Oxycodone (BioDeep_00000002107)

 

Secondary id: BioDeep_00000397513

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


(1S,5R,13R,17S)-17-hydroxy-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-trien-14-one

化学式: C18H21NO4 (315.1470506)
中文名称: 羟可待酮
谱图信息: 最多检出来源 Homo sapiens(blood) 5.71%

分子结构信息

SMILES: CN1CCC23C4C(=O)CCC2(C1CC5=C3C(=C(C=C5)OC)O4)O
InChI: InChI=1S/C18H21NO4/c1-19-8-7-17-14-10-3-4-12(22-2)15(14)23-16(17)11(20)5-6-18(17,21)13(19)9-10/h3-4,13,16,21H,5-9H2,1-2H3/t13-,16+,17+,18-/m1/s1

描述信息

Oxycodone is only found in individuals that have used or taken this drug. It is a semisynthetic derivative of codeine that acts as a narcotic analgesic more potent and addicting than codeine. [PubChem]Oxycodone acts as a weak agonist at mu, kappa, and delta opioid receptors within the central nervous system (CNS). Oxycodone primarily affects mu-type opioid receptors, which are coupled with G-protein receptors and function as modulators, both positive and negative, of synaptic transmission via G-proteins that activate effector proteins. Binding of the opiate stimulates the exchange of GTP for GDP on the G-protein complex. As the effector system is adenylate cyclase and cAMP located at the inner surface of the plasma membrane, opioids decrease intracellular cAMP by inhibiting adenylate cyclase. Subsequently, the release of nociceptive neurotransmitters such as substance P, GABA, dopamine, acetylcholine, and noradrenaline is inhibited. Opioids such as oxycodone also inhibit the release of vasopressin, somatostatin, insulin, and glucagon. Opioids close N-type voltage-operated calcium channels (kappa-receptor agonist) and open calcium-dependent inwardly rectifying potassium channels (mu and delta receptor agonist). This results in hyperpolarization and reduced neuronal excitability.
D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants > D009294 - Narcotics
D002492 - Central Nervous System Depressants > D009294 - Narcotics > D053610 - Opiate Alkaloids
N - Nervous system > N02 - Analgesics > N02A - Opioids > N02AA - Natural opium alkaloids
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
C78272 - Agent Affecting Nervous System > C67413 - Opioid Receptor Agonist
D002491 - Central Nervous System Agents > D000700 - Analgesics

同义名列表

26 个代谢物同义名

(1S,5R,13R,17S)-17-hydroxy-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-trien-14-one; 4,5alpha-Epoxy-14-hydroxy-3-methoxy-17-methylmorphinan-6-one; 4,5a-Epoxy-14-hydroxy-3-methoxy-17-methylmorphinan-6-one; 4,5Α-epoxy-14-hydroxy-3-methoxy-17-methylmorphinan-6-one; 4,5-Epoxy-14-hydroxy-3-methoxy-17-methylmorphinan-6-one; Purdue frederick brand OF oxycodone; (-)-14-Hydroxydihydrocodeinone; Dihydro-14-hydroxycodeinone; Dihydrohydroxycondeinone; Dihydrohydroxycodeinone; oxycodone hydrochloride; Dihydroxycodeinone; Oxycodeinon; Oxycodonum; Dihydrone; Pancodine; Oxicodona; oxycodone; Theocodin; Oxycontin; Oxiconum; Dinarkon; Oxycone; Eucodal; PTI-821; Oxicone



数据库引用编号

17 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)

