3-Hydroxyphenylacetic acid (BioDeep_00000229587)
Main id: BioDeep_00000001235
human metabolite PANOMIX_OTCML-2023 BioNovoGene_Lab2019 Volatile Flavor Compounds natural product
代谢物信息卡片
化学式: C8H8O3 (152.0473418)
中文名称: 3-羟基苯乙酸
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1=CC(=CC(=C1)O)CC(=O)O
InChI: InChI=1S/C8H8O3/c9-7-3-1-2-6(4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11)
描述信息
A monocarboxylic acid that is phenylacetic acid in which the hydrogen at position 3 on the benzene ring is replaced by a hydroxy group.
COVID info from PDB, Protein Data Bank
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
3-Hydroxyphenylacetic acid is an endogenous metabolite.
同义名列表
数据库引用编号
16 个数据库交叉引用编号
- ChEBI: CHEBI:17445
- KEGG: C05593
- PubChem: 12122
- HMDB: HMDB00440
- ChEMBL: CHEMBL190035
- CAS: 621-37-4
- MetaboLights: MTBLC17445
- PubChem: 7917
- PDB-CCD: 3HP
- 3DMET: B00801
- NIKKAJI: J3.004J
- RefMet: 3-Hydroxyphenylacetic acid
- medchemexpress: HY-W001083
- BioNovoGene_Lab2019: BioNovoGene_Lab2019-515
- KNApSAcK: 17445
- LOTUS: LTS0083216
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)
27 个相关的物种来源信息
- 155619 - Agaricomycetes: LTS0083216
- 5204 - Basidiomycota: LTS0083216
- 5250 - Ceratobasidiaceae: LTS0083216
- 7711 - Chordata: LTS0083216
- 2759 - Eukaryota: LTS0083216
- 4751 - Fungi: LTS0083216
- 3310 - Ginkgo: LTS0083216
- 3311 - Ginkgo biloba: 10.1016/S0731-7085(00)00272-7
- 3311 - Ginkgo biloba: LTS0083216
- 3309 - Ginkgoaceae: LTS0083216
- 29811 - Ginkgoopsida: LTS0083216
- 9604 - Hominidae: LTS0083216
- 9605 - Homo: LTS0083216
- 9606 - Homo sapiens: -
- 9606 - Homo sapiens: 10.1007/S11306-015-0840-5
- 9606 - Homo sapiens: LTS0083216
- 40674 - Mammalia: LTS0083216
- 33208 - Metazoa: LTS0083216
- 456999 - Rhizoctonia solani:
- 456999 - Rhizoctonia solani: LTS0083216
- 35493 - Streptophyta: LTS0083216
- 5238 - Thanatephorus: LTS0083216
- 107832 - Thanatephorus cucumeris: 10.1021/JF60227A009
- 107832 - Thanatephorus cucumeris: 10.1038/200575A0
- 107832 - Thanatephorus cucumeris: LTS0083216
- 58023 - Tracheophyta: LTS0083216
- 33090 - Viridiplantae: LTS0083216
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
- Maritza S Diaz, Susanne U Mertens-Talcott, Stephen T Talcott. Intestinal Microbiome Metabolism of Cranberry (Vaccinium macrocarpon) Proanthocyanidin Dimers, but Not Trimers, Is Altered by Dysbiosis in Ulcerative Colitis Ex Vivo.
Journal of agricultural and food chemistry.
2024 Feb; 72(8):4184-4194. doi:
10.1021/acs.jafc.4c00042
. [PMID: 38350030] - Alicia P Cárdenas-Castro, Víctor M Zamora-Gasga, Emilio Alvarez-Parrilla, Víctor M Ruíz-Valdiviezo, Koen Venema, Sonia G Sáyago-Ayerdi. In vitro gastrointestinal digestion and colonic fermentation of tomato (Solanum lycopersicum L.) and husk tomato (Physalis ixocarpa Brot.): Phenolic compounds released and bioconverted by gut microbiota.
Food chemistry.
2021 Oct; 360(?):130051. doi:
10.1016/j.foodchem.2021.130051
. [PMID: 34020365] - Volha Zabela, Chethan Sampath, Mouhssin Oufir, Veronika Butterweck, Matthias Hamburger. Single dose pharmacokinetics of intravenous 3,4-dihydroxyphenylacetic acid and 3-hydroxyphenylacetic acid in rats.
Fitoterapia.
