Bryostatins (BioDeep_00000005733)

   

natural product Marine Natural Products Chemicals and Drugs


代谢物信息卡片


[(1S,3S,5Z,7R,8E,11S,12S,13E,15S,21R,23R,25S)-25-acetyloxy-1,11,21-trihydroxy-17-[(1R)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-en-12-yl] (2E,4E)-octa-2,4-dienoate

化学式: C47H68O17 (904.4456)
中文名称: 草苔虫素
谱图信息: 最多检出来源 Homo sapiens(not specific) 50%

Reviewed

Last reviewed on 2024-12-16.

Cite this Page

Bryostatins. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/bryostatins (retrieved 2024-12-23) (BioDeep RN: BioDeep_00000005733). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CCCC=CC=CC(=O)OC1C(=CC(=O)OC)CC2CC(C(C)O)OC(=O)CC(O)CC3CC(OC(C)=O)C(C)(C)C(O)(CC4CC(=CC(=O)OC)CC(C=CC(C)(C)C1(O)O2)O4)O3
InChI: InChI=1S/C47H68O17/c1-10-11-12-13-14-15-39(51)62-43-31(22-41(53)58-9)21-34-25-37(28(2)48)61-42(54)24-32(50)23-35-26-38(59-29(3)49)45(6,7)46(55,63-35)27-36-19-30(20-40(52)57-8)18-33(60-36)16-17-44(4,5)47(43,56)64-34/h12-17,20,22,28,32-38,43,48,50,55-56H,10-11,18-19,21,23-27H2,1-9H3/b13-12+,15-14+,17-16+,30-20+,31-22+/t28-,32-,33+,34+,35-,36+,37?,38+,43+,46+,47-/m1/s1

描述信息

Bryostatin 1 is a macrocyclic lactone isolated from the bryozoan Bugula neritina with antineoplastic activity. Bryostatin 1 binds to and inhibits the cell-signaling enzyme protein kinase C, resulting in the inhibition of tumor cell proliferation, the promotion of tumor cell differentiation, and the induction of tumor cell apoptosis. This agent may act synergistically with other chemotherapeutic agents. (NCI04)

Bryostatin 1. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=83314-01-6 (retrieved 2024-12-16) (CAS RN: 83314-01-6). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

同义名列表

3 个代谢物同义名

Bryostatin 1; Bryostatins; Bryostatin 1



数据库引用编号

11 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)

