6β-hydroxycortisol (BioDeep_00000408714)

Main id: BioDeep_00000637545

 


代谢物信息卡片


(17R)-6,11,17-trihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one

化学式: C21H30O6 (378.204228)
中文名称: 6β-羟基可的松
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC12CCC(=O)C=C1C(CC3C2C(CC4(C3CCC4(C(=O)CO)O)C)O)O
InChI: InChI=1S/C21H30O6/c1-19-5-3-11(23)7-14(19)15(24)8-12-13-4-6-21(27,17(26)10-22)20(13,2)9-16(25)18(12)19/h7,12-13,15-16,18,22,24-25,27H,3-6,8-10H2,1-2H3/t12-,13-,15+,16-,18+,19-,20-,21-/m0/s1

描述信息

A C21-steroid that is cortisol bearing an additional hydroxy substituent at the 6beta-position. In humans, it is produced as a metabolite of cortisol by cytochrome p450-3A4 (CYP3A4, an important enzyme involved in the metabolism of a variety of exogenous and endogenous compounds) and can be used to detect moderate and potent CYP3A4 inhibition in vivo.
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
CONFIDENCE standard compound; INTERNAL_ID 2838
CONFIDENCE Reference Standard (Level 1); NaToxAq - Natural Toxins and Drinking Water Quality - From Source to Tap (https://natoxaq.ku.dk)

同义名列表

4 个代谢物同义名

(17R)-6,11,17-trihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one; 6beta-Hydroxycortisol; 6β-hydroxycortisol; 6-beta-Hydroxycortisol



数据库引用编号

40 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)