3 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

  • Jack E Henningfield, Joseph V Rodricks, Aaron M Magnuson, Marilyn A Huestis. Respiratory effects of oral mitragynine and oxycodone in a rodent model. Psychopharmacology. 2022 Dec; 239(12):3793-3804. doi: 10.1007/s00213-022-06244-z. [PMID: 36308562]
  • Srikanth C Nallani, Wenjing Li, Silvia N Calderon, Ellen Fields, Rigoberto A Roca, Yun Xu, Liang Zhao, Lanyan Fang, Chandrahas G Sahajwalla, Issam Zineh. Concentration-Response Model of Immediate Release Oxycodone Drug Liking by Different Routes of Abuse. Pain medicine (Malden, Mass.). 2022 Jul; 23(7):1311-1322. doi: 10.1093/pm/pnab339. [PMID: 34865125]
  • Vlad Radoi, Gerd Jakobsson, Vinko Palada, Andrej Nikosjkov, Henrik Druid, Lars Terenius, Eva Kosek, Vladana Vukojević. Non-Peptide Opioids Differ in Effects on Mu-Opioid (MOP) and Serotonin 1A (5-HT1A) Receptors Heterodimerization and Cellular Effectors (Ca2+, ERK1/2 and p38) Activation. Molecules (Basel, Switzerland). 2022 Apr; 27(7):. doi: 10.3390/molecules27072350. [PMID: 35408749]
  • Nicole Arguelles, Janielle Richards, Ahmed A El-Sherbeni, Sharon Miksys, Rachel F Tyndale. Sex, estrous cycle, and hormone regulation of CYP2D in the brain alters oxycodone metabolism and analgesia. Biochemical pharmacology. 2022 04; 198(?):114949. doi: 10.1016/j.bcp.2022.114949. [PMID: 35143755]
  • Zhi-Bing You, Eliot L Gardner, Ewa Galaj, Allamar R Moore, Tristram Buck, Chloe J Jordan, Bree A Humburg, Guo-Hua Bi, Zheng-Xiong Xi, Lorenzo Leggio. Involvement of the ghrelin system in the maintenance of oxycodone self-administration: converging evidence from endocrine, pharmacologic and transgenic approaches. Molecular psychiatry. 2022 04; 27(4):2171-2181. doi: 10.1038/s41380-022-01438-5. [PMID: 35064236]
  • Matthew J Blitz, Burton Rochelson, Lakha Prasannan, Guillaume J Stoffels, Karalyn Pappas, Greg T Palleschi, Harvey Marchbein. Scheduled versus as-needed postpartum analgesia and oxycodone utilization. The journal of maternal-fetal & neonatal medicine : the official journal of the European Association of Perinatal Medicine, the Federation of Asia and Oceania Perinatal Societies, the International Society of Perinatal Obstetricians. 2022 Mar; 35(6):1054-1062. doi: 10.1080/14767058.2020.1742318. [PMID: 32193961]
  • Minna Guo, Shijiang Liu, Jian Gao, Chuanbao Han, Chun Yang, Cunming Liu. The effects of fentanyl, oxycodone, and butorphanol on gastrointestinal function in patients undergoing laparoscopic hysterectomy: a prospective, double-blind, randomized controlled trial. BMC anesthesiology. 2022 02; 22(1):53. doi: 10.1186/s12871-022-01594-9. [PMID: 35209847]
  • Michael T Truver, Gerd Jakobsson, Maria D Chermà, Madeleine J Swortwood, Henrik Gréen, Robert Kronstrand. The Quantification of Oxycodone and Its Phase I and II Metabolites in Urine. Journal of analytical toxicology. 2022 Feb; 46(1):55-63. doi: 10.1093/jat/bkaa186. [PMID: 33270113]
  • The Lancet. Managing the opioid crisis in North America and beyond. Lancet (London, England). 2022 02; 399(10324):495. doi: 10.1016/s0140-6736(22)00200-8. [PMID: 35122752]
  • You Liang, Xiuyun Xu, Xiaona Sun, Chuanmin Song. Application of oxycodone combined with intravenous inhalation anesthesia in PFNA internal fixation of femoral intertrochanteric fracture in the elderly. Minerva surgery. 2022 02; 77(1):90-92. doi: 10.23736/s2724-5691.21.08953-x. [PMID: 34160179]
  • Guang-Dan Zhu, Penn Whitley, Leah LaRue, Brandon Adkins, Eric Dawson, Angela Huskey, Edmund V Capparelli, Andria L Del Tredici. Impact of genetic variation in CYP2C19, CYP2D6, and CYP3A4 on oxycodone and its metabolites in a large database of clinical urine drug tests. The pharmacogenomics journal. 2022 02; 22(1):25-32. doi: 10.1038/s41397-021-00253-5. [PMID: 34480108]
