Dantron (BioDeep_00000002382)

Main id: BioDeep_00000406552

 

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


InChI=1/C14H8O4/c15-9-5-1-3-7-11(9)14(18)12-8(13(7)17)4-2-6-10(12)16/h1-6,15-16

化学式: C14H8O4 (240.0423)
中文名称: 1,8-二羟基蒽醌, 丹蒽醌
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=CC=C3O
InChI: InChI=1S/C14H8O4/c15-9-5-1-3-7-11(9)14(18)12-8(13(7)17)4-2-6-10(12)16/h1-6,15-16H

描述信息

Danthron is an orange crystalline powder. Almost odorless and tasteless. (NTP, 1992)
Chrysazin is a dihydroxyanthraquinone that is anthracene-9,10-dione substituted by hydroxy groups at positions 1 and 8. It has a role as an apoptosis inducer and a plant metabolite.
Withdrawn from the Canadian, US, and UK markets in 1998 due to genotoxicity.
Danthron is a natural product found in Didemnum albopunctatum, Asphodelus tenuifolius, and other organisms with data available.
Danthron is a reddish, synthetic anthraquinone derivative. Danthron has been widely used as a laxative, but is no longer used to treat constipation and is currently used as an antioxidant in synthetic lubricants, in the synthesis of experimental antitumor agents, as a fungicide and as an intermediate for making dyes. This substance is a suspected mutagen and is reasonably anticipated to be a human carcinogen based on evidence of carcinogenicity in experimental animals. (NCI05)
A - Alimentary tract and metabolism > A06 - Drugs for constipation > A06A - Drugs for constipation > A06AB - Contact laxatives
A dihydroxyanthraquinone that is anthracene-9,10-dione substituted by hydroxy groups at positions 1 and 8.
Dantron is found in green vegetables. Dantron occurs in roots of Rheum palmatum (Turkey rhubarb
Occurs in roots of Rheum palmatum (Turkey rhubarb). Dantron is found in green vegetables.
D005765 - Gastrointestinal Agents > D002400 - Cathartics
D009676 - Noxae > D009153 - Mutagens
[Raw Data] CB120_Laxapur_neg_20eV_000028.txt
[Raw Data] CB120_Laxapur_neg_40eV_000028.txt
[Raw Data] CB120_Laxapur_neg_30eV_000028.txt
[Raw Data] CB120_Laxapur_neg_10eV_000028.txt
[Raw Data] CB120_Laxapur_neg_50eV_000028.txt
Danthron is a natural product extracted from the traditional Chinese medicine Salvia miltiorrhiza Bunge. Danthron functions in regulating glucose and lipid metabolism by activating AMPK.
Danthron is a natural product extracted from the traditional Chinese medicine Salvia miltiorrhiza Bunge. Danthron functions in regulating glucose and lipid metabolism by activating AMPK.
Danthron is a natural product extracted from the traditional Chinese medicine Salvia miltiorrhiza Bunge. Danthron functions in regulating glucose and lipid metabolism by activating AMPK.

