Yessotoxin (BioDeep_00000011454)

   

human metabolite Endogenous Marine Natural Products natural product


代谢物信息卡片


{34-hydroxy-40-[(3E)-2-hydroxy-5-methylideneocta-3,7-dien-2-yl]-13,25,27,30,35-pentamethyl-39-methylidene-13-[2-(sulfooxy)ethyl]-4,8,12,17,21,26,32,36,41,45,49-undecaoxaundecacyclo[25.22.0.0^{3,25}.0^{5,22}.0^{7,20}.0^{9,18}.0^{11,16}.0^{31,48}.0^{33,46}.0^{35,44}.0^{37,42}]nonatetracontan-14-yl}oxidanesulfonic acid

化学式: C55H82O21S2 (1142.479)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C=CCC(=C)/C=C/[C@@](C)(O)[C@H]1O[C@@H]2C[C@@H]3O[C@@H]4C[C@@H]5O[C@@H]6C[C@@H]7O[C@@H]8C[C@@H]9O[C@@H]\%10C[C@@H]\%11O[C@](C)(CCOS(=O)(=O)O)[C@@H](OS(=O)(=O)O)C[C@H]\%11O[C@H]\%10C[C@H]9O[C@H]8CC[C@@]7(C)O[C@@]6(C)CC[C@H](C)[C@H]5O[C@H]4[C@@H](O)[C@@]3(C)O[C@H]2CC1=C
InChI: InChI=1S/C55H82O21S2/c1-10-11-28(2)12-15-51(5,57)50-30(4)20-39-38(71-50)26-46-55(9,74-39)49(56)48-42(70-46)24-41-47(72-48)29(3)13-16-53(7)44(69-41)27-43-54(8,76-53)17-14-31-32(68-43)21-34-33(65-31)22-35-36(66-34)23-40-37(67-35)25-45(75-78(61,62)63)52(6,73-40)18-19-64-77(58,59)60/h10,12,15,29,31-50,56-57H,1-2,4,11,13-14,16-27H2,3,5-9H3,(H,58,59,60)(H,61,62,63)/b15-12+/t29-,31-,32+,33+,34-,35-,36+,37+,38+,39-,40-,41-,42+,43-,44+,45-,46-,47+,48+,49+,50-,51+,52+,53-,54+,55-/m0/s1

描述信息

Yessotoxin is found in mollusks. Toxic constituent of scallops (Patinopecten yessoensis).
Toxic constituent of scallops (Patinopecten yessoensis). Yessotoxin is found in mollusks.
D009676 - Noxae > D011042 - Poisons > D008978 - Mollusk Venoms
D009676 - Noxae > D011042 - Poisons > D008387 - Marine Toxins
D009676 - Noxae > D011042 - Poisons > D014688 - Venoms

同义名列表

7 个代谢物同义名

{34-hydroxy-40-[(3E)-2-hydroxy-5-methylideneocta-3,7-dien-2-yl]-13,25,27,30,35-pentamethyl-39-methylidene-13-[2-(sulfooxy)ethyl]-4,8,12,17,21,26,32,36,41,45,49-undecaoxaundecacyclo[25.22.0.0^{3,25}.0^{5,22}.0^{7,20}.0^{9,18}.0^{11,16}.0^{31,48}.0^{33,46}.0^{35,44}.0^{37,42}]nonatetracontan-14-yl}oxidanesulfonic acid; {34-hydroxy-40-[(3E)-2-hydroxy-5-methylideneocta-3,7-dien-2-yl]-13,25,27,30,35-pentamethyl-39-methylidene-13-[2-(sulphooxy)ethyl]-4,8,12,17,21,26,32,36,41,45,49-undecaoxaundecacyclo[25.22.0.0³,²⁵.0⁵,²².0⁷,²⁰.0⁹,¹⁸.0¹¹,¹⁶.0³¹,⁴⁸.0³³,⁴⁶.0³⁵,⁴⁴.0³⁷,⁴²]nonatetracontan-14-yl}oxidanesulphonic acid; {34-hydroxy-40-[(3E)-2-hydroxy-5-methylideneocta-3,7-dien-2-yl]-13,25,27,30,35-pentamethyl-39-methylidene-13-[2-(sulfooxy)ethyl]-4,8,12,17,21,26,32,36,41,45,49-undecaoxaundecacyclo[25.22.0.0³,²⁵.0⁵,²².0⁷,²⁰.0⁹,¹⁸.0¹¹,¹⁶.0³¹,⁴⁸.0³³,⁴⁶.0³⁵,⁴⁴.0³⁷,⁴²]nonatetracontan-14-yl}oxidanesulfonic acid; {34-hydroxy-40-[(3E)-2-hydroxy-5-methylideneocta-3,7-dien-2-yl]-13,25,27,30,35-pentamethyl-39-methylidene-13-[2-(sulphooxy)ethyl]-4,8,12,17,21,26,32,36,41,45,49-undecaoxaundecacyclo[25.22.0.0³,²⁵.0⁵,²².0⁷,²⁰.0⁹,¹⁸.0¹¹,¹⁶.0³¹,⁴⁸.0³³,⁴⁶.0³⁵,⁴⁴.0³⁷,⁴²]nonatetracontan-14-yl}oxidanesulphonate; {34-hydroxy-40-[(3E)-2-hydroxy-5-methylideneocta-3,7-dien-2-yl]-13,25,27,30,35-pentamethyl-39-methylidene-13-[2-(sulfooxy)ethyl]-4,8,12,17,21,26,32,36,41,45,49-undecaoxaundecacyclo[25.22.0.0³,²⁵.0⁵,²².0⁷,²⁰.0⁹,¹⁸.0¹¹,¹⁶.0³¹,⁴⁸.0³³,⁴⁶.0³⁵,⁴⁴.0³⁷,⁴²]nonatetracontan-14-yl}oxidanesulfonate; Yessotoxin; Yessotoxin



