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Psoromic acid information


Psoromic acid
Names
IUPAC name
10-Formyl-9-hydroxy-3-methoxy-4,7-dimethyl-6-oxobenzo[b][1,4]benzodioxepine-1-carboxylic acid[1]
Other names
  • 4-Formyl-3-hydroxy-8-methoxy-1,9-dimethyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepin-6-carboxylic acid
  • Parellic acid
  • NSC 92186
Identifiers
CAS Number
  • 7299-11-8 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:92074
ChEMBL
  • ChEMBL176570
ChemSpider
  • 22185
PubChem CID
  • 23725
CompTox Dashboard (EPA)
  • DTXSID70223264
InChI
  • InChI=1S/C18H14O8/c1-7-4-11(20)10(6-19)15-13(7)18(23)26-14-8(2)12(24-3)5-9(17(21)22)16(14)25-15/h4-6,20H,1-3H3,(H,21,22)
    Key: FUCWJKJZOHOLEO-UHFFFAOYSA-N
SMILES
  • CC1=C(OC)C=C(C(O)=O)C(OC2=C3C(C)=CC(O)=C2C=O)=C1OC3=O
Properties
Chemical formula
C18H14O8
Molar mass 358.302 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

Psoromic acid is a β-orcinol depsidone with the molecular formula C18H14O8. Psoromic acid inhibits herpes simplex viruses type 1 and type 2.[2] Furthermore, it inhibits the RabGGTase.[3] Psoromic acid occurs in antarctic lichens.[2][4]

  1. ^ "Psoromic acid". Pubchem.ncbi.NLM.nih.gov.
  2. ^ a b Hassan, Sherif T. S.; Šudomová, Miroslava; Berchová-Bímová, Kateřina; Šmejkal, Karel; Echeverría, Javier (11 August 2019). "Psoromic Acid, a Lichen-Derived Molecule, Inhibits the Replication of HSV-1 and HSV-2, and Inactivates HSV-1 DNA Polymerase: Shedding Light on Antiherpetic Properties". Molecules. 24 (16): 2912. doi:10.3390/molecules24162912. PMC 6720901. PMID 31405197.
  3. ^ Deraeve, Céline; Guo, Zhong; Bon, Robin S.; Blankenfeldt, Wulf; DiLucrezia, Raffaella; Wolf, Alexander; Menninger, Sascha; Stigter, E. Anouk; Wetzel, Stefan; Choidas, Axel; Alexandrov, Kirill; Waldmann, Herbert; Goody, Roger S.; Wu, Yao-Wen (2 May 2012). "Psoromic Acid is a Selective and Covalent Rab-Prenylation Inhibitor Targeting Autoinhibited RabGGTase". Journal of the American Chemical Society. 134 (17): 7384–7391. doi:10.1021/ja211305j. PMID 22480322.
  4. ^ Sukumaran, Swapna Thacheril; Sugathan, Shiburaj; Abdulhameed, Sabu (28 November 2020). Plant Metabolites: Methods, Applications and Prospects. Springer Nature. p. 278. ISBN 978-981-15-5136-9.

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Psoromic acid

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Psoromic acid is a β-orcinol depsidone with the molecular formula C18H14O8. Psoromic acid inhibits herpes simplex viruses type 1 and type 2. Furthermore...

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Acanthothecis verrucosa

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characterized by its olive-green, verrucose thallus and the presence of psoromic acid. This species can easily be confused with similar lichens, but it can...

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Menegazzia dielsii

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contains several lichen products: atranorin, conpsoromic acid, echinocarpic acid, and psoromic acid. List of Menegazzia species Walker, John R. L.; Lintott...

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Ocellularia albobullata

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contains several secondary chemicals, including psoromic acid, subpsoromic acid, and 2'-O-demethylpsoromic acid. List of Ocellularia species Lumbsch, H.T.;...

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Herpothallon globosum

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science in 2009 by the lichenologist Göran Thor. It contains psoromic acid and chiodectonic acid as major lichen products. The lichen is known only from two...

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Cladonia graeca

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those species, as it contains fumarprotocetraric acid rather than psoromic acid or perlatolic acid. List of Cladonia species "Cladonia graeca Sipman...

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Lethariella sinensis

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in the thallus: atranorin, canarione, psoromic acid, 2'-O-demethylpsoromic acid, and traces of gyrophoric acid. Obermayer, Walter (2001). "On the identity...

