D-Phenyllactic acid (BioDeep_00000017794)

 

Secondary id: BioDeep_00000229628, BioDeep_00001868918

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


(R)-alpha-Hydroxy-3-phenylpropionic acid

化学式: C9H10O3 (166.062991)
中文名称: α-羟基苯丙酸, D-苯基乳酸, 3-苯基乳酸, DL-3-苯基-2-羟丙酸, L-(-)-3-苯乳酸
谱图信息: 最多检出来源 Viridiplantae(plant) 62.14%

Reviewed

Last reviewed on 2024-07-04.

Cite this Page

D-Phenyllactic acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/d-phenyllactic_acid (retrieved 2024-09-18) (BioDeep RN: BioDeep_00000017794). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C1=CC=C(C=C1)CC(C(=O)O)O
InChI: InChI=1S/C9H10O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)

描述信息

Phenyllactic acid is a product of phenylalanine catabolism. An elevated level of phenyllactic acid is found in body fluids of patients with or phenylketonuria.

(+)-3-Phenyllactic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=7326-19-4 (retrieved 2024-07-04) (CAS RN: 7326-19-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
(S)-2-Hydroxy-3-phenylpropanoic acid is a product of phenylalanine catabolism. An elevated level of phenyllactic acid is found in body fluids of patients with or phenylketonuria.
D-?(+)?-?Phenyllactic acid is an anti-bacterial agent, excreted by Geotrichum candidum, inhibits a range of Gram-positive from humans and foodstuffs and Gram-negative bacteria found in humans[1].
DL-3-Phenyllactic acid is a broad-spectrum antimicrobial compound.
DL-3-Phenyllactic acid is a broad-spectrum antimicrobial compound.

同义名列表

77 个代谢物同义名

(R)-alpha-Hydroxy-3-phenylpropionic acid; ALPHA-HYDROXY-BETA-phenyl-propionIC ACID; (R)-alpha-Hydroxy-benzenepropanoic acid; delta-2-Hydroxy-3-phenylpropionic acid; (2R)-2-Hydroxy-2-phenylpropionic acid; (2S)-2-hydroxy-3-phenylpropanoic acid; (2R)-2-Hydroxy-2-phenylpropanoic acid; (2R)-2-hydroxy-3-phenylpropanoic acid; alpha-HYDROXY-beta-phenyl-propionate; (R)-alpha-Hydroxy-3-phenylpropionate; (+)-2-Hydroxy-3-phenylpropionic acid; (R)-2-Hydroxy-2-phenylpropionic acid; (R)-2-Phenyl-2-hydroxypropanoic acid; (R)-a-Hydroxy-3-phenylpropionic acid; (R)-alpha-Hydroxy-benzenepropanoate; (R)-a-Hydroxy-benzenepropanoic acid; D-2-Hydroxy-3-phenylpropionic acid; delta-2-Hydroxy-3-phenylpropionate; Α-hydroxy-β-phenyl-propionic acid; a-HYDROXY-b-phenyl-propionic acid; (2R)-2-Hydroxy-2-phenylpropionate; (2R)-2-Hydroxy-2-phenylpropanoate; (+)-2-Hydroxy-3-phenylpropionate; (R)-2-Hydroxy-2-phenylpropionate; (R)-2-Phenyl-2-hydroxypropanoate; (R)-a-Hydroxy-3-phenylpropionate; (R)-a-Hydroxy-benzenepropanoate; D-2-Hydroxy-3-phenylpropionate; a-HYDROXY-b-phenyl-propionate; beta-Phenyl-delta-lactic acid; Α-hydroxy-β-phenyl-propionate; delta-beta-Phenyllactic acid; (+)-beta-Phenyllactic acid; (R)-beta-Phenyllactic acid; beta-Phenyl-delta-lactate; delta-3-Phenyllactic acid; L-(-)-3-Phenyllactic acid; L-beta-Phenyllactic acid; (R)-3-Phenyl-lactic acid; delta-beta-Phenyllactate; delta-Phenyllactic acid; (+)-b-Phenyllactic acid; (R)-3-Phenyllactic acid; (R)-b-Phenyllactic acid; (+)-3-Phenyllactic acid; (R)-beta-Phenyllactate; (+)-beta-Phenyllactate; b-Phenyl-D-lactic acid; DL-3-Phenyllactic acid; L-(-)-3-Phenyllactate; (R)-Phenyllactic acid; L-Β-phenyllactic acid; L-3-Phenyllactic acid; delta-3-Phenyllactate; D-b-Phenyllactic acid; L-b-Phenyllactic acid; D-3-phenyllactic acid; (R)-3-Phenyl-lactate; L-beta-Phenyllactate; (R)-3-Phenyllactate; delta-Phenyllactate; (R)-b-Phenyllactate; (S)-3-Phenyllactate; (+)-3-Phenyllactate; 3-phenyllactic acid; (+)-b-Phenyllactate; D-Phenyllactic acid; b-Phenyl-D-lactate; D-3-Phenyllactate; L-b-Phenyllactate; D-b-Phenyllactate; L-3-Phenyllactate; L-Β-phenyllactate; (R)-Phenyllactate; D-Phenyllactate; (S)-2-Hydroxy-3-phenylpropanoic acid; D-?(+)?-?Phenyllactic acid



