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Atraric acid

Atraric acid
Names
Preferred IUPAC name
Methyl 2,4-dihydroxy-3,6-dimethylbenzoate
Other names
Veramoss, Evernyl
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.022.902 Edit this at Wikidata
UNII
  • InChI=1S/C10H12O4/c1-5-4-7(11)6(2)9(12)8(5)10(13)14-3/h4,11-12H,1-3H3
    Key: UUQHKWMIDYRWHH-UHFFFAOYSA-N
  • Cc1cc(c(c(c1C(=O)OC)O)C)O
Properties
C10H12O4
Molar mass 196.202 g·mol−1
Melting point 143–145 °C (289–293 °F; 416–418 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Atraric acid is a naturally occurring phenolic compound and ester with the IUPAC name methyl 2,4-dihydroxy-3,6-dimethylbenzoate and molecular formula C10H12O4.[2] It occurs in the root-bark of Pygeum africanum[3] and Evernia prunastri (Oakmoss). There is evidence to suggest that it has antiandrogenic activity in humans[3] and its use in treatment of benign prostate hyperplasia, prostate cancer, and spinal and bulbar muscular atrophy has been investigated.[2]

References

  1. ^ Wang, Xiao-ning; Yu, Wen-tao; Lou, Hong-xiang (January 2005). "Antifungal Constituents from the Chinese MossHomalia trichomanoides". Chemistry & Biodiversity. 2 (1): 139–145. doi:10.1002/cbdv.200490165. PMID 17191927. S2CID 43570753.
  2. ^ a b US application 20090143466, Aria Baniahmad; Hans-Rainer Hoffmann & Rudolf Matusch, "Isolation of Atraric Acid, Synthesis of Atraric Acid Derivatives, and Use of Atraric Acid and the Derivatives Thereof for the Treatment of Benign Prostatic Hyperplasia, Prostate Carcinoma and Spinobulbar Muscular Atrophy", published 2009-06-04, assigned to Aria Baniahmad and Hans-Rainer Hoffmann, Rudolf Matusch 
  3. ^ a b Buss, Antony; Mark Butler (2010). Natural Product Chemistry for Drug Discovery. Royal Society of Chemistry. pp. 145, 146. ISBN 978-0-85404-193-0.

Other sources



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