Racemethorphan (BioDeep_00000171809)
human metabolite blood metabolite
代谢物信息卡片
4-methoxy-17-methyl-17-azatetracyclo[7.5.3.0¹,¹⁰.0²,⁷]heptadeca-2(7),3,5-triene
化学式: C18H25NO (271.1936)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(blood) 60.44%
分子结构信息
SMILES: CN1CCC23CCCCC2C1CC4=C3C=C(C=C4)OC
InChI: InChI=1S/C18H25NO/c1-19-10-9-18-8-4-3-5-15(18)17(19)11-13-6-7-14(20-2)12-16(13)18/h6-7,12,15,17H,3-5,8-11H2,1-2H3
描述信息
D018377 - Neurotransmitter Agents > D018683 - Excitatory Amino Acid Agents > D018691 - Excitatory Amino Acid Antagonists
D002492 - Central Nervous System Depressants > D009294 - Narcotics > D053610 - Opiate Alkaloids
D019141 - Respiratory System Agents > D000996 - Antitussive Agents
D002491 - Central Nervous System Agents
同义名列表
14 个代谢物同义名
4-methoxy-17-methyl-17-azatetracyclo[7.5.3.0¹,¹⁰.0²,⁷]heptadeca-2(7),3,5-triene; Dextromethorphan hydrobromide, monohydrate; Dextromethorphan hydrobromide, (+-)-isomer; Hydrochloride, dextromethorphan; Hydrobromide, dextromethorphan; Dextromethorphan hydrochloride; Dextromethorphan, (+-)-isomer; Dextromethorphan Hydrobromide; Dextromethorphan; Racemethorphan; Levomethorphan; D-Methorphan; L-Methorphan; Delsym
数据库引用编号
6 个数据库交叉引用编号
- ChEBI: CHEBI:146178
- PubChem: 3008
- HMDB: HMDB0242610
- ChEMBL: CHEMBL22207
- MeSH: Dextromethorphan
- CAS: 510-53-2
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)
1 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
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Yao xue xue bao = Acta pharmaceutica Sinica.
2017 Feb; 52(2):258-63. doi:
. [PMID: 29979512] - Sheng-Yu Lee, Shiou-Lan Chen, Tzu-Yun Wang, Yun-Hsuan Chang, Po See Chen, San-Yuan Huang, Nian-Sheng Tzeng, Liang-Jen Wang, I Hui Lee, Kao Ching Chen, Yen Kuang Yang, Ru-Band Lu. The COMT Val158Met Polymorphism Is Associated With Response to Add-on Dextromethorphan Treatment in Bipolar Disorder.
Journal of clinical psychopharmacology.
2017 Feb; 37(1):94-98. doi:
10.1097/jcp.0000000000000633. [PMID: 27930497] - Kiyoshi Fukuhara, Akiko Ohno, Ruri Kikura-Hanajiri. A Metabolic Study on the Biochemical Effects of Chiral Illegal Drugs in Rats Using 1H-NMR Spectroscopy.
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan.
2017; 137(9):1147-1154. doi:
10.1248/yakushi.17-00046. [PMID: 28867701] - Ricardo P Garay, George T Grossberg. AVP-786 for the treatment of agitation in dementia of the Alzheimer's type.
Expert opinion on investigational drugs.
2017 Jan; 26(1):121-132. doi:
10.1080/13543784.2017.1267726. [PMID: 27936965] - Lin-Hu Ye, Ling-Ti Kong, Ming-Zhu Yan, Fang-Rui Cao, Li-Sha Wang, Yong-Hong Liao, Rui-Le Pan, Qi Chang. Lotus leaf alkaloid fraction can strongly inhibit CYP2D6 isoenzyme activity.
Journal of ethnopharmacology.
2016 Dec; 194(?):913-917. doi:
10.1016/j.jep.2016.10.055. [PMID: 27771456] - Sheng-Yu Lee, Tzu-Yun Wang, Shiou-Lan Chen, Yun-Hsuan Chang, Po-See Chen, San-Yuan Huang, Nian-Sheng Tzeng, Liang-Jen Wang, I Hui Lee, Kao Chin Chen, Yen Kuang Yang, Yi-Hsin Yang, Ru-Band Lu, Cheng-Sheng Chen. The correlation between plasma brain-derived neurotrophic factor and cognitive function in bipolar disorder is modulated by the BDNF Val66Met polymorphism.
