基本情報
- CAS
6879-01-2- 標準SMILES
CC[C@@H]1[C@H]2CCCCN3[C@H]2[C@H](C[C@H]3[C@@H]2C[C@H](C)C(=O)O2)[C@@H]2[C@H]1OC(=O)[C@H]2C- InChIKey
GYOGHROCTSEKDY-JJDZUBOLSA-N- 分子式
- C22H33NO4
- 平均分子量
- 375.5 g/mol
- 単同位体質量
- 375.24095853
概要
Tuberostemonine is a natural product found in Stemona phyllantha and Stemona tuberosa. It has a role as a metabolite.
名称と識別子
- 優先名称
- Tuberostemonine
- IUPAC
- (1R,3S,9R,10R,11S,14S,15S,16R)-10-ethyl-14-methyl-3-[(2S,4S)-4-methyl-5-oxooxolan-2-yl]-12-oxa-4-azatetracyclo[7.6.1.04,16.011,15]hexadecan-13-one
- 現地名
- (7aR,8aβ,11aβ,11bα,11cβ)-2β-[(2S,4S)-テトラヒドロ-4-メチル-5-オキソフラン-2-イル]-8β-エチルテトラデカヒドロ-11β-メチルフロ[2,3-h]ピロロ[3,2,1-jk][1]ベンゾアゼピン-10-オン
- 英語名
- tuberostemonine
- 分子式
- C22H33NO4
- 分子量
- 375.5
名称と別名
Tuberostemonine6879-01-2Tubero-stemonine(1R,3S,9R,10R,11S,14S,15S,16R)-10-ethyl-14-methyl-3-[(2S,4S)-4-methyl-5-oxooxolan-2-yl]-12-oxa-4-azatetracyclo[7.6.1.04,16.011,15]hexadecan-13-oneStenine, 2-(tetrahydro-4-methyl-5-oxo-2-furanyl)-, (2beta(2S,4S))-(1R,3S,9R,10R,11S,14S,15S,16R)-10-ethyl-14-methyl-3-((2S,4S)-4-methyl-5-oxooxolan-2-yl)-12-oxa-4-azatetracyclo(7.6.1.04,16.011,15)hexadecan-13-oneRefChem:192446Tuberstemonine(2S,31R,7AR,8R,8aS,11S,11aS,11bR)-8-Ethyl-11-methyl-2-((2S,4S)-4-methyl-5-oxotetrahydrofuran-2-yl)dodecahydroazepino[3,2,1-hi]furo[3,2-e]indol-10(2H)-oneC22H33NO4Furo[2,3-h]pyrrolo[3,2,1-jk][1]benzazepin-10(2H)-one, 8-ethyldodecahydro-11-methyl-2-[(2S,4S)-tetrahydro-4-methyl-5-oxo-2-furanyl]-, (2S,7aR,8R,8aS,11S,11aS,11bR,11cR)-TimTec1_001671
名称をさらに表示
2β-[(2S,4S)-テトラヒドロ-4-メチル-5-オキソフラン-2-イル]ステニン(-)-ツベロステモニン(7aR,8aβ,11aβ,11bα,11cβ)-2β-[(2S,4S)-テトラヒドロ-4-メチル-5-オキソフラン-2-イル]-8β-エチルテトラデカヒドロ-11β-メチルフロ[2,3-h]ピロロ[3,2,1-jk][1]ベンゾアゼピン-10-オン
物性
構造計算による物性
- XLogP
- 3.9
- 極性表面積
- 55.8 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 5
- 回転可能結合数
- 2
- 重原子数
- 27
- 形式電荷
- 0
- 複雑度
- 636
物理化学的性質
- 融点
- 86 · 86~88℃
- 沸点
- 554.2 · 554.2±50.0 °C(Predicted)
- 比重(密度)
- 1.19 · 1.19±0.1 g/cm3(Predicted)
- 貯蔵温度
- 2 · 2-8°C(protect from light)
- 溶解性
- 10 · DMF:10.0(Max Conc. mg/mL);26.63(Max Conc. mM)DMF:PBS (pH 7.2) (1:2):0.33(Max Conc. mg/mL);0.88(Max Conc. mM)DMSO:1.0(Max Conc. mg/mL);2.66(Max Conc. mM)
- 外見
- A solid
- 酸解離定数(Pka)
- 8.9 · 8.90±0.70(Predicted)
- 色
- White to off-white
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。
GHS分類
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
危険有害性情報
Hazard Classes and CategoriesAcute Tox. 4 (100%)
安全データ
- hs_code
- 29399990
化学と産業
応用分野
説明This novel alkaloid has been isolated from Sternona sessilifolia and S. tuberosa and was first given the formula C19H29O4N, subsequently altered to that given above. It crystallizes in colourless needles from MeOH with 1 mole of solvent, m.p. 65-88°C (dec.) and has [α]D - 25.4° (Me2CO). It is a non-phenolic, tertiary base and yields a hydrobromide, m.p. 120°C (dec.) and a perchlorate, m.p. 242°C (dec.). The methiodide monohydrate has m.p. 236-8°C (dec.) and the methochloride, dihydrate, m.p. 172°C. A methosulphate has also been prepared, m.p. 253°C (dec.). The base is not hydrolyzed by acids but in the presence of excess PtO2 it gives the dihydro derivative, m.p. 133°C, furnishing a hydrochloride, m.p. 281 ° C. Oxidation with KMnO4 gives a C17 compound, whereas oxidation with silver oxide forms a neutral substance, C22H29O4N, m.p. 178°C which still contains the lactone groups and gives a positive Ehrlich pyrrole reaction.
使用Tuberostemonine is elucidated as one of the major components of Radix Stemonae and has been shown to display therapeutic effects against cigarette smoke-induced acute lung inflammation.
上流・下流製品情報
上流原料
下流製品
関連反応
0 件
現在のフィルター条件では反応記録がありません。
化合物ノート
読み込み中…