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Diffractaic acid information


Diffractaic acid
Names
IUPAC name
4-(2,4-dimethoxy-3,6-dimethylbenzoyl)oxy-2-hydroxy-3,6-dimethylbenzoic acid[1]
Other names
Diffractic acid,[1] Dirbizomic acid,[1] Dirhizomic acid,[1] NSC 5901[2],NSC 685595[2]
Identifiers
CAS Number
  • 436-32-8 checkY
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL367741
ChemSpider
  • 85597
PubChem CID
  • 94870
CompTox Dashboard (EPA)
  • DTXSID40195883 Edit this at Wikidata
InChI
  • InChI=1S/C20H22O7/c1-9-8-14(11(3)17(21)15(9)19(22)23)27-20(24)16-10(2)7-13(25-5)12(4)18(16)26-6/h7-8,21H,1-6H3,(H,22,23)
    Key: MIJKZXWOOXIEEU-UHFFFAOYSA-N[2]
SMILES
  • O=C(O)C1=C(O)C(C)=C(OC(C2=C(OC)C(C)=C(OC)C=C2C)=O)C=C1C
Properties
Chemical formula
C20H22O7
Molar mass 374.389 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

Diffractaic acid is a β-orcinol depside with the molecular formula C20H22O7, which is produced by lichens.[3][1][4] Diffractaic acid has cytotoxic, cytogenetic, oxidative, analgesic and antiviral effects.[4]

The foliose lichen species Punctelia diffractaica is named for the presence of this compound.[5]

  1. ^ a b c d e "Diffractaic acid". Pubchem.ncbi.NLM.nih.gov.
  2. ^ a b c "Diffractaic Acid (CAS 436-32-8)". www.caymanchem.com.
  3. ^ Sukumaran, Swapna Thacheril; Sugathan, Shiburaj; Abdulhameed, Sabu (28 November 2020). Plant Metabolites: Methods, Applications and Prospects. Springer Nature. p. 265. ISBN 978-981-15-5136-9.
  4. ^ a b Demir, Leyla; Toğar, Başak; Türkez, Hasan; Sozio, Piera; Aslan, Ali; Stefano, Antonio Di (2015). "The investigation of cytogenetic and oxidative effects of diffractaic acid on human lymphocyte cultures". Brazilian Archives of Biology and Technology. 58: 75–81. doi:10.1590/S1516-8913201502752. ISSN 1516-8913.
  5. ^ Kurokawa, S. (1999). "Notes on Flavopunctelia and Punctelia (Parmeliaceae), with descriptions of four new species". Bulletin of the Botanical Garden of Toyama. 4: 25–32.

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Diffractaic acid

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Diffractaic acid is a β-orcinol depside with the molecular formula C20H22O7, which is produced by lichens. Diffractaic acid has cytotoxic, cytogenetic...

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Hypogymnia diffractaica

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rimmed holes on the lower surface, and the presence of the chemical diffractaic acid as the main secondary metabolite in the medulla. It has a lower surface...

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Punctelia diffractaica

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about 3,200 m (10,500 ft). It is named for its uncommon metabolite, diffractaic acid. The lichen has a foliose (leafy) thallus that is greenish-gray in...

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Hypogymnia pseudocyphellata

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with several unknown chemical compounds as well as barbatic acid, but without diffractaic acid. McCune, Bruce; Martin, Erin P.; Wang, Li-song (2003). "Five...

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C20H22O7

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(molar mass: 374.384 g/mol, exact mass: 374.1366 u) may refer to: Diffractaic acid Hydroxymatairesinol (HMR) Saudin Tinosporide This set index page lists...

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Chrysothrix granulosa

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a dullish dark orange. Secondary metabolites include calycin acid and diffractaic acid. Field Guide to California Lichens, Stephen Sharnoff, Yale University...

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Usnea vainioi

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Edvard August Vainio. The lichen contains (in addition to usnic acid) diffractaic acid as the main secondary compound. Usnea vainioi grows in clusters...

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Depside

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Antiproliferative and cytotoxic activity of gyrophoric, usnic, and diffractaic acid on human keratinocyte growth". J. Nat. Prod. 62 (6): 821–3. doi:10...

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Chrysothrix chamaecyparicola

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demonstrated notable chemical differences, particularly the lack of diffractaic acid, which set them apart from the European populations of C. flavovirens...

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Evernic acid

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Changhong (March 2018). "Simultaneous determination of usnic, diffractaic, evernic and barbatic acids in rat plasma by ultra-high-performance liquid chromatography-quadrupole...

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