paraxanthine (BioDeep_00000399901)
Main id: BioDeep_00000001123
Secondary id: BioDeep_00000229699
natural product PANOMIX_OTCML-2023 BioNovoGene_Lab2019
代谢物信息卡片
化学式: C7H8N4O2 (180.0647228)
中文名称: 1,7-二甲基黄嘌呤
谱图信息:
最多检出来源 Viridiplantae(plant) 0.1%
分子结构信息
SMILES: CN1C=NC2=C1C(=O)N(C(=O)N2)C
InChI: InChI=1S/C7H8N4O2/c1-10-3-8-5-4(10)6(12)11(2)7(13)9-5/h3H,1-2H3,(H,9,13)
描述信息
A dimethylxanthine having the two methyl groups located at positions 1 and 7. It is a metabolite of caffeine and theobromine in animals.
MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; QUNWUDVFRNGTCO-UHFFFAOYSA-N_STSL_0243_Paraxanthine_1000fmol_190413_S2_LC02MS02_060; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I.
MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I.
Paraxanthine, a caffeine metabolite, provides protection against Dopaminergic cell death via stimulation of Ryanodine Receptor Channels.
同义名列表
2 个代谢物同义名
数据库引用编号
50 个数据库交叉引用编号
- ChEBI: CHEBI:25858
- KEGG: C13747
- KEGGdrug: D94772
- PubChem: 4687
- ChEMBL: CHEMBL1158
- KNApSAcK: C00039930
- CAS: 611-59-6
- MoNA: CCMSLIB00005464250
- MoNA: CCMSLIB00005720382
- MoNA: MoNA038515
- MoNA: MoNA037812
- MoNA: MoNA037109
- MoNA: MoNA035919
- MoNA: MoNA035918
- MoNA: MoNA035916
- MoNA: MoNA033879
- MoNA: MoNA033878
- MoNA: MoNA033877
- MoNA: MoNA031971
- MoNA: MoNA031969
- MoNA: MoNA031966
- MoNA: MoNA024160
- MoNA: EMBL-MCF_spec109145
- MoNA: EMBL-MCF_spec36437
- MoNA: EMBL-MCF_spec36427
- MoNA: MoNA016777
- MoNA: MoNA010746
- MoNA: MoNA010745
- MoNA: MoNA010744
- MoNA: MoNA010743
- MoNA: MoNA010742
- MoNA: MoNA010741
- MoNA: CCMSLIB00004679242
- MoNA: MoNA001745
- MoNA: MoNA001743
- MoNA: MoNA001742
- MoNA: HMDB0001860_ms_ms_1737
- MoNA: HMDB0001860_ms_ms_1736
- MoNA: HMDB0001860_ms_ms_1735
- MoNA: PT210300
- MoNA: PT110300
- MoNA: CCMSLIB00000578170
- MoNA: CCMSLIB00000577936
- MetaboLights: MTBLC25858
- PubChem: 586336
- 3DMET: B04575
- NIKKAJI: J2.991B
- RefMet: Paraxanthine
- medchemexpress: HY-W016498
- BioNovoGene_Lab2019: BioNovoGene_Lab2019-121
分类词条
相关代谢途径
Reactome(6)
BioCyc(2)
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)
4 个相关的物种来源信息
- 7461 - Apis cerana: 10.1371/JOURNAL.PONE.0175573
- 37334 - Citrus maxima: 10.1016/S0031-9422(99)00119-3
- 392618 - Cunila: 10.1007/S00299-018-2303-8
- 10090 - Mus musculus: 10.1152/JAPPL.2000.89.6.2312
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
- Gaëlle Magliocco, Jules Desmeules, Caroline Flora Samer, Aurélien Thomas, Youssef Daali. Evaluation of CYP1A2 activity: Relationship between the endogenous urinary 6-hydroxymelatonin to melatonin ratio and paraxanthine to caffeine ratio in dried blood spots.
Clinical and translational science.
2022 06; 15(6):1482-1491. doi:
10.1111/cts.13263
. [PMID: 35338582] - Ralf Jäger, Martin Purpura, Shawn D Wells, Kylin Liao, Ashok Godavarthi. Paraxanthine Supplementation Increases Muscle Mass, Strength, and Endurance in Mice.
Nutrients.
2022 Feb; 14(4):. doi:
10.3390/nu14040893
. [PMID: 35215543] - Kristen J Polinski, Alexandra Purdue-Smithe, Sonia L Robinson, Sifang Kathy Zhao, Karen C Schliep, Robert M Silver, Weihua Guan, Enrique F Schisterman, Sunni L Mumford, Edwina H Yeung. Maternal caffeine intake and DNA methylation in newborn cord blood.
The American journal of clinical nutrition.
2022 02; 115(2):482-491. doi:
10.1093/ajcn/nqab348
. [PMID: 34669932] - Dusan Petrovic, Menno Pruijm, Belén Ponte, Nasser A Dhayat, Daniel Ackermann, Georg Ehret, Nicolas Ansermot, Bruno Vogt, Pierre-Yves Martin, Silvia Stringhini, Sandrine Estoppey-Younès, Lutgarde Thijs, Zhenyu Zhang, Jesus D Melgarejo, Chin B Eap, Jan A Staessen, Murielle Bochud, Idris Guessous. Investigating the Relations Between Caffeine-Derived Metabolites and Plasma Lipids in 2 Population-Based Studies.
Mayo Clinic proceedings.
