A prodrug form of paclitaxel
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Active Metabolite(s)
10461Paclitaxel
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Paclitaxel octadecanedioate

Item No. 28635

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
octadecanedioic acid-1-[(1R,2S)-2-(benzoylamino)-1-[[[(2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-6,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl]oxy]carbonyl]-2-phenylethyl] ester
CAS Number
2089211-45-8
Synonyms
  • 1,18-Octadecanedioic Acid-Paclitaxel
  • ODDA-PTX
  • PTX-FA18
Molecular Formula
C65H83NO17
Formula Weight
1150.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMF:PBS (pH 7.2) (1:3): 0.25 mg/mlDMSO: 25 mg/mlEthanol: 20 mg/ml
λmax
228 nm
SMILES
O=C([C@H](OC(C)=O)C1=C(C)[C@@H](OC([C@H](OC(CCCCCCCCCCCCCCCCC(O)=O)=O)[C@@H](NC(C2=CC=CC=C2)=O)C3=CC=CC=C3)=O)C[C@]([C@H]4OC(C5=CC=CC=C5)=O)(O)C1(C)C)[C@@]6(C)[C@@]4([H])[C@@]7(OC(C)=O)[C@@](OC7)([H])C[C@@H]6O
InChi Code
InChI=1S/C65H83NO17/c1-41-47(39-65(77)58(82-60(75)46-34-26-21-27-35-46)56-63(6,48(69)38-49-64(56,40-78-49)83-43(3)68)57(73)54(79-42(2)67)52(41)62(65,4)5)80-61(76)55(53(44-30-22-19-23-31-44)66-59(74)45-32-24-20-25-33-45)81-51(72)37-29-18-16-14-12-10-8-7-9-11-13-15-17-28-36-50(70)71/h19-27,30-35,47-49,53-56,58,69,77H,7-18,28-29,36-40H2,1-6H3,(H,66,74)(H,70,71)/t47-,48-,49+,53-,54+,55+,56-,58-,63+,64-,65+/m0/s1
InChi Key
NQJFZDIRENPICR-SNNBKDRYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Paclitaxel octadecanedioate is a prodrug form of paclitaxel (Item No. 10461) that is comprised of paclitaxel conjugated to 1,18-octadecanedioic acid.1 Unlike paclitaxel, it does not promote tubulin polymerization in vitro when used at a concentration of 10 μM. A 5:1 mixture of paclitaxel octadecanedioate:human serum albumin (HSA) is cytotoxic to HT-1080, PANC-1, and HT-29 cells (IC50s = 12, 2.48, and 8.62 nM, respectively). This mixture reduces tumor growth and increases survival in an HT-1080 mouse xenograft model in a dose-dependent manner.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Callmann, C.E., Leguyader, C.L.M., Burton, S.T., et al. Antitumor activity of 1,18-octadecanedioic acid-paclitaxel complexed with human serum albumin. J. Am. Chem. Soc. 141(30), 11765-11769 (2019).