(1aR,4E,7aS,10aS,10bS)-2,3,6,7,7a,8,10a,10b-オクタヒドロ-1a,5-ジメチル-8-メチレンオキシレノ[9,10]シクロデカ[1,2-b]フラン-9(1aH)-オン

(1aR,4E,7aS,10aS,10bS)-2,3,6,7,7a,8,10a,10b-オクタヒドロ-1a,5-ジメチル-8-メチレンオキシレノ[9,10]シクロデカ[1,2-b]フラン-9(1aH)-オン 化学構造式
20554-84-1
CAS番号.
20554-84-1
化学名:
(1aR,4E,7aS,10aS,10bS)-2,3,6,7,7a,8,10a,10b-オクタヒドロ-1a,5-ジメチル-8-メチレンオキシレノ[9,10]シクロデカ[1,2-b]フラン-9(1aH)-オン
别名:
(-)-パルテノリド;(1aR,4E,7aS,10aS,10bS)-2,3,6,7,7a,8,10a,10b-オクタヒドロ-1a,5-ジメチル-8-メチレンオキシレノ[9,10]シクロデカ[1,2-b]フラン-9(1aH)-オン;パルテノリド;4,5α-エポキシ-6β-ヒドロキシゲルマクラ-1(10),11(13)-ジエン-12-酸γ-ラクトン;パルテノリド, キク科由来;パルテノライド;(1S,2S,4R,7E,11S)-4,8-ジメチル-12-メチリデン-3,14-ジオキサトリシクロ[9.3.0.02,4]テトラデカ-7-エン-13-オン
英語名:
Parthenolide
英語别名:
PTL;(-)-Parthenolide;Nsc157035;Aids007764;Parthelide;Aids-007764;Parthenolide;PartheNAlide;Parthenolides;parthenolider
CBNumber:
CB0446848
化学式:
C15H20O3
分子量:
248.32
MOL File:
20554-84-1.mol
MSDS File:
SDS

(1aR,4E,7aS,10aS,10bS)-2,3,6,7,7a,8,10a,10b-オクタヒドロ-1a,5-ジメチル-8-メチレンオキシレノ[9,10]シクロデカ[1,2-b]フラン-9(1aH)-オン 物理性質

融点 :
115-116 °C (lit.)
比旋光度 :
D20 -81.4° (c = 1.04 in chloroform); D22 -71.4° (c = 0.220 in CH2Cl2)
沸点 :
394.1±42.0 °C(Predicted)
比重(密度) :
1.13±0.1 g/cm3(Predicted)
貯蔵温度 :
-20°C
溶解性:
DMSO (最大 100mg/ml) またはエタノール (最大 20mg/ml) に可溶
外見 :
白い固体
色:
白い
Merck :
14,7048
安定性::
-20°C の DMSO またはエタノール溶液で最大 3 か月間保存できます。
化粧品成分の機能:
スキンコンディショニング
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
InChIKey:
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)
CAS データベース:
20554-84-1
安全性情報
  • リスクと安全性に関する声明
  • 危険有害性情報のコード(GHS)
主な危険性  Xi,C,F
Rフレーズ  11-34
Sフレーズ  22-24/25-45-36/37/39-26-16
WGK Germany  3
RTECS 番号 LY4220000
HSコード  29322090
ストレージクラス 11 - Combustible Solids
Hazard Classifications Skin Sens. 1
絵表示(GHS) Exclamation Mark (GHS07)
注意喚起語 警告
危険有害性情報
コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード
H317 アレルギー性皮膚反応を起こすおそれ 感作性、皮膚 1 警告 P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
注意書き
P280 保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。
P302+P352 皮膚に付着した場合:多量の水と石鹸で洗うこと。

(1aR,4E,7aS,10aS,10bS)-2,3,6,7,7a,8,10a,10b-オクタヒドロ-1a,5-ジメチル-8-メチレンオキシレノ[9,10]シクロデカ[1,2-b]フラン-9(1aH)-オン 価格 もっと(17)

メーカー 製品番号 製品説明 CAS番号 包装 価格 更新時間 購入
富士フイルム和光純薬株式会社(wako) W01LKTP0270 パルテノリド
Parthenolide
20554-84-1 250mg ¥69600 2024-03-01 購入
富士フイルム和光純薬株式会社(wako) W01CHDASB-00016070 パルテノリド
Parthenolide
20554-84-1 10mg ¥34200 2024-03-01 購入
東京化成工業 P1982 パルテノリド >97.0%(HPLC)
Parthenolide >97.0%(HPLC)
20554-84-1 25mg ¥9600 2024-03-01 購入
東京化成工業 P1982 パルテノリド >97.0%(HPLC)
Parthenolide >97.0%(HPLC)
20554-84-1 100mg ¥25400 2024-03-01 購入
関東化学株式会社(KANTO) 49066-23 パルテノリド
Parthenolide
20554-84-1 20mg ¥45000 2024-07-01 購入

(1aR,4E,7aS,10aS,10bS)-2,3,6,7,7a,8,10a,10b-オクタヒドロ-1a,5-ジメチル-8-メチレンオキシレノ[9,10]シクロデカ[1,2-b]フラン-9(1aH)-オン 化学特性,用途語,生産方法

外観

白色~うすい黄色粉末~結晶

説明

(-)-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].