2021 12; 96(12):3071-3085. doi:
10.1016/j.mayocp.2021.05.030
. [PMID: 34579945] - Martin Kertys, Nela Žideková, Kristián Pršo, Katarína Maráková, Katarína Kmeťová, Juraj Mokrý. Simultaneous determination of caffeine and its metabolites in rat plasma by UHPLC-MS/MS.
Journal of separation science.
2021 Dec; 44(23):4274-4283. doi:
10.1002/jssc.202100604
. [PMID: 34626085] - Bassam Lajin, Natascha Schweighofer, Walter Goessler, Barbara Obermayer-Pietsch. The determination of the Paraxanthine/Caffeine ratio as a metabolic biomarker for CYP1A2 activity in various human matrices by UHPLC-ESIMS/MS.
Talanta.
2021 Nov; 234(?):122658. doi:
10.1016/j.talanta.2021.122658
. [PMID: 34364467] - Ching Thai, Bola Tayo, David Critchley. A Phase 1 Open-Label, Fixed-Sequence Pharmacokinetic Drug Interaction Trial to Investigate the Effect of Cannabidiol on the CYP1A2 Probe Caffeine in Healthy Subjects.
Clinical pharmacology in drug development.
2021 11; 10(11):1279-1289. doi:
10.1002/cpdd.950
. [PMID: 33951339] - Julia Brunmair, Mathias Gotsmy, Laura Niederstaetter, Benjamin Neuditschko, Andrea Bileck, Astrid Slany, Max Lennart Feuerstein, Clemens Langbauer, Lukas Janker, Jürgen Zanghellini, Samuel M Meier-Menches, Christopher Gerner. Finger sweat analysis enables short interval metabolic biomonitoring in humans.
Nature communications.
2021 10; 12(1):5993. doi:
10.1038/s41467-021-26245-4
. [PMID: 34645808] - Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
Cell reports.
2021 04; 35(4):109040. doi:
10.1016/j.celrep.2021.109040
. [PMID: 33910017] - Jessica L Gleason, Fasil Tekola-Ayele, Rajeshwari Sundaram, Stefanie N Hinkle, Yassaman Vafai, Germaine M Buck Louis, Nicole Gerlanc, Melissa Amyx, Alaina M Bever, Melissa M Smarr, Morgan Robinson, Kurunthachalam Kannan, Katherine L Grantz. Association Between Maternal Caffeine Consumption and Metabolism and Neonatal Anthropometry: A Secondary Analysis of the NICHD Fetal Growth Studies-Singletons.
JAMA network open.
2021 03; 4(3):e213238. doi:
10.1001/jamanetworkopen.2021.3238
. [PMID: 33764424] - Li Qian, Yajuan Fan, Fengjie Gao, Binbin Zhao, Bin Yan, Wei Wang, Jian Yang, Xiancang Ma. Genetically Determined Levels of Serum Metabolites and Risk of Neuroticism: A Mendelian Randomization Study.
The international journal of neuropsychopharmacology.
2021 01; 24(1):32-39. doi:
10.1093/ijnp/pyaa062
. [PMID: 32808022] - Grace F Crotty, Romeo Maciuca, Eric A Macklin, Junhua Wang, Manuel Montalban, Sonnet S Davis, Jamal I Alkabsh, Rachit Bakshi, Xiqun Chen, Alberto Ascherio, Giuseppe Astarita, Sarah Huntwork-Rodriguez, Michael A Schwarzschild. Association of caffeine and related analytes with resistance to Parkinson disease among LRRK2 mutation carriers: A metabolomic study.
Neurology.
2020 12; 95(24):e3428-e3437. doi:
10.1212/wnl.0000000000010863
. [PMID: 32999056] - Shou En Wu, Wei-Liang Chen. Exploring the Association between Urine Caffeine Metabolites and Urine Flow Rate: A Cross-Sectional Study.
Nutrients.
2020 Sep; 12(9):. doi:
10.3390/nu12092803
. [PMID: 32933151] - H D Ponce-Rodríguez, A A García-Robles, P Sáenz-González, J Verdú-Andrés, P Campíns-Falcó. On-line in-tube solid phase microextraction coupled to capillary liquid chromatography-diode array detection for the analysis of caffeine and its metabolites in small amounts of biological samples.
Journal of pharmaceutical and biomedical analysis.
2020 Jan; 178(?):112914. doi:
10.1016/j.jpba.2019.112914
. [PMID: 31610396] - Joseph A Rothwell, Pekka Keski-Rahkonen, Nivonirina Robinot, Nada Assi, Corinne Casagrande, Mazda Jenab, Pietro Ferrari, Marie-Christine Boutron-Ruault, Yahya Mahamat-Saleh, Francesca Romana Mancini, Heiner Boeing, Verena Katzke, Tilman Kühn, Katerina Niforou, Antonia Trichopoulou, Elisavet Valanou, Vittorio Krogh, Amalia Mattiello, Domenico Palli, Carlotta Sacerdote, Rosario Tumino, Augustin Scalbert. A Metabolomic Study of Biomarkers of Habitual Coffee Intake in Four European Countries.
Molecular nutrition & food research.
2019 11; 63(22):e1900659. doi:
10.1002/mnfr.201900659
. [PMID: 31483556] - Marilyn C Cornelis, Tim Kacprowski, Cristina Menni, Stefan Gustafsson, Edward Pivin, Jerzy Adamski, Anna Artati, Chin B Eap, Georg Ehret, Nele Friedrich, Andrea Ganna, Idris Guessous, Georg Homuth, Lars Lind, Patrik K Magnusson, Massimo Mangino, Nancy L Pedersen, Maik Pietzner, Karsten Suhre, Henry Völzke, Murielle Bochud, Tim D Spector, Hans J Grabe, Erik Ingelsson. Genome-wide association study of caffeine metabolites provides new insights to caffeine metabolism and dietary caffeine-consumption behavior.
