Naphthalene-1,2,4-trione (BioDeep_00001878352)
代谢物信息卡片
Naphthalene-1,2,4-trione
化学式: C10H6O3 (174.0317)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1C(=O)C2=CC=CC=C2C(=O)C1=O
InChI: InChI=1S/C10H6O3/c11-8-5-9(12)10(13)7-4-2-1-3-6(7)8/h1-4H,5H2
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。
| 亚细胞结构定位 | 关联基因列表 |
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文献列表
- Huaying Fan, Mingyan Yang, Xin Che, Ziliang Zhang, Hui Xu, Ke Liu, Qinggang Meng. Activity study of a hydroxynaphthoquinone fraction from Arnebia euchroma in experimental arthritis.
Fitoterapia.
2012 Oct; 83(7):1226-37. doi:
10.1016/j.fitote.2012.06.011. [PMID: 22735599] - Vicki Abrams Motz, Christopher P Bowers, Linda Mull Young, David H Kinder. The effectiveness of jewelweed, Impatiens capensis, the related cultivar I. balsamina and the component, lawsone in preventing post poison ivy exposure contact dermatitis.
Journal of ethnopharmacology.
2012 Aug; 143(1):314-8. doi:
10.1016/j.jep.2012.06.038. [PMID: 22766473] - Evelyn Lilly, Roopal V Kundu. Dermatoses secondary to Asian cultural practices.
International journal of dermatology.
2012 Apr; 51(4):372-9; quiz 379. doi:
10.1111/j.1365-4632.2011.05170.x. [PMID: 22435423] - Jian Zhou, Xue-Mei Tang, Cong Wang, Xiao-Juan Pan. [Compare the composition and content of Arnebiae radix and the stem residues].
Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials.
2012 Mar; 35(3):361-6. doi:
". [PMID: 22876671] - Pablo J Almeida, Leopoldo Borrego, Elisenda Pulido-Melián, Oscar González-Díaz. Quantification of p-phenylenediamine and 2-hydroxy-1,4-naphthoquinone in henna tattoos.
Contact dermatitis.
2012 Jan; 66(1):33-7. doi:
10.1111/j.1600-0536.2011.01992.x. [PMID: 21972791] - Yuan-Chuen Wang, Wan-Yu Li, Deng-Chyang Wu, Jeh-Jeng Wang, Cheng-Hsun Wu, Jyun-Ji Liao, Cheng-Kun Lin. In Vitro Activity of 2-methoxy-1,4-naphthoquinone and Stigmasta-7,22-diene-3β-ol from Impatiens balsamina L. against Multiple Antibiotic-Resistant Helicobacter pylori.
Evidence-based complementary and alternative medicine : eCAM.
2011; 2011(?):704721. doi:
10.1093/ecam/nep147. [PMID: 19773391] - Hubert Sytykiewicz. Expression patterns of glutathione transferase gene (GstI) in maize seedlings under juglone-induced oxidative stress.
International journal of molecular sciences.
2011; 12(11):7982-95. doi:
10.3390/ijms12117982. [PMID: 22174645] - Ferenc Zsila, Ilona Fitos. Combination of chiroptical, absorption and fluorescence spectroscopic methods reveals multiple, hydrophobicity-driven human serum albumin binding of the antimalarial atovaquone and related hydroxynaphthoquinone compounds.
Organic & biomolecular chemistry.
2010 Nov; 8(21):4905-14. doi:
10.1039/c0ob00124d. [PMID: 20737064] - Athip Sakunphueak, Pharkphoom Panichayupakaranant. Increased production of naphthoquinones in Impatiens balsamina root cultures by elicitation with methyl jasmonate.
Bioresource technology.
2010 Nov; 101(22):8777-83. doi:
10.1016/j.biortech.2010.06.067. [PMID: 20620051] - Athip Sakunphueak, Pharkphoom Panichayupakaranant. Simultaneous determination of three naphthoquinones in the leaves of Impatiens balsamina L. by reversed-phase high-performance liquid chromatography.
Phytochemical analysis : PCA.
