Parietinic acid

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Parietinic acid
Names
IUPAC name
4,5-Dihydroxy-7-methoxy-9,10-dioxo-9,10-dihydro-2-anthracenecarboxylic acid
Other names
  • 1,8-Dihydroxy-3-methoxy-6-carboxy-9,10-anthraquinone
  • 1,8-Dihydroxy-6-methoxy-9,10-dioxo-9,10-dihydroanthracene-3-carboxylic acid
Identifiers
3D model (
JSmol
)
ChEBI
ChemSpider
  • InChI=1S/C16H10O7/c1-23-7-4-9-13(11(18)5-7)15(20)12-8(14(9)19)2-6(16(21)22)3-10(12)17/h2-5,17-18H,1H3,(H,21,22)
    Key: HEULMVKOOVHXME-UHFFFAOYSA-N
  • COC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)C(=O)O
Properties
C16H10O7
Molar mass 314.249 g·mol−1
Appearance orange needles
Melting point 304–305 °C (579–581 °F; 577–578 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Parietinic acid is an organic compound in the structural class of chemicals known as anthraquinones. It is found in many species of the lichen family Teloschistaceae. The substance was first reported in the literature by the German chemist Walter Eschrich in 1958.[1]

Occurrence

Originally isolated from the lichen

teloschistin, fallacinal, parietinic acid, and emodin.[4]

Properties

In its purified form, parietinic acid exists as orange needles with a

ultraviolet spectrum has two peaks of maximum absorption (λmax) at 325 and 435 nm, and its infrared spectrum has two peaks at 1629 and 1700 cm−1.[2]

Parietinic acid was shown to have antifungal activity and antibacterial activity in laboratory tests.[5][6]

References

  1. PMID 13535618
    .
  2. ^
    OCLC 851387266
    .
  3. doi:10.1016/S0031-9422(00)85380-7
    .
  4. ^ Søchting, Ulrik; Frödén, Patrik (2002). "Chemosyndromes in the lichen genus Teloschistes (Teloschistaceae, Lecanorales)". Mycological Progress. 1 (3): 257–266.
  5. doi:10.1006/lich.2001.0365
    .
  6. doi:10.1055/s-0036-1596402
    .
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