3-Anilinopropane-1,2-diol (BioDeep_00000845057)
代谢物信息卡片
3-Anilinopropane-1,2-diol
化学式: C9H13NO2 (167.09462380000002)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1=CC=C(C=C1)NCC(CO)O
InChI: InChI=1S/C9H13NO2/c11-7-9(12)6-10-8-4-2-1-3-5-8/h1-5,9-12H,6-7H2
相关代谢途径
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代谢反应
0 个相关的代谢反应过程信息。
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0 个相关的物种来源信息
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
- Angel Messeguer. Potential implication of aniline derivatives in the Toxic Oil Syndrome (TOS).
Chemico-biological interactions.
2011 Jun; 192(1-2):136-41. doi:
10.1016/j.cbi.2010.10.006. [PMID: 20970410] - M Victoria Ruiz-Méndez. Contribution of denaturing and deodorization processes of oils to toxic oil syndrome.
Chemico-biological interactions.
2011 Jun; 192(1-2):142-4. doi:
10.1016/j.cbi.2011.01.004. [PMID: 21238434] - Tamio Maitani, Hiroshi Saitoh. [Eosinophilia myalgia syndrome (EMS) caused by L-tryptophan product and toxic oil syndrome (TOS) caused by denatured rape-seed oil].
Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan.
2009 Dec; 50(6):279-91. doi:
10.3358/shokueishi.50.279. [PMID: 20065617] - Anna Martínez-Cabot, Begoña Varela, Maia Lloveras, Rafael Campos, M-Pilar Marco, Angel Messeguer. Studies on toxic oil syndrome: development of an enzyme-linked immunosorbent assay for 3-(N-phenylamino)propane-1,2-diol in human urine.
Analytical and bioanalytical chemistry.
2008 May; 391(2):617-24. doi:
10.1007/s00216-008-2019-7. [PMID: 18418587] - Anna Martínez-Cabot, Angel Messeguer. Generation of quinoneimine intermediates in the bioactivation of 3-(N-phenylamino)alanine (PAA) by human liver microsomes: a potential link between eosinophilia-myalgia syndrome and toxic oil syndrome.
Chemical research in toxicology.
2007 Oct; 20(10):1556-62. doi:
10.1021/tx700256v. [PMID: 17892268] - Anna Martínez-Cabot, Anna Morató, Jan N M Commandeur, Nico P E Vermeulen, Angel Messeguer. In vitro bioactivation of 3-(N-phenylamino)propane-1,2-diol by human and rat liver microsomes and recombinant P450 enzymes. Implications for toxic oil syndrome.
Chemical research in toxicology.
2007 Aug; 20(8):1218-24. doi:
10.1021/tx700209p. [PMID: 17672514] - Natalia Reig, Rosa E Calaf, Angel Messeguer, Anna Morató, Jordi Escabros, Emilio Gelpí, Joaquín Abian. LC-MS ion maps for the characterization of aniline derivatives of fatty acids and triglycerides in laboratory-denatured rapeseed oil.
Journal of mass spectrometry : JMS.
2007 Apr; 42(4):527-41. doi:
10.1002/jms.1185. [PMID: 17295417] - Jose B Gonzalez, Matthias Orth, Michael Schaefer, Rudolf Tauber. Endocytosis and intracellular trafficking of fatty acid esters of phenylaminopropanediol, the putative etiologic agents of the toxic oil syndrome (TOS).
Toxicology letters.
2006 Jun; 163(3):206-12. doi:
10.1016/j.toxlet.2005.10.025. [PMID: 16343824] - Soledad Gallardo, Blanca Cárdaba, Manuel Posada, Victoria del Pozo, Angel Messeguer, Chella S David, Carlos Lahoz. Toxic oil syndrome: genetic restriction and immunomodulatory effects due to adulterated oils in a model of HLA transgenic mice.
Toxicology letters.
