LysoPS(18:0/0:0) (BioDeep_00000169944)
human metabolite LipidSearch
代谢物信息卡片
(2S)-2-amino-3-{[hydroxy((2R)-2-hydroxy-3-(octadecanoyloxy)propoxy)phosphoryl]oxy}propanoic acid
化学式: C24H48NO9P (525.3066527999999)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(lipidomics) 93.33%
分子结构信息
SMILES: CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(C(=O)O)N)O
InChI: InChI=1S/C24H48NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(27)32-18-21(26)19-33-35(30,31)34-20-22(25)24(28)29/h21-22,26H,2-20,25H2,1H3,(H,28,29)(H,30,31)/t21-,22+/m1/s1
描述信息
LysoPS(18:0/0:0) is a lysophosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. The term lysophospholipid (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix lyso- comes from the fact that lysophospholipids were originally found to be hemolytic. However, it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Lysophosphatidylserines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. LysoPS(18:0/0:0), in particular, consists of one chain of stearic acid at the C-1 position.
同义名列表
19 个代谢物同义名
(2S)-2-amino-3-{[hydroxy((2R)-2-hydroxy-3-(octadecanoyloxy)propoxy)phosphoryl]oxy}propanoic acid; (2S)-2-amino-3-({hydroxy[(2R)-2-hydroxy-3-(octadecanoyloxy)propoxy]phosphoryl}oxy)propanoic acid; 1-Octadecanoyl-sn-glycero-3-phospho-L-serine; 1-octadecanoyl-sn-glycero-3-phosphoserine; 1-Stearoyl-sn-glycero-3-phospho-L-serine; 1-Stearoyl-sn-glycero-3-phosphoserine; 1-Stearoyl-lysophosphatidylserine; Lysophosphatidylserine(18:0/0:0); Lysophosphatidylserine(18:0); Lysophosphatidylserine C18:0; Lysophosphatidylserine; LysoPS(18:0/0:0); 1-Stearoyl-GPS; LPS(18:0/0:0); GPS(18:0/0:0); LysoPS(18:0); PS(18:0/0:0); GPS(18:0); LPS(18:0)
数据库引用编号
6 个数据库交叉引用编号
- ChEBI: CHEBI:85403
- PubChem: 42607474
- HMDB: HMDB0240606
- ChEMBL: CHEMBL582985
- chemspider: 24640928
- CAS: 119786-67-3
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。
文献列表
- Arnab Chakraborty, Siddhesh S Kamat. Lysophosphatidylserine: A Signaling Lipid with Implications in Human Diseases.
Chemical reviews.
2024 May; 124(9):5470-5504. doi:
10.1021/acs.chemrev.3c00701. [PMID: 38607675] - Guibing Liu, Xiu Li, Yujing Wang, Xuan Zhang, Weimin Gong. Structural basis for ligand recognition and signaling of the lysophosphatidylserine receptors GPR34 and GPR174.
PLoS biology.
2023 Dec; 21(12):e3002387. doi:
10.1371/journal.pbio.3002387. [PMID: 38048360] - Ryuta Sugihara, Manabu Taneike, Tomokazu Murakawa, Takahito Tamai, Hiromichi Ueda, Rika Kitazume-Taneike, Takafumi Oka, Yasuhiro Akazawa, Hiroki Nishida, Kentaro Mine, Ayana Hioki, Jumpei Omi, Shigemiki Omiya, Junken Aoki, Kazutaka Ikeda, Kazuhiko Nishida, Makoto Arita, Osamu Yamaguchi, Yasushi Sakata, Kinya Otsu. Lysophosphatidylserine induces necrosis in pressure overloaded male mouse hearts via G protein coupled receptor 34.
Nature communications.
2023 07; 14(1):4494. doi:
10.1038/s41467-023-40201-4. [PMID: 37524709] - Jiale Liang, Asuka Inoue, Tatsuya Ikuta, Ruixue Xia, Na Wang, Kouki Kawakami, Zhenmei Xu, Yu Qian, Xinyan Zhu, Anqi Zhang, Changyou Guo, Zhiwei Huang, Yuanzheng He. Structural basis of lysophosphatidylserine receptor GPR174 ligand recognition and activation.
Nature communications.
2023 02; 14(1):1012. doi:
10.1038/s41467-023-36575-0. [PMID: 36823105] - Yuriko Otake-Kasamoto, Hisako Kayama, Toshihiro Kishikawa, Shinichiro Shinzaki, Taku Tashiro, Takahiro Amano, Mizuki Tani, Takeo Yoshihara, Bo Li, Haruka Tani, Li Liu, Akio Hayashi, Daisuke Okuzaki, Daisuke Motooka, Shota Nakamura, Yukinori Okada, Hideki Iijima, Kiyoshi Takeda, Tetsuo Takehara. Lysophosphatidylserines derived from microbiota in Crohn's disease elicit pathological Th1 response.
