From Wikipedia, the free encyclopedia
Lecanoric acid
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Names
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Preferred IUPAC name
4-[(2,4-Dihydroxy-6-methylbenzoyl)oxy]-2-hydroxy-6-methylbenzoic acid
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Other names
Orsellinate depside
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Identifiers
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3DMet
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ChEBI
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ChEMBL
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ChemSpider
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KEGG
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UNII
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InChI=1S/C16H14O7/c1-7-3-9(17)5-11(18)14(7)16(22)23-10-4-8(2)13(15(20)21)12(19)6-10/h3-6,17-19H,1-2H3,(H,20,21) Key: HEMSJKZDHNSSEW-UHFFFAOYSA-N
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CC1=CC(=CC(=C1C(=O)OC2=CC(=C(C(=C2)C)C(=O)O)O)O)O
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Properties
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C16H14O7
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Molar mass
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318.281 g·mol−1
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Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Lecanoric acid is a chemical produced by several species of
lichen.
[1] Lecanoric acid is classified as a
polyphenol and a
didepside, and it functions as an
antioxidant.
[2] The acid is named after the lichen
Lecanora. The acid has also been isolated from
Usnea subvacata,
Parmotrema stuppuem,
Parmotrema tinctorum,
Parmotrema grayana,
Xanthoparmelia arida and
Xanthoparmelia lecanorica.
[3]
[4] A related compound, 5-chlorolecanoric acid, is found in some species of
Punctelia.
[5]
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^
"Lecanoric acid".
PubChem.
National Center for Biotechnology Information. Retrieved 27 June 2019.
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^ Luo, Heng; Yamamoto, Yoshikazu; A Kim, Jung; Jung, Jae Sung; Koh, Young Jin; Hur, Jae-Seoun (13 March 2009). "Lecanoric acid, a secondary lichen substance with antioxidant properties from Umbilicaria antarctica in maritime Antarctica (King George Island)". Polar Biology. 32 (7): 1033–1040.
Bibcode:
2009PoBio..32.1033L.
doi:
10.1007/s00300-009-0602-9.
S2CID
9256291.
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^ Hale, Mason E. (1990).
A synopsis of the lichen genus Xanthoparmelia (Vainio) Hale (Ascomycotina, Parmeliaceae) /. Washington, D.C.: Smithsonian Institution Press.
doi:
10.5962/bhl.title.123253.
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^ White, Pollyanna; Oliveira, Rita; Oliveira, Aldeidia; Serafini, Mairim; Araújo, Adriano; Gelain, Daniel; Moreira, Jose; Almeida, Jackson; Quintans, Jullyana; Quintans-Junior, Lucindo; Santos, Marcio (12 September 2014).
"Antioxidant Activity and Mechanisms of Action of Natural Compounds Isolated from Lichens: A Systematic Review". Molecules. 19 (9): 14496–14527.
doi:
10.3390/molecules190914496.
PMC
6271897.
PMID
25221871.
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^ Elix, John A.; Wardlaw, Judith H. (2002).
"5-Chlorolecanoric acid, a new depside from Punctelia species" (PDF). Australasian Lichenology. 50: 6–9.