justicidins (BioDeep_00000000635)

 

Secondary id: BioDeep_00000398643

PANOMIX_OTCML-2023


代谢物信息卡片


NAPHTHO(2,3-C)FURAN-1(3H)-ONE, 6,7-DIMETHOXY-9-(3,4-(METHYLENEDIOXY)PHENYL)-

化学式: C21H16O6 (364.0947)
中文名称: 爵床脂素 B, 爵床脂素B
谱图信息: 最多检出来源 Viridiplantae(plant) 18.48%

分子结构信息

SMILES: COC1=CC2=CC3=C(C(=C2C=C1OC)C4=CC5=C(C=C4)OCO5)C(=O)OC3
InChI: InChI=1S/C21H16O6/c1-23-16-7-12-5-13-9-25-21(22)20(13)19(14(12)8-17(16)24-2)11-3-4-15-18(6-11)27-10-26-15/h3-8H,9-10H2,1-2H3

描述信息

Justicidin B is a lignan.
Justicidin B is a natural product found in Haplophyllum bucharicum, Haplophyllum cappadocicum, and other organisms with data available.

同义名列表

19 个代谢物同义名

NAPHTHO(2,3-C)FURAN-1(3H)-ONE, 6,7-DIMETHOXY-9-(3,4-(METHYLENEDIOXY)PHENYL)-; 9-(Benzo[d][1,3]dioxol-5-yl)-6,7-dimethoxynaphtho[2,3-c]furan-1(3H)-one; 9-(2H-1,3-Benzodioxol-5-yl)-6,7-dimethoxynaphtho[2,3-c]furan-1(3H)-one; Naphtho(2,3-c)furan-1(3H)-one, 9-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-; Naphtho[2,3-c]furan-1(3H)-one, 9-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-; 4-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-1H-benzo[f][2]benzofuran-3-one; 4-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-1H-benzo[f]isobenzofuran-3-one; JUSTICIDIN B [MI]; UNII-RQQ8T34V5F; neojusticin B; justicidin E; justicidin C; justicidin D; justicidin A; Justicidin B; justicidins; RQQ8T34V5F; AC1L9DKN; Justicidin B



数据库引用编号

15 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(1)

代谢反应

62 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(2)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(60)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