Human molecular genetics.
2016 12; 25(24):5472-5482. doi:
10.1093/hmg/ddw334
. [PMID: 27702941] - Karen C Schliep, Enrique F Schisterman, Jean Wactawski-Wende, Neil J Perkins, Rose G Radin, Shvetha M Zarek, Emily M Mitchell, Lindsey A Sjaarda, Sunni L Mumford. Serum caffeine and paraxanthine concentrations and menstrual cycle function: correlations with beverage intakes and associations with race, reproductive hormones, and anovulation in the BioCycle Study.
The American journal of clinical nutrition.
2016 07; 104(1):155-63. doi:
10.3945/ajcn.115.118430
. [PMID: 27225433] - Tian Yu, Sarah C Campbell, Chris Stockmann, Casey Tak, Katherine Schoen, Erin A S Clark, Michael W Varner, Michael G Spigarelli, Catherine M T Sherwin. Pregnancy-induced changes in the pharmacokinetics of caffeine and its metabolites.
Journal of clinical pharmacology.
2016 May; 56(5):590-6. doi:
10.1002/jcph.632
. [PMID: 26358647] - Hazel Yiting Chia, Wai-Ping Yau, Han Kiat Ho. Establishing population distribution of drug-metabolizing enzyme activities for the use of salivary caffeine as a dynamic liver function marker in a Singaporean Chinese population.
Biopharmaceutics & drug disposition.
2016 Apr; 37(3):168-81. doi:
10.1002/bdd.2006
. [PMID: 26862045] - Mark A Klebanoff, Sarah A Keim. Maternal Caffeine Intake During Pregnancy and Child Cognition and Behavior at 4 and 7 Years of Age.
American journal of epidemiology.
2015 Dec; 182(12):1023-32. doi:
10.1093/aje/kwv136
. [PMID: 26585526] - Pieter M M De Kesel, Willy E Lambert, Christophe P Stove. An optimized and validated SPE-LC-MS/MS method for the determination of caffeine and paraxanthine in hair.
Talanta.
2015 Nov; 144(?):62-70. doi:
10.1016/j.talanta.2015.05.084
. [PMID: 26452792] - Mélody Barreau, Bérengère Lambert, Julien Tobarias, Dominique Lambert, Julien Dupouey, Olivier Blin, Romain Guilhaumou. [Severe Caffeine Intentional Intoxication and Delayed Elimination: a Case Report].
Therapie.
2015 Nov; 70(6):551-3. doi:
10.2515/therapie/2015045
. [PMID: 26238128] - Kacey Y Eichelberger, Arthur M Baker, Padmashree C Woodham, Sina Haeri, Robert A Strauss, Alison M Stuebe. Second-Trimester Maternal Serum Paraxanthine, CYP1A2 Activity, and the Risk of Severe Preeclampsia.
Obstetrics and gynecology.
2015 Oct; 126(4):725-730. doi:
10.1097/aog.0000000000001041
. [PMID: 26348183] - Ayorinde Adehin, Oluseye O Bolaji. Polymorphisms of CYP1A2 and CYP2A6 activity: phenotypes and the effect of age and sex in a Nigerian population.
Drug metabolism and personalized therapy.
2015 Sep; 30(3):203-10. doi:
10.1515/dmpt-2015-0001
. [PMID: 26098700] - Pieter M M De Kesel, Willy E Lambert, Christophe P Stove. Paraxanthine/Caffeine Concentration Ratios in Hair: An Alternative for Plasma-Based Phenotyping of Cytochrome P450 1A2?.
Clinical pharmacokinetics.
2015 Jul; 54(7):771-81. doi:
10.1007/s40262-015-0237-7
. [PMID: 25603821] - A Ali, J M O'Donnell, C Starck, K J Rutherfurd-Markwick. The Effect of Caffeine Ingestion during Evening Exercise on Subsequent Sleep Quality in Females.
International journal of sports medicine.
2015 Jun; 36(6):433-9. doi:
10.1055/s-0034-1398580
. [PMID: 25700100] - Michael E Rybak, Maya R Sternberg, Ching-I Pao, Namanjeet Ahluwalia, Christine M Pfeiffer. Urine excretion of caffeine and select caffeine metabolites is common in the U.S. population and associated with caffeine intake.
The Journal of nutrition.
2015 Apr; 145(4):766-74. doi:
10.3945/jn.114.205476
. [PMID: 25833779] - Idris Guessous, Menno Pruijm, Belén Ponte, Daniel Ackermann, Georg Ehret, Nicolas Ansermot, Philippe Vuistiner, Jan Staessen, Yumei Gu, Fred Paccaud, Markus Mohaupt, Bruno Vogt, Antoinette Pechère-Bertschi, Antoinette Pechère-Berstchi, Pierre-Yves Martin, Michel Burnier, Chin B Eap, Murielle Bochud. Associations of ambulatory blood pressure with urinary caffeine and caffeine metabolite excretions.
Hypertension (Dallas, Tex. : 1979).
2015 Mar; 65(3):691-6. doi:
10.1161/hypertensionaha.114.04512
. [PMID: 25489060] - Mark A Klebanoff, Sarah A Keim. Maternal serum paraxanthine during pregnancy and offspring body mass index at ages 4 and 7 years.
Epidemiology (Cambridge, Mass.).
2015 Mar; 26(2):185-91. doi:
10.1097/ede.0000000000000220
. [PMID: 25643099] - Pieter M M De Kesel, Willy E Lambert, Christophe P Stove. Why dried blood spots are an ideal tool for CYP1A2 phenotyping.