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。



文献列表

  • Lu-Ning Sun, Ye Shen, Yu-Qing Yang, Xiang-Long Chen, Feng-Ru Huang, Dun-Jian Wang, Ye Zhang, Da-Wei Wang, Yong-Qing Wang. Simultaneous Determination of Cortisol and 6β-Hydroxycortisol in Human Plasma by Liquid Chromatography-Tandem Mass Spectrometry. Journal of chromatographic science. 2023 Feb; 61(2):130-139. doi: 10.1093/chromsci/bmac038. [PMID: 35589097]
  • Helena Bergström, Anna Lindahl, Anna Warnqvist, Ulf Diczfalusy, Lena Ekström, Linda Björkhem-Bergman. Studies on CYP3A activity during the menstrual cycle as measured by urinary 6β-hydroxycortisol/cortisol. Pharmacology research & perspectives. 2021 12; 9(6):e00884. doi: 10.1002/prp2.884. [PMID: 34664787]
  • Ryohei Hirano, Akitomo Yokokawa, Tomomi Furihata, Hiromi Shibasaki. Dried blood spots analysis of 6β-hydroxycortisol and cortisol using liquid chromatography/tandem mass spectrometry for calculating 6β-hydroxycortisol to cortisol ratio. Journal of mass spectrometry : JMS. 2021 Dec; 56(12):e4790. doi: 10.1002/jms.4790. [PMID: 34881490]
  • Chang Ho Ahn, Chaelin Lee, Jaeyoon Shim, Sung Hye Kong, Su-Jin Kim, Yong Hwy Kim, Kyu Eun Lee, Chan Soo Shin, Jung Hee Kim, Man Ho Choi. Metabolic changes in serum steroids for diagnosing and subtyping Cushing's syndrome. The Journal of steroid biochemistry and molecular biology. 2021 06; 210(?):105856. doi: 10.1016/j.jsbmb.2021.105856. [PMID: 33647522]
  • Benjamin Berger, Priska Kaufmann, Annelize Koch, Jasper Dingemanse. Impact of the Selective Orexin-1 Receptor Antagonist ACT-539313 on the Pharmacokinetics of the CYP3A Probe Drug Midazolam in Healthy Male Subjects. Journal of clinical pharmacology. 2020 07; 60(7):931-941. doi: 10.1002/jcph.1588. [PMID: 32035014]
  • Jhohann Richard de Lima Benzi, Fernanda de Lima Moreira, Maria Paula Marques, Geraldo Duarte, Guilherme Suarez-Kurtz, Vera Lucia Lanchote. A background subtraction approach for determination of endogenous cortisol and 6β-hydroxycortisol in urine by UPLC-MS/MS with application in a within-day variability study in HIV-infected pregnant women. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2020 May; 1144(?):122074. doi: 10.1016/j.jchromb.2020.122074. [PMID: 32247187]
  • Natasha Gill, Natalie Sirizzotti, David Johnson, Gary Joubert, Andrew S Kucey, Alvin Tieu, Brad L Urquhart, Melanie Columbus, Rodrick Lim, Michael Rieder, Shruti Mehrotra, Emily D Hartjes, Naveen Poonai. Endogenous Glucocorticoid Response to Single-Dose Dexamethasone for Croup in Children: A Pharmacodynamic Study. Pediatric emergency care. 2020 Jan; 36(1):50-56. doi: 10.1097/pec.0000000000001142. [PMID: 28398936]
  • Anna A Makhova, Eugenia V Shikh, Tatiana V Bulko, Zhanna M Sizova, Victoria V Shumyantseva. The influence of taurine and L-carnitine on 6 β-hydroxycortisol/cortisol ratio in human urine of healthy volunteers. Drug metabolism and personalized therapy. 2019 10; 34(3):. doi: 10.1515/dmpt-2019-0013. [PMID: 31603853]
  • Harunobu Tahara, Miwa Watanabe, Maki Hasegawa. A comparative study for detecting CYP3A induction by CYP3A probe drugs and endogenous markers in cynomolgus monkeys. Biopharmaceutics & drug disposition. 2019 Feb; 40(2):81-93. doi: 10.1002/bdd.2173. [PMID: 30724384]
  • Ryohei Hirano, Akitomo Yokokawa, Takashi Furuta, Hiromi Shibasaki. Sensitive and simultaneous quantitation of 6β-hydroxycortisol and cortisol in human plasma by LC-MS/MS coupled with stable isotope dilution method. Journal of mass spectrometry : JMS. 2018 Aug; 53(8):665-674. doi: 10.1002/jms.4200. [PMID: 29766610]
  • Dmitrij A Sychev, Ghulam Md Ashraf, Andrey A Svistunov, Maksim L Maksimov, Vadim V Tarasov, Vladimir N Chubarev, Vitalij A Otdelenov, Natal'ja P Denisenko, George E Barreto, Gjumrakch Aliev. The cytochrome P450 isoenzyme and some new opportunities for the prediction of negative drug interaction in vivo. Drug design, development and therapy. 2018; 12(?):1147-1156. doi: 10.2147/dddt.s149069. [PMID: 29780235]
  • Jaeseong Oh, Andrew HyoungJin Kim, SeungHwan Lee, Hyunjeong Cho, Yon Su Kim, Mi Young Bahng, Seo Hyun Yoon, Joo-Youn Cho, In-Jin Jang, Kyung-Sang Yu. Effects of renal impairment on the pharmacokinetics and pharmacodynamics of a novel dipeptidyl peptidase-4 inhibitor, evogliptin (DA-1229). Diabetes, obesity & metabolism. 2017 02; 19(2):294-298. doi: 10.1111/dom.12813. [PMID: 27761990]
  • Yuri Tsuruya, Koji Kato, Yamato Sano, Yuichiro Imamura, Kazuya Maeda, Yuji Kumagai, Yuichi Sugiyama, Hiroyuki Kusuhara. Investigation of Endogenous Compounds Applicable to Drug-Drug Interaction Studies Involving the Renal Organic Anion Transporters, OAT1 and OAT3, in Humans. Drug metabolism and disposition: the biological fate of chemicals. 2016 12; 44(12):1925-1933. doi: 10.1124/dmd.116.071472. [PMID: 27638508]
