AntibioticMech

didanosine

CHEBI:490877 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A purine 2',3'-dideoxyribonucleoside that is inosine in which the hydroxy groups at both the 2' and the 3' positions on the sugar moiety have been replaced by hydrogen. An antiviral drug, it is used as a medication to treat HIV/AIDS. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:48442 CHEBI:48442

Chemical structure

Computed structure properties

Molecular formula	C10H12N4O3
Charge	0
Average mass	236.231 Da
Monoisotopic mass	236.09094 Da
Source	ChEBI
InChIKey	BXZVVICBKDXVGW-NKWVEPMBSA-N

SMILES

O=c1ncnc2c1ncn2[C@H]1CC[C@@H](CO)O1

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

Also called

• didanosina (INN)— chebi
• didanosinum (INN)— chebi
• 2',3'-dideoxyinosine (EXACT_SYNONYM)— chebi
• 2,3-dideoxyinosine (EXACT_SYNONYM)— chebi
• 9-((2R,5S)-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-1H-purin-6(9H)-one (EXACT_SYNONYM)— chebi
• 9-((2R,5S)-5-Hydroxymethyl-tetrahydro-furan-2-yl)-1,9-dihydro-purin-6-one (EXACT_SYNONYM)— chebi
• 9-((2S,5R)-5-Hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-ol (EXACT_SYNONYM)— chebi
• 9-[(2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1,9-dihydro-6H-purin-6-one (EXACT_SYNONYM)— chebi
• DDI (EXACT_SYNONYM)— chebi
• Didanosine (EXACT_SYNONYM)— chebi
• ddI (EXACT_SYNONYM)— chebi
• ddIno (EXACT_SYNONYM)— chebi
• dideoxyinosine (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• cas:69655-05-6
• chemspider:45864
• drugbank:DB00900
• drugcentral:869
• kegg.compound:C06953
• kegg.drug:D00296
• lincs.smallmolecule:LSM-6017
• patent:EP206497
• pdb-ccd:2DI
• reaxys:3619529
• wikipedia.en:Didanosine

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

• CHEBI:36044 CHEBI:36044
• CHEBI:53756 CHEBI:53756

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record

Source	Native ID	Label	Minted CURIE	Version
CHEBI	CHEBI:490877	didanosine	antibioticmech:chebi-f6c0f1f221	2026-08-30

Mechanism summary

Mode of action

VIRAL_POLYMERASE_INHIBITION microbial target — Assigned from ChEBI role CHEBI:53756 (HIV-1 reverse transcriptase inhibitor). ChEBI asserts the role on the compound. The role names a target specific to the microbe or virus — see mode_of_action_target_scope. Not a curator's mechanistic review.

Clinical status

APPROVED

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

4. RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

5. RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.