Substance
ID:449342
Names and Identifiers
IUPAC name
1,3,8-trihydroxy-6-methyl-9,10-dihydroanthracene-9,10-dione
Synonyms
EmodinEmodolArchinAlatinoneRheum-emodinFrangulinic acidFrangula emodin
IUPAC Traditional name
1,3,8-trihydroxy-6-methyl-9,10-dihydroanthracene-9,10-dione
Registration numbers
CAS Number
Properties
Product Information
Application(s)
Antimicrobial
Antineoplastic agent
Cathartic agent
Biological Source
Present in Cascara sagrada, in aloes and in other plant material.
Isol. from Penicillium spp., Aspergillus spp. and from Anixiella micropetrusa
Pharmacology Properties
Mechanism of Action
Monoamine oxidase inhibitor
Inhibitor of phosphoinositide- 3-kinase (PI3K)/AKT
Molecule Details
No Data Available
Click here to submit data
Molecular Spectra
No Data Available
Click here to submit data
References
• Eder, R. et al., Helv. Chim. Acta, 1925, 8, 140, (bibl)
• Hirose, Y. et al., Chem. Pharm. Bull., 1973, 21, 2790, (synth)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, MQF250
• Steglich, W. et al., Chem. Ber., 1972, 105, 2928
• Hrhammer, H.P. et al., Z. Naturforsch., B, 1972, 27, 959
• Macias, M. et al., J. Nat. Prod., 2000, 63, 757-761, (Emodin, activity)
• Sigma-Aldrich Library of Stains, Dyes and Indicators, 298
• Karrer, W. et al., Konstitution und Vorkommen der Organischen Pflanzenstoffe, 2nd edn., Birkhuser Verlag, Basel, 1972, nos. 1265; 1274, (occur)
• Wang, E.-C. et al., Heterocycles, 1996, 43, 969, (isol, uv, ir, pmr, cmr, ms)
• Fujimoto, H. et al., Chem. Pharm. Bull., 1998, 46, 1506-1510, (isol, activity)
• Cole, R.J. et al., Handbook of Toxic Fungal Metabolites, Academic Press, New York, 1981, 684
• Okabe, H., Chem. Pharm. Bull., 1973, 21, 1254
• Kelly, T.R. et al., J.O.C., 1983, 48, 3573, (isol)
• Anderson, J.A. et al., Phytochemistry, 1986, 25, 1115, (biosynth)
• Kalidhar, S.B., Phytochemistry, 1989, 28, 2455; 3459, (pmr)
• Wagner, H., Tet. Lett., 1972, 5013
• Banville, J. et al., Can. J. Chem., 1974, 52, 80, (synth, uv, ir, pmr)
• Banville, J. et al., J.C.S. Perkin 1, 1976, 1852
• Coskun, M. et al., Phytochemistry, 1990, 29, 2018, (cd, pmr, cmr)
• Schmidt, R.R. et al., Synthesis, 1994, 255, (synth, pmr)
• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 88D, (ir)
• Hassall, C.H. et al., J.C.S. Perkin 1, 1973, 2853, (synth, derivs)
• Ahmed, S.A. et al., Chem. Comm., 1987, 883, (synth)
• Francis, G.W. et al., Magn. Reson. Chem., 1998, 36, 769-772, (pmr, cmr, Frangulins, Glucofrangulins)
• Aldrich Library of NMR Spectra, 2nd edn., 1983, 2, 91D, (nmr)
• Fairbairn, J.W., Pharmacology, Suppl. 1, 1976, 14, 1, (rev)