2020 Apr; 142(?):104526. doi:
10.1016/j.fitote.2020.104526
. [PMID: 32097685] - Xueqing Hu, Jiaying Shen, Xueyan Pu, Ningning Zheng, Zhongping Deng, Zean Zhang, Houkai Li. Urinary Time- or Dose-Dependent Metabolic Biomarkers of Aristolochic Acid-Induced Nephrotoxicity in Rats.
Toxicological sciences : an official journal of the Society of Toxicology.
2017 03; 156(1):123-132. doi:
10.1093/toxsci/kfw244
. [PMID: 28115647] - Xiyue Xiong, Dan Liu, Yichao Wang, Ting Zeng, Ying Peng. Urinary 3-(3-Hydroxyphenyl)-3-hydroxypropionic Acid, 3-Hydroxyphenylacetic Acid, and 3-Hydroxyhippuric Acid Are Elevated in Children with Autism Spectrum Disorders.
BioMed research international.
2016; 2016(?):9485412. doi:
10.1155/2016/9485412
. [PMID: 27123458] - Lee Cheng Phua, Clive H Wilder-Smith, Yee Min Tan, Theebarina Gopalakrishnan, Reuben K Wong, Xinhua Li, Mary E Kan, Jia Lu, Ali Keshavarzian, Eric Chun Yong Chan. Gastrointestinal Symptoms and Altered Intestinal Permeability Induced by Combat Training Are Associated with Distinct Metabotypic Changes.
Journal of proteome research.
2015 Nov; 14(11):4734-42. doi:
10.1021/acs.jproteome.5b00603
. [PMID: 26506213] - Keqin Ou, Paul Sarnoski, Keith R Schneider, Kaijie Song, Christina Khoo, Liwei Gu. Microbial catabolism of procyanidins by human gut microbiota.
Molecular nutrition & food research.
2014 Nov; 58(11):2196-205. doi:
10.1002/mnfr.201400243
. [PMID: 25045165] - A Vlassopoulos, M E J Lean, E Combet. Protein-phenolic interactions and inhibition of glycation - combining a systematic review and experimental models for enhanced physiological relevance.
Food & function.
2014 Oct; 5(10):2646-55. doi:
10.1039/c4fo00568f
. [PMID: 25170687] - Laura Baselga-Escudero, Cinta Blade, Aleix Ribas-Latre, Ester Casanova, Manuel Suárez, Josep Lluís Torres, M Josepa Salvadó, Lluis Arola, Anna Arola-Arnal. Resveratrol and EGCG bind directly and distinctively to miR-33a and miR-122 and modulate divergently their levels in hepatic cells.
Nucleic acids research.
2014 Jan; 42(2):882-92. doi:
10.1093/nar/gkt1011
. [PMID: 24165878] - Susanne M Henning, Piwen Wang, Narine Abgaryan, Roberto Vicinanza, Daniela Moura de Oliveira, Yanjun Zhang, Ru-Po Lee, Catherine L Carpenter, William J Aronson, David Heber. Phenolic acid concentrations in plasma and urine from men consuming green or black tea and potential chemopreventive properties for colon cancer.
Molecular nutrition & food research.
2013 Mar; 57(3):483-93. doi:
10.1002/mnfr.201200646
. [PMID: 23319439] - Peng Zheng, Ying Wang, Liang Chen, Deyu Yang, Huaqing Meng, Dezhi Zhou, Jiaju Zhong, Yang Lei, N D Melgiri, Peng Xie. Identification and validation of urinary metabolite biomarkers for major depressive disorder.
Molecular & cellular proteomics : MCP.
2013 Jan; 12(1):207-14. doi:
10.1074/mcp.m112.021816
. [PMID: 23111923] - Doris M Jacobs, Laura Spiesser, Maxime Garnier, Niels de Roo, Ferdi van Dorsten, Boudewijn Hollebrands, Ewoud van Velzen, Richard Draijer, John van Duynhoven. SPE-NMR metabolite sub-profiling of urine.
Analytical and bioanalytical chemistry.
2012 Nov; 404(8):2349-61. doi:
10.1007/s00216-012-6339-2
. [PMID: 22932811] - Doris M Jacobs, Jens C Fuhrmann, Ferdinand A van Dorsten, Dietrich Rein, Sonja Peters, Ewoud J J van Velzen, Boudewijn Hollebrands, Richard Draijer, John van Duynhoven, Ursula Garczarek. Impact of short-term intake of red wine and grape polyphenol extract on the human metabolome.
Journal of agricultural and food chemistry.
2012 Mar; 60(12):3078-85. doi:
10.1021/jf2044247
. [PMID: 22372405] - Özgül İnceoğlu, Joana Falcão Salles, Jan Dirk van Elsas. Soil and cultivar type shape the bacterial community in the potato rhizosphere.
