A potent and selective inhibitor of IGF-1R
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Isomer(s)
19575Podophyllotoxin
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Picropodophyllotoxin

Item No. 17329

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(5R,5aS,8aR,9R)-5,8,8a,9-tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one
CAS Number
477-47-4
Synonyms
  • AXL 1717
  • NSC 36407
  • Picropodophyllin
  • PPP
Molecular Formula
C22H22O8
Formula Weight
414.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMSO: 15 mg/mlDMSO:PBS(pH 7.2) (1:3): 0.25 mg/mlEthanol: 0.14 mg/mlPBS (pH 7.2): slightly
λmax
289 nm
SMILES
O=C(OC1)[C@@]([C@@]1([H])[C@H]2O)([H])C(C3=CC(OC)=C(OC)C(OC)=C3)C4=C2C=C(OCO5)C5=C4
InChi Code
InChI=1S/C22H22O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-20,23H,8-9H2,1-3H3/t13-,18?,19+,20-/m0/s1
InChi Key
YJGVMLPVUAXIQN-JETBPIFZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Picropodophyllotoxin (PPP) is a potent and selective inhibitor of the insulin-like growth factor-1 receptor (IGF-1R), blocking the phosphorylation of artificial substrates with an IC50 value of 6 nM.1 It does not block substrate phosphorylation by insulin receptor, EGFR, FGFR, or PDGFR. PPP inhibits IGF-1R autophosphorylation (IC50 = ~1 nM), causes cell cycle arrest in G2/M phase, and induces apoptosis.1,2 It is orally active and causes complete tumor regression in xenografted and allografted mice.1 Presumably through its effect on IGF-1R, PPP reduces VEGF expression and suppresses choroidal neovascularization in vivo.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Girnita, A., Girnita, L., del Prete, F., et al. Cyclolignans as inhibitors of the insulin-like growth factor-1 receptor and malignant cell growth. Cancer Res. 64(1), 236-242 (2004).

    2. Strömberg, T., Ekman, S., Girnita, L., et al. IGF-1 receptor tyrosine kinase inhibition by the cyclolignan PPP induces G2/M-phase accumulation and apoptosis in multiple myeloma cells. Blood 107(2), 669-678 (2006).

    3. Economou, M.A., Wu, J., Vasilcanu, D., et al. Inhibition of VEGF secretion and experimental choroidal neovascularization by picropodophyllin (PPP), an inhibitor of the insulin-like growth factor-1 receptor. Invest. Opthalmol. Vis. Sci. 49(6), 2620-2626 (2008).