Scientific reports.
2016 12; 6(?):37950. doi:
10.1038/srep37950. [PMID: 27905499] - T M Dodgen, C De J Labuschagne, A van Schalkwyk, F E Steffens, A Gaedigk, A D Cromarty, M Alessandrini, M S Pepper. Pharmacogenetic comparison of CYP2D6 predictive and measured phenotypes in a South African cohort.
The pharmacogenomics journal.
2016 11; 16(6):566-572. doi:
10.1038/tpj.2015.76. [PMID: 26503815] - Paulo Magalhães, Fernando De Andrés, Amílcar Falcão, Adrián LLerena, Gilberto Alves. Can the CEIBA Cocktail Designed for Human Cytochrome P450 Enzymes be Used in the Rat for Drug Interaction Studies?.
Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques.
2016 Oct; 19(4):520-529. doi:
10.18433/j3d313. [PMID: 28057170] - Rachumallu Ramakrishna, Manisha Bhateria, Rajbir Singh, Rabi Sankar Bhatta. Evaluation of the impact of 16-dehydropregnenolone on the activity and expression of rat hepatic cytochrome P450 enzymes.
The Journal of steroid biochemistry and molecular biology.
2016 10; 163(?):183-92. doi:
10.1016/j.jsbmb.2016.05.018. [PMID: 27224941] - Rui Chen, Amin Rostami-Hodjegan, Haotian Wang, David Berk, Jun Shi, Pei Hu. Application of a physiologically based pharmacokinetic model for the evaluation of single-point plasma phenotyping method of CYP2D6.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2016 Sep; 92(?):131-6. doi:
10.1016/j.ejps.2016.07.001. [PMID: 27412587] - Carley R Corado, Daniel S McKemie, Heather K Knych. Dextromethorphan and debrisoquine metabolism and polymorphism of the gene for cytochrome P450 isozyme 2D50 in Thoroughbreds.
American journal of veterinary research.
2016 Sep; 77(9):1029-35. doi:
10.2460/ajvr.77.9.1029. [PMID: 27580115] - Charles P Taylor, Stephen F Traynelis, Joao Siffert, Laura E Pope, Rae R Matsumoto. Pharmacology of dextromethorphan: Relevance to dextromethorphan/quinidine (Nuedexta®) clinical use.
Pharmacology & therapeutics.
2016 08; 164(?):170-82. doi:
10.1016/j.pharmthera.2016.04.010. [PMID: 27139517] - Tzu-Yun Wang, Sheng-Yu Lee, Shiou-Lan Chen, Yun-Hsuan Chang, Liang-Jen Wang, Po See Chen, Shih-Heng Chen, Chun-Hsien Chu, San-Yuan Huang, Nian-Sheng Tzeng, Chia-Ling Li, Yi-Lun Chung, Tsai-Hsin Hsieh, I Hui Lee, Kao Chin Chen, Yen Kuang Yang, Jau-Shyong Hong, Ru-Band Lu. Comparing clinical responses and the biomarkers of BDNF and cytokines between subthreshold bipolar disorder and bipolar II disorder.
Scientific reports.
2016 06; 6(?):27431. doi:
10.1038/srep27431. [PMID: 27270858] - Silvia Vogl, Matthias Steinfath, Werner K Lutz, Gilbert Schönfelder. Effect of Omeprazole and Dextromethorphan on the Urinary Metabolic Ratio of Flurbiprofen.
Basic & clinical pharmacology & toxicology.
2016 Jun; 118(6):496-8. doi:
10.1111/bcpt.12536. [PMID: 26617075] - Furong Qiu, Songcan Liu, Ping Miao, Jin Zeng, Leilei Zhu, TongFang Zhao, Yujie Ye, Jian Jiang. Effects of the Chinese herbal formula 'Zuojin Pill' on the pharmacokinetics of dextromethorphan in healthy Chinese volunteers with CYP2D6*10 genotype.
European journal of clinical pharmacology.
2016 Jun; 72(6):689-95. doi:
10.1007/s00228-016-2048-7. [PMID: 27023460] - Muhammad Farooq, Edward J Kelly, Jashvant D Unadkat. CYP2D6 Is Inducible by Endogenous and Exogenous Corticosteroids.
Drug metabolism and disposition: the biological fate of chemicals.
