Thiostrepton (BioDeep_00000009067)
Secondary id: BioDeep_00000910921
Chemicals and Drugs
代谢物信息卡片
化学式: C72H85N19O18S5 (1663.4923)
中文名称: 硫链丝菌素
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C=C(NC(=O)C(=C)NC(=O)c1csc(C2=NC3c4csc(n4)C4NC(=O)c5csc(n5)C(C(C)(O)C(C)O)NC(=O)C5CSC(=N5)C(=CC)NC(=O)C(C(C)O)NC(=O)c5csc(n5)C3(CC2)NC(=O)C(C)NC(=O)C(=C)NC(=O)C(C)NC(=O)C(C(C)CC)NC2C=Cc3c(C(C)O)cc(nc3C2O)C(=O)OC4C)n1)C(=N)O
InChI: InChI=1S/C72H85N19O18S5/c1-14-26(3)47-63(105)78-30(7)57(99)75-28(5)56(98)76-31(8)58(100)91-72-19-18-40(66-85-43(22-111-66)59(101)77-29(6)55(97)74-27(4)54(73)96)81-52(72)42-21-112-67(83-42)49(34(11)109-69(107)41-20-37(32(9)92)36-16-17-39(79-47)51(95)50(36)80-41)89-60(102)44-24-113-68(86-44)53(71(13,108)35(12)94)90-62(104)45-23-110-65(84-45)38(15-2)82-64(106)48(33(10)93)88-61(103)46-25-114-70(72)87-46/h15-17,20-22,24-26,30-35,39,45,47-49,51-53,79,92-95,108H,4-6,14,18-19,23H2,1-3,7-13H3,(H2,73,96)(H,74,97)(H,75,99)(H,76,98)(H,77,101)(H,78,105)(H,82,106)(H,88,103)(H,89,102)(H,90,104)(H,91,100)/b38-15-/t26-,30-,31-,32-,33+,34+,35+,39+,45+,47-,48-,49-,51-,52+,53+,71+,72+/m0/s1
描述信息
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents
A heterodetic cyclic peptide, in which the cyclisation step involves a formal lactonisation between the carboxy group of a quinaldic acid-based residue and a secondary alcohol. An antibiotic that inhibits bacterial protein synthesis. Also acts as an antitumor agent.
C274 - Antineoplastic Agent > C177298 - Mitochondrial Targeting Antineoplastic Agent
C254 - Anti-Infective Agent > C258 - Antibiotic
Same as: D06111
Thiostrepton is a thiazole antibiotic which selectively inhibits FOXM1. FOXM1 binds to YAP/TEAD complex. YAP/TEAD/FOXM1 complex binding at regulatory regions of genes governing cell cycle may impact cell proliferation[1].
Thiostrepton is a thiazole antibiotic which selectively inhibits FOXM1. FOXM1 binds to YAP/TEAD complex. YAP/TEAD/FOXM1 complex binding at regulatory regions of genes governing cell cycle may impact cell proliferation[1].
同义名列表
4 个代谢物同义名
N-[3-[(3-amino-3-oxoprop-1-en-2-yl)amino]-3-oxoprop-1-en-2-yl]-2-[(1R,8S,11Z,15S,18S,25S,26R,35R,37S,40S,46S,53R,59S)-37-butan-2-yl-18-[(2R,3R)-2,3-dihydroxybutan-2-yl]-11-ethylidene-59-hydroxy-8-[(1R)-1-hydroxyethyl]-31-[(1S)-1-hydroxyethyl]-26,40,46-trimethyl-43-methylidene-6,9,16,23,28,38,41,44,47-nonaoxo-27-oxa-3,13,20,56-tetrathia-7,10,17,24,36,39,42,45,48,52,58,61,62,63,64-pentadecazanonacyclo[23.23.9.329,35.12,5.112,15.119,22.154,57.01,53.032,60]tetrahexaconta-2(64),4,12(63),19(62),21,29(61),30,32(60),33,51,54,57-dodecaen-51-yl]-1,3-thiazole-4-carboxamide; Thiostrepton; N-[3-[(3-amino-3-oxoprop-1-en-2-yl)amino]-3-oxoprop-1-en-2-yl]-2-[(8S,11Z,18R,25S,35R,59S)-37-butan-2-yl-18-(2,3-dihydroxybutan-2-yl)-11-ethylidene-59-hydroxy-31-(1-hydroxyethyl)-8-[(1R)-1-hydroxyethyl]-26,40,46-trimethyl-43-methylidene-6,9,16,23,28,38,41,44,47-nonaoxo-27-oxa-3,13,20,56-tetrathia-7,10,17,24,36,39,42,45,48,52,58,61,62,63,64-pentadecazanonacyclo[23.23.9.329,35.12,5.112,15.119,22.154,57.01,53.032,60]tetrahexaconta-2(64),4,12(63),19(62),21,29(61),30,32(60),33,51,54,57-dodecaen-51-yl]-1,3-thiazole-4-carboxamide; Thiostrepton
数据库引用编号
19 个数据库交叉引用编号
- ChEBI: CHEBI:94395
- ChEBI: CHEBI:29693
- KEGG: C12054
- KEGGdrug: D06111
- PubChem: 73707520
- PubChem: 16154490
- PubChem: 16129638
- PubChem: 76550558
- Metlin: METLIN43347
- ChEMBL: CHEMBL1236460
- MeSH: Thiostrepton
- KNApSAcK: C00000753
- CAS: 1393-48-2
- PMhub: MS000022804
- MetaboLights: MTBLC29693
- PubChem: 14209
- NIKKAJI: J152.107A
- medchemexpress: HY-B0990
- KNApSAcK: 29693
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)
3 个相关的物种来源信息
- 146537 - Streptomyces azureus: 10.1016/B978-0-7506-9095-9.50009-5
- 116188 - Streptomyces coeruleorubidus: 10.1016/B978-0-7506-9095-9.50009-5
- 39478 - Streptomyces laurentii: 10.1016/B978-0-7506-9095-9.50009-5
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。
文献列表
- Shi-Xiong Liu, Yun Zhou, Li Zhao, Ling-Shan Zhou, Jie Sun, Ge-Jing Liu, Ying-Shi Du, Yong-Ning Zhou. Thiostrepton confers protection against reactive oxygen species-related apoptosis by restraining FOXM1-triggerred development of gastric cancer.
