9-Hydroxyphenanthrene (BioDeep_00000002260)
human metabolite
代谢物信息卡片
化学式: C14H10O (194.0732)
中文名称: 9-菲酚
谱图信息:
最多检出来源 Homo sapiens(blood) 56.7%
分子结构信息
SMILES: C1=CC=C2C(=C1)C=C(C3=CC=CC=C23)O
InChI: InChI=1S/C14H10O/c15-14-9-10-5-1-2-6-11(10)12-7-3-4-8-13(12)14/h1-9,15H
描述信息
This compound belongs to the family of Phenanthrenes and Derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene.
D004791 - Enzyme Inhibitors > D047428 - Protein Kinase Inhibitors
同义名列表
数据库引用编号
12 个数据库交叉引用编号
- ChEBI: CHEBI:28820
- KEGG: C11430
- PubChem: 10229
- HMDB: HMDB0059801
- Metlin: METLIN69034
- ChEMBL: CHEMBL2407182
- Wikipedia: Phenanthrenoid
- CAS: 484-17-3
- PMhub: MS000002237
- PubChem: 13602
- NIKKAJI: J69.853I
- KNApSAcK: 28820
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)
2 个相关的物种来源信息
- 9606 - Homo sapiens: -
- 52258 - Streptomyces flavovirens: 10.1007/BF00248965
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
- Yi Wang, Ziyi Wang, Sauban Musa Jibril, Mian Wei, Xin Pu, Chao Yang, Chan Ma, Qi Wu, Lina Liu, Yiji Quan, Chengyun Li. Transcriptome and Quasi-Targeted Metabolome Analyze Overexpression of 4-Hydroxyphenylpyruvate Dioxygenase Alleviates Fungal Toxicity of 9-Phenanthrol in Magnaporthe oryzae.
International journal of molecular sciences.
2022 Jun; 23(13):. doi:
10.3390/ijms23137116
. [PMID: 35806121] - Jin-Hua Xue, Ke-Ping Xiao, Yong-Sheng Wang, Ling Liu, Jia-Qian Li, Mei Li, Yue-Ning Qu, Xi-Lin Xiao. Aggregation-induced photoluminescence enhancement of protamine-templated gold nanoclusters for 1-hydroxypyrene detection using 9-hydroxyphenanthrene as a sensitizer.
Colloids and surfaces. B, Biointerfaces.
2020 May; 189(?):110873. doi:
10.1016/j.colsurfb.2020.110873
. [PMID: 32113085] - John Malysz, Eric S Rovner, Robert Wake, Georgi V Petkov. Preparation and Utilization of Freshly Isolated Human Detrusor Smooth Muscle Cells for Characterization of 9-Phenanthrol-Sensitive Cation Currents.
Journal of visualized experiments : JoVE.
2020 01; ?(155):. doi:
10.3791/59884
. [PMID: 32065126] - Jun Li, Xiaoyan Zhu, Kuai Yu, Haijing Jiang, Yizhi Zhang, Biqi Wang, Xuezhen Liu, Siyun Deng, Jie Hu, Qifei Deng, Huizhen Sun, Huan Guo, Xiaomin Zhang, Weihong Chen, Jing Yuan, Meian He, Yansen Bai, Xu Han, Bing Liu, Chuanyao Liu, Yanjun Guo, Bing Zhang, Zhihong Zhang, Frank B Hu, Wenjing Gao, Liming Li, Mark Lathrop, Catherine Laprise, Liming Liang, Tangchun Wu. Exposure to Polycyclic Aromatic Hydrocarbons and Accelerated DNA Methylation Aging.
Environmental health perspectives.
2018 06; 126(6):067005. doi:
10.1289/ehp2773
. [PMID: 29906262] - J Tian, X-J An, M-Y Fu. Transient receptor potential melastatin 4 cation channel in pediatric heart block.
European review for medical and pharmacological sciences.
2017 Oct; 21(4 Suppl):79-84. doi:
NULL
. [PMID: 29165759] - Parinaz Poursafa, Mohammad Mehdi Amin, Yaghoub Hajizadeh, Marjan Mansourian, Hamidreza Pourzamani, Karim Ebrahim, Babak Sadeghian, Roya Kelishadi. Association of atmospheric concentrations of polycyclic aromatic hydrocarbons with their urinary metabolites in children and adolescents.
Environmental science and pollution research international.
2017 Jul; 24(20):17136-17144. doi:
10.1007/s11356-017-9315-8
. [PMID: 28585013] - Ekaterina Dubrovskaya, Natalia Pozdnyakova, Sergey Golubev, Anna Muratova, Vyacheslav Grinev, Anastasiya Bondarenkova, Olga Turkovskaya. Peroxidases from root exudates of Medicago sativa and Sorghum bicolor: Catalytic properties and involvement in PAH degradation.