同义名列表

111 个代谢物同义名

InChI=1/C14H8O4/c15-9-5-1-3-7-11(9)14(18)12-8(13(7)17)4-2-6-10(12)16/h1-6,15-16; Dantron; Chrysazin;1,8-Dihydroxyanthraquinone;1,4,5,8-tetroxyantraquinone; 1,8-Dihydroxyanthraquinone, Vetec(TM) reagent grade, 96\\%; 1,8-dihydroxy-9,10-dihydroanthracene-9,10-dione; 1,8-Dihydroxyanthracene-9,10-dione (Danthron); Danthron (1,8-Dihydroxyanthracene-9,10-dione); 1,8-Dihydroxy-9,10-anthracenedione, 9CI; 1,8-bis(oxidanyl)anthracene-9,10-dione; 9,10-Anthracenedione, 1,8-dihydroxy-; 1,8-Dihydroxyanthra-9,10-quinone #; 1,8-Dihydroxy-9,10-anthracenedione; DITHRANOL IMPURITY B [EP IMPURITY]; 1,8-Dihydroxyanthracene-9,10-dione; 1,8-Dihydroxyanthrachinon [Czech]; 1,8-Dihydroxyanthra-9,10-quinone; 1,8-Dihydroxyanthraquinone, 96\\%; 8,9-dihydroxy-1,10-anthraquinone; 1,8-dihydroxy-9,10-anthraquinone; 1,8-Dihydroxyanthraquinone ,(S); Anthraquinone, 1,8-dihydroxy-; 1,8-dihydroxy-anthraquinone; 1,4,5,8-Tetroxyantraquinone; 1,8-dihydroxyanthraquinone; Anthraquinone,8-dihydroxy-; 1,8-Dihydroxyanthrachinon; Pilules Vinchy N.F. (TN); 1,8-Dihydroanthraquinone; dihyanthraquin_P21/n_LT; component of Dorbantyl; Dantrona [INN-Spanish]; 1,8-Dioxyanthraquinone; dihyanthraquin_P41_LT; Dantronum [INN-Latin]; Dantrone [INN-French]; Dorbantyl (Salt/Mix); component of Doxidan; Dioxyanthrachinonum; Dorbanex (Salt/Mix); Pilules Vinchy N.F.; component of Modane; component of Doxan; 9, 1,8-dihydroxy-; Spectrum3_000650; Spectrum5_000324; DANTRON [WHO-DD]; DANTHRON [VANDF]; Spectrum2_000603; Spectrum4_001682; UNII-Z4XE6IBF3V; DANTHRON [HSDB]; DANTRON [MART.]; DANTRON [IARC]; Danthron [USP]; Tox21_111122_1; Dantron (INN); DANTHRON [MI]; Dantron [INN]; Danthron, BAN; MEGxp0_001693; DivK1c_000284; Dantron, INN; Tox21_200986; NCI60_041443; KBio2_007366; KBio2_004798; KBio1_000284; Tox21_111122; KBio3_001479; ACon1_000135; KBio2_002230; IDI1_000284; Laxanthreen; Usaf nd-59; Antrapurol; Z4XE6IBF3V; Chrysazine; Neokutin S; Criasazin; Laxipurin; danthrone; Zwitsalax; AI3-38117; chrysazin; Scatron D; Dantronum; Istizine; Dantrone; Danthane; Danthron; Diaquone; Dorbanex; Dantrona; Pastomin; Laxanorm; Laxapur; Istizin; Dantron; Laxipur; Dionone; Dorbane; Danivac; Duolax; Roydan; Bancon; Prugol; Altan; Istan; 3nsq; LTAN; CHZ; Danthron



数据库引用编号

28 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)

