Diffractaic acid

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]

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 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL367741
ChemSpider	85597
PubChem CID	94870
CompTox Dashboard (EPA)	DTXSID40195883
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

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

References

1. "Diffractaic acid". Pubchem.ncbi.NLM.nih.gov.
2. "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. 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.

Further reading

• Sinha, Rajeshwar P.; Häder, h c Donat-P. (6 October 2020). Natural Bioactive Compounds: Technological Advancements. Academic Press. p. 257. ISBN 978-0-12-820659-1.