Clinical pharmacokinetics.
2014 Aug; 53(8):763-71. doi:
10.1007/s40262-014-0150-5
. [PMID: 24980692] - Regina Wierzejska, Mirosław Jarosz, Magdalena Siuba, Włodzimierz Sawicki. Comparison of maternal and fetal blood levels of caffeine and its metabolite. A pilot study.
Ginekologia polska.
2014 Jul; 85(7):500-3. doi:
10.17772/gp/1760
. [PMID: 25118500] - Xiang-Yang Li, Yong-Nian Liu, Yong-Ping Li, Jun-Bo Zhu, Xing-Chen Yao, Yong-Fang Li, Mei Yang, Ming Yuan, Xue-Ru Fan, Yue-Miao Yin. [Effect of Tibetan medicine zuotai on the activity, protein and mRNA expression of CYP1A2 and NAT2].
Yao xue xue bao = Acta pharmaceutica Sinica.
2014 Feb; 49(2):267-72. doi:
. [PMID: 24761621]
- Pieter M M De Kesel, Willy E Lambert, Christophe P Stove. CYP1A2 phenotyping in dried blood spots and microvolumes of whole blood and plasma.
Bioanalysis.
2014; 6(22):3011-24. doi:
10.4155/bio.14.149
. [PMID: 25096793] - Yutaka Fujiwara, Takashi Kobayashi, Naoko Chayahara, Yoshinori Imamura, Masanori Toyoda, Naomi Kiyota, Toru Mukohara, Shin Nishiumi, Takeshi Azuma, Masaru Yoshida, Hironobu Minami. Metabolomics evaluation of serum markers for cachexia and their intra-day variation in patients with advanced pancreatic cancer.
PloS one.
2014; 9(11):e113259. doi:
10.1371/journal.pone.0113259
. [PMID: 25411961] - Eu Jin Choi, Soo Hyeon Bae, Jung Bae Park, Min Jo Kwon, Su Min Jang, Yu Fen Zheng, Young Sun Lee, Su-Jun Lee, Soo Kyung Bae. Simultaneous quantification of caffeine and its three primary metabolites in rat plasma by liquid chromatography-tandem mass spectrometry.
Food chemistry.
2013 Dec; 141(3):2735-42. doi:
10.1016/j.foodchem.2013.05.069
. [PMID: 23871018] - Liqing Wang, Zheyi Hu, Xun Deng, Yong Wang, Zhongyi Zhang, Ze-Neng Cheng. Association between common CYP1A2 polymorphisms and theophylline metabolism in non-smoking healthy volunteers.
Basic & clinical pharmacology & toxicology.
2013 Apr; 112(4):257-63. doi:
10.1111/bcpt.12038
. [PMID: 23167834] - Ariane Wohlfarth, Jana Naue, Sabine Lutz-Bonengel, Sebastian Dresen, Volker Auwärter. Cocktail approach for in vivo phenotyping of 5 major CYP450 isoenzymes: development of an effective sampling, extraction, and analytical procedure and pilot study with comparative genotyping.
Journal of clinical pharmacology.
2012 Aug; 52(8):1200-14. doi:
10.1177/0091270011410570
. [PMID: 21885687] - Miyuki Kimura, Makiko Shimizu, Kazuma Kiyotani, Kazuko Nakagawa, Tetsuya Kamataki, Hiroshi Yamazaki. Cytochrome P450 2A6 phenotyping based on dietary caffeine intake in a Japanese population of non-smokers.
Drug metabolism letters.
2012 Jun; 6(2):67-72. doi:
. [PMID: 22849705]
- Vidya Perera, Annette S Gross, Andrew J McLachlan. Measurement of CYP1A2 activity: a focus on caffeine as a probe.
Current drug metabolism.
2012 Jun; 13(5):667-78. doi:
10.2174/1389200211209050667
. [PMID: 22554278] - Kyung-Suk Oh, Su-Jin Park, Dhananjay D Shinde, Jae-Gook Shin, Dong-Hyun Kim. High-sensitivity liquid chromatography-tandem mass spectrometry for the simultaneous determination of five drugs and their cytochrome P450-specific probe metabolites in human plasma.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2012 May; 895-896(?):56-64. doi:
10.1016/j.jchromb.2012.03.014
. [PMID: 22483397] - G Zadoyan, D Rokitta, S Klement, A Dienel, R Hoerr, T Gramatté, U Fuhr. Effect of Ginkgo biloba special extract EGb 761® on human cytochrome P450 activity: a cocktail interaction study in healthy volunteers.
European journal of clinical pharmacology.
2012 May; 68(5):553-60. doi:
10.1007/s00228-011-1174-5
. [PMID: 22189672] - Samanta Yubero-Lahoz, Ricardo Pardo, Magí Farre, Brian Ó Mathuna, Marta Torrens, Cristina Mustata, Clara Perez-Mañá, Klaus Langohr, Marcel Lí Carbó, Rafael de la Torre. Changes in CYP1A2 activity in humans after 3,4-methylenedioxymethamphetamine (MDMA, ecstasy) administration using caffeine as a probe drug.
Drug metabolism and pharmacokinetics.
2012; 27(6):605-13. doi:
10.2133/dmpk.dmpk-12-rg-032
. [PMID: 22673010] - Cristina Afonso-Olivares, Zoraida Sosa-Ferrera, José J Santana-Rodríguez. Analysis of anti-inflammatory, analgesic, stimulant and antidepressant drugs in purified water from wastewater treatment plants using SPE-LC tandem mass spectrometry.
Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering.
2012; 47(6):887-95. doi:
10.1080/10934529.2012.665005
. [PMID: 22423996] - Juan Del Coso, Víctor E Muñoz-Fernández, Gloria Muñoz, Valentín E Fernández-Elías, Juan F Ortega, Nassim Hamouti, José C Barbero, Jesús Muñoz-Guerra. Effects of a caffeine-containing energy drink on simulated soccer performance.
PloS one.
2012; 7(2):e31380. doi:
10.1371/journal.pone.0031380
. [PMID: 22348079] - Ildikó Klemmer, Shintaro Yagi, Olav A Gressner. Oral application of 1,7-dimethylxanthine (paraxanthine) attenuates the formation of experimental cholestatic liver fibrosis.
Hepatology research : the official journal of the Japan Society of Hepatology.
2011 Nov; 41(11):1094-109. doi:
10.1111/j.1872-034x.2011.00856.x
. [PMID: 22032678] - Vidya Perera, Annette S Gross, Hongmei Xu, Andrew J McLachlan. Pharmacokinetics of caffeine in plasma and saliva, and the influence of caffeine abstinence on CYP1A2 metrics.
The Journal of pharmacy and pharmacology.
2011 Sep; 63(9):1161-8. doi:
10.1111/j.2042-7158.2011.01326.x
. [PMID: 21827488] - S Katherine Laughon, Robert W Powers, James M Roberts, Sarah Parana, Janet Catov. Caffeine and insulin resistance in pregnancy.
American journal of perinatology.
2011 Aug; 28(7):571-8. doi:
10.1055/s-0031-1274511
. [PMID: 21380987] - Kamil Uney, Ilyas Tumer, Bünyamin Traş. Measurements of caffeine and plasma metabolite/caffeine ratios as a test for hepatic drug-oxidizing capacity in goats.
Xenobiotica; the fate of foreign compounds in biological systems.
2011 Jul; 41(7):585-92. doi:
10.3109/00498254.2011.572199
. [PMID: 21476905] - Lisbeth E Gómez-Martínez. Disposition kinetics of caffeine and paraxanthine in Nile tilapia (Oreochromis niloticus): characterization of the main metabolites.
Archives of environmental contamination and toxicology.
2011 May; 60(4):654-64. doi:
10.1007/s00244-010-9571-9
. [PMID: 20669017] - Mark R Youngberg, Irina O Karpov, Amy Begley, Bruce G Pollock, Daniel J Buysse. Clinical and physiological correlates of caffeine and caffeine metabolites in primary insomnia.
Journal of clinical sleep medicine : JCSM : official publication of the American Academy of Sleep Medicine.
2011 Apr; 7(2):196-203. doi:
10.5664/jcsm.28109
. [PMID: 21509336] - Robert L Brent, Mildred S Christian, Robert M Diener. Evaluation of the reproductive and developmental risks of caffeine.
Birth defects research. Part B, Developmental and reproductive toxicology.
2011 Apr; 92(2):152-87. doi:
10.1002/bdrb.20288
. [PMID: 21370398] - Yao Chen, Chang-Qiong Xiao, Yi-Jing He, Bi-Lian Chen, Guo Wang, Gan Zhou, Wei Zhang, Zhi-Rong Tan, Shan Cao, Li-Ping Wang, Hong-Hao Zhou. Genistein alters caffeine exposure in healthy female volunteers.
European journal of clinical pharmacology.
2011 Apr; 67(4):347-353. doi:
10.1007/s00228-010-0964-5
. [PMID: 21222115] - Toshimi Kobayashi, Masato Homma, Kenji Momo, Daisuke Kobayashi, Yukinao Kohda. A simple chromatographic method for determining norfloxacin and enoxacin in pharmacokinetic study assessing CYP1A2 inhibition.
Biomedical chromatography : BMC.
2011 Apr; 25(4):435-8. doi:
10.1002/bmc.1488
. [PMID: 20662110] - M J Martínez Bueno, S Uclés, M D Hernando, E Dávoli, A R Fernández-Alba. Evaluation of selected ubiquitous contaminants in the aquatic environment and their transformation products. A pilot study of their removal from a sewage treatment plant.
Water research.
2011 Mar; 45(6):2331-41. doi:
10.1016/j.watres.2011.01.011
. [PMID: 21333319] - Robert D Nebes, Bruce G Pollock, Edythe M Halligan, Patricia Houck, Judith A Saxton. Cognitive slowing associated with elevated serum anticholinergic activity in older individuals is decreased by caffeine use.
The American journal of geriatric psychiatry : official journal of the American Association for Geriatric Psychiatry.
2011 Feb; 19(2):169-75. doi:
10.1097/jgp.0b013e3181e4490d
. [PMID: 20808111] - Maurice J Arnaud. Pharmacokinetics and metabolism of natural methylxanthines in animal and man.
Handbook of experimental pharmacology.
2011; ?(200):33-91. doi:
10.1007/978-3-642-13443-2_3
. [PMID: 20859793] - Kamil Uney, Bünyamin Tras. Comparative pharmacokinetics and metabolisms of caffeine in sheep breeds.
The Journal of veterinary medical science.
2011 Jan; 73(1):25-31. doi:
10.1292/jvms.09-0580
. [PMID: 20736520] - Keumhan Noh, Young Min Seo, Sang Kyu Lee, Sudeep R Bista, Mi Jeong Kang, Yurngdong Jahng, Eunyoung Kim, Wonku Kang, Tae Cheon Jeong. Effects of rutaecarpine on the metabolism and urinary excretion of caffeine in rats.
