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Ferulenol

(Synonyms: 阿魏醇) 目录号 : GC12319

A prenylated 4-hydroxycoumarin

Ferulenol Chemical Structure

Cas No.:6805-34-1

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1mg
¥555.00
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5mg
¥2,205.00
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10mg
¥3,854.00
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Sample solution is provided at 25 µL, 10mM.

Description

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].

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.

化学性质

Cas No. 6805-34-1 SDF
别名 阿魏醇
化学名 4-hydroxy-3-[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl]-2H-1-benzopyran-2-one
Canonical SMILES O=C1C(C/C=C(C)/CC/C=C(C)/CC/C=C(C)/C)=C(O)C2=CC=CC=C2O1
分子式 C24H30O3 分子量 366.5
溶解度 DMSO: Soluble,Ethanol: Soluble,Methanol: Soluble 储存条件 Store at -20°C
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 2.7285 mL 13.6426 mL 27.2851 mL
5 mM 0.5457 mL 2.7285 mL 5.457 mL
10 mM 0.2729 mL 1.3643 mL 2.7285 mL
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