A diterpenoid with diverse biological activities
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(−)-Triptonide

Item No. 29156

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3bS,4aS,5aS,6aS,7aS,7bS,8aS,8bS)-3b,4,4a,7a,7b,8b,9,10-octahydro-8b-methyl-6a-(1-methylethyl)trisoxireno[4b,5:6,7:8a,9]phenanthro[1,2-c]furan-1,6(3H,6aH)-dione
CAS Number
38647-11-9
Synonyms
  • NSC 165677
  • Triptonide
Molecular Formula
C20H22O6
Formula Weight
358.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMF:PBS (pH 7.2) (1:1): 0.5 mg/mlDMSO: 10 mg/mlEthanol: Partially soluble
λmax
215 nm
SMILES
O=C1OCC2=C1CC[C@@]3(C)[C@@]2([H])C[C@@]4([H])[C@]5(O4)[C@@]3(O6)[C@]6([H])[C@@](O7)([H])[C@@]7(C(C)C)C5=O
InChi Code
InChI=1S/C20H22O6/c1-8(2)18-13(25-18)14-20(26-14)17(3)5-4-9-10(7-23-15(9)21)11(17)6-12-19(20,24-12)16(18)22/h8,11-14H,4-7H2,1-3H3/t11-,12-,13-,14-,17-,18-,19+,20+/m0/s1
InChi Key
SWOVVKGLGOOUKI-ZHGGVEMFSA-N
Origin
Plant/Tripterygium wilfordii Hook F
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $72

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    5 mg

    $180

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    10 mg

    $286

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    50 mg

    $1,073

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    Product Description

    (–)-Triptonide is a diterpenoid that has been found in T. wilfordii and has diverse biological activities, including immunosuppressant and anticancer properties.1,2 It inhibits IL-2 production and DNA synthesis in phytohemagglutinin-stimulated T cells (EC50s = 2.46 and 3.2 ng/ml, respectively).1 (–)-Triptonide inhibits the proliferation of PC3, DU145, and LNCaP cells (IC50s = 11.96, 10.26, 12.01 nM, respectively).2 It induces cell cycle arrest at the G2/M phase and increases apoptosis in PC3 cells in a concentration-dependent manner. (–)-Triptonide (10 mg/kg per day) reduces tumor growth in a PC3 mouse xenograft model.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tao, X., Cai, J.J., and Lipsky, P.E. The identity of immunosuppressive components of the ethyl acetate extract and chloroform methanol extract (T2) of tripterygium wilfordii Hook. F. J. Pharmacol. Exp. Ther. 272(3), 1305-1312 (1995).

    2. Dong, F., Yang, P., Wang, R., et al. Triptonide acts as a novel antiprostate cancer agent mainly through inhibition of mTOR signaling pathway. Prostate 79(11), 1284-1293 (2019).