11 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
Cytoplasm 12 ABCB1, ALB, ANXA5, APOE, BCL2, CASP3, CASP9, CAT, NLRP3, NQO1, NR1H3, ODC1
Peripheral membrane protein 1 ANXA5
Endoplasmic reticulum membrane 2 ABCG1, BCL2
Nucleus 9 ALB, APOE, BCL2, CASP3, CASP9, ENDOG, NLRP3, NQO1, NR1H3
cytosol 12 ALB, ANXA5, BCL2, CASP3, CASP9, CAT, IL1B, NLRP3, NQO1, NR1H3, ODC1, SCLY
dendrite 2 APOE, NQO1
centrosome 1 ALB
nucleoplasm 2 CASP3, NR1H3
RNA polymerase II transcription regulator complex 1 NR1H3
Cell membrane 3 ABCB1, ABCG1, ADIPOR2
Multi-pass membrane protein 3 ABCB1, ABCG1, ADIPOR2
Golgi apparatus membrane 2 ABCG1, NLRP3
Synapse 2 NQO1, TAC1
cell surface 1 ABCB1
glutamatergic synapse 2 APOE, CASP3
Golgi apparatus 4 ABCG1, ALB, APOE, SCLY
Golgi membrane 3 ABCG1, INS, NLRP3
mitochondrial inner membrane 1 ENDOG
neuronal cell body 4 APOE, CASP3, NQO1, TAC1
sarcolemma 1 ANXA5
Cytoplasm, cytosol 4 IL1B, NLRP3, NQO1, SCLY
Lysosome 1 IL1B
endosome 1 ABCG1
plasma membrane 4 ABCB1, ABCG1, ADIPOR2, APOE
Membrane 8 ABCB1, ABCG1, ANXA5, APOE, BCL2, CAT, NLRP3, NQO1
apical plasma membrane 1 ABCB1
axon 1 TAC1
extracellular exosome 5 ABCB1, ALB, ANXA5, APOE, CAT
endoplasmic reticulum 4 ALB, APOE, BCL2, NLRP3
extracellular space 5 ALB, APOE, IL1B, INS, TAC1
mitochondrion 6 ABCG1, BCL2, CASP9, CAT, ENDOG, NLRP3
protein-containing complex 4 ALB, BCL2, CASP9, CAT
intracellular membrane-bounded organelle 1 CAT
postsynaptic density 1 CASP3
Secreted 5 ALB, APOE, IL1B, INS, NLRP3
extracellular region 8 ALB, ANXA5, APOE, CAT, IL1B, INS, NLRP3, TAC1
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 1 BCL2
mitochondrial matrix 1 CAT
anchoring junction 1 ALB
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 2 ABCG1, ANXA5
Endosome, multivesicular body 1 APOE
Extracellular vesicle 1 APOE
Secreted, extracellular space, extracellular matrix 1 APOE
chylomicron 1 APOE
high-density lipoprotein particle 1 APOE
low-density lipoprotein particle 1 APOE
multivesicular body 1 APOE
very-low-density lipoprotein particle 1 APOE
Early endosome 1 APOE
recycling endosome 1 ABCG1
Apical cell membrane 1 ABCB1
pore complex 1 BCL2
focal adhesion 2 ANXA5, CAT
extracellular matrix 1 APOE
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 2 ANXA5, APOE
secretory granule 1 IL1B
Cytoplasm, cytoskeleton, microtubule organizing center 1 NLRP3
Inflammasome 1 NLRP3
interphase microtubule organizing center 1 NLRP3
NLRP3 inflammasome complex 1 NLRP3
receptor complex 1 NR1H3
Zymogen granule membrane 1 ANXA5
ciliary basal body 1 ALB
chromatin 1 NR1H3
centriole 1 ALB
Secreted, extracellular space 1 APOE
spindle pole 1 ALB
blood microparticle 2 ALB, APOE
Endomembrane system 1 NLRP3
endosome lumen 1 INS
microtubule organizing center 1 NLRP3
Melanosome 1 APOE
myelin sheath 1 BCL2
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 ALB, APOE, INS
platelet alpha granule lumen 1 ALB
transport vesicle 1 INS
Secreted, extracellular exosome 1 IL1B
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
apoptosome 1 CASP9
vesicle membrane 1 ANXA5
clathrin-coated endocytic vesicle membrane 1 APOE
synaptic cleft 1 APOE
external side of apical plasma membrane 1 ABCB1
death-inducing signaling complex 1 CASP3
discoidal high-density lipoprotein particle 1 APOE
endocytic vesicle lumen 1 APOE
chylomicron remnant 1 APOE
intermediate-density lipoprotein particle 1 APOE
lipoprotein particle 1 APOE
multivesicular body, internal vesicle 1 APOE
catalase complex 1 CAT
catalytic complex 1 SCLY
endothelial microparticle 1 ANXA5
BAD-BCL-2 complex 1 BCL2
ciliary transition fiber 1 ALB
caspase complex 1 CASP9


