Dihydrorhodamine 123 (BioDeep_00000178310)
human metabolite blood metabolite
代谢物信息卡片
methyl 2-(3,6-diamino-9H-xanthen-9-yl)benzoate
化学式: C21H18N2O3 (346.1317358)
中文名称: 二氢若丹明123
谱图信息:
最多检出来源 Homo sapiens(blood) 66.67%
分子结构信息
SMILES: COC(=O)C1=CC=CC=C1C1C2=C(OC3=C1C=CC(N)=C3)C=C(N)C=C2
InChI: InChI=1S/C21H18N2O3/c1-25-21(24)15-5-3-2-4-14(15)20-16-8-6-12(22)10-18(16)26-19-11-13(23)7-9-17(19)20/h2-11,20H,22-23H2,1H3
描述信息
D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents > D012235 - Rhodamines
同义名列表
数据库引用编号
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)
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
- Sadaharu Matsushita, Koji Nishi, Yasunori Iwao, Yu Ishima, Hiroshi Watanabe, Kazuaki Taguchi, Keishi Yamasaki, Toru Maruyama, Masaki Otagiri. Recombinant Human Serum Albumin Containing 3 Copies of Domain I, Has Significant in Vitro Antioxidative Capacity Compared to the Wild-Type.
Biological & pharmaceutical bulletin.
2017; 40(10):1813-1817. doi:
10.1248/bpb.b17-00528. [PMID: 28966257] - Makoto Anraku, Rina Shintomo, Kazuaki Taguchi, Ulrich Kragh-Hansen, Toshiya Kai, Toru Maruyama, Masaki Otagiri. Amino acids of importance for the antioxidant activity of human serum albumin as revealed by recombinant mutants and genetic variants.
Life sciences.
2015 Aug; 134(?):36-41. doi:
10.1016/j.lfs.2015.05.010. [PMID: 26032253] - Theodoros Kelesidis, Otto O Yang, Michelle A Kendall, Howard N Hodis, Judith S Currier. Dysfunctional HDL and progression of atherosclerosis in HIV-1-infected and -uninfected adults.
Lipids in health and disease.
2013 Mar; 12(?):23. doi:
10.1186/1476-511x-12-23. [PMID: 23510548] - Theodoros Kelesidis, Srinivasa T Reddy, Diana Huynh, David Meriwether, Alan M Fogelman, Mohamad Navab, Otto O Yang. Effects of lipid-probe interactions in biochemical fluorometric methods that assess HDL redox activity.
Lipids in health and disease.
2012 Jul; 11(?):87. doi:
10.1186/1476-511x-11-87. [PMID: 22768920] - Weiqiang Lu, Xue Zhao, Shien Zou, Jin Huang. A fluorimetric assay for human reticulocyte 15-lipoxygenase-1 activity.
Analytical biochemistry.
2012 Jul; 426(1):66-8. doi:
10.1016/j.ab.2012.04.007. [PMID: 22497768] - Theodoros Kelesidis, Judith S Currier, Diana Huynh, David Meriwether, Christina Charles-Schoeman, Srinivasa T Reddy, Alan M Fogelman, Mohamad Navab, Otto O Yang. A biochemical fluorometric method for assessing the oxidative properties of HDL.
Journal of lipid research.
2011 Dec; 52(12):2341-2351. doi:
10.1194/jlr.d018937. [PMID: 21957198] - Lee-Wei Chen, Hsiu-Ting Tseng, Pei-Hsuan Chen, Ching-Mei Hsu. Peritonitis-induced peroxynitrite and lung damage depends on c-Jun NH2-terminal kinase signaling of hematopoietic cells.
Critical care medicine.
2010 Apr; 38(4):1168-78. doi:
10.1097/ccm.0b013e3181d44e06. [PMID: 20154605] - Berthold Löhrke, Jinxian Xu, Joachim M Weitzel, Burkhard Krüger, Tom Goldammer, Torsten Viergutz. N-acetylcysteine impairs survival of luteal cells through mitochondrial dysfunction.
Cytometry. Part A : the journal of the International Society for Analytical Cytology.
