Colibactin (BioDeep_00000841484)
代谢物信息卡片
化学式: C37H38N8O7S2 (770.2305)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC1CCC(=N1)C2=C(C3(CC3)NC2=O)CC(=O)NCC4=NC(=CS4)C(=O)C(=O)C5=NC(=CS5)C(=O)CNC(=O)CC6=C(C(=O)NC67CC7)C8=NC(CC8)C
InChI: InChI=1S/C37H38N8O7S2/c1-17-3-5-21(40-17)29-19(36(7-8-36)44-33(29)51)11-26(47)38-13-25(46)23-15-54-35(43-23)32(50)31(49)24-16-53-28(42-24)14-39-27(48)12-20-30(22-6-4-18(2)41-22)34(52)45-37(20)9-10-37/h15-18H,3-14H2,1-2H3,(H,38,47)(H,39,48)(H,44,51)(H,45,52)/t17-,18-/m0/s1
描述信息
A member of the class of 1,3-thiazoles that comprises of two units of 2-[(2-{6-[(2S)-2-methyl-3,4-dihydro-2H-pyrrol-5-yl]-5-oxo-4-azaspiro[2.4]hept-6-en-7-yl}acetamido)methyl]-1,3-thiazole-4-carboxylic acid linked together via the formal condensation of the carboxy groups. It is a secondary metabolite produced by certain strains of bacteria found in the human gut such as Escherichia coli. It has the ability to bind covalently to DNA and is strongly associated with colorectal cancer.
同义名列表
1 个代谢物同义名
数据库引用编号
5 个数据库交叉引用编号
- ChEBI: CHEBI:156303
- PubChem: 138805674
- CAS: 2828423-98-7
- MetaboLights: MTBLC156303
- KEGG: C22668
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 |
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文献列表
- Nilmara de Oliveira Alves, Guillaume Dalmasso, Darja Nikitina, Amaury Vaysse, Richard Ruez, Lea Ledoux, Thierry Pedron, Emma Bergsten, Olivier Boulard, Lora Autier, Sofian Allam, Laurence Motreff, Pierre Sauvanet, Diane Letourneur, Pragya Kashyap, Johan Gagnière, Denis Pezet, Catherine Godfraind, Michel Salzet, Emmanuel Lemichez, Mathilde Bonnet, Imène Najjar, Christophe Malabat, Marc Monot, Denis Mestivier, Nicolas Barnich, Pankaj Yadav, Isabelle Fournier, Sean Kennedy, Amel Mettouchi, Richard Bonnet, Iradj Sobhani, Mathias Chamaillard. The colibactin-producing Escherichia coli alters the tumor microenvironment to immunosuppressive lipid overload facilitating colorectal cancer progression and chemoresistance.
Gut microbes.
2024 Jan; 16(1):2320291. doi:
10.1080/19490976.2024.2320291
. [PMID: 38417029] - Mikaela DiBello, Alan R Healy, Herman Nikolayevskiy, Zhi Xu, Seth B Herzon. Structure Elucidation of Secondary Metabolites: Current Frontiers and Lingering Pitfalls.
Accounts of chemical research.
2023 06; 56(12):1656-1668. doi:
10.1021/acs.accounts.3c00183
. [PMID: 37220079] - Jiandong Chen, Hyuntae Byun, Rui Liu, I-Ji Jung, Qinqin Pu, Clara Y Zhu, Ethan Tanchoco, Salma Alavi, Patrick H Degnan, Amy T Ma, Manuela Roggiani, Joris Beld, Mark Goulian, Ansel Hsiao, Jun Zhu. A commensal-encoded genotoxin drives restriction of Vibrio cholerae colonization and host gut microbiome remodeling.
Proceedings of the National Academy of Sciences of the United States of America.
2022 03; 119(11):e2121180119. doi:
10.1073/pnas.2121180119
. [PMID: 35254905] - Yuta Tsunematsu, Koji Hosomi, Jun Kunisawa, Michio Sato, Noriko Shibuya, Emiko Saito, Haruka Murakami, Yuko Yoshikawa, Yuji Iwashita, Noriyuki Miyoshi, Michihiro Mutoh, Hideki Ishikawa, Haruhiko Sugimura, Motohiko Miyachi, Keiji Wakabayashi, Kenji Watanabe. Mother-to-infant transmission of the carcinogenic colibactin-producing bacteria.
BMC microbiology.
2021 08; 21(1):235. doi:
10.1186/s12866-021-02292-1
. [PMID: 34429063] - T Kaewkod, R Tobe, Y Tragoolpua, H Mihara. Medicinal plant extracts protect epithelial cells from infection and DNA damage caused by colibactin-producing Escherichia coli, and inhibit the growth of bacteria.
Journal of applied microbiology.
2021 Mar; 130(3):769-785. doi:
10.1111/jam.14817
. [PMID: 32767847] - Camille V Chagneau, Clémence Massip, Nadège Bossuet-Greif, Christophe Fremez, Jean-Paul Motta, Ayaka Shima, Céline Besson, Pauline Le Faouder, Nicolas Cénac, Marie-Paule Roth, Hélène Coppin, Maxime Fontanié, Patricia Martin, Jean-Philippe Nougayrède, Eric Oswald. Uropathogenic E. coli induces DNA damage in the bladder.
PLoS pathogens.
2021 02; 17(2):e1009310. doi:
10.1371/journal.ppat.1009310
. [PMID: 33630958] - Clémence Massip, Camille V Chagneau, Michèle Boury, Eric Oswald. The synergistic triad between microcin, colibactin, and salmochelin gene clusters in uropathogenic Escherichia coli.
Microbes and infection.
2020 04; 22(3):144-147. doi:
10.1016/j.micinf.2020.01.001
. [PMID: 31954842] - Faezah Kosari, Mohammad Taheri, Abbas Moradi, Reza Hakimi Alni, Mohammad Yousef Alikhani. Evaluation of cinnamon extract effects on clbB gene expression and biofilm formation in Escherichia coli strains isolated from colon cancer patients.
BMC cancer.
2020 Mar; 20(1):267. doi:
10.1186/s12885-020-06736-1
. [PMID: 32228495] - Niora J Fabian, Anthony J Mannion, Yan Feng, Carolyn M Madden, James G Fox. Intestinal colonization of genotoxic Escherichia coli strains encoding colibactin and cytotoxic necrotizing factor in small mammal pets.
Veterinary microbiology.
2020 Jan; 240(?):108506. doi:
10.1016/j.vetmic.2019.108506
. [PMID: 31902483] - Susanna A Kurnick, Anthony J Mannion, Yan Feng, Carolyn M Madden, Paul Chamberlain, James G Fox. Genotoxic Escherichia coli Strains Encoding Colibactin, Cytolethal Distending Toxin, and Cytotoxic Necrotizing Factor in Laboratory Rats.
Comparative medicine.
2019 04; 69(2):103-113. doi:
10.30802/aalas-cm-18-000099
. [PMID: 30902120] - Forough L Nowrouzian, Eric Oswald. Escherichia coli strains with the capacity for long-term persistence in the bowel microbiota carry the potentially genotoxic pks island.
Microbial pathogenesis.
2012 Sep; 53(3-4):180-2. doi:
10.1016/j.micpath.2012.05.011
. [PMID: 22709536]