(R)-7-Hydroxywarfarin (BioDeep_00000896229)
human metabolite blood metabolite
代谢物信息卡片
4,7-dihydroxy-3-(3-oxo-1-phenylbutyl)-2H-chromen-2-one
化学式: C19H16O5 (324.0997686)
中文名称: 7-羟基华法林
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(=O)CC(C1=CC=CC=C1)C1=C(O)C2=C(OC1=O)C=C(O)C=C2
InChI: InChI=1S/C19H16O5/c1-11(20)9-15(12-5-3-2-4-6-12)17-18(22)14-8-7-13(21)10-16(14)24-19(17)23/h2-8,10,15,21-22H,9H2,1H3
描述信息
D006401 - Hematologic Agents > D000925 - Anticoagulants > D015110 - 4-Hydroxycoumarins
同义名列表
数据库引用编号
7 个数据库交叉引用编号
- ChEBI: CHEBI:180534
- PubChem: 54682507
- HMDB: HMDB0243667
- ChEMBL: CHEMBL145880
- foodb: FDB093224
- chemspider: 20129467
- CAS: 17834-03-6
分类词条
相关代谢途径
Reactome(0)
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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
- Dhakchinamoorthi Krishna Kumar, Chakradhara Rao Satyanarayana Uppugunduri, Deepak Gopal Shewade, Sai Chandran B V, Chandrasekaran Adithan. Influence of CYP2C9 Polymorphisms on Plasma Concentration of Warfarin and 7-Hydroxy Warfarin in South Indian Patients.
Current drug metabolism.
2021; 22(12):989-995. doi:
10.2174/1389200222666211119104412. [PMID: 34802403] - Aref Zayed, Wahby M Babaresh, Ruba S Darweesh, Tamam El-Elimat. Simultaneous determination of warfarin and 7-hydroxywarfarin in rat plasma by HPLC-FLD.
Acta pharmaceutica (Zagreb, Croatia).
2020 Sep; 70(3):343-357. doi:
10.2478/acph-2020-0025. [PMID: 32074068] - Tomonori Miura, Shotaro Uehara, Makiko Shimizu, Norie Murayama, Masahiro Utoh, Hiroshi Suemizu, Hiroshi Yamazaki. Different Roles of Human Cytochrome P450 2C9 and 3A Enzymes in Diclofenac 4'- and 5-Hydroxylations Mediated by Metabolically Inactivated Human Hepatocytes in Previously Transplanted Chimeric Mice.
Chemical research in toxicology.
2020 02; 33(2):634-639. doi:
10.1021/acs.chemrestox.9b00446. [PMID: 31854189] - Diaa Shakleya, Ziyaur Rahman, Patrick J Faustino. Development and validation of an ultra-high-performance liquid chromatography-tandem mass spectrometry method to determine the bioavailability of warfarin and its major metabolite 7-hydroxy warfarin in rats dosed with oral formulations containing different polymorphic forms.
Biomedical chromatography : BMC.
2019 Dec; 33(12):e4685. doi:
10.1002/bmc.4685. [PMID: 31430835] - Shuhei Kobayashi, Koji Ishii, Yasuko Yamada, Emi Ryu, Junya Hashizume, Seiichi Nose, Tetsuya Hara, Mikiro Nakashima, Kaname Ohyama. Combination index of the concentration and in vivo antagonism activity of racemic warfarin and its metabolites to assess individual drug responses.
Journal of thrombosis and thrombolysis.
2019 Apr; 47(3):467-472. doi:
10.1007/s11239-018-1780-5. [PMID: 30465164] - Luc R A Rougée, Michael A Mohutsky, David W Bedwell, Kenneth J Ruterbories, Stephen D Hall. The Impact of the Hepatocyte-to-Plasma pH Gradient on the Prediction of Hepatic Clearance and Drug-Drug Interactions for CYP2C9 and CYP3A4 Substrates.
Drug metabolism and disposition: the biological fate of chemicals.
2017 09; 45(9):1008-1018. doi:
10.1124/dmd.117.076331. [PMID: 28679672] - Darcy R Flora, Allan E Rettie, Richard C Brundage, Timothy S Tracy. CYP2C9 Genotype-Dependent Warfarin Pharmacokinetics: Impact of CYP2C9 Genotype on R- and S-Warfarin and Their Oxidative Metabolites.
Journal of clinical pharmacology.
2017 03; 57(3):382-393. doi:
10.1002/jcph.813. [PMID: 27539372] - Shotaro Uehara, Yasuhiro Uno, Takashi Inoue, Mirai Kawano, Makiko Shimizu, Akiko Toda, Masahiro Utoh, Erika Sasaki, Hiroshi Yamazaki. Individual Differences in Metabolic Clearance of S-Warfarin Efficiently Mediated by Polymorphic Marmoset Cytochrome P450 2C19 in Livers.
Drug metabolism and disposition: the biological fate of chemicals.
2016 07; 44(7):911-5. doi:
10.1124/dmd.116.070383. [PMID: 27098744] - Agata Bryk, Ewa Wypasek, Magdalena Awsiuk, Dorota Maj, Anetta Undas. Warfarin Metabolites in Patients Following Cardiac Valve Implantation: A Contribution of Clinical and Genetic Factors.
Cardiovascular drugs and therapy.