2010 Sep; 21(5):444-50. doi:
10.1002/pca.1216. [PMID: 20931623] - Keiko Murakami, Miyako Haneda, Shouko Iwata, Masataka Yoshino. Effect of hydroxy substituent on the prooxidant action of naphthoquinone compounds.
Toxicology in vitro : an international journal published in association with BIBRA.
2010 Apr; 24(3):905-9. doi:
10.1016/j.tiv.2009.11.018. [PMID: 19961919] - E Sheeja, S B Joshi, D C Jain. Antiovulatory and estrogenic activity of Plumbago rosea leaves in female albino rats.
Indian journal of pharmacology.
2009 Dec; 41(6):273-7. doi:
10.4103/0253-7613.59927. [PMID: 20407559] - S M'Garrech, F Ncib. Colorimetric study of effect of gamma-radiation on the color of cotton fabric colored by 'henna' dye.
Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine.
2009 Nov; 67(11):2003-6. doi:
10.1016/j.apradiso.2009.07.017. [PMID: 19709891] - Kodihalli C Ravindra, B Ruthrotha Selvi, Mohammed Arif, B A Ashok Reddy, Gali R Thanuja, Shipra Agrawal, Suman Kalyan Pradhan, Natesh Nagashayana, Dipak Dasgupta, Tapas K Kundu. Inhibition of lysine acetyltransferase KAT3B/p300 activity by a naturally occurring hydroxynaphthoquinone, plumbagin.
The Journal of biological chemistry.
2009 Sep; 284(36):24453-64. doi:
10.1074/jbc.m109.023861. [PMID: 19570987] - Itsuko Fukuda, Atsushi Kaneko, Shin Nishiumi, Masaya Kawase, Rika Nishikiori, Nobuhide Fujitake, Hitoshi Ashida. Structure-activity relationships of anthraquinones on the suppression of DNA-binding activity of the aryl hydrocarbon receptor induced by 2,3,7,8-tetrachlorodibenzo-p-dioxin.
Journal of bioscience and bioengineering.
2009 Mar; 107(3):296-300. doi:
10.1016/j.jbiosc.2008.10.008. [PMID: 19269596] - Nighat Sultana, Muhammed Iqbal Choudhary, Ambrin Khan. Protein glycation inhibitory activities of Lawsonia inermis and its active principles.
Journal of enzyme inhibition and medicinal chemistry.
2009 Feb; 24(1):257-61. doi:
10.1080/14756360802057500. [PMID: 18825553] - Dragan L Jovanovic, Maja R Slavkovic-Jovanovic. Allergic contact dermatitis from temporary henna tattoo.
The Journal of dermatology.
2009 Jan; 36(1):63-5. doi:
10.1111/j.1346-8138.2008.00588.x. [PMID: 19207440] - Sebastien Pomel, Flora C Y Luk, Con J M Beckers. Host cell egress and invasion induce marked relocations of glycolytic enzymes in Toxoplasma gondii tachyzoites.
PLoS pathogens.
2008 Oct; 4(10):e1000188. doi:
10.1371/journal.ppat.1000188. [PMID: 18949028] - Idris Yucel, Gonullu Guzin. Topical henna for capecitabine induced hand-foot syndrome.
Investigational new drugs.
2008 Apr; 26(2):189-92. doi:
10.1007/s10637-007-9082-3. [PMID: 17885735] - Nagwa S El-Shaer, Jihan M Badr, Maha A Aboul-Ela, Yousry M Gohar. Determination of lawsone in henna powders by high performance thin layer chromatography.
Journal of separation science.
2007 Dec; 30(18):3311-5. doi:
10.1002/jssc.200700223. [PMID: 18008277] - Rani Sauriasari, Da-Hong Wang, Yoko Takemura, Ken Tsutsui, Noriyoshi Masuoka, Kuniaki Sano, Masako Horita, Bing-Ling Wang, Keiki Ogino. Cytotoxicity of lawsone and cytoprotective activity of antioxidants in catalase mutant Escherichia coli.
Toxicology.
2007 Jun; 235(1-2):103-11. doi:
10.1016/j.tox.2007.03.019. [PMID: 17442476] - Rex Munday, Barry L Smith, Christine M Munday. Structure-activity relationships in the haemolytic activity and nephrotoxicity of derivatives of 1,2- and 1,4-naphthoquinone.
