N-acetyl-2,3-didehydro-2-deoxyneuraminic acid (BioDeep_00001869480)

Main id: BioDeep_00000005575

 


代谢物信息卡片


N-acetyl-2,3-didehydro-2-deoxyneuraminic acid

化学式: C11H17NO8 (291.0954)
中文名称: N-乙酰-2,3-二脱氢-2-脱氧神经氨酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(=O)NC1C(C=C(OC1C(C(CO)O)O)C(=O)O)O
InChI: InChI=1S/C11H17NO8/c1-4(14)12-8-5(15)2-7(11(18)19)20-10(8)9(17)6(16)3-13/h2,5-6,8-10,13,15-17H,3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,8+,9+,10+/m0/s1



数据库引用编号

10 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)

0 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 12 CA1, CA3, CASP3, FAS, HPGDS, MAPK14, NEU1, NEU2, NEU3, NEU4, SPTAN1, TLR4
Peripheral membrane protein 3 COQ10A, NEU1, NEU3
Endosome membrane 1 TLR4
Endoplasmic reticulum membrane 1 NEU4
Mitochondrion membrane 1 NEU4
Nucleus 2 CASP3, MAPK14
cytosol 10 CA1, CA3, CASP3, CD44, FAS, HPGDS, MAPK14, NEU2, PGM3, SPTAN1
nuclear body 1 FAS
nucleoplasm 4 CASP3, CD33, HPGDS, MAPK14
Cell membrane 5 CD44, FAS, ITGAM, NEU3, TLR4
Early endosome membrane 1 NEU3
cell cortex 1 SPTAN1
cell junction 2 NEU1, SPTAN1
cell surface 5 CD33, CD44, FAS, ITGAM, TLR4
glutamatergic synapse 2 CASP3, MAPK14
Golgi apparatus 3 CD33, CD44, FAS
lysosomal membrane 2 NEU1, NEU3
mitochondrial inner membrane 2 COQ10A, NEU4
neuronal cell body 1 CASP3
Cytoplasm, cytosol 1 NEU2
Lysosome 4 NEU1, NEU2, NEU3, NEU4
plasma membrane 10 CD33, CD44, FAS, ITGAM, NEU1, NEU3, NEU4, SIGLEC5, SPTAN1, TLR4
Membrane 11 CD33, CD44, CYB5D2, FAS, ITGAM, NEU1, NEU2, NEU3, NEU4, SPTAN1, TLR4
apical plasma membrane 1 CD44
basolateral plasma membrane 1 CD44
caveola 1 NEU3
extracellular exosome 7 CA1, CD44, CFH, FAS, ITGAM, NEU1, SPTAN1
Lysosome membrane 2 NEU1, NEU3
Lumenal side 1 NEU1
extracellular space 2 CFH, ITGAM
lysosomal lumen 2 NEU1, NEU4
perinuclear region of cytoplasm 1 TLR4
mitochondrion 2 COQ10A, MAPK14
intracellular membrane-bounded organelle 3 HPGDS, NEU1, SPTAN1
Microsome membrane 1 NEU4
postsynaptic density 1 CASP3
Single-pass type I membrane protein 4 CD44, FAS, ITGAM, TLR4
Secreted 3 CD44, CFH, CYB5D2
extracellular region 6 CD44, CFH, CYB5D2, MAPK14, NEU1, SPTAN1
Mitochondrion outer membrane 1 NEU4
Single-pass membrane protein 2 CD33, CD44
mitochondrial outer membrane 1 NEU4
external side of plasma membrane 5 CD33, FAS, ITGAM, NEU3, TLR4
Extracellular vesicle 1 SPTAN1
actin cytoskeleton 1 SPTAN1
microtubule cytoskeleton 1 SPTAN1
Early endosome 1 TLR4
Mitochondrion inner membrane 1 COQ10A
Matrix side 1 COQ10A
Membrane raft 2 FAS, ITGAM
Cytoplasm, cytoskeleton 1 SPTAN1
focal adhesion 1 CD44
Peroxisome 1 CD33
nuclear speck 1 MAPK14
Cell projection, ruffle 1 TLR4
ruffle 1 TLR4
receptor complex 1 TLR4
Cell projection, neuron projection 1 NEU4
neuron projection 1 NEU4
cell projection 2 CD44, SPTAN1
phagocytic cup 1 TLR4
spindle pole 1 MAPK14
Cytoplasm, cell cortex 1 SPTAN1
blood microparticle 1 CFH
Recycling endosome membrane 1 NEU3
Endomembrane system 1 CYB5D2
microvillus 1 CD44
Membrane, caveola 1 NEU3
Cell projection, microvillus 1 CD44
specific granule membrane 2 CD33, ITGAM
tertiary granule membrane 3 CD33, ITGAM, SIGLEC5
Melanosome 1 FAS
lipopolysaccharide receptor complex 1 TLR4
plasma membrane raft 1 ITGAM
ficolin-1-rich granule lumen 1 MAPK14
secretory granule lumen 1 MAPK14
secretory granule membrane 2 CD44, SIGLEC5
cortical actin cytoskeleton 1 SPTAN1
specific granule lumen 2 NEU1, SPTAN1
tertiary granule lumen 1 SPTAN1
Lysosome lumen 2 NEU1, NEU4
serine-type endopeptidase complex 1 CFH
spectrin 1 SPTAN1
ficolin-1-rich granule membrane 1 SIGLEC5
CD95 death-inducing signaling complex 1 FAS
death-inducing signaling complex 2 CASP3, FAS
[Isoform 1]: Cell membrane 2 FAS, NEU4
integrin complex 1 ITGAM
lamellipodium membrane 1 CD44
macrophage migration inhibitory factor receptor complex 1 CD44
integrin alphaM-beta2 complex 1 ITGAM
catalytic complex 1 NEU2
symbiont cell surface 1 CFH
[Isoform CD33M]: Cell membrane 1 CD33
[Isoform CD33m]: Peroxisome 1 CD33
glycogen granule 1 FAS
[Isoform 2]: Mitochondrion inner membrane 1 NEU4
organelle inner membrane 1 NEU4
organelle 1 SPTAN1


