A prodrug form of gemcitabine
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Active Metabolite(s)
11690Gemcitabine 9003096Gemcitabine (hydrochloride)
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Gemcitabine Elaidate

Item No. 28303

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2'-deoxy-2',2'-difluoro-cytidine, 5'-(9E)-9-octadecenoate
CAS Number
210829-30-4
Synonyms
  • CP 4126
Molecular Formula
C27H43F2N3O5
Formula Weight
527.6
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:2): 0.33 mg/ml
λmax
244, 273 nm
SMILES
O[C@H]1C(F)(F)[C@H](N2C(N=C(N)C=C2)=O)O[C@@H]1COC(CCCCCCC/C=C/CCCCCCCC)=O
InChi Code
InChI=1S/C27H43F2N3O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(33)36-20-21-24(34)27(28,29)25(37-21)32-19-18-22(30)31-26(32)35/h9-10,18-19,21,24-25,34H,2-8,11-17,20H2,1H3,(H2,30,31,35)/b10-9+/t21-,24-,25-/m1/s1
InChi Key
HESSNRGIEVBPRB-QDDPNBLJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

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    5 mg

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    10 mg

    $236

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    25 mg

    $502

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    Cayman Chemical
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    Product Description

    Gemcitabine elaidate is a lipophilic prodrug form of the nucleoside analog gemcitabine (Item Nos. 11690 | 9003096) that contains an elaidic acid (Item No. 90250) moiety.1 Gemcitabine elaidate inhibits growth of gemcitabine-sensitive L1210/L5, BCLO, and A2780 cells (IC50s = 0.0033, 0.0042, and 0.0025 µM, respectively) but not cytarabine-resistant L4A6 and Bara-C cells (IC50s = 16 and 13 µM, respectively) or gemcitabine-resistant AG6000 cells (IC50 = 91 µM). It inhibits growth of THX, LOX, MOLT-4, and MOLT-4/C8 cells in a manner independent of nucleoside transport. Gemcitabine elaidate reduces tumor growth in EKVX non-small cell lung cancer and MHMX sarcoma mouse xenograft models but not in an H-146 small cell lung cancer mouse xenograft model when administered at a dose of 40 mg/kg every three days.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bergman, A.M., Adema, A.D., Balzarini, J., et al. Antiproliferative activity, mechanism of action and oral antitumor activity of CP-4126, a fatty acid derivative of gemcitabine, in in vitro and in vivo tumor models. Invest. New Drugs 29(3), 456-466 (2011).