2010 Apr; 77(4):310-20. doi:
10.1002/cyto.a.20873. [PMID: 20151456] - Rabea Asleh, Andrew P Levy. Divergent effects of alpha-tocopherol and vitamin C on the generation of dysfunctional HDL associated with diabetes and the Hp 2-2 genotype.
Antioxidants & redox signaling.
2010 Feb; 12(2):209-17. doi:
10.1089/ars.2009.2829. [PMID: 19769483] - Feng Bao, Christopher S Bailey, Kevin R Gurr, Stewart I Bailey, M Patricia Rosas-Arellano, Gregory A Dekaban, Lynne C Weaver. Increased oxidative activity in human blood neutrophils and monocytes after spinal cord injury.
Experimental neurology.
2009 Feb; 215(2):308-16. doi:
10.1016/j.expneurol.2008.10.022. [PMID: 19056384] - P Soler-Palacín, C Margareto, P Llobet, O Asensio, M Hernández, I Caragol, T Español. Chronic granulomatous disease in pediatric patients: 25 years of experience.
Allergologia et immunopathologia.
2007 May; 35(3):83-9. doi:
10.1157/13106774. [PMID: 17594870] - Luis F Carbonell, Julián Díaz, Isabel Hernández, Santiago Cuevas, Fernando Valero, Tomás Quesada, Francisco Fenoy, Miguel G Salom. N-acetylcysteine exerts protective effects and prevents lung redox imbalance and peroxynitrite generation in endotoxemic rats.
Medicinal chemistry (Shariqah (United Arab Emirates)).
2007 Jan; 3(1):29-34. doi:
10.2174/157340607779317580. [PMID: 17266621] - Manas K Chattopadhyay, Celia White Tabor, Herbert Tabor. Polyamine deficiency leads to accumulation of reactive oxygen species in a spe2Delta mutant of Saccharomyces cerevisiae.
Yeast (Chichester, England).
2006 Jul; 23(10):751-61. doi:
10.1002/yea.1393. [PMID: 16862607] - D Scalia, N Lacetera, U Bernabucci, K Demeyere, L Duchateau, C Burvenich. In vitro effects of nonesterified fatty acids on bovine neutrophils oxidative burst and viability.
Journal of dairy science.
2006 Jan; 89(1):147-54. doi:
10.3168/jds.s0022-0302(06)72078-1. [PMID: 16357277] - S Leutner, K Schindowski, L Frölich, K Maurer, T Kratzsch, A Eckert, W E Müller. Enhanced ROS-generation in lymphocytes from Alzheimer's patients.
Pharmacopsychiatry.
2005 Nov; 38(6):312-5. doi:
10.1055/s-2005-916186. [PMID: 16342003] - R Scorei, V M Cimpoiasu, Dana Iordachescu. In vitro evaluation of the antioxidant activity of calcium fructoborate.
Biological trace element research.
2005 Nov; 107(2):127-34. doi:
10.1385/bter:107:2:127. [PMID: 16217137] - Hagen Trommer, Rolf Böttcher, Christoph Huschka, Wolfgang Wohlrab, Reinhard H H Neubert. Further investigations on the role of ascorbic acid in stratum corneum lipid models after UV exposure.
The Journal of pharmacy and pharmacology.
2005 Aug; 57(8):963-72. doi:
10.1211/0022357056703. [PMID: 16102251] - Ana Olmos, Salvador Máñez, Rosa-María Giner, María Del Carmen Recio, José-Luis Ríos. Isoprenylhydroquinone glucoside: a new non-antioxidant inhibitor of peroxynitrite-mediated tyrosine nitration.
Nitric oxide : biology and chemistry.
2005 Feb; 12(1):54-60. doi:
10.1016/j.niox.2004.11.005. [PMID: 15631948] - Gonçalo C Justino, Marta R Santos, Sónia Canário, Carlos Borges, M Helena Florêncio, Lurdes Mira. Plasma quercetin metabolites: structure-antioxidant activity relationships.
Archives of biochemistry and biophysics.
2004 Dec; 432(1):109-21. doi:
10.1016/j.abb.2004.09.007. [PMID: 15519302] - Lee-Wei Chen, Bonnie Hwang, Wei-Jung Chang, Jyh-Seng Wang, Jin-Shyr Chen, Ching-Mei Hsu. Inducible nitric oxide synthase inhibitor reverses exacerbating effects of hypertonic saline on lung injury in burn.