Archives of pharmacal research.
2011 Jan; 34(1):119-25. doi:
10.1007/s12272-011-0114-3
. [PMID: 21468923] - Vidya Perera, Annette S Gross, Andrew J McLachlan. Caffeine and paraxanthine HPLC assay for CYP1A2 phenotype assessment using saliva and plasma.
Biomedical chromatography : BMC.
2010 Oct; 24(10):1136-44. doi:
10.1002/bmc.1419
. [PMID: 20853468] - Xin Wang, John H K Yeung. Effects of the aqueous extract from Salvia miltiorrhiza Bunge on caffeine pharmacokinetics and liver microsomal CYP1A2 activity in humans and rats.
The Journal of pharmacy and pharmacology.
2010 Aug; 62(8):1077-83. doi:
10.1111/j.2042-7158.2010.01127.x
. [PMID: 20663043] - Gloria Teijon, Lucila Candela, Karim Tamoh, Antonio Molina-Díaz, A R Fernández-Alba. Occurrence of emerging contaminants, priority substances (2008/105/CE) and heavy metals in treated wastewater and groundwater at Depurbaix facility (Barcelona, Spain).
The Science of the total environment.
2010 Aug; 408(17):3584-95. doi:
10.1016/j.scitotenv.2010.04.041
. [PMID: 20593552] - Yao Chen, Wen-Hui Liu, Bi-Lian Chen, Lan Fan, Yang Han, Guo Wang, Dong-Li Hu, Zhi-Rong Tan, Gan Zhou, Shan Cao, Hong-Hao Zhou. Plant polyphenol curcumin significantly affects CYP1A2 and CYP2A6 activity in healthy, male Chinese volunteers.
The Annals of pharmacotherapy.
2010 Jun; 44(6):1038-45. doi:
10.1345/aph.1m533
. [PMID: 20484172] - Michael J Simmonds, Clare L Minahan, Surendran Sabapathy. Caffeine improves supramaximal cycling but not the rate of anaerobic energy release.
European journal of applied physiology.
2010 May; 109(2):287-95. doi:
10.1007/s00421-009-1351-8
. [PMID: 20082092] - Liesbeth Geraets, Astrid Haegens, Antje R Weseler, Karen Brauers, Juanita H J Vernooy, Emiel F M Wouters, Aalt Bast, Geja J Hageman. Inhibition of acute pulmonary and systemic inflammation by 1,7-dimethylxanthine.
European journal of pharmacology.
2010 Mar; 629(1-3):132-9. doi:
10.1016/j.ejphar.2009.11.064
. [PMID: 19962977] - Roberto Rosal, Antonio Rodríguez, José Antonio Perdigón-Melón, Alice Petre, Eloy García-Calvo, María José Gómez, Ana Agüera, Amadeo R Fernández-Alba. Occurrence of emerging pollutants in urban wastewater and their removal through biological treatment followed by ozonation.
Water research.
2010 Jan; 44(2):578-88. doi:
10.1016/j.watres.2009.07.004
. [PMID: 19628245] - Laddawan Senggunprai, Upa Kukongviriyapan, Arunee Jetsrisuparb, Veerapol Kukongviriyapan. Drug metabolizing enzyme CYP1A2 status in pediatric patients with hemoglobin E-beta thalassemia.
Journal of the Medical Association of Thailand = Chotmaihet thangphaet.
2009 Dec; 92(12):1675-80. doi:
NULL
. [PMID: 20043572] - Xin Wang, Wayne Y W Lee, Penelope M Y Or, John H K Yeung. Effects of major tanshinones isolated from Danshen (Salvia miltiorrhiza) on rat CYP1A2 expression and metabolism of model CYP1A2 probe substrates.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2009 Aug; 16(8):712-25. doi:
10.1016/j.phymed.2009.03.004
. [PMID: 19403289] - Yao Chen, Peng Xiao, Dong-Sheng Ou-Yang, Lan Fan, Dong Guo, Yi-Nan Wang, Yang Han, Jiang-Hua Tu, Gan Zhou, Yuan-Fei Huang, Hong-Hao Zhou. Simultaneous action of the flavonoid quercetin on cytochrome P450 (CYP) 1A2, CYP2A6, N-acetyltransferase and xanthine oxidase activity in healthy volunteers.
Clinical and experimental pharmacology & physiology.
2009 Aug; 36(8):828-33. doi:
10.1111/j.1440-1681.2009.05158.x
. [PMID: 19215233] - Y Chen, J-H Tu, Y-J He, W Zhang, G Wang, Z-R Tan, G Zhou, L Fan, H-H Zhou. Effect of sodium tanshinone II A sulfonate on the activity of CYP1A2 in healthy volunteers.
Xenobiotica; the fate of foreign compounds in biological systems.
2009 Jul; 39(7):508-13. doi:
10.1080/00498250902951763
. [PMID: 19534587] - Arzu Gunes, Gul Ozbey, Elif Hilal Vural, Canan Uluoglu, Maria Gabriella Scordo, Hakan Zengil, Marja-Liisa Dahl. Influence of genetic polymorphisms, smoking, gender and age on CYP1A2 activity in a Turkish population.
Pharmacogenomics.
2009 May; 10(5):769-78. doi:
10.2217/pgs.09.22
. [PMID: 19450128] - Nancy M Kh Hakooz. Caffeine metabolic ratios for the in vivo evaluation of CYP1A2, N-acetyltransferase 2, xanthine oxidase and CYP2A6 enzymatic activities.
Current drug metabolism.