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Vermilacinia tigrina

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substances of one or more depsidones (hypoprotocetraric acid, salazinic acid, norstictic acid, psoromic acid), in addition to terpenoid compounds that characterize...

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Herpothallon echinatum

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been recorded from a few locations in Asia and Australasia. It contain psoromic acid as a major lichen product. "Herpothallon echinatum Aptroot, Lücking...

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Fissurina elixii

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composition, specifically the presence of substances structurally related to psoromic acid. "Synonymy. Current Name: Fissurina elixii (A.W. Archer) A.W. Archer...

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Phlyctis monosperma

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septa and the absence of atranorin and protocetraric acid. Another species containing psoromic acid and featuring transversely septate ascospores, Phlyctis...

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Ocellularia subleucina

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leucina, a lookalike species with smaller ascospores that contains psoromic acid. List of Ocellularia species Homchantara, N.; Coppins, B.J. (2002)....

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Ocellularia aptrootiana

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Secondary chemicals present in the lichen include psoromic acid, subpsoromic acid, and 2’-O-demethylpsoromic acids. List of Ocellularia species Weerakoon, Gothamie;...

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Ocellularia cloonanii

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Secondary chemicals present in the lichen include psoromic acid, subpsoromic acid, and 2’-O-demethylpsoromic acid. List of Ocellularia species Weerakoon, Gothamie;...

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Rhabdodiscus isidiatus

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Secondary chemicals present in the lichen include psoromic acid, subpsoromic acid, and 2'-O-demethylpsoromic acid. Weerakoon, Gothamie; Lücking, Robert; Lumbsch...

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Cryptothecia evergladensis

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evergladensis contains some secondary compounds, including psoromic acid, 2-O-methylperlatolic acid, and lichexanthone. The last compound, when present in...

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Ocellularia wolseleyana

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has a dense cortex and a white to creamy buff medulla. It contains psoromic acid, a secondary compound. Ocellularia neomasonhalei is similar in appearance...

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Psoronactis

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alludes to the lichen products present in its thallus: psoromic acid and 2'-O-demethylpsoromic acid. It is these compounds that differentiate it chemically...

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Schistophoron muriforme

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Schistophoron that has muriform ascospores and produces the substance psoromic acid. The thallus of Schistophoron muriforme is crustose, continuous, not...

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Ocellularia pluriporoides

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typically measuring 34.5–45.5 long by 7.5–9.0 μm wide. It contains psoromic acid, a secondary compound. The specific epithet pluriporoides refers to...

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Synarthonia leproidica

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patches up to 10 cm (4 in) in diameter. Synarthonia leproidica contains psoromic acid, a secondary chemical that can be detected with thin-layer chromatography...

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Phlyctis psoromica

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to Phlyctis subuncinata, P. sordidae, and P. uncinatae but contains psoromic acid and has smaller ascospores. The type specimen was collected by the first...

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Fulvophyton macrosporum

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and the existence of psoromic acid, while S. madagascariense typically contains 8–10-septate ascospores and features stictic acid. Fulvophyton macrosporum...

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Myriochapsa

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its densely corticate thallus, and the presence of the lichen product psoromic acid. Additionally, its apothecia have wider pores, with differently textured...

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Glaucotrema

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in having submuriform ascospores. Chemically, Glaucotrema contains psoromic acid, which reacts yellow when tested with paraphenylenediamine (P+ yellow)...

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Usnea lambii

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chemotype 1 contains usnic acid, while chemotype 2 contains usnic acid and psoromic acid as major substances, hypostrepsilic acid as a minor component, and...

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Paratopeliopsis

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its felty thallus, larger, ornamented ascospores, and the presence of psoromic acid as a secondary compound. These differences, along with molecular data...

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Lecanora kohu

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to pink-brown discs, and by the presence of atranorin and psoromic acid rather than usnic acid, zeorin and xanthones in the thallus. List of Lecanora species...

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Compositrema isidiofarinosum

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Compositrema isidiofarinosum produces psoromic acid and the related substances subpsoromic acid and 2'-O-demethylpsoromic acid. Superficially, Compositrema isidiofarinosum...

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Cryptoschizotrema

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secondary chemistry of the genus is characterized by the presence of psoromic acid, which causes the thallus to display a P+ (yellow) reaction with standard...

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