Bikaverin (BioDeep_00000008011)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


Bikaverin

化学式: C20H14O8 (382.0689)
中文名称:
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 87.9%

分子结构信息

SMILES: CC1=CC(=CC2=C1C(=O)C3=C(O2)C(=O)C4=C(C3=O)C(=CC(=C4O)OC)O)OC
InChI: InChI=1S/C20H14O8/c1-7-4-8(26-2)5-10-12(7)17(23)15-18(24)13-9(21)6-11(27-3)16(22)14(13)19(25)20(15)28-10/h4-6,21-22H,1-3H3

描述信息

A organic heterotetracyclic compound that is 10H-benzo[b]xanthene-7,10,12-trione substituted by hydroxy groups at positions 6 and 11, methoxy groups at positions 3 and 8 and a methyl group at position 1.

同义名列表

2 个代谢物同义名

Bikaverin; Bikaverin



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(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)

13 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 9 ATF7, BDNF, DDC, DLK1, FPR1, GLUL, HTT, MARK2, TFPT
Endosome membrane 1 HTT
Nucleus 9 ACR, ATF1, ATF7, CSNK2A1, FANCB, GLUL, HTT, PPT1, TFPT
autophagosome 1 HTT
cytosol 8 CLC, CSNK2A1, DDC, FANCB, GLUL, HTT, OXSM, PPT1
dendrite 4 BDNF, HTT, MARK2, PPT1
phagocytic vesicle 1 STX8
trans-Golgi network 1 STX8
nucleoplasm 7 ATF1, ATF7, CSNK2A1, FANCB, HTT, MARK2, TFPT
RNA polymerase II transcription regulator complex 2 ATF1, ATF7
Cell membrane 4 CD69, FPR1, GLUL, HTT
Lipid-anchor 1 GLUL
Cytoplasmic granule 1 CLC
Multi-pass membrane protein 2 FPR1, HTT
Synapse 1 HTT
Golgi apparatus 2 HTT, PPT1
lysosomal membrane 1 PPT1
neuronal cell body 1 PPT1
presynaptic membrane 1 HTT
synaptic vesicle 2 BDNF, PPT1
Cytoplasm, cytosol 2 CLC, GLUL
Lysosome 1 PPT1
endosome 1 STX8
plasma membrane 8 CD69, CSNK2A1, F7, FPR1, GLUL, HTT, MARK2, STX8
synaptic vesicle membrane 1 PPT1
Membrane 6 BDNF, DLK1, FPR1, MARK2, PPT1, STX8
axon 3 BDNF, HTT, PPT1
extracellular exosome 3 DDC, GLUL, PPT1
endoplasmic reticulum 3 GLUL, HTT, STX8
extracellular space 5 BDNF, CLC, DLK1, F7, HABP2
lysosomal lumen 1 PPT1
perinuclear region of cytoplasm 3 BDNF, HTT, STX8
mitochondrion 3 GLUL, MARK2, OXSM
protein-containing complex 3 ACR, CD69, HTT
intracellular membrane-bounded organelle 2 CSNK2A1, PPT1
Secreted 5 BDNF, CLC, F7, HABP2, PPT1
extracellular region 6 ACR, BDNF, CLC, F7, HABP2, PPT1
Single-pass membrane protein 2 DLK1, STX8
mitochondrial matrix 1 OXSM
external side of plasma membrane 1 CD69
Secreted, extracellular space, extracellular matrix 1 HABP2
Early endosome 2 HTT, STX8
Golgi-associated vesicle 1 ACR
recycling endosome 1 STX8
Single-pass type II membrane protein 1 CD69
vesicle 2 F7, STX8
postsynaptic membrane 1 HTT
Membrane raft 2 HTT, PPT1
Cell junction, focal adhesion 1 HTT
focal adhesion 1 HTT
PML body 1 CSNK2A1
collagen-containing extracellular matrix 2 CLC, F7
lateral plasma membrane 1 MARK2
Late endosome 2 HTT, STX8
Cell projection, neuron projection 1 HTT
neuron projection 1 HTT
chromatin 3 ATF1, ATF7, FANCB
centriole 1 HTT
[Isoform 5]: Cytoplasm 1 ATF7
Chromosome, telomere 1 ATF7
chromosome, telomeric region 1 ATF7
actin filament 2 MARK2, TFPT
Endomembrane system 2 HTT, STX8
Fanconi anaemia nuclear complex 1 FANCB
Cytoplasmic vesicle membrane 1 HTT
Nucleus, nucleoplasm 1 ATF7
Cell projection, dendrite 1 MARK2
cell body 1 GLUL
SNARE complex 1 STX8
Microsome 1 GLUL
secretory granule membrane 1 FPR1
Golgi lumen 1 F7
endoplasmic reticulum lumen 2 BDNF, F7
azurophil granule membrane 1 FPR1
Single-pass type IV membrane protein 1 STX8
Sin3-type complex 1 CSNK2A1
ficolin-1-rich granule membrane 1 FPR1
postsynaptic cytosol 1 HTT
CRLF-CLCF1 complex 1 CLC
presynaptic cytosol 2 HTT, PPT1
glial cell projection 1 GLUL
Ino80 complex 1 TFPT
inclusion body 1 HTT
serine-type peptidase complex 1 F7
acrosomal matrix 1 ACR
ATF4-CREB1 transcription factor complex 1 ATF1
ATF1-ATF4 transcription factor complex 1 ATF1
protein kinase CK2 complex 1 CSNK2A1
[Neurotrophic factor BDNF precursor form]: Secreted 1 BDNF
CNTFR-CLCF1 complex 1 CLC
serotonergic synapse 1 HTT
[Huntingtin]: Cytoplasm 1 HTT
[Huntingtin, myristoylated N-terminal fragment]: Cytoplasmic vesicle, autophagosome 1 HTT
microtubule bundle 1 MARK2


