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Chemical substance record

Stavudine

3056-17-5C10H12N2O4224.216 g/mol
Organic/Inorganic Small MoleculeChEBI source record

A nucleoside analogue obtained by formal dehydration across positions 2 and 3 of thymidine. An inhibitor of HIV-1 reverse transcriptase — ChEBI

Safety references

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Identity & molecular properties

Source-linked values
CAS number3056-17-5ChEBI ↗
Molecular formulaC10H12N2O4ChEBI ↗
Molar mass224.216 g/molChEBI ↗
Monoisotopic mass224.07971 DaChEBI ↗
Formal charge0ChEBI ↗
ChEBI identifierCHEBI:63581ChEBI ↗

Cross-source molecular data

PubChem
Molar mass224.21 g/molPubChem ↗
Exact mass224.07970687 DaPubChem ↗
Computed XLogP-0.8PubChem ↗
Topological polar surface area (Ų)78.9PubChem ↗
H-bond donors2PubChem ↗
H-bond acceptors4PubChem ↗
Rotatable bonds2PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

Copy any identifier
stavudine
1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methylpyrimidine-2,4(1H,3H)-dione
XNKLLVCARDGLGL-JGVFFNPUSA-N
Cc1cn([C@H]2C=C[C@@H](CO)O2)c(=O)nc1=O
InChI=1S/C10H12N2O4/c1-6-4-12(10(15)11-9(6)14)8-3-2-7(5-13)16-8/h2-4,7-8,13H,5H2,1H3,(H,11,14,15)/t7-,8+/m0/s1

Names & synonyms

1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methylpyrimidine-2,4(1H,3H)-dioneestavudinastavudinum

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology
organic molecular entityChEBI parent class · 50860 ↗dihydrofuranChEBI parent class · 51659 ↗nucleoside analogueChEBI parent class · 60783 ↗
organic heterocyclic compoundorganic molecular entity

Roles recorded in ChEBI

antiviral agentantimetaboliteEC 2.7.7.49 (RNA-directed DNA polymerase) inhibitoranti-HIV agent

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass
Equivalent amount
0.00445999 mol

Uses 224.216 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions
C
Carbon · 10 atoms
53.57%
O
Oxygen · 4 atoms
28.54%
N
Nitrogen · 2 atoms
12.49%
H
Hydrogen · 12 atoms
5.39%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations
EP334368 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.
US5130421 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.
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Sources & record history

Checked 27 Sep 2026
EMBL-EBI ChEBI · CHEBI:63581

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

NCBI PubChem · CID 18283 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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