A depsipeptide with diverse biological activities
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Plitidepsin

Item No. 34053

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[1-(1,2-dioxopropyl)-L-prolyl]-didemnin A
CAS Number
137219-37-5
Synonyms
  • Aplidin
  • Dehydrodidemnin B
Molecular Formula
C57H87N7O15
Formula Weight
1110.3
Purity
≥98%
Formulation (Request formulation change)
A 1 mg/ml solution in acetonitrile
Solubility(Learn about Variance in Solubility)
DMSO: soluble
SMILES
O=C1N2[C@](CCC2)([H])C(N([C@H](C(O[C@@H]([C@@H](C(N[C@]([C@H](CC(O[C@H](C([C@@H](C(N[C@H]1CC(C)C)=O)C)=O)C(C)C)=O)O)([H])[C@@H](C)CC)=O)NC([C@@H](CC(C)C)N(C)C([C@H]3N(C(C(C)=O)=O)CCC3)=O)=O)C)=O)CC4=CC=C(C=C4)OC)C)=O
InChi Code
InChI=1S/C57H87N7O15/c1-15-33(8)46-44(66)29-45(67)79-49(32(6)7)48(68)34(9)50(69)58-39(26-30(2)3)54(73)64-25-17-19-41(64)56(75)62(13)43(28-37-20-22-38(77-14)23-21-37)57(76)78-36(11)47(52(71)59-46)60-51(70)42(27-31(4)5)61(12)55(74)40-18-16-24-63(40)53(72)35(10)65/h20-23,30-34,36,39-44,46-47,49,66H,15-19,24-29H2,1-14H3,(H,58,69)(H,59,71)(H,60,70)/t33-,34-,36+,39-,40-,41-,42+,43-,44-,46+,47-,49-/m0/s1
InChi Key
UUSZLLQJYRSZIS-LXNNNBEUSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $255

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    1 mg

    $480

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    Cayman Chemical
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    Product Description

    Plitidepsin is a depsipeptide that was originally isolated from Aplidium albicans and has diverse biological activities.1,2,3 It binds to the α subunit isoform eEF1A2 of eukaryotic elongation factor 1 (eEF1; Kd = 79 nM) and inhibits the proliferation of NCI H460 non-small cell lung cancer (NSCLC) and HGC-27 gastric cancer cells (IC50s = 0.2 and 0.9 nM, respectively).1 Plitidepsin (0.01 nM) inhibits bone resorption by osteoclasts in a pit formation assay using bovine bone slices.2 It reduces viral titers and lung inflammation in the K18-hACE2 mouse model of severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) infection when administered at a dose of 0.3 mg/kg.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Losada, A., Muñoz-Alonso, M.J., García, G., et al. Translation elongation factor eEF1A2 is a novel anticancer target for the marine natural product plitidepsin. Sci. Rep. 6, 35100 (2016).

    2. Delgado-Calle, J., Kurihara, N., Atkinson, E.G., et al. Aplidin (plitidepsin) is a novel anti-myeloma agent with potent anti-resorptive activity mediated by direct effects on osteoclasts. Oncotarget 10(28), 2709-2721 (2019).

    3. White, K.M., Rosales, R., Yildiz, S., et al. Plitidepsin has potent preclinical efficacy against SARS-CoV-2 by targeting the host protein eEF1A. Science 371(6532), 926-931 (2021).