AntibioticMech

adefovir pivoxil

CHEBI:31175 ·resolve ·ANTIVIRAL ·EXACT SEEDED

An organic phosphonate that is the dipivoxil ester of adefovir. A prodrug for adefovir, an HIV-1 reverse transcriptase inhibitor, adefovir pivoxil is used to treat chronic hepatitis B viral infection. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:20706 CHEBI:20706
• CHEBI:25698 CHEBI:25698
• CHEBI:37592 CHEBI:37592
• CHEBI:46722 CHEBI:46722

Chemical structure

Computed structure properties

Molecular formula	C20H32N5O8P
Charge	0
Average mass	501.477 Da
Monoisotopic mass	501.19885 Da
Source	ChEBI
InChIKey	WOZSCQDILHKSGG-UHFFFAOYSA-N

SMILES

CC(C)(C)C(=O)OCOP(=O)(COCCn1cnc2c(N)ncnc21)OCOC(=O)C(C)(C)C

InChI

InChI=1S/C20H32N5O8P/c1-19(2,3)17(26)30-11-32-34(28,33-12-31-18(27)20(4,5)6)13-29-8-7-25-10-24-14-15(21)22-9-23-16(14)25/h9-10H,7-8,11-13H2,1-6H3,(H2,21,22,23)

Also called

• ({[2-(6-amino-9H-purin-9-yl)ethoxy]methyl}phosphoryl)bis(oxymethanediyl) bis(2,2-dimethylpropanoate) (EXACT_SYNONYM)— chebi
• (((2-(6-Amino-9H-purin-9-yl)ethoxy)methyl)phosphinylidene)bis(oxymethylene) 2,2-dimethylpropanoate (EXACT_SYNONYM)— chebi
• 9-(2-((-Bis((pivaloyloxy)methoxy)phosphinyl)methoxy)ethyl)adenine (EXACT_SYNONYM)— chebi
• 9-(2-((Bis((pivaloyloxy)methoxy)phosphinyl)methoxy)ethyl)adenine (EXACT_SYNONYM)— chebi
• Adefovir dipivoxil (EXACT_SYNONYM)— chebi
• GS 0840 (EXACT_SYNONYM)— chebi
• GS 840 (EXACT_SYNONYM)— chebi
• GS-0840 (EXACT_SYNONYM)— chebi
• hepsera (EXACT_SYNONYM)— chebi
• preveon (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• cas:142340-99-6
• drugbank:DB00718
• drugcentral:88
• hmdb:HMDB0014856
• kegg.drug:D01655
• reaxys:29413415

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:31175	adefovir pivoxil	antibioticmech:chebi-7111a6ace1	2026-08-30

Mechanism summary

Mode of action

MULTIPLE microbial target — Assigned from ChEBI roles CHEBI:53756 (HIV-1 reverse transcriptase inhibitor), CHEBI:59517 (DNA synthesis inhibitor), which map to NUCLEIC_ACID_SYNTHESIS_INHIBITION, VIRAL_POLYMERASE_INHIBITION. ChEBI asserts these roles on the compound; a curator should decide whether one is primary. The role names a target specific to the microbe or virus — see mode_of_action_target_scope. The contributing roles differ on whose target it is, so settling the primary mechanism may change 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 2026-08-30 · 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

6. RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

7. 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.