1,3,5-Trimethoxybenzene
(Synonyms: 1,3,5-三甲氧基苯) 目录号 : GC38328
1,3,5-Trimethoxybenzene (Phloroglucinol trimethyl ether, Sym-trimethoxybenzene, Trimethylphloroglucinol) is a potential biomarker of flavonoid intake in human. It is a human xenobiotic metabolite.
Cas No.:621-23-8
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
1,3,5-Trimethoxybenzene (Phloroglucinol trimethyl ether, Sym-trimethoxybenzene, Trimethylphloroglucinol) is a potential biomarker of flavonoid intake in human. It is a human xenobiotic metabolite.
| Cas No. | 621-23-8 | SDF | |
| 别名 | 1,3,5-三甲氧基苯 | ||
| Canonical SMILES | COC1=CC(OC)=CC(OC)=C1 | ||
| 分子式 | C9H12O3 | 分子量 | 168.19 |
| 溶解度 | Soluble in DMSO | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 5.9457 mL | 29.7283 mL | 59.4566 mL |
| 5 mM | 1.1891 mL | 5.9457 mL | 11.8913 mL |
| 10 mM | 0.5946 mL | 2.9728 mL | 5.9457 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Ozonolysis of lignin models in aqueous solution: anisole, 1,2-dimethoxybenzene, 1,4-dimethoxybenzene, and 1,3,5-Trimethoxybenzene
Environ Sci Technol 2009 Aug 15;43(16):6275-82.PMID:19746725DOI:10.1021/es900803p.
The lignin models anisole, 1,2-dimethoxybenzene, 1,4-dimethoxybenzene, and 1,3,5-Trimethoxybenzene were reacted with ozone in aqueous solution, and major products were identified and quantified with respect to ozone consumption when reference material was available. Hydroxylation products in yields equivalent to those of singlet oxygen and muconic products (in analogy to the Criegee mechanism) dominate. The formation of quinones points to the release of methanol. Hydroxyl radicals (*OH, quantified, main precursor: O3*-), singlet oxygen (quantified), O2*- radicals (quantified), and as counterparts of the *OH radicals radical cations of these methoxybenzenes must each play an important role as intermediates. In the case of 1,4-dimethoxybenzene, for example, the following products were identified (yields in parentheses when quantified): methyl(2Z,4E-4-methoxy-6-oxo-hexa-2,4-dienoate 5 (52%), hydroquinone 6 (2%), 1,4-benzoquinone 7 (8%), 2,5-dimethoxyhydroquinone 8,2,5-dimethoxy-1,4-benzoquinone 9, singlet oxygen (6%), hydrogen peroxide (56%), *OH (approximately 17%), O2*- (< or = 9%). Gibbs energies for the various potential reaction pathways were calculated with the help of the Jaguar 7.5 program.
Biosynthesis of the major scent components 3,5-dimethoxytoluene and 1,3,5-Trimethoxybenzene by novel rose O-methyltransferases
FEBS Lett 2002 Jul 17;523(1-3):113-8.PMID:12123815DOI:10.1016/s0014-5793(02)02956-3.
In Chinese rose species and in many modern varieties, two methylated phenolic derivatives, 3,5-dimethoxytoluene and 1,3,5-Trimethoxybenzene, are major scent components. We show that cell-free extracts of rose petals catalyse the synthesis of 3,5-dimethoxytoluene and 1,3,5-Trimethoxybenzene by methylation of precursor molecules. An expressed sequence tag approach was used to identify four highly similar O-methyltransferase sequences expressed specifically in petals and anthers. Thin layer chromatography analysis showed that the activities of these enzymes with different substrates and the proportions of reaction products produced closely mimicked those observed using cell-free petal extracts, indicating that orcinol O-methyltransferases are responsible for the biosynthesis of 3,5-dimethoxytoluene and 1,3,5-Trimethoxybenzene from un-methylated precursors in this organ.
One-electron oxidation of alcohols by the 1,3,5-Trimethoxybenzene radical cation in the excited state during two-color two-laser flash photolysis
J Phys Chem A 2007 Mar 15;111(10):1788-91.PMID:17295459DOI:10.1021/jp0669658.
One-electron oxidation of alcohols such as methanol, ethanol, and 2-propanol by 1,3,5-Trimethoxybenzene radical cation (TMB*+) in the excited state (TMB*+*) was observed during the two-color two-laser flash photolysis. TMB*+ was formed by the photoinduced bimolecular electron-transfer reaction from TMB to 2,3,5,6-tetrachlorobenzoquinone (TCQ) in the triplet excited-state during the first 355-nm laser flash photolysis. Then, TMB*+* was generated from the selective excitation of TMB*+ during the second 532 nm laser flash photolysis. Hole transfer rate constants from TMB*+* to methanol, ethanol, and 2-propanol were calculated to be (5.2 +/- 0.5) x 10(10), (1.4 +/- 0.3) x 10(11), and (3.2 +/- 0.6) x 10(11) M-1 s-1, respectively. The order of the hole transfer rate constants is consistent with oxidation potentials of alcohol. Formation of TCQH radical (TCQH*) with a characteristic absorption peak at 435 nm was observed in the microsecond time scale, suggesting that deprotonation of the alcohol radical cation occurs after the hole transfer and that TCQ radical anion (TCQ*-), generated together with TMB*+ by the photoinduced electron-transfer reaction, reacts with H+ to give TCQH*.
The key role of phloroglucinol O-methyltransferase in the biosynthesis of Rosa chinensis volatile 1,3,5-Trimethoxybenzene
Plant Physiol 2004 May;135(1):95-102.PMID:15122041DOI:10.1104/pp.103.037051.
1,3,5-Trimethoxybenzene is a key component of the Chinese rose odor. This compound is synthesized in three successive methylation steps from phloroglucinol, the initial precursor. A novel, to our knowledge, phloroglucinol O-methyltransferase (POMT) characterized here methylates the first step to produce the intermediate 3,5-dihydroxyanisole, while two previously described orcinol O-methyltransferases catalyze the subsequent steps. We isolated POMT from rose petals and determined partial amino acid sequences of the purified enzyme. The full-length POMT cDNA was isolated and expressed in Escherichia coli. Both the native and recombinant POMT exhibited substrate specificity for phloroglucinol. POMT was expressed specifically in floral organs, in accordance with its role as a key enzyme in the synthesis of rose floral scent compounds.
Trimethoxybenzene complexes of pentafluorophenylchlorocarbene
J Phys Chem A 2011 Jul 21;115(28):8113-8.PMID:21696161DOI:10.1021/jp2039493.
Pentafluorophenylchlorocarbene, generated by laser flash photolysis (LFP) of pentafluorophenylchlorodiazirine, formed π-type complexes with 1,3,5-Trimethoxybenzene in pentane. The carbene and carbene complexes were in equilibrium with K = 3.21 × 10(5) M(-1) at 294 K. From the temperature dependence of K, ΔH° = -10.2 kcal/mol, ΔS° = -9.5 eu, and ΔG° = -7.4 kcal/mol at 298 K. The carbene complexes were characterized by UV-vis spectroscopy and computational analysis.