Neuraminic acid (BioDeep_00000006165)

 

Secondary id: BioDeep_00001870156

human metabolite Endogenous blood metabolite


代谢物信息卡片


(2S,4S,5R,6R)-5-amino-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

化学式: C9H17NO8 (267.0954)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(plant) 7.47%

分子结构信息

SMILES: C1C(C(C(OC1(C(=O)O)O)C(C(CO)O)O)N)O
InChI: InChI=1S/C9H17NO8/c10-5-3(12)1-9(17,8(15)16)18-7(5)6(14)4(13)2-11/h3-7,11-14,17H,1-2,10H2,(H,15,16)/t3-,4+,5+,6+,7+,9-/m0/s1

描述信息

Neuraminic acids are the commonest sialic acids in nature. Most sialic acids on gangliosides share a core neuraminic acid (Neu) structure and are N-acylated at the C-5 position with either an N-acetyl or an N-glycolyl group (giving Neu5Ac or Neu5Gc, respectively). It was originally thought that unsubstituted glycosidically linked Neu did not occur in nature. However, there have been several reports suggesting its presence in gangliosides and more recently in mucin-type glycoproteins. The N- or O-substituted derivatives of neuraminic acid are collectively known as sialic acids, the predominant one being N-acetylneuraminic acid. The amino group bears either an acetyl or a glycolyl group. The hydroxyl substituents may vary considerably: acetyl, lactyl, methyl, sulfate and phosphate groups have been found. Sialic acids are found widely distributed in animal tissues. Sialic acid rich glycoproteins bind selectin in humans and other organisms. Cancer cells that can metastasize often have a lot of sialic acid rich glycoproteins. This helps these late stage cancer cells enter the blood stream. (PMID: 11884388) [HMDB]
Neuraminic acids are the commonest sialic acids in nature. Most sialic acids on gangliosides share a core neuraminic acid (Neu) structure and are N-acylated at the C-5 position with either an N-acetyl or an N-glycolyl group (giving Neu5Ac or Neu5Gc, respectively). It was originally thought that unsubstituted glycosidically linked Neu did not occur in nature. However, there have been several reports suggesting its presence in gangliosides and more recently in mucin-type glycoproteins. The N- or O-substituted derivatives of neuraminic acid are collectively known as sialic acids, the predominant one being N-acetylneuraminic acid. The amino group bears either an acetyl or a glycolyl group. The hydroxyl substituents may vary considerably: acetyl, lactyl, methyl, sulfate and phosphate groups have been found. Sialic acids are found widely distributed in animal tissues. Sialic acid rich glycoproteins bind selectin in humans and other organisms. Cancer cells that can metastasize often have a lot of sialic acid rich glycoproteins. This helps these late stage cancer cells enter the blood stream. (PMID: 11884388).

同义名列表

14 个代谢物同义名

(2S,4S,5R,6R)-5-amino-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid; 5-(Acetylamino)-3,5-dideoxy-beta-L-erythro-2-nonulopyranosonic acid; 5-(Acetylamino)-3,5-dideoxy-beta-L-erythro-2-nonulopyranosonate; b-Neuraminic acid; Β-neuraminic acid; beta-Neuraminate; Neuraminic acid; Β-neuraminate; O-SIALIC ACID; b-Neuraminate; Neuraminate; O-SIALate; 114-04-5; Neuraminic acid



数据库引用编号

19 个数据库交叉引用编号

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)