Chemosphere.
2017 Feb; 169(?):224-232. doi:
10.1016/j.chemosphere.2016.11.027
. [PMID: 27880920] - Xiao-Qing Ding, Tao Ban, Zeng-Yan Liu, Jie Lou, Liang-Liang Tang, Jia-Xin Wang, Wen-Feng Chu, Dan Zhao, Bin-Lin Song, Zhi-Ren Zhang. Transient Receptor Potential Melastatin 4 (TRPM4) Contributes to High Salt Diet-Mediated Early-Stage Endothelial Injury.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology.
2017; 41(2):835-848. doi:
10.1159/000459695
. [PMID: 28214884] - Ming-Ming Wu, Yu-Jia Zhai, Yu-Xia Li, Qing-Qing Hu, Zhi-Rui Wang, Shi-Peng Wei, Li Zou, Abdel A Alli, Tiffany L Thai, Zhi-Ren Zhang, He-Ping Ma. Hydrogen peroxide suppresses TRPM4 trafficking to the apical membrane in mouse cortical collecting duct principal cells.
American journal of physiology. Renal physiology.
2016 12; 311(6):F1360-F1368. doi:
10.1152/ajprenal.00439.2016
. [PMID: 27956381] - B L Pan, H T Zhang, H J Zhang, W T Chen, J Yang. [Relationship between urinary polycyclic aromatic hydrocarbon metabolite and cell cycle of lymphocyte in coke oven workers].
Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases.
2016 Nov; 34(11):814-818. doi:
10.3760/cma.j.issn.1001-9391.2016.11.004
. [PMID: 28043266] - Mónica Bartolomé, Juan José Ramos, Francisco Cutanda, Olga Huetos, Marta Esteban, Montserrat Ruiz-Moraga, Eva Calvo, Beatriz Pérez-Gómez, Oscar González, Argelia Castaño. Urinary polycyclic aromatic hydrocarbon metabolites levels in a representative sample of the Spanish adult population: The BIOAMBIENT.ES project.
Chemosphere.
2015 Sep; 135(?):436-46. doi:
10.1016/j.chemosphere.2014.12.008
. [PMID: 25600323] - Xiao Zhang, Huawei Duan, Feng Gao, Yuanyuan Li, Chuanfeng Huang, Yong Niu, Weimin Gao, Shanfa Yu, Yuxin Zheng. Increased micronucleus, nucleoplasmic bridge, and nuclear bud frequencies in the peripheral blood lymphocytes of diesel engine exhaust-exposed workers.
Toxicological sciences : an official journal of the Society of Toxicology.
2015 Feb; 143(2):408-17. doi:
10.1093/toxsci/kfu239
. [PMID: 25370840] - Chang-Hoon Cho, Eunju Kim, Young-Sun Lee, Oleg Yarishkin, Jae Cheal Yoo, Jae-Yong Park, Seong-Geun Hong, Eun Mi Hwang. Depletion of 14-3-3γ reduces the surface expression of Transient Receptor Potential Melastatin 4b (TRPM4b) channels and attenuates TRPM4b-mediated glutamate-induced neuronal cell death.
Molecular brain.
2014 Jul; 7(?):52. doi:
10.1186/s13041-014-0052-3
. [PMID: 25047048] - Mohamed-Yassine Amarouch, Ninda Syam, Hugues Abriel. Biochemical, single-channel, whole-cell patch clamp, and pharmacological analyses of endogenous TRPM4 channels in HEK293 cells.
Neuroscience letters.
2013 Apr; 541(?):105-10. doi:
10.1016/j.neulet.2013.02.011
. [PMID: 23428507] - Amy C Smith, Kiril L Hristov, Qiuping Cheng, Wenkuan Xin, Shankar P Parajuli, Scott Earley, John Malysz, Georgi V Petkov. Novel role for the transient potential receptor melastatin 4 channel in guinea pig detrusor smooth muscle physiology.
American journal of physiology. Cell physiology.
2013 Mar; 304(5):C467-77. doi:
10.1152/ajpcell.00169.2012
. [PMID: 23302778] - Gaston Knobel, Korina Calimag-Williams, Andres D Campiglia. Solid-phase extraction, sample stacking and capillary zone electrophoresis for the analysis of urinary polycyclic aromatic hydrocarbon metabolites.
The Analyst.
2012 Dec; 137(23):5639-47. doi:
10.1039/c2an36265a
. [PMID: 23086075] - Ruifang Fan, Dongli Wang, Chuanwei Mao, Shangkang Ou, Zhixia Lian, Shaoling Huang, Qiongshan Lin, Runhao Ding, Jianwen She. Preliminary study of children's exposure to PAHs and its association with 8-hydroxy-2'-deoxyguanosine in Guangzhou, China.
Environment international.
