Gemcitabine
Properties
- Molecular formula
- C9H11F2N3O4
- Molar mass
- 263.20 g/mol
- Exact mass
- 263.0718 Da
- Melting point
- 72.6 °C
- logP
- -1.05Crippen estimate
- Polar surface area
- 111.6 Ų
- H-bond donors / acceptors
- 4 / 6
- Rotatable bonds
- 2
- Stereocentres
- R, R, Rin SMILES atom order
Hazards
Danger
- H302 Harmful if swallowed20% of notifiers
- H312 Harmful in contact with skin40% of notifiers
- H315 Causes skin irritation80% of notifiers
- H319 Causes serious eye irritation80% of notifiers
- H335 May cause respiratory irritation20% of notifiers
- H340 May cause genetic defects40% of notifiers
- H351 Suspected of causing cancer20% of notifiers
- H360 May damage fertility or the unborn child20% of notifiers
- H360FD May damage fertility; May damage the unborn child20% of notifiers
- H361 Suspected of damaging fertility or the unborn child40% of notifiers
- H361fd Suspected of damaging fertility; Suspected of damaging the unborn child20% of notifiers
- H372 Causes damage to organs through prolonged or repeated exposure20% of notifiers
- H373 May causes damage to organs through prolonged or repeated exposure20% of notifiers
- H411 Toxic to aquatic life with long lasting effects20% of notifiers
Aggregated from 5 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.
Precautionary statements
P203, P260, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, P501
Identifiers
CAS number
95058-81-4SMILES
N=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)C2(F)F)c(O)n1InChIKey
SDUQYLNIPVEERB-QPPQHZFASA-NInChI
InChI=1S/C9H11F2N3O4/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)/t4-,6-,7-/m1/s1Weigh it out
Type any one amount. The others follow from the molar mass.
Names and synonyms
14 names · show all
- Cytidine, 2′-deoxy-2′,2′-difluoro-
- 2′-Deoxy-2′,2′-difluorocytidine
- LY 188011
- DDFC
- 2′,2′-Difluoro-2′-deoxycytidine
- 2′,2′-Difluorodeoxycytidine
- DFdC
- NSC 613327
- DFdCyd
- Gamcitabine
- Folfugem
- Gemcel
- GemLip
- Zefei
Work with Gemcitabine
Stereoisomers, salts and isotopologues
The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.
Similar compounds
2'-Deoxy-2'-fluoro-2'-c-methylcytidine817204-33-475 % similar
Deoxycytidine951-77-959 % similar
Cytarabine147-94-457 % similar
Cytidine65-46-357 % similar
2′-Deoxy-2′-fluorocytidine10212-20-156 % similar
2′-Deoxycytidine hydrochloride3992-42-556 % similar
Dideoxycytidine7481-89-255 % similar
Cytarabine hydrochloride69-74-954 % similar
Tanimoto similarity of circular fingerprints over the whole catalogue.