All Photos(3)

Documents

T3652

Triptolide

Name: Triptolide
Brand: SIGMA

from Tripterygium wilfordii, ≥98% (HPLC), solid, immunosuppressant

Synonym(s):

PG 490

Sign Into View Organizational & Contract Pricing

All Photos(3)

About This Item

Empirical Formula (Hill Notation):

C₂₀H₂₄O₆

CAS Number:

38748-32-2

Molecular Weight:

360.40

MDL number:

MFCD00210565

UNSPSC Code:

12352200

PubChem Substance ID:

24900156

NACRES:

NA.77

product name

Triptolide, from Tripterygium wilfordii, ≥98% (HPLC), solid

biological source

Tripterygium wilfordii

Assay

≥98% (HPLC)

form

solid

color

white to off-white

solubility

DMSO: soluble

storage temp.

2-8°C

SMILES string

O=C1OCC2=C1CC[C@]3(C)[C@]4(O5)[C@@H]5[C@H]6[C@@](O6)(C(C)C)[C@@H](O)[C@]4(O7)[C@@H]7C[C@]32[H]

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-KTGKZQHOSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Triptolide has been used as a NF-κB inhibitor to study the inhibition of cell invasion and angiogenesis in human thyroid cancer cells⁶. Triptolide has also been used to study its apoptotic effects in anaplastic thyroid cancer cells⁷.

Biochem/physiol Actions

Triptolide is a diterpene triepoxide, the principal active ingredient in extracts from the Chinese herb Tripterygium wilfordii hook (TwHF). It is a potent immunosuppressant and anti-inflammatory. Triptolide has been shown to inhibit the expression of IL-2 in activated T cells at the level of purine-box/nuclear factor and NF-κB mediated transcription activation. It synergizes with cyclosporin A in promoting graft survival in animal models and in suppression of graft versus host disease in allogeneic bone marrow transplants. In addition, it induces apoptosis in tumor cells and potentiates tumor necrosis factor (TNF_α) induction of apoptosis in part through the suppression of c-IAP₂ and c-IAP₁ induction.

Preparation Note

Triptolide is soluble in DMSO. The stock solution should be stored in DMSO at -20 deg C after reconstitution.

Pictograms

GHS06,GHS08

Signal Word

Danger

Hazard Statements

H300 + H330,H361f

Precautionary Statements

P202 - P260 - P264 - P270 - P271 - P304 + P340 + P310

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 1 Oral - Repr. 2

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Triptolide disrupts the actin-based Sertoli-germ cells adherens junctions by inhibiting Rho GTPases expression.

Xiang Wang et al.

Toxicology and applied pharmacology, 310, 32-40 (2016-08-25)

Triptolide (TP), derived from the medicinal plant Triterygium wilfordii Hook. f. (TWHF), is a diterpene triepoxide with variety biological and pharmacological activities. However, TP has been restricted in clinical application due to its narrow therapeutic window especially in reproductive system.

Triptolide: structural modifications, structure-activity relationships, bioactivities, clinical development and mechanisms.

Zhao-Li Zhou et al.

Natural product reports, 29(4), 457-475 (2012-01-25)

Triptolide, a principal bioactive ingredient of Tripterygium wilfordii Hook F, has attracted extensive exploration due to its unique structure of a diterpenoid triepoxide and multiple biological activities. This review will focus on the structural modifications, structure-activity relationships, pharmacology, and clinical

Triptolide attenuates lipopolysaccharide-induced inflammatory responses in human endothelial cells: involvement of NF-κB pathway.

Chundong Song et al.

BMC complementary and alternative medicine, 19(1), 198-198 (2019-08-04)

Endothelial cell inflammation is a central event in the pathogenesis of numerous cardiovascular diseases, including sepsis and atherosclerosis. Triptolide, a principal bioactive ingredient of Traditional Chinese Medicine Tripterygium wilfordii Hook.F., displays anti-inflammatory actions in vivo. However, the mechanisms underlying these

Triptolide inhibits tumor growth by induction of cellular senescence.

Ruidong Li et al.

Oncology reports, 37(1), 442-448 (2016-11-24)

Cellular senescence, an irreversible growth arrest of cells, is involved in protection against cancer. Triptolide (TPL) plays an important role in immunosuppressive, anti-fertility, anti-cystogenesis and anticancer activities. However, effect and mechanism of TPL on cellular senescence-associated antitumor is rarely reported.

Synergistic cytotoxicity of BIIB021 with triptolide through suppression of PI3K/Akt/mTOR and NF-κB signal pathways in thyroid carcinoma cells.

Si Hyoung Kim et al.

Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 83, 22-32 (2016-10-25)

The effec.t of BIIB021, a novel heat shock protein 90 (hsp90) inhibitor, on survival of thyroid carcinoma cells has not been evaluated. In this study, the impact of BIIB021 alone or in combination with the histone acetyltransferase inhibitor triptolide on

View All Related Papers

Articles

Bioactive Molecules for Immunology Research

Bioactive small molecules for immune system signaling target identification/validation and antibiotics, antivirals, and antifungals offered.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service