Ritalinic acid (BioDeep_00000397740)
Chemicals and Drugs
代谢物信息卡片
Ritalinic acid
化学式: C13H17NO2 (219.1259)
中文名称: 利太林酸, D-苏-利他酸
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: c(ccc1C(C(=O)O)C(NCC2)CC2)cc1
InChI: InChI=1S/C13H17NO2/c15-13(16)12(10-6-2-1-3-7-10)11-8-4-5-9-14-11/h1-3,6-7,11-12,14H,4-5,8-9H2,(H,15,16)
描述信息
A monocarboxylic acid that is phenylacetic acid substituted by a piperidin-2-yl group at position 2. It is a metabolite of the drug methylphenidate.
CONFIDENCE standard compound; EAWAG_UCHEM_ID 701
同义名列表
2 个代谢物同义名
数据库引用编号
26 个数据库交叉引用编号
- ChEBI: CHEBI:83481
- PubChem: 86863
- Metlin: METLIN1231
- CAS: 54631-24-2
- CAS: 19395-41-6
- MoNA: EA070159
- MoNA: EA070158
- MoNA: EA070153
- MoNA: EA070152
- MoNA: EA070151
- MoNA: EA070114
- MoNA: EA070113
- MoNA: EA070112
- MoNA: EA070111
- MoNA: EA070110
- MoNA: EA070109
- MoNA: EA070108
- MoNA: EA070107
- MoNA: EA070106
- MoNA: EA070105
- MoNA: EA070104
- MoNA: EA070103
- MoNA: EA070102
- MoNA: EA070101
- MetaboLights: MTBLC83481
- RefMet: Ritalinic acid
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)
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。
| 亚细胞结构定位 | 关联基因列表 |
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文献列表
- Michel Arvidsson, Marja-Liisa Dahl, Olof Beck, Gerd Ackehed, Karin Nordin, Staffan Rosenborg. Pharmacokinetics of methylphenidate and ritalinic acid in plasma correlations with exhaled breath and oral fluid in healthy volunteers.
European journal of clinical pharmacology.
2020 Feb; 76(2):229-237. doi:
10.1007/s00228-019-02787-x. [PMID: 31786618] - Heather K Knych, Dan S McKemie, Kelsey Seminoff, Petra Hartmann, Lynn Hovda, Dionne Benson. L- and D-threo ethylphenidate concentrations, pharmacokinetics, and pharmacodynamics in horses.
Drug testing and analysis.
2018 Oct; 10(10):1508-1517. doi:
10.1002/dta.2408. [PMID: 29786965] - Carmen T Mulet, Luis E Arroyo-Mora, Lorena A Leon, Elizabeth Gnagy, Anthony P DeCaprio. Rapid quantitative analysis of methylphenidate and ritalinic acid in oral fluid by liquid chromatography triple quadrupole mass spectrometry (LC-QqQ-MS).
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2018 Aug; 1092(?):313-319. doi:
10.1016/j.jchromb.2018.06.025. [PMID: 29935479] - Joshua Preiskorn, Sophie Studer, Reinhold Rauh, Richard Lukačin, Christoph Geffert, Christian Fleischhaker, Hans-Willi Clement, Eberhard Schulz, Monica Biscaldi. Interindividual and Intraindividual Variation of Methylphenidate Concentrations in Serum and Saliva of Patients With Attention-Deficit/Hyperactivity Disorder.
Therapeutic drug monitoring.
2018 08; 40(4):435-442. doi:
10.1097/ftd.0000000000000520. [PMID: 29750737] - Aza Kobakhidze, Vladimir Elisashvili, Philippe F-X Corvini, Monika Čvančarová. Biotransformation of ritalinic acid by laccase in the presence of mediator TEMPO.
New biotechnology.
2018 Jul; 43(?):44-52. doi:
10.1016/j.nbt.2017.08.008. [PMID: 28855123] - M Gahr, M A Kölle. Methylphenidate intoxication: somnolence as an uncommon clinical symptom and proof of overdosing by increased serum levels of ritalinic acid.
Pharmacopsychiatry.
2014 Sep; 47(6):215-8. doi:
10.1055/s-0034-1387700. [PMID: 25121992] - Joy Y Jiang, Brookie M Best, Candis M Morello, Rabia S Atayee, Joseph D Ma. Evaluation of concomitant methylphenidate and opioid use in patients with pain.
Journal of analytical toxicology.