文献列表

  • Ji-Young Park, Su Hwan Lim, Bo Ram Kim, Hyung Jae Jeong, Hyung-Jun Kwon, Gyu-Yong Song, Young Bae Ryu, Woo Song Lee. Sialidase inhibitory activity of diarylnonanoid and neolignan compounds extracted from the seeds of Myristica fragrans. Bioorganic & medicinal chemistry letters. 2017 07; 27(14):3060-3064. doi: 10.1016/j.bmcl.2017.05.055. [PMID: 28551100]
  • Yongying Shi, Longlong Si, Xu Han, Zibo Fan, Shouxin Wang, Man Li, Jiaqi Sun, Yongmin Zhang, Demin Zhou, Sulong Xiao. Synthesis of novel pentacyclic triterpene-Neu5Ac2en derivatives and investigation of their in vitro anti-influenza entry activity. MedChemComm. 2017 Jul; 8(7):1531-1541. doi: 10.1039/c7md00245a. [PMID: 30108865]
  • Nongluk Sriwilaijaroen, Sadagopan Magesh, Akihiro Imamura, Hiromune Ando, Hideharu Ishida, Miho Sakai, Erika Ishitsubo, Takanori Hori, Setsuko Moriya, Takeshi Ishikawa, Kazuo Kuwata, Takato Odagiri, Masato Tashiro, Hiroaki Hiramatsu, Kenji Tsukamoto, Taeko Miyagi, Hiroaki Tokiwa, Makoto Kiso, Yasuo Suzuki. A Novel Potent and Highly Specific Inhibitor against Influenza Viral N1-N9 Neuraminidases: Insight into Neuraminidase-Inhibitor Interactions. Journal of medicinal chemistry. 2016 05; 59(10):4563-77. doi: 10.1021/acs.jmedchem.5b01863. [PMID: 27095056]
  • Saša Kastelic, Rebeka Lucijana Berčič, Ivanka Cizelj, Mateja Benčina, Laszlo Makrai, Olga Zorman-Rojs, Mojca Narat, Magne Bisgaard, Henrik Christensen, Dušan Benčina. Ornithobacterium rhinotracheale has neuraminidase activity causing desialylation of chicken and turkey serum and tracheal mucus glycoproteins. Veterinary microbiology. 2013 Mar; 162(2-4):707-712. doi: 10.1016/j.vetmic.2012.09.018. [PMID: 23062950]
  • Enguang Feng, Woo-Jin Shin, Xuelian Zhu, Jian Li, Deju Ye, Jiang Wang, Mingyue Zheng, Jian-Ping Zuo, Kyoung Tai No, Xian Liu, Weiliang Zhu, Wei Tang, Baik-Lin Seong, Hualiang Jiang, Hong Liu. Structure-based design and synthesis of C-1- and C-4-modified analogs of zanamivir as neuraminidase inhibitors. Journal of medicinal chemistry. 2013 Feb; 56(3):671-84. doi: 10.1021/jm3009713. [PMID: 23330908]
  • Alan S Cross, Sang Won Hyun, Alba Miranda-Ribera, Chiguang Feng, Anguo Liu, Chinh Nguyen, Lei Zhang, Irina G Luzina, Sergei P Atamas, William S Twaddell, Wei Guang, Erik P Lillehoj, Adam C Puché, Wei Huang, Lai-Xi Wang, Antonino Passaniti, Simeon E Goldblum. NEU1 and NEU3 sialidase activity expressed in human lung microvascular endothelia: NEU1 restrains endothelial cell migration, whereas NEU3 does not. The Journal of biological chemistry. 2012 May; 287(19):15966-80. doi: 10.1074/jbc.m112.346817. [PMID: 22403397]
  • Shigeko Kijimoto-Ochiai, Naoko Doi, Hiroko Matsukawa, Miwako Fujii, Koji Tomobe. Localization of sialidase-positive cells expressing Mac-1 and immunoglobulin in the mouse thymus. Glycoconjugate journal. 2004; 20(6):375-84. doi: 10.1023/b:glyc.0000033994.99464.ce. [PMID: 15238702]
