Hydromorphone (BioDeep_00000002511)
Secondary id: BioDeep_00000405859
human metabolite blood metabolite Chemicals and Drugs
代谢物信息卡片
(1S,5R,13R,17R)-10-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10-trien-14-one
化学式: C17H19NO3 (285.1365)
中文名称: 氢吗啡酮
谱图信息:
最多检出来源 Homo sapiens(plant) 13.43%
分子结构信息
SMILES: CN1CCC23C4C1CC5=C2C(=C(C=C5)O)OC3C(=O)CC4
InChI: InChI=1S/C17H19NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2,4,10-11,16,19H,3,5-8H2,1H3/t10-,11+,16-,17-/m0/s1
描述信息
Hydromorphone is only found in individuals that have used or taken this drug. It is an opioid analgesic derived from morphine and used mainly as an analgesic. It has a shorter duration of action and is more potent than morphine. [PubChem]Hydromorphone is a narcotic analgesic; its principal therapeutic effect is relief of pain. Hydromorphone interacts predominantly with the opioid mu-receptors. These mu-binding sites are discretely distributed in the human brain, with high densities in the posterior amygdala, hypothalamus, thalamus, nucleus caudatus, putamen, and certain cortical areas. They are also found on the terminal axons of primary afferents within laminae I and II (substantia gelatinosa) of the spinal cord and in the spinal nucleus of the trigeminal nerve. In clinical settings, Hydromorphone exerts its principal pharmacological effect on the central nervous system and gastrointestinal tract. Hydromorphone also binds with kappa-receptors which are thought to mediate spinal analgesia, miosis and sedation.
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,17R)-10-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10-trien-14-one; (-)-(5R)-4,5-Epoxy-3-hydroxy-9alpha-methylmorphinan-6-one; (-)-(5R)-4,5-Epoxy-3-hydroxy-9a-methylmorphinan-6-one; (-)-(5R)-4,5-Epoxy-3-hydroxy-9α-methylmorphinan-6-one; 4,5alpha-Epoxy-3-hydroxy-17-methyl-6-morphinanone; 4,5a-Epoxy-3-hydroxy-17-methyl-6-morphinanone; 4,5Α-epoxy-3-hydroxy-17-methyl-6-morphinanone; 4,5-Epoxy-3-hydroxy-17-methylmorphinan-6-one; 6-Deoxy-7,8-dihydro-6-oxomorphine; hydromorphone hydrochloride; 7,8-Dihydromorphinone; Dihydromorphinone; Dihydromorfinon; Hydromorphonum; hydromorphone; Hydromorphon; Hydromorfona; Hidromorfona; Idromorfone; Novolaudon; Dimorphone; Palladone; Laudacon; Dilaudid; Hydromorphone; Hydromorphone
数据库引用编号
19 个数据库交叉引用编号
- ChEBI: CHEBI:5790
- KEGG: C07042
- KEGGdrug: D08047
- PubChem: 5284570
- PubChem: 3648
- HMDB: HMDB0014472
- Metlin: METLIN3182
- DrugBank: DB00327
- ChEMBL: CHEMBL398707
- Wikipedia: Dihydromorphinone
- MeSH: Hydromorphone
- chemspider: 4447624
- CAS: 466-99-9
- PMhub: MS000003046
- ChEBI: CHEBI:182788
- PubChem: 9254
- NIKKAJI: J5.904H
- RefMet: Hydromorphone
- KNApSAcK: 182788
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
- Thomas Shi, Jennifer L Shea. A case of fatal overdose involving both hydromorphone and kratom.
Journal of forensic sciences.
2023 Sep; ?(?):. doi:
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Drug and alcohol dependence.
2022 06; 235(?):109440. doi:
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Medicine.
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Biological & pharmaceutical bulletin.
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Respiratory medicine.
2021 Nov; 189(?):106667. doi:
10.1016/j.rmed.2021.106667. [PMID: 34757277] - Rongbo Lin, Sunzhi Lin, Shuitu Feng, Qingyi Wu, Jianqian Fu, Fang Wang, Hui Li, Xiaofeng Li, Gaowang Zhang, Yongzhi Yao, Min Xin, Tianyang Lai, Xia Lv, Yigui Chen, Shangwang Yang, Yubiao Lin, Lixia Hong, Zhenyu Cai, Jianfeng Wang, Gen Lin, Shaowei Lin, Shen Zhao, Jinfeng Zhu, Cheng Huang. Comparing Patient-Controlled Analgesia Versus Non-PCA Hydromorphone Titration for Severe Cancer Pain: A Randomized Phase III Trial.