数据库引用编号

23 个数据库交叉引用编号

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)

19 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

  • Moeun Lee, Daun Kim, Ji Yoon Chang. Metabolites of Kimchi Lactic Acid Bacteria, Indole-3-Lactic Acid, Phenyllactic Acid, and Leucic Acid, Inhibit Obesity-Related Inflammation in Human Mesenchymal Stem Cells. Journal of microbiology and biotechnology. 2023 Oct; 34(3):1-8. doi: 10.4014/jmb.2308.08015. [PMID: 37940180]
  • Rina Su, Wencan Ke, Jie Bai, Musen Wang, Samaila Usman, Dongmei Xie, Dongmei Xu, Mengyan Chen, Xusheng Guo. Comprehensive profiling of the metabolome in corn silage inoculated with or without Lactiplantibacillus plantarum using different untargeted metabolomics analyses. Archives of animal nutrition. 2023 Sep; ?(?):1-19. doi: 10.1080/1745039x.2023.2247824. [PMID: 37726873]
  • L Escrivá, L Manyes, P Vila-Donat, G Font, G Meca, M Lozano. Bioaccessibility and bioavailability of bioactive compounds from yellow mustard flour and milk whey fermented with lactic acid bacteria. Food & function. 2021 Nov; 12(22):11250-11261. doi: 10.1039/d1fo02059e. [PMID: 34708849]
  • Prashanth Srinivasan, Christina D Smolke. Biosynthesis of medicinal tropane alkaloids in yeast. Nature. 2020 09; 585(7826):614-619. doi: 10.1038/s41586-020-2650-9. [PMID: 32879484]
  • Nurhayat Tabanca, Marco Masi, Nancy D Epsky, Paola Nocera, Alessio Cimmino, Paul E Kendra, Jerome Niogret, Antonio Evidente. Laboratory Evaluation of Natural and Synthetic Aromatic Compounds as Potential Attractants for Male Mediterranean fruit Fly, Ceratitis capitata. Molecules (Basel, Switzerland). 2019 Jun; 24(13):. doi: 10.3390/molecules24132409. [PMID: 31261896]
  • Anna Peters, Petra Krumbholz, Elisabeth Jäger, Anna Heintz-Buschart, Mehmet Volkan Çakir, Sven Rothemund, Alexander Gaudl, Uta Ceglarek, Torsten Schöneberg, Claudia Stäubert. Metabolites of lactic acid bacteria present in fermented foods are highly potent agonists of human hydroxycarboxylic acid receptor 3. PLoS genetics. 2019 05; 15(5):e1008145. doi: 10.1371/journal.pgen.1008145. [PMID: 31120900]
  • Jessie Bong, Kerry M Loomes, Bin Lin, Jonathan M Stephens. New approach: Chemical and fluorescence profiling of NZ honeys. Food chemistry. 2018 Nov; 267(?):355-367. doi: 10.1016/j.foodchem.2017.07.065. [PMID: 29934178]
  • Magali Palau-Rodriguez, Sara Tulipani, Anna Marco-Ramell, Antonio Miñarro, Olga Jauregui, Raul Gonzalez-Dominguez, Alex Sanchez-Pla, Bruno Ramos-Molina, Francisco J Tinahones, Cristina Andres-Lacueva. Characterization of Metabolomic Profile Associated with Metabolic Improvement after Bariatric Surgery in Subjects with Morbid Obesity. Journal of proteome research. 2018 08; 17(8):2704-2714. doi: 10.1021/acs.jproteome.8b00144. [PMID: 29893570]
  • Mattia Quattrini, Cristian Bernardi, Milda Stuknytė, Fabio Masotti, Alessandro Passera, Giovanni Ricci, Lisa Vallone, Ivano De Noni, Milena Brasca, Maria Grazia Fortina. Functional characterization of Lactobacillus plantarum ITEM 17215: A potential biocontrol agent of fungi with plant growth promoting traits, able to enhance the nutritional value of cereal products. Food research international (Ottawa, Ont.). 2018 04; 106(?):936-944. doi: 10.1016/j.foodres.2018.01.074. [PMID: 29580007]
