Deoxyinosine (BioCAD00000009735)

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Metabolite Card

Formula: C10H12N4O4 (252.0859)
SMILES: OC[C@H]1O[C@H](C[C@@H]1O)N1C=NC2=C1N=CNC2=O

Synonyms [en]

deoxyinosine; 2'-deoxyinosine; 9-(2-deoxy-beta-D-erythro-pentofuranosyl)-9H-purin-6-ol; delta-Ino; d-Ino; 9-(2-deoxy-b-D-erythro-pentofuranosyl)-Hypoxanthine

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Deoxyinosine. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000009735). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Deoxyinosine is a nucleoside that is formed when hypoxanthine is attached to a deoxyribose ring (also known as a ribofuranose) via a beta-N9-glycosidic bond. Deoxyinosine is found in DNA while inosine is found in RNA. Inosine is a nucleic acid important for RNA editing. Adenosine deaminase (ADA) catalyzes the conversion of adenosine and deoxyadenosine to inosine and deoxyinosine, respectively. ADA-deficient individuals suffer from severe combined immunodeficiency (SCID) and are unable to produce significant numbers of mature T or B lymphocytes. This occurs as a consequence of the accumulation of ADA substrates or their metabolites. Inosine is also an intermediate in a chain of purine nucleotides reactions required for muscle movements. Moreover, deoxyinosine is found to be associated with purine nucleoside phosphorylase (PNP) deficiency, which is an inborn error of metabolism.

Cytoplasm Extracellular Nucleus
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 890-38-0
  • PubChem: 135398593
  • PubChem: 65058
  • ChEBI: ChEBI:28997
  • HMDB: HMDB0000071
  • KEGG: C05512
  • BioCyc: DEOXYINOSINE
  • NCBI MeSH: deoxyinosine
  • DrugBank: DB02380
  • RefMet: RM0135877
  • MoNA: DNAAdduct000247
  • MoNA: DNAAdduct000248
  • MoNA: DNAAdduct000249
  • MoNA: DNAAdduct000250
  • MoNA: DNAAdduct000251
  • MoNA: DNAAdduct000252
  • MoNA: DNAAdduct000253
  • MoNA: DNAAdduct000254
  • MoNA: DNAAdduct000255
  • MoNA: DNAAdduct000256
  • MoNA: DNAAdduct000257
  • MoNA: DNAAdduct000258
  • MoNA: DNAAdduct000259
  • MoNA: DNAAdduct000260
  • MoNA: DNAAdduct000261
  • MoNA: DNAAdduct000262
  • MoNA: DNAAdduct000263
  • MoNA: DNAAdduct002245
  • MoNA: DNAAdduct002246
  • MoNA: DNAAdduct002247
  • MoNA: DNAAdduct002248
  • MoNA: DNAAdduct002249
  • MoNA: DNAAdduct002250
  • MoNA: DNAAdduct002251
  • MoNA: DNAAdduct002252
  • MoNA: DNAAdduct002253
  • MoNA: DNAAdduct002254
  • MoNA: DNAAdduct002255
  • MoNA: DNAAdduct002256
  • MoNA: DNAAdduct002257
  • MoNA: DNAAdduct002258
  • MoNA: DNAAdduct002259
  • MoNA: DNAAdduct002260
  • MoNA: DNAAdduct002261
  • MoNA: DNAAdduct007458
  • MoNA: DNAAdduct007459
  • MoNA: EMBL_MCF_2_0_HRMS_Library000175
  • MoNA: EMBL_MCF_2_0_HRMS_Library000176
  • MoNA: EMBL_MCF_2_0_HRMS_Library000177
  • MoNA: EMBL_MCF_2_0_HRMS_Library000178
  • MoNA: EMBL_MCF_2_0_HRMS_Library000476
  • MoNA: EMBL_MCF_2_0_HRMS_Library000477
  • MoNA: HMDB0000071_c_ms_2027
  • MoNA: HMDB0000071_ms_ms_114
  • MoNA: HMDB0000071_ms_ms_115
  • MoNA: HMDB0000071_ms_ms_116
  • MoNA: OUF00027
  • MoNA: OUF00028
  • MoNA: PS014701
  • MoNA: PS014702
  • MoNA: PS014703
  • MoNA: PS014704
  • MoNA: PS014705
  • MoNA: PS014707
  • MoNA: PS014708
  • MoNA: PS014709
  • MoNA: PS014710
  • MoNA: PS014711
  • Metlin: METLIN_3383
  • Coconut NaturalProduct: CNP0185874.0
  • Coconut NaturalProduct: CNP0483220.1
  • Coconut NaturalProduct: CNP0585751.1

