SM(d18:0/18:1(12Z)-2OH(9,10)) (BioDeep_00000215474)

   

human metabolite


代谢物信息卡片


(2-{[(2S,3R)-2-[(9S,10S,12Z)-9,10-dihydroxyoctadec-12-enamido]-3-hydroxyoctadecyl phosphono]oxy}ethyl)trimethylazanium

化学式: C41H83N2O8P (762.5887)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: [H][C@@](COP([O-])(=O)OCC[N+](C)(C)C)(NC(=O)CCCCCCC[C@H](O)[C@@H](O)C\C=C/CCCCC)[C@H](O)CCCCCCCCCCCCCCC
InChI: InChI=1S/C41H83N2O8P/c1-6-8-10-12-14-15-16-17-18-19-20-23-26-30-38(44)37(36-51-52(48,49)50-35-34-43(3,4)5)42-41(47)33-29-25-21-24-28-32-40(46)39(45)31-27-22-13-11-9-7-2/h22,27,37-40,44-46H,6-21,23-26,28-36H2,1-5H3,(H-,42,47,48,49)/b27-22-/t37-,38+,39-,40-/m0/s1

描述信息

SM(d18:0/18:1(12Z)-2OH(9,10)) is a type of oxidized sphingolipid found in animal cell membranes. It usually consists of phosphorylcholine and ceramide. SM(d18:0/18:1(12Z)-2OH(9,10)) consists of a sphingosine backbone and a 9,10-hydroxy-octadecenoyl chain. In humans, sphingomyelin is the only membrane phospholipid not derived from glycerol. Like all sphingolipids, SM has a ceramide core (sphingosine bonded to a fatty acid via an amide linkage). In addition, it contains one polar head group, which is either phosphocholine or phosphoethanolamine. The plasma membrane of cells is highly enriched in sphingomyelin and is considered largely to be found in the exoplasmic leaflet of the cell membrane. However, there is some evidence that there may also be a sphingomyelin pool in the inner leaflet of the membrane. Moreover, neutral sphingomyelinase-2, an enzyme that breaks down sphingomyelin into ceramide, has been found to localize exclusively to the inner leaflet further suggesting that there may be sphingomyelin present there. Sphingomyelin can accumulate in a rare hereditary disease called Niemann-Pick Disease, types A and B. Niemann-Pick disease is a genetically-inherited disease caused by a deficiency in the enzyme sphingomyelinase, which causes the accumulation of sphingomyelin in spleen, liver, lungs, bone marrow, and the brain, causing irreversible neurological damage. SMs play a role in signal transduction. Sphingomyelins are synthesized by the transfer of phosphorylcholine from phosphatidylcholine to a ceramide in a reaction catalyzed by sphingomyelin synthase.

同义名列表

2 个代谢物同义名

(2-{[(2S,3R)-2-[(9S,10S,12Z)-9,10-dihydroxyoctadec-12-enamido]-3-hydroxyoctadecyl phosphono]oxy}ethyl)trimethylazanium; SM(d18:0/18:1(12Z)-2OH(9,10))



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