  • S W Chan, Y Xiao, M Hu, O Q P Yin, T T W Chu, B S P Fok, V H L Lee, B Tomlinson. Associations of the CYP3A5*3 and CYP3A4*1G polymorphisms with the pharmacokinetics of oral midazolam and the urinary 6β-hydroxycortisol/cortisol ratio as markers of CYP3A activity in healthy male Chinese. Journal of clinical pharmacy and therapeutics. 2016 Oct; 41(5):552-8. doi: 10.1111/jcpt.12433. [PMID: 27511886]
  • Kwang-Hee Shin, Li Young Ahn, Man Ho Choi, Ju-Yeon Moon, Jieon Lee, In-Jin Jang, Kyung-Sang Yu, Joo-Youn Cho. Urinary 6β-Hydroxycortisol/Cortisol Ratio Most Highly Correlates With Midazolam Clearance Under Hepatic CYP3A Inhibition and Induction in Females: A Pharmacometabolomics Approach. The AAPS journal. 2016 09; 18(5):1254-1261. doi: 10.1208/s12248-016-9941-y. [PMID: 27317471]
  • Jonas Esche, Lijie Shi, Alberto Sánchez-Guijo, Michaela F Hartmann, Stefan A Wudy, Thomas Remer. Higher diet-dependent renal acid load associates with higher glucocorticoid secretion and potentially bioactive free glucocorticoids in healthy children. Kidney international. 2016 08; 90(2):325-333. doi: 10.1016/j.kint.2016.02.033. [PMID: 27165611]
  • Xi Luo, Li-jun Zhu, Ning-fang Cai, Li-yun Zheng, Ze-neng Cheng. Prediction of tacrolimus metabolism and dosage requirements based on CYP3A4 phenotype and CYP3A5(*)3 genotype in Chinese renal transplant recipients. Acta pharmacologica Sinica. 2016 Apr; 37(4):555-60. doi: 10.1038/aps.2015.163. [PMID: 26924289]
  • Sarah J Woolsey, Melanie D Beaton, Yun-Hee Choi, George K Dresser, Steven E Gryn, Richard B Kim, Rommel G Tirona. Relationships between Endogenous Plasma Biomarkers of Constitutive Cytochrome P450 3A Activity and Single-Time-Point Oral Midazolam Microdose Phenotype in Healthy Subjects. Basic & clinical pharmacology & toxicology. 2016 Apr; 118(4):284-91. doi: 10.1111/bcpt.12492. [PMID: 26399557]
  • Ningfang Cai, Bifeng Li, Xiaohong Huang, Kezhen Xu, Huiping Feng, Zeneng Cheng, Lijun Zhu, Liyun Zheng, Xi Luo. A non-invasive CYP3A4 biomarker and body mass index predict cyclosporine dosage requirements in Chinese renal transplant recipients. Die Pharmazie. 2015 Dec; 70(12):815-8. doi: NULL. [PMID: 26817280]
  • K V Anil Kumar, Shrasti Nagwar, Rama Thyloor, Sreemantula Satyanarayana. Anti-stress and nootropic activity of drugs affecting the renin-angiotensin system in rats based on indirect biochemical evidence. Journal of the renin-angiotensin-aldosterone system : JRAAS. 2015 Dec; 16(4):801-12. doi: 10.1177/1470320313516173. [PMID: 24496517]
  • Xi Luo, Liyun Zheng, Ningfang Cai, Qing Liu, Shuang Yang, Xiaoai He, Zeneng Cheng. Evaluation of 6β-Hydroxycortisol and 6β-Hydroxycortisone as Biomarkers for Cytochrome P450 3A Activity: Insight into Their Predictive Value for Estimating Oral Immunosuppressant Metabolism. Journal of pharmaceutical sciences. 2015 Oct; 104(10):3578-86. doi: 10.1002/jps.24566. [PMID: 26150050]
  • Armel Stockis, Hugues Chanteux, Maria Rosa, Paul Rolan. Brivaracetam and carbamazepine interaction in healthy subjects and in vitro. Epilepsy research. 2015 Jul; 113(?):19-27. doi: 10.1016/j.eplepsyres.2015.03.003. [PMID: 25986188]
  • F T Aweeka, C Hu, L Huang, B M Best, A Stek, P Lizak, S K Burchett, J S Read, H Watts, M Mirochnick, E V Capparelli. Alteration in cytochrome P450 3A4 activity as measured by a urine cortisol assay in HIV-1-infected pregnant women and relationship to antiretroviral pharmacokinetics. HIV medicine. 2015 Mar; 16(3):176-83. doi: 10.1111/hiv.12195. [PMID: 25407158]
  • Ya-Jie Xiao, Miao Hu, Brian Tomlinson. Effects of grapefruit juice on cortisol metabolism in healthy male Chinese subjects. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2014 Dec; 74(?):85-90. doi: 10.1016/j.fct.2014.09.012. [PMID: 25265455]
  • Hanna Nylén, Linda Björkhem-Bergman, Lena Ekström, Hyung-Keun Roh, Leif Bertilsson, Erik Eliasson, Jonatan D Lindh, Ulf Diczfalusy. Plasma levels of 25-hydroxyvitamin D3 and in vivo markers of cytochrome P450 3A activity in Swedes and Koreans: effects of a genetic polymorphism and oral contraceptives. Basic & clinical pharmacology & toxicology. 2014 Oct; 115(4):366-71. doi: 10.1111/bcpt.12230. [PMID: 24655660]
  • Junji Saruwatari, Ayaka Takashima, Kousuke Yoshida, Hiromi Soraoka, Tong-Bin Ding, Yoshihiro Uchiyashiki, Yoshiyuki Tsuda, Motoki Imamura, Kentaro Oniki, Keishi Miyata, Kazuko Nakagawa. Effects of Seijo-bofu-to, a traditional Japanese herbal medicine containing furanocoumarin derivatives, on the drug-metabolizing enzyme activities in healthy male volunteers. Basic & clinical pharmacology & toxicology. 2014 Oct; 115(4):360-5. doi: 10.1111/bcpt.12224. [PMID: 24612940]
  • Catherine Dutreix, Sebastien Lorenzo, Yanfeng Wang. Comparison of two endogenous biomarkers of CYP3A4 activity in a drug-drug interaction study between midostaurin and rifampicin. European journal of clinical pharmacology. 2014 Aug; 70(8):915-20. doi: 10.1007/s00228-014-1675-0. [PMID: 24839948]