2014 Sep; 38(7):421-6. doi:
10.1093/jat/bku058. [PMID: 24907143] - Olof Beck, Niclas Stephanson, Sören Sandqvist, Johan Franck. Determination of amphetamine and methylphenidate in exhaled breath of patients undergoing attention-deficit/hyperactivity disorder treatment.
Therapeutic drug monitoring.
2014 Aug; 36(4):528-34. doi:
10.1097/ftd.0000000000000046. [PMID: 24452069] - Michael Paul, Josef Ippisch, Christian Herrmann, Susanne Guber, Wolfgang Schultis. Analysis of new designer drugs and common drugs of abuse in urine by a combined targeted and untargeted LC-HR-QTOFMS approach.
Analytical and bioanalytical chemistry.
2014 Jul; 406(18):4425-41. doi:
10.1007/s00216-014-7825-5. [PMID: 24828977] - Xiaoxia Yang, Suzanne M Morris, Jeffery M Gearhart, Christopher D Ruark, Merle G Paule, William Slikker, Donald R Mattison, Benedetto Vitiello, Nathan C Twaddle, Daniel R Doerge, John F Young, Jeffrey W Fisher. Development of a physiologically based model to describe the pharmacokinetics of methylphenidate in juvenile and adult humans and nonhuman primates.
PloS one.
2014; 9(9):e106101. doi:
10.1371/journal.pone.0106101. [PMID: 25184666] - Sharon M Paterson, Grant A Moore, Chris M Florkowski, Peter M George. Determination of methylphenidate and its metabolite ritalinic acid in urine by liquid chromatography/tandem mass spectrometry.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2012 Jan; 881-882(?):20-6. doi:
10.1016/j.jchromb.2011.11.007. [PMID: 22204874] - Martin Josefsson, Irene Rydberg. Determination of methylphenidate and ritalinic acid in blood, plasma and oral fluid from adolescents and adults using protein precipitation and liquid chromatography tandem mass spectrometry--a method applied on clinical and forensic investigations.
Journal of pharmaceutical and biomedical analysis.
2011 Jul; 55(5):1050-9. doi:
10.1016/j.jpba.2011.03.009. [PMID: 21497039] - Mitsuhiro Wada, Keisuke Abe, Rie Ikeda, Ruri Kikura-Hanajiri, Naotaka Kuroda, Kenichiro Nakashima. HPLC determination of methylphenidate and its metabolite, ritalinic acid, by high-performance liquid chromatography with peroxyoxalate chemiluminescence detection.
Analytical and bioanalytical chemistry.
2011 Apr; 400(2):387-93. doi:
10.1007/s00216-011-4713-0. [PMID: 21318251] - Marion Letzel, Klaus Weiss, Walter Schüssler, Manfred Sengl. Occurrence and fate of the human pharmaceutical metabolite ritalinic acid in the aquatic system.
Chemosphere.
2010 Dec; 81(11):1416-22. doi:
10.1016/j.chemosphere.2010.09.018. [PMID: 20932550] - Emilia Marchei, Magí Farré, Ricardo Pardo, Oscar Garcia-Algar, Manuela Pellegrini, Roberta Pacifici, Simona Pichini. Usefulness of sweat testing for the detection of methylphenidate after fast- and extended-release drug administration: a pilot study.
Therapeutic drug monitoring.
2010 Aug; 32(4):508-11. doi:
10.1097/ftd.0b013e3181e4e6f8. [PMID: 20535053] - Hao-Jie Zhu, David I Appel, Yuri K Peterson, Zichao Wang, John S Markowitz. Identification of selected therapeutic agents as inhibitors of carboxylesterase 1: potential sources of metabolic drug interactions.
Toxicology.
2010 Apr; 270(2-3):59-65. doi:
10.1016/j.tox.2010.01.009. [PMID: 20097249] - Emilia Marchei, Magí Farré, Ricardo Pardo, Oscar Garcia-Algar, Manuela Pellegrini, Roberta Pacifici, Simona Pichini. Correlation between methylphenidate and ritalinic acid concentrations in oral fluid and plasma.
Clinical chemistry.
2010 Apr; 56(4):585-92. doi:
10.1373/clinchem.2009.138396. [PMID: 20167695] - E Marchei, M Farrè, M Pellegrini, O García-Algar, O Vall, R Pacifici, S Pichini. Pharmacokinetics of methylphenidate in oral fluid and sweat of a pediatric subject.
Forensic science international.