  • Grzegorz Kowalski, Bogumił Olczak, Wojciech Leppert, Agnieszka Bienert, Artur Teżyk, Danuta Szkutnik-Fiedler, Michał Adamski, Katarzyna Wieczorowska-Tobis. Analgesic Efficacy and Safety of Spinal Oxycodone in Total Hip Arthroplasty: A Preliminary Study. Current medicinal chemistry. 2022; 29(21):3806-3814. doi: 10.2174/0929867329666220126125256. [PMID: 35081884]
  • Xian Bing Hou, Dan Dan Chen, Tong Fei Cheng, Dan Wang, Xiao Jun Dai, Yao Wang, Bi Xian Cui, Yuan Yuan Wang, Hui Xu, Hong Zhou Chen. Meta-analysis of efficacy and safety of sustained release oxycodone hydrochloride rectal administration for moderate to severe pain. PloS one. 2022; 17(6):e0266754. doi: 10.1371/journal.pone.0266754. [PMID: 35759471]
  • Nicole Arguelles, Sharon Miksys, Rachel F Tyndale. Sex and Estrous Cycle Differences in Analgesia and Brain Oxycodone Levels. Molecular neurobiology. 2021 Dec; 58(12):6540-6551. doi: 10.1007/s12035-021-02560-1. [PMID: 34581987]
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  • Patrick Y Joynt, George Sam Wang. Fentanyl contaminated 'M30' pill overdoses in pediatric patients. The American journal of emergency medicine. 2021 12; 50(?):811.e3-811.e4. doi: 10.1016/j.ajem.2021.05.035. [PMID: 34030905]
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  • Tao Feng, Si Zeng, Jie Ding, Gong Chen, Bin Wang, Daguo Wang, Xueli Li, Kunfeng Wang. Comparative analysis of the effects of opioids in angiogenesis. BMC anesthesiology. 2021 10; 21(1):257. doi: 10.1186/s12871-021-01475-7. [PMID: 34702181]
  • Aymen A Al-Qurain, Desmond B Williams, Lorraine Mackenzie, Michael S Roberts, Michael D Wiese. Simultaneous LC-MS/MS quantification of oxycodone, tramadol and fentanyl and their metabolites (noroxycodone, oxymorphone, O- desmethyltramadol, N- desmethyltramadol, and norfentanyl) in human plasma and whole blood collected via venepuncture and volumetric absorptive micro sampling. Journal of pharmaceutical and biomedical analysis. 2021 Sep; 203(?):114171. doi: 10.1016/j.jpba.2021.114171. [PMID: 34087551]
  • Louise Ladebo, Ahmad Y Abuhelwa, David J R Foster, Jens P Kroustrup, Grzegorz J Pacyk, Kenneth T Kongstad, Asbjørn M Drewes, Lona L Christrup, Anne E Olesen. Effect of Roux-en-Y gastric bypass on the pharmacokinetic-pharmacodynamic relationships of liquid and controlled-release formulations of oxycodone. Basic & clinical pharmacology & toxicology. 2021 Sep; 129(3):232-245. doi: 10.1111/bcpt.13634. [PMID: 34228875]
  • Louise Ladebo, Lars Vinter-Jensen, Johanne Hestvang, Maja Schjønning Mikkelsen, Henrik Højgaard Rasmussen, Lona Louring Christrup, Asbjørn Mohr Drewes, Anne Estrup Olesen. Oral absorption of oxycodone in patients with short bowel syndrome. Scandinavian journal of gastroenterology. 2021 09; 56(9):1023-1029. doi: 10.1080/00365521.2021.1944299. [PMID: 34196257]
  • Saeid Raofi, Minori Kinjo, Dajun Sun, Zhichuan Li, Heather Boyce, Karthika Natarajan, Mitchell Frost, Liang Zhao, Markham Luke, Robert Lionberger, Debra Kelsh, Myong-Jin Kim. Particle size affects pharmacokinetics of milled oxycodone hydrochloride tablet products following nasal insufflation in nondependent, recreational opioid users. Clinical and translational science. 2021 09; 14(5):1977-1987. doi: 10.1111/cts.13053. [PMID: 33982418]
  • Donald Fedrigon, Anna Faris, Naveen Kachroo, Rajat Jain, Marlie Elia, Lamont Wilkins, Jianbo Li, Smita De, Mark Noble, Manoj Monga, Sri Sivalingam. SKOPE-Study of Ketorolac vs Opioid for Pain after Endoscopy: A Double-Blinded Randomized Control Trial in Patients Undergoing Ureteroscopy. The Journal of urology. 2021 Aug; 206(2):373-381. doi: 10.1097/ju.0000000000001772. [PMID: 33819072]
  • April M Huseby Kelcher, Carly A Baehr, Fatima A Hamid, Geoffrey T Hart, Marco Pravetoni. Contribution of Antibody-Mediated Effector Functions to the Mechanism of Efficacy of Vaccines for Opioid Use Disorders. Journal of immunology (Baltimore, Md. : 1950). 2021 08; 207(3):860-867. doi: 10.4049/jimmunol.2100204. [PMID: 34281999]