  • Lotte M Lang, Kristian Linnet. The ratio of 6β-hydroxycortisol to cortisol in urine as a measure of cytochrome P450 3A activity in postmortem cases. Journal of forensic sciences. 2014 Jul; 59(4):1036-40. doi: 10.1111/1556-4029.12418. [PMID: 24611975]
  • Yuichiro Imamura, Yuri Tsuruya, Katja Damme, Dominik Heer, Yuji Kumagai, Kazuya Maeda, Nobuyuki Murayama, Noriko Okudaira, Atsushi Kurihara, Takashi Izumi, Yuichi Sugiyama, Hiroyuki Kusuhara. 6β-Hydroxycortisol is an endogenous probe for evaluation of drug-drug interactions involving a multispecific renal organic anion transporter, OAT3/SLC22A8, in healthy subjects. Drug metabolism and disposition: the biological fate of chemicals. 2014 Apr; 42(4):685-94. doi: 10.1124/dmd.113.055475. [PMID: 24487120]
  • S Shibata, H Takahashi, N Ono, N Wada, H Kubo, K Shinozaki, H Saito, N Inamoto, M Machida, K Atsuda, H Echizen. Longitudinal monitoring of CYP3A activity in patients receiving 3 cycles of itraconazole pulse therapy for onychomycosis. Journal of clinical pharmacy and therapeutics. 2014 Apr; 39(2):181-5. doi: 10.1111/jcpt.12127. [PMID: 24405193]
  • Marcello Tiseo, Roberta Andreoli, Francesco Gelsomino, Paola Mozzoni, Cinzia Azzoni, Marco Bartolotti, Beatrice Bortesi, Matteo Goldoni, Enrico Maria Silini, Giuseppe De Palma, Antonio Mutti, Andrea Ardizzoni. Correlation between erlotinib pharmacokinetics, cutaneous toxicity and clinical outcomes in patients with advanced non-small cell lung cancer (NSCLC). Lung cancer (Amsterdam, Netherlands). 2014 Feb; 83(2):265-71. doi: 10.1016/j.lungcan.2013.12.001. [PMID: 24388705]
  • Linda Björkhem-Bergman, Tobias Bäckström, Hanna Nylén, Yuko Rönquist-Nii, Eva Bredberg, Tommy B Andersson, Leif Bertilsson, Ulf Diczfalusy. Quinine compared to 4β-hydroxycholesterol and midazolam as markers for CYP3A induction by rifampicin. Drug metabolism and pharmacokinetics. 2014; 29(4):352-5. doi: 10.2133/dmpk.dmpk-13-sh-138. [PMID: 24522201]
  • F Capolongo, G Gallina, M Fidani, F Baia, C Montesissa. Endocrine evaluation after an intra-articular therapeutic dosage of dexamethasone in horses. Journal of veterinary pharmacology and therapeutics. 2013 Dec; 36(6):542-9. doi: 10.1111/jvp.12046. [PMID: 23550695]
  • Patricia N Sidharta, Paul L M van Giersbergen, Jasper Dingemanse. Safety, tolerability, pharmacokinetics, and pharmacodynamics of macitentan, an endothelin receptor antagonist, in an ascending multiple-dose study in healthy subjects. Journal of clinical pharmacology. 2013 Nov; 53(11):1131-8. doi: 10.1002/jcph.152. [PMID: 23900878]
  • K-H Shin, M H Choi, K S Lim, K-S Yu, I-J Jang, J-Y Cho. Evaluation of endogenous metabolic markers of hepatic CYP3A activity using metabolic profiling and midazolam clearance. Clinical pharmacology and therapeutics. 2013 Nov; 94(5):601-9. doi: 10.1038/clpt.2013.128. [PMID: 23784264]
  • Linda Björkhem-Bergman, Tobias Bäckström, Hanna Nylén, Yuko Rönquist-Nii, Eva Bredberg, Tommy B Andersson, Leif Bertilsson, Ulf Diczfalusy. Comparison of endogenous 4β-hydroxycholesterol with midazolam as markers for CYP3A4 induction by rifampicin. Drug metabolism and disposition: the biological fate of chemicals. 2013 Aug; 41(8):1488-93. doi: 10.1124/dmd.113.052316. [PMID: 23674608]
  • Yvonne Mårde Arrhén, Hanna Nylén, Anita Lövgren-Sandblom, Kajsa P Kanebratt, Katarina Wide, Ulf Diczfalusy. A comparison of 4β-hydroxycholesterol : cholesterol and 6β-hydroxycortisol : cortisol as markers of CYP3A4 induction. British journal of clinical pharmacology. 2013 Jun; 75(6):1536-40. doi: 10.1111/bcp.12016. [PMID: 23116409]
  • Matthias Hoch, Petra Hoever, Federica Alessi, Rudolf Theodor, Jasper Dingemanse. Pharmacokinetic interactions of almorexant with midazolam and simvastatin, two CYP3A4 model substrates, in healthy male subjects. European journal of clinical pharmacology. 2013 Mar; 69(3):523-32. doi: 10.1007/s00228-012-1403-6. [PMID: 22990330]
  • K V Anil Kumar, Sreemantula Satyanarayana, Kilari Eswar Kumar. Evaluation of enalapril affecting the renin-angiotensin system in normal and stress-induced rats based on urinary metabolites of amines and cortisol. Journal of the renin-angiotensin-aldosterone system : JRAAS. 2013 Mar; 14(1):34-40. doi: 10.1177/1470320312460069. [PMID: 23104304]
  • Rajib Hassan, Syeda Sadia Ameen, Abdullah Al Maruf, Ananna Nandini, Humayra Tabin, Maizbha Uddin Ahmed, Mohammad Safiqul Islam, Muhammad Shahdaat Bin Sayeed, Abul Hasnat. Genotype-phenotype variability in human CYP3A locus in Nepalese people residing in Bangladesh. International journal of clinical pharmacology and therapeutics. 2013 Mar; 51(3):207-14. doi: 10.5414/cp201831. [PMID: 23320986]
  • Yuichiro Imamura, Nobuyuki Murayama, Noriko Okudaira, Atsushi Kurihara, Katsuhisa Inoue, Hiroaki Yuasa, Takashi Izumi, Hiroyuki Kusuhara, Yuichi Sugiyama. Effect of the fluoroquinolone antibacterial agent DX-619 on the apparent formation and renal clearances of 6β-hydroxycortisol, an endogenous probe for CYP3A4 inhibition, in healthy subjects. Pharmaceutical research. 2013 Feb; 30(2):447-57. doi: 10.1007/s11095-012-0890-6. [PMID: 23073666]