1 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 8 BCL2, CD22, CD34, CDKN1A, DCK, MYC, PRKCD, PRKX
Peripheral membrane protein 2 AMBP, PRKCD
Endoplasmic reticulum membrane 2 BCL2, CD4
Nucleus 6 BCL2, CDKN1A, DCK, MYC, PRKCD, PRKX
cytosol 6 AMBP, BCL2, CDKN1A, DCK, PRKCD, PRKCQ
nuclear body 1 CDKN1A
nucleoplasm 5 CDKN1A, DCK, MYC, PRKCD, PRKX
Cell membrane 8 AMBP, CD22, CD4, CD69, CD8A, ITGAM, PRKCD, TNF
Synapse 1 PRKCD
cell surface 5 AMBP, CD22, ITGAM, ITGAX, TNF
mitochondrial inner membrane 1 AMBP
neuronal cell body 1 TNF
Cytoplasm, cytosol 1 AMBP
Lysosome 1 CD34
plasma membrane 12 AMBP, CD22, CD34, CD4, CD69, CD8A, CSF2, ITGAM, ITGAX, PRKCD, PRKCQ, TNF
Membrane 7 BCL2, CD22, CD34, ITGAM, ITGAX, MYC, PRKCD
apical plasma membrane 1 CD34
extracellular exosome 4 AMBP, CD22, ITGAM, PRKCD
endoplasmic reticulum 3 AMBP, BCL2, PRKCD
extracellular space 7 AMBP, CSF2, IL2, IL3, IL6, ITGAM, TNF
perinuclear region of cytoplasm 3 CD34, CDKN1A, PRKCD
mitochondrion 3 BCL2, DCK, PRKCD
protein-containing complex 4 BCL2, CD69, CDKN1A, MYC
intracellular membrane-bounded organelle 1 CSF2
Single-pass type I membrane protein 6 CD22, CD34, CD4, CD8A, ITGAM, ITGAX
Secreted 4 CSF2, IL2, IL3, IL6
extracellular region 9 AMBP, CD34, CD8A, CSF2, IL2, IL3, IL6, PRKCD, TNF
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 1 BCL2
neuronal cell body membrane 1 CD22
[Isoform 2]: Secreted 1 CD8A
centriolar satellite 1 PRKCQ
Nucleus membrane 2 AMBP, BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 2 AMBP, BCL2
external side of plasma membrane 8 CD22, CD34, CD4, CD69, CD8A, ITGAM, ITGAX, TNF
Secreted, extracellular space, extracellular matrix 1 AMBP
nucleolus 2 CDKN1A, MYC
Early endosome 2 CD22, CD4
cell-cell junction 1 PRKCD
recycling endosome 2 CD22, TNF
Single-pass type II membrane protein 2 CD69, TNF
Cytoplasm, perinuclear region 1 PRKCD
Mitochondrion inner membrane 1 AMBP
Membrane raft 3 CD4, ITGAM, TNF
pore complex 1 BCL2
collagen-containing extracellular matrix 1 AMBP
receptor complex 1 CD8A
neuron projection 1 PRKCD
chromatin 1 MYC
phagocytic cup 1 TNF
Nucleus, nucleolus 1 MYC
blood microparticle 1 AMBP
intercellular bridge 1 CD34
nuclear envelope 1 MYC
Endomembrane system 1 PRKCD
Nucleus, nucleoplasm 1 MYC
specific granule membrane 1 ITGAM
tertiary granule membrane 2 ITGAM, ITGAX
myelin sheath 1 BCL2
basal plasma membrane 1 CD34
plasma membrane raft 2 CD8A, ITGAM
secretory granule membrane 1 ITGAX
endoplasmic reticulum lumen 2 CD4, IL6
nuclear matrix 1 PRKCD
RNA polymerase II transcription repressor complex 1 MYC
azurophil granule lumen 1 PRKCD
immunological synapse 1 PRKCQ
aggresome 1 PRKCQ
clathrin-coated endocytic vesicle membrane 1 CD4
Synapse, synaptosome 1 PRKCD
ficolin-1-rich granule membrane 1 ITGAX
[Isoform 1]: Cell membrane 1 CD8A
Rough endoplasmic reticulum 1 MYC
granulocyte macrophage colony-stimulating factor receptor complex 1 CSF2
integrin complex 2 ITGAM, ITGAX
cyclin-dependent protein kinase holoenzyme complex 1 CDKN1A
Myc-Max complex 1 MYC
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
T cell receptor complex 2 CD4, CD8A
[Alpha-1-microglobulin]: Secreted 1 AMBP
[Inter-alpha-trypsin inhibitor light chain]: Secreted 1 AMBP
integrin alphaM-beta2 complex 1 ITGAM
integrin alphaX-beta2 complex 1 ITGAX
interleukin-6 receptor complex 1 IL6
BAD-BCL-2 complex 1 BCL2
PCNA-p21 complex 1 CDKN1A
endolysosome 1 PRKCD
glomerular endothelium fenestra 1 CD34
[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