The Journal of experimental medicine.
2022 07; 219(7):. doi:
10.1084/jem.20211291. [PMID: 35608941] - Nhan H Nguyen, Manlin Chen, Vincent Chak, Sathy V Balu-Iyer. Biophysical Characterization of Tolerogenic Lipid-Based Nanoparticles Containing Phosphatidylcholine and Lysophosphatidylserine.
Journal of pharmaceutical sciences.
2022 07; 111(7):2072-2082. doi:
10.1016/j.xphs.2022.01.025. [PMID: 35108564] - Yue Zhou, Meijia Chang, Ning Wang, Yuan Zhuang, Fang Wang, Xu Zhang, Min Guo, Ning Lin, John Zhong Li, Qian Wang. Phosphatidylserine-Specific Phospholipase A1 Limits Aggressiveness of Lung Adenocarcinoma by Lysophosphatidylserine and Protein Kinase A-Dependent Pathway.
The American journal of pathology.
2022 06; 192(6):970-983. doi:
10.1016/j.ajpath.2022.03.005. [PMID: 35358472] - Myeong Seong Sim, Hye Jeong Kim, Sang Hee Jo, Chun Kim, Il Yup Chung. Lysophosphatidylserine Induces MUC5AC Production via the Feedforward Regulation of the TACE-EGFR-ERK Pathway in Airway Epithelial Cells in a Receptor-Independent Manner.
International journal of molecular sciences.
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2021 10; 12(1):5963. doi:
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Cell chemical biology.
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2020 07; 10(8):. doi:
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Biochemistry.
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Biochemistry.
2020 03; 59(11):1173-1201. doi:
10.1021/acs.biochem.0c00061. [PMID: 32124599] - Baasanjav Uranbileg, Makoto Kurano, Masaya Sato, Hitoshi Ikeda, Takeaki Ishizawa, Kiyoshi Hasegawa, Norihiro Kokudo, Yutaka Yatomi. Possible involvement of PS-PLA1 and lysophosphatidylserine receptor (LPS1) in hepatocellular carcinoma.
Scientific reports.
2020 02; 10(1):2659. doi:
10.1038/s41598-020-59590-3. [PMID: 32060356] - Daisuke Ogasawara, Taka-Aki Ichu, Vincent F Vartabedian, Jacqueline Benthuysen, Hui Jing, Alex Reed, Olesya A Ulanovskaya, Jonathan J Hulce, Amanda Roberts, Steven Brown, Hugh Rosen, John R Teijaro, Benjamin F Cravatt. Selective blockade of the lyso-PS lipase ABHD12 stimulates immune responses in vivo.
Nature chemical biology.
2018 12; 14(12):1099-1108. doi:
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The Journal of biological chemistry.
2018 11; 293(44):16953-16963. doi:
10.1074/jbc.ra118.005640. [PMID: 30237167] - Jong Cheol Lee, Se Mi Park, Il Yong Kim, Hyerim Sung, Je Kyung Seong, Myeong Hee Moon. High-fat diet-induced lipidome perturbations in the cortex, hippocampus, hypothalamus, and olfactory bulb of mice.
Biochimica et biophysica acta. Molecular and cell biology of lipids.
2018 09; 1863(9):980-990. doi:
10.1016/j.bbalip.2018.05.007. [PMID: 29787912] - S M Hwang, H J Kim, S M Kim, Y Jung, S W Park, I Y Chung. Lysophosphatidylserine receptor P2Y10: A G protein-coupled receptor that mediates eosinophil degranulation.
Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology.
2018 08; 48(8):990-999. doi:
10.1111/cea.13162. [PMID: 29700886] - Makoto Kurano, Tomomitsu Miyagaki, Takuya Miyagawa, Koji Igarashi, Satoshi Shimamoto, Hitoshi Ikeda, Junken Aoki, Shinichi Sato, Yutaka Yatomi. Association between serum autotaxin or phosphatidylserine-specific phospholipase A1 levels and melanoma.
The Journal of dermatology.
2018 May; 45(5):571-579. doi:
10.1111/1346-8138.14278. [PMID: 29500864] - Michael J Barnes, Jason G Cyster. Lysophosphatidylserine suppression of T-cell activation via GPR174 requires Gαs proteins.
Immunology and cell biology.
2018 04; 96(4):439-445. doi:
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Biochemical and biophysical research communications.
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Journal of lipid research.
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