gemcitabine hydrochloride
CHEBI:31647
·resolve ·ANTIVIRAL
·EXACT
SEEDED
A 2'-deoxycytidine hydrochloriode having geminal fluoro substituents in the 2'-position. An inhibitor of ribonucleotide reductase, gemcitabine hydrochloride is used in the treatment of various carcinomas, including non-small cell lung cancer, pancreatic cancer, bladder cancer and breast cancer. — 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.
Chemical structure
Computed structure properties
| Molecular formula | H.C9H11F2N3O4.Cl |
|---|
| Charge | 0 |
|---|
| Average mass | 299.661 Da |
|---|
| Monoisotopic mass | 299.04844 Da |
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| Source | ChEBI |
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| InChIKey | OKKDEIYWILRZIA-OSZBKLCCSA-N |
|---|
SMILES
Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)C2(F)F)c(=O)n1.[Cl-].[H+]
InChI
InChI=1S/C9H11F2N3O4.ClH/c10-9(11)6(16)4(3-15)18-7(9)14-2-1-5(12)13-8(14)17;/h1-2,4,6-7,15-16H,3H2,(H2,12,13,17);1H/t4-,6-,7-;/m1./s1
Also called
- 2'-deoxy-2',2'-difluorocytidine hydrochloride (EXACT_SYNONYM)— chebi
- 2',2'-Difluorodeoxycytidine monohydrochloride (EXACT_SYNONYM)— chebi
- 2'-Deoxy-2',2'-difluorocytidine monohydrochloride (EXACT_SYNONYM)— chebi
- Gemcitabine HCl (EXACT_SYNONYM)— chebi
Cross-references
Equivalent identifiers for this same structure in other resources.
Activity roles
Every antimicrobial role a source asserts for this compound — the
unreduced evidence behind its antimicrobial_class.
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:31647 |
gemcitabine hydrochloride |
antibioticmech:chebi-6f679a84e5 |
2026-08-30 |
Mechanism summary
- Clinical status
- APPROVED
Curation history
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SEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
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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.