A diterpenoid triepoxide with diverse biological activities
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Labeled Version(s)
34895Triptolide-d3
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Triptolide

Item No. 11973

Technical Information
Formal Name
3bS,4,4aS,6R,6aR,7aS,7bS,8bS,9,10-decahydro-6-hydroxy-8b-methyl-6a-(1-methylethyl)-trisoxireno[4b,5aS:6,7:8aS,9]phenanthro[1,2-c]furan-1(3H)-one
CAS Number
38748-32-2
Synonyms
  • NSC 163062
  • PG 490
Molecular Formula
C20H24O6
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 10 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 10 mg/ml
λmax
217 nm
SMILES
C[C@@]12[C@]3([C@H]([C@H]4[C@]5(C(C)C)O4)O3)[C@@]([C@@H]5O)(O6)[C@@H]6C[C@@]1([H])C(COC7=O)=C7CC2
InChi Code
InChI=1S/C20H24O6/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/h8,11-14,16,22H,4-7H2,1-3H3/t11-,12-,13-,14-,16+,17-,18-,19+,20+/m0/s1
InChi Key
DFBIRQPKNDILPW-CIVMWXNOSA-N
Origin
Plant/Tripterygium wilfordii
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Triptolide is a diterpenoid triepoxide that has been found in T. wilfordii and has diverse biological activities.1,2,3,4 It inhibits dCTP pyrophosphatase 1 (Ki = 168 µM), an enzyme that prevents halogenated nucleotides from entering DNA synthesis.1 It reduces viability of A549, H1299, NCI H520, NCI H1650, and H1975 human non-small cell lung cancer (NSCLC) cells when used at a concentration of 50 nM.2 Intranasal administration of liposomes containing triptolide (0.4 mg/kg) reduces tumor growth in a rat orthotopic model of lung cancer. Triptolide (0.2 mg/kg) reduces intestinal inflammation and prevents colon shortening in a mouse model of colitis induced by dextran sulfate (Item No. 23250).3 It also inhibits skin allograft rejection and increases graft survival time in mice when administered at a dose of 0.1 mg/kg per day post-transplantation.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Corson, T.W., Cavga, H., Aberle, N., et alTriptolide directly inhibits dCTP pyrophosphatase. Chembiochem 12(11), 1767-1773 (2011).

    2. Song, J.M., Molla, K., Anandharaj, A., et alTriptolide suppresses the in vitro and in vivo growth of lung cancer cells by targeting hyaluronan-CD44/RHAMM signaling. Oncotarget. 8(16), 26927-26940 (2017).

    3. Tang, B., Zhu, J., Zhang, B., et alTherapeutic potential of triptolide as an anti-inflammatory agent in dextran sulfate sodium-induced murine experimental colitis. Front. Immunol. 11, 592084 (2020).

    4. Yang, S.-X., Gao, H.-L., Xie, S.-S., et alImmunosuppression of triptolide and its effect on skin allograft survival. Int. J. Immunopharmacol. 14(6), 963-969 (1992).

    Product Citations

    Song, J.M., Molla, K., Anandharaj, A., et alTriptolide suppresses the in vitro and in vivo growth of lung cancer cells by targeting hyaluronan-CD44/RHAMM signaling. Oncotarget. 8(16), 26927-26940 (2017).