Basic information Safety Supplier Related

DIFFRACTIC ACID

Basic information Safety Supplier Related

DIFFRACTIC ACID Basic information

Product Name:
DIFFRACTIC ACID
Synonyms:
  • DIRHIZONIC ACID
  • DIFFRACTIC ACID
  • benzoicacid,2,4-dimethoxy-3,6-dimethyl-,4-carboxy-3-hydroxy-2,5-dimethylph
  • beta-resorcylicacid,3,6-dimethyl-,4-(2,4-dimethoxy-3,6-dimethylbenzoate)
  • diffractaicacid
  • 2-Hydroxy-4-(2,4-dimethoxy-3,6-dimethylbenzoyloxy)-3,6-dimethylbenzoic acid
  • 4-(2,4-dimethoxy-3,6-dimethyl-benzoyl)oxy-2-hydroxy-3,6-dimethyl-benzoic acid
  • 4-(2,4-dimethoxy-3,6-dimethylbenzoyl)oxy-2-hydroxy-3,6-dimethylbenzoic acid
CAS:
436-32-8
MF:
C20H22O7
MW:
374.38
Mol File:
436-32-8.mol
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DIFFRACTIC ACID Chemical Properties

Melting point:
189~190℃
Boiling point:
604.9±55.0 °C(Predicted)
Density 
1.260±0.06 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
DMF: soluble; DMSO: soluble; Ethanol: soluble; Methanol: soluble
form 
A solid
pka
2.66±0.25(Predicted)
color 
White to off-white
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DIFFRACTIC ACID Usage And Synthesis

Description

Diffractaic acid is a lichen metabolite that has been found in P. magellanica and has diverse biological activities. It is cytotoxic to HCT116, HeLa, and MCF-7 cancer cells (IC50s = 42.2, 64.6, and 93.4 μM, respectively). Diffractaic acid inhibits growth of M. tuberculosis (MIC = 41.7 μM). In vivo, diffractaic acid (25-200 mg/kg) reduces neutrophil infiltration, lipid peroxidation, myeloperoxidase (MPx) activity, and the number of gastric lesions as well as reverses decreases in superoxide dismutase (SOD) and glutathione peroxidase (GPx) activities induced by indomethacin in rat gastric mucosa. Diffractaic acid also has analgesic activity, reducing acetic acid-induced writhing and increasing the pressure pain threshold in mice.

Chemical Properties

Powder, soluble in organic solvents such as methanol, ethanol, DMSO, etc., from Pinellia Usnea diffracta Vain, Ginseng family Dioscorea Rehmannia glutinosa (Gaetn.) Libosch. ex Fisch. et Mey.

Uses

Diffractaic acid, a major constituent of U. longissimi, acts as an effective proapoptotic agent in various disorders research[1]. Diffractaic acid is the analgesic and antipyretic component of Usnea diffracta[2].

Definition

ChEBI: 4-[(2,4-dimethoxy-3,6-dimethylphenyl)-oxomethoxy]-2-hydroxy-3,6-dimethylbenzoic acid is a carbonyl compound.

in vivo

Diffractaic acid shows an analgesic effect by Acetic acid-induced writhing and tail-pressure methods in mice[2].

References

[1] Fehmi Odabasoglu, et al. Diffractaic acid, a novel proapoptotic agent, induces with olive oil both apoptosis and antioxidative systems in Ti-implanted rabbits. Eur J Pharmacol. 2012 Jan 15;674(2-3):171-8. DOI:10.1016/j.ejphar.2011.11.019
[2] E Okuyama, et al. Usnic acid and diffractaic acid as analgesic and antipyretic components of Usnea diffracta. Planta Med. 1995 Apr;61(2):113-5. DOI:10.1055/s-2006-958027

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