OOHL (BioDeep_00000003951)
代谢物信息卡片
化学式: C12H19NO4 (241.1314)
中文名称: N-(3-氧代辛酰基)-L-高丝氨酸内酯
谱图信息:
最多检出来源 Viridiplantae(plant) 28.02%
分子结构信息
SMILES: C1[C@@H](C(=O)OC1)NC(=O)CC(=O)CCCCC
InChI: InChI=1S/C12H19NO4/c1-2-3-4-5-9(14)8-11(15)13-10-6-7-17-12(10)16/h10H,2-8H2,1H3,(H,13,15)/t10-/m0/s1
描述信息
同义名列表
9 个代谢物同义名
3-Oxo-octanoic acid (2-oxo-tetrahydro-furan-3-YL)-amide; 3-oxo-N-[(3S)-tetrahydro-2-oxo-3-furanyl]-octanamide; N-(3-Oxooctanoyl)-DL-homoserine lactone; N-(3-Oxooctanoyl)-L-homoserine lactone; N-(3-oxo-octanoyl)-homoserine lactone; N-(3-Oxooctanoyl)homoserine lactone; OOHL; N-(3-Oxooctanoyl)homoserine lactone; N-(3-Oxooctanoyl)-L-homoserine lactone
数据库引用编号
14 个数据库交叉引用编号
- KEGG: C11841
- PubChem: 4476497
- PubChem: 127293
- Metlin: METLIN36734
- DrugBank: DB08081
- ChEMBL: CHEMBL463321
- LipidMAPS: LMFA08030004
- CAS: 147795-39-9
- PMhub: MS000013774
- PubChem: 14003
- PDB-CCD: LAE
- 3DMET: B04329
- NIKKAJI: J533.603A
- RefMet: N-(3-Oxo-octanoyl)-homoserine lactone
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
- 193 - Azospirillum lipoferum: 10.1111/J.1574-6941.2006.00153.X
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
- Wei Cheng, Zhenyu Wang, Yi Xiong, Zhifeng Wu, Xiang Tan, Yapeng Yang, Hang Zhang, Xi Zhu, Hong Wei, Shiyu Tao. N-(3-oxododecanoyl)-homoserine lactone disrupts intestinal barrier and induces systemic inflammation through perturbing gut microbiome in mice.
The Science of the total environment.
2021 Jul; 778(?):146347. doi:
10.1016/j.scitotenv.2021.146347
. [PMID: 34030388] - Dingka Song, Junchen Meng, Jie Cheng, Zheng Fan, Pengyu Chen, Hefei Ruan, Zhongyuan Tu, Ning Kang, Nan Li, Ying Xu, Xiaobo Wang, Fei Shu, Libing Mu, Tengfei Li, Wenran Ren, Xin Lin, Jun Zhu, Xiaohong Fang, Matthias W Amrein, Weihui Wu, Li-Tang Yan, Junhong Lü, Tie Xia, Yan Shi. Pseudomonas aeruginosa quorum-sensing metabolite induces host immune cell death through cell surface lipid domain dissolution.
Nature microbiology.
2019 01; 4(1):97-111. doi:
10.1038/s41564-018-0290-8
. [PMID: 30510173] - Feifei Cheng, Anzhou Ma, Xuliang Zhuang, Xiaojia He, Guoqiang Zhuang. N-(3-oxo-hexanoyl)-homoserine lactone has a critical contribution to the quorum-sensing-dependent regulation in phytopathogen Pseudomonas syringae pv. tabaci 11528.
FEMS microbiology letters.
2016 12; 363(23):. doi:
10.1093/femsle/fnw265
. [PMID: 27864298] - Isar Dejban Golpasha, Seyed Fazlollah Mousavi, Parviz Owlia, Seyed Davar Siadat, Shiva Irani. Immunization with 3-oxododecanoyl-L-homoserine lactone-r-PcrV conjugate enhances survival of mice against lethal burn infections caused by Pseudomonas aeruginosa.
Bosnian journal of basic medical sciences.
2015 May; 15(2):15-24. doi:
10.17305/bjbms.2015.292
. [PMID: 26042508] - Christian Schwarzer, Zhu Fu, Takeshi Morita, Aaron G Whitt, Aaron M Neely, Chi Li, Terry E Machen. Paraoxonase 2 serves a proapopotic function in mouse and human cells in response to the Pseudomonas aeruginosa quorum-sensing molecule N-(3-Oxododecanoyl)-homoserine lactone.