1 个相关的物种来源信息

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。

亚细胞结构定位 关联基因列表
Cytoplasm 15 AKT1, CCND1, CDH1, EGFR, ERBB2, MAPK14, PGR, PIK3C3, PIK3CA, PSAT1, PSPH, SHC1, TNK1, TP53, VEGFA
Peripheral membrane protein 1 TNK1
Endosome membrane 2 EGFR, ERBB2
Endoplasmic reticulum membrane 1 EGFR
Cytoplasmic vesicle, autophagosome 1 PIK3C3
Nucleus 10 AKT1, CCND1, CDH1, EGFR, ERBB2, ETV1, MAPK14, PGR, TP53, VEGFA
autophagosome 1 PIK3C3
cytosol 13 AKT1, CCND1, CDH1, ERBB2, MAPK14, PGR, PHGDH, PIK3C3, PIK3CA, PSAT1, PSPH, SHC1, TP53
phosphatidylinositol 3-kinase complex, class III 1 PIK3C3
trans-Golgi network 1 CDH1
centrosome 2 CCND1, TP53
nucleoplasm 7 AKT1, CCND1, CDH1, ERBB2, MAPK14, PGR, TP53
Cell membrane 4 AKT1, CDH1, EGFR, ERBB2
lamellipodium 3 AKT1, CDH1, PIK3CA
ruffle membrane 2 EGFR, ERBB2
Early endosome membrane 1 EGFR
cell cortex 1 AKT1
cell junction 2 CDH1, EGFR
cell surface 2 EGFR, VEGFA
glutamatergic synapse 5 AKT1, CDH1, EGFR, MAPK14, PIK3C3
Golgi apparatus 2 CDH1, VEGFA
Golgi membrane 1 EGFR
lysosomal membrane 1 EGF
neuromuscular junction 1 ERBB2
postsynapse 2 AKT1, CDH1
presynaptic membrane 1 ERBB2
Cytoplasm, cytosol 1 PSPH
endosome 3 CDH1, EGFR, PIK3C3
plasma membrane 10 AKT1, CDH1, EGF, EGFR, ERBB2, ERBB3, PGR, PIK3CA, SHC1, TNK1
Membrane 10 AKT1, CDH1, EGF, EGFR, ERBB2, ERBB3, PIK3C3, TNK1, TP53, VEGFA
apical plasma membrane 3 EGFR, ERBB2, ERBB3
basolateral plasma membrane 3 EGFR, ERBB2, ERBB3
extracellular exosome 4 CDH1, EGF, PHGDH, PSAT1
endoplasmic reticulum 2 TP53, VEGFA
extracellular space 5 EGF, EGFR, ERBB3, IL2, VEGFA
perinuclear region of cytoplasm 4 CDH1, EGFR, ERBB2, PIK3CA
adherens junction 2 CDH1, VEGFA
bicellular tight junction 1 CCND1
intercalated disc 1 PIK3CA
mitochondrion 2 MAPK14, TP53
protein-containing complex 3 AKT1, EGFR, TP53
Single-pass type I membrane protein 4 CDH1, EGFR, ERBB2, ERBB3
Secreted 2 IL2, VEGFA
extracellular region 6 CDH1, EGF, ERBB2, IL2, MAPK14, VEGFA
cytoplasmic side of plasma membrane 1 CDH1
mitochondrial outer membrane 1 PGR
Mitochondrion matrix 1 TP53
mitochondrial matrix 2 SHC1, TP53
transcription regulator complex 1 TP53
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 TP53
Nucleus membrane 1 CCND1
nuclear membrane 3 CCND1, CDH1, EGFR
Secreted, extracellular space, extracellular matrix 1 VEGFA
actin cytoskeleton 1 CDH1
cytoplasmic vesicle 1 ERBB2
microtubule cytoskeleton 1 AKT1
nucleolus 1 TP53
midbody 1 PIK3C3
Early endosome 1 ERBB2
cell-cell junction 1 AKT1
vesicle 1 AKT1
Cell projection, ruffle membrane 1 ERBB2
Cytoplasm, perinuclear region 1 ERBB2
Membrane raft 1 EGFR
Cell junction, focal adhesion 1 SHC1
Cytoplasm, cytoskeleton 1 TP53
focal adhesion 2 EGFR, SHC1
spindle 1 AKT1
GABA-ergic synapse 1 PIK3C3
Cell junction, adherens junction 1 CDH1
flotillin complex 1 CDH1
extracellular matrix 1 VEGFA
Peroxisome 1 PIK3C3
intracellular vesicle 1 EGFR
Nucleus, PML body 1 TP53
PML body 1 TP53
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
secretory granule 1 VEGFA
lateral plasma membrane 2 CDH1, ERBB3
axoneme 1 PIK3C3
nuclear speck 1 MAPK14
Late endosome 1 PIK3C3
receptor complex 3 EGFR, ERBB2, ERBB3
ciliary basal body 1 AKT1
chromatin 3 ETV1, PGR, TP53
phagocytic vesicle membrane 1 PIK3C3
Golgi apparatus, trans-Golgi network 1 CDH1
spindle pole 1 MAPK14
site of double-strand break 1 TP53
phagophore assembly site 1 PIK3C3
phosphatidylinositol 3-kinase complex, class III, type I 1 PIK3C3
phosphatidylinositol 3-kinase complex, class III, type II 1 PIK3C3
germ cell nucleus 1 TP53
replication fork 1 TP53
myelin sheath 1 ERBB2
basal plasma membrane 3 EGFR, ERBB2, ERBB3
synaptic membrane 1 EGFR
ficolin-1-rich granule lumen 1 MAPK14
secretory granule lumen 1 MAPK14
nuclear matrix 1 TP53
transcription repressor complex 2 CCND1, TP53
platelet alpha granule lumen 2 EGF, VEGFA
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
anaphase-promoting complex 1 CDH1
presynaptic endosome 1 PIK3C3
semaphorin receptor complex 1 ERBB2
clathrin-coated endocytic vesicle membrane 2 EGF, EGFR
[Isoform 2]: Nucleus 1 CDH1
[Isoform 1]: Nucleus 1 TP53
apical junction complex 1 CDH1
[Isoform 1]: Cell membrane 2 ERBB2, ERBB3
Cell junction, desmosome 1 CDH1
desmosome 1 CDH1
catenin complex 1 CDH1
cyclin-dependent protein kinase holoenzyme complex 1 CCND1
postsynaptic endosome 1 PIK3C3
multivesicular body, internal vesicle lumen 1 EGFR
Shc-EGFR complex 2 EGFR, SHC1
Autolysosome 1 PIK3C3
ERBB3:ERBB2 complex 2 ERBB2, ERBB3
[Isoform 4]: Mitochondrion outer membrane 1 PGR
cyclin D1-CDK4 complex 1 CCND1
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
cyclin D1-CDK6 complex 1 CCND1
[Isoform p46Shc]: Mitochondrion matrix 1 SHC1
[Isoform p66Shc]: Mitochondrion 1 SHC1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA


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