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T3652

Sigma-Aldrich

Triptolide

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

Sinônimo(s):

PG 490

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About This Item

Fórmula empírica (Notação de Hill):
C20H24O6
Número CAS:
38748-32-2
Peso molecular:
360.40
Número MDL:
MFCD00210565
Código UNSPSC:
12352200
ID de substância PubChem:
24900156
NACRES:
NA.77

product name

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

fonte biológica

Tripterygium wilfordii

Ensaio

≥98% (HPLC)

forma

solid

cor

white to off-white

solubilidade

DMSO: soluble

temperatura de armazenamento

2-8°C

cadeia de caracteres 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

chave InChI

DFBIRQPKNDILPW-KTGKZQHOSA-N

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Aplicação

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.

Ações bioquímicas/fisiológicas

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.

Nota de preparo

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

Pictogramas

Skull and crossbonesHealth hazard
GHS06,GHS08

Palavra indicadora

Danger

Frases de perigo

H300 + H330,H361f

Classificações de perigo

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

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Sigma-Aldrich

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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
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.
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
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
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.
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