数据库引用编号

13 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)

28 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 13 ANXA5, CASP3, CASP9, CDH1, CDH2, CXCR4, DTX1, DTX2, GGPS1, MAPK14, MSMP, MTOR, SPX
Peripheral membrane protein 3 ANXA5, MTOR, PDE4A
Endoplasmic reticulum membrane 1 MTOR
Nucleus 8 CASP3, CASP9, CDH1, DTX2, JUN, MAPK14, MTOR, PDE4A
cytosol 10 ANXA5, CASP3, CASP9, CDH1, DTX1, GGPS1, MAPK14, MTOR, PDE4A, PRKCQ
dendrite 2 KCNH1, MTOR
nuclear body 1 DTX1
phagocytic vesicle 1 MTOR
trans-Golgi network 1 CDH1
nucleoplasm 10 CASP3, CDH1, CDH17, DTX1, DTX2, GGPS1, JUN, MAPK14, MTOR, PDE4A
RNA polymerase II transcription regulator complex 1 JUN
Cell membrane 6 CDH1, CDH17, CDH2, CXCR4, KCNH1, KCNH2
Cytoplasmic side 1 MTOR
lamellipodium 2 CDH1, CDH2
ruffle membrane 1 PDE4A
Cell projection, axon 1 KCNH1
Early endosome membrane 1 KCNH1
Multi-pass membrane protein 3 CXCR4, KCNH1, KCNH2
Golgi apparatus membrane 1 MTOR
cell junction 4 CDH1, CDH17, CDH2, CXCR4
cell surface 4 CDH17, CDH2, CXCR4, KCNH2
glutamatergic synapse 3 CASP3, CDH1, MAPK14
Golgi apparatus 1 CDH1
Golgi membrane 1 MTOR
lysosomal membrane 1 MTOR
neuronal cell body 1 CASP3
postsynapse 1 CDH1
presynaptic membrane 1 KCNH1
sarcolemma 2 ANXA5, CDH2
Cytoplasmic vesicle, secretory vesicle 1 SPX
Lysosome 2 CXCR4, MTOR
endosome 1 CDH1
plasma membrane 8 CDH1, CDH17, CDH2, CXCR4, KCNH1, KCNH2, PDE4A, PRKCQ
Membrane 9 ANXA5, CDH1, CDH17, CDH2, CXCR4, KCNH1, KCNH2, MTOR, PDE4A
apical plasma membrane 1 CDH2
axon 1 KCNH1
basolateral plasma membrane 2 CDH17, CDH2
extracellular exosome 3 ANXA5, CDH1, CXCR4
Lysosome membrane 1 MTOR
extracellular space 3 CXCL8, MSMP, SPX
perinuclear region of cytoplasm 4 CDH1, GGPS1, KCNH2, PDE4A
adherens junction 3 CDH1, CDH17, CDH2
apicolateral plasma membrane 1 CDH2
intercalated disc 1 CDH2
mitochondrion 2 CASP9, MAPK14
protein-containing complex 2 CASP9, CXCR4
intracellular membrane-bounded organelle 1 KCNH1
Microsome membrane 1 MTOR
postsynaptic density 2 CASP3, CDH2
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Single-pass type I membrane protein 3 CDH1, CDH17, CDH2
Secreted 2 CXCL8, MSMP
extracellular region 5 ANXA5, CDH1, CXCL8, MAPK14, SPX
cytoplasmic side of plasma membrane 1 CDH1
Mitochondrion outer membrane 1 MTOR
Single-pass membrane protein 1 CDH17
mitochondrial outer membrane 1 MTOR
anchoring junction 1 CXCR4