  • Felix Becker, Linus Kebschull, Constantin Rieger, Annika Mohr, Barbara Heitplatz, Veerle Van Marck, Uwe Hansen, Junaid Ansari, Stefan Reuter, Benjamin Strücker, Andreas Pascher, Jens G Brockmann, Trevor Castor, J Steve Alexander, Felicity N E Gavins. Bryostatin-1 Attenuates Ischemia-Elicited Neutrophil Transmigration and Ameliorates Graft Injury after Kidney Transplantation. Cells. 2022 03; 11(6):. doi: 10.3390/cells11060948. [PMID: 35326400]
  • Youngki You, Joydip Das. Molecular dynamics simulation studies on binding of activator and inhibitor to Munc13-1 C1 in the presence of membrane. Journal of biomolecular structure & dynamics. 2022; 40(24):14160-14175. doi: 10.1080/07391102.2021.2001375. [PMID: 34779746]
  • Lingyan Wang, Yue Zhang, Eden Anderson, Adam Lamble, Rimas J Orentas. Bryostatin Activates CAR T-Cell Antigen-Non-Specific Killing (CTAK), and CAR-T NK-Like Killing for Pre-B ALL, While Blocking Cytolysis of a Burkitt Lymphoma Cell Line. Frontiers in immunology. 2022; 13(?):825364. doi: 10.3389/fimmu.2022.825364. [PMID: 35222407]
  • Francisco A Blanco, Agnes Czikora, Noemi Kedei, Youngki You, Gary A Mitchell, Satyabrata Pany, Anamitra Ghosh, Peter M Blumberg, Joydip Das. Munc13 Is a Molecular Target of Bryostatin 1. Biochemistry. 2019 07; 58(27):3016-3030. doi: 10.1021/acs.biochem.9b00427. [PMID: 31243993]
  • Raymond J Andersen, Fidele Ntie-Kang, Ian Tietjen. Natural product-derived compounds in HIV suppression, remission, and eradication strategies. Antiviral research. 2018 10; 158(?):63-77. doi: 10.1016/j.antiviral.2018.07.016. [PMID: 30063970]
  • Xiang Rong Tian, Hai Feng Tang, Xiao Lin Tian, Jia Jun Hu, Li Li Huang, Kirk R Gustafson. Review of bioactive secondary metabolites from marine bryozoans in the progress of new drugs discovery. Future medicinal chemistry. 2018 06; 10(12):1497-1514. doi: 10.4155/fmc-2018-0012. [PMID: 29788787]
  • Elsayed I Salim, Samar F Harras, Aisha G Abdalla, Mohmmed H Mona. Syphacia muris infection in rats attenuates colorectal carcinogenesis through oxidative stress and gene expression alterations. Implications for modulatory effects by Bryostatin-1. Acta parasitologica. 2018 Mar; 63(1):198-209. doi: 10.1515/ap-2018-0023. [PMID: 29351079]
  • Tapan K Khan, Paul A Wender, Daniel L Alkon. Bryostatin and its synthetic analog, picolog rescue dermal fibroblasts from prolonged stress and contribute to survival and rejuvenation of human skin equivalents. Journal of cellular physiology. 2018 Feb; 233(2):1523-1534. doi: 10.1002/jcp.26043. [PMID: 28590053]
  • Steven M Ryckbosch, Paul A Wender, Vijay S Pande. Molecular dynamics simulations reveal ligand-controlled positioning of a peripheral protein complex in membranes. Nature communications. 2017 02; 8(1):6. doi: 10.1038/s41467-016-0015-8. [PMID: 28232750]
  • Carolina Gutiérrez, Sergio Serrano-Villar, Nadia Madrid-Elena, Maria J Pérez-Elías, Maria Elena Martín, Coral Barbas, Javier Ruipérez, Eduardo Muñoz, Maria Angeles Muñoz-Fernández, Trevor Castor, Santiago Moreno. Bryostatin-1 for latent virus reactivation in HIV-infected patients on antiretroviral therapy. AIDS (London, England). 2016 06; 30(9):1385-92. doi: 10.1097/qad.0000000000001064. [PMID: 26891037]