文献列表

  • Razieh Amini, Shadi Moradi, Rezvan Najafi, Mehrdokht Mazdeh, Amir Taherkhani. BACE1 Inhibition Utilizing Organic Compounds Holds Promise as a Potential Treatment for Alzheimer's and Parkinson's Diseases. Oxidative medicine and cellular longevity. 2024; 2024(?):6654606. doi: 10.1155/2024/6654606. [PMID: 38425997]
  • Stephan Chalon, M Farouk Chughlay, Nada Abla, Andre Marie Tchouatieu, Amina Haouala, Ben Hutter, Ulrike Lorch, Fiona Macintyre. Unanticipated CNS Safety Signal in a Placebo-Controlled, Randomized Trial of Co-Administered Atovaquone-Proguanil and Amodiaquine. Clinical pharmacology and therapeutics. 2022 04; 111(4):867-877. doi: 10.1002/cpt.2404. [PMID: 34453327]
  • Bruno A Rodriguez-Rodriguez, Maria G Noval, Maria E Kaczmarek, Kyung Ku Jang, Sara A Thannickal, Angelica Cifuentes Kottkamp, Rebecca S Brown, Margaret Kielian, Ken Cadwell, Kenneth A Stapleford. Atovaquone and Berberine Chloride Reduce SARS-CoV-2 Replication In Vitro. Viruses. 2021 12; 13(12):. doi: 10.3390/v13122437. [PMID: 34960706]
  • Namshik Han, Woochang Hwang, Konstantinos Tzelepis, Patrick Schmerer, Eliza Yankova, Méabh MacMahon, Winnie Lei, Nicholas M Katritsis, Anika Liu, Ulrike Felgenhauer, Alison Schuldt, Rebecca Harris, Kathryn Chapman, Frank McCaughan, Friedemann Weber, Tony Kouzarides. Identification of SARS-CoV-2-induced pathways reveals drug repurposing strategies. Science advances. 2021 06; 7(27):. doi: 10.1126/sciadv.abh3032. [PMID: 34193418]
  • Chuanrui Ma, Zhongyan Wang, Ronglin Xia, Lingling Wei, Chao Zhang, Jing Zhang, Linna Zhao, Han Wu, Lin Kang, Shu Yang. Danthron ameliorates obesity and MAFLD through activating the interplay between PPARα/RXRα heterodimer and adiponectin receptor 2. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2021 May; 137(?):111344. doi: 10.1016/j.biopha.2021.111344. [PMID: 33581653]
  • 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]
  • Xiujin Shi, Yi Zhang, Baidi Lin, Yang Zhou, Wei Suo, Juanjuan Wei, Lin Zhang, Jie Lin, Fucheng Xiao, Limin Zhao, Yang Lin. Danthron attenuates experimental atherosclerosis by targeting foam cell formation. Experimental physiology. 2021 03; 106(3):653-662. doi: 10.1113/ep089021. [PMID: 33450102]
  • John Oludele Olanlokun, Folashade Abimbola Balogun, Olufunso Olabode Olorunsogo. Chemotherapeutic and prophylactic antimalarial drugs induce cell death through mitochondrial-mediated apoptosis in murine models. Drug and chemical toxicology. 2021 Jan; 44(1):47-57. doi: 10.1080/01480545.2018.1536139. [PMID: 30486696]
  • 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]
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  • Sameer Shakeel Ansari, Rizwan Hasan Khan, Saeeda Naqvi. Probing the intermolecular interactions into serum albumin and anthraquinone systems: a spectroscopic and docking approach. Journal of biomolecular structure & dynamics. 2018 Oct; 36(13):3362-3375. doi: 10.1080/07391102.2017.1388284. [PMID: 28974158]
  • C Anisha, P Sachidanandan, E K Radhakrishnan. Endophytic Paraconiothyrium sp. from Zingiber officinale Rosc. Displays Broad-Spectrum Antimicrobial Activity by Production of Danthron. Current microbiology. 2018 Mar; 75(3):343-352. doi: 10.1007/s00284-017-1387-7. [PMID: 29101453]