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Anesthesia and analgesia.
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Veterinary anaesthesia and analgesia.
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Gynecologic oncology.
2019 12; 155(3):468-472. doi:
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Veterinary anaesthesia and analgesia.
2019 Nov; 46(6):736-744. doi:
10.1016/j.vaa.2019.06.005. [PMID: 31353195] - Shawna J Hawkins, Sherry Cox, Taylor J Yaw, Kurt Sladky. Pharmacokinetics of subcutaneously administered hydromorphone in bearded dragons (Pogona vitticeps) and red-eared slider turtles (Trachemys scripta elegans).
Veterinary anaesthesia and analgesia.
2019 May; 46(3):352-359. doi:
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Veterinary anaesthesia and analgesia.
2019 May; 46(3):395-404. doi:
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The journal of applied laboratory medicine.
2019 05; 3(6):954-964. doi:
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2019 Apr; 20(7):. doi:
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2018 Dec; 32(12):e4357. doi:
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Drug and alcohol dependence.
2018 12; 193(?):183-191. doi:
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2018 09; 22(17):5697-5703. doi:
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American journal of veterinary research.
2018 Aug; 79(8):820-827. doi:
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2017 09; 74(9):894-902. doi:
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Naunyn-Schmiedeberg's archives of pharmacology.
2015 Jan; 388(1):43-9. doi:
10.1007/s00210-014-1056-3. [PMID: 25332055] - Arthur E Schwartz. Opioid pharmacokinetics depends on lipid solubility.
Annals of emergency medicine.
2014 Dec; 64(6):685. doi:
10.1016/j.annemergmed.2014.06.026. [PMID: 25454570] - Peter L Platteborze, Donald J Kippenberger, Thomas M Martin. Unauthorized drug use in the US Army based on medical review officer evaluations.
Journal of analytical toxicology.
2014 Nov; 38(9):653-9. doi:
10.1093/jat/bku079. [PMID: 25002456] - Kate Thodey, Stephanie Galanie, Christina D Smolke. A microbial biomanufacturing platform for natural and semisynthetic opioids.
Nature chemical biology.
2014 Oct; 10(10):837-44. doi:
10.1038/nchembio.1613. [PMID: 25151135] - T I Saari, H Ihmsen, J Mell, K Fröhlich, J Fechner, J Schüttler, C Jeleazcov. Influence of intensive care treatment on the protein binding of sufentanil and hydromorphone during pain therapy in postoperative cardiac surgery patients.
British journal of anaesthesia.
2014 Oct; 113(4):677-87. doi:
10.1093/bja/aeu160. [PMID: 25001621] - Joris Vandenbossche, Henry Richards, Stephan Francke, An Van Den Bergh, Chih Cherng Lu, Monique A Franc. The effect of UGT2B7*2 polymorphism on the pharmacokinetics of OROS® hydromorphone in Taiwanese subjects.
Journal of clinical pharmacology.
2014 Oct; 54(10):1170-9. doi:
10.1002/jcph.305. [PMID: 24706503] - J Nicole Bentley, Ashwin Viswanathan, William S Rosenberg, Parag G Patil. Treatment of medically refractory cancer pain with a combination of intrathecal neuromodulation and neurosurgical ablation: case series and literature review.
Pain medicine (Malden, Mass.).
2014 Sep; 15(9):1488-95. doi:
10.1111/pme.12481. [PMID: 24931480] - David Sanchez-Migallon Guzman, Butch KuKanich, Tracy L Drazenovich, Glenn H Olsen, Joanne R Paul-Murphy. Pharmacokinetics of hydromorphone hydrochloride after intravenous and intramuscular administration of a single dose to American kestrels (Falco sparverius).
American journal of veterinary research.
2014 Jun; 75(6):527-31. doi:
10.2460/ajvr.75.6.527. [PMID: 24866507] - Jennifer M Cao, Joseph D Ma, Candis M Morello, Rabia S Atayee, Brookie M Best. Observations on hydrocodone and its metabolites in oral fluid specimens of the pain population: comparison with urine.