  • Sergey Iordanskiy, Rachel Van Duyne, Gavin C Sampey, Caitlin M Woodson, Kelsi Fry, Mohammed Saifuddin, Jia Guo, Yuntao Wu, Fabio Romerio, Fatah Kashanchi. Therapeutic doses of irradiation activate viral transcription and induce apoptosis in HIV-1 infected cells. Virology. 2015 Nov; 485(?):1-15. doi: 10.1016/j.virol.2015.06.021. [PMID: 26184775]
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  • Matthew C Tuthill, Carolyn E Oki, Patricia S Lorenzo. Differential effects of bryostatin 1 and 12-O-tetradecanoylphorbol-13-acetate on the regulation and activation of RasGRP1 in mouse epidermal keratinocytes. Molecular cancer therapeutics. 2006 Mar; 5(3):602-10. doi: 10.1158/1535-7163.mct-05-0317. [PMID: 16546974]
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  • Thomas J Manning, Michael Land, Emily Rhodes, Linda Chamberlin, Jack Rudloe, Dennis Phillips, Tukiet T Lam, Jeremiah Purcell, Helen J Cooper, Mark R Emmett, Alan G Marshall. Identifying bryostatins and potential precursors from the bryozoan Bugula neritina. Natural product research. 2005 Jul; 19(5):467-91. doi: 10.1080/14786410412331280041. [PMID: 15938194]
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  • Caitlin Hammond, Yonghong Shi, Jenny Mena, Jelena Tomic, David Cervi, Liwei He, Amanda E Millar, Mark Debenedette, Andre C Schuh, Jeremy L Baryza, Paul A Wender, Laszlo Radvanyi, David E Spaner. Effect of serum and antioxidants on the immunogenicity of protein kinase C-activated chronic lymphocytic leukemia cells. Journal of immunotherapy (Hagerstown, Md. : 1997). 2005 Jan; 28(1):28-39. doi: 10.1097/00002371-200501000-00004. [PMID: 15614042]
  • Farr Nezhat, Scott Wadler, Franco Muggia, John Mandeli, Gary Goldberg, Jamal Rahaman, Carolyn Runowicz, Anthony J Murgo, Ginger J Gardner. Phase II trial of the combination of bryostatin-1 and cisplatin in advanced or recurrent carcinoma of the cervix: a New York Gynecologic Oncology Group study. Gynecologic oncology. 2004 Apr; 93(1):144-8. doi: 10.1016/j.ygyno.2003.12.021. [PMID: 15047228]
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  • S Madhusudan, A Protheroe, D Propper, C Han, P Corrie, H Earl, B Hancock, P Vasey, A Turner, F Balkwill, S Hoare, A L Harris. A multicentre phase II trial of bryostatin-1 in patients with advanced renal cancer. British journal of cancer. 2003 Oct; 89(8):1418-22. doi: 10.1038/sj.bjc.6601321. [PMID: 14562010]
  • Traci E Battle, David A Frank. STAT1 mediates differentiation of chronic lymphocytic leukemia cells in response to Bryostatin 1. Blood. 2003 Oct; 102(8):3016-24. doi: 10.1182/blood-2002-09-2972. [PMID: 12855573]
  • William Matsui, Carol Ann Huff, Milada Vala, James Barber, B Douglas Smith, Richard J Jones. Anti-tumour activity of interferon-alpha in multiple myeloma: role of interleukin 6 and tumor cell differentiation. British journal of haematology. 2003 Apr; 121(2):251-8. doi: 10.1046/j.1365-2141.2003.04255.x. [PMID: 12694246]
  • Jerome D Winegarden, Ann M Mauer, Thomas F Gajewski, Philip C Hoffman, Stuart Krauss, Charles M Rudin, Everett E Vokes. A phase II study of bryostatin-1 and paclitaxel in patients with advanced non-small cell lung cancer. Lung cancer (Amsterdam, Netherlands). 2003 Feb; 39(2):191-6. doi: 10.1016/s0169-5002(02)00447-6. [PMID: 12581572]
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