  • Maarten van der Velden, Albert Bilos, Jeroen J M W van den Heuvel, Sanna R Rijpma, Evelien G E Hurkmans, Robert W Sauerwein, Frans G M Russel, Jan B Koenderink. Proguanil and cycloguanil are organic cation transporter and multidrug and toxin extrusion substrates. Malaria journal. 2017 10; 16(1):422. doi: 10.1186/s12936-017-2062-y. [PMID: 29061131]
  • Maxime G Corral, Julie Leroux, Keith A Stubbs, Joshua S Mylne. Herbicidal properties of antimalarial drugs. Scientific reports. 2017 03; 7(?):45871. doi: 10.1038/srep45871. [PMID: 28361906]
  • Fabrice Bruneel, Florence Tubach, Jean-Paul Mira, Sandrine Houze, Sebastien Gibot, Marie-Genevieve Huisse, Bruno Megarbane, Christophe Choquet, Philippe Corne, Eric Peytel, Daniel Villers, Christophe Camus, Olivier Bouchaud, Eric Caumes, Pierre-Marie Girard, Fabrice Simon, Antoine Kalloumeh, Carine Roy, Remy Durand, Jacques Le Bras, Sophie Matheron, Michel Wolff. Imported falciparum malaria in adults: host- and parasite-related factors associated with severity. The French prospective multicenter PALUREA cohort study. Intensive care medicine. 2016 Oct; 42(10):1588-1596. doi: 10.1007/s00134-016-4356-x. [PMID: 27169586]
  • Domagoj Dinter, Goran Gajski, Ana-Marija Domijan, Vera Garaj-Vrhovac. Cytogenetic and oxidative status of human lymphocytes after exposure to clinically relevant concentrations of antimalarial drugs atovaquone and proguanil hydrochloride in vitro. Fundamental & clinical pharmacology. 2015 Dec; 29(6):575-85. doi: 10.1111/fcp.12153. [PMID: 26434663]
  • Mario Thevis, Hans Geyer, Andreas Thomas, Laura Tretzel, Isabelle Bailloux, Corinne Buisson, Francoise Lasne, Maximilian S Schaefer, Peter Kienbaum, Irmela Mueller-Stoever, Wilhelm Schänzer. Formation of the diuretic chlorazanil from the antimalarial drug proguanil--implications for sports drug testing. Journal of pharmaceutical and biomedical analysis. 2015 Nov; 115(?):208-13. doi: 10.1016/j.jpba.2015.07.017. [PMID: 26226108]
  • Aditya Arvindekar, Tanaji More, Pavan V Payghan, Kirti Laddha, Nanda Ghoshal, Akalpita Arvindekar. Evaluation of anti-diabetic and alpha glucosidase inhibitory action of anthraquinones from Rheum emodi. Food & function. 2015 Aug; 6(8):2693-700. doi: 10.1039/c5fo00519a. [PMID: 26145710]
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  • Martin Lochner, Andrew J Thompson. The antimalarial drug proguanil is an antagonist at 5-HT3 receptors. The Journal of pharmacology and experimental therapeutics. 2014 Dec; 351(3):674-84. doi: 10.1124/jpet.114.218461. [PMID: 25277140]
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  • Rong Zhou, Ling Wang, Xing Xu, Jing Chen, Li-hong Hu, Li-li Chen, Xu Shen. Danthron activates AMP-activated protein kinase and regulates lipid and glucose metabolism in vitro. Acta pharmacologica Sinica. 2013 Aug; 34(8):1061-9. doi: 10.1038/aps.2013.39. [PMID: 23770982]
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  • Akinsomisoye Olumide Stephen, Raji Yinusa. Prolonged administration of proguanil induces reproductive toxicity in male rats. The Journal of toxicological sciences. 2011 Oct; 36(5):587-99. doi: 10.2131/jts.36.587. [PMID: 22008534]
  • Hong Yang, Li-na Xu, Cheng-yan He, Xin Liu, Rou-yu Fang, Tong-hui Ma. CFTR chloride channel as a molecular target of anthraquinone compounds in herbal laxatives. Acta pharmacologica Sinica. 2011 Jun; 32(6):834-9. doi: 10.1038/aps.2011.46. [PMID: 21602836]
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