2015 Jun; 29(3):257-64. doi:
10.1007/s10557-015-6591-8. [PMID: 25986145] - Kyunghoon Lee, Hye In Woo, Oh Young Bang, Young-Keun On, June Soo Kim, Soo-Youn Lee. How to use warfarin assays in patient management: analysis of 437 warfarin measurements in a clinical setting.
Clinical pharmacokinetics.
2015 May; 54(5):517-25. doi:
10.1007/s40262-014-0219-1. [PMID: 25466603] - J John, M John, L Wu, C Hsiao, C V Abobo, D Liang. Effects of etravirine on the pharmacokinetics and pharmacodynamics of warfarin in rats.
British journal of pharmacology.
2013 Apr; 168(8):1851-8. doi:
10.1111/bph.12082. [PMID: 23215758] - T Rusdiana, T Araki, T Nakamura, A Subarnas, K Yamamoto. Responsiveness to low-dose warfarin associated with genetic variants of VKORC1, CYP2C9, CYP2C19, and CYP4F2 in an Indonesian population.
European journal of clinical pharmacology.
2013 Mar; 69(3):395-405. doi:
10.1007/s00228-012-1356-9. [PMID: 22855348] - Masatomo Miura, Shin Okuyama, Shoutaro Kato, Hideaki Kagaya, Atsunobu Murata, Atsushi Komatsuda, Hideki Wakui, Kenichi Sawada. Simultaneous determination of warfarin and 7-hydroxywarfarin enantiomers by high-performance liquid chromatography with ultraviolet detection.
Therapeutic drug monitoring.
2011 Feb; 33(1):108-14. doi:
10.1097/ftd.0b013e31820176d6. [PMID: 21157402] - Drew R Jones, So-Young Kim, Michael Guderyon, Chul-Ho Yun, Jeffery H Moran, Grover P Miller. Hydroxywarfarin metabolites potently inhibit CYP2C9 metabolism of S-warfarin.
Chemical research in toxicology.
2010 May; 23(5):939-45. doi:
10.1021/tx1000283. [PMID: 20429590] - Min-Jung Kwon, Hee-Jin Kim, Jong-Won Kim, Kyung-Hoon Lee, Kie-Ho Sohn, Hyun-Jung Cho, Young-Keun On, June-Soo Kim, Soo-Youn Lee. Determination of plasma warfarin concentrations in Korean patients and its potential for clinical application.
The Korean journal of laboratory medicine.
2009 Dec; 29(6):515-23. doi:
10.3343/kjlm.2009.29.6.515. [PMID: 20046082] - Grover P Miller, Drew R Jones, Shane Z Sullivan, Anna Mazur, Suzanne N Owen, Neil C Mitchell, Anna Radominska-Pandya, Jeffery H Moran. Assessing cytochrome P450 and UDP-glucuronosyltransferase contributions to warfarin metabolism in humans.
Chemical research in toxicology.
2009 Jul; 22(7):1239-45. doi:
10.1021/tx900031z. [PMID: 19408964] - Tae Inoue, Kazumi Sugihara, Hiroki Ohshita, Toru Horie, Shigeyuki Kitamura, Shigeru Ohta. Prediction of human disposition toward S-3H-warfarin using chimeric mice with humanized liver.
Drug metabolism and pharmacokinetics.
2009; 24(2):153-60. doi:
10.2133/dmpk.24.153. [PMID: 19430171] - Tae Inoue, Kayoko Nitta, Kazumi Sugihara, Toru Horie, Shigeyuki Kitamura, Shigeru Ohta. CYP2C9-catalyzed metabolism of S-warfarin to 7-hydroxywarfarin in vivo and in vitro in chimeric mice with humanized liver.
Drug metabolism and disposition: the biological fate of chemicals.
2008 Dec; 36(12):2429-33. doi:
10.1124/dmd.108.022830. [PMID: 18784266] - T Uno, K Sugimoto, K Sugawara, T Tateishi. The effect of CYP2C19 genotypes on the pharmacokinetics of warfarin enantiomers.
Journal of clinical pharmacy and therapeutics.
2008 Feb; 33(1):67-73. doi:
10.1111/j.1365-2710.2008.00887.x. [PMID: 18211619] - Tsukasa Uno, Takenori Niioka, Makoto Hayakari, Kazunobu Sugawara, Tomonori Tateishi. Simultaneous determination of warfarin enantiomers and its metabolite in human plasma by column-switching high-performance liquid chromatography with chiral separation.
Therapeutic drug monitoring.
2007 Jun; 29(3):333-9. doi:
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2005 Apr; 818(2):191-8. doi:
10.1016/j.jchromb.2004.12.024. [PMID: 15734158] - Xuemin Jiang, Kenneth M Williams, Winston S Liauw, Alaina J Ammit, Basil D Roufogalis, Colin C Duke, Richard O Day, Andrew J McLachlan. Effect of St John's wort and ginseng on the pharmacokinetics and pharmacodynamics of warfarin in healthy subjects.
British journal of clinical pharmacology.
2004 May; 57(5):592-9. doi:
10.1111/j.1365-2125.2003.02051.x. [PMID: 15089812] - H Takahashi, T Kashima, S Kimura, N Muramoto, H Nakahata, S Kubo, Y Shimoyama, M Kajiwara, H Echizen. Determination of unbound warfarin enantiomers in human plasma and 7-hydroxywarfarin in human urine by chiral stationary-phase liquid chromatography with ultraviolet or fluorescence and on-line circular dichroism detection.
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