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 13 ANXA5, BCL2, CASP3, CASP7, CASP8, CASP9, CTNNB1, MAPK14, PGP, PIK3CA, PIK3CG, PRKCA, TRPC6
Peripheral membrane protein 2 ANXA5, PRKCA
Endoplasmic reticulum membrane 1 BCL2
Mitochondrion membrane 1 PRKCA
Nucleus 9 BCL2, CASP3, CASP7, CASP8, CASP9, CTNNB1, ITGB3, MAPK14, PRKCA
cytosol 11 ANXA5, BCL2, CASP3, CASP7, CASP8, CASP9, CTNNB1, MAPK14, PIK3CA, PIK3CG, PRKCA
mitochondrial membrane 1 PRKCA
centrosome 1 CTNNB1
nucleoplasm 8 CASP3, CASP7, CASP8, CTNNB1, ITGB3, LGR5, MAPK14, PRKCA
Cell membrane 9 CTNNB1, ITGAM, ITGB3, LGR5, PIK3CG, PRKCA, TIGIT, TNF, TRPC6
lamellipodium 3 CASP8, CTNNB1, PIK3CA
ruffle membrane 1 ITGB3
Multi-pass membrane protein 2 LGR5, TRPC6
Synapse 2 CTNNB1, ITGB3
cell cortex 1 CTNNB1
cell junction 1 CTNNB1
cell surface 4 ITGAM, ITGB3, TIGIT, TNF
glutamatergic synapse 4 CASP3, CTNNB1, ITGB3, MAPK14
Golgi apparatus 1 LGR5
neuronal cell body 2 CASP3, TNF
presynaptic membrane 1 CTNNB1
sarcolemma 1 ANXA5
Cytoplasm, cytosol 1 CASP7
plasma membrane 10 CTNNB1, ITGAM, ITGB3, LGR5, PIK3CA, PIK3CG, PRKCA, TIGIT, TNF, TRPC6
Membrane 9 ANXA5, BCL2, CTNNB1, ITGAM, ITGB3, PIK3CG, PRKCA, TIGIT, TRPC6
apical plasma membrane 1 ITGB3
basolateral plasma membrane 1 CTNNB1
extracellular exosome 5 ANXA5, CTNNB1, ITGAM, ITGB3, PRKCA
endoplasmic reticulum 2 BCL2, PRKCA
extracellular space 4 CASP7, IL10, ITGAM, TNF
perinuclear region of cytoplasm 3 CTNNB1, PIK3CA, PRKCA
Schaffer collateral - CA1 synapse 1 CTNNB1
adherens junction 1 CTNNB1
apicolateral plasma membrane 1 CTNNB1
bicellular tight junction 1 CTNNB1
intercalated disc 1 PIK3CA
mitochondrion 5 BCL2, CASP8, CASP9, MAPK14, PRKCA
protein-containing complex 5 BCL2, CASP8, CASP9, CTNNB1, ITGB3
postsynaptic density 1 CASP3
Single-pass type I membrane protein 3 ITGAM, ITGB3, TIGIT
Secreted 1 IL10
extracellular region 4 ANXA5, IL10, MAPK14, TNF
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, CASP8
transcription regulator complex 1 CTNNB1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 4 ANXA5, ITGAM, ITGB3, TNF
slit diaphragm 1 TRPC6
Z disc 2 CTNNB1, HRC
beta-catenin destruction complex 1 CTNNB1
Wnt signalosome 1 CTNNB1
apical part of cell 1 CTNNB1
cell-cell junction 2 CTNNB1, ITGB3
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
postsynaptic membrane 2 CTNNB1, ITGB3
Cell projection, lamellipodium 1 CASP8
Membrane raft 2 ITGAM, TNF
pore complex 1 BCL2
Cell junction, focal adhesion 1 ITGB3
Cytoplasm, cytoskeleton 1 CTNNB1
focal adhesion 3 ANXA5, CTNNB1, ITGB3
Cell junction, adherens junction 1 CTNNB1
flotillin complex 1 CTNNB1
collagen-containing extracellular matrix 1 ANXA5
fascia adherens 1 CTNNB1
lateral plasma membrane 1 CTNNB1
nuclear speck 1 MAPK14
Postsynaptic cell membrane 1 ITGB3
receptor complex 1 ITGB3
Zymogen granule membrane 1 ANXA5
ciliary basal body 1 PRKCA
phagocytic cup 1 TNF
cell periphery 1 CTNNB1
cytoskeleton 1 CASP8
Cytoplasm, cytoskeleton, cilium basal body 1 CTNNB1
Secreted, extracellular space 1 CASP7
spindle pole 2 CTNNB1, MAPK14
postsynaptic density, intracellular component 1 CTNNB1
microvillus membrane 2 CTNNB1, ITGB3
Endomembrane system 1 CTNNB1
specific granule membrane 1 ITGAM
tertiary granule membrane 1 ITGAM
Melanosome 1 ITGB3
euchromatin 1 CTNNB1
cell body 1 CASP8
myelin sheath 1 BCL2
filopodium membrane 1 ITGB3
trans-Golgi network membrane 1 LGR5
plasma membrane raft 1 ITGAM
ficolin-1-rich granule lumen 1 MAPK14
secretory granule lumen 1 MAPK14
endoplasmic reticulum lumen 1 HRC