transcription regulator complex 1 JUN
centriolar satellite 1 PRKCQ
nuclear membrane 2 CDH1, DTX2
external side of plasma membrane 2 ANXA5, CXCR4
actin cytoskeleton 1 CDH1
perikaryon 1 KCNH1
Z disc 1 GGPS1
cytoplasmic vesicle 1 CXCR4
Early endosome 1 CXCR4
apical part of cell 1 CDH2
cell-cell junction 1 CDH2
presynaptic active zone membrane 1 CDH2
Cell membrane, sarcolemma 1 CDH2
Cell projection, ruffle membrane 1 PDE4A
Cytoplasm, perinuclear region 1 GGPS1
focal adhesion 2 ANXA5, CDH2
Cell junction, adherens junction 2 CDH1, CDH2
flotillin complex 1 CDH1
Nucleus, PML body 1 MTOR
PML body 1 MTOR
collagen-containing extracellular matrix 2 ANXA5, CDH2
fascia adherens 1 CDH2
lateral plasma membrane 1 CDH1
nuclear speck 1 MAPK14
Nucleus inner membrane 1 KCNH1
nuclear inner membrane 1 KCNH1
Late endosome 1 CXCR4
Zymogen granule membrane 1 ANXA5
neuron projection 1 CDH2
chromatin 1 JUN
cell leading edge 1 CXCR4
Secreted, extracellular space 1 SPX
Golgi apparatus, trans-Golgi network 1 CDH1
spindle pole 1 MAPK14
nuclear chromosome 1 JUN
nuclear envelope 1 MTOR
Endomembrane system 1 MTOR
monoatomic ion channel complex 2 KCNH1, KCNH2
Cell projection, dendrite 1 KCNH1
euchromatin 1 JUN
Presynaptic cell membrane 1 KCNH1
Cytoplasm, myofibril, sarcomere, Z line 1 GGPS1
inward rectifier potassium channel complex 1 KCNH2
voltage-gated potassium channel complex 2 KCNH1, KCNH2
plasma membrane raft 1 CDH2
ficolin-1-rich granule lumen 1 MAPK14
secretory granule lumen 1 MAPK14
endoplasmic reticulum lumen 1 CDH2
dense core granule 1 SPX
extrinsic component of membrane 1 PDE4A
transport vesicle 1 SPX
anaphase-promoting complex 1 CDH1
postsynaptic density membrane 1 KCNH1
immunological synapse 1 PRKCQ
aggresome 1 PRKCQ
apoptosome 1 CASP9
vesicle membrane 1 ANXA5
[Isoform 2]: Nucleus 1 CDH1
death-inducing signaling complex 1 CASP3
postsynaptic specialization membrane 1 CDH2
apical junction complex 1 CDH1
Cell junction, desmosome 2 CDH1, CDH2
desmosome 2 CDH1, CDH2
Cytoplasmic vesicle, phagosome 1 MTOR
catenin complex 3 CDH1, CDH17, CDH2
[Isoform 1]: Cytoplasm, perinuclear region 1 PDE4A
transcription factor AP-1 complex 1 JUN
endothelial microparticle 1 ANXA5
[Isoform 3]: Cytoplasm, cytosol 1 PDE4A
[Isoform 2]: Cytoplasm, perinuclear region 1 PDE4A
[Isoform 6]: Cytoplasm, perinuclear region 1 PDE4A
caspase complex 1 CASP9


