Products for Research Use Only

Gemcitabine elaidate

CAT: 0804-HY-13538-01Size: 5 mgDry Ice: NoHazardous: No
Product image 1
1 / 1
CAT#:0804-HY-13538-01Size:5 mg
Selected
24/48H Stock Items & 2 to 6 Weeks non Stock Items.
Quick Request Actions
Description
Gemcitabine elaidate (CP-4126) is lipophilic pro-agent of Gemcitabine. Gemcitabine elaidate is converted to Gemcitabine by esterases in order to be phosphorylated. Gemcitabine elaidate exhibits anti-tumor activity[1][2].
CAS Number
210829-30-4
Product Name Alternative
CP-4126; CO-101; Gemcitabine 5'-elaidate
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Apoptosis; Autophagy; Nucleoside Antimetabolite/Analog
Type
Reference compound
Related Pathways
Apoptosis; Autophagy; Cell Cycle/DNA Damage
Applications
Cancer-Kinase/protease
Field of Research
Cancer; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/gemcitabine-elaidate.html
Purity
98.90
Solubility
DMSO : ≥ 100 mg/mL
Smiles
O[C@@H](C(F)(F)[C@H](N1C(N=C(C=C1)N)=O)O2)[C@H]2COC(CCCCCCC/C=C/CCCCCCCC)=O
Molecular Formula
C27H43F2N3O5
Molecular Weight
527.64
Precautions
H302, H315, H319, H335
References & Citations
[1]Bergman AM, 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. 2011 Jun;29 (3) :456-66.|[2]Adema AD, et, al. Cell cycle effects of fatty acid derivatives of cytarabine, CP-4055, and of gemcitabine, CP-4126, as basis for the interaction with oxaliplatin and docetaxel. Int J Oncol. 2010 Jan;36 (1) :285-94.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Phase 2

Chemical Information

Gemcitabine Elaidate

Gemcitabine elaidate is a pyrimidine 2'-deoxyribonucleoside.

CAS Number210829-30-4
PubChem CID9828310
IUPAC Name[(2R,3R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-4,4-difluoro-3-hydroxyoxolan-2-yl]methyl (E)-octadec-9-enoate
Molecular FormulaC27H43F2N3O5
Molecular Weight527.6
XLogP6.2
Topological Polar Surface Area114
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count19
Heavy Atom Count37
Formal Charge0
Complexity803
SMILES
CCCCCCCC/C=C/CCCCCCCC(=O)OC[C@@H]1[C@H](C([C@@H](O1)N2C=CC(=NC2=O)N)(F)F)O
InChI
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
InChIKey
HESSNRGIEVBPRB-QDDPNBLJSA-N
Chemical Structure
2D Structure
2D structure of Gemcitabine Elaidate
CAS: 210829-30-4
CID: 9828310
Formula: C27H43F2N3O5
MW: 527.6
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight527.6
XLogP36.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count19
Exact Mass527.31707780
Monoisotopic Mass527.31707780
Topological Polar Surface Area114 Ų
Heavy Atom Count37
Formal Charge0
Complexity803
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes