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llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
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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

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)-

HCID 5420804
ノートを作成反応を作成見積依頼を出す
印刷プレビュー
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
20554-84-1
標準SMILES
C=C1C(=O)O[C@@H]2[C@H]3O[C@]3(C)CC/C=C(/C)CC[C@@H]12
InChIKey
KTEXNACQROZXEV-ZRPLFPEYSA-N
分子式
C15H20O3
平均分子量
248.32 g/mol
単同位体質量
248.1412445

概要

LSM-4576 is a germacranolide.

名称と識別子

優先名称
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)-
IUPAC
(1S,2R,4R,7Z,11S)-4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-13-one
現地名
(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
英語名
Parthenolide
分子式
C15H20O3
分子量
248.32

名称と別名

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,10bR)-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,10bR)-RefChem:857757Oxireno9,10cyclodeca1,2-bfuran-9(1aH)-one, 2,3,6,7,7a,8,10a,10b-octahydro-1a,5-dimethyl-8-methylene-, (1aR,4E,7aS,10aS,10bR)-604004-27-5(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(1S,2R,4R,7Z,11S)-4,8-Dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-13-oneSR-01000076057MLS003389438TNP00292MFCD00134592NSC157035
名称をさらに表示
(-)-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

物性

構造計算による物性

XLogP
2.3
極性表面積
38.8 Ų
水素結合供与体数
0
水素結合受容体数
3
回転可能結合数
0
重原子数
18
形式電荷
0
複雑度
437

物理化学的性質

融点
115 · 115-116 °C (lit.)
比旋光度
20 · D20 -81.4° (c = 1.04 in chloroform); D22 -71.4° (c = 0.220 in CH2Cl2)
沸点
394.1 · 394.1±42.0 °C(Predicted)
比重(密度)
1.13 · 1.13±0.1 g/cm3(Predicted)
貯蔵温度
-20 °C · -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 · 14,7048
安定性
-20 °C · -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 · 2.424 (est)
CAS データベース
20554 · 20554-84-1

化学的性質

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

危険有害性情報

Regulatory Information · 1 件

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)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

安全データ

wgk
3
rtecs
LY4220000
hs_code
29322090
risk_code
11-34
hazard_code
Xi,C,F
safety_code
22-24/25-45-36/37/39-26-16
Hazard Classifications
Skin Sens. 1
ストレージクラス
11 - Combustible Solids

化学と産業

応用分野 · 3 件

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].

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.

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

補足説明 · 1 件

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.

関連反応

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化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す
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
PTL
(-)-Parthenolide
Aids007764
Parthelide
Aids-007764
Parthenolide
PartheNAlide
Parthenolides
parthenolider
(1S,2R,4R,11S)-4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.0,2,4]tetradec-7-en-13-oneTocris-0610Lopac0_000945MLS006012002SCHEMBL13367522CHEBI:93991HMS3262N12Tox21_500945

データベース識別子

CAS
20554-84-1
PubChem CID
5420804
ChEBI
CHEBI:93991

化学的特性White solid