Journal of opioid management.
2014 May; 10(3):177-86. doi:
10.5055/jom.2014.0206. [PMID: 24944068] - Joris Vandenbossche, Henry M Richards, Chih Cherng Lu, Ute Richarz. Dose proportionality and pharmacokinetics of extended-release (OROS®) hydromorphone: a phase 1, open-label, randomized, crossover study in healthy Taiwanese subjects.
International journal of clinical pharmacology and therapeutics.
2014 Mar; 52(3):217-26. doi:
10.5414/cp201953. [PMID: 24472398] - David A Yee, Rabia S Atayee, Brookie M Best, Joseph D Ma. Observations on the urine metabolic profile of codeine in pain patients.
Journal of analytical toxicology.
2014 Mar; 38(2):86-91. doi:
10.1093/jat/bkt101. [PMID: 24396053] - Christian Jeleazcov, Teijo I Saari, Harald Ihmsen, Jan Mell, Katharina Fröhlich, Ljubica Krajinovic, Jörg Fechner, Jürgen Schüttler. Population pharmacokinetic modeling of hydromorphone in cardiac surgery patients during postoperative pain therapy.
Anesthesiology.
2014 Feb; 120(2):378-91. doi:
10.1097/aln.0b013e3182a76d05. [PMID: 23958818] - Ryan Perlman, Hili Giladi, Krista Brecht, Mark A Ware, Terence E Hebert, Lawrence Joseph, Yoram Shir. Intradialytic clearance of opioids: methadone versus hydromorphone.
Pain.
2013 Dec; 154(12):2794-2800. doi:
10.1016/j.pain.2013.08.015. [PMID: 23973378] - Edward J Cone, Rebecca Heltsley, David L Black, John M Mitchell, Charles P Lodico, Ronald R Flegel. Prescription opioids. II. Metabolism and excretion patterns of hydrocodone in urine following controlled single-dose administration.
Journal of analytical toxicology.
2013 Oct; 37(8):486-94. doi:
10.1093/jat/bkt066. [PMID: 23946451] - Justin Kullgren, Vy Le, Warren Wheeler. Incidence of hydromorphone-induced neuroexcitation in hospice patients.
Journal of palliative medicine.
2013 Oct; 16(10):1205-9. doi:
10.1089/jpm.2012.0467. [PMID: 23930920] - Lesley J Smith, Butch K Kukanich, Lisa A Krugner-Higby, Brynn H Schmidt, Timothy D Heath. Pharmacokinetics of ammonium sulfate gradient loaded liposome-encapsulated oxymorphone and hydromorphone in healthy dogs.
Veterinary anaesthesia and analgesia.
2013 Sep; 40(5):537-45. doi:
10.1111/vaa.12042. [PMID: 23601353] - David J Gagnon, Kevin Jwo. Tremors and agitation following low-dose intravenous hydromorphone administration in a patient with kidney dysfunction.
The Annals of pharmacotherapy.
2013 Jul; 47(7-8):e34. doi:
10.1345/aph.1r784. [PMID: 23715067] - Butch KuKanich, Julia Spade. Pharmacokinetics of hydrocodone and hydromorphone after oral hydrocodone in healthy Greyhound dogs.
Veterinary journal (London, England : 1997).
2013 May; 196(2):266-8. doi:
10.1016/j.tvjl.2012.09.008. [PMID: 23098635] - Mark V Boswell, M Elaine Stauble, Gary E Loyd, Loralie Langman, Bronwyn Ramey-Hartung, Richard N Baumgartner, William W Tucker, Saeed A Jortani. The role of hydromorphone and OPRM1 in postoperative pain relief with hydrocodone.
Pain physician.
2013 May; 16(3):E227-35. doi:
. [PMID: 23703421] - Sandra Valtier, Robert L Mueck, Vikhyat S Bebarta. Quantitative method for analysis of hydrocodone, hydromorphone and norhydrocodone in human plasma by liquid chromatography-tandem mass spectrometry.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2013 Apr; 925(?):40-5. doi:
10.1016/j.jchromb.2013.02.030. [PMID: 23523877] - Teijo I Saari, Jörg Fechner, Harald Ihmsen, Jürgen Schüttler, Christian Jeleazcov. Analysis of total and unbound hydromorphone in human plasma by ultrafiltration and LC-MS/MS: application to clinical trial in patients undergoing open heart surgery.
