Chemical Formula: C47H78O2

Chemical Formula C47H78O2

Found 31 metabolite its formula value is C47H78O2

CE(20:3(8Z,11Z,14Z))

(2R,5S,15R)-2,15-Dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl (8Z,11Z,14Z)-icosa-8,11,14-trienoic acid

C47H78O2 (674.6001487999999)


Cholesteryl eicosatrienoic 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 eicosatrienoic acid has been found in triglycerides-rich cells such as monocyte-derived macrophages. Eicosatrienoic acid (ETrA) is a minor fatty acid in essential fatty acid (EFA)-sufficient healthy subjects but is found at increased levels in EFA deficiency; ETrA is present at up to 20\\% total fatty acids in plasma lipid in the triglyceride, cholesterol ester, and phospholipid fractions, and accumulates to substantial levels in phospholipids. (PMID: 9162758, 8869885). Cholesteryl eicosatrienoic 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).

   

CE(20:3(5Z,8Z,11Z))

(2R,5S,15R)-2,15-Dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl (5Z,8Z,11Z)-icosa-5,8,11-trienoic acid

C47H78O2 (674.6001487999999)


CE(20:3(5Z,8Z,11Z)) is a cholesterol fatty acid ester or simply a cholesterol ester (CE). Cholesterol esters are cholesterol molecules with long-chain fatty acids linked to the hydroxyl group. They are much less polar than free cholesterol and appear to be the preferred form for transport in plasma and for storage. Cholesterol esters do not contribute to membranes but are packed into intracellular lipid particles or lipoprotein particles. Because of the mechanism of synthesis, plasma cholesterol esters tend to contain relatively high proportions of C18 fatty acids. Cholesterol esters are major constituents of the adrenal glands and they also accumulate in the fatty lesions of atherosclerotic plaques. Cholesterol esters are also major constituents of the lipoprotein particles carried in blood (HDL, LDL, VLDL). The cholesterol esters in high-density lipoproteins (HDL) are synthesized largely by transfer of fatty acids to cholesterol from position sn-2 (or C-2) of phosphatidylcholine catalyzed by the enzyme lecithin cholesterol acyl transferase (LCAT). The enzyme also promotes the transfer of cholesterol from cells to HDL. As cholesterol esters accumulate in the lipoprotein core, cholesterol is removed from its surface thus promoting the flow of cholesterol from cell membranes into HDL. This in turn leads to morphological changes in HDL, which grow and become spherical. Subsequently, cholesterol esters are transferred to the other lipoprotein fractions LDL and VLDL, a reaction catalyzed by cholesteryl ester transfer protein. Another enzyme, acyl-CoA:cholesterol acyltransferase (ACAT) synthesizes cholesterol esters from CoA esters of fatty acids and cholesterol. Cholesterol ester hydrolases liberate cholesterol and free fatty acids when required for membrane and lipoprotein formation, and they also provide cholesterol for hormone synthesis in adrenal cells. [HMDB] CE(20:3(5Z,8Z,11Z)) is a cholesterol fatty acid ester or simply a cholesterol ester (CE). Cholesterol esters are cholesterol molecules with long-chain fatty acids linked to the hydroxyl group. They are much less polar than free cholesterol and appear to be the preferred form for transport in plasma and for storage. Cholesterol esters do not contribute to membranes but are packed into intracellular lipid particles or lipoprotein particles. Because of the mechanism of synthesis, plasma cholesterol esters tend to contain relatively high proportions of C18 fatty acids. Cholesterol esters are major constituents of the adrenal glands and they also accumulate in the fatty lesions of atherosclerotic plaques. Cholesterol esters are also major constituents of the lipoprotein particles carried in blood (HDL, LDL, VLDL). The cholesterol esters in high-density lipoproteins (HDL) are synthesized largely by transfer of fatty acids to cholesterol from position sn-2 (or C-2) of phosphatidylcholine catalyzed by the enzyme lecithin cholesterol acyl transferase (LCAT). The enzyme also promotes the transfer of cholesterol from cells to HDL. As cholesterol esters accumulate in the lipoprotein core, cholesterol is removed from its surface thus promoting the flow of cholesterol from cell membranes into HDL. This in turn leads to morphological changes in HDL, which grow and become spherical. Subsequently, cholesterol esters are transferred to the other lipoprotein fractions LDL and VLDL, a reaction catalyzed by cholesteryl ester transfer protein. Another enzyme, acyl-CoA:cholesterol acyltransferase (ACAT) synthesizes cholesterol esters from CoA esters of fatty acids and cholesterol. Cholesterol ester hydrolases liberate cholesterol and free fatty acids when required for membrane and lipoprotein formation, and they also provide cholesterol for hormone synthesis in adrenal cells.