2010 Mar; 196(1-3):59-63. doi:
10.1016/j.forsciint.2009.12.038. [PMID: 20096514] - Aygul Balcioglu, Jia-Qian Ren, Deirdre McCarthy, Thomas J Spencer, Joseph Biederman, Pradeep G Bhide. Plasma and brain concentrations of oral therapeutic doses of methylphenidate and their impact on brain monoamine content in mice.
Neuropharmacology.
2009 Dec; 57(7-8):687-93. doi:
10.1016/j.neuropharm.2009.07.025. [PMID: 19631228] - Mugimane G Manjanatha, Sharon D Shelton, Vasily N Dobrovolsky, Joseph G Shaddock, Lynda G McGarrity, Daniel R Doerge, Nathan W Twaddle, Chien-Ju Lin, James J Chen, Donald R Mattison, Suzanne M Morris. Pharmacokinetics, dose-range, and mutagenicity studies of methylphenidate hydrochloride in B6C3F1 mice.
Environmental and molecular mutagenesis.
2008 Oct; 49(8):585-93. doi:
10.1002/em.20407. [PMID: 18618596] - Maria del Mar Ramirez Fernandez, Marleen Laloup, Michelle Wood, Gert De Boeck, Manuel Lopez-Rivadulla, Pierre Wallemacq, Nele Samyn. Liquid chromatography-tandem mass spectrometry method for the simultaneous analysis of multiple hallucinogens, chlorpheniramine, ketamine, ritalinic acid, and metabolites, in urine.
Journal of analytical toxicology.
2007 Oct; 31(8):497-504. doi:
10.1093/jat/31.8.497. [PMID: 17988464] - Steve K Teo, Michael R Scheffler, Anfan Wu, David I Stirling, Steve D Thomas, Daria Stypinski, Vikram D Khetani. A single-dose, two-way crossover, bioequivalence study of dexmethylphenidate HCl with and without food in healthy subjects.
Journal of clinical pharmacology.
2004 Feb; 44(2):173-8. doi:
10.1177/0091270003261899. [PMID: 14747426] - Jianhua Zhang, Yulin Deng, Jim Fang, Gordon McKay. Enantioselective analysis of ritalinic acids in biological samples by using a protein-based chiral stationary phase.
Pharmaceutical research.
2003 Nov; 20(11):1881-4. doi:
10.1023/b:pham.0000003389.77585.be. [PMID: 14661936] - Nicolas Barbarin, Douglas B Mawhinney, Roderick Black, Jack Henion. High-throughput selected reaction monitoring liquid chromatography-mass spectrometry determination of methylphenidate and its major metabolite, ritalinic acid, in rat plasma employing monolithic columns.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2003 Jan; 783(1):73-83. doi:
10.1016/s1570-0232(02)00487-7. [PMID: 12450526] - C L DeVane, J S Markowitz, S W Carson, D W Boulton, H S Gill, Z Nahas, S C Risch. Single-dose pharmacokinetics of methylphenidate in CYP2D6 extensive and poor metabolizers.
Journal of clinical psychopharmacology.
2000 Jun; 20(3):347-9. doi:
10.1097/00004714-200006000-00009. [PMID: 10831022] - D R Doerge, C M Fogle, M G Paule, M McCullagh, S Bajic. Analysis of methylphenidate and its metabolite ritalinic acid in monkey plasma by liquid chromatography/electrospray ionization mass spectrometry.
Rapid communications in mass spectrometry : RCM.
2000; 14(8):619-23. doi:
10.1002/(sici)1097-0231(20000430)14:8<619::aid-rcm916>3.0.co;2-2. [PMID: 10786896] - A Solans, M Carnicero, R De La Torre, J Segura. Simultaneous detection of methylphenidate and its main metabolite, ritalinic acid, in doping control.
Journal of chromatography. B, Biomedical applications.
1994 Aug; 658(2):380-4. doi:
10.1016/0378-4347(94)00234-7. [PMID: 7820267] - N R Srinivas, J W Hubbard, E D Korchinski, K K Midha. Stereoselective urinary pharmacokinetics of dl-threo-methylphenidate and its major metabolite in humans.
Journal of pharmaceutical sciences.
1992 Aug; 81(8):747-9. doi:
10.1002/jps.2600810805. [PMID: 1403717] - T Vu-Duc, A Vernay. A safer methylation procedure with boron trifluoride-methanol reagent for gas chromatographic analysis of ritalinic acid in urine.
