A prodrug form of doxorubicin
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Cholesterol-Doxorubicin

Item No. 9004198

Technical Information
Formal Name
(3R,10R,13R,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ((2S,3S,4S,6R)-3-hydroxy-2-methyl-6-(((1R,3R)-3,5,12-trihydroxy-3-(2-hydroxyacetyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl)oxy)tetrahydro-2H-pyran-4-yl)carbamate
Molecular Formula
C55H73NO13
Formula Weight
Purity
≥95%
Formulation
A solid
DMF: 25 mg/mlDMSO: 2 mg/mlEthanol: Slightly soluble
SMILES
O=C(CO)[C@@](C[C@H]1O[C@@H]2O[C@@H](C)[C@@H](O)[C@@H](NC(O[C@H]3CC4=CCC(C(CC[C@@H]5[C@@H](CCCC(C)C)C)[C@]5(C)CC6)C6[C@@]4(C)CC3)=O)C2)(O)CC(C1=C7O)=C(O)C8=C7C(C9=C(OC)C=CC=C9C8=O)=O
InChi Code
InChI=1S/C55H73NO13/c1-27(2)10-8-11-28(3)35-16-17-36-32-15-14-30-22-31(18-20-53(30,5)37(32)19-21-54(35,36)6)68-52(64)56-38-23-42(67-29(4)47(38)59)69-40-25-55(65,41(58)26-57)24-34-44(40)51(63)46-45(49(34)61)48(60)33-12-9-13-39(66-7)43(33)50(46)62/h9,12-14,27-29,31-32,35-38,40,42,47,57,59,61,63,65H,8,10-11,15-26H2,1-7H3,(H,56,64)/t28-,29+,31-,32?,35-,36?,37?,38+,40-,42+,47-,53+,54-,55-/m1/s1
InChi Key
XPLIGNAEYPCYSP-MDBLMQNWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Cholesterol-doxorubicin is a prodrug form of the anticancer agent doxorubicin (DOX; Item No. 15007).1 Cholesterol-doxorubicin, when combined with tocopherol polyethylene glycol succinate/tocofersolan (TPGS; Item No. 34661) in nanoassemblies, reduces MCF-7 and MDA-MB-231 breast cancer cell viability.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Olim, F., Neves, A.R., Vieira, M., et alSelf-assembly of cholesterol-doxorubicin and TPGS into prodrug-based nanoparticles with enhanced cellular uptake and lysosome-dependent pathway in breast cancer cells. Eur. J. Lipid Sci. Technol. 123(5), 2000337 (2021).