化学的特性

White solid

使用

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.

定義

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.

一般的な説明

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

生物活性

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 .

接触アレルゲン

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

(1aR,4E,7aS,10aS,10bS)-2,3,6,7,7a,8,10a,10b-オクタヒドロ-1a,5-ジメチル-8-メチレンオキシレノ[9,10]シクロデカ[1,2-b]フラン-9(1aH)-オン 上流と下流の製品情報

原材料

準備製品


(1aR,4E,7aS,10aS,10bS)-2,3,6,7,7a,8,10a,10b-オクタヒドロ-1a,5-ジメチル-8-メチレンオキシレノ[9,10]シクロデカ[1,2-b]フラン-9(1aH)-オン 生産企業

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(1aR,4E,7aS,10aS,10bS)-2,3,6,7,7a,8,10a,10b-オクタヒドロ-1a,5-ジメチル-8-メチレンオキシレノ[9,10]シクロデカ[1,2-b]フラン-9(1aH)-オン  スペクトルデータ(1HNMR、IR、Raman)


20554-84-1((1aR,4E,7aS,10aS,10bS)-2,3,6,7,7a,8,10a,10b-オクタヒドロ-1a,5-ジメチル-8-メチレンオキシレノ[9,10]シクロデカ[1,2-b]フラン-9(1aH)-オン)キーワード:


  • 20554-84-1
  • Parthenolide, Tanacetum parthenium - CAS 20554-84-1 - Calbiochem
  • Factory Price Parthenolide 20554-84-1
  • Natural Plant Extracts Parthenolide 20554-84-1 High Purity HPLC>98%
  • Feverfew P.E Parthenlide
  • [1aR-(1aR*,4E,7aS*,10aS*,-10bR*)]-2,3-6,7,7a,8,10a,10b-Octahydro-1a,5-dimethyl-8-methyleneoxireno[9,10]cyclodeca[1,2-b]furan-9(1aH)-one
  • (1aR,4E,7aS,10aS,10bS)-2,3,6,7,7a,8,10a,10b-Octahydro-1a,5-dimethyl-8-methyleneoxireno[9,10]cyclodeca[1,2-b]furan-9(1aH)-one
  • 4,5α-Epoxy-6β-hydroxygermacra-1(10),11(13)-dien-12-oic acid γ-lactone
  • 4,5alpha-epoxy-6beta-hydroxy-germacra-1(10),11(13)-dien-12-oic acid gamma-lactone
  • Germacra-1(10),11(13)-dien-12-oic acid, 4,5-alpha-epoxy-6-beta-hydroxy-, gamma-lactone
  • Parthenolide
  • Parthenolide ((-)-Parthenolide)
  • PartheNAlide
  • Aids007764
  • Aids-007764
  • Nsc157035
  • Oxireno[9,10]cyclodeca[1,2-B]furan-9(1ah)-one, 2,3,6,7,7A,8,10A,10B-octahydro-1A,5-dimethyl-8-methylene-, (1ar,4E,7as,10as,10bs)-
  • Parthenolides
  • Parthelide
  • Parthenolide (25 mg)
  • Oxireno(9,10)cyclodeca(1,2-B)furan-9(1ah)-o
  • Parthenolide, froM ChrysantheMuM MorifoliuM
  • (3aS,9aR,10aS,10bS,E)-6,9a-dimethyl-3-methylene-3a,4,5,8,9,9a,10a,10b-octahydrooxireno[2',3':9,10]cyclodeca[1,2-b]furan-2(3H)-one
  • Parthenolide(PTL)
  • [1AR-(1AR*,4E,7AS*,10AS*-10BR*)]-2,3-6,7,7A,8,10A,10B-OCTAHYDRO-1A,5-DIMETHYL-8-METHYLENEOXIRENO[9,10]CYCLODECA[1,2-B]FURAN-9(1AH)-ONE
  • PARTHENOLIDE, TANACETUM PARTHENIUM
  • 4,5-alpha-epoxy-6-beta-hydroxy-11(13)-dien-12-oicacigamma-germacra-1(10
  • 4,5-alpha-epoxy-6-beta-hydroxygermacra-1(10),11(13)-dien-12-oicacidgamma-la
  • Parthenolide from Chrysanthenum parthenium
  • Oxireno9,10cyclodeca1,2-bfuran-9(1aH)-one, 2,3,6,7,7a,8,10a,10b-octahydro-1a,5-dimethyl-8-methylene-, (1aR,4E,7aS,10aS,10bR)-
  • Parthenolide, 98%, from Chrysanthemum morifolium
  • (-)-パルテノリド
  • (1aR,4E,7aS,10aS,10bS)-2,3,6,7,7a,8,10a,10b-オクタヒドロ-1a,5-ジメチル-8-メチレンオキシレノ[9,10]シクロデカ[1,2-b]フラン-9(1aH)-オン
  • パルテノリド
  • 4,5α-エポキシ-6β-ヒドロキシゲルマクラ-1(10),11(13)-ジエン-12-酸γ-ラクトン
  • パルテノリド, キク科由来
  • パルテノライド
  • (1S,2S,4R,7E,11S)-4,8-ジメチル-12-メチリデン-3,14-ジオキサトリシクロ[9.3.0.02,4]テトラデカ-7-エン-13-オン
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