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(E)-3,4,5-Trimethoxycinnamic acid Sale

(Synonyms: TMCA) 目录号 : GC66255

(E)-3,4,5-Trimethoxycinnamic acid (TMCA) 是一种被多甲氧基取代的肉桂酸。(E)-3,4,5-Trimethoxycinnamic acid 是一种口服有效的 GABAA/BZ 受体激动剂。(E)-3,4,5-Trimethoxycinnamic acid 与 5-HT2C 和 5-HT1A 受体具有良好的结合亲和力,其 IC50 值分别为 2.5 和 7.6 μM。(E)-3,4,5-Trimethoxycinnamic acid 具有抗惊厥和镇静活性。(E)-3,4,5-Trimethoxycinnamic acid 可用于失眠、头痛、癫痫的研究。

(E)-3,4,5-Trimethoxycinnamic acid Chemical Structure

Cas No.:20329-98-0

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产品描述

(E)-3,4,5-Trimethoxycinnamic acid (TMCA) is a cinnamic acid substituted by multi-methoxy groups. (E)-3,4,5-Trimethoxycinnamic acid is an orally active and potent GABAA/BZ receptor agonist. (E)-3,4,5-Trimethoxycinnamic exhibits favourable binding affinity to 5-HT2C and 5-HT1A receptor, with IC50 values of 2.5 and 7.6 μM, respectively. (E)-3,4,5-Trimethoxycinnamic acid shows anticonvulsant and sedative activity. (E)-3,4,5-Trimethoxycinnamic acid can be used for the research of insomnia, headache and epilepsy[1][2][3].

(E)-3,4,5-Trimethoxycinnamic acid (10 μg/mL, 1 h) increases the expressions of GAD65 and γ-subunit of GABAA receptors in the cerebellar granule cells[3].
(E)-3,4,5-Trimethoxycinnamic acid (0-10 μg/mL, 1 h) shows a significant increase in Cl- influx[3].

Western Blot Analysis[3]

Cell Line: Primary cultured cerebellar granule cells
Concentration: 10 μg/mL
Incubation Time: 1 h
Result: Increased expression of GAD65 (glutamic acid decarboxylase) and γ-subunit of GABAA receptors, but did not influence the amounts of a-, b-subunits in the GABAA receptors.

Cell Viability Assay[3]

Cell Line: Primary cultured cerebellar granule cells
Concentration: 1, 3, 5, 10 μg/mL
Incubation Time: 1 h
Result: Produced a significant increase in Cl- influx.

(E)-3,4,5-Trimethoxycinnamic acid (0-20 mg/kg, IP, once) shows anti-seizure effects[2].
(E)-3,4,5-Trimethoxycinnamic acid (0-10 mg/kg, Orally, once) enhances hypnotic effects in pentobarbital-treated mice[3].

Animal Model: Ault male KunMing-strain mice (18-20 g, maximal electroshock (MES) and pentylenetetrazol (PTZ) models)[2]
Dosage: 5, 10 and 20 mg/kg; 10 mL/kg
Administration: IP, once
Result: Significantly decreased the incidence of MES-induced THE (tonic hindlimb extension) to 50% and 20% of the value of the vehicle controls at 10 and 20 mg/kg. Decreased the incidence of MES-induced THE to only 80% at 5 mg/kg. Significantly delayed the onset of myoclonic jerks (MJ), and decreased the seizure severity and mortality compared with the vehicle-treated animals in PTZ seizure model. The incidence of generalized clonic convulsions (stage 4) disappeared at doses of both 10 and 20 mg/kg.
Animal Model: ICR male mice (25-28 g, 10-12 in each group)[3]
Dosage: 2, 5 and 10 mg/kg
Administration: Orally (p.o.), once, 15 min and 1 h prior to pentobarbital injection
Result: Significantly decreased locomotor activity at 10 mg/kg. Increased NREM and total sleep, but decreased wakefulness.

Chemical Properties

Cas No. 20329-98-0 SDF Download SDF
别名 TMCA
分子式 C12H14O5 分子量 238.24
溶解度 DMSO : 100 mg/mL (419.74 mM; Need ultrasonic) 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 4.1974 mL 20.9872 mL 41.9745 mL
5 mM 0.8395 mL 4.1974 mL 8.3949 mL
10 mM 0.4197 mL 2.0987 mL 4.1974 mL
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Research Update

A new ceramide from Suillus luteus and its cytotoxic activity against human melanoma cells

Chem Biodivers 2008 Jan;5(1):120-5.PMID:18205114DOI:10.1002/cbdv.200890002.

A new phytosphingosine-type ceramide, suillumide (1), was isolated from the EtOH extract of the basidiomycete Suillus luteus (L.) S. F. Gray, along with ten known compounds: ergosta-4,6,8(14),22-tetraen-3-one, ergosterol, ergosterol peroxide, suillin, (E)-3,4,5-trimethoxycinnamic alcohol, 5 alpha,6 alpha-epoxyergosta-8,22-diene-3beta,7 beta-diol, (R)-1-palmitoylglycerol, ergosta-7,9(11),22-triene-3beta,5 alpha,6 beta-triol, cerevisterol, and 4-hydroxybenzoic acid. The structure of 1 was determined on the basis of spectroscopic and mass-spectrometric analyses, as well as by chemical methods. Compound 1 and its synthetic diacetyl derivative 2 were tested for their cytotoxic activities against the human melanoma cell line SK-MEL-1. Both drugs showed IC(50) values of ca. 10 microM after 72 h of exposure.