Funicin

Last updated
Funicin
Funicin.svg
Names
IUPAC name
Ethyl 2-hydroxy-4-(3-hydroxy-5-methylphenoxy)-6-methylbenzoate
Other names
  • 4-Carbethoxydiorcinal
  • Ethericin B
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
  • InChI=1S/C17H18O5/c1-4-21-17(20)16-11(3)7-14(9-15(16)19)22-13-6-10(2)5-12(18)8-13/h5-9,18-19H,4H2,1-3H3
    Key: FDRRGHPJYCPGME-UHFFFAOYSA-N
  • CCOC(=O)C1=C(C=C(C=C1C)OC2=CC(=CC(=C2)O)C)O
Properties
C17H18O5
Molar mass 302.326 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Funicin is an antibiotic which is produced by the fungi Aspergillus funiculosus . [1] [2] Funicin has the molecular formula C17H18O5

Related Research Articles

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Aspergillus niger is a mold classified within the Nigri section of the Aspergillus genus. The Aspergillus genus consists of common molds found throughout the environment within soil and water, on vegetation, in fecal matter, on decomposing matter, and suspended in the air. Species within this genus often grow quickly and can sporulate within a few days of germination. A combination of characteristics unique to A. niger makes the microbe invaluable to the production of many acids, proteins and bioactive compounds. Characteristics including extensive metabolic diversity, high production yield, secretion capability, and the ability to conduct post-translational modifications are responsible for A. niger's robust production of secondary metabolites. A. niger's capability to withstand extremely acidic conditions makes it especially important to the industrial production of citric acid.

<i>Aspergillus fumigatus</i> Species of fungus

Aspergillus fumigatus is a species of fungus in the genus Aspergillus, and is one of the most common Aspergillus species to cause disease in individuals with an immunodeficiency.

Heterothallic species have sexes that reside in different individuals. The term is applied particularly to distinguish heterothallic fungi, which require two compatible partners to produce sexual spores, from homothallic ones, which are capable of sexual reproduction from a single organism.

<i>Aspergillus</i> Genus of fungi

Aspergillus is a genus consisting of several hundred mould species found in various climates worldwide.

<span class="mw-page-title-main">Allergic bronchopulmonary aspergillosis</span> Medical condition

Allergic bronchopulmonary aspergillosis (ABPA) is a condition characterised by an exaggerated response of the immune system to the fungus Aspergillus. It occurs most often in people with asthma or cystic fibrosis. Aspergillus spores are ubiquitous in soil and are commonly found in the sputum of healthy individuals. A. fumigatus is responsible for a spectrum of lung diseases known as aspergilloses.

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

Gliotoxin is a sulfur-containing mycotoxin that belongs to a class of naturally occurring 2,5-diketopiperazines produced by several species of fungi, especially those of marine origin. It is the most prominent member of the epipolythiopiperazines, a large class of natural products featuring a diketopiperazine with di- or polysulfide linkage. These highly bioactive compounds have been the subject of numerous studies aimed at new therapeutics. Gliotoxin was originally isolated from Gliocladium fimbriatum, and was named accordingly. It is an epipolythiodioxopiperazine metabolite that is one of the most abundantly produced metabolites in human invasive Aspergillosis (IA).

Mycotoxicology is the branch of mycology that focuses on analyzing and studying the toxins produced by fungi, known as mycotoxins. In the food industry it is important to adopt measures that keep mycotoxin levels as low as practicable, especially those that are heat-stable. These chemical compounds are the result of secondary metabolism initiated in response to specific developmental or environmental signals. This includes biological stress from the environment, such as lower nutrients or competition for those available. Under this secondary path the fungus produces a wide array of compounds in order to gain some level of advantage, such as incrementing the efficiency of metabolic processes to gain more energy from less food, or attacking other microorganisms and being able to use their remains as a food source.

