2-Phenylpropionate (BioDeep_00000019379)

 

Secondary id: BioDeep_00000593372

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite


代谢物信息卡片


alpha-Methylbenzeneacetic acid

化学式: C9H10O2 (150.06807600000002)
中文名称: 2-苯基丙酸
谱图信息: 最多检出来源 Homo sapiens(blood) 13.73%

分子结构信息

SMILES: C1=C(C(C(O)=O)C)C=CC=C1
InChI: InChI=1S/C9H10O2/c1-7(9(10)11)8-5-3-2-4-6-8/h2-7H,1H3,(H,10,11)

描述信息

2-Phenylpropionate is an intermediate in alpha-Methylstyrene (2-phenylpropylene) metabolism. It was identified in human liver slices in small amounts. It is. likely that 2-Phenylpropionate derives from 2-phenylpropionaldehyde, formed from a. 1,2-hydride shift during the transfer of active oxygen to the vinyl. group, as has been proposed for the cytochrome P450-mediated oxidation. of styrene to form phenylacetaldehyde. (PMID: 11159807). 2-Phenylpropionate has been found to be a metabolite of Acinetobacter, Bacteroides, Bifidobacterium, Clostridium, Enterococcus, Escherichia, Eubacterium, Klebsiella, Lactobacillus, Pseudomonas and Staphylococcus (PMID: 19961416).
2-Phenylpropionate is an intermediate in alpha-Methylstyrene (2-phenylpropylene) metabolism. It was identified in human liver slices in small amounts. It is
2-Phenylpropionic acid is an intermediate in alpha-Methylstyrene metabolism.
2-Phenylpropionic acid is an intermediate in alpha-Methylstyrene metabolism.

同义名列表

36 个代谢物同义名

alpha-Methylbenzeneacetic acid; alpha-Methylphenylacetic acid; Hydratropic acid, (+-)-isomer; Hydratropic acid, (S)-isomer; Hydratropic acid, (R)-isomer; alpha-Methylbenzeneacetate; alpha-Phenylpropionic acid; Α-methylbenzeneacetic acid; a-Methylbenzeneacetic acid; DL-2-Phenylpropionic acid; a-Methylphenylacetic acid; Α-methylphenylacetic acid; alpha-Methylphenylacetate; alpha-Phenylpropioic acid; 2-Phenylpropionic acid; Α-methylbenzeneacetate; Α-phenylpropionic acid; a-Methylbenzeneacetate; alpha-Phenylpropionate; a-Phenylpropionic acid; 2-Phenylpropanoic acid; Α-methylphenylacetate; (+-)-Hydratropasaeure; alpha-Phenylpropioate; a-Methylphenylacetate; (+-)-Hydratropic acid; Α-phenylpropionate; 2-Phenylpropionate; a-Phenylpropionate; 2-Phenylpropanoate; (+-)-Hydratropate; Phenylpropionate; Hydratropic acid; Hydratropasaeure; Hydratropate; 2-Phenylpropionic acid



数据库引用编号

11 个数据库交叉引用编号

分类词条

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。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

