CE(18:2(9Z,12Z)) (BioDeep_00000010713)
Secondary id: BioDeep_00000603900, BioDeep_00001871487
human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite
代谢物信息卡片
化学式: C45H76O2 (648.5845)
中文名称: 亚油酸胆固醇酯
谱图信息:
最多检出来源 Homo sapiens(feces) 80.69%
分子结构信息
SMILES: CC(C)CCC[C@@H](C)[C@H]1CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](OC(CCCCCCC/C=C\C/C=C\CCCCC)=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C
InChI: InChI=1S/C45H76O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-43(46)47-38-30-32-44(5)37(34-38)26-27-39-41-29-28-40(36(4)24-22-23-35(2)3)45(41,6)33-31-42(39)44/h11-12,14-15,26,35-36,38-42H,7-10,13,16-25,27-34H2,1-6H3/t36-,38+,39+,40-,41+,42+,44+,45-/m1/s1
描述信息
Cholesteryl linoleic acid is a cholesteryl ester. A cholesteryl ester is an ester of cholesterol. Fatty acid esters of cholesterol constitute about two-thirds of the cholesterol in the plasma. Cholesterol is a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues, and transported in the blood plasma of all animals. The accumulation of cholesterol esters in the arterial intima (the innermost layer of an artery, in direct contact with the flowing blood) is a characteristic feature of atherosclerosis. Atherosclerosis is a disease affecting arterial blood vessels. It is a chronic inflammatory response in the walls of arteries, in large part to the deposition of lipoproteins (plasma proteins that carry cholesterol and triglycerides). Cholesteryl linoleate is contained in low density lipoprotein and atherosclerotic lesions. The oxidation products of cholesteryl linoleate may cause chronic inflammatory processes. (PMID 9684755, 11950694) [HMDB]
Cholesteryl linoleic acid is a cholesteryl ester. A cholesteryl ester is an ester of cholesterol. Fatty acid esters of cholesterol constitute about two-thirds of the cholesterol in the plasma. Cholesterol is a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues, and transported in the blood plasma of all animals. The accumulation of cholesterol esters in the arterial intima (the innermost layer of an artery, in direct contact with the flowing blood) is a characteristic feature of atherosclerosis. Atherosclerosis is a disease affecting arterial blood vessels. It is a chronic inflammatory response in the walls of arteries, in large part to the deposition of lipoproteins (plasma proteins that carry cholesterol and triglycerides). Cholesteryl linoleate is contained in low density lipoprotein and atherosclerotic lesions. The oxidation products of cholesteryl linoleate may cause chronic inflammatory processes. (PMID 9684755, 11950694).
Cholesteryl linoleate is shown to be the major cholesteryl ester contained in LDL and atherosclerotic lesions.
同义名列表
35 个代谢物同义名
(2R,5S,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl (9Z,12Z)-octadeca-9,12-dienoate; (Z,Z)-(3beta)-Cholest-5-en-3-ol 9,12-octadecadienoate; Cholest-5-en-3beta-yl (9Z,12Z-octadecadienoic acid; cholest-5-en-3beta-yl (9Z,12Z-octadecadienoate); Cholest-5-en-3beta-yl (9Z,12Z-octadecadienoate; Cholesterol 1-(9Z,12Z-octadecadienoic acid); Cholesteryl 1-(9Z,12Z-octadecadienoic acid); Cholesterol 1-(9Z,12Z-octadecadienoic acid; Cholesteryl 1-(9Z,12Z-octadecadienoic acid; Cholesterol 1-(9Z,12Z-octadecadienoate); Cholesteryl 1-(9Z,12Z-octadecadienoate); Cholesteryl 1-(9Z,12Z-octadecadienoate; Cholesterol 1-(9Z,12Z-octadecadienoate; 1-(9Z,12Z-Octadecadienoyl)-cholesterol; Linoleic Acid Cholesterol Ester; 18:2(9Z,12Z) Cholesterol ester; Cholesterol ester(18:2W6/0:0); Cholesterol ester(18:2n6/0:0); Cholesteryl 1-linoleoic acid; Cholesterol 1-linoleoic acid; Cholesterol ester(18:2/0:0); Cholesteryl 1-linoleoate; Cholesterol 1-linoleoate; 1-Linoleoyl-cholesterol; Cholesterol ester(18:2); 18:2 Cholesterol ester; 18:2 Cholesteryl ester; CHOLESTERYL LINOLEATE; CE(18:2(9Z,12Z)); CE(18:2W6/0:0); CE(18:2n6/0:0); CE(18:2/0:0); CE(18:2); CE 18:2; Cholesteryl linoleate
数据库引用编号
18 个数据库交叉引用编号
- ChEBI: CHEBI:41509
- KEGG: C15441
- PubChem: 131801653
- PubChem: 5287939
- PubChem: 227041
- HMDB: HMDB0000610
- Metlin: METLIN41703
- DrugBank: DB02092
- LipidMAPS: LMST01020008
- foodb: FDB022141
- chemspider: 4450205
- CAS: 604-33-1
- PMhub: MS000024586
- PubChem: 17396438
- PDB-CCD: CLL
- NIKKAJI: J150.304I
- medchemexpress: HY-W010697
- KNApSAcK: 41509
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)
2 个相关的物种来源信息
- 9606 - Homo sapiens: -
- 9606 - Homo sapiens: 10.1007/S11306-016-1051-4
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
- Shanshan Zhong, Luxiao Li, Xia Shen, Qiujing Li, Wenxin Xu, Xiaoping Wang, Yongzhen Tao, Huiyong Yin. An update on lipid oxidation and inflammation in cardiovascular diseases.
