Atraric acid

Atraric acid
Names
Preferred IUPAC name
Methyl 2,4-dihydroxy-3,6-dimethylbenzoate
Other names
Veramoss, Evernyl
Identifiers
CAS Number
  • 4707-47-5 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 70804
ECHA InfoCard 100.022.902 Edit this at Wikidata
PubChem CID
  • 78435
UNII
  • 12YH9T04QE checkY
CompTox Dashboard (EPA)
  • DTXSID9041653 Edit this at Wikidata
InChI
  • 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
Chemical formula
 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).
Infobox references
Chemical compound

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

  • Hock, Bertold (9 November 2012). Fungal Associations. Springer. p. 312. ISBN 978-3-642-30826-0.
  • Watts, Henry; Morley, Henry Forster; Muir, Matthew Moncrieff Pattison (1888). Watts' dictionary of chemistry Henry Watts, Henry Forster Morley, Matthew Moncrieff Pattison Muir. p. 361.
  • Alaoui-Jamali, Moulay (2 September 2010). Alternative and Complementary Therapies for Cancer: Integrative Approaches. Springer. p. 489. ISBN 978-1-4419-0020-3.
  • Stojanović, Igor; Niko S. Radulović; Tatjana Lj Mitrović; Slaviša M. Stamenković; Gordana S. Stojanović (10 December 2010). "Volatile Constituents of Parmeliaceae Lichens" (PDF). Journal of the Serbian Chemical Society. 76 (7): 987–994. doi:10.2298/JSC101004087S. Archived from the original on October 6, 2011.


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Receptor/signaling modulators
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Estrogen receptor modulators
Progesterone receptor modulators
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