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 2 PIK3CA, PIK3CG
beta-catenin-TCF complex 1 CTNNB1
Sarcoplasmic reticulum membrane 1 HRC
apoptosome 1 CASP9
presynaptic active zone cytoplasmic component 1 CTNNB1
vesicle membrane 1 ANXA5
Sarcoplasmic reticulum lumen 1 HRC
protein-DNA complex 1 CTNNB1
CD95 death-inducing signaling complex 1 CASP8
death-inducing signaling complex 2 CASP3, CASP8
ripoptosome 1 CASP8
catenin complex 1 CTNNB1
platelet alpha granule membrane 1 ITGB3
integrin complex 2 ITGAM, ITGB3
lamellipodium membrane 1 ITGB3
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
alphav-beta3 integrin-vitronectin complex 1 ITGB3
alphav-beta3 integrin-IGF-1-IGF1R complex 1 ITGB3
Cell projection, lamellipodium membrane 1 ITGB3
alpha9-beta1 integrin-ADAM8 complex 1 ITGB3
alphav-beta3 integrin-HMGB1 complex 1 ITGB3
alphav-beta3 integrin-PKCalpha complex 2 ITGB3, PRKCA
glycinergic synapse 1 ITGB3
integrin alphaIIb-beta3 complex 1 ITGB3
integrin alphav-beta3 complex 1 ITGB3
integrin alphaM-beta2 complex 1 ITGAM
endothelial microparticle 1 ANXA5
BAD-BCL-2 complex 1 BCL2
beta-catenin-TCF7L2 complex 1 CTNNB1
beta-catenin-ICAT complex 1 CTNNB1
Scrib-APC-beta-catenin complex 1 CTNNB1
phosphatidylinositol 3-kinase complex, class IB 2 PIK3CA, PIK3CG
cation channel complex 1 TRPC6
caspase complex 1 CASP9
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Gergő Tóth, Kata Horváti, Márta Kraszni, Tim Ausbüttel, Bernadett Pályi, Zoltán Kis, Zoltán Mucsi, Gábor M Kovács, Szilvia Bősze, Imre Boldizsár. Arylnaphthalene Lignans with Anti-SARS-CoV-2 and Antiproliferative Activities from the Underground Organs of Linum austriacum and Linum perenne. Journal of natural products. 2023 Mar; ?(?):. doi: 10.1021/acs.jnatprod.2c00580. [PMID: 36857518]
  • Zongchao Hong, Ting Zhang, Ying Zhang, Zhoutao Xie, Yi Lu, Yunfeng Yao, Yanfang Yang, Hezhen Wu, Bo Liu. Reveals of candidate active ingredients in Justicia and its anti-thrombotic action of mechanism based on network pharmacology approach and experimental validation. Scientific reports. 2021 08; 11(1):17187. doi: 10.1038/s41598-021-96683-z. [PMID: 34433871]
  • Iride Mascheretti, Michela Alfieri, Massimiliano Lauria, Franca Locatelli, Roberto Consonni, Erica Cusano, Roméo A Dougué Kentsop, Marina Laura, Gianluca Ottolina, Franco Faoro, Monica Mattana. New Insight into Justicidin B Pathway and Production in Linum austriacum. International journal of molecular sciences. 2021 Mar; 22(5):. doi: 10.3390/ijms22052507. [PMID: 33801525]
  • Songtao Wu, Yanfang Yang, Bo Liu, Zhoutao Xie, Weichen Xiong, Pengfei Hao, Wenping Xiao, Yuan Sun, Zhongzhu Ai, Hezhen Wu. A novel anti-platelet aggregation target of chinensinaphthol methyl ether and neojusticin B obtained from Rostellularia procumbens (L.) Nees. Journal of enzyme inhibition and medicinal chemistry. 2019 Dec; 34(1):999-1009. doi: 10.1080/14756366.2019.1609468. [PMID: 31072143]
  • Jihyun Youm, Hyunyong Lee, Youngwoo Choi, Joobyoung Yoon. DW2008S and its major constituents from Justicia procumbens exert anti-asthmatic effect via multitargeting activity. Journal of cellular and molecular medicine. 2018 05; 22(5):2680-2691. doi: 10.1111/jcmm.13550. [PMID: 29512870]
  • Joshua C Snyder, Lauren K Rochelle, Caroline Ray, Thomas F Pack, Cheryl B Bock, Veronica Lubkov, H Kim Lyerly, Alan S Waggoner, Larry S Barak, Marc G Caron. Inhibiting clathrin-mediated endocytosis of the leucine-rich G protein-coupled receptor-5 diminishes cell fitness. The Journal of biological chemistry. 2017 04; 292(17):7208-7222. doi: 10.1074/jbc.m116.756635. [PMID: 28275053]
