ganciclovir

CHEBI:465284 ·resolve ·ANTIVIRAL ·EXACT SEEDED

An oxopurine that is guanine substituted by a [(1,3-dihydroxypropan-2-yl)oxy]methyl group at position 9. Ganciclovir is an antiviral drug used to treat or prevent AIDS-related cytomegalovirus infections. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:20702 CHEBI:20702
CHEBI:25810 CHEBI:25810

Chemical structure

Computed structure properties
Molecular formula	C9H13N5O4
Charge	0
Average mass	255.234 Da
Monoisotopic mass	255.09675 Da
Source	ChEBI
InChIKey	IRSCQMHQWWYFCW-UHFFFAOYSA-N

SMILES

Nc1nc(=O)c2ncn(COC(CO)CO)c2n1

InChI

InChI=1S/C9H13N5O4/c10-9-12-7-6(8(17)13-9)11-3-14(7)4-18-5(1-15)2-16/h3,5,15-16H,1-2,4H2,(H3,10,12,13,17)

Also called

2-amino-9-{[(1,3-dihydroxypropan-2-yl)oxy]methyl}-1,9-dihydro-6H-purin-6-one (EXACT_SYNONYM)— chebi
2-(6-Amino-purin-9-ylmethoxy)-propane-1,3-diol (EXACT_SYNONYM)— chebi
2-Amino-9-(2-hydroxy-1-hydroxymethyl-ethoxymethyl)-1,9-dihydro-purin-6-one (EXACT_SYNONYM)— chebi
2-amino-9-((1,3-dihydroxypropan-2-yloxy)methyl)-1H-purin-6(9H)-one (EXACT_SYNONYM)— chebi
2-amino-9-((1,3-dihydroxypropan-2-yloxy)methyl)-3H-purin-6(9H)-one (EXACT_SYNONYM)— chebi
2-amino-9-((1,3-dihydroxypropan-2-yloxy)methyl)-9H-purin-6-ol (EXACT_SYNONYM)— chebi
2-amino-9-(2-hydroxy-1-hydroxymethylethoxymethyl)-6,9-dihydro-1H-6-purinone (EXACT_SYNONYM)— chebi
9-((2-Hydroxy-1-(hydroxymethyl)ethoxy)methyl)guanine (EXACT_SYNONYM)— chebi
9-(1,3-DIHYDROXY-PROPOXYMETHANE)GUANINE (EXACT_SYNONYM)— chebi
9-[(1,3-dihydroxy-2-propoxy)methyl]guanine (EXACT_SYNONYM)— chebi
GA2 (EXACT_SYNONYM)— chebi
Ganciclovir (EXACT_SYNONYM)— chebi
ganciclovirum (EXACT_SYNONYM)— chebi
gancyclovir (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

beilstein:3654487
cas:82410-32-0
drugbank:DB01004
drugcentral:1277
hmdb:HMDB0015139
kegg.drug:D00333
lincs.smallmolecule:LSM-5382
patent:US4355032
pdb-ccd:GA2
reaxys:3654487
wikipedia.en:Ganciclovir

Activity roles

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

CHEBI:36044 CHEBI:36044

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:465284`	ganciclovir	`antibioticmech:chebi-d79c100148`	2026-08-30

Mechanism summary

Clinical status: APPROVED

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
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.