(10α)-2β,3α,16α,20,25-ペンタヒドロキシ-9β-メチル-19-ノルラノスタ-5-エン-11,22-ジオン

(10α)-2β,3α,16α,20,25-ペンタヒドロキシ-9β-メチル-19-ノルラノスタ-5-エン-11,22-ジオン 化学構造式
50298-90-3
CAS番号.
50298-90-3
化学名:
(10α)-2β,3α,16α,20,25-ペンタヒドロキシ-9β-メチル-19-ノルラノスタ-5-エン-11,22-ジオン
别名:
(10α)-2β,3α,16α,20,25-ペンタヒドロキシ-9β-メチル-19-ノルラノスタ-5-エン-11,22-ジオン;ククルビタシンIIb;23,24-ジヒドロククルビタシンF;ヘムスレシンB;(1R,2R,3aS,3bS,7S,8S,9aR,9bR,11aR)-1-[(2R)-2,6-ジヒドロキシ-6-メチル-3-オキソヘプタン-2-イル]-2,7,8-トリヒドロキシ-3a,6,6,9b,11a-ペンタメチル-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-シクロペンタ[a]フェナントレン-10-オン
英語名:
Cucurbitacin IIb
英語别名:
Hemslecin B;Cucurbitacin Ⅱb;cucuritacin IIB;Cucurbitacin IIb;23,24-Dihydrocucurbitacin F;(10α)-2β,3α,16α,20,25-Pentahydroxy-9β-methyl-19-norlanost-5-ene-11,22-dione;19-Norlanost-5-ene-11,22-dione, 2,3,16,20,25-pentahydroxy-9-methyl-, (2β,3α,9β,10α,16α)-;(1S,2S,4R,9β,16α,17ξ)-1,2,16,20,25-pentahydroxy-9,10,14-trimethyl-4,9-cyclo-9,10-secocholest-5-ene-11,22-dione;(2S,3S,8S,9R,10R,13R,14S,16R,17R)-17-[(2R)-2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl]-2,3,16-trihydroxy-4,4,9,13,14-pentamethyl-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one
CBNumber:
CB91267775
化学式:
C30H48O7
分子量:
520.7
MOL File:
50298-90-3.mol

(10α)-2β,3α,16α,20,25-ペンタヒドロキシ-9β-メチル-19-ノルラノスタ-5-エン-11,22-ジオン 物理性質

融点 :
158-159℃
沸点 :
668.4±55.0 °C(Predicted)
比重(密度) :
1.22±0.1 g/cm3 (20 ºC 760 Torr)
貯蔵温度 :
2-8°C
酸解離定数(Pka):
12.86±0.29(Predicted)

安全性情報

(10α)-2β,3α,16α,20,25-ペンタヒドロキシ-9β-メチル-19-ノルラノスタ-5-エン-11,22-ジオン 価格 もっと(2)

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) W01MAS100421 ククルビタシンIib
Cucurbitacin Iib
50298-90-3 250mg ¥341300 2024-03-01 購入
富士フイルム和光純薬株式会社(wako) W01MAS100421 ククルビタシンIib
Cucurbitacin Iib
50298-90-3 1g ¥757600 2024-03-01 購入

(10α)-2β,3α,16α,20,25-ペンタヒドロキシ-9β-メチル-19-ノルラノスタ-5-エン-11,22-ジオン 化学特性,用途語,生産方法

説明

Cucurbitacin IIa and cucurbitacin IIb are the characteristic chemical constituents of the hemsleya. Hemsleyadinum are extracted from the Cucurbitaceae, Chrysanthemum, and Hemsleya, which have the function of clearing heat and removing toxicity and antisepsis and anti-inflammation. There are 31 species of Hemsleya in the world, most of which are distributed in China’s Yunnan, Guizhou, and Sichuan provinces, besides the 2 species distributed in India and Vietnam. The main species are H. emiensis, H. pengxianensis, H. amabilis, H. dolichocarpa, H. graciliflora, and H. gigantha . Hemsleya plants are commonly used as Chinese herbal medicines.

物理的性質

Appearance: rhombohedral or flaky crystals, Solubility: soluble in methanol, ethanol, and acetone, slightly soluble in chloroform, insoluble in water.