Free radical biology & medicine.
2022 11; 193(Pt 1):385-404. doi:
10.1016/j.freeradbiomed.2022.09.018. [PMID: 36152915] - Weifan Zhang, Mengyuan Gong, Wunai Zhang, Jiantao Mo, Simei Zhang, Zeen Zhu, Xueni Wang, Bo Zhang, Weikun Qian, Zheng Wu, Qingyong Ma, Zheng Wang. Thiostrepton induces ferroptosis in pancreatic cancer cells through STAT3/GPX4 signalling.
Cell death & disease.
2022 07; 13(7):630. doi:
10.1038/s41419-022-05082-3. [PMID: 35859150] - Tse-Hung Huang, Alexander T H Wu, Tai-Shan Cheng, Kuan-Ting Lin, Chia-Jou Lai, Hao-Wen Hsieh, Peter Mu-Hsin Chang, Cheng-Wen Wu, Chi-Ying F Huang, Kuan-Yu Chen. In silico identification of thiostrepton as an inhibitor of cancer stem cell growth and an enhancer for chemotherapy in non-small-cell lung cancer.
Journal of cellular and molecular medicine.
2019 12; 23(12):8184-8195. doi:
10.1111/jcmm.14689. [PMID: 31638335] - Hu Wang, Guoping Zhao, Xiaoming Ding. Morphology engineering of Streptomyces coelicolor M145 by sub-inhibitory concentrations of antibiotics.
Scientific reports.
2017 10; 7(1):13226. doi:
10.1038/s41598-017-13493-y. [PMID: 29038577] - Donghyun Lee, Adel R Moawad, Tania Morielli, Maria C Fernandez, Cristian O'Flaherty. Peroxiredoxins prevent oxidative stress during human sperm capacitation.
Molecular human reproduction.
2017 02; 23(2):106-115. doi:
10.1093/molehr/gaw081. [PMID: 28025393] - Yuhta Nomura, Taito Takabayashi, Hiroshi Kuroda, Yasushi Yukawa, Kwanchanok Sattasuk, Mitsuru Akita, Akira Nozawa, Yuzuru Tozawa. ppGpp inhibits peptide elongation cycle of chloroplast translation system in vitro.
Plant molecular biology.
2012 Jan; 78(1-2):185-96. doi:
10.1007/s11103-011-9858-x. [PMID: 22108865] - Ming Wang, Andrei L Gartel. Micelle-encapsulated thiostrepton as an effective nanomedicine for inhibiting tumor growth and for suppressing FOXM1 in human xenografts.
Molecular cancer therapeutics.
2011 Dec; 10(12):2287-97. doi:
10.1158/1535-7163.mct-11-0536. [PMID: 21903609] - Ana Zeng, Tao Wang, Haiyang Xia, Shiyuan Peng, Weihua Chen, Chenglin Jiang, Lihua Xu, Li Zhong, Meijuan Shen, Zhongjun Qin. Development of a vector and host system and characterization of replication of plasmid pSQ10 in moderately halophilic Nocardiopsis.
Acta biochimica et biophysica Sinica.
2011 Sep; 43(9):738-43. doi:
10.1093/abbs/gmr059. [PMID: 21757453] - Christopher Dean Goodman, Vanessa Su, Geoffrey I McFadden. The effects of anti-bacterials on the malaria parasite Plasmodium falciparum.
Molecular and biochemical parasitology.
2007 Apr; 152(2):181-91. doi:
10.1016/j.molbiopara.2007.01.005. [PMID: 17289168] - Nobutaka Nakashima, Tomohiro Tamura. A novel system for expressing recombinant proteins over a wide temperature range from 4 to 35 degrees C.
Biotechnology and bioengineering.
2004 Apr; 86(2):136-48. doi:
10.1002/bit.20024. [PMID: 15052633] - G R Janssen, M J Bibb. Tandem promoters, tsrp1 and tsrp2, direct transcription of the thiostrepton resistance gene (tsr) of Streptomyces azureus: transcriptional initiation from tsrp2 occurs after deletion of the -35 region.
Molecular & general genetics : MGG.
1990 May; 221(3):339-46. doi:
10.1007/bf00259397. [PMID: 2381416]