Journal of applied toxicology : JAT.
2007 May; 27(3):262-9. doi:
10.1002/jat.1206. [PMID: 17265417] - Gerald Weissmann. Apply directly to the forehead: Holmes, Nana, and hennapecia.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology.
2007 Apr; 21(4):963-5. doi:
10.1096/fj.07-0401ufm. [PMID: 17389564] - Deborah Rund, Tova Schaap, Nael Da'as, Dina Ben Yehuda, Joseph Kalish. Plasma exchange as treatment for Lawsone (henna) intoxication.
Journal of clinical apheresis.
2007; 22(4):243-5. doi:
10.1002/jca.20128. [PMID: 17385718] - A N Assimopoulou, I Karapanagiotis, A Vasiliou, S Kokkini, V P Papageorgiou. Analysis of alkannin derivatives from Alkanna species by high-performance liquid chromatography/photodiode array/mass spectrometry.
Biomedical chromatography : BMC.
2006 Dec; 20(12):1359-74. doi:
10.1002/bmc.705. [PMID: 17080496] - Petr Babula, Radka Mikelova, Vojtech Adam, Rene Kizek, Ladislav Havel, Zdenek Sladky. Using of liquid chromatography coupled with diode array detector for determination of naphthoquinones in plants and for investigation of influence of pH of cultivation medium on content of plumbagin in Dionaea muscipula.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2006 Sep; 842(1):28-35. doi:
10.1016/j.jchromb.2006.05.009. [PMID: 16765109] - G R Muraguri, P N Ngumi, D Wesonga, S G Ndungu, J M Wanjohi, K Bang, A Fox, J Dunne, N McHardy. Clinical efficacy and plasma concentrations of two formulations of buparvaquone in cattle infected with East Coast fever (Theileria parva infection).
Research in veterinary science.
2006 Aug; 81(1):119-26. doi:
10.1016/j.rvsc.2005.09.012. [PMID: 16289157] - S V Rodrigues, L M Viana, W Baumann. UV/Vis spectra and solubility of some naphthoquinones, and the extraction behavior of plumbagin from Plumbago scandens roots in supercritical CO2.
Analytical and bioanalytical chemistry.
2006 Jul; 385(5):895-900. doi:
10.1007/s00216-006-0502-6. [PMID: 16791570] - Ik-Joon Kang, Mu-Hyoung Lee. Quantification of para-phenylenediamine and heavy metals in henna dye.
Contact dermatitis.
2006 Jul; 55(1):26-9. doi:
10.1111/j.0105-1873.2006.00845.x. [PMID: 16842550] - Byeoung-Soo Park, Hyun-Kyung Lee, Sung-Eun Lee, Xiang-Lan Piao, Gary R Takeoka, Rosalind Y Wong, Young-Joon Ahn, Jeong-Han Kim. Antibacterial activity of Tabebuia impetiginosa Martius ex DC (Taheebo) against Helicobacter pylori.
Journal of ethnopharmacology.
2006 Apr; 105(1-2):255-62. doi:
10.1016/j.jep.2005.11.005. [PMID: 16359837] - Rex Munday, Barry L Smith, Christine M Munday. Effect of inducers of DT-diaphorase on the haemolytic activity and nephrotoxicity of 2-amino-1,4-naphthoquinone in rats.
Chemico-biological interactions.
2005 Aug; 155(3):140-7. doi:
10.1016/j.cbi.2005.06.001. [PMID: 16045903] - Robert P Eager. Atopy to henna tattoos in children.
European journal of emergency medicine : official journal of the European Society for Emergency Medicine.
2005 Aug; 12(4):189-90. doi:
10.1097/00063110-200508000-00008. [PMID: 16034265] - José M Martín, Angeles Revert, Vicent Alonso, Laura García, Inmaculada Molina, Carolina Pereda, Esperanza Jordá. [Acute contact eczema from paraphenylenediamine contained in temporary henna tattoos].
Actas dermo-sifiliograficas.