  • Jiaoyang Luo, Yichen Hu, Jia'an Qin, Meihua Yang. Ultra high performance liquid chromatography-electrospray ionization-tandem mass spectrometry and pharmacokinetic analysis of justicidin B and 6'-hydroxy justicidin C in rats. Journal of separation science. 2017 02; 40(3):604-611. doi: 10.1002/jssc.201600961. [PMID: 27874243]
  • Shiva Hemmati, Hassan Seradj. Justicidin B: A Promising Bioactive Lignan. Molecules (Basel, Switzerland). 2016 Jun; 21(7):. doi: 10.3390/molecules21070820. [PMID: 27347906]
  • Georgi Momekov, Deyan Yossifov, Margarita Guenova, Albena Michova, Nikolay Stoyanov, Spiro Konstantinov, Todor Ionkov, Pavlina Sacheva, Iliana Ionkova. Apoptotic mechanisms of the biotechnologically produced arylnaphtalene lignan justicidin B in the acute myeloid leukemia-derived cell line HL-60. Pharmacological reports : PR. 2014 Dec; 66(6):1073-6. doi: 10.1016/j.pharep.2014.07.005. [PMID: 25443737]
  • Jiaoyang Luo, Yichen Hu, Weijun Kong, Meihua Yang. Evaluation and structure-activity relationship analysis of a new series of arylnaphthalene lignans as potential anti-tumor agents. PloS one. 2014; 9(3):e93516. doi: 10.1371/journal.pone.0093516. [PMID: 24675875]
  • Abdolali Mohagheghzadeh, Shadab Dehshahri, Shiva Hemmati. Accumulation of lignans by in vitro cultures of three Linum species. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2009 Jan; 64(1-2):73-6. doi: 10.1515/znc-2009-1-213. [PMID: 19323270]
  • Nikolay Vasilev, Elfahmi, Rein Bos, Oliver Kayser, Georgi Momekov, Spiro Konstantinov, Iliana Ionkova. Production of justicidin B, a cytotoxic arylnaphthalene lignan from genetically transformed root cultures of Linum leonii. Journal of natural products. 2006 Jul; 69(7):1014-7. doi: 10.1021/np060022k. [PMID: 16872135]
  • Meihua Yang, Jun Wu, Fan Cheng, Yuan Zhou. Complete assignments of 1H and 13C NMR data for seven arylnaphthalide lignans from Justicia procumbens. Magnetic resonance in chemistry : MRC. 2006 Jul; 44(7):727-30. doi: 10.1002/mrc.1830. [PMID: 16625672]
  • Meihua Yang, Jun Wu, Xudong Xu, Yue Jin, Yi Guo, Jianmin Chen. A new lignan from the Jian-er syrup and its content determination by RP-HPLC. Journal of pharmaceutical and biomedical analysis. 2006 May; 41(2):662-6. doi: 10.1016/j.jpba.2005.12.014. [PMID: 16413731]
  • Jürg Gertsch, Rebekka Thöni Tobler, Reto Brun, Otto Sticher, Jörg Heilmann. Antifungal, antiprotozoal, cytotoxic and piscicidal properties of Justicidin B and a new arylnaphthalide lignan from Phyllanthus piscatorum. Planta medica. 2003 May; 69(5):420-4. doi: 10.1055/s-2003-39706. [PMID: 12802722]
  • Shiow-Hwa Day, Yi-Chen Lin, Mei-Lin Tsai, Lo-Ti Tsao, Horng-Huey Ko, Mei-Ing Chung, Jeng-Chang Lee, Jih-Pyang Wang, Shen-Jeu Won, Chun-Nan Lin. Potent cytotoxic lignans from Justicia procumbens and their effects on nitric oxide and tumor necrosis factor-alpha production in mouse macrophages. Journal of natural products. 2002 Mar; 65(3):379-81. doi: 10.1021/np0101651. [PMID: 11908984]
  • Abdolali Mohagheghzadeh, Thomas J Schmidt, A Wilhelm Alfermann. Arylnaphthalene lignans from in vitro cultures of Linum austriacum. Journal of natural products. 2002 Jan; 65(1):69-71. doi: 10.1021/np0102814. [PMID: 11809070]
  • H Joseph, J Gleye, C Moulis, L J Mensah, C Roussakis, C Gratas. Justicidin B, a cytotoxic principle from Justicia pectoralis. Journal of natural products. 1988 May; 51(3):599-600. doi: 10.1021/np50057a030. [PMID: 3404155]
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