Journal of pharmaceutical and biomedical analysis.
1992 Feb; 10(2-3):187-91. doi:
10.1016/0731-7085(92)80027-k. [PMID: 1391098] - N R Srinivas, J W Hubbard, K K Midha. Enantioselective gas chromatographic assay with electron-capture detection for dl-ritalinic acid in plasma.
Journal of chromatography.
1990 Sep; 530(2):327-36. doi:
10.1016/s0378-4347(00)82335-x. [PMID: 2079507] - T Aoyama, H Kotaki, Y Honda, F Nakagawa. Kinetic analysis of enantiomers of threo-methylphenidate and its metabolite in two healthy subjects after oral administration as determined by a gas chromatographic-mass spectrometric method.
Journal of pharmaceutical sciences.
1990 Jun; 79(6):465-9. doi:
10.1002/jps.2600790602. [PMID: 2395090] - B R Manno, J E Manno, C A Dempsey. A thin layer chromatographic method for high volume screening of urine for methylphenidate abuse.
Journal of analytical toxicology.
1986 May; 10(3):116-9. doi:
10.1093/jat/10.3.116. [PMID: 3724070] - K Nakajima, H Kotaki, Y Saitoh, F Nakagawa. Determination of methylphenidate and its main metabolite in plasma by gas chromatography-chemical ionization mass spectrometry.
Chemical & pharmaceutical bulletin.
1986 Apr; 34(4):1701-8. doi:
10.1248/cpb.34.1701. [PMID: 3719871] - H W Allen, B Sedgwick. Detection of ritalinic acid in urine by thin-layer chromatography and gas chromatography.
Journal of analytical toxicology.
1984 Mar; 8(2):61-2. doi:
10.1093/jat/8.2.61. [PMID: 6716975] - W Wargin, K Patrick, C Kilts, C T Gualtieri, K Ellington, R A Mueller, G Kraemer, G R Breese. Pharmacokinetics of methylphenidate in man, rat and monkey.
The Journal of pharmacology and experimental therapeutics.
1983 Aug; 226(2):382-6. doi:
NULL. [PMID: 6410043] - Y P Chan, J M Swanson, S S Soldin, J J Thiessen, S M Macleod, W Logan. Methylphenidate hydrochloride given with or before breakfast: II. Effects on plasma concentration of methylphenidate and ritalinic acid.
Pediatrics.
1983 Jul; 72(1):56-9. doi:
NULL. [PMID: 6866592] - E Redalieu, M F Bartlett, L M Waldes, W R Darrow, H Egger, W E Wagner. A study of methylphenidate in man with respect to its major metabolite.
Drug metabolism and disposition: the biological fate of chemicals.
1982 Nov; 10(6):708-9. doi:
NULL. [PMID: 6130929] - C R Iden, B L Hungund. A chemical ionization selected ion monitoring assay for methylphenidate and ritalinic acid.
Biomedical mass spectrometry.
1979 Oct; 6(10):422-6. doi:
10.1002/bms.1200061003. [PMID: 526558] - S J Soldin, B M Hill, Y P Cahn, J M Swanson, J G Hill. A liquid-chromatographic analysis for ritalinic acid [alpha-phenyl-alpha-(2-piperidyl) acetic acid] in serum.
Clinical chemistry.
1979 Jan; 25(1):51-4. doi:
NULL. [PMID: 761380] - B L Hungund, M Hanna, B G Winsberg. A sensitive gas chromatographic method for the determination of methylphenidate (Ritalin) and its major metabolite alpha-phenyl-2-piperidine acetic acid (ritalinic acid) in human plasma using nitrogen-phosphorous detector.
Communications in psychopharmacology.
1978; 2(3):203-8. doi:
NULL. [PMID: 699535] - R M Milberg, K L Rinehart, R L Sprague, E K Sleator. A reproducible gas chromatographic mass spectrometric assay for low levels of methylphenidate and ritalinic acid in blood and urine.
Biomedical mass spectrometry.
1975 Feb; 2(1):2-8. doi:
10.1002/bms.1200020103. [PMID: 1131389] - R Wells, K B Hammond, D O Rodgerson. Gas-liquid chromatographic procedure for measurement of methylphenidate hydrochloride and its metabolite, ritalinic acid, in urine.
Clinical chemistry.
1974 Apr; 20(4):440-3. doi:
10.1093/clinchem/20.4.440. [PMID: 4818196]