Shock (Augusta, Ga.).
2004 Nov; 22(5):472-7. doi:
10.1097/01.shk.0000140304.71215.f7. [PMID: 15489641] - Tae Hyun Park, Dae Hyun Kim, Chul Hong Kim, Hyun Ah Jung, Jae Sue Choi, Jae Won Lee, Hae Young Chung. Peroxynitrite scavenging mode of alaternin isolated from Cassia tora.
The Journal of pharmacy and pharmacology.
2004 Oct; 56(10):1315-21. doi:
10.1211/0022357044229. [PMID: 15482647] - Marta R Santos, Lurdes Mira. Protection by flavonoids against the peroxynitrite-mediated oxidation of dihydrorhodamine.
Free radical research.
2004 Sep; 38(9):1011-8. doi:
10.1080/10715760400003384. [PMID: 15621720] - Bernhard Hemmerlein, Ulrike Johanns, Julia Halbfass, Tobias Böttcher, Markus Heuser, Heinz-Joachim Radzun, Paul Thelen. The balance between MMP-2/-9 and TIMP-1/-2 is shifted towards MMP in renal cell carcinomas and can be further disturbed by hydrogen peroxide.
International journal of oncology.
2004 May; 24(5):1069-76. doi:
10.3892/ijo.24.5.1069. [PMID: 15067327] - Breno P Esposito, William Breuer, Pornpan Sirankapracha, Pensri Pootrakul, Chaim Hershko, Z Ioav Cabantchik. Labile plasma iron in iron overload: redox activity and susceptibility to chelation.
Blood.
2003 Oct; 102(7):2670-7. doi:
10.1182/blood-2003-03-0807. [PMID: 12805056] - Lee-Wei Chen, Jyh-Seng Wang, Hua-Lin Chen, Jin-Shyr Chen, Ching-Mei Hsu. Peroxynitrite is an important mediator in thermal injury-induced lung damage.
Critical care medicine.
2003 Aug; 31(8):2170-7. doi:
10.1097/01.ccm.0000079605.28852.d0. [PMID: 12973176] - Rex A Parker, Qi Huang, Belay Tesfamariam. Influence of 3-hydroxy-3-methylglutaryl-CoA (HMG-CoA) reductase inhibitors on endothelial nitric oxide synthase and the formation of oxidants in the vasculature.
Atherosclerosis.
2003 Jul; 169(1):19-29. doi:
10.1016/s0021-9150(03)00100-x. [PMID: 12860247] - Tadaaki Moritomo, Ken Serata, Kyousuke Teshirogi, Hideaki Aikawa, Yuuki Inoue, Takuya Itou, Teruyuki Nakanishi. Flow cytometric analysis of the neutrophil respiratory burst of ayu, Plecoglossus altivelis: comparison with other fresh water fish.
Fish & shellfish immunology.
2003 Jul; 15(1):29-38. doi:
10.1016/s1050-4648(02)00136-5. [PMID: 12787685] - Takako Yokozawa, Dong Young Rhyu, Eun Ju Cho, Kazumasa Aoyagi. Protective activity of (-)-epicatechin 3-O-gallate against peroxynitrite-mediated renal damage.
Free radical research.
2003 May; 37(5):561-71. doi:
10.1080/1071576031000083134. [PMID: 12797478] - Gianluca Fossati, Dale A Moulding, David G Spiller, Robert J Moots, Michael R H White, Steven W Edwards. The mitochondrial network of human neutrophils: role in chemotaxis, phagocytosis, respiratory burst activation, and commitment to apoptosis.
Journal of immunology (Baltimore, Md. : 1950).
2003 Feb; 170(4):1964-72. doi:
10.4049/jimmunol.170.4.1964. [PMID: 12574365] - Sergei V Spitsin, Gwen S Scott, Tatiana Mikheeva, Anna Zborek, Rhonda B Kean, Christine M Brimer, Hilary Koprowski, D Craig Hooper. Comparison of uric acid and ascorbic acid in protection against EAE.
Free radical biology & medicine.
