SM(d18:1/16:0) (BioDeep_00000018566)
human metabolite Endogenous blood metabolite
代谢物信息卡片
化学式: C39H79N2O6P (702.5675444000001)
中文名称: N-棕榈酰-D-鞘磷脂
谱图信息:
最多检出来源 Homo sapiens(blood) 4.47%
Last reviewed on 2024-09-14.
Cite this Page
SM(d18:1/16:0). BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China.
https://query.biodeep.cn/s/palmitoyl_sphingomyelin_(d18:1_16:0) (retrieved
2024-11-05) (BioDeep RN: BioDeep_00000018566). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
分子结构信息
SMILES: CCCCCCCCCCCCCC=CC(O)C(COP(=O)([O-])OCC[N+](C)(C)C)NC(=O)CCCCCCCCCCCCCCC
InChI: InChI=1S/C39H79N2O6P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-38(42)37(36-47-48(44,45)46-35-34-41(3,4)5)40-39(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h30,32,37-38,42H,6-29,31,33-36H2,1-5H3,(H-,40,43,44,45)/b32-30+/t37-,38+/m0/s1
描述信息
Sphingomyelin (d18:1/16:0) or SM(d18:1/16:0) 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(d18:1/16:0) consists of a sphingosine backbone and a palmitic 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 (d18:1/16:0) or SM(d18:1/16:0) is a sphingomyelin. Sphingomyelin (SM or SPH) 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(18:1/16:0) consists of oleic acid attached to the C1 position and palmitic acid attached to the C2 position. 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.
同义名列表
40 个代谢物同义名
(2S,3R,4E)-3-Hydroxy-2-(palmitoylamino)octadec-4-en-1-yl 2-(trimethylazaniumyl)ethyl phosphoric acid; (2S,3R,4E)-2-(Palmitoylamino)-3-hydroxyoctadec-4-en-1-yl 2-(trimethylazaniumyl)ethyl phosphoric acid; (2-{[(2S,3R,4E)-2-hexadecanamido-3-hydroxyoctadec-4-en-1-yl phosphono]oxy}ethyl)trimethylazanium; (2S,3R,4E)-3-Hydroxy-2-(palmitoylamino)octadec-4-en-1-yl 2-(trimethylazaniumyl)ethyl phosphate; (2S,3R,4E)-2-(Palmitoylamino)-3-hydroxyoctadec-4-en-1-yl 2-(trimethylazaniumyl)ethyl phosphate; N-(Hexadecanoyl)-1-phosphocholine-D-erythro-sphingosine; N-(Hexadecanoyl)-1-phosphocholine-erythro-4-sphingenine; N-Palmitoyl-D-erythro-sphingosylphosphorylcholine; N-(Hexadecanoyl)-1-phosphocholine-sphing-4-enine; N-(hexadecanoyl)-sphing-4-enine-1-phosphocholine; N-Palmitoyl-D-erythrosphingosylphosphorylcholine; N-(Hexadecanoyl)-1-phosphocholine-4-sphingenine; N-(Hexadecanoyl)-1-phosphocholine-D-sphingosine; N-(Hexadecanoyl)-1-phosphocholine-sphingenine; N-Hexadecanoylsphing-4-enine-1-phosphocholine; N-(Hexadecanoyl)-1-phosphocholine-sphingosine; N-Palmitoylsphing-4-enine-1-phosphocholine; N-Palmitoylsphingosine-phosphorylcholine; N-Palmitoylsphingosine-1-phosphocholine; N-Palmitoylsphingosylphosphorylcholine; Palmitoyl sphingomyelin (D18:1/16:0); Sphingomyelin (DC18:1/c16:0); N-Hexadecanoylsphingomyelin; Sphingomyelin (D18:1 C16:0); N-Palmitoyl-D-sphingomyelin; Sphingomyelin (D18:1/16:0); Hexadecanoyl sphingomyelin; Sphingomyelin(D18:1/16:0); Sphingomyelin D18:1/16:0; N-Palmitoylsphingomyelin; Palmitoyl sphingomyelin; Palmitoylsphingomyelin; Sphingomyelin 16:0; C16-Sphingomyelin; C16 Sphingomyelin; SM(d18:1/16:0); SM(18:1/16:0); SCHEMBL195823; sphingomyelin; N-PSPC
数据库引用编号
10 个数据库交叉引用编号
- ChEBI: CHEBI:78646
- PubChem: 53394029
- PubChem: 9939941
- HMDB: HMDB0010169
- ChEMBL: CHEMBL4526394
- MetaCyc: CPD66-42
- foodb: FDB027352
- chemspider: 8115562
- CAS: 6254-89-3
- PMhub: MS000009072
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
2 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(2)
- Sphingolipid metabolism (integrated pathway):
Palmitoyl-CoA ⟶ 3-keto-sphinganine
- Sphingolipid metabolism: integrated pathway:
Palmitoyl-CoA ⟶ 3-keto-sphinganine
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: -
- 5691 - Trypanosoma brucei: 10.1371/JOURNAL.PNTD.0001618
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
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2019 11; 123(45):9616-9628. doi:
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2018 07; 8(1):10056. doi:
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Chemistry and physics of lipids.
2018 07; 213(?):102-110. doi:
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2012 Apr; 102(8):1856-65. doi:
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2012 Jan; 51(1):74-82. doi:
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