Atraric acid

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]

Atraric acid

Names
Preferred IUPAC name Methyl 2,4-dihydroxy-3,6-dimethylbenzoate
Other names Veramoss, Evernyl
Identifiers
CAS Number	4707-47-5 Y
3D model (JSmol)	Interactive image
ChemSpider	70804
ECHA InfoCard	100.022.902
PubChem CID	78435
UNII	12YH9T04QE Y
CompTox Dashboard (EPA)	DTXSID9041653
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
SMILES 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

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. 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. 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.