2002 Nov; 33(10):1363-71. doi:
10.1016/s0891-5849(02)01048-1. [PMID: 12419468] - J-J Choi, M Y Kong, S J Lee, H-C Kim, K H Ko, W-K Kim. Ciclopirox prevents peroxynitrite toxicity in astrocytes by maintaining their mitochondrial function: a novel mechanism for cytoprotection by ciclopirox.
Neuropharmacology.
2002 Sep; 43(3):408-17. doi:
10.1016/s0028-3908(02)00081-3. [PMID: 12243770] - Gian Carlo Demontis, Biancamaria Longoni, Pier Lorenzo Marchiafava. Molecular steps involved in light-induced oxidative damage to retinal rods.
Investigative ophthalmology & visual science.
2002 Jul; 43(7):2421-7. doi:
". [PMID: 12091446] - Kerry M Hanson, Robert M Clegg. Observation and quantification of ultraviolet-induced reactive oxygen species in ex vivo human skin.
Photochemistry and photobiology.
2002 Jul; 76(1):57-63. doi:
10.1562/0031-8655(2002)076<0057:oaqoui>2.0.co;2. [PMID: 12126308] - F D Khand, M P Gordge, W G Robertson, A A Noronha-Dutra, J S Hothersall. Mitochondrial superoxide production during oxalate-mediated oxidative stress in renal epithelial cells.
Free radical biology & medicine.
2002 Jun; 32(12):1339-50. doi:
10.1016/s0891-5849(02)00846-8. [PMID: 12057772] - Haejeong Moon, Dongwon Baek, Boyoung Lee, D Theertha Prasad, Sang Yeol Lee, Moo Je Cho, Chae Oh Lim, Myung Suk Choi, Jeongdong Bahk, Myeong Ok Kim, Jong Chan Hong, Dae-Jin Yun. Soybean ascorbate peroxidase suppresses Bax-induced apoptosis in yeast by inhibiting oxygen radical generation.
Biochemical and biophysical research communications.
2002 Jan; 290(1):457-62. doi:
10.1006/bbrc.2001.6208. [PMID: 11779192] - J Y Han, S Miura, Y Akiba, H Higuchi, S Kato, H Suzuki, H Yokoyama, H Ishii. Chronic ethanol consumption exacerbates microcirculatory damage in rat mesentery after reperfusion.
American journal of physiology. Gastrointestinal and liver physiology.
2001 May; 280(5):G939-48. doi:
10.1152/ajpgi.2001.280.5.g939. [PMID: 11292603] - G E Arteel, P Schroeder, H Sies. Reactions of peroxynitrite with cocoa procyanidin oligomers.
The Journal of nutrition.
2000 08; 130(8S Suppl):2100S-4S. doi:
10.1093/jn/130.8.2100s. [PMID: 10917929] - X Mu, R D Azbill, J E Springer. Riluzole improves measures of oxidative stress following traumatic spinal cord injury.
Brain research.
2000 Jul; 870(1-2):66-72. doi:
10.1016/s0006-8993(00)02402-1. [PMID: 10869502] - K Winzer, W Becker, C J Van Noorden, A Köhler. Short-time induction of oxidative stress in hepatocytes of the European flounder (Platichthys flesus).
Marine environmental research.
2000 Jul; 50(1-5):495-501. doi:
10.1016/s0141-1136(00)00124-0. [PMID: 11460738] - C F Bassøe, I Smith, S Sørnes, A Halstensen, A K Lehmann. Concurrent measurement of antigen- and antibody-dependent oxidative burst and phagocytosis in monocytes and neutrophils.
Methods (San Diego, Calif.).
2000 Jul; 21(3):203-20. doi:
10.1006/meth.2000.1001. [PMID: 10873475] - S Cuzzocrea, T P Misko, G Costantino, E Mazzon, A Micali, A P Caputi, H Macarthur, D Salvemini. Beneficial effects of peroxynitrite decomposition catalyst in a rat model of splanchnic artery occlusion and reperfusion.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology.
2000 Jun; 14(9):1061-72. doi:
10.1096/fasebj.14.9.1061. [PMID: 10834927] - I Velasco, R Tapia. Alterations of intracellular calcium homeostasis and mitochondrial function are involved in ruthenium red neurotoxicity in primary cortical cultures.