  • Miao Hu, Valiant Wl Mak, Yajie Xiao, Brian Tomlinson. Associations between the genotypes and phenotype of CYP3A and the lipid response to simvastatin in Chinese patients with hypercholesterolemia. Pharmacogenomics. 2013 Jan; 14(1):25-34. doi: 10.2217/pgs.12.181. [PMID: 23252946]
  • Lotte M Lang, Petur W Dalsgaard, Kristian Linnet. Quantitative analysis of cortisol and 6β-hydroxycortisol in urine by fully automated SPE and ultra-performance LC coupled with electrospray and atmospheric pressure chemical ionization (ESCi)-TOF-MS. Journal of separation science. 2013 Jan; 36(2):246-51. doi: 10.1002/jssc.201200736. [PMID: 23255186]
  • Hiromi Shibasaki, Sawako Okamoto, Risako Inoue, Misato Okita, Akitomo Yokokawa, Takashi Furuta. Separation and quantitative determination of 6α-hydroxycortisol and 6β-hydroxycortisol in human urine by high-performance liquid chromatography with ultraviolet absorption detection. Analytical and bioanalytical chemistry. 2012 Mar; 402(9):2945-52. doi: 10.1007/s00216-012-5714-3. [PMID: 22318698]
  • Abdullah Al Maruf, Maizbha Uddin Ahmed, Hasina Yasmin, Md Ashik Ullah, M A K Azad, Ann K Daly, Abul Hasnat. Genotypes and phenotypes of CYP3A in Bangladeshi population. Clinica chimica acta; international journal of clinical chemistry. 2011 Mar; 412(7-8):531-6. doi: 10.1016/j.cca.2010.11.031. [PMID: 21114969]
  • Chiaki Tanaka, Ophelia Q P Yin, Tom Smith, Venkat Sethuraman, Karen Grouss, Lawrence Galitz, Robert Harrell, Horst Schran. Effects of rifampin and ketoconazole on the pharmacokinetics of nilotinib in healthy participants. Journal of clinical pharmacology. 2011 Jan; 51(1):75-83. doi: 10.1177/0091270010367428. [PMID: 20702754]
  • P A Baranov, S A Appolonova, G M Rodchenkov, A K Sariev, V P Zherdev. [Effect of mexidol on 6beta/free hydroxycortisol ratio. Possibility of CYP3A4 activation]. Eksperimental'naia i klinicheskaia farmakologiia. 2010 Nov; 73(11):39-40. doi: NULL. [PMID: 21254598]
  • Dan Li, Aziguli Abudula, Muhutar Abulahake, An-Ping Zhu, Ya-Qing Lou, Guo-Liang Zhang. Influence of CYP3A5 and MDR1 genetic polymorphisms on urinary 6 beta-hydroxycortisol/cortisol ratio after grapefruit juice intake in healthy Chinese. Journal of clinical pharmacology. 2010 Jul; 50(7):775-84. doi: 10.1177/0091270009354997. [PMID: 20160155]
  • Xiao-Cong Zuo, Bi-Kui Zhang, Su-Jie Jia, Shi-Kun Liu, Ling-Yun Zhou, Jing Li, Jie Zhang, Ling-Ling Dai, Ben-Mei Chen, Guo-Ping Yang, Hong Yuan. Effects of Ginkgo biloba extracts on diazepam metabolism: a pharmacokinetic study in healthy Chinese male subjects. European journal of clinical pharmacology. 2010 May; 66(5):503-9. doi: 10.1007/s00228-010-0795-4. [PMID: 20186406]
  • Norio Takahashi, Naoki Inui, Hiroshi Morita, Kazuhiko Takeuchi, Shinya Uchida, Hiroshi Watanabe, Hirotoshi Nakamura. Effect of thyroid hormone on the activity of CYP3A enzyme in humans. Journal of clinical pharmacology. 2010 Jan; 50(1):88-93. doi: 10.1177/0091270009344336. [PMID: 19808952]
  • Ursula Lutz, Nataly Bittner, Mike Ufer, Werner K Lutz. Quantification of cortisol and 6 beta-hydroxycortisol in human urine by LC-MS/MS, and gender-specific evaluation of the metabolic ratio as biomarker of CYP3A activity. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Jan; 878(1):97-101. doi: 10.1016/j.jchromb.2009.11.023. [PMID: 19959402]
  • Zhe-Yi Hu, Yuan-Sheng Zhao, Di Wu, Ze-Neng Cheng. Endogenous cortisol 6 beta-hydroxylation clearance is not an accurate probe for overall cytochrome P450 3A phenotyping in humans. Clinica chimica acta; international journal of clinical chemistry. 2009 Oct; 408(1-2):92-7. doi: 10.1016/j.cca.2009.07.017. [PMID: 19654004]
  • Xi Luo, Xiao-min Li, Zhe-yi Hu, Ze-neng Cheng. Evaluation of CYP3A activity in humans using three different parameters based on endogenous cortisol metabolism. Acta pharmacologica Sinica. 2009 Sep; 30(9):1323-9. doi: 10.1038/aps.2009.116. [PMID: 19701237]
  • Rosa F Yeh, Naser L Rezk, Angela D M Kashuba, Julie B Dumond, Hiba L Tappouni, Hsiao-Chuan Tien, Ya-Chi Chen, Manoli Vourvahis, Amanda L Horton, Susan A Fiscus, Kristine B Patterson. Genital tract, cord blood, and amniotic fluid exposures of seven antiretroviral drugs during and after pregnancy in human immunodeficiency virus type 1-infected women. Antimicrobial agents and chemotherapy. 2009 Jun; 53(6):2367-74. doi: 10.1128/aac.01523-08. [PMID: 19307360]
  • Deepen Patel, Paul Ratner, Diane Clements, Wei Wu, Melissa Faris, Edward Philpot. Lack of effect on adult and adolescent hypothalamic-pituitary-adrenal axis function with use of fluticasone furoate nasal spray. Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology. 2008 May; 100(5):490-6. doi: 10.1016/s1081-1206(10)60476-0. [PMID: 18517083]
