Didanosine (BioDeep_00000002366)

 

Secondary id: BioDeep_00000408801

human metabolite blood metabolite


代谢物信息卡片


9-[(2R,5S)-5-(Hydroxymethyl)tetrahydrofuran-2-yl]-1,9-dihydro-6H-purin-6-one

化学式: C10H12N4O3 (236.0909)
中文名称: 2,3-二脱氧肌苷
谱图信息: 最多检出来源 Homo sapiens(plant) 14.31%

分子结构信息

SMILES: C1CC(OC1CO)N2C=NC3=C2N=CNC3=O
InChI: InChI=1S/C10H12N4O3/c15-3-6-1-2-7(17-6)14-5-13-8-9(14)11-4-12-10(8)16/h4-7,15H,1-3H2,(H,11,12,16)/t6-,7+/m0/s1

描述信息

A dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by a hydrogen. This modification prevents the formation of phosphodiester linkages which are needed for the completion of nucleic acid chains. Didanosine is a potent inhibitor of HIV replication, acting as a chain-terminator of viral DNA by binding to reverse transcriptase; ddI is then metabolized to dideoxyadenosine triphosphate, its putative active metabolite. [PubChem]
J - Antiinfectives for systemic use > J05 - Antivirals for systemic use > J05A - Direct acting antivirals > J05AF - Nucleoside and nucleotide reverse transcriptase inhibitors
C471 - Enzyme Inhibitor > C1589 - Reverse Transcriptase Inhibitor > C97452 - Nucleoside Reverse Transcriptase Inhibitor
D000890 - Anti-Infective Agents > D000998 - Antiviral Agents > D018894 - Reverse Transcriptase Inhibitors
D000890 - Anti-Infective Agents > D000998 - Antiviral Agents > D044966 - Anti-Retroviral Agents
D009676 - Noxae > D000963 - Antimetabolites > D015224 - Dideoxynucleosides
D004791 - Enzyme Inhibitors > D019384 - Nucleic Acid Synthesis Inhibitors
C254 - Anti-Infective Agent > C281 - Antiviral Agent
CONFIDENCE standard compound; EAWAG_UCHEM_ID 3135
Didanosine (2',3'-Dideoxyinosine; ddI) is a a potent and orally active dideoxynucleoside analogue, and also is a potent nucleoside reverse transcriptase inhibitor. Didanosine shows antiretroviral activity for HIV[1][2][3].

同义名列表

23 个代谢物同义名

9-[(2R,5S)-5-(Hydroxymethyl)tetrahydrofuran-2-yl]-1,9-dihydro-6H-purin-6-one; 9-((2R,5S)-5-Hydroxymethyl-tetrahydro-furan-2-yl)-1,9-dihydro-purin-6-one; 9-((2R,5S)-5-(Hydroxymethyl)-tetrahydrofuran-2-yl)-1H-purin-6(9H)-one; 9-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-3H-purin-6-one; 9-((2S,5R)-5-Hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-ol; Bristol-myers squibb brand OF didanosine; Bristol myers squibb brand OF didanosine; Bristol-myers brand OF didanosine; Bristol myers brand OF didanosine; 2,3-Dideoxyinosine; 2,3 Dideoxyinosine; DdI (antiviral); Dideoxyinosine; ABBR ddi; MLS003373937; Didanosinum; Didanosina; Didanosine; Videx; DdIno; DDI; 2',3'-Dideoxyinosine; Didanosine



数据库引用编号

33 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

1 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(1)

