FERULENOL
FERULENOL Basic information
- Product Name:
- FERULENOL
- Synonyms:
-
- FERULENOL
- 4-Hydroxy-3-[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrienyl]-2H-1-benzopyran-2-one
- 4-Hydroxy-3-(3,7,11-trimethyl-2,6,10-dodecatrienyl)-coumarin
- 2H-1-Benzopyran-2-one, 4-hydroxy-3-[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl]-
- FERULENOL USP/EP/BP
- CAS:
- 6805-34-1
- MF:
- C24H30O3
- MW:
- 366.49
- Mol File:
- 6805-34-1.mol
FERULENOL Chemical Properties
- Melting point:
- 55-56℃
- Boiling point:
- 525.3±50.0 °C(Predicted)
- Density
- 1.070±0.06 g/cm3(Predicted)
- storage temp.
- Store at -20°C
- solubility
- Soluble in DMSO
- pka
- 4.50±1.00(Predicted)
- form
- Off-white solid.
- color
- White to off-white
- LogP
- 7.730 (est)
FERULENOL Usage And Synthesis
Uses
Ferulenol is antibiotic useful against mycobacteria similar to taxol.
Biological Activity
ferulenol is a prenylated 4-hydroxycoumarin derivative from ferula communis var. genuine with haemorrhagic action [1]. it has been demonstrated that ferulenol exihibits potent antimycobacterial activity [2].
in vitro
ferulenol stimulated tubulin polymerization in the absence of gtp, with a less extensive polymerization profile at 100 pm concentration. ferulenol decreased radiolabeled colchicine bound by tubulin in a dose-dependent manner. ferulenol altered the normal nuclear morphology of mcf-7 cells. treatment with ferulenol (100 nm and 1 μm) for 24h induced a dose-dependent reduction of cell viability [3]
in vivo
in albino mice, the acute ld50s of ferulenol by single po or ip were 2,100 and 319 mg/kg bw, respectively. three days after ferulenol administration, dosed animals showed hypoprothrombinemia with internal and external hemorrhages. male mice were more sensitive to intoxication than females [4].
storage
+4°C
References
[1] lamnaouer d, bodo b, martin m t, et al. ferulenol and ω-hydroxyferulenol, toxic coumarins from ferula communis var. genuina[j]. phytochemistry, 1987, 26(6): 1613-1615.
[2] e. mamoci, i. cavoski, v. simone, et al. chemical composition and in vitro activity of plant extracts from ferula communis and dittrichia viscosa against postharvest fungi. molecules 16(3), 2609-2625 (2011).
[3] bocca c, gabriel l, bozzo f, et al. microtubule-interacting activity and cytotoxicity of the prenylated coumarin ferulenol[j]. planta medica, 2002, 68(12): 1135-1137.
[4] fraigui o, lamnaouer d, faouzi m y. acute toxicity of ferulenol, a 4-hydroxycoumarin isolated from ferula communis l[j]. veterinary and human toxicology, 2002, 44(1): 5-7.
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