Epothilone D (BioDeep_00001871397)

Main id: BioDeep_00000009054

 

natural product


代谢物信息卡片


Desoxyepothilone b

化学式: C27H41NO5S (491.2705)
中文名称: 埃博霉素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C/C/1=C/C[C@@H](/C(=C/c2csc(C)n2)/C)OC(=O)C[C@@H](C(C)(C)C(=O)[C@H](C)[C@H]([C@@H](C)CCC1)O)O
InChI: InChI=1S/C27H41NO5S/c1-16-9-8-10-17(2)25(31)19(4)26(32)27(6,7)23(29)14-24(30)33-22(12-11-16)18(3)13-21-15-34-20(5)28-21/h11,13,15,17,19,22-23,25,29,31H,8-10,12,14H2,1-7H3/b16-11-,18-13+/t17-,19+,22-,23-,25-/m0/s1

描述信息

An epithilone that is epithilone C in which the hydrogen at position 13 of the oxacyclohexadec-13-ene-2,6-dione macrocycle has been replaced by a methyl group.
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C273 - Antimitotic Agent
D050258 - Mitosis Modulators > D050256 - Antimitotic Agents > D050257 - Tubulin Modulators
D000970 - Antineoplastic Agents > D050256 - Antimitotic Agents

同义名列表

3 个代谢物同义名

Desoxyepothilone b; Epothilone D; Epothilone D



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)