2016 May; 44(5):750-7. doi:
10.1124/dmd.115.069229. [PMID: 26965986] - Rui Chen, Haotian Wang, Jun Shi, Pei Hu. Alternative methods for CYP2D6 phenotyping: comparison of dextromethorphan metabolic ratios from AUC, single point plasma, and urine.
International journal of clinical pharmacology and therapeutics.
2016 May; 54(5):330-6. doi:
10.5414/cp202387. [PMID: 26902503] - Amar K Durgannavar, Manjanath B Patgar, Sharanappa T Nandibewoor, Shivamurti A Chimatadar. Fluorescent bovine serum albumin interacting with the antitussive quencher dextromethorphan: a spectroscopic insight.
Luminescence : the journal of biological and chemical luminescence.
2016 May; 31(3):843-50. doi:
10.1002/bio.3040. [PMID: 26387777] - Na Zhang. Letter to the editor regarding 'Development and validation of a sensitive UHPLC-MS/MS method for simultaneous analysis of tramadol, dextromethorphan chlorpheniramine and their major metabolites in human plasma in forensic context: application to pharmacokinetics'.
Biomedical chromatography : BMC.
2016 Apr; 30(4):663-4. doi:
10.1002/bmc.3603. [PMID: 26332009] - Wei-Hsian Yin, Pei Chen, Hung-I Yeh, Kuo-Yang Wang, Yi-Jen Hung, Wei-Kung Tseng, Ming-Shien Wen, Tao-Cheng Wu, Chau-Chung Wu, Shu-Meng Cheng, Jaw-Wen Chen. Combination With Low-dose Dextromethorphan Improves the Effect of Amlodipine Monotherapy in Clinical Hypertension: A First-in-human, Concept-proven, Prospective, Dose-escalation, Multicenter Study.
Medicine.
2016 Mar; 95(12):e3234. doi:
10.1097/md.0000000000003234. [PMID: 27015224] - Jie Cai, Da-Peng Dai, Pei-Wu Geng, Shuang-Hu Wang, Hao Wang, Yun-Yun Zhan, Xiang-Xin Huang, Guo-Xin Hu, Jian-Ping Cai. Effects of 22 Novel CYP2D6 Variants Found in the Chinese Population on the Bufuralol and Dextromethorphan Metabolisms In Vitro.
Basic & clinical pharmacology & toxicology.
2016 Mar; 118(3):190-9. doi:
10.1111/bcpt.12478. [PMID: 26310775] - Kendra J Bjoraker, Michael A Swanson, Curtis R Coughlin, John Christodoulou, Ee S Tan, Mark Fergeson, Sarah Dyack, Ayesha Ahmad, Marisa W Friederich, Elaine B Spector, Geralyn Creadon-Swindell, M Antoinette Hodge, Sommer Gaughan, Casey Burns, Johan L K Van Hove. Neurodevelopmental Outcome and Treatment Efficacy of Benzoate and Dextromethorphan in Siblings with Attenuated Nonketotic Hyperglycinemia.
The Journal of pediatrics.
2016 Mar; 170(?):234-9. doi:
10.1016/j.jpeds.2015.12.027. [PMID: 26749113] - Ole Kristian Thu, Olav Spigset, Odd Georg Nilsen, Bent Hellum. Effect of commercial Rhodiola rosea on CYP enzyme activity in humans.
European journal of clinical pharmacology.
2016 Mar; 72(3):295-300. doi:
10.1007/s00228-015-1988-7. [PMID: 26613955] - Fernando de Andrés, Santiago Terán, Marcela Bovera, Humberto Fariñas, Enrique Terán, Adrián LLerena. Multiplex Phenotyping for Systems Medicine: A One-Point Optimized Practical Sampling Strategy for Simultaneous Estimation of CYP1A2, CYP2C9, CYP2C19, and CYP2D6 Activities Using a Cocktail Approach.
Omics : a journal of integrative biology.
2016 Feb; 20(2):88-96. doi:
10.1089/omi.2015.0131. [PMID: 26600202] - Ewelina Kwiecień-Obara, Jaroslaw Szponar, Anna Krajewska, Agnieszka Witkowska, Anna Radoniewicz, Magda Szponar. [Morphine (obtained from poppy seeds) and dextrometorfan poisoning– a case report].
Przeglad lekarski.
