Rhizocarpic acid

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Rhizocarpic acid
Rhizocarpic acid.svg
Names
IUPAC name
methyl (2S)-2-[[(2Z)-2-(3-hydroxy-5-oxo-4-phenylfuran-2-ylidene)-2-phenylacetyl]amino]-3-phenylpropanoate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
PubChem CID
  • InChI=1S/C28H23NO6/c1-34-27(32)21(17-18-11-5-2-6-12-18)29-26(31)23(20-15-9-4-10-16-20)25-24(30)22(28(33)35-25)19-13-7-3-8-14-19/h2-16,21,30H,17H2,1H3,(H,29,31)/b25-23-/t21-/m0/s1
    Key: DKDGWAKCXBFTMM-KFHWJWAOSA-N
  • COC(=O)[C@H](CC1=CC=CC=C1)NC(=O)/C(=C\2/C(=C(C(=O)O2)C3=CC=CC=C3)O)/C4=CC=CC=C4
Properties
C28H23NO6
Molar mass 469.493 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Rhizocarpic acid is an organic compound with the molecular formula C28H23NO6 which has been isolated from the lichen Rhizocarpon geographicum and other lichens. [1] [2] [3] [4]

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<i>Acarospora schleicheri</i> Species of fungus

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<i>Psilolechia lucida</i> Species of lichen

Psilolechia lucida is a species of saxicolous lichen in the family Psilolechiaceae. It is widely distributed through the world, where it grows on natural and artificial rocky substrates in the shade, often in sheltered underhangs. It forms a greenish crust on the surface of its substrate.

<i>Punctelia borreri</i> Species of lichen

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Salazinic acid Chemical compound found in some lichens

Salazinic acid is a depsidone with a lactone ring. It is found in some lichens, and is especially prevalent in Parmotrema and Bulbothrix, where its presence or absence is often used to help classify species in those genera.

Lichexanthone Chemical compound found in some lichens

Lichexanthone is an organic compound in the structural class of chemicals known as xanthones. Lichexanthone was first isolated and identified by Japanese chemists from a species of leafy lichen in the 1940s. The compound is known to occur in many lichens, and it is important in the taxonomy of species in several genera, such as Pertusaria and Pyxine. More than a dozen lichen species have a variation of the word lichexanthone incorporated as part of their binomial name. The presence of lichexanthone in lichens causes them to fluoresce a greenish-yellow colour under long-wavelength UV light; this feature is used to help identify some species. Lichexanthone is also found in several plants, and some species of fungi that do not form lichens.

Psoromic acid Chemical compound

Psoromic acid is a β-orcinol depsidone with the molecular formula C18H14O8. Psoromic acid inhibits herpes simplex viruses type 1 and type 2. Furthermore it inhibits the RabGGTase. Psoromic acid occurs in antarctic lichens.

Thamnolic acid Chemical compound

Thamnolic acid is a β-orcinol depside with the molecular formula C19H16O11. Thamnolic acid was first isolated from the lichen Thamnolia vermicularis, but it also occur in Cladonia spezies.

References

  1. Sukumaran, Swapna Thacheril; Sugathan, Shiburaj; Abdulhameed, Sabu (28 November 2020). Plant Metabolites: Methods, Applications and Prospects. Springer Nature. p. 279. ISBN   978-981-15-5136-9.
  2. Frank, Robert L.; Cohen, S. Mark; Coker, James N. (October 1950). "The Structures and Syntheses of Rhizocarpic Acid and Epanorin 1". Journal of the American Chemical Society. 72 (10): 4454–4457. doi:10.1021/ja01166a032.
  3. "Rhizocarpic acid". Pubchem.ncbi.NLM.nih.gov.
  4. Studies in Natural Products Chemistry. Newnes. 15 March 2013. p. 361. ISBN   978-0-444-62609-7.

Further reading