2005 Nov; 159(2):173-81. doi:
10.1016/j.toxlet.2005.05.009. [PMID: 15979827] - Anna Martínez-Cabot, Anna Morató, Angel Messeguer. Synthesis and stability studies of the glutathione and N-acetylcysteine adducts of an iminoquinone reactive intermediate generated in the biotransformation of 3-(N-phenylamino)propane-1,2-diol: implications for toxic oil syndrome.
Chemical research in toxicology.
2005 Nov; 18(11):1721-8. doi:
10.1021/tx050171n. [PMID: 16300381] - Anna Morató, Jordi Escabrós, Albert Manich, Natàlia Reig, Yolanda Castaño, Joaquín Abián, Angel Messeguer. On the generation and outcome of 3-(N-phenylamino)propane-1,2-diol derivatives in deodorized model oils related to toxic oil syndrome.
Chemical research in toxicology.
2005 Apr; 18(4):665-74. doi:
10.1021/tx0497595. [PMID: 15833026] - A Serrano-Mollar, L Fernández-Zabalegui, O Bulbena, E Gelpí, D Closa. Induction of c-fos messenger RNA by 3-(N-phenylamino)-1,2-propanediol esters, compounds related to Toxic Oil Syndrome.
Chemico-biological interactions.
2004 Oct; 149(2-3):117-23. doi:
10.1016/j.cbi.2004.07.003. [PMID: 15501433] - Anna Morató, Anna Martínez-Cabot, Jordi Escabrós, Jordi Bujons, Angel Messeguer. Studies on toxic oil syndrome: stereoselective hydrolysis of 3-(phenylamino)propane-1,2-diol esters by human pancreatic lipase.
Chemical research in toxicology.
2004 Jul; 17(7):889-95. doi:
10.1021/tx049952z. [PMID: 15257613] - Amy R Weatherill, Bernadette V Stang, Kathleen O'Hara, Loren D Koller, Jean A Hall. Investigating the onset of autoimmunity in A.SW mice following treatment with 'toxic oils'.
Toxicology letters.
2003 Jan; 136(3):205-16. doi:
10.1016/s0378-4274(02)00387-9. [PMID: 12505274] - Emilio Gelpí, Manuel Posada de la Paz, Benedetto Terracini, Ignacio Abaitua, Agustín Gómez de la Cámara, Edwin M Kilbourne, Carlos Lahoz, Bénoit Nemery, Rossanne M Philen, Luis Soldevilla, Stanislaw Tarkowski. The Spanish toxic oil syndrome 20 years after its onset: a multidisciplinary review of scientific knowledge.
Environmental health perspectives.
2002 May; 110(5):457-64. doi:
10.1289/ehp.110-1240833. [PMID: 12003748] - D Closa, E Folch, R E Calaf, J Abián, J Roselló-Catafau, E Gelpí. Absorption and effects of 3-(N-phenylamino)-1,2-propanediol esters in relation to toxic oil syndrome.
Lipids.
2001 Oct; 36(10):1125-33. doi:
10.1007/s11745-001-0823-4. [PMID: 11768157] - J Bujons, M G Ladona, A Messeguer, A Morató, C Ampurdanés. Metabolism of (R)- and (S)-3-(phenylamino)propane-1,2-diol in C57BL/6- and A/J-strain mice. Identification of new metabolites with potential toxicological significance to the toxic oil syndrome.
Chemical research in toxicology.
2001 Aug; 14(8):1097-106. doi:
10.1021/tx010001k. [PMID: 11511184] - M Wulferink, J González, C Goebel, E Gleichmann. T cells ignore aniline, a prohapten, but respond to its reactive metabolites generated by phagocytes: possible implications for the pathogenesis of toxic oil syndrome.
Chemical research in toxicology.
2001 Apr; 14(4):389-97. doi:
10.1021/tx000214u. [PMID: 11304127] - M G Ladona, J Bujons, A Messeguer, C Ampurdanés, A Morató. Metabolism of R,S enantiomers of 3-phenylamino-1,2-propanediol, a compound associated with the toxic oil syndrome, in C57BL/6- and A/J-strain mice.