  • Amila A Dissanayake, Baram A H Ameen, Muraleedharan G Nair. Lipid Peroxidation and Cyclooxygenase Enzyme Inhibitory Compounds from Prangos haussknechtii. Journal of natural products. 2017 09; 80(9):2472-2477. doi: 10.1021/acs.jnatprod.7b00322. [PMID: 28885836]
  • Linda H Münger, Alessia Trimigno, Gianfranco Picone, Carola Freiburghaus, Grégory Pimentel, Kathryn J Burton, François P Pralong, Nathalie Vionnet, Francesco Capozzi, René Badertscher, Guy Vergères. Identification of Urinary Food Intake Biomarkers for Milk, Cheese, and Soy-Based Drink by Untargeted GC-MS and NMR in Healthy Humans. Journal of proteome research. 2017 09; 16(9):3321-3335. doi: 10.1021/acs.jproteome.7b00319. [PMID: 28753012]
  • Soma Barman, Ranjan Ghosh, Shreya Sengupta, Narayan C Mandal. Longterm storage of post-packaged bread by controlling spoilage pathogens using Lactobacillus fermentum C14 isolated from homemade curd. PloS one. 2017; 12(8):e0184020. doi: 10.1371/journal.pone.0184020. [PMID: 28859156]
  • Soundharrajan Ilavenil, Da Hye Kim, Mariadhas Valan Arasu, Srisesharam Srigopalram, Ravikumar Sivanesan, Ki Choon Choi. Phenyllactic Acid from Lactobacillus plantarum PromotesAdipogenic Activity in 3T3-L1 Adipocyte via Up-Regulationof PPAR-γ2. Molecules (Basel, Switzerland). 2015 Aug; 20(8):15359-73. doi: 10.3390/molecules200815359. [PMID: 26305241]
  • Claudia Axel, Bettina Röcker, Brid Brosnan, Emanuele Zannini, Ambrose Furey, Aidan Coffey, Elke K Arendt. Application of Lactobacillus amylovorus DSM19280 in gluten-free sourdough bread to improve the microbial shelf life. Food microbiology. 2015 May; 47(?):36-44. doi: 10.1016/j.fm.2014.10.005. [PMID: 25583336]
  • M Lakshmi Prasuna, Md Mujahid, Ch Sasikala, Ch V Ramana. L-Phenylalanine catabolism and L-phenyllactic acid production by a phototrophic bacterium, Rubrivivax benzoatilyticus JA2. Microbiological research. 2012 Oct; 167(9):526-31. doi: 10.1016/j.micres.2012.03.001. [PMID: 22494897]
  • Soumen K Manna, Andrew D Patterson, Qian Yang, Kristopher W Krausz, Jeffrey R Idle, Albert J Fornace, Frank J Gonzalez. UPLC-MS-based urine metabolomics reveals indole-3-lactic acid and phenyllactic acid as conserved biomarkers for alcohol-induced liver disease in the Ppara-null mouse model. Journal of proteome research. 2011 Sep; 10(9):4120-33. doi: 10.1021/pr200310s. [PMID: 21749142]
  • Dora Ndagano, Thibaut Lamoureux, Carine Dortu, Sophie Vandermoten, Philippe Thonart. Antifungal activity of 2 lactic acid bacteria of the Weissella genus isolated from food. Journal of food science. 2011 Aug; 76(6):M305-11. doi: 10.1111/j.1750-3841.2011.02257.x. [PMID: 21729073]
  • Su Yang Jeong, Do Youn Jun, Young Ho Kim, Byung-Sun Min, Bo Kyung Min, Mi Hee Woo. Monoterpenoids from the aerial parts of Aruncus dioicus var. kamtschaticus and their antioxidant and cytotoxic activities. Bioorganic & medicinal chemistry letters. 2011 Jun; 21(11):3252-6. doi: 10.1016/j.bmcl.2011.04.043. [PMID: 21546250]
  • Danilo Christen, Manuel Tharin, Sandrine Perrin-Cherioux, Eliane Abou-Mansour, Raphaël Tabacchi, Geneviève Défago. Transformation of Eutypa dieback and esca disease pathogen toxins by antagonistic fungal strains reveals a second detoxification pathway not present in Vitis vinifera. Journal of agricultural and food chemistry. 2005 Sep; 53(18):7043-51. doi: 10.1021/jf050863h. [PMID: 16131109]