来歴

Hemsleyadinum and hemsloside inhibit Shigella dysenteriae, Salmonella typhimurium, and Salmonella choleraesuis in?vitro. Intravenous injection of cucurbitacin IIa has mild antipyretic effect caused by intraperitoneal injection of typhoid and paratyphoid bacteria but invalid to those with normal body temperature and nonbacterial fever. Xuedansu tablets have significant antitussive effect and show inhibitory effect against p-xylene-induced mouse ear swelling and carrageenaninduced rat toe swelling. Cucurbitacin IIa and cucurbitacin IIb also have anti-HIV-1 activity, which plays a vital role in HIV-1 virus infection . Hemsleyadinum has significant protective effect against acute liver injury caused by CCl4, especially at the high dosage .

適応症

Its dosage forms and indications are available at the Pharmacopoeia of the People’s Republic of China (1977). The current clinical use of hemsleyadinum includes tablets and capsules, which are suitable for bacillary dysentery, enteritis, bronchitis, and acute tonsillitis.

薬理学

The main active ingredient in Cucurbitaceae plants is cucurbitacins, and cucurbitacin IIa and IIb have been used in clinics. Their indications include bacillary dysentery, enteritis, bronchitis, acute tonsillitis, and so on. Cucurbitacin IIa also has anticancer effect . Cucurbitacin IIa (25–100?μM) dose-dependently inhibits proliferation of human lung adenocarcinoma A549 and mouse adenocarcinoma. It blocks the G0/G1 and S phase of A549 cells and thus promotes cell apoptosis . The anticancer mechanism of cucurbitacin IIa is to prevent cancer cell spreading by destroying cytoskeleton of actin and leading to PARP-induced apoptosis by inhibiting production of downstream surviving of JAK/STAT3.

臨床応用

At present, hemsleyadinum mainly are used as antibacterial and anti-inflammatory drugs, suitable for treatment of upper respiratory tract infection, acute tonsillitis, mumps, pharyngitis, acute and chronic bronchitis, pneumonia etc. Generally speaking, hemsleyadinum and its preparations have less side effects, such as diarrhea, abdominal pain, and other gastrointestinal reactions.

(10α)-2β,3α,16α,20,25-ペンタヒドロキシ-9β-メチル-19-ノルラノスタ-5-エン-11,22-ジオン 上流と下流の製品情報

原材料

準備製品


(10α)-2β,3α,16α,20,25-ペンタヒドロキシ-9β-メチル-19-ノルラノスタ-5-エン-11,22-ジオン 生産企業

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(10α)-2β,3α,16α,20,25-ペンタヒドロキシ-9β-メチル-19-ノルラノスタ-5-エン-11,22-ジオン  スペクトルデータ(1HNMR、MS)


50298-90-3((10α)-2β,3α,16α,20,25-ペンタヒドロキシ-9β-メチル-19-ノルラノスタ-5-エン-11,22-ジオン)キーワード:


  • 50298-90-3
  • Cucurbitacin IIb
  • (10α)-2β,3α,16α,20,25-Pentahydroxy-9β-methyl-19-norlanost-5-ene-11,22-dione
  • 23,24-Dihydrocucurbitacin F
  • Cucurbitacin Ⅱb
  • (1S,2S,4R,9β,16α,17ξ)-1,2,16,20,25-pentahydroxy-9,10,14-trimethyl-4,9-cyclo-9,10-secocholest-5-ene-11,22-dione
  • Hemslecin B
  • 19-Norlanost-5-ene-11,22-dione, 2,3,16,20,25-pentahydroxy-9-methyl-, (2β,3α,9β,10α,16α)-
  • (2S,3S,8S,9R,10R,13R,14S,16R,17R)-17-[(2R)-2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl]-2,3,16-trihydroxy-4,4,9,13,14-pentamethyl-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one
  • cucuritacin IIB
  • (10α)-2β,3α,16α,20,25-ペンタヒドロキシ-9β-メチル-19-ノルラノスタ-5-エン-11,22-ジオン
  • ククルビタシンIIb
  • 23,24-ジヒドロククルビタシンF
  • ヘムスレシンB
  • (1R,2R,3aS,3bS,7S,8S,9aR,9bR,11aR)-1-[(2R)-2,6-ジヒドロキシ-6-メチル-3-オキソヘプタン-2-イル]-2,7,8-トリヒドロキシ-3a,6,6,9b,11a-ペンタメチル-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-シクロペンタ[a]フェナントレン-10-オン
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