14 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 ABCB1, CA1, GAP43, KATNA1, MAPT, SLC6A3, SNCA, SPAST, TUBB4B
Peripheral membrane protein 4 CYP1B1, GAP43, MAPT, SPAST
Endosome membrane 1 SLC6A4
Endoplasmic reticulum membrane 2 CYP1B1, SPAST
Nucleus 4 MAPT, SNCA, SPAST, TUBB4B
cytosol 5 CA1, MAPT, SNCA, SPAST, TUBB4B
dendrite 4 GAP43, MAP6, MAPT, THY1
centrosome 2 KATNA1, SPAST
nucleoplasm 1 SPAST
Cell membrane 7 ABCB1, GAP43, MAPT, SLC6A2, SLC6A3, SLC6A4, THY1
Lipid-anchor 1 MAP6
Cytoplasmic side 3 GAP43, MAP6, MAPT
Cell projection, axon 6 GAP43, MAP6, MAPT, SLC6A3, SNCA, SPAST
Multi-pass membrane protein 5 ABCB1, SLC6A2, SLC6A3, SLC6A4, SPG7
Synapse 3 GAP43, SLC6A4, SNCA
cell cortex 1 SNCA
cell surface 6 ABCB1, EPO, SLC6A2, SLC6A3, THY1, TNR
glutamatergic synapse 2 THY1, TNR
Golgi apparatus 1 MAP6
Golgi membrane 1 INS
growth cone 3 MAPT, SNCA, THY1
mitochondrial inner membrane 1 SPG7
neuronal cell body 3 MAPT, SLC6A3, SNCA
postsynapse 2 SNCA, THY1
presynaptic membrane 3 SLC6A2, SLC6A3, SLC6A4
Cytoplasm, cytosol 1 MAPT
Lysosome 1 SNCA
Presynapse 3 GAP43, SLC6A4, THY1
endosome 1 SPAST
plasma membrane 8 ABCB1, GAP43, MAPT, SLC6A2, SLC6A3, SLC6A4, SNCA, THY1
synaptic vesicle membrane 2 SLC6A2, SNCA
Membrane 8 ABCB1, CYP1B1, SLC6A2, SLC6A3, SLC6A4, SNCA, SPAST, SPG7
apical plasma membrane 2 ABCB1, THY1
axon 6 MAP6, MAPT, SLC6A2, SLC6A3, SNCA, SPAST
extracellular exosome 6 ABCB1, CA1, EPO, SPAST, THY1, TUBB4B
endoplasmic reticulum 2 SPAST, THY1
extracellular space 5 CXCL2, EPO, INS, SNCA, TNR
perinuclear region of cytoplasm 3 MAP6, SNCA, SPAST
Schaffer collateral - CA1 synapse 1 TNR
mitochondrion 4 CYP1B1, MAPT, SNCA, SPG7
protein-containing complex 1 SNCA
intracellular membrane-bounded organelle 1 CYP1B1
Microsome membrane 1 CYP1B1
postsynaptic density 1 GAP43
Secreted 4 EPO, INS, MAPT, SNCA
extracellular region 8 CXCL2, EPO, INS, MAPT, SNCA, THY1, TNR, TUBB4B
neuronal cell body membrane 3 SLC6A2, SLC6A3, THY1
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 2 KATNA1, SPAST
Nucleus membrane 1 SPAST
nuclear membrane 1 SPAST
external side of plasma membrane 1 THY1
Extracellular vesicle 1 TUBB4B
Secreted, extracellular space, extracellular matrix 1 TNR
actin cytoskeleton 1 SNCA
dendritic spine 1 MAPT
perikaryon 1 GAP43
cytoplasmic vesicle 1 SPAST
microtubule cytoskeleton 3 KATNA1, MAPT, TUBB4B
axon cytoplasm 3 MAPT, SPAST, SPG7
midbody 2 KATNA1, SPAST
Golgi-associated vesicle 1 MAP6
postsynaptic membrane 2 SLC6A3, SLC6A4
Apical cell membrane 1 ABCB1
Cytoplasm, perinuclear region 1 SPAST
Mitochondrion inner membrane 1 SPG7
Membrane raft 5 MAPT, SLC6A3, SLC6A4, THY1, TNR
Cell junction, focal adhesion 1 SLC6A4
Cytoplasm, cytoskeleton 5 KATNA1, MAP6, MAPT, SPAST, TUBB4B
Cytoplasm, cytoskeleton, spindle 2 KATNA1, SPAST
focal adhesion 2 SLC6A4, THY1
microtubule 5 KATNA1, MAP6, MAPT, SPAST, TUBB4B
spindle 2 KATNA1, SPAST
axolemma 2 MAPT, THY1
GABA-ergic synapse 1 GAP43
cis-Golgi network 1 MAP6
flotillin complex 1 SLC6A3
collagen-containing extracellular matrix 1 TNR
nuclear speck 1 MAPT
Cell projection, neuron projection 2 SLC6A3, SLC6A4
neuron projection 3 MAPT, SLC6A3, SLC6A4
cell projection 1 SPAST
mitotic spindle 1 TUBB4B
supramolecular fiber 1 SNCA
cytoskeleton 1 TUBB4B
cytoplasmic ribonucleoprotein granule 1 MAPT
spindle pole 2 KATNA1, SPAST
Lipid-anchor, GPI-anchor 1 THY1
Cytoplasm, cytoskeleton, spindle pole 1 KATNA1
intercellular bridge 1 TUBB4B
Cytoplasm, cytoskeleton, flagellum axoneme 1 TUBB4B
sperm flagellum 1 TUBB4B
Endomembrane system 1 SLC6A4
endosome lumen 1 INS
Lipid droplet 1 SPAST
axonemal microtubule 1 TUBB4B
[Isoform 1]: Endoplasmic reticulum membrane 1 SPAST
Cell projection, dendrite 3 GAP43, MAP6, MAPT
cell body 2 EPO, MAPT
side of membrane 1 THY1
filopodium membrane 1 GAP43
[Isoform 3]: Cytoplasm 1 SPAST
secretory granule lumen 2 EPO, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 1 INS
axon terminus 2 SLC6A3, SNCA
mitotic spindle pole 1 KATNA1
transport vesicle 1 INS
azurophil granule lumen 1 TUBB4B
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
perineuronal net 1 TNR
external side of apical plasma membrane 1 ABCB1
dopaminergic synapse 1 SLC6A3
dendrite membrane 1 THY1
Cytoplasmic vesicle, secretory vesicle membrane 1 MAP6
somatodendritic compartment 1 MAPT
katanin complex 1 KATNA1
nuclear periphery 1 MAPT
Cell projection, filopodium membrane 1 GAP43
glial cell projection 1 MAPT
transport vesicle membrane 1 MAP6
inclusion body 1 SNCA
mitochondrial permeability transition pore complex 1 SPG7
neurofibrillary tangle 1 MAPT
main axon 1 MAPT
tubulin complex 1 MAPT
Cell projection, growth cone membrane 1 GAP43
growth cone membrane 1 GAP43
tenascin complex 1 TNR
serotonergic synapse 1 SLC6A4
endoplasmic reticulum tubular network 1 SPAST
m-AAA complex 1 SPG7