2016 ; 73(8):596-8. doi:
. [PMID: 29677437] - Hiromi Soraoka, Kentaro Oniki, Kazuki Matsuda, Tatsumasa Ono, Kosuke Taharazako, Yoshihiro Uchiyashiki, Ryoko Kamihashi, Ayana Kita, Ayaka Takashima, Kazuko Nakagawa, Norio Yasui-Furukori, Daisuke Kadowaki, Keishi Miyata, Junji Saruwatari. The Effect of Yokukansan, a Traditional Herbal Preparation Used for the Behavioral and Psychological Symptoms of Dementia, on the Drug-Metabolizing Enzyme Activities in Healthy Male Volunteers.
Biological & pharmaceutical bulletin.
2016; 39(9):1468-74. doi:
10.1248/bpb.b16-00248. [PMID: 27582327] - J Marquard, A Stirban, F Schliess, F Sievers, A Welters, S Otter, A Fischer, S Wnendt, T Meissner, T Heise, E Lammert. Effects of dextromethorphan as add-on to sitagliptin on blood glucose and serum insulin concentrations in individuals with type 2 diabetes mellitus: a randomized, placebo-controlled, double-blinded, multiple crossover, single-dose clinical trial.
Diabetes, obesity & metabolism.
2016 Jan; 18(1):100-3. doi:
10.1111/dom.12576. [PMID: 26362564] - F L Opdam, A S Modak, S P Mooijaart, M Louwerens, M W M de Waal, H Gelderblom, H-J Guchelaar. CYP2D6 Metabolism in Frail Elderly Compared to Non-Frail Elderly: A Pilot Feasibility Study.
Drugs & aging.
2015 Dec; 32(12):1019-27. doi:
10.1007/s40266-015-0319-0. [PMID: 26597400] - Worku Bedada, Fernando de Andrés, Ephrem Engidawork, Anton Pohanka, Olof Beck, Leif Bertilsson, Adrián Llerena, Eleni Aklillu. The Psychostimulant Khat (Catha edulis) Inhibits CYP2D6 Enzyme Activity in Humans.
Journal of clinical psychopharmacology.
2015 Dec; 35(6):694-9. doi:
10.1097/jcp.0000000000000413. [PMID: 26444948] - Pao-Pao Yang, Geng-Chang Yeh, Eagle Yi-Kung Huang, Ping-Yee Law, Horace H Loh, Pao-Luh Tao. Effects of dextromethorphan and oxycodone on treatment of neuropathic pain in mice.
Journal of biomedical science.
2015 Sep; 22(?):81. doi:
10.1186/s12929-015-0186-3. [PMID: 26391752] - Eman H El-Naby, Ayman H Kamel. Potential transducers based man-tailored biomimetic sensors for selective recognition of dextromethorphan as an antitussive drug.
Materials science & engineering. C, Materials for biological applications.
2015 Sep; 54(?):217-24. doi:
10.1016/j.msec.2015.05.044. [PMID: 26046285] - Naomi Finn, John Wolf, June Louie, Bing Su. High concentrations of dextromethorphan result in false-positive in opiate immunoassay test.
Clinica chimica acta; international journal of clinical chemistry.
2015 Aug; 448(?):247. doi:
10.1016/j.cca.2015.07.015. [PMID: 26192219] - Hala M Heneedak, Ismail Salama, Samia Mostafa, Ehab El-Kady, Mohamed El-Sadek. Development and validation of a sensitive UHPLC-MS/MS method for the simultaneous analysis of tramadol, dextromethorphan chlorpheniramine and their major metabolites in human plasma in forensic context: application to pharmacokinetics.
Biomedical chromatography : BMC.
2015 Jul; 29(7):998-1007. doi:
10.1002/bmc.3384. [PMID: 25417559] - James Ermer, Mary Corcoran, Patrick Martin. Lisdexamfetamine Dimesylate Effects on the Pharmacokinetics of Cytochrome P450 Substrates in Healthy Adults in an Open-Label, Randomized, Crossover Study.
Drugs in R&D.
2015 Jun; 15(2):175-85. doi:
10.1007/s40268-015-0090-z. [PMID: 25862215] - Jianguo Sun, Ying Peng, Hui Wu, Xueyuan Zhang, Yunxi Zhong, Yanan Xiao, Fengyi Zhang, Huanhuan Qi, Lili Shang, Jianping Zhu, Yue Sun, Ke Liu, Jinghan Liu, Jiye A, Rodney J Y Ho, Guangji Wang. Guanfu base A, an antiarrhythmic alkaloid of Aconitum coreanum, Is a CYP2D6 inhibitor of human, monkey, and dog isoforms.