2009 May; 10(4):329-38. doi:
10.2174/138920009788499003
. [PMID: 19519341] - Jeffrey D Wilcox, Jean M Bahr, Curtis J Hedman, Jocelyn D C Hemming, Miel A E Barman, Kenneth R Bradbury. Removal of organic wastewater contaminants in septic systems using advanced treatment technologies.
Journal of environmental quality.
2009 Jan; 38(1):149-56. doi:
10.2134/jeq2007.0365
. [PMID: 19141804] - Michael J Focazio, Dana W Kolpin, Kimberlee K Barnes, Edward T Furlong, Michael T Meyer, Steven D Zaugg, Larry B Barber, Michael E Thurman. A national reconnaissance for pharmaceuticals and other organic wastewater contaminants in the United States--II) untreated drinking water sources.
The Science of the total environment.
2008 Sep; 402(2-3):201-16. doi:
10.1016/j.scitotenv.2008.02.021
. [PMID: 18433838] - B Sinues, A Fanlo, E Mayayo, C Carcas, J Vicente, I Arenaz, A Cebollada. CYP2A6 activity in a healthy Spanish population: effect of age, sex, smoking, and oral contraceptives.
Human & experimental toxicology.
2008 May; 27(5):367-72. doi:
10.1177/0960327107082224
. [PMID: 18715882] - Hamzeh Al Zabadi, Luc Ferrari, Anne-Marie Laurent, Aziz Tiberguent, Christophe Paris, Denis Zmirou-Navier. Biomonitoring of complex occupational exposures to carcinogens: the case of sewage workers in Paris.
BMC cancer.
2008 Mar; 8(?):67. doi:
10.1186/1471-2407-8-67
. [PMID: 18325085] - Laura M Grosso, Elizabeth Triche, Neal L Benowitz, Michael B Bracken. Prenatal caffeine assessment: fetal and maternal biomarkers or self-reported intake?.
Annals of epidemiology.
2008 Mar; 18(3):172-8. doi:
10.1016/j.annepidem.2007.11.005
. [PMID: 18083538] - Gavin W ten Tusscher, Henk-Jan Guchelaar, Joost Koch, Adri Ilsen, Thomas Vulsma, Matthijs Westra, Johannes W van der Slikke, Kees Olie, Janna G Koppe. Perinatal dioxin exposure, cytochrome P-450 activity, liver functions and thyroid hormones at follow-up after 7-12 years.
Chemosphere.
2008 Feb; 70(10):1865-72. doi:
10.1016/j.chemosphere.2007.08.001
. [PMID: 17884136] - Mona Darwish, Mary Kirby, Philmore Robertson, Edward T Hellriegel. Interaction profile of armodafinil with medications metabolized by cytochrome P450 enzymes 1A2, 3A4 and 2C19 in healthy subjects.
Clinical pharmacokinetics.
2008; 47(1):61-74. doi:
10.2165/00003088-200847010-00006
. [PMID: 18076219] - Janne T Backman, Marika T Schröder, Pertti J Neuvonen. Effects of gender and moderate smoking on the pharmacokinetics and effects of the CYP1A2 substrate tizanidine.
European journal of clinical pharmacology.
2008 Jan; 64(1):17-24. doi:
10.1007/s00228-007-0389-y
. [PMID: 17955229] - Blanca Sinués, Ana Fanlo, Jorge Vicente, Esteban Mayayo-Sinués, Esteban Mayayo, Jose I Labarta, Angel Ferrandez-Longás. Growth hormone does not alter CYP2A6 activity in growth hormone-deficient children.
Basic & clinical pharmacology & toxicology.
2008 Jan; 102(1):45-9. doi:
10.1111/j.1742-7843.2007.00139.x
. [PMID: 17927692] - Yu-An Zhang, Richard A Tuft, Lawrence M Lifshitz, Kevin E Fogarty, Joshua J Singer, Hui Zou. Caffeine-activated large-conductance plasma membrane cation channels in cardiac myocytes: characteristics and significance.
American journal of physiology. Heart and circulatory physiology.
2007 Oct; 293(4):H2448-61. doi:
10.1152/ajpheart.00032.2007
. [PMID: 17483243] - J Rengelshausen, C Göggelmann, J Burhenne, K D Riedel, G Mikus, I Walter-Sack, W E Haefeli. Reduction in non-glomerular renal clearance of the caffeine metabolite 1-methylxanthine by probenecid.
International journal of clinical pharmacology and therapeutics.
2007 Aug; 45(8):431-7. doi:
10.5414/cpp45431
. [PMID: 17725176] - Laura Lowe Furge, Kyle J Fletke. HPLC determination of caffeine and paraxanthine in urine: An assay for cytochrome P450 1A2 activity.
Biochemistry and molecular biology education : a bimonthly publication of the International Union of Biochemistry and Molecular Biology.
2007 Mar; 35(2):138-44. doi:
10.1002/bmb.28
. [PMID: 21591074] - U Fuhr, A Jetter, J Kirchheiner. Appropriate phenotyping procedures for drug metabolizing enzymes and transporters in humans and their simultaneous use in the "cocktail" approach.
Clinical pharmacology and therapeutics.
2007 Feb; 81(2):270-83. doi:
10.1038/sj.clpt.6100050
. [PMID: 17259951] - M J Gómez, M J Martínez Bueno, S Lacorte, A R Fernández-Alba, A Agüera. Pilot survey monitoring pharmaceuticals and related compounds in a sewage treatment plant located on the Mediterranean coast.
Chemosphere.