Free radical biology & medicine.
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Scientific reports.
2018 07; 8(1):10056. doi:
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Pathogens and disease.
2015 Aug; 73(6):ftv028. doi:
10.1093/femspd/ftv028. [PMID: 25883118] - Yanbo Yang, Takashi Kuwano, William R Lagor, Carolyn J Albert, Siobhan Brenton, Daniel J Rader, David A Ford, Robert J Brown. Lipidomic analyses of female mice lacking hepatic lipase and endothelial lipase indicate selective modulation of plasma lipid species.
Lipids.
2014 Jun; 49(6):505-15. doi:
10.1007/s11745-014-3907-6. [PMID: 24777581] - Jan Peters, Vijaya Onguri, Satoru K Nishimoto, Tony N Marion, Gerald I Byrne. The Chlamydia trachomatis CT149 protein exhibits esterase activity in vitro and catalyzes cholesteryl ester hydrolysis when expressed in HeLa cells.
Microbes and infection.
2012 Nov; 14(13):1196-204. doi:
10.1016/j.micinf.2012.07.020. [PMID: 22940277] - Armando Tellez, David S Schuster, Carlos Alviar, Gabriel López-Berenstein, Angela Sanguino, Christie Ballantyne, Xiao-Yuan Dai Perrard, Daryl G Schulz, Serge Rousselle, Greg L Kaluza, Juan F Granada. Intramural coronary lipid injection induces atheromatous lesions expressing proinflammatory chemokines: implications for the development of a porcine model of atherosclerosis.
Cardiovascular revascularization medicine : including molecular interventions.
2011 Sep; 12(5):304-11. doi:
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Arteriosclerosis, thrombosis, and vascular biology.
2011 May; 31(5):1108-15. doi:
10.1161/atvbaha.111.223552. [PMID: 21393580] - Cristina P Almeida, Carolina G Vital, Thais C Contente, Durvanei A Maria, Raul C Maranhão. Modification of composition of a nanoemulsion with different cholesteryl ester molecular species: effects on stability, peroxidation, and cell uptake.
International journal of nanomedicine.
2010 Sep; 5(?):679-86. doi:
10.2147/ijn.s12293. [PMID: 20957219] - Ana M Ferreira, Mariana I Ferrari, Andrés Trostchansky, Carlos Batthyany, José M Souza, María N Alvarez, Gloria V López, Paul R S Baker, Francisco J Schopfer, Valerie O'Donnell, Bruce A Freeman, Homero Rubbo. Macrophage activation induces formation of the anti-inflammatory lipid cholesteryl-nitrolinoleate.
The Biochemical journal.
2009 Jan; 417(1):223-34. doi:
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2006; 44(5):574-81. doi:
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2005 Jun; 16(4):217-24. doi:
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The Biochemical journal.
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Journal of lipid research.
1998 Dec; 39(12):2394-405. doi:
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The Journal of biological chemistry.
1998 Sep; 273(36):23225-32. doi:
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Atherosclerosis.
1998 Sep; 140(1):81-8. doi:
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1997 Dec; 38(12):2422-35. doi:
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1997 Oct; 27(4):397-408. doi:
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Arteriosclerosis, thrombosis, and vascular biology.
1997 Sep; 17(9):1675-81. doi:
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The Journal of biological chemistry.
1997 Jul; 272(27):17018-22. doi:
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1997 Jul; 38(7):1347-60. doi:
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Clinical biochemistry.
1996 Jun; 29(3):241-8. doi:
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Chemical research in toxicology.
1996 Jun; 9(4):737-44. doi:
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The Biochemical journal.
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1995 Nov; 270(45):26910-7. doi:
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Comparative biochemistry and physiology. B, Comparative biochemistry.
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1993 Jan; 98(2):229-39. doi:
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1992 Feb; 92(2-3):251-60. doi:
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Atherosclerosis.
1990 Aug; 83(2-3):217-29. doi:
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Biochemistry.
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1989 Sep; 30(9):1405-10. doi:
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British journal of experimental pathology.
1988 Feb; 69(1):43-56. doi:
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Arzneimittel-Forschung.
1988 Feb; 38(2):251-3. doi:
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British journal of experimental pathology.
1987 Jun; 68(3):427-38. doi:
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The Journal of cell biology.
1985 Apr; 100(4):1235-47. doi:
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Kardiologiia.
1984 Oct; 24(10):90-3. doi:
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Steroids.
1984 Jul; 44(1):11-22. doi:
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Biological research in pregnancy and perinatology.
1984; 5(1):6-10. doi:
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