anthralin (BioDeep_00000006352)

 

Secondary id: BioDeep_00001868011

human metabolite blood metabolite Volatile Flavor Compounds


代谢物信息卡片


1,8-dihydroxy-9,10-dihydroanthracen-9-one

化学式: C14H10O3 (226.062991)
中文名称: 1,8,9-三羟基蒽
谱图信息: 最多检出来源 Homo sapiens(blood) 97.31%

分子结构信息

SMILES: C1C2=C(C(=CC=C2)O)C(=O)C3=C1C=CC=C3O
InChI: InChI=1S/C14H10O3/c15-10-5-1-3-8-7-9-4-2-6-11(16)13(9)14(17)12(8)10/h1-6,15-16H,7H2

描述信息

D - Dermatologicals > D05 - Antipsoriatics > D05A - Antipsoriatics for topical use > D05AC - Antracen derivatives
C78284 - Agent Affecting Integumentary System > C29708 - Anti-psoriatic Agent
D003879 - Dermatologic Agents

同义名列表

22 个代谢物同义名

1,8-dihydroxy-9,10-dihydroanthracen-9-one; 1,8-Dihydroxy-9(10H)-anthracenone; 1,8-Dihydroxy-9-anthrone; 1,8 Dihydroxy 9 anthrone; 1,8,9-Anthracenetriol; 1,8-Dihydroxyanthrone; Dihydroxyanthranol; FNA, ditranol; Ditranol fna; Dithrocream; Anthraforte; Anthraderm; Psoradrate; Psoricrème; anthralin; Anthranol; Dithranol; Cygnoline; Cignolin; Micanol; Lasan; Dithranol



数据库引用编号

19 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)