Advances in experimental medicine and biology.
2001; 500(?):525-9. doi:
10.1007/978-1-4615-0667-6_80. [PMID: 11764992] - M V Ruiz-Méndez, M Posada de la Paz, J Abian, R E Calaf, B Blount, N Castro-Molero, R Philen, E Gelpí. Storage time and deodorization temperature influence the formation of aniline-derived compounds in denatured rapeseed oils.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2001 Jan; 39(1):91-6. doi:
10.1016/s0278-6915(00)00111-3. [PMID: 11259855] - K Goto, T Kumamoto. [Fasciitis, perimyositis, microangiopathy].
Ryoikibetsu shokogun shirizu.
2001; ?(36):271-4. doi:
". [PMID: 11596388] - M G Ladona, J Bujons, A Messeguer, C Ampurdanés, A Morató, J Corbella. Biotransformation and clearance of 3-(phenylamino)propane-1,2-diol, a compound present in samples related to toxic oil syndrome, in C57BL/6 and A/J mice.
Chemical research in toxicology.
1999 Dec; 12(12):1127-37. doi:
10.1021/tx990105j. [PMID: 10604860] - S A Bell, C Sander, I Kuntze, R Chatelain. The acute pathology of fatty acid anilides and linoleic diester of 3-phenylamino-1,2-propanediol in mice: possible implication as aetiologic agents for the toxic oil syndrome.
Archives of toxicology.
1999 Nov; 73(8-9):493-5. doi:
10.1007/s002040050641. [PMID: 10650923] - S Gallardo, B Cárdaba, V del Pozo, B de Andrés, I Cortegano, A Jurado, P Tramón, P Palomino, C Lahoz. Study of apoptosis in human lymphocytes by toxic substances implicated in toxic oil syndrome.
Toxicology.
1997 Mar; 118(1):71-82. doi:
10.1016/s0300-483x(96)03585-8. [PMID: 9074655] - H H Schurz, R H Hill, M Posada de la Paz, R M Philen, I A Borda, S L Bailey, L L Needham. Products of aniline and triglycerides in oil samples associated with the toxic oil syndrome.
Chemical research in toxicology.
1996 Sep; 9(6):1001-6. doi:
10.1021/tx950181w. [PMID: 8870988] - A N Mayeno, L M Benson, S Naylor, M Colberg-Beers, J T Puchalski, G J Gleich. Biotransformation of 3-(phenylamino)-1,2-propanediol to 3-(phenylamino)alanine: a chemical link between toxic oil syndrome and eosinophilia-myalgia syndrome.
Chemical research in toxicology.
1995 Oct; 8(7):911-6. doi:
10.1021/tx00049a003. [PMID: 8555405] - R H Hill, H H Schurz, M Posada de la Paz, I Abaitua Borda, R M Philen, E M Kilbourne, S L Head, S L Bailey, W J Driskell, J R Barr. Possible etiologic agents for toxic oil syndrome: fatty acid esters of 3-(N-phenylamino)-1,2-propanediol.
Archives of environmental contamination and toxicology.
1995 Feb; 28(2):259-64. doi:
10.1007/bf00217625. [PMID: 7710294] - P Carthew, R E Edwards, B M Dorman, R D Verschoyle. A comparison of the acute pathology induced by 3-phenylamino-1,2-propanediol (PAP) and its mono-oleoyl ester in rodents with the toxic oil syndrome in man.
Human & experimental toxicology.
1995 Feb; 14(2):217-20. doi:
10.1177/096032719501400211. [PMID: 7779449] - V Ruiz-Gutiérrez, R Maestro-Durán. Lymphatic absorption of 3-phenylamino-1,2-propanediol and its esters.
Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie.
1992 Mar; 44(1):29-33. doi:
10.1016/s0940-2993(11)80134-x. [PMID: 1392513]