   

24-methylenecycloartanyl ferulate

(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate

C47H78O2 (674.6001487999999)


   
   
   

18:2 Stigmasteryl ester

Stigmast-5,22E-dien-3beta-yl (9Z,12Z-octadecadienoate)

C47H78O2 (674.6001487999999)


   

18:3 Sitosteryl ester

Stigmast-5-en-3beta-yl (9Z,12Z,15Z-octadecatrienoate)

C47H78O2 (674.6001487999999)


   

CE(20:3)

cholest-5-en-3beta-yl (8Z,11Z,14Z-eicosatrienoate)

C47H78O2 (674.6001487999999)


   

Cholesteryl eicosatrienoate

Cholest-5-en-3beta-yl (8Z,11Z,14Z-eicosatrienoic acid

C47H78O2 (674.6001487999999)


   

CE 20:3

cholest-5-en-3beta-yl (8Z,11Z,14Z-eicosatrienoate)

C47H78O2 (674.6001487999999)


   

18:2 Stigmasterol ester

Stigmast-5,22E-dien-3beta-yl (9Z,12Z-octadecadienoate)

C47H78O2 (674.6001487999999)


   

18:3 Sitosterol ester

Stigmast-5-en-3beta-yl (9Z,12Z,15Z-octadecatrienoate)

C47H78O2 (674.6001487999999)


   
   

24-methylenecycloartanyl ferulate

(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate

C47H78O2 (674.6001487999999)


   
   

20:3(5Z,8Z,11Z) Cholesterol ester

20:3(5Z,8Z,11Z) Cholesterol ester

C47H78O2 (674.6001487999999)


   

(3beta)-cholest-5-en-3-yl (11Z,14Z,17Z)-icosa-11,14,17-trienoate

(3beta)-cholest-5-en-3-yl (11Z,14Z,17Z)-icosa-11,14,17-trienoate

C47H78O2 (674.6001487999999)


   
   

[17-[(E)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (7E,9E)-nonadeca-7,9-dienoate

[17-[(E)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (7E,9E)-nonadeca-7,9-dienoate

C47H78O2 (674.6001487999999)


   

[17-(5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (11E,13E,15E)-octadeca-11,13,15-trienoate

[17-(5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (11E,13E,15E)-octadeca-11,13,15-trienoate

C47H78O2 (674.6001487999999)


   

[17-[(E)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (10E,12E)-octadeca-10,12-dienoate

[17-[(E)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (10E,12E)-octadeca-10,12-dienoate

C47H78O2 (674.6001487999999)


   

[17-(5,6-dimethylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (10E,13E,16E)-nonadeca-10,13,16-trienoate

[17-(5,6-dimethylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (10E,13E,16E)-nonadeca-10,13,16-trienoate

C47H78O2 (674.6001487999999)


   
   

[10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (11Z,14Z,17Z)-icosa-11,14,17-trienoate

[10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (11Z,14Z,17Z)-icosa-11,14,17-trienoate

C47H78O2 (674.6001487999999)


   

cholesteryl (5Z,8Z,11Z)-icosatrienoate

cholesteryl (5Z,8Z,11Z)-icosatrienoate

C47H78O2 (674.6001487999999)


A cholesteryl octadecatrienoate obtained by formal condensation of the carboxy group of (5Z,8Z,11Z)-icosatrienoic acid with the hydroxy group of cholesterol.

   

cholesteryl all-cis-icosa-8,11,14-trienoate

cholesteryl all-cis-icosa-8,11,14-trienoate

C47H78O2 (674.6001487999999)


A cholesterol ester obtained by the formal condensation of cholesterol with all-cis-icosa-8,11,14-trienoic acid.

   

ChE(20:3)

ChE(20:3)

C47H78O2 (674.6001487999999)


Provides by LipidSearch Vendor. © Copyright 2006-2024 Thermo Fisher Scientific Inc. All rights reserved

   

StE(18:2)

StE(18:2)

C47H78O2 (674.6001487999999)


Provides by LipidSearch Vendor. © Copyright 2006-2024 Thermo Fisher Scientific Inc. All rights reserved

   

SiE(18:3)

SiE(18:3)

C47H78O2 (674.6001487999999)


Provides by LipidSearch Vendor. © Copyright 2006-2024 Thermo Fisher Scientific Inc. All rights reserved

   

ZyE(20:2)

ZyE(20:2)

C47H78O2 (674.6001487999999)


Provides by LipidSearch Vendor. © Copyright 2006-2024 Thermo Fisher Scientific Inc. All rights reserved