Microbial ecology.
2012 Feb; 63(2):460-70. doi:
10.1007/s00248-011-9930-8
. [PMID: 21898103] - Maja Jakesevic, Kjersti Aaby, Grethe-Iren A Borge, Bengt Jeppsson, Siv Ahrné, Göran Molin. Antioxidative protection of dietary bilberry, chokeberry and Lactobacillus plantarum HEAL19 in mice subjected to intestinal oxidative stress by ischemia-reperfusion.
BMC complementary and alternative medicine.
2011 Jan; 11(?):8. doi:
10.1186/1472-6882-11-8
. [PMID: 21272305] - Qiang Gao, Kai Jin, Sheng-Hua Ying, Yongjun Zhang, Guohua Xiao, Yanfang Shang, Zhibing Duan, Xiao Hu, Xue-Qin Xie, Gang Zhou, Guoxiong Peng, Zhibing Luo, Wei Huang, Bing Wang, Weiguo Fang, Sibao Wang, Yi Zhong, Li-Jun Ma, Raymond J St Leger, Guo-Ping Zhao, Yan Pei, Ming-Guang Feng, Yuxian Xia, Chengshu Wang. Genome sequencing and comparative transcriptomics of the model entomopathogenic fungi Metarhizium anisopliae and M. acridum.
PLoS genetics.
2011 Jan; 7(1):e1001264. doi:
10.1371/journal.pgen.1001264
. [PMID: 21253567] - Le-Le Hu, Chen Chen, Tao Huang, Yu-Dong Cai, Kuo-Chen Chou. Predicting biological functions of compounds based on chemical-chemical interactions.
PloS one.
2011; 6(12):e29491. doi:
10.1371/journal.pone.0029491
. [PMID: 22220213] - Chris I R Gill, Gordon J McDougall, Sheila Glidewell, Derek Stewart, Qing Shen, Kieran Tuohy, Aine Dobbin, Adele Boyd, Emma Brown, Sumanto Haldar, Ian R Rowland. Profiling of phenols in human fecal water after raspberry supplementation.
Journal of agricultural and food chemistry.
2010 Oct; 58(19):10389-95. doi:
10.1021/jf1017143
. [PMID: 20809621] - Constance Bock, Waldemar Ternes. The phenolic acids from bacterial degradation of the mangiferin aglycone are quantified in the feces of pigs after oral ingestion of an extract of Cyclopia genistoides (honeybush tea).
Nutrition research (New York, N.Y.).
2010 May; 30(5):348-57. doi:
10.1016/j.nutres.2010.05.005
. [PMID: 20579527] - Ronald L Prior, Theodore R Rogers, Ramesh C Khanal, Samuel E Wilkes, Xianli Wu, Luke R Howard. Urinary excretion of phenolic acids in rats fed cranberry.
Journal of agricultural and food chemistry.
2010 Apr; 58(7):3940-9. doi:
10.1021/jf9028392
. [PMID: 20052972] - Raika Koli, Iris Erlund, Antti Jula, Jukka Marniemi, Pirjo Mattila, Georg Alfthan. Bioavailability of various polyphenols from a diet containing moderate amounts of berries.
Journal of agricultural and food chemistry.
2010 Apr; 58(7):3927-32. doi:
10.1021/jf9024823
. [PMID: 20073463] - Sonia de Pascual-Teresa, Diego A Moreno, Cristina García-Viguera. Flavanols and anthocyanins in cardiovascular health: a review of current evidence.
International journal of molecular sciences.
2010 Apr; 11(4):1679-703. doi:
10.3390/ijms11041679
. [PMID: 20480037] - Hanne Winning, Eduvigis Roldán-Marín, Lars O Dragsted, Nanna Viereck, Morten Poulsen, Concepción Sánchez-Moreno, M Pilar Cano, Søren B Engelsen. An exploratory NMR nutri-metabonomic investigation reveals dimethyl sulfone as a dietary biomarker for onion intake.
The Analyst.
2009 Nov; 134(11):2344-51. doi:
10.1039/b918259d
. [PMID: 19838425] - Suri Roowi, William Mullen, Christine A Edwards, Alan Crozier. Yoghurt impacts on the excretion of phenolic acids derived from colonic breakdown of orange juice flavanones in humans.
Molecular nutrition & food research.
2009 May; 53 Suppl 1(?):S68-75. doi:
10.1002/mnfr.200800287
. [PMID: 19415668] - Maaike M Appeldoorn, Jean-Paul Vincken, Anna-Marja Aura, Peter C H Hollman, Harry Gruppen. Procyanidin dimers are metabolized by human microbiota with 2-(3,4-dihydroxyphenyl)acetic acid and 5-(3,4-dihydroxyphenyl)-gamma-valerolactone as the major metabolites.