  • Kenneth T Kim, Henry Milgrom, Y Kellie Yoon, Arden L Levy, Paul Matz, Michael J Welch, Anthony Cahn, David A Collins, Steven Kathman, Rashmi Mehta, Sheng-Fang Su, Robert L Kunka. Systemic exposure and urinary cortisol effects of fluticasone propionate formulated with hydrofluoroalkane in 4- to 11-year-olds with asthma. Journal of clinical pharmacology. 2008 Jan; 48(1):108-16. doi: 10.1177/0091270007309704. [PMID: 18094223]
  • Karin Dilger, Richard Fux, Daniel Röck, Klaus Mörike, Christoph H Gleiter. Effect of high-dose metronidazole on pharmacokinetics of oral budesonide and vice versa: a double drug interaction study. Journal of clinical pharmacology. 2007 Dec; 47(12):1532-9. doi: 10.1177/0091270007308617. [PMID: 18048573]
  • Maria Skaalum Petersen, Jónrit Halling, Per Damkier, Flemming Nielsen, Philippe Grandjean, Pál Weihe, Kim Brøsen. Polychlorinated biphenyl (PCB) induction of CYP3A4 enzyme activity in healthy Faroese adults. Toxicology and applied pharmacology. 2007 Oct; 224(2):202-6. doi: 10.1016/j.taap.2007.07.002. [PMID: 17692354]
  • Martin Fenske. Poor correlation between 6beta-hydroxycortisol:cortisol molar ratios and midazolam clearance as measure of hepatic CYP3A activity: a comment. British journal of clinical pharmacology. 2007 May; 63(5):632; author reply 633. doi: 10.1111/j.1365-2125.2006.02804.x. [PMID: 17094779]
  • Tewari Tushar, Thomas Vinod, Sundaram Rajan, Chanolean Shashindran, Chandrasekaran Adithan. Effect of honey on CYP3A4, CYP2D6 and CYP2C19 enzyme activity in healthy human volunteers. Basic & clinical pharmacology & toxicology. 2007 Apr; 100(4):269-72. doi: 10.1111/j.1742-7843.2006.00039.x. [PMID: 17371531]
  • F Capolongo, M Tapparo, R Merlanti, L Ravarotto, E Tealdo, G Gallina, C Montesissa, M Dacasto. Illicit treatments in cattle and urinary 6beta-hydroxycortisol/cortisol ratio. Analytica chimica acta. 2007 Mar; 586(1-2):228-32. doi: 10.1016/j.aca.2006.09.033. [PMID: 17386716]
  • David E Martin, Robert Blum, Judy Doto, Hal Galbraith, Charles Ballow. Multiple-dose pharmacokinetics and safety of bevirimat, a novel inhibitor of HIV maturation, in healthy volunteers. Clinical pharmacokinetics. 2007; 46(7):589-98. doi: 10.2165/00003088-200746070-00004. [PMID: 17596104]
  • T Baydar, A Aydin, G Sahin. Urinary profile of 6 beta-hydroxycortisol in workers exposed to aluminum. Biological trace element research. 2007; 120(1-3):36-41. doi: 10.1007/s12011-007-0073-1. [PMID: 17916953]
  • S Micuda, L Sispera, M Hodac, P Parízek, L Fuksa, E Brcáková, J Cerman, J Cermanová, J Martínková. Diurnal variation of 6beta-hydroxycortisol in cardiac patients. Physiological research. 2007; 56(3):307-313. doi: 10.33549/physiolres.931029. [PMID: 16792464]
  • A Portolés, A Terleira, A Calvo, I Martínez, G Resplandy. Effects of Hypericum perforatum on ivabradine pharmacokinetics in healthy volunteers: an open-label, pharmacokinetic interaction clinical trial. Journal of clinical pharmacology. 2006 Oct; 46(10):1188-94. doi: 10.1177/0091270006291623. [PMID: 16988208]
  • Ya-Chi Chen, S Karl Gotzkowsky, Anne N Nafziger, Robert W Kulawy, Mario L Rocci, Joseph S Bertino, Angela D M Kashuba. Poor correlation between 6beta-hydroxycortisol:cortisol molar ratios and midazolam clearance as measure of hepatic CYP3A activity. British journal of clinical pharmacology. 2006 Aug; 62(2):187-95. doi: 10.1111/j.1365-2125.2006.02628.x. [PMID: 16842393]
  • Thomas Remer, Christiane Maser-Gluth, Kai R Boye, Michaela F Hartmann, Eberhard Heinze, Stefan A Wudy. Exaggerated adrenarche and altered cortisol metabolism in Type 1 diabetic children. Steroids. 2006 Jul; 71(7):591-8. doi: 10.1016/j.steroids.2006.02.005. [PMID: 16616286]
  • Naushad Rais, Yogesh K Chawla, Krishan K Kohli. CYP3A phenotypes and genotypes in North Indians. European journal of clinical pharmacology. 2006 Jun; 62(6):417-22. doi: 10.1007/s00228-006-0105-3. [PMID: 16758258]
  • Toshiyuki Shimizu, Kei Akimoto, Takuya Yoshimura, Takuro Niwa, Kaoru Kobayashi, Michio Tsunoo, Kan Chiba. Autoinduction of MKC-963 [(R)-1-(1-cyclohexylethylamino)-4-phenylphthalazine] metabolism in healthy volunteers and its retrospective evaluation using primary human hepatocytes and cDNA-expressed enzymes. Drug metabolism and disposition: the biological fate of chemicals. 2006 Jun; 34(6):950-4. doi: 10.1124/dmd.105.007997. [PMID: 16531475]
  • Jonathan G Scammell, Jenne M Westberry, Patti W Sadosky, Tina R Hubler, Lawrence E Williams, Susan V Gibson, Ravinder J Singh, Robert L Taylor, Cedric H L Shackleton. Cortisol metabolism in the Bolivian squirrel monkey (Saimiri boliviensis boliviensis). Comparative medicine. 2006 Apr; 56(2):128-35. doi: NULL. [PMID: 16639980]
