An internal standard for the quantification of cabazitaxel
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Unlabeled Version(s)
22262Cabazitaxel
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Cabazitaxel-d9

Item No. 28488

Technical Information
Formal Name
(αR,βS)-β-[[[1,1-di(methyl-d3)ethoxy-2,2,2-d3]carbonyl]amino]-α-hydroxy-benzenepropanoic acid, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-11-hydroxy-4,6-dimethoxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester
CAS Number
1383572-19-7
Molecular Formula
C45H48D9NO14
Formula Weight
Purity
≥99% deuterated forms (d1-d9)
A solid
DMSO: solubleMethanol: soluble
SMILES
CO[C@@H](C[C@]1(OC[C@]1([C@]2([C@@H]3OC(C4=CC=CC=C4)=O)[H])OC(C)=O)[H])[C@]2(C([C@@H](C(C(C)5C)=C([C@H](C[C@]53O)OC([C@@H]([C@H](C6=CC=CC=C6)NC(OC(C([2H])([2H])[2H])(C([2H])([2H])[2H])C([2H])([2H])[2H])=O)O)=O)C)OC)=O)C
InChi Code
InChI=1S/C45H57NO14/c1-24-28(57-39(51)33(48)32(26-17-13-11-14-18-26)46-40(52)60-41(3,4)5)22-45(53)37(58-38(50)27-19-15-12-16-20-27)35-43(8,36(49)34(55-10)31(24)42(45,6)7)29(54-9)21-30-44(35,23-56-30)59-25(2)47/h11-20,28-30,32-35,37,48,53H,21-23H2,1-10H3,(H,46,52)/t28-,29-,30+,32-,33+,34+,35-,37-,43+,44-,45+/m0/s1/i3D3,4D3,5D3
InChi Key
BMQGVNUXMIRLCK-MOAUBYJKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Cabazitaxel-d9 is intended for use as an internal standard for the quantification of cabazitaxel (Item No. 22262) by GC- or LC-MS. Cabazitaxel is a second generation semisynthetic taxane derived from 10-deacetylbaccatin III (Item No. 22261).1 It stabilizes microtubule assembly by reducing lag time for tubulin assembly (LT50 = 100 nM) and the rate of cold-induced microtubule depolymerization (IC50s = 100-250 nM) in vitro. Cabazitaxel inhibits proliferation of P388, HL-60, Calc18, and KB cells (IC50s = 4-41 nM), as well as P-glycoprotein-expressing, drug-resistant versions of these cell lines (IC50s = 16-414 nM). In vivo, cabazitaxel dose-dependently reduces tumor growth in docetaxel-susceptible N87 human gastric carcinoma and docetaxel-resistant UISO BCA-1 breast cancer mouse xenograft models. Formulations containing cabazitaxel have been used in combination with prednisone in the treatment of hormone-refractory metastatic prostate cancer.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Vrignaud, P., Sémiond, D., Lejeune, P., et alPreclinical antitumor activity of cabazitaxel, a semisynthetic taxane active in taxane-resistant tumors. Clin. Cancer Res. 19(11), 2973-2983 (2013).