Drug metabolism and disposition: the biological fate of chemicals.
2015 May; 43(5):713-24. doi:
10.1124/dmd.114.060905. [PMID: 25681130] - Jing-ya Chen, Jun-jun Wang, Mo-ran Meng, Yong Chen. [Borneol is an inducer of rat hepatic CYP2D activity in vivo].
Yao xue xue bao = Acta pharmaceutica Sinica.
2015 Apr; 50(4):459-63. doi:
". [PMID: 26223128] - Yu-xin Zang, Bing-ting Sun, Wen-zhu Zhao, Na Rong, Guo-liang Dai, Wen-zheng Ju, Heng-shan Tan. [Study of change in activity of hepatic drug metabolism enzymes in rat model of chronic unpredictable mild stress].
Yao xue xue bao = Acta pharmaceutica Sinica.
2015 Mar; 50(3):319-25. doi:
. [PMID: 26118111] - Fahad Ibrahim Al-Jenoobi, Areej A Al-Thukair, Mohd Aftab Alam, Fawkeya A Abbas, Abdullah M Al-Mohizea, Khalid M Alkharfy, Saleh A Al-Suwayeh. Effect of Curcuma longa on CYP2D6- and CYP3A4-mediated metabolism of dextromethorphan in human liver microsomes and healthy human subjects.
European journal of drug metabolism and pharmacokinetics.
2015 Mar; 40(1):61-6. doi:
10.1007/s13318-014-0180-2. [PMID: 24510399] - Sheng-Yu Lee, Shiou-Lan Chen, Yun-Hsuan Chang, Chun-Hsien Chu, Shih-Heng Chen, Po See Chen, San-Yuan Huang, Nian-Sheng Tzeng, Liang-Jen Wang, I Hui Lee, Tzu-Yun Wang, Kao Chin Chen, Yen Kuang Yang, Jau-Shyong Hong, Ru-Band Lu. A placebo-controlled trial of dextromethorphan as an adjunct in opioid-dependent patients undergoing methadone maintenance treatment.
The international journal of neuropsychopharmacology.
2015 Feb; 18(7):pyv008. doi:
10.1093/ijnp/pyv008. [PMID: 25716777] - Fahad I Al-Jenoobi, Areej A Al-Thukair, Mohd Aftab Alam, Fawkeya A Abbas, Abdullah M Al-Mohizea, Khalid M Alkharfy, Saleh A Al-Suwayeh. Effect of Trigonella foenum-graecum L. on Metabolic Activity of CYP2D6 and CYP3A4.
Forschende Komplementarmedizin (2006).
2015; 22(3):180-4. doi:
10.1159/000432412. [PMID: 26335391] - Lily P H Yang, Emma D Deeks. Dextromethorphan/quinidine: a review of its use in adults with pseudobulbar affect.
Drugs.
2015 Jan; 75(1):83-90. doi:
10.1007/s40265-014-0328-z. [PMID: 25420446] - Bogna Badyra, Bartosz Lisowski, Sebastian Polak, John Kudolo, Barbara Wiśniowska. How in vitro influences in silico utilized for the prediction of in vivo - pilot study of the drug-induced pro-arrhythmic potency prediction.
Folia medica Cracoviensia.
2015; 55(4):5-19. doi:
. [PMID: 26867116] - Satomi Shida, Masahiro Utoh, Norie Murayama, Makiko Shimizu, Yasuhiro Uno, Hiroshi Yamazaki. Human plasma concentrations of cytochrome P450 probes extrapolated from pharmacokinetics in cynomolgus monkeys using physiologically based pharmacokinetic modeling.
Xenobiotica; the fate of foreign compounds in biological systems.
2015; 45(10):881-6. doi:
10.3109/00498254.2015.1028511. [PMID: 26075833] - Jessica L Knittel, Shawn P Vorce, Barry Levine, Rhome L Hughes, Thomas Z Bosy. Multidrug toxicity involving sumatriptan.
Journal of analytical toxicology.
2015 Jan; 39(1):75-9. doi:
10.1093/jat/bku120. [PMID: 25324526]