文献列表

  • Min Zhao, Qiaoqiao Chang, Hua Yang, Min Wang, Yongfeng Liu, Na Lv, Qiang Lei, Hongen Wei. Epothilone D Modulates Autism-like Behaviors in the BTBR Mouse Model of Autism Spectrum Disorder. Neuroscience. 2022 05; 490(?):171-181. doi: 10.1016/j.neuroscience.2022.02.025. [PMID: 35227832]
  • Bryan A Killinger, Anna Moszczynska. Epothilone D prevents binge methamphetamine-mediated loss of striatal dopaminergic markers. Journal of neurochemistry. 2016 Feb; 136(3):510-25. doi: 10.1111/jnc.13391. [PMID: 26465779]
  • Long Yuan, Yunlin Fu, Duxi Zhang, Yuan-Qing Xia, Qianping Peng, Anne-Françoise Aubry, Mark E Arnold. Use of a carboxylesterase inhibitor of phenylmethanesulfonyl fluoride to stabilize epothilone D in rat plasma for a validated UHPLC-MS/MS assay. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2014 Oct; 969(?):60-8. doi: 10.1016/j.jchromb.2014.08.006. [PMID: 25151331]
  • Ludger A Wessjohann, Günther O Scheid, Uwe Eichelberger, Sumaira Umbreen. Total synthesis of epothilone D: the nerol/macroaldolization approach. The Journal of organic chemistry. 2013 Nov; 78(21):10588-95. doi: 10.1021/jo401355r. [PMID: 24079664]
  • J Paul Monk, Miguel Villalona-Calero, Joe Larkin, Greg Otterson, David S Spriggs, Alison L Hannah, Gillian F Cropp, Robert G Johnson, Martee L Hensley. A phase 1 study of KOS-862 (Epothilone D) co-administered with carboplatin (Paraplatin®) in patients with advanced solid tumors. Investigational new drugs. 2012 Aug; 30(4):1676-83. doi: 10.1007/s10637-011-9731-4. [PMID: 21826439]
  • Kurt R Brunden, Yuemang Yao, Justin S Potuzak, Nuria Ibarz Ferrer, Carlo Ballatore, Michael J James, Anne-Marie L Hogan, John Q Trojanowski, Amos B Smith, Virginia M-Y Lee. The characterization of microtubule-stabilizing drugs as possible therapeutic agents for Alzheimer's disease and related tauopathies. Pharmacological research. 2011 Apr; 63(4):341-51. doi: 10.1016/j.phrs.2010.12.002. [PMID: 21163349]
  • Chunling Zhang, Lanjiao Zhao, Wenyuan Qi, Zhiyun Meng, Guoxiang Sun, Guifang Dou. Simultaneous determination of epothilone D and its hydrolytic metabolite in human plasma by high performance liquid chromatography-tandem mass spectrometry for pharmacokinetic studies. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2009 Nov; 877(29):3748-52. doi: 10.1016/j.jchromb.2009.08.052. [PMID: 19775943]
  • Shuang-Qing Zhang, Harsha Vinnakota, Jae-Chul Jung, Paulo Carvalho, Amar G Chittiboyina, Mitchell A Avery, Bonnie A Avery. Determination of a novel epothilone D analog (AV-EPO-106) in human plasma using ultra-performance liquid chromatography-tandem mass spectrometry. Biomedical chromatography : BMC. 2009 Mar; 23(3):302-7. doi: 10.1002/bmc.1114. [PMID: 18800336]
  • Zhi Wang, Hui Wang, Julie K Rhie, Joseph M Covey, Ping Liang, Shuyi Wang, Chun Wang, Yanxue Hu, Gautam Prasad, Li Nan, Donald L Hill, Ruiwen Zhang. Determination of desoxyepothilone B in nude mice plasma by liquid-liquid extraction and reversed-phase high-performance liquid chromatography. Journal of pharmaceutical and biomedical analysis. 2006 Sep; 42(2):272-6. doi: 10.1016/j.jpba.2006.02.047. [PMID: 16616824]
  • Hui Wang, Zhi Wang, Shuyi Wang, Mao Li, Li Nan, Julie K Rhie, Joseph M Covey, Ruiwen Zhang, Donald L Hill. Preclinical pharmacology of epothilone D, a novel tubulin-stabilizing antitumor agent. Cancer chemotherapy and pharmacology. 2005 Sep; 56(3):255-60. doi: 10.1007/s00280-004-0965-0. [PMID: 15868148]
  • Gerd Hause, Sandra Lischewski, Ludger A Wessjohann, Bettina Hause. Epothilone D affects cell cycle and microtubular pattern in plant cells. Journal of experimental botany. 2005 Aug; 56(418):2131-7. doi: 10.1093/jxb/eri211. [PMID: 15967777]
  • M D Chappell, S J Stachel, C B Lee, S J Danishefsky. En route to a plant scale synthesis of the promising antitumor agent 12,13-desoxyepothilone B. Organic letters. 2000 Jun; 2(11):1633-6. doi: 10.1021/ol0059302. [PMID: 10841497]