  • T Suzuki, K Ikeda, N Koyama, C Hosokawa, T Kogure, T Takahashi, K I Jwa Hidari, D Miyamoto, K Tanaka, Y Suzuki. Inhibition of human parainfluenza virus type 1 sialidase by analogs of 2-deoxy-2,3-didehydro-N-acetylneuraminic acid. Glycoconjugate journal. 2001 Apr; 18(4):331-7. doi: 10.1023/a:1013617232576. [PMID: 11788801]
  • H L Byers, E Tarelli, K A Homer, D Beighton. Sequential deglycosylation and utilization of the N-linked, complex-type glycans of human alpha1-acid glycoprotein mediates growth of Streptococcus oralis. Glycobiology. 1999 May; 9(5):469-79. doi: 10.1093/glycob/9.5.469. [PMID: 10207179]
  • J Kopitz, C Mühl, V Ehemann, C Lehmann, M Cantz. Effects of cell surface ganglioside sialidase inhibition on growth control and differentiation of human neuroblastoma cells. European journal of cell biology. 1997 May; 73(1):1-9. doi: . [PMID: 9174666]
  • J Romppanen, I Mononen. Age-related reference values for urinary excretion of sialic acid and deoxysialic acid: application to diagnosis of storage disorders of free sialic acid. Clinical chemistry. 1995 Apr; 41(4):544-7. doi: 10.1093/clinchem/41.4.544. [PMID: 7720243]
  • J Kopitz, C von Reitzenstein, C Mühl, M Cantz. Role of plasma membrane ganglioside sialidase of human neuroblastoma cells in growth control and differentiation. Biochemical and biophysical research communications. 1994 Mar; 199(3):1188-93. doi: 10.1006/bbrc.1994.1356. [PMID: 8147859]
  • T G Warner, J Chang, J Ferrari, R Harris, T McNerney, G Bennett, J Burnier, M B Sliwkowski. Isolation and properties of a soluble sialidase from the culture fluid of Chinese hamster ovary cells. Glycobiology. 1993 Oct; 3(5):455-63. doi: 10.1093/glycob/3.5.455. [PMID: 8286858]
  • T G Warner, A Louie, M Potier, A Ribeiro. Distinguishing mammalian sialidases by inhibition kinetics with novel derivatives of 5-acetamido-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonic acid, an unsaturated derivative of N-acetylneuraminic acid. Carbohydrate research. 1991 Aug; 215(2):315-21. doi: 10.1016/0008-6215(91)84030-i. [PMID: 1794129]
  • J C Michalski, J Montreuil, G Strecker. A thin layer chromatographic technique for screening for sialuria. Clinica chimica acta; international journal of clinical chemistry. 1983 Mar; 129(1):99-101. doi: 10.1016/0009-8981(83)90156-0. [PMID: 6851155]
  • U Nöhle, J M Beau, R Schauer. Uptake, metabolism and excretion of orally and intravenously administered, double-labeled N-glycoloylneuraminic acid and single-labeled 2-deoxy-2,3-dehydro-N-acetylneuraminic acid in mouse and rat. European journal of biochemistry. 1982 Sep; 126(3):543-8. doi: 10.1111/j.1432-1033.1982.tb06815.x. [PMID: 7140746]