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T3652

Sigma-Aldrich

Triptolide

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

Synonyme(s) :

PG 490

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About This Item

Formule empirique (notation de Hill):
C20H24O6
Numéro CAS:
38748-32-2
Poids moléculaire :
360.40
Numéro MDL:
MFCD00210565
Code UNSPSC :
12352200
ID de substance PubChem :
24900156
Nomenclature NACRES :
NA.77

product name

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

Source biologique

Tripterygium wilfordii

Pureté

≥98% (HPLC)

Forme

solid

Couleur

white to off-white

Solubilité

DMSO: soluble

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

DFBIRQPKNDILPW-KTGKZQHOSA-N

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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.

Actions biochimiques/physiologiques

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 (TNFα) induction of apoptosis in part through the suppression of c-IAP2 and c-IAP1 induction.

Notes préparatoires

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

Pictogrammes

Skull and crossbonesHealth hazard
GHS06,GHS08

Mention d'avertissement

Danger

Mentions de danger

H300 + H330,H361f

Classification des risques

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

Code de la classe de stockage

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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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.
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.
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
Stefano Giustino Manzo et al.
Cancer research, 72(20), 5363-5373 (2012-08-29)
Triptolide is a bioactive ingredient in traditional Chinese medicine that exhibits diverse biologic properties, including anticancer properties. Among its many putative targets, this compound has been reported to bind to XPB, the largest subunit of general transcription factor TFIIH, and
Chen Chen et al.
Nucleic acids research, 47(13), 6714-6725 (2019-05-28)
SPT6 is a conserved elongation factor that is associated with phosphorylated RNA polymerase II (RNAPII) during transcription. Recent transcriptome analysis in yeast mutants revealed its potential role in the control of transcription initiation at genic promoters. However, the mechanism by
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