Journal of agricultural and food chemistry.
2009 Feb; 57(3):1084-92. doi:
10.1021/jf803059z
. [PMID: 19191673] - William Mullen, Jean-Max Rouanet, Cyril Auger, Pierre-Louis Teissèdre, Stuart T Caldwell, Richard C Hartley, Micheal E J Lean, Christine A Edwards, Alan Crozier. Bioavailability of [2-(14)C]quercetin-4'-glucoside in rats.
Journal of agricultural and food chemistry.
2008 Dec; 56(24):12127-37. doi:
10.1021/jf802754s
. [PMID: 19053221] - Chooi Yeng Lee, Si Mui Sim, Hwee Ming Cheng. Phenylacetic acids were detected in the plasma and urine of rats administered with low-dose mulberry leaf extract.
Nutrition research (New York, N.Y.).
2008 Aug; 28(8):555-63. doi:
10.1016/j.nutres.2008.05.001
. [PMID: 19083460] - Hanna-Leena Alakomi, Riitta Puupponen-Pimiä, Anna-Marja Aura, Ilkka M Helander, Liisa Nohynek, Kirsi-Marja Oksman-Caldentey, Maria Saarela. Weakening of salmonella with selected microbial metabolites of berry-derived phenolic compounds and organic acids.
Journal of agricultural and food chemistry.
2007 May; 55(10):3905-12. doi:
10.1021/jf070190y
. [PMID: 17439151] - Indu B Jaganath, William Mullen, Christine A Edwards, Alan Crozier. The relative contribution of the small and large intestine to the absorption and metabolism of rutin in man.
Free radical research.
2006 Oct; 40(10):1035-46. doi:
10.1080/10715760600771400
. [PMID: 17015248] - Pernilla C Karlsson, Ulrika Huss, Andrew Jenner, Barry Halliwell, Lars Bohlin, Joseph J Rafter. Human fecal water inhibits COX-2 in colonic HT-29 cells: role of phenolic compounds.
The Journal of nutrition.
2005 Oct; 135(10):2343-9. doi:
10.1093/jn/135.10.2343
. [PMID: 16177193] - Andrew M Jenner, Joseph Rafter, Barry Halliwell. Human fecal water content of phenolics: the extent of colonic exposure to aromatic compounds.
Free radical biology & medicine.
2005 Mar; 38(6):763-72. doi:
10.1016/j.freeradbiomed.2004.11.020
. [PMID: 15721987] - Yutaka Konishi. Transepithelial transport of microbial metabolites of quercetin in intestinal Caco-2 cell monolayers.
Journal of agricultural and food chemistry.
2005 Feb; 53(3):601-7. doi:
10.1021/jf048662l
. [PMID: 15686408] - Natalie C Ward, Kevin D Croft, Ian B Puddey, Jonathan M Hodgson. Supplementation with grape seed polyphenols results in increased urinary excretion of 3-hydroxyphenylpropionic Acid, an important metabolite of proanthocyanidins in humans.
Journal of agricultural and food chemistry.
2004 Aug; 52(17):5545-9. doi:
10.1021/jf049404r
. [PMID: 15315398] - Andreas R Rechner, Martin A Smith, Gunter Kuhnle, Glenn R Gibson, Edward S Debnam, S Kaila S Srai, Kevin P Moore, Catherine A Rice-Evans. Colonic metabolism of dietary polyphenols: influence of structure on microbial fermentation products.
Free radical biology & medicine.
2004 Jan; 36(2):212-25. doi:
10.1016/j.freeradbiomed.2003.09.022
. [PMID: 14744633] - Weibin Ruan, Mohan Liu, Bin Huang, Fei Yan, Jingguo Wang, Yubao Gao. [Allelopathic effect of p- and m-hydroxy-phenylacetic acid on soybean (Glycine max L.) germination].
Ying yong sheng tai xue bao = The journal of applied ecology.
2003 May; 14(5):785-8. doi:
"
. [PMID: 12924141] - A-M Aura, K A O'Leary, G Williamson, M Ojala, M Bailey, R Puupponen-Pimiä, A M Nuutila, K-M Oksman-Caldentey, K Poutanen. Quercetin derivatives are deconjugated and converted to hydroxyphenylacetic acids but not methylated by human fecal flora in vitro.
Journal of agricultural and food chemistry.