The Journal of biological chemistry.
2015 Mar; 290(11):7247-58. doi:
10.1074/jbc.m114.620039
. [PMID: 25627690] - Gisela von Hoven, Nicole Kloft, Claudia Neukirch, Sabrina Ebinger, Wiesia Bobkiewicz, Silvia Weis, Klaus Boller, Kim D Janda, Matthias Husmann. Modulation of translation and induction of autophagy by bacterial exoproducts.
Medical microbiology and immunology.
2012 Nov; 201(4):409-18. doi:
10.1007/s00430-012-0271-0
. [PMID: 22991039] - Chunjuan Miao, Fang Liu, Qian Zhao, Zhenhua Jia, Shuishan Song. A proteomic analysis of Arabidopsis thaliana seedling responses to 3-oxo-octanoyl-homoserine lactone, a bacterial quorum-sensing signal.
Biochemical and biophysical research communications.
2012 Oct; 427(2):293-8. doi:
10.1016/j.bbrc.2012.09.044
. [PMID: 22995300] - Alan R Smyth, Paramita M Cifelli, Catharine A Ortori, Karima Righetti, Sarah Lewis, Penny Erskine, Elaine D Holland, Michael Givskov, Paul Williams, Miguel Cámara, David A Barrett, Alan Knox. Garlic as an inhibitor of Pseudomonas aeruginosa quorum sensing in cystic fibrosis--a pilot randomized controlled trial.
Pediatric pulmonology.
2010 Apr; 45(4):356-62. doi:
10.1002/ppul.21193
. [PMID: 20306535] - Shinichi Miyairi, Kazuhiro Tateda, Etsu T Fuse, Chihiro Ueda, Hiroaki Saito, Tohru Takabatake, Yoshikazu Ishii, Manabu Horikawa, Masaji Ishiguro, Theodore J Standiford, Keizo Yamaguchi. Immunization with 3-oxododecanoyl-L-homoserine lactone-protein conjugate protects mice from lethal Pseudomonas aeruginosa lung infection.
Journal of medical microbiology.
2006 Oct; 55(Pt 10):1381-1387. doi:
10.1099/jmm.0.46658-0
. [PMID: 17005787] - Christiane Buch, Jens Sigh, John Nielsen, Jens Laurits Larsen, Lone Gram. Production of acylated homoserine lactones by different serotypes of Vibrio anguillarum both in culture and during infection of rainbow trout.
Systematic and applied microbiology.
2003 Sep; 26(3):338-49. doi:
10.1078/072320203322497365
. [PMID: 14529176] - Alessandro Vannini, Cinzia Volpari, Cesare Gargioli, Ester Muraglia, Riccardo Cortese, Raffaele De Francesco, Petra Neddermann, Stefania Di Marco. The crystal structure of the quorum sensing protein TraR bound to its autoinducer and target DNA.
The EMBO journal.
2002 Sep; 21(17):4393-401. doi:
10.1093/emboj/cdf459
. [PMID: 12198141] - S M Gardiner, S R Chhabra, C Harty, P Williams, D I Pritchard, B W Bycroft, T Bennett. Haemodynamic effects of the bacterial quorum sensing signal molecule, N-(3-oxododecanoyl)-L-homoserine lactone, in conscious, normal and endotoxaemic rats.
British journal of pharmacology.
2001 Aug; 133(7):1047-54. doi:
10.1038/sj.bjp.0704174
. [PMID: 11487515] - I Hwang, P L Li, L Zhang, K R Piper, D M Cook, M E Tate, S K Farrand. TraI, a LuxI homologue, is responsible for production of conjugation factor, the Ti plasmid N-acylhomoserine lactone autoinducer.
Proceedings of the National Academy of Sciences of the United States of America.
1994 May; 91(11):4639-43. doi:
10.1073/pnas.91.11.4639
. [PMID: 8197112] - K R Piper, S Beck von Bodman, S K Farrand. Conjugation factor of Agrobacterium tumefaciens regulates Ti plasmid transfer by autoinduction.
Nature.
1993 Apr; 362(6419):448-50. doi:
10.1038/362448a0
. [PMID: 8464476]