Coumermycin A1 (BioDeep_00001868599)

Main id: BioDeep_00000005711

 

Antitumor activity


代谢物信息卡片


Coumermycin A1

化学式: C55H59N5O20 (1109.3753)
中文名称: 香豆素A₁
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1=CC=C(N1)C(=O)OC2C(C(OC(C2OC)(C)C)OC3=C(C4=C(C=C3)C(=C(C(=O)O4)NC(=O)C5=CNC(=C5C)C(=O)NC6=C(C7=C(C(=C(C=C7)OC8C(C(C(C(O8)(C)C)OC)OC(=O)C9=CC=C(N9)C)O)C)OC6=O)O)O)C)O
InChI: InChI=1S/C55H59N5O20/c1-21-12-16-29(57-21)48(67)77-42-38(63)52(79-54(6,7)44(42)71-10)73-31-18-14-26-36(61)34(50(69)75-40(26)24(31)4)59-46(65)28-20-56-33(23(28)3)47(66)60-35-37(62)27-15-19-32(25(5)41(27)76-51(35)70)74-53-39(64)43(45(72-11)55(8,9)80-53)78-49(68)30-17-13-22(2)58-30/h12-20,38-39,42-45,52-53,56-58,61-64H,1-11H3,(H,59,65)(H,60,66)/t38-,39-,42+,43+,44-,45-,52-,53-/m1/s1

描述信息

A hydroxycoumarin antibiotic that is obtained from Streptomyces rishiriensis and exhibits potent antibacterial and anticancer activity.
D000970 - Antineoplastic Agents > D059003 - Topoisomerase Inhibitors > D059005 - Topoisomerase II Inhibitors
C254 - Anti-Infective Agent > C258 - Antibiotic
D004791 - Enzyme Inhibitors

同义名列表

3 个代谢物同义名

Coumermycin A1; COUMERMYCIN AL; Coumermycin A1



数据库引用编号

12 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)