Journal of pharmaceutical and biomedical analysis.
2012 Dec; 71(?):63-70. doi:
10.1016/j.jpba.2012.07.025. [PMID: 22884788] - Alec B O'Connor, Ajit Rao. Why do emergency providers choose one opioid over another? A prospective cohort analysis.
Journal of opioid management.
2012 Nov; 8(6):403-13. doi:
10.5055/jom.2012.0140. [PMID: 23264318] - Jane A Dickerson, Thomas J Laha, Monica B Pagano, Brendan R O'Donnell, Andrew N Hoofnagle. Improved detection of opioid use in chronic pain patients through monitoring of opioid glucuronides in urine.
Journal of analytical toxicology.
2012 Oct; 36(8):541-7. doi:
10.1093/jat/bks063. [PMID: 22833646] - Sandra Valtier, Vikhyat S Bebarta. Excretion profile of hydrocodone, hydromorphone and norhydrocodone in urine following single dose administration of hydrocodone to healthy volunteers.
Journal of analytical toxicology.
2012 Sep; 36(7):507-14. doi:
10.1093/jat/bks058. [PMID: 22782534] - Marija Bosilkovska, Bernhard Walder, Marie Besson, Youssef Daali, Jules Desmeules. Analgesics in patients with hepatic impairment: pharmacology and clinical implications.
Drugs.
2012 Aug; 72(12):1645-69. doi:
10.2165/11635500-000000000-00000. [PMID: 22867045] - James Tuyay, Cynthia Coulter, Warren Rodrigues, Christine Moore. Disposition of opioids in oral fluid: Importance of chromatography and mass spectral transitions in LC-MS/MS.
Drug testing and analysis.
2012 Jun; 4(6):395-401. doi:
10.1002/dta.1324. [PMID: 22374679] - Neveen H Barakat, Rabia S Atayee, Brookie M Best, Amadeo J Pesce. Relationship between the concentration of hydrocodone and its conversion to hydromorphone in chronic pain patients using urinary excretion data.
Journal of analytical toxicology.
2012 May; 36(4):257-64. doi:
10.1093/jat/bks019. [PMID: 22511700] - Michelle M Hughes, Rabia S Atayee, Brookie M Best, Amadeo J Pesce. Observations on the metabolism of morphine to hydromorphone in pain patients.
Journal of analytical toxicology.
2012 May; 36(4):250-6. doi:
10.1093/jat/bks021. [PMID: 22511699] - Luning Sun, Yinbin Pan, Li Ding, Xuemei Luo, Zhengyu Yan, Cunming Liu, Yanning Qian, Yan Chu. Determination of hydromorphone in human plasma by a sensitive RP-HPLC-ESI-MS method and its application to a clinical pharmacokinetic study in postoperative patients after low dose intravenous administration with infusion pump.
Journal of pharmaceutical and biomedical analysis.
2012 Mar; 61(?):15-21. doi:
10.1016/j.jpba.2011.11.012. [PMID: 22169470] - Rebecca Heltsley, Anne Depriest, David L Black, Dennis J Crouch, Tim Robert, Lucas Marshall, Viola M Meadors, Yale H Caplan, Edward J Cone. Oral fluid drug testing of chronic pain patients. II. Comparison of paired oral fluid and urine specimens.
Journal of analytical toxicology.
2012 Mar; 36(2):75-80. doi:
10.1093/jat/bkr019. [PMID: 22337775] - Robert L Fitzgerald, Terrance L Griffin, Yeo-Min Yun, Richard A Godfrey, Robert West, Amadeo J Pesce, David A Herold. Dilute and shoot: analysis of drugs of abuse using selected reaction monitoring for quantification and full scan product ion spectra for identification.
Journal of analytical toxicology.
2012 Mar; 36(2):106-11. doi:
10.1093/jat/bkr024. [PMID: 22337779] - Luis Campoy, Manuel Martin-Flores, John W Ludders, Hollis N Erb, Robin D Gleed. Comparison of bupivacaine femoral and sciatic nerve block versus bupivacaine and morphine epidural for stifle surgery in dogs.
Veterinary anaesthesia and analgesia.