  • Kwee Poo Yeo, Stephen L Lowe, Ming Tung Lim, James R Voelker, Jennifer L Burkey, Stephen D Wise. Pharmacokinetics of ruboxistaurin are significantly altered by rifampicin-mediated CYP3A4 induction. British journal of clinical pharmacology. 2006 Feb; 61(2):200-10. doi: 10.1111/j.1365-2125.2005.02540.x. [PMID: 16433874]
  • M Hoshiro, Y Ohno, H Masaki, H Iwase, N Aoki. Comprehensive study of urinary cortisol metabolites in hyperthyroid and hypothyroid patients. Clinical endocrinology. 2006 Jan; 64(1):37-45. doi: 10.1111/j.1365-2265.2005.02412.x. [PMID: 16402926]
  • Zheyi Hu, Qian Gong, Xiaolei Hu, Liqing Wang, Yajie Cao, Wei Cao, Qi Yu, Zeneng Cheng. Simultaneous determination of 6beta-hydroxycortisol and cortisol in human urine and plasma by liquid chromatography with ultraviolet absorbance detection for phenotyping the CYP3A activity. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2005 Nov; 826(1-2):238-43. doi: 10.1016/j.jchromb.2005.09.007. [PMID: 16183337]
  • Akihiro Ohnishi, Shigeto Murakami, Setsuko Akizuki, Junko Mochizuki, Hirotoshi Echizen, Ichiro Takagi. In vivo metabolic activity of CYP2C19 and CYP3A in relation to CYP2C19 genetic polymorphism in chronic liver disease. Journal of clinical pharmacology. 2005 Nov; 45(11):1221-9. doi: 10.1177/0091270005280787. [PMID: 16239354]
  • Hitoshi Chiba. [18-Hydroxycortisol, 18-oxocortisol, and 6beta-hydroxycortisol]. Nihon rinsho. Japanese journal of clinical medicine. 2005 Aug; 63 Suppl 8(?):311-5. doi: NULL. [PMID: 16149517]
  • Yu Chen Barrett, Billy Akinsanya, Shu-Ying Chang, Ole Vesterqvist. Automated on-line SPE LC-MS/MS method to quantitate 6beta-hydroxycortisol and cortisol in human urine: use of the 6beta-hydroxycortisol to cortisol ratio as an indicator of CYP3A4 activity. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2005 Jul; 821(2):159-65. doi: 10.1016/j.jchromb.2005.04.030. [PMID: 15941677]
  • Ehab S El Desoky, Hanan O Mohamed, Wafaa M A Farghaly, Sherifa A Hamed, Mohsen A Hedaya, Jean-Pascal Siest. Study of urinary 6 beta-hydroxycortisol/cortisol ratio in spot urine sample as a biomarker of 3A4 enzyme activity in healthy and epileptic subjects of Egyptian population. Pharmacological research. 2005 Jun; 51(6):575-80. doi: 10.1016/j.phrs.2005.02.014. [PMID: 15829439]
  • S van Marle, A van Vliet, F Sollie, Y Kambayashi, T Yamada-Sawada. Safety, tolerability and pharmacokinetics of oral S-3304, a novel matrix metalloproteinase inhibitor, in single and multiple dose escalation studies in healthy volunteers. International journal of clinical pharmacology and therapeutics. 2005 Jun; 43(6):282-93. doi: 10.5414/cpp43282. [PMID: 15968885]
  • Karin Dilger, Annette Denk, Malte H J Heeg, Ulrich Beuers. No relevant effect of ursodeoxycholic acid on cytochrome P450 3A metabolism in primary biliary cirrhosis. Hepatology (Baltimore, Md.). 2005 Mar; 41(3):595-602. doi: 10.1002/hep.20568. [PMID: 15726657]
  • Noboru Yamamoto, Tomohide Tamura, Haruyasu Murakami, Tatsu Shimoyama, Hiroshi Nokihara, Yutaka Ueda, Ikuo Sekine, Hideo Kunitoh, Yuichiro Ohe, Tetsuro Kodama, Mikiko Shimizu, Kazuto Nishio, Naoki Ishizuka, Nagahiro Saijo. Randomized pharmacokinetic and pharmacodynamic study of docetaxel: dosing based on body-surface area compared with individualized dosing based on cytochrome P450 activity estimated using a urinary metabolite of exogenous cortisol. Journal of clinical oncology : official journal of the American Society of Clinical Oncology. 2005 Feb; 23(6):1061-9. doi: 10.1200/jco.2005.11.036. [PMID: 15657405]
  • Ophelia Q P Yin, Xiaojin Shi, Brian Tomlinson, Moses S S Chow. Interindividual and intraindividual variability of the urinary 6beta-Hydroxycortisol/Cortisol ratio in Chinese subjects: implications of its use for evaluating CYP3A activity. Journal of clinical pharmacology. 2004 Dec; 44(12):1412-7. doi: 10.1177/0091270004269760. [PMID: 15545313]
  • Blanca Sinués, Esteban Mayayo, Ana Fanlo, Esteban Mayayo, María L Bernal, Pilar Bocos, Elena Bello, Jose I Labarta, Angel Ferrández-Longás. Effects of growth hormone deficiency and rhGH replacement therapy on the 6beta-hydroxycortisol/free cortisol ratio, a marker of CYP3A activity, in growth hormone-deficient children. European journal of clinical pharmacology. 2004 Oct; 60(8):559-64. doi: 10.1007/s00228-004-0806-4. [PMID: 15365655]
  • V A Vavilin, E G Shchepotina, N A Manankin, L F Kaznacheeva, V V Lyakhovich. Activity of cytochrome P450 in children. Bulletin of experimental biology and medicine. 2004 Sep; 138(3):240-2. doi: 10.1007/s10517-005-0009-8. [PMID: 15665912]
  • Hiroki Konishi, Kazuhiko Tanaka, Tokuzo Minouchi, Akira Yamaji. Urinary 6beta-hydroxycortisol/17-hydroxycorticosteroids ratio as a measure of hepatic CYP3A4 capacity after enzyme induction. Annals of clinical biochemistry. 2004 Jul; 41(Pt 4):335-7. doi: 10.1258/0004563041201527. [PMID: 15298747]
