O-Toluidine (BioDeep_00000002923)
Secondary id: BioDeep_00000014958
human metabolite natural product
代谢物信息卡片
化学式: C7H9N (107.0735)
中文名称: 邻甲苯胺酮, 邻甲苯胺
谱图信息:
最多检出来源 Mus musculus(plant) 6.51%
分子结构信息
SMILES: CC1=CC=CC=C1N
InChI: InChI=1S/C7H9N/c1-6-4-2-3-5-7(6)8/h2-5H,8H2,1H3
描述信息
O-toluidine, also known as 2-aminotoluene or 1-amino-2-methylbenzene, is a member of the class of compounds known as aminotoluenes. Aminotoluenes are organic aromatic compounds containing a benzene that carries a single methyl group and one amino group. O-toluidine is soluble (in water) and a strong basic compound (based on its pKa). O-toluidine can be found in tea, which makes O-toluidine a potential biomarker for the consumption of this food product. O-toluidine is formally rated as a carcinogenic (IARC 1) potentially toxic compound. The chemical properties of the toluidines are quite similar to those of aniline, and toluidines have properties in common with other aromatic amines. Due to the amino group bonded to the aromatic ring, the toluidines are weakly basic. The toluidines are poorly soluble in pure water but dissolve well in acidic water due to formation of ammonium salts, as usual for organic amines. ortho- and meta-toluidines are viscous liquids, but para-toluidine is a flaky solid. This difference is related to the fact that the p-toluidine molecules are more symmetrical. p-Toluidine can be obtained from reduction of p-nitrotoluene. p-Toluidine reacts with formaldehyde to form Trögers base .
The chemical properties of the toluidines are quite similar to those of aniline and toluidines have properties in common with other aromatic amines. Due to the amino group bonded to the aromatic ring, the toluidines are weakly basic. None of the toluidines is very soluble in pure water, but will become soluble if the aqueous solution is acidic due to formation of ammonium salts, as usual for organic amines. At room temperature and pressure, ortho- and meta-toluidines are viscous liquids, but para-toluidine is a flaky solid. This can be explained by the fact that the p-toluidine molecules are more symmetrical and fit into a crystalline structure more easily. p-Toluidine can be obtained from reduction of p-nitrotoluene. p-Toluidine reacts with formaldehyde to form Trogers base.
CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 72
同义名列表
31 个代谢物同义名
2-Methylphenylamine (acd/name 4.0); O-Toluidine (acd/name 4.0); 2-Toluidine hydrochloride; 2-Toluidine, lithium salt; 2-Toluidine, (ar)-isomer; 2-Amino-1-methylbenzene; 2-Methyl-1-aminobenzene; 1-Amino-2-methylbenzene; 1-Methyl-2-aminobenzene; 2-Toluidine perchlorate; Rcra waste number u328; 2-Methyl-benzenamine; 2-Toluidine sulfate; 2-Methylbenzenamine; O-Methylbenzenamine; 2-Methylbenzamine; 2-Methyl-aniline; ortho-Toluidine; O-Methylaniline; 2-Methylaniline; 2-Aminotoluene; O-Aminotoluene; O-Tolylamine; O-Toluidyna; 2-Toluidine; o-Toluidine; O-Toluidin; toluidine; O-Toluide; ortho-Toluidine; o-Toluidine
数据库引用编号
18 个数据库交叉引用编号
- ChEBI: CHEBI:66892
- KEGG: C14403
- PubChem: 7242
- HMDB: HMDB0041965
- Metlin: METLIN2075
- Wikipedia: Toluidine
- KNApSAcK: C00018300
- foodb: FDB004550
- chemspider: 13854136
- CAS: 95-53-4
- MoNA: UA007201
- PMhub: MS000007043
- PubChem: 17395403
- PDB-CCD: 51V
- NIKKAJI: J3.953E
- RefMet: o-Toluidine
- KNApSAcK: 66892
- LOTUS: LTS0268146
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
10 个相关的物种来源信息
- 4441 - Camellia: LTS0268146
- 4442 - Camellia sinensis: 10.1021/JF60201A032
- 4442 - Camellia sinensis: LTS0268146
- 2759 - Eukaryota: LTS0268146
- 9606 - Homo sapiens: -
- 3398 - Magnoliopsida: LTS0268146
- 35493 - Streptophyta: LTS0268146
- 27065 - Theaceae: LTS0268146
- 58023 - Tracheophyta: LTS0268146
- 33090 - Viridiplantae: LTS0268146
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:
- PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。
文献列表
- Robert M Park, Tania Carreón, Kevin W Hanley. Risk assessment for o-toluidine and bladder cancer incidence.