2012 Jan; 39(1):91-8. doi:
10.1111/j.1467-2995.2011.00673.x. [PMID: 22117792] - Deborah French, Alan Wu, Kara Lynch. Hydrophilic interaction LC-MS/MS analysis of opioids in urine: significance of glucuronide metabolites.
Bioanalysis.
2011 Dec; 3(23):2603-12. doi:
10.4155/bio.11.266. [PMID: 22136049] - Kenneth Todd Moore, Dominique St-Fleur, Nadia Cardillo Marricco, Jay Ariyawansa, Véronique Pagé, Jayalakshmi Natarajan, Gaetano Morelli, Ute Richarz. A randomized study of the effects of food on the pharmacokinetics of once-daily extended-release hydromorphone in healthy volunteers.
Journal of clinical pharmacology.
2011 Nov; 51(11):1571-9. doi:
10.1177/0091270010383858. [PMID: 21098692] - Erik Rauch. Intrathecal hydromorphone for cesarean delivery: in search of improved postoperative pain management: a case report.
AANA journal.
2011 Oct; 79(5):427-32. doi:
". [PMID: 23256273] - Gobi Paramanandam, Eric Prommer, Dawn C Schwenke. Adverse effects in hospice patients with chronic kidney disease receiving hydromorphone.
Journal of palliative medicine.
2011 Sep; 14(9):1029-33. doi:
10.1089/jpm.2011.0103. [PMID: 21823925] - Lisa Krugner-Higby, Butch KuKanich, Brynn Schmidt, Timothy D Heath, Carolyn Brown. Pharmacokinetics and behavioral effects of liposomal hydromorphone suitable for perioperative use in rhesus macaques.
Psychopharmacology.
2011 Aug; 216(4):511-23. doi:
10.1007/s00213-011-2239-y. [PMID: 21404039] - Ricarda Jantos, Markus Schuhmacher, Janet L Veldstra, Wendy M Bosker, Ineke Klöpping-Ketelaars, Katerina Touliou, Gian Marco Sardi, Karel A Brookhuis, Johannes G Ramaekers, Rainer Mattern, Gisela Skopp. [Determination of blood/serum ratios of different forensically relevant analytes in authentic samples].
Archiv fur Kriminologie.
2011 May; 227(5-6):188-203. doi:
NULL. [PMID: 21805908] - Trine Naalsund Andreassen, Pål Klepstad, Andrew Davies, Kristin Bjordal, Staffan Lundström, Stein Kaasa, Ola Dale. Influences on the pharmacokinetics of oxycodone: a multicentre cross-sectional study in 439 adult cancer patients.
European journal of clinical pharmacology.
2011 May; 67(5):493-506. doi:
10.1007/s00228-010-0948-5. [PMID: 21140139] - John E Mendelson, Jeremy R Coyle, Juan Carlos Lopez, Matthew J Baggott, Keith Flower, E Thomas Everhart, Thomas A Munro, Gantt P Galloway, Bruce M Cohen. Lack of effect of sublingual salvinorin A, a naturally occurring kappa opioid, in humans: a placebo-controlled trial.
Psychopharmacology.
2011 Apr; 214(4):933-9. doi:
10.1007/s00213-010-2103-5. [PMID: 21140258] - Amadeo Pesce, Cameron West, Robert West, Bridgit Crews, Charles Mikel, Murray Rosenthal, Perla Almazon, Sergey Latyshev. Determination of medication cutoff values in a pain patient population.
Journal of opioid management.
2011 Mar; 7(2):117-22. doi:
10.5055/jom.2011.0054. [PMID: 21561035] - Wilmon F Grant, Melanie B Gillingham, Ayesha K Batra, Natasha M Fewkes, Sarah M Comstock, Diana Takahashi, Theodore P Braun, Kevin L Grove, Jacob E Friedman, Daniel L Marks. Maternal high fat diet is associated with decreased plasma n-3 fatty acids and fetal hepatic apoptosis in nonhuman primates.
PloS one.
2011 Feb; 6(2):e17261. doi:
10.1371/journal.pone.0017261. [PMID: 21364873] - Joel S Goldberg. Low Molecular Weight Opioid Peptide Esters Could be Developed as a New Class of Analgesics.
Perspectives in medicinal chemistry.
2011; 5(?):19-26. doi:
10.4137/pmc.s6803. [PMID: 21863129]