  • M M Finney, D A Danehower, J D Burton. Gas chromatographic method for the analysis of allelopathic natural products in rye (Secale cereale L.). Journal of chromatography. A. 2005 Feb; 1066(1-2):249-53. doi: 10.1016/j.chroma.2005.01.050. [PMID: 15794579]
  • T Tamura, Y Oki, A Yoshida, T Kuriyama, H Kawakami, H Inoue, K Inagaki, H Tanaka. Noncompetitive, reversible inhibition of aminoacylase-1 by a series of L-alpha-hydroxyl and L-alpha-fluoro fatty acids: ligand specificity of aspergillus oryzae and porcine kidney enzymes. Archives of biochemistry and biophysics. 2000 Jul; 379(2):261-6. doi: 10.1006/abbi.2000.1869. [PMID: 10898943]
  • A T Wyse, M Wajner, A Brusque, C M Wannmacher. Alanine reverses the inhibitory effect of phenylalanine and its metabolites on Na+,K(+)-ATPase in synaptic plasma membranes from cerebral cortex of rats. Biochemical Society transactions. 1995 May; 23(2):227S. doi: 10.1042/bst023227s. [PMID: 7672247]
  • G Q Mo, X M Zhang, W B Cheng, D Li, X Y Yang. [Determination of beta-phenyllactic acid in rat plasma by derivatization capillary gas chromatography (DCGC)]. Yao xue xue bao = Acta pharmaceutica Sinica. 1995; 30(1):70-3. doi: NULL. [PMID: 7660790]
  • L Zhu, Y D Shao, J Y Wang, D L Lin, C L Gu, Y H Li, J G Gu, H J Dai, J C Dong, F Xue. [Effect of beta-phenyl lactic acid on platelet aggregation, thrombosis, and plasma cAMP content]. Zhongguo yao li xue bao = Acta pharmacologica Sinica. 1988 May; 9(3):249-51. doi: NULL. [PMID: 2850712]
  • L J Spaapen, D Ketting, S K Wadman, L Bruinvis, M Duran. Urinary D-4-hydroxyphenyllactate, D-phenyllactate and D-2-hydroxyisocaproate, abnormalities of bacterial origin. Journal of inherited metabolic disease. 1987; 10(4):383-90. doi: 10.1007/bf01799981. [PMID: 3126358]
  • L Zhu, Y D Shao, H J Dai, J C Dong, F Xue. [Effects of sodium beta-3,4-dihydroxyphenyl lactate and beta-phenyl lactic acid on prostacycline and thromboxane A2 contents in the plasma of rabbits after coronary artery occlusion]. Zhongguo yao li xue bao = Acta pharmacologica Sinica. 1986 Nov; 7(6):533-6. doi: . [PMID: 2955643]
  • K J Hsiao, S H Hung, S J Wu, S F Yeh. Gas chromatographic analysis of abnormal urinary organic acids in phenylketonuria. Taiwan yi xue hui za zhi. Journal of the Formosan Medical Association. 1985 Nov; 84(11):1240-50. doi: NULL. [PMID: 3868699]
  • K Michals, R Matalon. Phenylalanine metabolites, attention span and hyperactivity. The American journal of clinical nutrition. 1985 Aug; 42(2):361-5. doi: 10.1093/ajcn/42.2.361. [PMID: 4025205]
  • J C Shih, C C Lien, R D Malcolm. An in vivo function of glucagon-induced phenylalanine: pyruvate transaminase in p-chlorophenylalanine-treated rats. Archives of biochemistry and biophysics. 1982 Apr; 215(1):66-71. doi: 10.1016/0003-9861(82)90279-x. [PMID: 6212025]
  • V U Collier, D O Butler, W E Mitch. Metabolic effects of L-phenyllactate in perfused kidney, liver, and muscle. The American journal of physiology. 1980 May; 238(5):E450-7. doi: 10.1152/ajpendo.1980.238.5.e450. [PMID: 7377342]
  • C M WILLIAMS, G E DORIN, M GREER. DETERMINATION OF BETA-PHENYLLACTIC ACID BY GAS CHROMATOGRAPHY. Analytical biochemistry. 1963 Nov; 6(?):468-71. doi: 10.1016/0003-2697(63)90099-x. [PMID: 14077640]