Verrucarin A (BioDeep_00000007588)

   

natural product


代谢物信息卡片


Muconomycin A

化学式: C27H34O9 (502.2203)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(not specific) 50%

分子结构信息

SMILES: CC1=CC2OC3CC4OC(=O)C=CC=CC(=O)OCCC(C)C(O)C(=O)OCC2(CC1)C4(C)C31CO1
InChI: InChI=1S/C27H34O9/c1-16-8-10-26-14-33-24(31)23(30)17(2)9-11-32-21(28)6-4-5-7-22(29)36-18-13-20(35-19(26)12-16)27(15-34-27)25(18,26)3/h4-7,12,17-20,23,30H,8-11,13-15H2,1-3H3/b6-4+,7-5-/t17-,18-,19-,20-,23+,25-,26-,27+/m1/s1

描述信息

A trichothecene antibiotic which incorporates a triester macrocyclic structure and an exocyclic methylene epoxide group.
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents
D009676 - Noxae > D011042 - Poisons > D014255 - Trichothecenes
D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins
D000970 - Antineoplastic Agents

同义名列表

3 个代谢物同义名

Verrucarin A; Muconomycin A; Verrucarin A



数据库引用编号

18 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)

60 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 14 ANXA5, BCL2, BCL2L1, BIRC5, CASP3, CCND1, CDK2, CDK4, CDK6, CDKN1A, EGFR, MSMP, MTOR, VEGFA
Peripheral membrane protein 3 ANXA5, GORASP1, MTOR
Endosome membrane 1 EGFR
Endoplasmic reticulum membrane 3 BCL2, EGFR, MTOR
Mitochondrion membrane 1 BCL2L1
Nucleus 12 BCL2, BIRC5, CASP3, CCND1, CDK2, CDK4, CDK6, CDKN1A, EGFR, MTOR, PARP1, VEGFA
cytosol 12 ANXA5, BCL2, BCL2L1, BIRC5, CASP3, CCND1, CDK2, CDK4, CDK6, CDKN1A, MTOR, PARP1
dendrite 1 MTOR
nuclear body 2 CDKN1A, PARP1
phagocytic vesicle 1 MTOR
centrosome 4 BCL2L1, CCND1, CDK2, CDK6
nucleoplasm 9 BIRC5, CASP3, CCND1, CDK2, CDK4, CDK6, CDKN1A, MTOR, PARP1
Cell membrane 2 EGFR, TNF
Cytoplasmic side 3 BCL2L1, GORASP1, MTOR
ruffle membrane 1 EGFR
Early endosome membrane 1 EGFR
Golgi apparatus membrane 2 GORASP1, MTOR
cell junction 1 EGFR
cell surface 5 EGFR, FOLR2, TNF, TNFRSF10B, VEGFA
glutamatergic synapse 2 CASP3, EGFR
Golgi apparatus 2 GORASP1, VEGFA
Golgi membrane 3 EGFR, GORASP1, MTOR
lysosomal membrane 1 MTOR
mitochondrial inner membrane 1 BCL2L1
neuronal cell body 2 CASP3, TNF
sarcolemma 1 ANXA5
Cytoplasm, cytosol 2 BCL2L1, PARP1
Lysosome 1 MTOR
endosome 2 CDK2, EGFR
plasma membrane 4 EGFR, FOLR2, TNF, TNFRSF10B
synaptic vesicle membrane 1 BCL2L1
Membrane 7 ANXA5, BCL2, EGFR, MTOR, PARP1, TNFRSF10B, VEGFA
apical plasma membrane 1 EGFR
basolateral plasma membrane 1 EGFR
extracellular exosome 1 ANXA5
Lysosome membrane 1 MTOR
endoplasmic reticulum 3 BCL2, BCL2L1, VEGFA
extracellular space 5 EGFR, IL2, MSMP, TNF, VEGFA
perinuclear region of cytoplasm 2 CDKN1A, EGFR
adherens junction 1 VEGFA
bicellular tight junction 2 CCND1, CDK4
mitochondrion 3 BCL2, BCL2L1, PARP1
protein-containing complex 5 BCL2, BIRC5, CDKN1A, EGFR, PARP1
Microsome membrane 1 MTOR
postsynaptic density 1 CASP3
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Single-pass type I membrane protein 1 EGFR
Secreted 4 FOLR2, IL2, MSMP, VEGFA
extracellular region 5 ANXA5, FOLR2, IL2, TNF, VEGFA
Mitochondrion outer membrane 3 BCL2, BCL2L1, MTOR
Single-pass membrane protein 2 BCL2, BCL2L1
mitochondrial outer membrane 3 BCL2, BCL2L1, MTOR
Mitochondrion matrix 1 BCL2L1
mitochondrial matrix 1 BCL2L1
transcription regulator complex 3 CDK2, CDK4, PARP1
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 3 BCL2L1, CDK2, CDK6
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 BCL2L1
Nucleus membrane 4 BCL2, BCL2L1, CCND1, CDK4
Bcl-2 family protein complex 2 BCL2, BCL2L1
nuclear membrane 5 BCL2, BCL2L1, CCND1, CDK4, EGFR
external side of plasma membrane 3 ANXA5, FOLR2, TNF
Secreted, extracellular space, extracellular matrix 1 VEGFA
microtubule cytoskeleton 1 BIRC5
nucleolus 3 CDK4, CDKN1A, PARP1
midbody 1 BIRC5
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Membrane raft 2 EGFR, TNF
pore complex 1 BCL2
Cytoplasm, cytoskeleton, spindle 1 BIRC5
focal adhesion 2 ANXA5, EGFR
microtubule 1 BIRC5
spindle 1 BIRC5
cis-Golgi network 1 GORASP1
extracellular matrix 1 VEGFA
intracellular vesicle 1 EGFR
Nucleus, PML body 1 MTOR
PML body 1 MTOR
collagen-containing extracellular matrix 1 ANXA5
secretory granule 1 VEGFA
