3β,25-ジヒドロキシコレスタ-5-エン
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- CAS番号.
- 2140-46-7
- 化学名:
- 3β,25-ジヒドロキシコレスタ-5-エン
- 别名:
- コレスタ-5-エン-3β,25-ジオール;3β,25-ジヒドロキシコレスタ-5-エン;5-コレステン-3β,25-ジオール;25-ヒドロキシコレステロール;(1R,3aS,3bS,7S,9aR,9bS,11aR)-1-[(2R)-6-ヒドロキシ-6-メチルヘプタン-2-イル]-9a,11a-ジメチル-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-7-オール
- 英語名:
- 25-HYDROXYCHOLESTEROL
- 英語别名:
- 25-HYDROXYCHOLESTEROL;5-Cholesten-3β,25-diol;Cholesterol 25-Hydroxy;Perampanel Impurity 39;5-cholestene-3β,25-diol;5-CHOLESTEN-3β, 25-DIOL;Cholest-5-ene-3β,25-diol;5-CHOLESTENE-3BETA,25-DIOL;5-CHOLESTEN-3-BETA, 25-DIOL;26-Hydroxy-Cholesterol - d5
- CBNumber:
- CB7412673
- 化学式:
- C27H46O2
- 分子量:
- 402.65
- MOL File:
- 2140-46-7.mol
- MSDS File:
- SDS
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3β,25-ジヒドロキシコレスタ-5-エン 物理性質
- 融点 :
- 177-179 °C
- 沸点 :
- 513.1±23.0 °C(Predicted)
- 比重(密度) :
- 1.03±0.1 g/cm3(Predicted)
- 貯蔵温度 :
- -20°C
- 溶解性:
- クロロホルム：50 mg/mL 無色透明～微黄色
- 外見 :
- 個体
- 酸解離定数(Pka):
- 15.03±0.70(Predicted)
- 色:
- 白または淡い黄色
- Merck :
- 13,4846
- BRN :
- 3161259
- 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。
- InChIKey:
- INBGSXNNRGWLJU-ZHHJOTBYSA-N
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)
| 絵表示（GHS） |
 
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| 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 |
| H302 |
飲み込むと有害 |
急性毒性、経口 |
4 |
警告 |
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P264, P270, P301+P312, P330, P501 |
| H312 |
皮膚に接触すると有害 |
急性毒性、経皮 |
4 |
警告 |
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P280,P302+P352, P312, P322, P363,P501 |
| H315 |
皮膚刺激 |
皮膚腐食性/刺激性 |
2 |
警告 |
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P264, P280, P302+P352, P321,P332+P313, P362 |
| H319 |
強い眼刺激 |
眼に対する重篤な損傷性/眼刺激 性 |
2A |
警告 |
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P264, P280, P305+P351+P338,P337+P313P |
| H332 |
吸入すると有害 |
急性毒性、吸入 |
4 |
警告 |
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P261, P271, P304+P340, P312 |
| H335 |
呼吸器への刺激のおそれ |
特定標的臓器毒性、単回暴露； 気道刺激性 |
3 |
警告 |
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| H373 |
長期にわたる、または反復暴露により臓器の障 害のおそれ |
特定標的臓器有害性、単回暴露 |
2 |
警告 |
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P260, P314, P501 |
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| 注意書き |
| P261 |
粉じん/煙/ガス/ミスト/蒸気/スプレーの吸入を避ける こと。 |
| P280 |
保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。 |
| P305+P351+P338 |
眼に入った場合：水で数分間注意深く洗うこと。次にコ ンタクトレンズを着用していて容易に外せる場合は外す こと。その後も洗浄を続けること。 |
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3β,25-ジヒドロキシコレスタ-5-エン 価格
もっと(10)
| 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 |
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富士フイルム和光純薬株式会社(wako)
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W01TRCH918030 |
25-Hydroxy Cholesterol |
2140-46-7 |
100mg |
￥110400 |
2024-03-01 |
購入 |
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Sigma-Aldrich Japan
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H1015 |
25-ヒドロキシコレステロール ≥98%
25-Hydroxycholesterol ≥98% |
2140-46-7 |
25mg |
￥52000 |
2024-03-01 |
購入 |
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Sigma-Aldrich Japan
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700019P |
cholest-5-ene-3β,25-diol, powder
25-hydroxycholesterol cholest-5-ene-3β,25-diol, powder |
2140-46-7 |
5mg |
￥46400 |
2024-03-01 |
購入 |
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Sigma-Aldrich Japan
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700019P |
cholest-5-ene-3β,25-diol, powder
25-hydroxycholesterol cholest-5-ene-3β,25-diol, powder |
2140-46-7 |
10mg |
￥72700 |
2024-03-01 |
購入 |
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富士フイルム和光純薬株式会社(wako)
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W01TRCH918030 |
25-Hydroxy Cholesterol |
2140-46-7 |
25mg |
￥38700 |
2024-03-01 |
購入 |
3β,25-ジヒドロキシコレスタ-5-エン 化学特性,用途語,生産方法
説明
25-hydroxy Cholesterol is an oxysterol. It is formed from cholesterol by cholesterol-25-hydroxylase, and its production can be induced by inflammation or infection. 25-hydroxy Cholesterol suppresses endogenous cholesterol synthesis by binding to insulin-induced gene (INSIG) proteins and preventing sterol regulatory element binding proteins (SREBPs) from being transported to the Golgi. It inhibits IgA class switching induced by LPS and various cytokines in B cells (IC
50 = ~50 nM). 25-hydroxy Cholesterol inhibits replication of severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) in Vero cells (EC
50 = 3.675 μM) and reduces increases in viral protein production in infected Vero cells when used prior to infection. It reduces viral RNA loads in the lung and trachea in a mouse model of SARS-CoV-2 infection when administered at a dose of 100 mg/kg per day. Serum levels of 25-hydroxy cholesterol are increased in mice expressing human angiotensin-converting enzyme 2 (hACE2), the functional receptor for SARS-CoV-2, in a model of SARS-CoV-2 infection and in a patient with COVID-19, the primarily respiratory disease caused by SARS-CoV-2.
