Chemical Formula: C43H87N2O6P
Chemical Formula C43H87N2O6P
Found 137 metabolite its formula value is C43H87N2O6P
SM(d18:1/20:0)
Sphingomyelin (d18:1/20:0) or SM(d18:1/20:0) is a type of sphingolipid found in animal cell membranes, especially in the membranous myelin sheath which surrounds some nerve cell axons. It usually consists of phosphorylcholine and ceramide. SM(d18:1/20:0) consists of a sphingosine backbone and an arachidic acid 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. Sphingomyelin (d18:1/20:0) or SM(d18:1/20:0) is a type of sphingolipid found in animal cell membranes, especially in the membranous myelin sheath which surrounds some nerve cell axons. In humans, sphingomyelin is the only membrane phospholipid not derived from glycerol. Like all sphingolipids, SPH 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 localise 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.
SM(d16:1/22:0)
Sphingomyelin (d16:1/22:0) or SM(d16:1/22:0) is a type of sphingolipid found in animal cell membranes, especially in the membranous myelin sheath which surrounds some nerve cell axons. It usually consists of phosphorylcholine and ceramide. SM(d16:1/22:0) consists of a hexadecasphingosine backbone and a behenic acid 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.
SM d38:1
Found in mouse brain; TwoDicalId=435; MgfFile=160720_brain_DHA_11_Neg; MgfId=1370 Found in mouse kidney; TwoDicalId=406; MgfFile=160827_Kidney_AA_Neg_18; MgfId=1706 Found in mouse heart; TwoDicalId=156; MgfFile=160902_Heart_DHA_Neg_12; MgfId=1262
[(E)-3-hydroxy-2-(icosanoylamino)octadec-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-3-hydroxy-2-(octadecanoylamino)icos-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
N-henicosanoyl-14-methylhexadecasphingosine-1-phosphocholine
A sphingomyelin 38:1 obtained by formal condensation of the carboxy group of henicosanoic acid with the amino group of 14-methylhexadecasphingosine-1-phosphocholine. It is a metabolite of the nematode Caenorhabditis elegans.
N-henicosanoyl-15-methylhexadecasphing-4-enine-1-phosphocholine
[(E)-2-(butanoylamino)-3-hydroxytetratriacont-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-3-hydroxy-2-(pentanoylamino)tritriacont-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-2-(hexanoylamino)-3-hydroxydotriacont-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-2-(heptanoylamino)-3-hydroxyhentriacont-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-3-hydroxy-2-(propanoylamino)pentatriacont-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-3-hydroxy-2-(nonacosanoylamino)non-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-3-hydroxy-2-(nonanoylamino)nonacos-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-3-hydroxy-2-(triacontanoylamino)oct-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-2-acetamido-3-hydroxyhexatriacont-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-3-hydroxy-2-(octanoylamino)triacont-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-3-hydroxy-2-(octacosanoylamino)dec-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[3-hydroxy-2-[[(Z)-tetracos-13-enoyl]amino]tetradecyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-3-hydroxy-2-(pentacosanoylamino)tridec-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[2-[[(Z)-henicos-11-enoyl]amino]-3-hydroxyheptadecyl] 2-(trimethylazaniumyl)ethyl phosphate
[2-[[(Z)-heptadec-9-enoyl]amino]-3-hydroxyhenicosyl] 2-(trimethylazaniumyl)ethyl phosphate
[3-hydroxy-2-[[(Z)-tridec-9-enoyl]amino]pentacosyl] 2-(trimethylazaniumyl)ethyl phosphate
[2-[[(Z)-hexadec-9-enoyl]amino]-3-hydroxydocosyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-2-(hexacosanoylamino)-3-hydroxydodec-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-3-hydroxy-2-(undecanoylamino)heptacos-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[2-[[(Z)-docos-13-enoyl]amino]-3-hydroxyhexadecyl] 2-(trimethylazaniumyl)ethyl phosphate
[3-hydroxy-2-[[(Z)-octadec-9-enoyl]amino]icosyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-2-(heptacosanoylamino)-3-hydroxyundec-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-2-(decanoylamino)-3-hydroxyoctacos-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[2-[[(Z)-hexacos-15-enoyl]amino]-3-hydroxydodecyl] 2-(trimethylazaniumyl)ethyl phosphate
