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Parthenolide

  • русский язык имя
  • английское имяParthenolide
  • CAS №20554-84-1
  • CBNumberCB0446848
  • ФормулаC15H20O3
  • мольный вес248.32
  • EINECS692-532-0
  • номер MDLMFCD00134592
  • файл Mol20554-84-1.mol
химическое свойство
Температура плавления 115-116 °C (lit.)
альфа D20 -81.4° (c = 1.04 in chloroform); D22 -71.4° (c = 0.220 in CH2Cl2)
Температура кипения 394.1±42.0 °C(Predicted)
плотность 1.13±0.1 g/cm3(Predicted)
температура хранения -20°C
растворимость Soluble in DMSO (up to 100 mg/ml) or in Ethanol (up to 20 mg/ml)
форма White solid
цвет White
Мерк 14,7048
Стабильность Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
InChI InChI=1S/C15H20O3/c1-9-5-4-8-15(3)13(18-15)12-11(7-6-9)10(2)14(16)17-12/h5,11-13H,2,4,6-8H2,1,3H3/b9-5+/t11-,12-,13+,15+/m0/s1
ИнЧИКей KTEXNACQROZXEV-PVLRGYAZSA-N
SMILES O1C(=O)C(=C)[C@]2([H])CCC(C)=CCC[C@@]3(C)O[C@]3([H])[C@@]12[H] |t:10|
LogP 2.424 (est)
Справочник по базе данных CAS 20554-84-1
FDA UNII 2RDB26I5ZB
UNSPSC Code 41116107
NACRES NA.77
Заявления об опасности и безопасности
Коды опасности Xi,C,F
Заявления о рисках 11-34
Заявления о безопасности 22-24/25-45-36/37/39-26-16
WGK Германия 3
RTECS LY4220000
кода HS 29322090

рисовальное письмо(GHS)

  • рисовальное письмо(GHS)

    GHS hazard pictograms

  • сигнальный язык

    предупреждение

  • вредная бумага

    H317:При контакте с кожей может вызывать аллергическую реакцию.

  • оператор предупредительных мер

    P280:Использовать перчатки/ средства защиты глаз/ лица.

    P302+P352:ПРИ ПОПАДАНИИ НА КОЖУ: Промыть большим количеством воды.

Parthenolide химические свойства, назначение, производство

Описание

(-)-Parthenolide (PTL) is a natural sesquiterpene lactone produced as a secondary metabolite by plants of the Asteraceae/ Compositae (daisies) and Magnoliaceae family (magnolias). It was first isolated from feverfew (Tanacetum parthenium L. Schulz Bip. or synonymously Chrysanthemum parthenium L. Bernh.). The plant owes its name to its use as a long known natural remedy for alleviating fever, migraine, rheumatoid arthritis, stomach ache, toothache, and insect bites, among other ailments. After it was shown that parthenolide is the main biologically active ingredient of these plant(s)1b, many studies have described promising anti-inflammatory and anti-tumour properties of the natural product. Interestingly, it was shown that PTL was cytotoxic to tumor cells while almost not affecting healthy cells at similar concentrations. Moreover, it was reported to be one of the few small molecules that selectively target cancer stem cells, which are still difficult to treat and a suspected reason for tumour relapse[6].

Химические свойства

White solid

Использование

Parthenolide is a sesquiterpene lactone from the plant feverfew (T. parthenium). It inhibits the growth of the promastigote form of L. amazonensis (IC50 = 3.6 μg/ml). Parthenolide also induces apoptosis in cancer cells, at least in part by inhibiting NF-κB- and STAT-mediated anti-apoptotic gene transcription. This compound has also been shown to block inflammation by inhibiting signaling through NF-κB. Inhibition of NF-κB by parthenolide can be achieved by direct binding of the pattern recognition receptor NOD2 by parthenolide.

Определение

ChEBI: Parthenolide is a sesquiterpene lactone and active principle of Feverfew (Tanacetum parthenium). It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic, a peripheral nervous system drug, an inhibitor and a drug allergen.

Общее описание

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Биологическая активность

The active principle of feverfew (Chrysanthemum parthenium), widely used as a herbal remedy for arthritis and migraine and as a febrifuge. Parthenolide is antisecretory, anti-inflammatory, spasmolytic and inhibits the release of 5-HT from blood platelets. Also inhibits generation of leukotriene B 4 and thromboxane B 2 .

Контактные аллергены

Parthenolide is a sesquiterpene lactone found Asteraceae- Compositae such as feverfew (Tanacetum parthenium Schultz-Bip.) or congress grass (Parthenium hysterophorus L.).

Parthenolide поставщик

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