Ribonuclease T<sub>1</sub> Class of enzymes

Ribonuclease T1 (EC 4.6.1.24, guanyloribonuclease, Aspergillus oryzae ribonuclease, RNase N1, RNase N2, ribonuclease N3, ribonuclease U1, ribonuclease F1, ribonuclease Ch, ribonuclease PP1, ribonuclease SA, RNase F1, ribonuclease C2, binase, RNase Sa, guanyl-specific RNase, RNase G, RNase T1, ribonuclease guaninenucleotido-2'-transferase (cyclizing), ribonuclease N3, ribonuclease N1) is a fungal endonuclease that cleaves single-stranded RNA after guanine residues, i.e., on their 3' end; the most commonly studied form of this enzyme is the version found in the mold Aspergillus oryzae. Owing to its specificity for guanine, RNase T1 is often used to digest denatured RNA prior to sequencing. Similar to other ribonucleases such as barnase and RNase A, ribonuclease T1 has been popular for folding studies.

<i>Aspergillus terreus</i> Species of fungus

Aspergillus terreus, also known as Aspergillus terrestris, is a fungus (mold) found worldwide in soil. Although thought to be strictly asexual until recently, A. terreus is now known to be capable of sexual reproduction. This saprotrophic fungus is prevalent in warmer climates such as tropical and subtropical regions. Aside from being located in soil, A. terreus has also been found in habitats such as decomposing vegetation and dust. A. terreus is commonly used in industry to produce important organic acids, such as itaconic acid and cis-aconitic acid, as well as enzymes, like xylanase. It was also the initial source for the drug mevinolin (lovastatin), a drug for lowering serum cholesterol.

<span class="mw-page-title-main">Nuclease S1</span> Class of enzymes

Nuclease S1 is an endonuclease enzyme that splits single-stranded DNA (ssDNA) and RNA into oligo- or mononucleotides. This enzyme catalyses the following chemical reaction

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Oryzin is an enzyme. This enzyme catalyses the following chemical reaction

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

Fumigaclavine A is an antibacterial ergoline alkaloid produced by endophytic Aspergillus.

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

Fumigaclavine C is an ergoline alkaloid produced by Aspergillus fumigatus.

<i>Aspergillus versicolor</i> Species of fungus

Aspergillus versicolor is a slow-growing species of filamentous fungus commonly found in damp indoor environments and on food products. It has a characteristic musty odor associated with moldy homes and is a major producer of the hepatotoxic and carcinogenic mycotoxin sterigmatocystin. Like other Aspergillus species, A. versicolor is an eye, nose, and throat irritant.

<i>Aspergillus alabamensis</i> Species of fungus

Aspergillus alabamensis is a soil fungus in the division Ascomycota first described in 2009 as a segregated taxon of A. terreus. Originally thought to be a variant of A. terreus, A. alabamensis is situated in a distinctive clade identified by genetic analysis. While A. alabamensis has been found to be morphologically similar to Aspergillus terreus by morphological studies, the two differ significantly in active metabolic pathways, with A. alabamensis producing the mycotoxins citrinin and citreoviridin but lacking mevinolin.

Aspergillus wentii is an asexual, filamentous, endosymbiotic fungus belonging to the mold genus, Aspergillus. It is a common soil fungus with a cosmopolitan distribution, although it is primarily found in subtropical regions. Found on a variety of organic materials, A. wentii is known to colonize corn, cereals, moist grains, peanuts and other ground nut crops. It is also used in the manufacture of biodiesel from lipids and is known for its ability to produce enzymes used in the food industry.

<i>Aspergillus funiculosus</i> Species of fungus

Aspergillus funiculosus is an anamorph species of fungus in the genus Aspergillus. Aspergillus funiculosus produces the funiculolides A-D and the antibiotic funicin.

<i>Nidulantes</i> Subgenus of fungi

Nidulantes is a subgenus of Aspergillus in the family Trichocomaceae.

References

  1. Nakamura, M.; Fukuyama, K.; Tsukihara, T.; Katsube, Y.; Hamasaki, T. (15 February 1983). "Structure of funicin, antimicrobial substance from Aspergillus funiculosus, C17H18O5". Acta Crystallographica Section C Crystal Structure Communications. 39 (2): 268–270. Bibcode:1983AcCrC..39..268N. doi:10.1107/S0108270183004357.
  2. Buckingham, John (1987). Dictionary of Organic Compounds. Taylor & Francis. p. 342. ISBN   978-0-412-17050-8.