2002 Mar; 50(6):1725-30. doi:
10.1021/jf0108056
. [PMID: 11879065] - M Gross, M Pfeiffer, M Martini, D Campbell, J Slavin, J Potter. The quantitation of metabolites of quercetin flavonols in human urine.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology.
1996 Sep; 5(9):711-20. doi:
NULL
. [PMID: 8877063] - P G Pietta, C Gardana, P L Mauri, R Maffei-Facino, M Carini. Identification of flavonoid metabolites after oral administration to rats of a Ginkgo biloba extract.
Journal of chromatography. B, Biomedical applications.
1995 Nov; 673(1):75-80. doi:
10.1016/0378-4347(95)00252-e
. [PMID: 8925077] - B A Davis, D A Durden, R L O'Reilly. The effect of age, sex, weight and height on the plasma concentrations in healthy subjects of the acidic metabolites of some biogenic monoamines involved in psychiatric and neurological disorders.
Progress in neuro-psychopharmacology & biological psychiatry.
1991; 15(4):503-12. doi:
10.1016/0278-5846(91)90025-v
. [PMID: 1721230] - M Yoshikawa, H Endo, K Komatsu, Y Sugawara, O Takaiti. Metabolism of a new orally active dopamine prodrug, N-(N-acetyl-L-methionyl)-O,O-bis(ethoxycarbonyl)dopamine (TA-870) and dopamine after oral administration to rats and dogs.
Journal of pharmacobio-dynamics.
1990 Apr; 13(4):246-53. doi:
10.1248/bpb1978.13.246
. [PMID: 2384858] - M Yamaguchi, R Matsunaga, K Fukuda, M Nakamura. Determination of free and total phenylacetic and p- and m-hydroxyphenylacetic acids in human urine by liquid chromatography with fluorimetric detection.
Journal of chromatography.
1987 Mar; 414(2):275-84. doi:
10.1016/0378-4347(87)80053-1
. [PMID: 3571397] - J A Hoskins, A M Greenway. The metabolism of L-m-tyrosine: the use of a putative precursor to investigate the increased production of m-hydroxymandelic acid in phenylketonuria.
Clinica chimica acta; international journal of clinical chemistry.
1983 Jun; 130(3):329-38. doi:
10.1016/0009-8981(83)90307-8
. [PMID: 6872265] - P H Yu, R C Bowen, B A Davis, A A Boulton. Platelet monoamine oxidase activity and trace acid levels in plasma of agoraphobic patients.
Acta psychiatrica Scandinavica.
1983 Mar; 67(3):188-94. doi:
10.1111/j.1600-0447.1983.tb00340.x
. [PMID: 6858713] - B A Davis, P H Yu, A A Boulton, J S Wormith, D Addington. Correlative relationship between biochemical activity and aggressive behaviour.
Progress in neuro-psychopharmacology & biological psychiatry.
1983; 7(4-6):529-35. doi:
10.1016/0278-5846(83)90021-0
. [PMID: 6686691] - P H Yu, R C Bowen, B A Davis, A A Boulton. A study of the catabolism of trace amines in mentally disordered individuals with particular reference to agoraphobic patients with panic attacks.
Progress in neuro-psychopharmacology & biological psychiatry.
1983; 7(4-6):611-5. doi:
10.1016/0278-5846(83)90033-7
. [PMID: 6686698] - C T Dourish, B A Davis, L E Dyck, R S Jones, A A Boulton. Alterations in trace amine and trace acid concentrations in isolated aggressive mice.
Pharmacology, biochemistry, and behavior.
1982 Dec; 17(6):1291-4. doi:
10.1016/0091-3057(82)90137-x
. [PMID: 6891793] - B A Davis, D A Durden, A A Boulton. Plasma concentrations of p- and m-hydroxyphenylacetic acid and phenylacetic acid in humans: gas chromatographic--high-resolution mass spectrometric analysis.
Journal of chromatography.
1982 Jul; 230(2):219-30. doi:
10.1016/s0378-4347(00)80473-9
. [PMID: 7107773] - B A Davis, P H Yu, K Carlson, K O'Sullivan, A A Boulton. Plasma levels of phenylacetic acid, m- and p-hydroxyphenylacetic acid, and platelet monoamine oxidase activity in schizophrenic and other patients.
Psychiatry research.
1982 Feb; 6(1):97-105. doi:
10.1016/0165-1781(82)90042-7
. [PMID: 6120530] - B A Davis, A A Boulton. Longitudinal urinary excretion of some "trace" acids in a human male.
Journal of chromatography.
1981 Feb; 222(2):161-9. doi:
10.1016/s0378-4347(00)81049-x
. [PMID: 7251734]