interphase microtubule organizing center 1 BIRC5
ruffle 1 CDK6
receptor complex 1 EGFR
Zymogen granule membrane 1 ANXA5
chromatin 2 CDK4, PARP1
phagocytic cup 1 TNF
Chromosome 2 BIRC5, PARP1
centriole 1 BIRC5
Nucleus, nucleolus 1 PARP1
nuclear replication fork 1 PARP1
chromosome, telomeric region 2 CDK2, PARP1
nuclear chromosome 1 BIRC5
site of double-strand break 1 PARP1
nuclear envelope 3 CDK2, MTOR, PARP1
Endomembrane system 1 MTOR
Chromosome, centromere 1 BIRC5
Chromosome, centromere, kinetochore 1 BIRC5
myelin sheath 1 BCL2
basal plasma membrane 1 EGFR
synaptic membrane 1 EGFR
transcription repressor complex 1 CCND1
male germ cell nucleus 1 CDK2
platelet alpha granule lumen 1 VEGFA
kinetochore 1 BIRC5
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 GORASP1
Golgi apparatus, cis-Golgi network membrane 1 GORASP1
chromosome, centromeric region 1 BIRC5
vesicle membrane 1 ANXA5
clathrin-coated endocytic vesicle membrane 1 EGFR
chromosome passenger complex 1 BIRC5
Cajal body 1 CDK2
cytoplasmic microtubule 1 BIRC5
protein-DNA complex 1 PARP1
spindle microtubule 1 BIRC5
survivin complex 1 BIRC5
death-inducing signaling complex 1 CASP3
condensed chromosome 1 CDK2
Cytoplasmic vesicle, phagosome 1 MTOR
Nucleus, Cajal body 1 CDK2
X chromosome 1 CDK2
Y chromosome 1 CDK2
site of DNA damage 1 PARP1
cyclin-dependent protein kinase holoenzyme complex 5 CCND1, CDK2, CDK4, CDK6, CDKN1A
cyclin E1-CDK2 complex 1 CDK2
cyclin E2-CDK2 complex 1 CDK2
multivesicular body, internal vesicle lumen 1 EGFR
Shc-EGFR complex 1 EGFR
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
endothelial microparticle 1 ANXA5
[Poly [ADP-ribose] polymerase 1, processed N-terminus]: Chromosome 1 PARP1
[Poly [ADP-ribose] polymerase 1, processed C-terminus]: Cytoplasm 1 PARP1
BAD-BCL-2 complex 1 BCL2
cyclin D1-CDK4 complex 2 CCND1, CDK4
cyclin D2-CDK4 complex 1 CDK4
cyclin D3-CDK4 complex 1 CDK4
PCNA-p21 complex 1 CDKN1A
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
cyclin A2-CDK2 complex 1 CDK2
cyclin D1-CDK6 complex 2 CCND1, CDK6
cyclin A1-CDK2 complex 1 CDK2
cyclin D3-CDK6 complex 1 CDK6
cyclin D2-CDK6 complex 1 CDK6
[Isoform Bcl-X(L)]: Mitochondrion inner membrane 1 BCL2L1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Li Shen, Chun-Zhi Ai, Yong-Chun Song, Feng-Wu Wang, Rui-Hua Jiao, Ai-Hua Zhang, Hui-Zi Man, Ren-Xiang Tan. Cytotoxic Trichothecene Macrolides Produced by the Endophytic Myrothecium roridum. Journal of natural products. 2019 06; 82(6):1503-1509. doi: 10.1021/acs.jnatprod.8b01034. [PMID: 31117520]
  • Loan Thi Thanh Nguyen, Ja Yeong Jang, Tae Yoon Kim, Nan Hee Yu, Ae Ran Park, Seungki Lee, Chang-Hwan Bae, Joo Hong Yeo, Jae-Seoun Hur, Hae Woong Park, Jin-Cheol Kim. Nematicidal activity of verrucarin A and roridin A isolated from Myrothecium verrucaria against Meloidogyne incognita. Pesticide biochemistry and physiology. 2018 Jun; 148(?):133-143. doi: 10.1016/j.pestbp.2018.04.012. [PMID: 29891364]
  • Girma M Woldemichael, Thomas J Turbyville, James R Vasselli, W Marston Linehan, James B McMahon. Lack of a functional VHL gene product sensitizes renal cell carcinoma cells to the apoptotic effects of the protein synthesis inhibitor verrucarin A. Neoplasia (New York, N.Y.). 2012 Aug; 14(8):771-7. doi: 10.1593/neo.12852. [PMID: 22952429]
  • C C García, M L Rosso, M D Bertoni, M S Maier, E B Damonte. Evaluation of the antiviral activity against Junin virus of macrocyclic trichothecenes produced by the hypocrealean epibiont of Baccharis coridifolia. Planta medica. 2002 Mar; 68(3):209-12. doi: 10.1055/s-2002-23134. [PMID: 11914955]
  • B B Jarvis, S Wang, C Cox, M M Rao, V Philip, M S Varaschin, C S Barros. Brazilian Baccharis toxins: livestock poisoning and the isolation of macrocyclic trichothecene glucosides. Natural toxins. 1996; 4(2):58-71. doi: 10.1002/19960402nt2. [PMID: 8726325]
  • M Iwata, J Herrington, R A Zager. Protein synthesis inhibition induces cytoresistance in cultured human proximal tubular (HK-2) cells. The American journal of physiology. 1995 Jun; 268(6 Pt 2):F1154-63. doi: 10.1152/ajprenal.1995.268.6.f1154. [PMID: 7611457]