0 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 10 ARAP2, EIF2AK2, JAK2, MARK2, MYC, PRKX, PTPN11, RAF1, STAT1, STAT3
Peripheral membrane protein 1 JAK2
Endosome membrane 1 ABCB6
Endoplasmic reticulum membrane 2 ABCB6, HSP90B1
Nucleus 11 EIF2AK2, FOS, HSP90B1, JAK2, MYC, PRKX, PTPN11, RAF1, STAT1, STAT3, TOP1
cytosol 9 ABCB6, EIF2AK2, FOS, HSP90B1, JAK2, PTPN11, RAF1, STAT1, STAT3
dendrite 3 EPHA5, MARK2, STAT1
nucleoplasm 12 ABCB6, ATP2B1, EIF2AK2, FOS, JAK2, MARK2, MYC, PRKX, PTPN11, STAT1, STAT3, TOP1
RNA polymerase II transcription regulator complex 3 FOS, STAT1, STAT3
Cell membrane 5 ABCB6, ATP2B1, EPHA5, RAF1, TNF
Cell projection, axon 1 EPHA5
Early endosome membrane 1 ABCB6
Multi-pass membrane protein 2 ABCB6, ATP2B1
Golgi apparatus membrane 1 ABCB6
Synapse 1 ATP2B1
cell surface 1 TNF
glutamatergic synapse 2 ATP2B1, JAK2
Golgi apparatus 2 ABCB6, RAF1
Golgi membrane 1 ABCB6
lysosomal membrane 1 ABCB6
neuronal cell body 2 EPHA5, TNF
postsynapse 1 JAK2
presynaptic membrane 1 ATP2B1
smooth endoplasmic reticulum 1 HSP90B1
endosome 1 ABCB6
plasma membrane 8 ABCB6, ATP2B1, EPHA5, JAK2, MARK2, RAF1, STAT3, TNF
synaptic vesicle membrane 1 ATP2B1
Membrane 8 ABCB6, ATP2B1, EIF2AK2, EPHA5, HSP90B1, JAK2, MARK2, MYC
axon 2 EPHA5, STAT1
basolateral plasma membrane 1 ATP2B1
caveola 1 JAK2
extracellular exosome 3 ABCB6, ATP2B1, HSP90B1
Lysosome membrane 1 ABCB6
endoplasmic reticulum 3 ABCB6, FOS, HSP90B1
extracellular space 4 IL10, IL3, IL6, TNF
perinuclear region of cytoplasm 4 EIF2AK2, EPHA5, HSP90B1, STAT1
mitochondrion 4 ABCB6, MARK2, PTPN11, RAF1
protein-containing complex 4 HSP90B1, MYC, PTPN11, STAT1
intracellular membrane-bounded organelle 1 ATP2B1
Single-pass type I membrane protein 1 EPHA5
Secreted 3 IL10, IL3, IL6
extracellular region 5 HSP90B1, IL10, IL3, IL6, TNF
cytoplasmic side of plasma membrane 1 JAK2
Mitochondrion outer membrane 1 ABCB6
mitochondrial outer membrane 2 ABCB6, RAF1
transcription regulator complex 1 STAT3
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
external side of plasma membrane 2 EPHA5, TNF
perikaryon 1 TOP1
nucleolus 3 MYC, STAT1, TOP1
Melanosome membrane 1 ABCB6
midbody 1 HSP90B1
P-body 1 TOP1
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Cytoplasm, perinuclear region 1 EIF2AK2
Membrane raft 2 JAK2, TNF
focal adhesion 2 HSP90B1, JAK2
collagen-containing extracellular matrix 1 HSP90B1
lateral plasma membrane 2 ATP2B1, MARK2
chromatin 4 FOS, MYC, STAT1, STAT3
Late endosome membrane 1 ABCB6
cell projection 1 ATP2B1
phagocytic cup 1 TNF
Chromosome 1 TOP1
cytoskeleton 1 JAK2
Nucleus, nucleolus 2 MYC, TOP1
actin filament 1 MARK2
Basolateral cell membrane 1 ATP2B1
fibrillar center 1 TOP1
nuclear envelope 1 MYC
Endomembrane system 1 JAK2
endosome lumen 1 JAK2
Nucleus, nucleoplasm 2 MYC, TOP1
Cell projection, dendrite 2 EPHA5, MARK2
Melanosome 1 HSP90B1
euchromatin 1 JAK2
Presynaptic cell membrane 1 ATP2B1
sperm plasma membrane 1 HSP90B1
pseudopodium 1 RAF1
multivesicular body membrane 1 ABCB6
endoplasmic reticulum lumen 2 HSP90B1, IL6
nuclear matrix 1 FOS
male germ cell nucleus 1 TOP1
RNA polymerase II transcription repressor complex 1 MYC
Secreted, extracellular exosome 1 ABCB6
mitochondrial envelope 1 ABCB6
immunological synapse 1 ATP2B1
ATP-binding cassette (ABC) transporter complex 1 ABCB6
Sarcoplasmic reticulum lumen 1 HSP90B1
Endosome, multivesicular body membrane 1 ABCB6
extrinsic component of cytoplasmic side of plasma membrane 1 JAK2
protein-DNA complex 2 FOS, TOP1
endolysosome membrane 1 ABCB6
Rough endoplasmic reticulum 2 EPHA5, MYC
extrinsic component of plasma membrane 1 JAK2
granulocyte macrophage colony-stimulating factor receptor complex 1 JAK2
interleukin-12 receptor complex 1 JAK2
interleukin-23 receptor complex 1 JAK2
endocytic vesicle lumen 1 HSP90B1
ribosome 1 EIF2AK2
transcription factor AP-1 complex 1 FOS
Myc-Max complex 1 MYC
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
interleukin-6 receptor complex 1 IL6
vacuolar membrane 1 ABCB6
endoplasmic reticulum chaperone complex 1 HSP90B1
photoreceptor ribbon synapse 1 ATP2B1
ISGF3 complex 1 STAT1
microtubule bundle 1 MARK2
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
nucleoplasmic reticulum 1 MYC