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

  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Rui Vilar, Samuel W Lukowski, Marco Garieri, Corinne Di Sanza, Marguerite Neerman-Arbez, Richard J Fish. Chemical Modulators of Fibrinogen Production and Their Impact on Venous Thrombosis. Thrombosis and haemostasis. 2021 Apr; 121(4):433-448. doi: 10.1055/s-0040-1718414. [PMID: 33302304]
  • Mahdieh S Hosseyni Moghaddam, Naser Safaie, Jalal Soltani, Ardalan Pasdaran. Endophytic association of bioactive and halotolerant Humicola fuscoatra with halophytic plants, and its capability of producing anthraquinone and anthranol derivatives. Antonie van Leeuwenhoek. 2020 Feb; 113(2):279-291. doi: 10.1007/s10482-019-01336-x. [PMID: 31584108]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Priyadarshini Sathe, Raju Saka, Nagavendra Kommineni, Kaisar Raza, Wahid Khan. Dithranol-loaded nanostructured lipid carrier-based gel ameliorate psoriasis in imiquimod-induced mice psoriatic plaque model. Drug development and industrial pharmacy. 2019 May; 45(5):826-838. doi: 10.1080/03639045.2019.1576722. [PMID: 30764674]
  • A Baran, M Świderska, Joanna Bacharewicz-Szczerbicka, H Myśliwiec, I Flisiak. Serum Fatty Acid-Binding Protein 4 is Increased in Patients with Psoriasis. Lipids. 2017 01; 52(1):51-60. doi: 10.1007/s11745-016-4211-4. [PMID: 27864793]
  • Hanna Myśliwiec, Piotr Myśliwiec, Anna Baran, Iwona Flisiak. Dithranol treatment of plaque-type psoriasis increases serum TNF-like weak inducer of apoptosis (TWEAK). Advances in medical sciences. 2016 Sep; 61(2):207-211. doi: 10.1016/j.advms.2016.01.001. [PMID: 26895458]
  • Simplice B Tankeo, Francois Damen, Louis P Sandjo, Ilhami Celik, Pierre Tane, Victor Kuete. Antibacterial activities of the methanol extracts, fractions and compounds from Harungana madagascariensis Lam. ex Poir. (Hypericaceae). Journal of ethnopharmacology. 2016 Aug; 190(?):100-5. doi: 10.1016/j.jep.2016.06.005. [PMID: 27267830]
  • Oluwatosin O Johnson, Ming Zhao, Jordan Gunn, Bernard D Santarsiero, Zhi-Qi Yin, Gloria A Ayoola, H A B Coker, Chun-Tao Che. α-Glucosidase Inhibitory Prenylated Anthranols from Harungana madagascariensis. Journal of natural products. 2016 Jan; 79(1):224-9. doi: 10.1021/acs.jnatprod.5b00924. [PMID: 26727375]
  • Stavros E Bariamis, George E Magoulas, Katerina Grafanaki, Eleni Pontiki, Theodore Tsegenidis, Constantinos M Athanassopoulos, George Maroulis, Dionissios Papaioannou, Dimitra Hadjipavlou-Litina. Synthesis and biological evaluation of new C-10 substituted dithranol pleiotropic hybrids. Bioorganic & medicinal chemistry. 2015 Nov; 23(22):7251-63. doi: 10.1016/j.bmc.2015.10.022. [PMID: 26515039]
  • Ana L Savian, Daiane Rodrigues, Julia Weber, Roseane F Ribeiro, Mariana H Motta, Scheila R Schaffazick, Andréa I H Adams, Diego F de Andrade, Ruy C R Beck, Cristiane B da Silva. Dithranol-loaded lipid-core nanocapsules improve the photostability and reduce the in vitro irritation potential of this drug. Materials science & engineering. C, Materials for biological applications. 2015 Jan; 46(?):69-76. doi: 10.1016/j.msec.2014.10.011. [PMID: 25491961]
  • Kaisar Raza, Om Prakash Katare, Arvind Setia, Amit Bhatia, Bhupinder Singh. Improved therapeutic performance of dithranol against psoriasis employing systematically optimized nanoemulsomes. Journal of microencapsulation. 2013; 30(3):225-36. doi: 10.3109/02652048.2012.717115. [PMID: 23088318]
  • Cuong H Le, Jun Han, Christoph H Borchers. Dithranol as a MALDI matrix for tissue imaging of lipids by Fourier transform ion cyclotron resonance mass spectrometry. Analytical chemistry. 2012 Oct; 84(19):8391-8. doi: 10.1021/ac301901s. [PMID: 22931516]
  • Alexandra Reichstein, Silke Vortherms, Sven Bannwitz, Jan Tentrop, Helge Prinz, Klaus Müller. Synthesis and structure-activity relationships of lapacho analogues. 1. Suppression of human keratinocyte hyperproliferation by 2-substituted naphtho[2,3-b]furan-4,9-diones, activation by enzymatic one- and two-electron reduction, and intracellular generation of superoxide. Journal of medicinal chemistry. 2012 Aug; 55(16):7273-84. doi: 10.1021/jm3009597. [PMID: 22845014]
  • Hanna Myśliwiec, Iwona Flisiak, Anna Baran, Maria Górska, Bożena Chodynicka. Evaluation of CD40, its ligand CD40L and Bcl-2 in psoriatic patients. Folia histochemica et cytobiologica. 2012 Apr; 50(1):75-9. doi: 10.2478/18699. [PMID: 22532139]
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  • Aldona Pietrzak, Konrad Janowski, Grazyna Chodorowska, Anna Michalak-Stoma, Jacek Roliński, Anna Zalewska, Iwona Jastrzebska, Jacek Tabarkiewicz, Tomasz Paszkowski, Ewa Kapeć, Dorota Krasowska. Plasma interleukin-18 and dendritic cells in males with psoriasis vulgaris. Mediators of inflammation. 2007; 2007(?):61254. doi: 10.1155/2007/61254. [PMID: 17611614]
