Evernic acid

Evernic acid
Names
	IUPAC name 2-hydroxy-4-(2-hydroxy-4-methoxy-6-methylbenzoyl)oxy-6-methylbenzoic acid
	Other names NSC 81164
Identifiers
CAS Number	537-09-7 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:111284;
ChEMBL	ChEMBL1484978;
ChemSpider	10372;
ECHA InfoCard	100.007.873
EC Number	208-658-2;
PubChem CID	10829;
UNII	2EQ5W5403J;
CompTox Dashboard (EPA)	DTXSID20201956;
	InChI InChI=1S/C17H16O7/c1-8-5-11(7-12(18)14(8)16(20)21)24-17(22)15-9(2)4-10(23-3)6-13(15)19/h4-7,18-19H,1-3H3,(H,20,21); Key: GODLCSLPZIBRMG-UHFFFAOYSA-N;
	SMILES CC1=CC(=CC(=C1C(=O)OC2=CC(=C(C(=C2)C)C(=O)O)O)O)OC;
Properties
Chemical formula	C17H16O7
Molar mass	332.308 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

Evernic acid is an organic compound and depside with the molecular formula C₁₇H₁₆O₇.^[2] Evernic acid was first isolated from the lichen Usnea longissima.^[3]^[4] Evernic acid is soluble in hot alcohol and poorly soluble in water.^[5]^[6]^[7] Evernic acid is produced by the lichens Ramalina, Evernia, and Hypogymnia.^[8]

References

^ "Evernic Acid (CAS 537-09-7)". www.caymanchem.com.
^ "Evernic acid". pubchem.ncbi.nlm.nih.gov.
^ 服部植物研究所報告. The Laboratory. p. 84.
^ Nigg, H. N.; Seigler, D. (29 June 2013). Phytochemical Resources for Medicine and Agriculture. Springer Science & Business Media. p. 206. ISBN 978-1-4899-2584-8.
^ "Evernsäure". www.internetchemie.info.
^ Scientific Opinion. p. 227.
^ Britain), Royal Society (Great. Proceedings of the Royal Society of London. Taylor & Francis. p. 226.
^ Lee, Seulah; Suh, Yeon Ji; Yang, Seonguk; Hong, Dong Geun; Ishigami, Akihito; Kim, Hangun; Hur, Jae-Seoun; Chang, Seung-Cheol; Lee, Jaewon (20 February 2021). "Neuroprotective and Anti-Inflammatory Effects of Evernic Acid in an MPTP-Induced Parkinson's Disease Model". International Journal of Molecular Sciences. 22 (4): 2098. doi:10.3390/ijms22042098. PMC 7924051. PMID 33672606.

Wang, Hanxue; Yang, Tao; Cheng, Xuemei; Kwong, Sukfan; Liu, Chenghai; An, Rui; Li, Guowen; Wang, Xinhong; Wang, Changhong (March 2018). "Simultaneous determination of usnic, diffractaic, evernic and barbatic acids in rat plasma by ultra-high-performance liquid chromatography-quadrupole exactive Orbitrap mass spectrometry and its application to pharmacokinetic studies". Biomedical Chromatography. 32 (3): e4123. doi:10.1002/bmc.4123. PMID 29055065.
Philosophical Transactions, Giving Some Account of the Present Undertakings, Studies, and Labours of the Ingenious, in Many Considerable Parts of the World. W. Bowyer and J. Nichols for Lockyer Davis, printer to the Royal Society. p. 80.
Britain), Royal Society (Great. Proceedings of the Royal Society of London. Taylor & Francis. p. 226.+
The Philosophical Magazine. Taylor & Francis. p. 258.
Handbuch der Pflanzenphysiologie: Der Stoffwechsel sekundärer Pflanzenstoffe. Springer. p. 575.
Gökalsın, Barış; Sesal, Nüzhet Cenk (September 2016). "Lichen secondary metabolite evernic acid as potential quorum sensing inhibitor against Pseudomonas aeruginosa". World Journal of Microbiology and Biotechnology. 32 (9): 150. doi:10.1007/s11274-016-2105-5. PMID 27465850. S2CID 24843443.
Dorovic, Jelena; Jeremic, Svetlana; Manojlovic, Nedeljko; Milenkovic, Dejan; Markovic, Zoran (October 2019). "Antioxidative Capacity of Evernic Acid and Its Interactions with TDP1". 2019 IEEE 19th International Conference on Bioinformatics and Bioengineering (BIBE). pp. 56–59. doi:10.1109/BIBE.2019.00019. ISBN 978-1-7281-4617-1. S2CID 209495894.
Robertson, Alexander; Stephenson, Richard John. 182. Lichen acids. Part II. The constitution of evernic acid and the synthesis of methyl evernate. pp. 1388–1395.
Neelakantan, S.; Padmasani, R.; Seshadri, T.R. (January 1965). "New reagents for the synthesis of depsides". Tetrahedron. 21 (12): 3531–3536. doi:10.1016/S0040-4020(01)96971-6.
Rapsch, S.; Ascaso, C. (October 1985). "Effect of Evernic Acid on Structure of Spinach Chloroplasts". Annals of Botany. 56 (4): 467–473. doi:10.1093/oxfordjournals.aob.a087031. hdl:10261/34282.
Lee, Seulah; Suh, Yeon Ji; Yang, Seonguk; Hong, Dong Geun; Ishigami, Akihito; Kim, Hangun; Hur, Jae-Seoun; Chang, Seung-Cheol; Lee, Jaewon (20 February 2021). "Neuroprotective and Anti-Inflammatory Effects of Evernic Acid in an MPTP-Induced Parkinson's Disease Model". International Journal of Molecular Sciences. 22 (4): 2098. doi:10.3390/ijms22042098. PMC 7924051. PMID 33672606.
Zayed, mohamed; Manojlovic, Nedeljko (15 May 2020). "Isolation, identification, thermal analysis, DFT calculations and antioxidant activity studies of lichen metabolites norstictic acid and evernic acid Abstract". Egyptian Journal of Chemistry: 0. doi:10.21608/EJCHEM.2020.28473.2611.

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[1] "Evernic Acid (CAS 537-09-7)". www.caymanchem.com.

[2] "Evernic acid". pubchem.ncbi.nlm.nih.gov.

[3] 服部植物研究所報告. The Laboratory. p. 84.

[4] Nigg, H. N.; Seigler, D. (29 June 2013). Phytochemical Resources for Medicine and Agriculture. Springer Science & Business Media. p. 206. ISBN 978-1-4899-2584-8.

[5] "Evernsäure". www.internetchemie.info.

[6] Scientific Opinion. p. 227.

[7] Britain), Royal Society (Great. Proceedings of the Royal Society of London. Taylor & Francis. p. 226.

[8] Lee, Seulah; Suh, Yeon Ji; Yang, Seonguk; Hong, Dong Geun; Ishigami, Akihito; Kim, Hangun; Hur, Jae-Seoun; Chang, Seung-Cheol; Lee, Jaewon (20 February 2021). "Neuroprotective and Anti-Inflammatory Effects of Evernic Acid in an MPTP-Induced Parkinson's Disease Model". International Journal of Molecular Sciences. 22 (4): 2098. doi:10.3390/ijms22042098. PMC 7924051. PMID 33672606.

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Further reading