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MedKoo Cat#: 406463 | Name: Triptolide
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Triptolide, also known as PG490, is a diterpenoid epoxide found in the Thunder God Vine, Tripterygium wilfordii, which has been used in traditional Chinese medicine for more than two thousand years to treat immune-related disorders. Triptolide is a promising immunosuppressive and anti-inflammatory agent. Triptolide is a also a potent anti-cancer agent against many cancer cell lines.

Chemical Structure

Triptolide
Triptolide
CAS#38748-32-2

Theoretical Analysis

MedKoo Cat#: 406463

Name: Triptolide

CAS#: 38748-32-2

Chemical Formula: C20H24O6

Exact Mass: 360.1573

Molecular Weight: 360.40

Elemental Analysis: C, 66.65; H, 6.71; O, 26.64

Price and Availability

Size Price Availability Quantity
10mg USD 150.00 Ready to ship
25mg USD 250.00 Ready to ship
50mg USD 450.00 Ready to ship
100mg USD 750.00 Ready to ship
200mg USD 1,050.00 Ready to ship
500mg USD 2,250.00 2 weeks
1g USD 3,450.00 2 weeks
2g USD 6,450.00 2 weeks
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Related CAS #
No Data
Synonym
PG490; PG-490; PG 490; NSC163062; NSC-163062; NSC 163062; Tripterygium wilfordii; Triptolide.
IUPAC/Chemical Name
(6aS,7aS,8R,8aR,9aS,9bS,10aS,10bS)-8-hydroxy-8a-isopropyl-10b-methyl-1,5,5b,6,6a,8,8a,9a,9b,10b-decahydrotris(oxireno)[2',3':4b,5;2'',3'':6,7;2''',3''':8a,9]phenanthro[1,2-c]furan-3(2H)-one.
InChi Key
DFBIRQPKNDILPW-KTGKZQHOSA-N
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
SMILES Code
O=C(OC1)C2=C1[C@@](C[C@H]3[C@]4(O3)[C@@]5(O6)[C@@H]6[C@H](O7)[C@@]7(C(C)C)[C@H]4O)([H])[C@]5(C)CC2
Appearance
white solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
        
Biological target:
Triptolide is a NF-κB activation inhibitor.
In vitro activity:
To investigate if triptolide has an effect on lung cancer cell migration, triptolide treated NSCLC (non-small cell lung cancer) cells were plated on Transwell filters coated with the solid substrate chemoattractant fibronectin. Triptolide treatment significantly decreased the migration of all three lung cancer cell lines compared to the DMSO control cells (Figure 2). Cellular adhesion to fibronectin was similar between the control and treatment groups in all three cell lines indicating that triptolide does not affect cell attachment to the extracellular matrix. Reference: Ann Thorac Surg. 2015 Nov;100(5):1817-24. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4630145/
In vivo activity:
The effect of triptolide in lung cancer cell metastasis was investigated in vivo. Tail vein injections of H358 cells were performed in NOD SCID gamma (NSG) mice as an experimental model to assess metastatic colonization. Mice treated with triptolide had significantly less metastatic colonization of the lungs compared to the vehicle control mice (Figure 4). This data suggests that triptolide could be a potential therapeutic for targeting lung cancer progression. Reference: Ann Thorac Surg. 2015 Nov;100(5):1817-24. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4630145/
Solvent mg/mL mM
Solubility
DMSO 37.4 103.77
DMF 12.0 33.30
DMF:PBS (pH 7.2) (1:1) 0.5 1.39
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 360.40 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Reno TA, Kim JY, Raz DJ. Triptolide Inhibits Lung Cancer Cell Migration, Invasion, and Metastasis. Ann Thorac Surg. 2015 Nov;100(5):1817-24; discussion 1824-5. doi: 10.1016/j.athoracsur.2015.05.074. Epub 2015 Aug 20. PMID: 26298168; PMCID: PMC4630145.
In vitro protocol:
1. Reno TA, Kim JY, Raz DJ. Triptolide Inhibits Lung Cancer Cell Migration, Invasion, and Metastasis. Ann Thorac Surg. 2015 Nov;100(5):1817-24; discussion 1824-5. doi: 10.1016/j.athoracsur.2015.05.074. Epub 2015 Aug 20. PMID: 26298168; PMCID: PMC4630145.
In vivo protocol:
1. Reno TA, Kim JY, Raz DJ. Triptolide Inhibits Lung Cancer Cell Migration, Invasion, and Metastasis. Ann Thorac Surg. 2015 Nov;100(5):1817-24; discussion 1824-5. doi: 10.1016/j.athoracsur.2015.05.074. Epub 2015 Aug 20. PMID: 26298168; PMCID: PMC4630145.
1: Zheng Y, Zhang WJ, Wang XM. Triptolide with potential medicinal value for diseases of the central nervous system. CNS Neurosci Ther. 2013 Feb;19(2):76-82. doi: 10.1111/cns.12039. Epub 2012 Dec 18. Review. PubMed PMID: 23253124. 2: Tang W, Zuo JP. Immunosuppressant discovery from Tripterygium wilfordii Hook f: the novel triptolide analog (5R)-5-hydroxytriptolide (LLDT-8). Acta Pharmacol Sin. 2012 Sep;33(9):1112-8. doi: 10.1038/aps.2012.108. Epub 2012 Aug 27. Review. PubMed PMID: 22922344. 3: Han R, Rostami-Yazdi M, Gerdes S, Mrowietz U. Triptolide in the treatment of psoriasis and other immune-mediated inflammatory diseases. Br J Clin Pharmacol. 2012 Sep;74(3):424-36. doi: 10.1111/j.1365-2125.2012.04221.x. Review. PubMed PMID: 22348323; PubMed Central PMCID: PMC3477344. 4: Zhou ZL, Yang YX, Ding J, Li YC, Miao ZH. Triptolide: structural modifications, structure-activity relationships, bioactivities, clinical development and mechanisms. Nat Prod Rep. 2012 Apr;29(4):457-75. doi: 10.1039/c2np00088a. Epub 2012 Jan 23. Review. PubMed PMID: 22270059. 5: Liu Q. Triptolide and its expanding multiple pharmacological functions. Int Immunopharmacol. 2011 Mar;11(3):377-83. doi: 10.1016/j.intimp.2011.01.012. Epub 2011 Jan 19. Review. PubMed PMID: 21255694. 6: Pan J. RNA polymerase - an important molecular target of triptolide in cancer cells. Cancer Lett. 2010 Jun 28;292(2):149-52. doi: 10.1016/j.canlet.2009.11.018. Epub 2010 Jan 4. Review. PubMed PMID: 20045594. 7: Qiu D, Kao PN. Immunosuppressive and anti-inflammatory mechanisms of triptolide, the principal active diterpenoid from the Chinese medicinal herb Tripterygium wilfordii Hook. f. Drugs R D. 2003;4(1):1-18. Review. PubMed PMID: 12568630. 8: Chen BJ. Triptolide, a novel immunosuppressive and anti-inflammatory agent purified from a Chinese herb Tripterygium wilfordii Hook F. Leuk Lymphoma. 2001 Jul;42(3):253-65. Review. PubMed PMID: 11699390. $%BBCRT%50605^G1%^1.08%^2^^&2.03&*

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