文献列表

  • Ken Shiozawa, Mikio Oka, Hiroshi Soda, Megumi Yoshikawa, Yoji Ikegami, Junji Tsurutani, Katsumi Nakatomi, Yoichi Nakamura, Seiji Doi, Takeshi Kitazaki, Yohei Mizuta, Kunihiko Murase, Hisahiro Yoshida, Douglas D Ross, Shigeru Kohno. Reversal of breast cancer resistance protein (BCRP/ABCG2)-mediated drug resistance by novobiocin, a coumermycin antibiotic. International journal of cancer. 2004 Jan; 108(1):146-51. doi: 10.1002/ijc.11528. [PMID: 14618629]
  • Christine A Goetz, Jennifer J O'Neil, Michael A Farrar. Membrane localization, oligomerization, and phosphorylation are required for optimal raf activation. The Journal of biological chemistry. 2003 Dec; 278(51):51184-9. doi: 10.1074/jbc.m309183200. [PMID: 14530258]
  • T B Stanton, E G Matson, S B Humphrey. Brachyspira (Serpulina) hyodysenteriae gyrB mutants and interstrain transfer of coumermycin A(1) resistance. Applied and environmental microbiology. 2001 May; 67(5):2037-43. doi: 10.1128/aem.67.5.2037-2043.2001. [PMID: 11319078]
  • M A Farrar, J Alberol-Ila, R M Perlmutter. Activation of the Raf-1 kinase cascade by coumermycin-induced dimerization. Nature. 1996 Sep; 383(6596):178-81. doi: 10.1038/383178a0. [PMID: 8774884]
  • J Niu, Y Wang, R Dixon, S Bowden, M Qiao, L Einck, S Locarnini. The use of ampligen alone and in combination with ganciclovir and coumermycin A1 for the treatment of ducks congenitally-infected with duck hepatitis B virus. Antiviral research. 1993 Jun; 21(2):155-71. doi: 10.1016/0166-3542(93)90051-j. [PMID: 7687840]
  • A A Divo, A C Sartorelli, C L Patton, F J Bia. Activity of fluoroquinolone antibiotics against Plasmodium falciparum in vitro. Antimicrobial agents and chemotherapy. 1988 Aug; 32(8):1182-6. doi: 10.1128/aac.32.8.1182. [PMID: 2847647]
  • A M Hirschl, A Georgopoulos, G Stanek, S Breyer, M L Rotter. Efficacy of coumermycin, ofloxacin and vancomycin against methicillin-resistant Staphylococcus aureus in vitro and in experimental infections of mice. Zentralblatt fur Bakteriologie, Mikrobiologie, und Hygiene. Series A, Medical microbiology, infectious diseases, virology, parasitology. 1988 Mar; 267(4):541-8. doi: 10.1016/s0176-6724(88)80038-5. [PMID: 3164157]
  • P Van der Auwera, M Husson, J Frühling. Influence of various antibiotics on phagocytosis of Staphylococcus aureus by human polymorphonuclear leucocytes. The Journal of antimicrobial chemotherapy. 1987 Sep; 20(3):399-404. doi: 10.1093/jac/20.3.399. [PMID: 3680077]
  • P Van der Auwera, P Joly. Comparative in-vitro activities of teicoplanin, vancomycin, coumermycin and ciprofloxacin, alone and in combination with rifampicin or LM 427, against Staphylococcus aureus. The Journal of antimicrobial chemotherapy. 1987 Mar; 19(3):313-20. doi: 10.1093/jac/19.3.313. [PMID: 3032884]
  • P Van der Auwera, G Petrikkos, M Husson, J Klastersky. Influence of various antibiotics on superoxide generation by normal human neutrophils. Archives internationales de physiologie et de biochimie. 1986 Dec; 94(5):S23-8. doi: NULL. [PMID: 2440398]
  • N Strojny, P Conzentino, J A de Silva. Determination of coumermycin A1 in plasma by reversed-phase high-performance liquid chromatographic analysis. Journal of chromatography. 1985 Jul; 342(1):145-58. doi: 10.1016/s0378-4347(00)84497-7. [PMID: 4044745]
  • M E Gombert, T M Aulicino. Susceptibility of multiply antibiotic-resistant pneumococci to the new quinoline antibiotics, nalidixic acid, coumermycin, and novobiocin. Antimicrobial agents and chemotherapy. 1984 Dec; 26(6):933-4. doi: 10.1128/aac.26.6.933. [PMID: 6570085]
  • G Palù, J von Berger, G A Meloni, L Masotti. Nature of toxicity for chick embryo fibroblast cells of coumermycin A1 and its physico-chemical interactions with protein and nucleic acid. Biochemical pharmacology. 1984 Jan; 33(1):147-54. doi: 10.1016/0006-2952(84)90382-4. [PMID: 6200113]