[3-hydroxy-2-[[(Z)-octacos-17-enoyl]amino]decyl] 2-(trimethylazaniumyl)ethyl phosphate
[3-hydroxy-2-[[(Z)-triacont-19-enoyl]amino]octyl] 2-(trimethylazaniumyl)ethyl phosphate
[3-hydroxy-2-[[(Z)-icos-11-enoyl]amino]octadecyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-2-(heptadecanoylamino)-3-hydroxyhenicos-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-2-(henicosanoylamino)-3-hydroxyheptadec-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-2-(hexadecanoylamino)-3-hydroxydocos-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[3-hydroxy-2-[[(Z)-tetradec-9-enoyl]amino]tetracosyl] 2-(trimethylazaniumyl)ethyl phosphate
[3-hydroxy-2-[[(Z)-nonadec-9-enoyl]amino]nonadecyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-3-hydroxy-2-(tridecanoylamino)pentacos-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-3-hydroxy-2-(tetradecanoylamino)tetracos-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-2-(dodecanoylamino)-3-hydroxyhexacos-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[3-hydroxy-2-[[(Z)-pentadec-9-enoyl]amino]tricosyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-3-hydroxy-2-(pentadecanoylamino)tricos-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-3-hydroxy-2-(nonadecanoylamino)nonadec-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-3-hydroxy-2-(tetracosanoylamino)tetradec-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-2-(docosanoylamino)-3-hydroxyhexadec-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E)-3-hydroxy-2-(tricosanoylamino)pentadec-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[3-hydroxy-2-[[(Z)-octadec-11-enoyl]amino]icosyl] 2-(trimethylazaniumyl)ethyl phosphate
[3-hydroxy-2-[[(Z)-tetracos-11-enoyl]amino]tetradecyl] 2-(trimethylazaniumyl)ethyl phosphate
[3-hydroxy-2-[[(Z)-tridec-8-enoyl]amino]pentacosyl] 2-(trimethylazaniumyl)ethyl phosphate
[2-[[(Z)-docos-11-enoyl]amino]-3-hydroxyhexadecyl] 2-(trimethylazaniumyl)ethyl phosphate
[2-[[(Z)-dodec-5-enoyl]amino]-3-hydroxyhexacosyl] 2-(trimethylazaniumyl)ethyl phosphate
[2-[[(Z)-henicos-9-enoyl]amino]-3-hydroxyheptadecyl] 2-(trimethylazaniumyl)ethyl phosphate
[2-[[(Z)-hexadec-7-enoyl]amino]-3-hydroxydocosyl] 2-(trimethylazaniumyl)ethyl phosphate
[3-hydroxy-2-[[(Z)-tricos-11-enoyl]amino]pentadecyl] 2-(trimethylazaniumyl)ethyl phosphate
N-(heptadecanoyl)-4E-heneicosasphingenine-1-phosphocholine
N-(heneicosanoyl)-4E-heptadecasphingenine-1-phosphocholine
N-(hexadecanoyl)-4E-docosasphingenine-1-phosphocholine
N-(octadecanoyl)-4E-eicosasphingenine-1-phosphocholine
N-(nonadecanoyl)-4E-nonadecasphingenine-1-phosphocholine
N-(tetracosanoyl)-4E-tetradecasphingenine-1-phosphocholine
N-(tricosanoyl)-4E-pentadecasphingenine-1-phosphocholine
[(2S,3R)-3-hydroxy-2-[[(E)-icos-11-enoyl]amino]octadecyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E,2S,3R)-3-hydroxy-2-(tricosanoylamino)pentadec-8-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E,2S,3R)-2-(docosanoylamino)-3-hydroxyhexadec-8-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E,2S,3R)-3-hydroxy-2-(icosanoylamino)octadec-8-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E,2S,3R)-3-hydroxy-2-(octadecanoylamino)icos-8-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(2S,3R)-2-[[(E)-heptadec-9-enoyl]amino]-3-hydroxyhenicosyl] 2-(trimethylazaniumyl)ethyl phosphate
[(2S,3R)-2-[[(E)-hexadec-9-enoyl]amino]-3-hydroxydocosyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E,2S,3R)-2-(heptadecanoylamino)-3-hydroxyhenicos-8-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E,2S,3R)-3-hydroxy-2-(nonadecanoylamino)nonadec-8-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E,2S,3R)-2-(henicosanoylamino)-3-hydroxyheptadec-8-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(2S,3R)-2-[[(E)-docos-13-enoyl]amino]-3-hydroxyhexadecyl] 2-(trimethylazaniumyl)ethyl phosphate
[(2S,3R)-3-hydroxy-2-[[(E)-tetracos-15-enoyl]amino]tetradecyl] 2-(trimethylazaniumyl)ethyl phosphate
[(2S,3R)-3-hydroxy-2-[[(E)-octadec-9-enoyl]amino]icosyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E,2S,3R)-3-hydroxy-2-(tetracosanoylamino)tetradec-8-enyl] 2-(trimethylazaniumyl)ethyl phosphate
[(E,2S,3R)-2-(hexadecanoylamino)-3-hydroxydocos-8-enyl] 2-(trimethylazaniumyl)ethyl phosphate
N-icosanoylsphingosine-1-phosphocholine
A sphingomyelin d18:1 in which the ceramide N-acyl group is specified as icosanoyl.