2012 Jul; 42(?):53-8. doi:
10.1016/j.envint.2011.03.021
. [PMID: 21511339] - Hector C Goicoechea, Korina Calimag-Williams, Andres D Campiglia. Multi-way partial least-squares and residual bi-linearization for the direct determination of monohydroxy-polycyclic aromatic hydrocarbons on octadecyl membranes via room-temperature fluorescence excitation emission matrices.
Analytica chimica acta.
2012 Mar; 717(?):100-9. doi:
10.1016/j.aca.2011.12.031
. [PMID: 22304821] - Albert L Gonzales, Scott Earley. Endogenous cytosolic Ca(2+) buffering is necessary for TRPM4 activity in cerebral artery smooth muscle cells.
Cell calcium.
2012 Jan; 51(1):82-93. doi:
10.1016/j.ceca.2011.11.004
. [PMID: 22153976] - Ming-Tsang Wu, Tzu-Chi Lee, I-Chen Wu, Hung-Ju Su, Jie-Len Huang, Chiung-Yu Peng, Weihsin Wang, Ting-Yu Chou, Ming-Yen Lin, Wen-Yi Lin, Chia-Tsuan Huang, Chih-Hong Pan, Chi-Kung Ho. Whole genome expression in peripheral-blood samples of workers professionally exposed to polycyclic aromatic hydrocarbons.
Chemical research in toxicology.
2011 Oct; 24(10):1636-43. doi:
10.1021/tx200181q
. [PMID: 21854004] - Korina Calimag-Williams, Hector C Goicoechea, Andres D Campiglia. Room-temperature fluorescence spectroscopy of monohydroxy metabolites of polycyclic aromatic hydrocarbons on octadecyl extraction membranes.
Talanta.
2011 Sep; 85(4):1805-11. doi:
10.1016/j.talanta.2011.07.009
. [PMID: 21872023] - Xue Han, Niya Zhou, Zhihong Cui, Mingfu Ma, Lianbing Li, Min Cai, Yafei Li, Hui Lin, Ying Li, Lin Ao, Jinyi Liu, Jia Cao. Association between urinary polycyclic aromatic hydrocarbon metabolites and sperm DNA damage: a population study in Chongqing, China.
Environmental health perspectives.
2011 May; 119(5):652-7. doi:
10.1289/ehp.1002340
. [PMID: 21147605] - Huiyong Wang, Gaston Knobel, Walter B Wilson, Korina Calimag-Williams, Andres D Campiglia. Gold nanoparticles deposited capillaries for in-capillary microextraction capillary zone electrophoresis of monohydroxy-polycyclic aromatic hydrocarbons.
Electrophoresis.
2011 Mar; 32(6-7):720-7. doi:
10.1002/elps.201000516
. [PMID: 21425172] - Albert L Gonzales, Zarine I Garcia, Gregory C Amberg, Scott Earley. Pharmacological inhibition of TRPM4 hyperpolarizes vascular smooth muscle.
American journal of physiology. Cell physiology.
2010 Nov; 299(5):C1195-202. doi:
10.1152/ajpcell.00269.2010
. [PMID: 20826763] - Rong-Hui Kang, Yong-Sheng Wang, Hong-Mei Yang, Gui-Rong Li, Xuan Tan, Jin-Hua Xue, Jin-Quan Zhang, Yu-Kun Yuan, Lin-Fei Shi, Xi-Lin Xiao. Rapid simultaneous analysis of 1-hydroxypyrene, 2-hydroxyfluorene, 9-hydroxyphenanthrene, 1- and 2-naphthol in urine by first derivative synchronous fluorescence spectrometry using Tween-20 as a sensitizer.
Analytica chimica acta.
2010 Jan; 658(2):180-6. doi:
10.1016/j.aca.2009.11.015
. [PMID: 20103092] - Laura Campo, Federica Rossella, Sofia Pavanello, Danuta Mielzynska, Ewa Siwinska, Lucyna Kapka, Pier Alberto Bertazzi, Silvia Fustinoni. Urinary profiles to assess polycyclic aromatic hydrocarbons exposure in coke-oven workers.
Toxicology letters.
2010 Jan; 192(1):72-8. doi:
10.1016/j.toxlet.2008.12.018
. [PMID: 20143505] - Huiyong Wang, Walter B Wilson, Andres D Campiglia. Using gold nanoparticles to improve the recovery and the limits of detection for the analysis of monohydroxy-polycyclic aromatic hydrocarbons in urine samples.
Journal of chromatography. A.