  • Satoshi Kishino, Maki Ogawa, Yoh Takekuma, Mitsuru Sugawara, Tsuyoshi Shimamura, Hiroyuki Furukawa, Satoru Todo, Katsumi Miyazaki. The variability of liver graft function and urinary 6beta-hydroxycortisol to cortisol ratio during liver regeneration in liver transplant recipients. Clinical transplantation. 2004 Apr; 18(2):124-9. doi: 10.1046/j.1399-0012.2003.00133.x. [PMID: 15016124]
  • Tanja Busk Bidstrup, Nicolaj Stilling, Per Damkier, Birgitte Scharling, Mikael Søndergård Thomsen, Kim Brøsen. Rifampicin seems to act as both an inducer and an inhibitor of the metabolism of repaglinide. European journal of clinical pharmacology. 2004 Apr; 60(2):109-14. doi: 10.1007/s00228-004-0746-z. [PMID: 15034704]
  • Takashi Furuta, Chieko Mori, Atsushi Suzuki, Hiromi Shibasaki, Akitomo Yokokawa, Yasuji Kasuya. Simultaneous determination of 6beta-hydroxycortisol and cortisol in human urine by liquid chromatography with ultraviolet absorbance detection for phenotyping the CYP3A activity determined by the cortisol 6beta-hydroxylation clearance. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2004 Mar; 801(2):165-71. doi: 10.1016/j.jchromb.2003.11.001. [PMID: 14751784]
  • Steven G Simonson, Paul D Martin, Mike J Warwick, Patrick D Mitchell, Dennis W Schneck. The effect of rosuvastatin on oestrogen & progestin pharmacokinetics in healthy women taking an oral contraceptive. British journal of clinical pharmacology. 2004 Mar; 57(3):279-86. doi: 10.1046/j.1365-2125.2003.02015.x. [PMID: 14998424]
  • Norbert H Brockmeyer, T Gambichler, A Bader, A Kreuter, M Kurowski, P Sander, P Altmeyer. Impact of amphotericin B on the cytochrome P450 system in HIV-infected patients. European journal of medical research. 2004 Feb; 9(2):51-4. doi: . [PMID: 15090289]
  • Zhi Chen, Lisa A Dunning, Kristin E Anderson, Jordan L Holtzman, Wei Zheng. Within-person variability of urinary 6beta-hydroxycortisol to urinaryl ratios in Caucasian women. Steroids. 2004 Jan; 69(1):67-70. doi: 10.1016/j.steroids.2003.10.004. [PMID: 14715379]
  • M M Galteau, F Shamsa. Urinary 6beta-hydroxycortisol: a validated test for evaluating drug induction or drug inhibition mediated through CYP3A in humans and in animals. European journal of clinical pharmacology. 2003 Dec; 59(10):713-33. doi: 10.1007/s00228-003-0690-3. [PMID: 14605790]
  • Takashi Furuta, Atsushi Suzuki, Chieko Mori, Hiromi Shibasaki, Akitomo Yokokawa, Yasuji Kasuya. Evidence for the validity of cortisol 6 beta-hydroxylation clearance as a new index for in vivo cytochrome P450 3A phenotyping in humans. Drug metabolism and disposition: the biological fate of chemicals. 2003 Nov; 31(11):1283-7. doi: 10.1124/dmd.31.11.1283. [PMID: 14570755]
  • Atsushi Suzuki, Hiromi Shibasaki, Yasuji Kasuya, Takashi Furuta. Simultaneous determination of endogenous and stable isotope-labelled 6beta-hydroxycortisols in human urine by stable isotope dilution mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2003 Sep; 794(2):373-80. doi: 10.1016/s1570-0232(03)00519-1. [PMID: 12954389]
  • E Rouits, M Boisdron-Celle, A Morel, E Gamelin. Simple and sensitive high-performance liquid chromatography method for simultaneous determination of urinary free cortisol and 6beta-hydroxycortisol in routine practice. For CYP 3A4 activity evaluation in basal conditions and after grapefruit juice intake. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2003 Aug; 793(2):357-66. doi: 10.1016/s1570-0232(03)00353-2. [PMID: 12906911]
  • I Varga, C Jakab, N Szücs, A Patócs, M Tóth, R Kiss, E Gláz, K Rácz. Plasma and salivary 6beta-hydroxycortisol measurements for assessing adrenocortical activity in patients with adrenocortical adenomas. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme. 2003 Jul; 35(7):421-6. doi: 10.1055/s-2003-41623. [PMID: 12931273]
  • Bradley W Kosel, Karen P Beckerman, Sandra Hayashi, Masato Homma, Francesca T Aweeka. Pharmacokinetics of nelfinavir and indinavir in HIV-1-infected pregnant women. AIDS (London, England). 2003 May; 17(8):1195-9. doi: 10.1097/00002030-200305230-00011. [PMID: 12819521]
  • Nikolette Szucs, Ibolya Varga, Attila Patócs, Miklós Tóth, Edit Gláz, Károly Rácz. Secretion of 6beta-hydroxycortisol by normal human adrenals and adrenocortical adenomas. Steroids. 2003 May; 68(5):477-82. doi: 10.1016/s0039-128x(03)00050-3. [PMID: 12798499]
  • Nikolette Szücs, Ibolya Varga, A Patócs, M Tóth, Csilla Jakab, Edit Gláz, K Rácz. Plasma 6beta-hydroxycortisol measurements for assessing altered hepatic drug metabolizing enzyme activity. Acta physiologica Hungarica. 2003; 90(3):217-23. doi: 10.1556/aphysiol.90.2003.3.4. [PMID: 14594192]
  • Kazuhiro Inagaki, Masami Inagaki, Tomomi Kataoka, Izumi Sekido, Mark A Gill, Mikio Nishida. A wide interindividual variability of urinary 6beta-hydroxycortisol to free cortisol in 487 healthy Japanese subjects in near basal condition. Therapeutic drug monitoring. 2002 Dec; 24(6):722-7. doi: 10.1097/00007691-200212000-00007. [PMID: 12451288]