AntibioticMech

zalcitabine

CHEBI:10101 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A pyrimidine 2',3'-dideoxyribonucleoside compound having cytosine as the nucleobase. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:48441 CHEBI:48441

Chemical structure

Computed structure properties

Molecular formula	C9H13N3O3
Charge	0
Average mass	211.221 Da
Monoisotopic mass	211.09569 Da
Source	ChEBI
InChIKey	WREGKURFCTUGRC-POYBYMJQSA-N

SMILES

Nc1ccn([C@H]2CC[C@@H](CO)O2)c(=O)n1

InChI

InChI=1S/C9H13N3O3/c10-7-3-4-12(9(14)11-7)8-2-1-6(5-13)15-8/h3-4,6,8,13H,1-2,5H2,(H2,10,11,14)/t6-,8+/m0/s1

Also called

• 2',3'-dideoxycytidine (EXACT_SYNONYM)— chebi
• 2',3'-Dideoxycytidine (EXACT_SYNONYM)— chebi
• 4-amino-1-[(2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2(1H)-one (EXACT_SYNONYM)— chebi
• DDC (EXACT_SYNONYM)— chebi
• DDCYD (EXACT_SYNONYM)— chebi
• Dideoxycytidine (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• cas:7481-89-2
• drugbank:DB00943
• drugcentral:2856
• hmdb:HMDB0015078
• kegg.compound:C07207
• kegg.drug:D00412
• lincs.smallmolecule:LSM-5915
• reaxys:654956
• wikipedia.en:Zalcitabine

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:10101	zalcitabine	antibioticmech:chebi-ff34da3c97	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.