit-Galinou is a French botanist, mycologist, and lichenologist, known for her contribution to revolutionizing the scientific understanding of ascomycete development and classification.

<span class="mw-page-title-main">Strigulaceae</span> Family of lichen

Strigulaceae is a family of lichen-forming fungi, one of two families in the order Strigulales. Recent (2020) molecular analysis of the type genus, Strigula, has led to a reallocation of the foliicolous species into six genera that correspond to well-delimited clades with diagnostic phenotype features.

References

  1. Fujimoto, H.; Nakamura, E.; Okuyama, E.; Ishibashi, M. (October 2000). "Immunomodulatory constituents from an ascomycete, Emericella aurantio-brunnea". Chemical & Pharmaceutical Bulletin. 48 (10): 1436–1441. doi:10.1248/cpb.48.1436. ISSN   0009-2363. PMID   11045446.