o-Toluic acid
(Synonyms: 邻甲基苯甲酸,2-Methylbenzoic acid) 目录号 : GC39416
o-Toluic acid (2-methylbenzoic acid, Orthotoluic acid) is an aromatic dicarboxylic acid. It is a human xenobiotic metabolite.
Cas No.:118-90-1
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >99.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
o-Toluic acid (2-methylbenzoic acid, Orthotoluic acid) is an aromatic dicarboxylic acid. It is a human xenobiotic metabolite.
| Cas No. | 118-90-1 | SDF | |
| 别名 | 邻甲基苯甲酸,2-Methylbenzoic acid | ||
| Canonical SMILES | O=C(O)C1=CC=CC=C1C | ||
| 分子式 | C8H8O2 | 分子量 | 136.15 |
| 溶解度 | DMSO : 27mg/mL | 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 | 7.3448 mL | 36.7242 mL | 73.4484 mL |
| 5 mM | 1.469 mL | 7.3448 mL | 14.6897 mL |
| 10 mM | 0.7345 mL | 3.6724 mL | 7.3448 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。
Effects of the headspace gas composition on anaerobic biotransformation of o-, m-, and p-toluic acid in sediment slurries
J Environ Sci Health A Tox Hazard Subst Environ Eng 2003 Jun;38(6):1099-113.PMID:12774912DOI:10.1081/ese-120019867.
Composition of the headspace gas affected the biotransformation pattern of toluic acid isomers in anoxic sediment slurries. Under an N2 atmosphere, o- and m-, and p-toluic acid (20-25 mg L(-1)) were biotransformed in 100 days, 77 days, and 148 days, respectively, with a lag period of 50 days, 49 days, and 50 days, respectively. Under a CO2 atmosphere, the same toluic acid isomers were biotransformed by the sediment microorganisms in 16-25 days without a lag period. CO2 thus increased the biotransformation rates. The presence of H2, on the other hand, decreased the biotransformation rates: in most cases, adding H2 gas (5% and 20% to the N2 and CO2 atmospheres, respectively) not only increased the lag period but also decreased the maximum biotransformation rates. These effects were especially noticeable for the N2 atmosphere. Under N2, the maximum biotransformation rates of the toluic acid isomers were in the order o-Toluic acid > m-toluic acid > p-toluic acid. However, under CO2, the maximum biotransformation rates were reversed, i.e., p-toluic acid > m-toluic acid > o-Toluic acid. The presence of the methanogen inhibitor bromoethanesulfonic acid (BESA) slowed the biotransformation rates of p-toluic acid, and this together with the population dynamics of the acetogenic bacteria in the sediment slurries, suggested that acetogenic bacteria were involved in the degradation pathway. However, their exact role remains unclear.
Rotational spectroscopy of the atmospheric photo-oxidation product o-Toluic acid and its monohydrate
Phys Chem Chem Phys 2016 Jan 7;18(1):448-57.PMID:26616640DOI:10.1039/c5cp06073g.
o-Toluic acid, a photo-oxidation product in the atmosphere, and its monohydrate were characterized in the gas phase by pure rotational spectroscopy. High-resolution spectra were measured in the range of 5-14 Hz using a cavity-based molecular beam Fourier-transform microwave spectrometer. Possible conformers were identified computationally, at the MP2/6-311++G(2df,2pd) level of theory. For both species, one conformer was identified experimentally, and no methyl internal rotation splittings were observed, indicative of relatively high barriers to rotation. In the monomer, rocking of the carboxylic acid group is a large amplitude motion, characterized by a symmetrical double-well potential. This and other low-lying out-of-plane vibrations contribute to a significant (methyl top-corrected) inertial defect (-1.09 amu Å(2)). In the monohydrate, wagging of the free hydrogen atom of water is a second large amplitude motion, so the average structure is planar. As a result, no c-type transitions were observed. Water tunneling splittings were not observed, because the water rotation coordinate is characterized by an asymmetrical double-well potential. Since the minima are not degenerate, tunneling is precluded. Furthermore, a concerted tunneling path involving simultaneous rotation of the water moiety and rocking of the carboxylic acid group is precluded, because the hilltop along this coordinate is a virtual, rather than a real, saddle-point. Inter- and intramolecular non-covalent bonding is discussed in terms of the quantum theory of atoms in molecules. The percentage of o-Toluic acid hydrated in the atmosphere is estimated to be about 0.1% using statistical thermodynamics.
Chromatographic fingerprints of industrial toluic acids established for their quality control
Talanta 2007 Jan 15;71(1):264-9.PMID:19071298DOI:10.1016/j.talanta.2006.03.054.
The chromatographic fingerprints of industrial o-Toluic acid, m-toluic acid and p-toluic acid have been established by HPLC-UV detection according to their impurity groups. HPLC separation of all relative substances involved in the groups was developed on a Kromasil C(18) column by using methanol-water-NH(4)Ac-HAc buffer (100mM, pH 4.70) 15/65/20 (v/v/v) as the mobile phase at a flow rate of 1.5mL/min, and detection was operated by UV adsorption at a wavelength of 254nm. The ultraviolet spectra corresponding to each chromatographic peak were also recorded for further identification of all components. Whether the limits of relative impurities residues in a toluic acid product are qualified or not can be intuitively estimated by analyzing its chromatogram with comparison to the fingerprint. This protocol has successfully provided some Chinese manufacturers with a simple and feasible method for quality control of toluic acids for industrial use.
Tetra-kis(μ-2-methyl-benzoato)bis-[(2-methyl-benzoic acid)copper(II)]
Acta Crystallogr Sect E Struct Rep Online 2008 Mar 14;64(Pt 4):m553-4.PMID:21202010DOI:10.1107/S1600536808006661.
In the title centrosymmetric dinuclear compound, [Cu(2)(C(8)H(7)O(2))(4)(C(8)H(8)O(2))(2)], four o-toluate anions form a cage around two Cu atoms in a syn-syn configuration. Two more o-Toluic acid mol-ecules are apically bonded to the Cu atoms, which show a square-pyramidal coordination geometry. The acid H atoms are hydrogen bonded to the cage carboxyl O atoms [O⋯O = 2.660 (2) Å]. The mol-ecular packing forms a puckered pseudo-hexa-gonal close-packed layer in the (h00) plane, with soft inter-molecular H⋯H contacts (2.46-2.58 Å).
Influence of sodium benzoate on the metabolism of o-xylene in the rat
Xenobiotica 2005 May;35(5):487-97.PMID:16012080DOI:10.1080/00498250500057476.
The main metabolites of o-xylene in urine are o-methylhippuric acid, o-Toluic acid, o-Toluic acid glucuronide, 3,4-dimethylphenol, 3,4-dimethylphenol conjugates and o-xylylmercapturic acid. The urinary excretion of o-Toluic acid, o-Toluic acid conjugates and o-xylene were increased by the prior administration of sodium benzoate. Conversely, the amounts of o-methylhippuric acid, 3,4-dimethylphenol conjugates and o-xylylmercapturic acid decreased by sodium benzoate pretreatment. In addition, the urinary excretion of o-methylhippuric acid was delayed by the pretreatment. The percentages of urinary excretion of the o-xylene metabolites were substantially changed by the pretreatment with sodium benzoate. These results therefore highlight a potential interaction of an air pollutant with a food additive, an interaction that remains to be established in man.