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 10 ABCB1, ADA, ALB, AXIN2, DCK, HPRT1, NT5C2, PNP, SRY, XDH
Peripheral membrane protein 1 ADA
Endoplasmic reticulum membrane 1 CD4
Nucleus 4 ALB, AXIN2, DCK, SRY
cytosol 10 ADA, ALB, AXIN2, DCK, GPT, HPRT1, LIPE, NT5C2, PNP, XDH
centrosome 2 ALB, AXIN2
nucleoplasm 2 DCK, SRY
Cell membrane 5 ABCB1, ADA, CD4, CD8A, LIPE
Multi-pass membrane protein 1 ABCB1
cell junction 1 ADA
cell surface 2 ABCB1, ADA
Golgi apparatus 1 ALB
Golgi membrane 1 INS
Cytoplasm, cytosol 2 LIPE, NT5C2
Lysosome 1 ADA
plasma membrane 6 ABCB1, ADA, AXIN2, CD4, CD8A, IFNLR1
Membrane 4 ABCB1, ADA, IFNLR1, LIPE
apical plasma membrane 1 ABCB1
caveola 1 LIPE
extracellular exosome 5 ABCB1, ALB, GPT, HPRT1, PNP
endoplasmic reticulum 1 ALB
extracellular space 7 ALB, IFNA1, IL2, IL6, INS, PNP, XDH
mitochondrion 1 DCK
protein-containing complex 1 ALB
Single-pass type I membrane protein 3 CD4, CD8A, IFNLR1
Secreted 6 ALB, IFNA1, IL2, IL6, INS, PNP
extracellular region 6 ALB, CD8A, IL2, IL6, INS, PNP
[Isoform 2]: Secreted 1 CD8A
Extracellular side 1 ADA
Cytoplasmic vesicle lumen 1 ADA
anchoring junction 2 ADA, ALB
external side of plasma membrane 3 ADA, CD4, CD8A
beta-catenin destruction complex 1 AXIN2
Early endosome 1 CD4
Apical cell membrane 1 ABCB1
Membrane raft 1 CD4
Peroxisome 1 XDH
sarcoplasmic reticulum 1 XDH
nuclear speck 1 SRY
receptor complex 1 CD8A
ciliary basal body 1 ALB
chromatin 1 SRY
centriole 1 ALB
spindle pole 1 ALB
blood microparticle 1 ALB
endosome lumen 1 INS
Lipid droplet 1 LIPE
Membrane, caveola 1 LIPE
Nucleus speckle 1 SRY
plasma membrane raft 1 CD8A
ficolin-1-rich granule lumen 1 PNP
secretory granule lumen 2 INS, PNP
Golgi lumen 1 INS
endoplasmic reticulum lumen 4 ALB, CD4, IL6, INS
platelet alpha granule lumen 1 ALB
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
clathrin-coated endocytic vesicle membrane 1 CD4
external side of apical plasma membrane 1 ABCB1
[Isoform 1]: Cell membrane 1 CD8A
T cell receptor complex 2 CD4, CD8A
interleukin-6 receptor complex 1 IL6
ciliary transition fiber 1 ALB
interleukin-28 receptor complex 1 IFNLR1


文献列表

  • Julie Høgh, Malene Hove-Skovsgaard, Marco Gelpi, Anne Marie Reimer Jensen, Jan Gerstoft, Thomas Benfield, Heidi Storgaard, Susanne Dam Nielsen. Insulin resistance in people living with HIV is associated with exposure to thymidine analogues and/or didanosine and prior immunodeficiency. BMC infectious diseases. 2022 May; 22(1):503. doi: 10.1186/s12879-022-07485-1. [PMID: 35643429]
  • Marco Gelpi, Andreas Dehlbæk Knudsen, Karoline Brostrup Larsen, Amanda Mocroft, Anne-Mette Lebech, Birgitte Lindegaard, Jens Lundgren, Klaus Fuglsang Kofoed, Susanne Dam Nielsen. Long-lasting alterations in adipose tissue density and adiponectin production in people living with HIV after thymidine analogues exposure. BMC infectious diseases. 2019 Aug; 19(1):708. doi: 10.1186/s12879-019-4347-y. [PMID: 31399063]
  • Nongodo Firmin Kaboré, Armel Poda, Jacques Zoungrana, Ollo Da, Laura Ciaffi, Aoua Semdé, Issouf Yaméogo, Adrien B Sawadogo, Eric Delaporte, Nicolas Meda, Sophie Limou, Amandine Cournil. Chronic kidney disease and HIV in the era of antiretroviral treatment: findings from a 10-year cohort study in a west African setting. BMC nephrology. 2019 05; 20(1):155. doi: 10.1186/s12882-019-1335-9. [PMID: 31064340]
  • Hongxiang Chen, Gang Wang, Lanzhen Sun, Huicong Zhang, Mengchi Sun, Jin Sun, Lei Shang, Cong Luo. Regulating the alky chain length of fatty acid-didanosine prodrugs and evaluating its role in albumin binding. Drug delivery and translational research. 2018 02; 8(1):21-31. doi: 10.1007/s13346-017-0428-x. [PMID: 28944416]
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  • Karanam Anandan Suresh, Venkata Subbaiah C Kadiam, Thaslim S K Basha, Naga Raju Chamarti, Suresh M Kumar, Rajendra Wudayagiri, Lokanatha Valluru. Synthesis and Antiviral Activity of Novel Phosphorylated Derivatives of Didanosine Against Newcastle Disease Virus in Chicken. Archiv der Pharmazie. 2016 Jun; 349(6):442-55. doi: 10.1002/ardp.201600038. [PMID: 27128998]
  • Noris Pavia-Ruz, Magdel Rossouw, Xavier Sáez-Llorens, Torsak Bunupuradah, Mathew Taylor, Rong Yang, Heather Sevinsky, Mark Krystal, Max Lataillade, Daniel Seekins, Sophie Biguenet. Efavirenz Capsule Sprinkle and Liquid Formulations With Didanosine and Emtricitabine in HIV-1-infected Infants and Children 3 Months to 6 Years of Age: Study AI266-922. The Pediatric infectious disease journal. 2015 Dec; 34(12):1355-60. doi: 10.1097/inf.0000000000000913. [PMID: 26379163]
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