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R02556 3.5.4.4 deoxyadenosine aminohydrolase
KEGG:R02748 2.4.2.1 deoxyinosine:orthophosphate ribosyltransferase
KEGG:R12958 3.1.3.5 dIMP phosphohydrolase
BioCyc:DEOXYINOPHOSPHOR-RXN 2.4.2.1 DEOXYINOSINE + Pi<=>HYPOXANTHINE + DEOXY-D-RIBOSE-1-PHOSPHATE
BioCyc:ADDALT-RXN 3.5.4.4 PROTON + WATER + DEOXYADENOSINE --> AMMONIUM + DEOXYINOSINE
BioCyc:TRANS-RXN-108E deoxyinosine:proton symport
Rhea:RHEA:27751 2.4.2.1 2'-deoxyinosine + phosphate => 2-deoxy-α-D-ribose 1-phosphate + hypoxanthine
Rhea:RHEA:27752 2.4.2.1 2-deoxy-α-D-ribose 1-phosphate + hypoxanthine => 2'-deoxyinosine + phosphate
Rhea:RHEA:27753 2.4.2.1 2'-deoxyinosine + phosphate <=> 2-deoxy-α-D-ribose 1-phosphate + hypoxanthine
Rhea:RHEA:28191 3.5.4.4 2'-deoxyadenosine + H2O + H+ => 2'-deoxyinosine + NH4+
Rhea:RHEA:28192 3.5.4.4 2'-deoxyinosine + NH4+ => 2'-deoxyadenosine + H2O + H+
Rhea:RHEA:28193 3.5.4.4 2'-deoxyadenosine + H2O + H+ <=> 2'-deoxyinosine + NH4+
Rhea:RHEA:29384 dIMP + H2O => 2'-deoxyinosine + phosphate
Rhea:RHEA:29385 2'-deoxyinosine + phosphate => dIMP + H2O
Rhea:RHEA:29386 dIMP + H2O <=> 2'-deoxyinosine + phosphate
Rhea:RHEA:29972 2'-deoxyinosine(in) + H+(in) => 2'-deoxyinosine(out) + H+(out)
Rhea:RHEA:29973 2'-deoxyinosine(out) + H+(out) => 2'-deoxyinosine(in) + H+(in)
Rhea:RHEA:29974 2'-deoxyinosine(in) + H+(in) <=> 2'-deoxyinosine(out) + H+(out)
Rhea:RHEA:69573 dIMP + inosine => 2'-deoxyinosine + IMP
Rhea:RHEA:69574 2'-deoxyinosine + IMP => dIMP + inosine
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Organism Source

Taxonomy Source

  1. Agaricus blazei [ncbi taxid: 79798]
  2. Championella japonica [ncbi taxid: ]
  3. Drynaria quercifolia [ncbi taxid: ]
  4. Escherichia coli [ncbi taxid: 562]
  5. Euryale ferox [ncbi taxid: 4414]
  6. Evodia rutaecarpa [ncbi taxid: ]
  7. Fagaropsis glabra [ncbi taxid: 645646]
  8. Fusarium larvarum [ncbi taxid: ]
  9. Ganoderma lucidum [ncbi taxid: 5315]
  10. Ganoderma sinense [ncbi taxid: 36075]
  11. Ginkgo biloba [ncbi taxid: 3311]
  12. Homo sapiens [ncbi taxid: 9606]
  13. Martynia louisiana [ncbi taxid: ]
  14. Mus musculus [ncbi taxid: 10090]
  15. Phaseolus vulgaris [ncbi taxid: 3885]
  16. Polyalthia insignis [ncbi taxid: 1310105]
  17. Saccharomyces cerevisiae [ncbi taxid: 4932]
  18. Salacia fruticosa [ncbi taxid: 1225086]
  19. Spatoglossum variabile [ncbi taxid: ]

Pathway Synthetic

pathway id name
BioCyc:HUMAN_PWY-7179-1 purine deoxyribonucleosides degradation
BioCyc:META_PWY-7179 purine deoxyribonucleosides degradation I
BioCyc:ECO_PWY-7179 purine deoxyribonucleosides degradation I
BioCyc:VCHO_PWY-7179 purine deoxyribonucleosides degradation I
BioCyc:ANTHRA_PWY-7179 purine deoxyribonucleosides degradation I
BioCyc:ANTHRA_PWY0-1297 superpathway of purine deoxyribonucleosides degradation
BioCyc:AGRO_PWY-7179 purine deoxyribonucleosides degradation I
BioCyc:MTBH37RV_PWY-7179 purine deoxyribonucleosides degradation I
BioCyc:HPY_PWY-7179 purine deoxyribonucleosides degradation I
BioCyc:AURANTIMONAS_PWY0-1297 superpathway of purine deoxyribonucleosides degradation
BioCyc:LACTORHA_PWY-7179 purine deoxyribonucleosides degradation I
BioCyc:PRECOPRI_PWY-7179 purine deoxyribonucleosides degradation I
BioCyc:VCHO_PWY0-1297 superpathway of purine deoxyribonucleosides degradation
BioCyc:MTBCDC1551_PWY0-1297 superpathway of purine deoxyribonucleosides degradation
BioCyc:AGRO_PWY0-1297 superpathway of purine deoxyribonucleosides degradation
BioCyc:PDIF272563_PWY-7179 purine deoxyribonucleosides degradation I
BioCyc:LACTORHA_PWY0-1297 superpathway of purine deoxyribonucleosides degradation
BioCyc:DESPIGER_PWY-7179 purine deoxyribonucleosides degradation I
BioCyc:PRECOPRI_PWY0-1297 superpathway of purine deoxyribonucleosides degradation
BioCyc:GCF_000013425_PWY-7179 purine deoxyribonucleosides degradation I
View All Pathways