  • Simeon F Kouam, Shamsun Nahar Khan, Karsten Krohn, Bonaventure T Ngadjui, Deccaux G W F Kapche, Diane B Yapna, Seema Zareem, Amal M Y Moustafa, M Iqbal Choudhary. Alpha-glucosidase inhibitory anthranols, kenganthranols A-C, from the stem bark of Harungana madagascariensis. Journal of natural products. 2006 Feb; 69(2):229-33. doi: 10.1021/np050407n. [PMID: 16499321]
  • Anna Zalewska, Ewa Głowacka, Janina Wyczółkowska, Henryk Tchórzewski, Joanna Narbutt, Anna Sysa-Jedrzejowska. Interleukin 6 and 8 levels in plasma and fibroblast cultures in psoriasis. Mediators of inflammation. 2006; 2006(1):81767. doi: 10.1155/mi/2006/81767. [PMID: 16864908]
  • Ozer Arican, Murat Aral, Sezai Sasmaz, Pinar Ciragil. Serum levels of TNF-alpha, IFN-gamma, IL-6, IL-8, IL-12, IL-17, and IL-18 in patients with active psoriasis and correlation with disease severity. Mediators of inflammation. 2005 Oct; 2005(5):273-9. doi: 10.1155/mi.2005.273. [PMID: 16258194]
  • I Flisiak, H Myśliwiec, B Chodynicka. Effect of psoriasis treatment on plasma concentrations of metalloproteinase-1 and tissue inhibitor of metalloproteinases-1. Journal of the European Academy of Dermatology and Venereology : JEADV. 2005 Jul; 19(4):418-21. doi: 10.1111/j.1468-3083.2005.01199.x. [PMID: 15987285]
  • Nikhil K Basu, Shigeki Kubota, Meselhy R Meselhy, Marco Ciotti, Bhabadeb Chowdhury, Masao Hartori, Ida S Owens. Gastrointestinally distributed UDP-glucuronosyltransferase 1A10, which metabolizes estrogens and nonsteroidal anti-inflammatory drugs, depends upon phosphorylation. The Journal of biological chemistry. 2004 Jul; 279(27):28320-9. doi: 10.1074/jbc.m401396200. [PMID: 15117964]
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  • Iwona Flisiak, Piotr Porebski, Robert Flisiak, Bozena Chodynicka. Plasma transforming growth factor beta1 as a biomarker of psoriasis activity and treatment efficacy. Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals. 2003 Sep; 8(5):437-43. doi: 10.1080/13547500310001599061. [PMID: 14602527]
  • Arno Pol, Rolph Pfundt, Patrick Zeeuwen, Henri Molhuizen, Joost Schalkwijk. Transcriptional regulation of the elafin gene in human keratinocytes. The Journal of investigative dermatology. 2003 Feb; 120(2):301-7. doi: 10.1046/j.1523-1747.2003.12043.x. [PMID: 12542536]
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  • Monika Jensen, Lotte Groth, Gunhild Hølmer, Harald S Hansen, Ann Fullerton. The potential of the essential fatty acid-deficient hairless rat as a psoriasis screening model for topical anti-proliferative drugs. Skin pharmacology and applied skin physiology. 2002 Nov; 15(6):401-13. doi: 10.1159/000066453. [PMID: 12476014]
  • P C M Van de Kerkhof, C Green, K J Hamberg, P E Hutchinson, J K Jensen, P Kidson, K Kragballe, F G Larsen, C S Munro, D M Tillman. Safety and efficacy of combined high-dose treatment with calcipotriol ointment and solution in patients with psoriasis. Dermatology (Basel, Switzerland). 2002; 204(3):214-21. doi: 10.1159/000057884. [PMID: 12037450]
  • J H Sampson, A Raman, G Karlsen, H Navsaria, I M Leigh. In vitro keratinocyte antiproliferant effect of Centella asiatica extract and triterpenoid saponins. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2001 May; 8(3):230-5. doi: 10.1078/0944-7113-00032. [PMID: 11417919]
  • N P Raju, S P Mirza, M Vairamani, A R Ramulu, M Pardhasaradhi. 5-Ethyl-2-mercaptothiazole as matrix for matrix-assisted laser desorption/ionization of a broad spectrum of analytes in positive and negative ion mode. Rapid communications in mass spectrometry : RCM. 2001; 15(19):1879-84. doi: 10.1002/rcm.392. [PMID: 11565107]
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  • D Peus, A Beyerle, H L Rittner, M Pott, A Meves, C Weyand, M R Pittelkow. Anti-psoriatic drug anthralin activates JNK via lipid peroxidation: mononuclear cells are more sensitive than keratinocytes. The Journal of investigative dermatology. 2000 Apr; 114(4):688-92. doi: 10.1046/j.1523-1747.2000.00934.x. [PMID: 10733674]
  • K Müller, A Sellmer, W Wiegrebe. Potential antipsoriatic agents: lapacho compounds as potent inhibitors of HaCaT cell growth. Journal of natural products. 1999 Aug; 62(8):1134-6. doi: 10.1021/np990139r. [PMID: 10479319]
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  • K C Kumar, K Müller. Lichen metabolites. 2. Antiproliferative and cytotoxic activity of gyrophoric, usnic, and diffractaic acid on human keratinocyte growth. Journal of natural products. 1999 Jun; 62(6):821-3. doi: 10.1021/np980378z. [PMID: 10395495]
  • K C Kumar, K Müller. Lichen metabolites. 1. Inhibitory action against leukotriene B4 biosynthesis by a non-redox mechanism. Journal of natural products. 1999 Jun; 62(6):817-20. doi: 10.1021/np9803777. [PMID: 10395494]
  • D Krasowska, A Pietrzak, B Lecewicz-Torun. Serum level of sELAM-1 in psoriatic patients correlates with disease activity. Journal of the European Academy of Dermatology and Venereology : JEADV. 1999 Mar; 12(2):140-2. doi: 10.1111/j.1468-3083.1999.tb01004.x. [PMID: 10343943]
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