文献列表

  • Joseph E Spraker, Philipp Wiemann, Joshua A Baccile, Nandhitha Venkatesh, Julia Schumacher, Frank C Schroeder, Laura M Sanchez, Nancy P Keller. Conserved Responses in a War of Small Molecules between a Plant-Pathogenic Bacterium and Fungi. mBio. 2018 05; 9(3):. doi: 10.1128/mbio.00820-18. [PMID: 29789359]
  • Jacqueline Edwards, Desmond Auer, Sri-Kanthi de Alwis, Brett Summerell, Takayuki Aoki, Robert H Proctor, Mark Busman, Kerry O'Donnell. Fusarium agapanthi sp. nov., a novel bikaverin and fusarubin-producing leaf and stem spot pathogen of Agapanthus praecox (African lily) from Australia and Italy. Mycologia. 2016 09; 108(5):981-992. doi: 10.3852/15-333. [PMID: 27474520]
  • D Nirmaladevi, M Venkataramana, S Chandranayaka, A Ramesha, N M Jameel, C Srinivas. Neuroprotective effects of bikaverin on H2O2-induced oxidative stress mediated neuronal damage in SH-SY5Y cell line. Cellular and molecular neurobiology. 2014 Oct; 34(7):973-85. doi: 10.1007/s10571-014-0073-6. [PMID: 24848007]
  • Radhika Deshmukh, Hemant J Purohit. siRNA mediated gene silencing in Fusarium sp. HKF15 for overproduction of bikaverin. Bioresource technology. 2014 Apr; 157(?):368-71. doi: 10.1016/j.biortech.2014.02.057. [PMID: 24636053]
  • I Lazzaro, M Busman, P Battilani, R A E Butchko. FUM and BIK gene expression contribute to describe fumonisin and bikaverin synthesis in Fusarium verticillioides. International journal of food microbiology. 2012 Nov; 160(2):94-8. doi: 10.1016/j.ijfoodmicro.2012.10.004. [PMID: 23177047]
  • M Busman, R A E Butchko, R H Proctor. LC-MS/MS method for the determination of the fungal pigment bikaverin in maize kernels as an indicator of ear rot. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2012; 29(11):1736-42. doi: 10.1080/19440049.2012.704528. [PMID: 22845490]
  • Gábor Kohut, Brigitta Oláh, Attila L Adám, Jorge García-Martínez, László Hornok. Adenylyl cyclase regulates heavy metal sensitivity, bikaverin production and plant tissue colonization in Fusarium proliferatum. Journal of basic microbiology. 2010 Feb; 50(1):59-71. doi: 10.1002/jobm.200900113. [PMID: 20082366]
  • Naoko Nishimura, Masayuki Takai, Eisaku Yamamoto, Keiji Hasumi. Purpurin as a specific inhibitor of spermidine-induced autoactivation of the protease plasma hyaluronan-binding protein. Biological & pharmaceutical bulletin. 2010; 33(8):1430-3. doi: 10.1248/bpb.33.1430. [PMID: 20686243]
  • Yoon-E Choi, Jillian A Brown, Courtney B Williams, Lorena L Canales, Won-Bo Shim. GAC1, a gene encoding a putative GTPase-activating protein, regulates bikaverin biosynthesis in Fusarium verticillioides. Mycologia. 2008 Sep; 100(5):701-9. doi: 10.3852/08-015. [PMID: 18959154]
  • S W Son, H Y Kim, G J Choi, H K Lim, K S Jang, S O Lee, S Lee, N D Sung, J-C Kim. Bikaverin and fusaric acid from Fusarium oxysporum show antioomycete activity against Phytophthora infestans. Journal of applied microbiology. 2008 Mar; 104(3):692-8. doi: 10.1111/j.1365-2672.2007.03581.x. [PMID: 17927749]
  • Alois A Bell, Michael H Wheeler, Jinggao Liu, Robert D Stipanovic, Lorraine S Puckhaber, Heather Orta. United States Department of Agriculture-Agricultural Research Service studies on polyketide toxins of Fusarium oxysporum f sp vasinfectum: potential targets for disease control. Pest management science. 2003 Jun; 59(6-7):736-47. doi: 10.1002/ps.713. [PMID: 12846324]
  • D Latus-Zietkiewicz, J Chelkowski, E Foremska, P Goliński, J Grabarkiewicz-Szczesna, M Kostecki, M Lew, J Perkowski, M Piasecki, M Wiewiórowska, K Szebiotko. Biosynthesis of gibberellic acid (GA3) and mycotoxins by F. moniliforme sheldon and other species of Liseola section. Natural toxins. 1996; 4(5):228-33. doi: 10.1002/(sici)(1996)4:5<228::aid-nt5>3.0.co;2-g. [PMID: 8946398]