26 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

  • Maite Olaetxea, Veronica Mora, Roberto Baigorri, Angel M Zamarreño, Jose M García-Mina. The Singular Molecular Conformation of Humic Acids in Solution Influences Their Ability to Enhance Root Hydraulic Conductivity and Plant Growth. Molecules (Basel, Switzerland). 2020 Dec; 26(1):. doi: 10.3390/molecules26010003. [PMID: 33374946]
  • Shin-ichi Ozaki, Hiroya Imai, Tomoya Iwakiri, Takehiro Sato, Kei Shimoda, Toru Nakayama, Hiroki Hamada. Regioselective glucosidation of trans-resveratrol in Escherichia coli expressing glucosyltransferase from Phytolacca americana. Biotechnology letters. 2012 Mar; 34(3):475-81. doi: 10.1007/s10529-011-0784-4. [PMID: 22048846]
  • Christopher A D'Souza, William J McBride, Robert M Sharkey, Louis J Todaro, David M Goldenberg. High-yielding aqueous 18F-labeling of peptides via Al18F chelation. Bioconjugate chemistry. 2011 Sep; 22(9):1793-803. doi: 10.1021/bc200175c. [PMID: 21805975]
  • Elin S Karlsson, Caroline H Johnson, Sunil Sarda, Lisa Iddon, Mazhar Iqbal, Xiaoli Meng, John R Harding, Andrew V Stachulski, Jeremy K Nicholson, Ian D Wilson, John C Lindon. High-performance liquid chromatography/mass spectrometric and proton nuclear magnetic resonance spectroscopic studies of the transacylation and hydrolysis of the acyl glucuronides of a series of phenylacetic acids in buffer and human plasma. Rapid communications in mass spectrometry : RCM. 2010 Oct; 24(20):3043-51. doi: 10.1002/rcm.4740. [PMID: 20872637]
  • Frédéric De Wael, Giulio G Muccioli, Didier M Lambert, Thérèse Sergent, Yves-Jacques Schneider, Jean-François Rees, Jacqueline Marchand-Brynaert. Chemistry around imidazopyrazine and ibuprofen: discovery of novel fatty acid amide hydrolase (FAAH) inhibitors. European journal of medicinal chemistry. 2010 Sep; 45(9):3564-74. doi: 10.1016/j.ejmech.2010.04.040. [PMID: 20570023]
  • Kei Shimoda, Naoji Kubota, Yoko Kondo, Daisuke Sato, Hiroki Hamada. Glycosylation of fluorophenols by plant cell cultures. International journal of molecular sciences. 2009 Apr; 10(5):1942-1949. doi: 10.3390/ijms10051942. [PMID: 19564930]
  • Heung-Chae Jung, Seok-Joon Kwon, Jae-Gu Pan. Display of a thermostable lipase on the surface of a solvent-resistant bacterium, Pseudomonas putida GM730, and its applications in whole-cell biocatalysis. BMC biotechnology. 2006 Apr; 6(?):23. doi: 10.1186/1472-6750-6-23. [PMID: 16620394]
  • Nikhil K Basu, Shigeki Kubota, Meselhy R Meselhy, Marco Ciotti, Bhabadeb Chowdhury, Masao Hartori, Ida S Owens. Gastrointestinally distributed UDP-glucuronosyltransferase 1A10, which metabolizes estrogens and nonsteroidal anti-inflammatory drugs, depends upon phosphorylation. The Journal of biological chemistry. 2004 Jul; 279(27):28320-9. doi: 10.1074/jbc.m401396200. [PMID: 15117964]
  • David M Shackleford, Roger L Nation, R W Milne, P J Hayball, Allan M Evans. Stereoselective hepatic disposition of model diastereomeric acyl glucuronides. Journal of pharmacokinetics and pharmacodynamics. 2004 Feb; 31(1):1-27. doi: 10.1023/b:jopa.0000029486.60317.25. [PMID: 15346849]
  • David M Shackleford, Richard J Prankerd, Martin J Scanlon, William N Charman. Self-micellization of gemfibrozil 1-O-beta acyl glucuronide in aqueous solution. Pharmaceutical research. 2003 Mar; 20(3):465-70. doi: 10.1023/a:1022672608657. [PMID: 12669970]