2009 Jul; 1216(31):5793-9. doi:
10.1016/j.chroma.2009.06.015
. [PMID: 19559440] - Frank Onyemauwa, Stephen M Rappaport, Jon R Sobus, Dagmar Gajdosová, Ren'an Wu, Suramya Waidyanatha. Using liquid chromatography-tandem mass spectrometry to quantify monohydroxylated metabolites of polycyclic aromatic hydrocarbons in urine.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2009 Apr; 877(11-12):1117-25. doi:
10.1016/j.jchromb.2009.02.067
. [PMID: 19299209] - Hong-Mei Yang, Yong-Sheng Wang, Jun-Hong Li, Gui-Rong Li, Ying Wang, Xuan Tan, Jin-Hua Xue, Xi-Lin Xiao, Rong-Hui Kang. Synchronous fluorescence determination of urinary 1-hydroxypyrene, beta-naphthol and 9-hydroxyphenanthrene based on the sensitizing effect of beta-cyclodextrin.
Analytica chimica acta.
2009 Mar; 636(1):51-7. doi:
10.1016/j.aca.2009.01.039
. [PMID: 19231355] - Plernpit Suwan-ampai, Ana Navas-Acien, Paul T Strickland, Jacqueline Agnew. Involuntary tobacco smoke exposure and urinary levels of polycyclic aromatic hydrocarbons in the United States, 1999 to 2002.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology.
2009 Mar; 18(3):884-93. doi:
10.1158/1055-9965.epi-08-0939
. [PMID: 19258471] - Laura Campo, Federica Rossella, Silvia Fustinoni. Development of a gas chromatography/mass spectrometry method to quantify several urinary monohydroxy metabolites of polycyclic aromatic hydrocarbons in occupationally exposed subjects.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2008 Nov; 875(2):531-40. doi:
10.1016/j.jchromb.2008.10.017
. [PMID: 18952507] - Keerthika Vatsavai, Hector C Goicoechea, Andres D Campiglia. Direct quantification of monohydroxy-polycyclic aromatic hydrocarbons in synthetic urine samples via solid-phase extraction-room-temperature fluorescence excitation-emission matrix spectroscopy.
Analytical biochemistry.
2008 May; 376(2):213-20. doi:
10.1016/j.ab.2008.02.020
. [PMID: 18358224] - T Grand, M Demion, C Norez, Y Mettey, P Launay, F Becq, P Bois, R Guinamard. 9-phenanthrol inhibits human TRPM4 but not TRPM5 cationic channels.
British journal of pharmacology.
2008 Apr; 153(8):1697-705. doi:
10.1038/bjp.2008.38
. [PMID: 18297105] - Virpi Väänänen, Eivor Elovaara, Erkki Nykyri, Tiina Santonen, Pirjo Heikkilä. Road pavers' occupational exposure to asphalt containing waste plastic and tall oil pitch.
Journal of environmental monitoring : JEM.
2006 Jan; 8(1):89-99. doi:
10.1039/b513505b
. [PMID: 16395464] - Yu Wang, Wenbing Zhang, Yulian Dong, Ruifang Fan, Guoying Sheng, Jiamo Fu. Quantification of several monohydroxylated metabolites of polycyclic aromatic hydrocarbons in urine by high-performance liquid chromatography with fluorescence detection.
Analytical and bioanalytical chemistry.
2005 Nov; 383(5):804-9. doi:
10.1007/s00216-005-0066-x
. [PMID: 16184365] - Ihsan Ergün, M Cenk Akbostanci, Başol Canbakan, Bilge Koçer, Arzu Ensari, Gökhan Nergizoglu, Kenan Keven. Minimal change nephrotic syndrome with stiff-person syndrome: is there a link?.
American journal of kidney diseases : the official journal of the National Kidney Foundation.
2005 Jul; 46(1):e11-4. doi:
10.1053/j.ajkd.2005.03.009
. [PMID: 15983949] - Nathalie Grova, Fabrice Monteau, Bruno Le Bizec, Cyril Feidt, François Andre, Guido Rychen. Determination of phenanthrene and hydroxyphenanthrenes in various biological matrices at trace levels using gas chromatography-mass spectrometry.
Journal of analytical toxicology.
2005 Apr; 29(3):175-81. doi:
10.1093/jat/29.3.175
. [PMID: 15842760] - A Kuznetsova, I Popova, J T Yates, M J Bronikowski, C B Huffman, J Liu, R E Smalley, H H Hwu, J G Chen. Oxygen-containing functional groups on single-wall carbon nanotubes: NEXAFS and vibrational spectroscopic studies.
Journal of the American Chemical Society.
2001 Oct; 123(43):10699-704. doi:
10.1021/ja011021b
. [PMID: 11674002] - J Lintelmann, C Hellemann, A Kettrup. Coupled-column high-performance liquid chromatographic method for the determination of four metabolites of polycyclic aromatic hydrocarbons, 1-, 4- and 9-hydroxyphenanthrene and 1-hydroxypyrene, in urine.
Journal of chromatography. B, Biomedical applications.
1994 Oct; 660(1):67-73. doi:
10.1016/0378-4347(94)00267-3
. [PMID: 7858725]