354553-35-8
354553-35-8 structure
- Name: (±)-caraphenol A
- Chemical Name: (2S,2aS,7R,7aR)-2,7,12-Tris(4-hydroxyphenyl)-2,2a,7,7a-tetrahydro bis[1]benzofuro[3',4':4,5,6,3'',4'':7,8,9]cyclonona[1,2,3-cd][1]b enzofuran-4,9,14-triol
- CAS Number: 354553-35-8
- Molecular Formula: C42H28O9
- Molecular Weight: 676.666
- Catalog: Natural product Phenols
- Create Date: 2017-09-29 09:30:21
- Modify Date: 2025-08-20 19:38:40
-
Caraphenol A is a resveratrol trimer and is able to transiently reduce interferon-induced transmembrane (IFITM) protein expression. Caraphenol A safely enhances lentiviral vector gene delivery to hematopoietic stem and progenitor cells[1]. Caraphenol A also inhibits human cystathionine β-synthase (hCBS) and human cystathionine γ- lyase (hCSE) with IC50s of 5.9 μM and 12.1 μM, respectively[2].
| Name | (2S,2aS,7R,7aR)-2,7,12-Tris(4-hydroxyphenyl)-2,2a,7,7a-tetrahydro bis[1]benzofuro[3',4':4,5,6,3'',4'':7,8,9]cyclonona[1,2,3-cd][1]b enzofuran-4,9,14-triol |
|---|---|
| Synonyms |
Bisbenzofuro[3',4':4,5,6;3'',4'':7,8,9]cyclonona[1,2,3-cd]benzofuran-4,9,14-triol, 2,2a,7,7a-tetrahydro-2,7,12-tris(4-hydroxyphenyl)-, (2S,2aS,7R,7aR)-
(±)-caraphenol A (2S,2aS,7R,7aR)-2,7,12-Tris(4-hydroxyphenyl)-2,2a,7,7a-tetrahydrobis[1]benzofuro[3',4':4,5,6;3'',4'':7,8,9]cyclonona[1,2,3-cd][1]benzofuran-4,9,14-triol |
| Description | Caraphenol A is a resveratrol trimer and is able to transiently reduce interferon-induced transmembrane (IFITM) protein expression. Caraphenol A safely enhances lentiviral vector gene delivery to hematopoietic stem and progenitor cells[1]. Caraphenol A also inhibits human cystathionine β-synthase (hCBS) and human cystathionine γ- lyase (hCSE) with IC50s of 5.9 μM and 12.1 μM, respectively[2]. |
|---|---|
| Related Catalog | |
| Target |
IFITM2, IFITM3[1] IC50: 5.9 μM (hCBS), 12.1 μM (hCSE)[2] |
| In Vitro | Caraphenol A (0-50 μM; 8 h) 增强慢病毒载体 (LV) 基因向 HeLa 的传递，但在 HEK293T 细胞中没有观察到相同作用[1]。 Caraphenol A 以依赖于内体转运的方式减少干扰素诱导的跨膜蛋白介导的限制[1]。 Caraphenol A 显著改善了低剂量和高剂量 LV 的造血干细胞 (HSC) 基因传递，而不改变 LV 整合模式[1]。 Caraphenol A (30 μM; 6 h) 促进慢病毒从核内体逃逸[1]。 Caraphenol A (30 μM; 4 h) 改变了 HeLa 细胞中 IFITM2/3 蛋白和晚期内小体的表达和亚细胞定位。Caraphenol A 对晚期核内体的影响取决于 IFITM3 的表达[1]。 |
| In Vivo | Caraphenol A (30 μM; 预处理 4 h) 处理的造血干细胞在小鼠中保持改善的基因标记，而不改变慢病毒整合谱[1]。 |
| References |
| Density | 1.5±0.1 g/cm3 |
|---|---|
| Molecular Formula | C42H28O9 |
| Molecular Weight | 676.666 |
| Exact Mass | 676.173340 |
| PSA | 152.98000 |
| LogP | 6.50 |
| Index of Refraction | 1.786 |
| Hazard Codes | Xi |
|---|