  • Chunze Li, Leslie Z Benet, Mark P Grillo. Studies on the chemical reactivity of 2-phenylpropionic acid 1-O-acyl glucuronide and S-acyl-CoA thioester metabolites. Chemical research in toxicology. 2002 Oct; 15(10):1309-17. doi: 10.1021/tx020013l. [PMID: 12387630]
  • K S De Costa, S R Black, B F Thomas, J P Burgess, J M Mathews. Metabolism and disposition of alpha-methylstyrene in rats. Drug metabolism and disposition: the biological fate of chemicals. 2001 Feb; 29(2):166-71. doi: NULL. [PMID: 11159807]
  • K Akira, H Hasegawa, Y Shinohara, M Imachi, T Hashimoto. Stereoselective internal acyl migration of 1beta-O-acyl glucuronides of enantiomeric 2-phenylpropionic acids. Biological & pharmaceutical bulletin. 2000 Apr; 23(4):506-10. doi: 10.1248/bpb.23.506. [PMID: 10784437]
  • D Ahmad, J Caldwell. Lack of stereoselectivity of the peroxisome proliferation induced by 2-phenylpropionic acid: evidence against a role for lipid disturbance in peroxisome proliferation. Chirality. 1994; 6(5):365-71. doi: 10.1002/chir.530060502. [PMID: 8068495]
  • Y Tanaka, Y Shimomura, T Hirota, A Nozaki, M Ebata, W Takasaki, E Shigehara, R Hayashi, J Caldwell. Formation of glycine conjugate and (-)-(R)-enantiomer from (+)-(S)-2-phenylpropionic acid suggesting the formation of the CoA thioester intermediate of (+)-(S)-enantiomer in dogs. Chirality. 1992; 4(6):342-8. doi: 10.1002/chir.530040603. [PMID: 1449948]
  • T Yamaguchi, Y Nakamura. Stereoselective metabolism of 2-phenylpropionic acid in rat. II. Studies on the organs responsible for the optical isomerization of 2-phenylpropionic acid in rat in vivo. Drug metabolism and disposition: the biological fate of chemicals. 1987 Jul; 15(4):535-9. doi: NULL. [PMID: 2888628]
  • Y Nakamura, T Yamaguchi. Stereoselective metabolism of 2-phenylpropionic acid in rat. I. In vitro studies on the stereoselective isomerization and glucuronidation of 2-phenylpropionic acid. Drug metabolism and disposition: the biological fate of chemicals. 1987 Jul; 15(4):529-34. doi: NULL. [PMID: 2888627]
  • S Fournel, J Caldwell, J Magdalou, G Siest. Stereospecificity of enzyme induction by 2-phenylpropionic acid. Pharmacology & therapeutics. 1987; 33(1):79-82. doi: 10.1016/0163-7258(87)90031-3. [PMID: 3114776]
  • S Fournel, J Caldwell. The metabolic chiral inversion of 2-phenylpropionic acid in rat, mouse and rabbit. Biochemical pharmacology. 1986 Dec; 35(23):4153-9. doi: 10.1016/0006-2952(86)90689-1. [PMID: 3790146]
  • M E Jones, B C Sallustio, Y J Purdie, P J Meffin. Enantioselective disposition of 2-arylpropionic acid nonsteroidal anti-inflammatory drugs. II. 2-Phenylpropionic acid protein binding. The Journal of pharmacology and experimental therapeutics. 1986 Jul; 238(1):288-94. doi: NULL. [PMID: 3723401]
  • P J Meffin, B C Sallustio, Y J Purdie, M E Jones. Enantioselective disposition of 2-arylpropionic acid nonsteroidal anti-inflammatory drugs. I. 2-Phenylpropionic acid disposition. The Journal of pharmacology and experimental therapeutics. 1986 Jul; 238(1):280-7. doi: NULL. [PMID: 3723400]
  • A J Hutt, S Fournel, J Caldwell. Application of a radial compression column to the high-performance liquid chromatographic separation of the enantiomers of some 2-arylpropionic acids as their diastereoisomeric s-(-)-1-(naphthen-1-yl)ethylamines. Journal of chromatography. 1986 Jun; 378(2):409-18. doi: 10.1016/s0378-4347(00)80736-7. [PMID: 3733998]
  • T Yamaguchi, Y Nakamura. Stereoselective disposition of hydratropic acid in rat. Drug metabolism and disposition: the biological fate of chemicals. 1985 Sep; 13(5):614-9. doi: NULL. [PMID: 2865113]