American journal of industrial medicine.
2021 09; 64(9):758-770. doi:
10.1002/ajim.23265
. [PMID: 34114240] - Emmanuel Guntz, Andrea Carini, Stephan Koslitz, Thomas Brüning, Panayota Kapessidou, Tobias Weiss. Quantification of systemic o-toluidine after intrathecal administration of hyperbaric prilocaine in humans: a prospective cohort study.
Archives of toxicology.
2021 03; 95(3):925-934. doi:
10.1007/s00204-021-02973-w
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Chemical research in toxicology.
2020 07; 33(7):1907-1914. doi:
10.1021/acs.chemrestox.0c00098
. [PMID: 32343562] - Yoko Eitaki, Makiko Nakano, Toshio Kawai, Kazuyuki Omae, Toru Takebayashi. Biological monitoring of o-toluidine in urine pretreated by an enzymatic deconjugation method.
Journal of occupational health.
2019 Sep; 61(5):349-357. doi:
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Journal of applied toxicology : JAT.
2018 04; 38(4):537-543. doi:
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. [PMID: 29143974] - Thomas W Fuller, Abhinav P Acharya, Thiagarajan Meyyappan, Michelle Yu, Godugu Bhaskar, Steven R Little, Tatum V Tarin. Comparison of Bladder Carcinogens in the Urine of E-cigarette Users Versus Non E-cigarette Using Controls.
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Clinical and experimental gastroenterology.
2012; 5(?):43-8. doi:
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Evidence-based complementary and alternative medicine : eCAM.
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Frontiers in plant science.
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Protoplasma.
2012 Jan; 249(1):217-20. doi:
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Frontiers in immunology.
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BMC public health.
2011 Dec; 11(?):955. doi:
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Plant methods.
2011 Dec; 7(?):46. doi:
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Biology of sex differences.
2011 Dec; 2(?):14. doi:
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Microscopy research and technique.
2011 Dec; 74(12):1154-60. doi:
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PLoS pathogens.
2011 Dec; 7(12):e1002343. doi:
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BMC plant biology.
2011 Dec; 11(?):173. doi:
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Biomedical materials (Bristol, England).
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Journal of the American Chemical Society.
2011 Nov; 133(47):19178-88. doi:
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BMC research notes.
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BMC plant biology.
2011 Nov; 11(?):150. doi:
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The Plant journal : for cell and molecular biology.
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Diagnostic microbiology and infectious disease.
2011 Nov; 71(3):201-7. doi:
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Human molecular genetics.
2011 Nov; 20(21):4209-23. doi:
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Biology of the cell.
2011 Nov; 103(11):499-517. doi:
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Journal of experimental botany.
2011 Nov; 62(15):5509-19. doi:
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Journal of experimental botany.
2011 Nov; 62(15):5347-55. doi:
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The Journal of biological chemistry.
2011 Oct; 286(42):37023-31. doi:
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BMC cell biology.
2011 Oct; 12(?):45. doi:
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Zhongguo xiu fu chong jian wai ke za zhi = Zhongguo xiufu chongjian waike zazhi = Chinese journal of reparative and reconstructive surgery.
2011 Oct; 25(10):1250-5. doi:
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Journal of cellular and molecular medicine.
2011 Oct; 15(10):2232-44. doi:
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2011 Oct; 62(14):4975-93. doi:
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Aging.
2011 Oct; 3(10):985-1002. doi:
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Journal of oral and maxillofacial pathology : JOMFP.
2011 Sep; 15(3):267-71. doi:
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Cell stress & chaperones.
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Journal of the science of food and agriculture.
2011 Aug; 91(11):1963-76. doi:
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Diagnostic pathology.
2011 Aug; 6(?):80. doi:
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Molecular pharmaceutics.
2011 Aug; 8(4):1342-50. doi:
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Journal of experimental botany.
2011 Aug; 62(12):4367-81. doi:
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