2007 Jan; 66(6):993-1002. doi:
10.1016/j.chemosphere.2006.07.051
. [PMID: 16962638] - Michael J Blake, Susan M Abdel-Rahman, Robin E Pearce, J Steven Leeder, Gregory L Kearns. Effect of diet on the development of drug metabolism by cytochrome P-450 enzymes in healthy infants.
Pediatric research.
2006 Dec; 60(6):717-23. doi:
10.1203/01.pdr.0000245909.74166.00
. [PMID: 17065585] - Ben Desbrow, Michael Leveritt. Awareness and use of caffeine by athletes competing at the 2005 Ironman Triathlon World Championships.
International journal of sport nutrition and exercise metabolism.
2006 Oct; 16(5):545-58. doi:
10.1123/ijsnem.16.5.545
. [PMID: 17240785] - Reginald F Frye, Nathalie K Zgheib, Gary R Matzke, Diego Chaves-Gnecco, Mordechai Rabinovitz, Obaid S Shaikh, Robert A Branch. Liver disease selectively modulates cytochrome P450--mediated metabolism.
Clinical pharmacology and therapeutics.
2006 Sep; 80(3):235-45. doi:
10.1016/j.clpt.2006.05.006
. [PMID: 16952490] - Jun Li, Xiang-qian Peng, Jian Zhang, Ji-ping Xu. [Determination of the activity of cytochrome P-450 CYP2A6 by HPLC method with caffeine as metabolizing probe].
Yao xue xue bao = Acta pharmaceutica Sinica.
2006 Mar; 41(3):282-4. doi:
. [PMID: 16759004]
- Tashinga E Bapiro, Jane Sayi, Julia A Hasler, Mary Jande, Gerald Rimoy, Amos Masselle, Collen M Masimirembwa. Artemisinin and thiabendazole are potent inhibitors of cytochrome P450 1A2 (CYP1A2) activity in humans.
European journal of clinical pharmacology.
2005 Nov; 61(10):755-61. doi:
10.1007/s00228-005-0037-3
. [PMID: 16261361] - Marika T Granfors, Janne T Backman, Jouko Laitila, Pertti J Neuvonen. Oral contraceptives containing ethinyl estradiol and gestodene markedly increase plasma concentrations and effects of tizanidine by inhibiting cytochrome P450 1A2.
Clinical pharmacology and therapeutics.
2005 Oct; 78(4):400-11. doi:
10.1016/j.clpt.2005.06.009
. [PMID: 16198659] - Mirko S Faber, Alexander Jetter, Uwe Fuhr. Assessment of CYP1A2 activity in clinical practice: why, how, and when?.
Basic & clinical pharmacology & toxicology.
2005 Sep; 97(3):125-34. doi:
10.1111/j.1742-7843.2005.pto_973160.x
. [PMID: 16128905] - Curtis E Haas, Daniel Brazeau, Denise Cloen, Brent M Booker, Valerie Frerichs, Colleen Zaranek, Reginald F Frye, Thomas Kufel. Cytochrome P450 mRNA expression in peripheral blood lymphocytes as a predictor of enzyme induction.
European journal of clinical pharmacology.
2005 Sep; 61(8):583-93. doi:
10.1007/s00228-005-0971-0
. [PMID: 16041547] - Gerhard Arold, Frank Donath, Agathe Maurer, Konstanze Diefenbach, Steffen Bauer, Hans-Heinrich Henneicke-von Zepelin, Michael Friede, Ivar Roots. No relevant interaction with alprazolam, caffeine, tolbutamide, and digoxin by treatment with a low-hyperforin St John's wort extract.
Planta medica.
2005 Apr; 71(4):331-7. doi:
10.1055/s-2005-864099
. [PMID: 15856409] - H J M van Kan, G J Groeneveld, S Kalmijn, M Spieksma, L H van den Berg, H J Guchelaar. Association between CYP1A2 activity and riluzole clearance in patients with amyotrophic lateral sclerosis.
British journal of clinical pharmacology.
2005 Mar; 59(3):310-3. doi:
10.1111/j.1365-2125.2004.02233.x
. [PMID: 15752377] - Edward F Fitzgerald, Syni-An Hwang, George Lambert, Marta Gomez, Alice Tarbell. PCB exposure and in vivo CYP1A2 activity among Native Americans.
Environmental health perspectives.
2005 Mar; 113(3):272-7. doi:
10.1289/ehp.7370
. [PMID: 15743714] - Anthe S Zandvliet, Alwin D R Huitema, Milly E de Jonge, Rob den Hoed, Rolf W Sparidans, Vincent M Hendriks, Wim van den Brink, Jan M van Ree, Jos H Beijnen. Population pharmacokinetics of caffeine and its metabolites theobromine, paraxanthine and theophylline after inhalation in combination with diacetylmorphine.
Basic & clinical pharmacology & toxicology.
2005 Jan; 96(1):71-9. doi:
10.1111/j.1742-7843.2005.pto960111.x
. [PMID: 15667599] - Carlo G Zambonin, Antonella Aresta, Francesco Palmisano. Determination of methylxanthines in urine by liquid chromatography with diode array UV detection.
Journal of pharmaceutical and biomedical analysis.
2004 Nov; 36(3):621-4. doi:
10.1016/j.jpba.2004.07.010
. [PMID: 15522539] - Soisungwan Satarug, Muneko Nishijo, Pailin Ujjin, Yuvaree Vanavanitkun, Jason R Baker, Michael R Moore. Evidence for concurrent effects of exposure to environmental cadmium and lead on hepatic CYP2A6 phenotype and renal function biomarkers in nonsmokers.
Environmental health perspectives.
2004 Nov; 112(15):1512-8. doi:
10.1289/ehp.7192
. [PMID: 15531436]