  • Mohamed Abou El Hassan, David Colantonio, Sergei Likhodii, Bassam A Nassar. The analytical performance of six urine drug screens on cobas 6000 and ARCHITECT i2000 compared to LC-MS/MS gold standard. Clinical biochemistry. 2021 Jul; 93(?):99-103. doi: 10.1016/j.clinbiochem.2021.04.003. [PMID: 33844982]
  • Anna Dari, Stefan Buller, Michael Gautrois, Hans-Jürgen Stahlberg, Jens Rengelshausen, Jan Freijer. Oxycodone Effect on Pupil Constriction in Recreational Opioid Users: A Pharmacokinetic/Pharmacodynamic Meta-Analysis Approach. Clinical pharmacokinetics. 2021 06; 60(6):785-794. doi: 10.1007/s40262-020-00980-1. [PMID: 33515201]
  • Lieselot L G Carrette, Giordano de Guglielmo, Marsida Kallupi, Lisa Maturin, Molly Brennan, Brent Boomhower, Dana Conlisk, Sharona Sedighim, Lani Tieu, McKenzie J Fannon, Nathan Velarde, Angelica R Martinez, Jenni Kononoff, Adam Kimbrough, Sierra Simpson, Lauren C Smith, Kokila Shankar, Francisco J Ramirez, Apurva S Chitre, Bonnie Lin, Oksana Polesskaya, Leah C Solberg Woods, Abraham A Palmer, Olivier George. The Cocaine and Oxycodone Biobanks, Two Repositories from Genetically Diverse and Behaviorally Characterized Rats for the Study of Addiction. eNeuro. 2021 May; 8(3):. doi: 10.1523/eneuro.0033-21.2021. [PMID: 33875455]
  • John Mach, XiaoSuo Wang, Sarah N Hilmer. Quantification of serum levels in mice of seven drugs (and six metabolites) commonly taken by older people with polypharmacy. Fundamental & clinical pharmacology. 2021 Apr; 35(2):410-422. doi: 10.1111/fcp.12602. [PMID: 32813878]
  • Giulia Zanni, Patrese A Robinson-Drummer, Ashlee A Dougher, Hannah M Deutsch, Matthew J DeSalle, David Teplitsky, Aishwarya Vemulapalli, Regina M Sullivan, Amelia J Eisch, Gordon A Barr. Maternal continuous oral oxycodone self-administration alters pup affective/social communication but not spatial learning or sensory-motor function. Drug and alcohol dependence. 2021 04; 221(?):108628. doi: 10.1016/j.drugalcdep.2021.108628. [PMID: 33761428]
  • Zhengzuo Wan, Chunhua Chu, Rong Zhou, Bin Que. Effects of Oxycodone Combined With Flurbiprofen Axetil on Postoperative Analgesia and Immune Function in Patients Undergoing Radical Resection of Colorectal Cancer. Clinical pharmacology in drug development. 2021 03; 10(3):251-259. doi: 10.1002/cpdd.818. [PMID: 32567233]
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  • Hossein Khosropour, Behzad Rezaei, Hossein A Alinajafi, Ali A Ensafi. Electrochemical sensor based on glassy carbon electrode modified by polymelamine formaldehyde/graphene oxide nanocomposite for ultrasensitive detection of oxycodone. Mikrochimica acta. 2021 01; 188(1):1. doi: 10.1007/s00604-020-04655-3. [PMID: 33386503]
  • Elina Ashirova, Natalina H Contoreggi, Megan A Johnson, Fatima J Al-Khayat, Gabriela A Calcano, Batsheva R Rubin, Emma M O'Cinneide, Yong Zhang, Yan Zhou, Lennox Gregoire, Bruce S McEwen, Mary Jeanne Kreek, Teresa A Milner. Oxycodone injections not paired with conditioned place preference have little effect on the hippocampal opioid system in female and male rats. Synapse (New York, N.Y.). 2021 01; 75(1):e22182. doi: 10.1002/syn.22182. [PMID: 32654187]
  • Shuo Qiu, Sachinder Vasudeva. A case report of satisfactory post-left knee replacement pain control after switching from oxycodone to buprenorphine. Journal of opioid management. 2021; 17(7):179-182. doi: 10.5055/jom.2021.0656. [PMID: 34520040]
  • Andrew M McDonald, Sharon A Spencer, Christopher D Willey, James A Bonner, Michael C Dobelbower, Thomas A Swain, Lisle Nabell, Susan McCammon, William R Carroll, Gerald McGwin, Smita Bhatia, Eddy S Yang. Lipid microsphere bound oxycodone for pain management in patients receiving radiotherapy for head and neck cancer. Supportive care in cancer : official journal of the Multinational Association of Supportive Care in Cancer. 2021 Jan; 29(1):263-269. doi: 10.1007/s00520-020-05474-1. [PMID: 32350670]
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