化学的特性
Off-White Solid
使用
25-Hydroxycholesterol was used to treat mouse neuroblastoma cells to activate the ABCA1 signaling and in studies related to fatty acid metabolism.
一般的な説明
25-hydroxy-cholesterol is a side chain substituted oxysterol. Avanti′s unique sterol reverses cataracts in mice. Gestwicki′s team ...... settled on compound 29, a steroid found naturally in the bloodstream but not in the lens, which has no blood supply. Mice with age-related and hereditary cataracts received drops in the right eye, whereas the left eye went untreated. After just a few weeks, the treated eye was visibly clearer, says Gestwicki, who conducted the work while at the University of Michigan. Cataract severity is measured on a scale of zero to four, with four being the worst case. On average, mice in the study had about a one-grade improvement in cataract severity after 4 weeks of treatment. Science DOI: 10.1126/science.aad7400 It has been recently shown that activation of a macrophage toll-like receptor (TLR) by microbial antigens induces synthesis of 25-hydroxycholesterol, and that this oxysterol potently suppresses IgA production.
純化方法
25-Hydroxycholesterol forms colourless needles from MeOH [Schwartz Tetrahedron Lett 22 4655 1981]. The 3acetoxy derivative has m 142-142.8o (from Me2CO) and [] D -40.4o (c 2, CHCl3). The 3,25-diacetoxy derivative has m 119-120.5o (from MeOH) and [] 25D -35.5o (CHCl3). [Dauben & Bradlow J Am Chem Soc 72 4248 1950, Ryer et al. J Am Chem Soc 72 4247 1950, Beilstein 6 IV 6437.]
3β,25-ジヒドロキシコレスタ-5-エン 上流と下流の製品情報
原材料
準備製品
3β,25-ジヒドロキシコレスタ-5-エン 生産企業
Global( 176)Suppliers
2140-46-7(3β,25-ジヒドロキシコレスタ-5-エン)キーワード:
- 2140-46-7
- 3BETA,25-DIHYDROXY-5-CHOLESTENE
- 5-CHOLESTEN-3-BETA, 25-DIOL
- 5-CHOLESTENE-3BETA,25-DIOL
- 25-Hydroxycholesterol (not deuterated)
- Cholest-5-ene-3,25-diol, (3.beta.)-
- 5-cholestene-3β,25-diol
- (3S,8S,9S,10R,13R,14S,17R)-17-[(2R)-6-hydroxy-6-methyl-heptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
- 3β,25-Dihydroxycholest-5-ene
- Cholest-5-ene-3β,25-diol
- (3S,8S,9S,10R,13R,14S,17R)-17-[(1R)-5-hydroxy-1,5-dimethyl-hexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
- (3β)-Cholest-5-ene-3,25-diol
- 25-Hydroxy-5-cholestene-3β-ol
- 5-Cholesten-3β,25-diol
- (3S,8S,9S,10R,13R,14S,17R)-17-((R)-6-hydroxy-6-Methylheptan-2-yl)-10,13-diMethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
- 26-Hydroxy-Cholesterol - d5
- (8S,9S,10R,13R,14S,17R)-17-((R)-6-Hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
- 25-HYDROXYCHOLESTEROL
- (3S,8S,9S,10R,13R,14S,17R)-17-[(R)-6-Hydroxy-6-methyl-2-heptyl]-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
- (3beta,9beta,14beta)-cholest-5-ene-3,25-diol
- Cholesterol 25-Hydroxy
- Cholest-5-ene-3,25-diol, (3β)-
- 25-hydroxycholesterol(2140-46-7)
- Bicyclo[4.1.0]heptane-3,4-diol,3,7,7-trimethyl-, (1S,3S,4S,6R)-
- Perampanel Impurity 39
- 5-CHOLESTEN-3β, 25-DIOL
- コレスタ-5-エン-3β,25-ジオール
- 3β,25-ジヒドロキシコレスタ-5-エン
- 5-コレステン-3β,25-ジオール
- 25-ヒドロキシコレステロール
- (1R,3aS,3bS,7S,9aR,9bS,11aR)-1-[(2R)-6-ヒドロキシ-6-メチルヘプタン-2-イル]-9a,11a-ジメチル-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-7-オール
- 誘導脂質