文献列表

  • Jiuming Wang, Ruilong Li, Beibei Liu, Qinzhou Zhang, Xiang Wang, Yaxian Zhu, Yong Zhang. Occurrence and distribution of lipophilic marine algal toxins in the coastal seawater of Southeast China and the South China Sea. Marine pollution bulletin. 2023 Feb; 187(?):114584. doi: 10.1016/j.marpolbul.2023.114584. [PMID: 36642003]
  • Sara F Ferreiro, Natalia Vilariño, Cristina Carrera, M Carmen Louzao, Antonio G Cantalapiedra, Germán Santamarina, J Manuel Cifuentes, Andrés C Vieira, Luis M Botana. Subacute Cardiotoxicity of Yessotoxin: In Vitro and in Vivo Studies. Chemical research in toxicology. 2016 06; 29(6):981-90. doi: 10.1021/acs.chemrestox.6b00012. [PMID: 27104637]
  • Andrea Fernández-Araujo, Amparo Alfonso, Mercedes R Vieytes, Luis M Botana. Yessotoxin activates cell death pathways independent of Protein Kinase C in K-562 human leukemic cell line. Toxicology in vitro : an international journal published in association with BIBRA. 2015 Oct; 29(7):1545-54. doi: 10.1016/j.tiv.2015.05.013. [PMID: 26025416]
  • Bernd Luckas, Katrin Erler, Bernd Krock. Analysis of Marine Biotoxins Using LC-MS/MS. Methods in molecular biology (Clifton, N.J.). 2015; 1308(?):277-97. doi: 10.1007/978-1-4939-2684-8_18. [PMID: 26108513]
  • A Fernández-Araujo, A Tobío, A Alfonso, L M Botana. Role of AKAP 149-PKA-PDE4A complex in cell survival and cell differentiation processes. The international journal of biochemistry & cell biology. 2014 Aug; 53(?):89-101. doi: 10.1016/j.biocel.2014.04.028. [PMID: 24813785]
  • J A Rubiolo, H López-Alonso, P Martínez, A Millán, E Cagide, M R Vieytes, F V Vega, L M Botana. Yessotoxin induces ER-stress followed by autophagic cell death in glioma cells mediated by mTOR and BNIP3. Cellular signalling. 2014 Feb; 26(2):419-32. doi: . [PMID: 24511615]
  • Carlotta Francesca Orsi, Bruna Colombari, Federica Callegari, Antonio M Todaro, Andrea Ardizzoni, Gian Paolo Rossini, Elisabetta Blasi, Samuele Peppoloni. Yessotoxin inhibits phagocytic activity of macrophages. Toxicon : official journal of the International Society on Toxinology. 2010 Feb; 55(2-3):265-73. doi: 10.1016/j.toxicon.2009.07.033. [PMID: 19647763]
  • A Tubaro, A Giangaspero, M Ardizzone, M R Soranzo, F Vita, T Yasumoto, J M Maucher, J S Ramsdell, S Sosa. Ultrastructural damage to heart tissue from repeated oral exposure to yessotoxin resolves in 3 months. Toxicon : official journal of the International Society on Toxinology. 2008 Jun; 51(7):1225-35. doi: 10.1016/j.toxicon.2008.02.011. [PMID: 18402996]
  • Giuseppe Ronzitti, Gian Paolo Rossini. Yessotoxin induces the accumulation of altered E-cadherin dimers that are not part of adhesive structures in intact cells. Toxicology. 2008 Feb; 244(2-3):145-56. doi: 10.1016/j.tox.2007.11.008. [PMID: 18155345]
  • Federica Callegari, Silvio Sosa, Sara Ferrari, Maria Rosa Soranzo, Silvia Pierotti, Takeshi Yasumoto, Aurelia Tubaro, Gian Paolo Rossini. Oral administration of yessotoxin stabilizes E-cadherin in mouse colon. Toxicology. 2006 Oct; 227(1-2):145-55. doi: 10.1016/j.tox.2006.07.023. [PMID: 16950554]
  • G Ronzitti, F Callegari, C Malaguti, G P Rossini. Selective disruption of the E-cadherin-catenin system by an algal toxin. British journal of cancer. 2004 Mar; 90(5):1100-7. doi: 10.1038/sj.bjc.6601640. [PMID: 14997213]
  • A Tubaro, S Sosa, M Carbonatto, G Altinier, F Vita, M Melato, M Satake, T Yasumoto. Oral and intraperitoneal acute toxicity studies of yessotoxin and homoyessotoxins in mice. Toxicon : official journal of the International Society on Toxinology. 2003 Jun; 41(7):783-92. doi: 10.1016/s0041-0101(03)00032-1. [PMID: 12782078]