Journal of neuroscience research.
2000 May; 60(4):543-51. doi:
10.1002/(sici)1097-4547(20000515)60:4<543::aid-jnr13>3.0.co;2-z. [PMID: 10797557] - G E Arteel, H Sies. Protection against peroxynitrite by cocoa polyphenol oligomers.
FEBS letters.
1999 Nov; 462(1-2):167-70. doi:
10.1016/s0014-5793(99)01498-2. [PMID: 10580113] - S L Chan, S P Tammariello, S Estus, M P Mattson. Prostate apoptosis response-4 mediates trophic factor withdrawal-induced apoptosis of hippocampal neurons: actions prior to mitochondrial dysfunction and caspase activation.
Journal of neurochemistry.
1999 Aug; 73(2):502-12. doi:
10.1046/j.1471-4159.1999.0730502.x. [PMID: 10428045] - D G Tang, K V Honn. Apoptosis of W256 carcinosarcoma cells of the monocytoid origin induced by NDGA involves lipid peroxidation and depletion of GSH: role of 12-lipoxygenase in regulating tumor cell survival.
Journal of cellular physiology.
1997 Aug; 172(2):155-70. doi:
10.1002/(sici)1097-4652(199708)172:2<155::aid-jcp3>3.0.co;2-n. [PMID: 9258337] - T Frey. Correlated flow cytometric analysis of terminal events in apoptosis reveals the absence of some changes in some model systems.
Cytometry.
1997 Jul; 28(3):253-63. doi:
10.1002/(sici)1097-0320(19970701)28:3<253::aid-cyto10>3.0.co;2-o. [PMID: 9222111] - I Kurose, L W Argenbright, R Wolf, D N Granger. Oxidative stress during platelet-activating factor-induced microvascular dysfunction.
Microcirculation (New York, N.Y. : 1994).
1996 Dec; 3(4):401-10. doi:
10.3109/10739689609148313. [PMID: 9086452] - B Loehrke, U Renne, T Viergutz, K Ender, B Krüger. Effects of stress-related signal molecules on cells associated with muscle tissue.
Analytical and quantitative cytology and histology.
1996 Oct; 18(5):383-8. doi:
". [PMID: 8908310] - C Scheid, H Koul, W A Hill, J Luber-Narod, L Kennington, T Honeyman, J Jonassen, M Menon. Oxalate toxicity in LLC-PK1 cells: role of free radicals.
Kidney international.
1996 Feb; 49(2):413-9. doi:
10.1038/ki.1996.60. [PMID: 8821825] - G W Winston, M N Moore, M A Kirchin, C Soverchia. Production of reactive oxygen species by hemocytes from the marine mussel, Mytilus edulis: lysosomal localization and effect of xenobiotics.
Comparative biochemistry and physiology. Part C, Pharmacology, toxicology & endocrinology.
1996 Feb; 113(2):221-9. doi:
10.1016/0742-8413(95)02091-8. [PMID: 8646615] - I Y Haddad, J P Crow, P Hu, Y Ye, J Beckman, S Matalon. Concurrent generation of nitric oxide and superoxide damages surfactant protein A.
The American journal of physiology.
1994 Sep; 267(3 Pt 1):L242-9. doi:
10.1152/ajplung.1994.267.3.l242. [PMID: 7943250] - O T Jones, J T Hancock. Assays of plasma membrane NADPH oxidase.
Methods in enzymology.
1994; 233(?):222-9. doi:
10.1016/s0076-6879(94)33025-5. [PMID: 8015459] - L M Henderson, J B Chappell. Dihydrorhodamine 123: a fluorescent probe for superoxide generation?.
European journal of biochemistry.
1993 Nov; 217(3):973-80. doi:
10.1111/j.1432-1033.1993.tb18328.x. [PMID: 8223655] - D Cao, L A Boxer, H R Petty. Deposition of reactive oxygen metabolites onto and within living tumor cells during neutrophil-mediated antibody-dependent cellular cytotoxicity.
Journal of cellular physiology.
1993 Aug; 156(2):428-36. doi:
10.1002/jcp.1041560227. [PMID: 8344997]