2005 Jul; 96(6):382-5. doi:
10.1016/s0001-7310(05)73096-9. [PMID: 16476259] - Byeoung-Soo Park, Jun-Ran Kim, Sung-Eun Lee, Kyoung Soon Kim, Gary R Takeoka, Young-Joon Ahn, Jeong-Han Kim. Selective growth-inhibiting effects of compounds identified in Tabebuia impetiginosa inner bark on human intestinal bacteria.
Journal of agricultural and food chemistry.
2005 Feb; 53(4):1152-7. doi:
10.1021/jf0486038. [PMID: 15713033] - Omar A Habbal, Ali A Al-Jabri, Abdulghaffar H El-Hag, Zahra H Al-Mahrooqi, Nasser A Al-Hashmi. In-vitro antimicrobial activity of Lawsonia inermis Linn (henna). A pilot study on the Omani henna.
Saudi medical journal.
2005 Jan; 26(1):69-72. doi:
". [PMID: 15756356] - Botros R Mikhaeil, Farid A Badria, Galal T Maatooq, Mohamed M A Amer. Antioxidant and immunomodulatory constituents of henna leaves.
Zeitschrift fur Naturforschung. C, Journal of biosciences.
2004 Jul; 59(7-8):468-76. doi:
10.1515/znc-2004-7-803. [PMID: 15813363] - Daniel Marzin, David Kirkland. 2-Hydroxy-1,4-naphthoquinone, the natural dye of Henna, is non-genotoxic in the mouse bone marrow micronucleus test and does not produce oxidative DNA damage in Chinese hamster ovary cells.
Mutation research.
2004 May; 560(1):41-7. doi:
10.1016/j.mrgentox.2004.02.004. [PMID: 15099823] - S Yogisha, D S Samiulla, D Prashanth, R Padmaja, A Amit. Trypsin inhibitory activity of Lawsonia inermis.
Fitoterapia.
2002 Dec; 73(7-8):690-1. doi:
10.1016/s0367-326x(02)00214-9. [PMID: 12490230] - Kyoko Ishiguro, Yukiko Ohira, Hisae Oku. Preventive effects of Impatiens balsamina on the hen egg-white lysozyme (HEL)-induced decrease in blood flow.
Biological & pharmaceutical bulletin.
2002 Apr; 25(4):505-8. doi:
10.1248/bpb.25.505. [PMID: 11995933] - Jorg Rau, Hans-Joachim Knackmuss, Andreas Stolz. Effects of different quinoid redox mediators on the anaerobic reduction of azo dyes by bacteria.
Environmental science & technology.
2002 Apr; 36(7):1497-504. doi:
10.1021/es010227+. [PMID: 11999057] - P Raupp, J A Hassan, M Varughese, B Kristiansson. Henna causes life threatening haemolysis in glucose-6-phosphate dehydrogenase deficiency.
Archives of disease in childhood.
2001 Nov; 85(5):411-2. doi:
10.1136/adc.85.5.411. [PMID: 11668106] - H Oku, K Ishiguro. Antipruritic and antidermatitic effect of extract and compounds of Impatiens balsamina L. in atopic dermatitis model NC mice.
Phytotherapy research : PTR.
2001 Sep; 15(6):506-10. doi:
10.1002/ptr.964. [PMID: 11536380] - R Munday, B L Smith, C M Munday. Effects of modulation of tissue activities of DT-diaphorase on the toxicity of 2,3-dimethyl-1,4-naphthoquinone to rats.
Chemico-biological interactions.
2001 Mar; 134(1):87-100. doi:
10.1016/s0009-2797(00)00317-3. [PMID: 11248224] - N Curreli, F Sollai, L Massa, O Comandini, A Rufo, E Sanjust, A Rinaldi, A C Rinaldi. Effects of plant-derived naphthoquinones on the growth of Pleurotus sajor-caju and degradation of the compounds by fungal cultures.
Journal of basic microbiology.
2001; 41(5):253-9. doi:
10.1002/1521-4028(200110)41:5<253::aid-jobm253>3.0.co;2-r. [PMID: 11688211] - C Devecioğlu, S Katar, O Doğru, M A Taş. Henna-induced hemolytic anemia and acute renal failure.
The Turkish journal of pediatrics.
2001 Jan; 43(1):65-6. doi:
NULL. [PMID: 11297162]
