3α-Aminocholestane
(Synonyms: 3α-氨基胆甾烷) 目录号 : GC33059
3α-Aminocholestane是肌醇-5'-磷酸酶1（SHIP1）的抑制剂，属于胆固醇衍生物，其IC50约为10μM。
Cas No.:2206-20-4
Sample solution is provided at 25 µL, 10mM.
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3α-Aminocholestane is an inhibitor of Src homology 2 domain-containing inositol 5'-phosphatase 1 (SHIP1) and a cholesterol derivative with an IC50 of approximately 10μM[1]. SHIP1 negatively regulates various intracellular signaling pathways. By inhibiting the activity of SHIP1, 3α-Aminocholestane interferes with related signal transduction and affects cellular physiological functions[2]. 3α-Aminocholestane has shown potential value in a variety of tumor-related studies, including liver cancer, lung cancer, and breast cancer[3].
In vitro, treatment of K562, KG1, and C14908 cells with 3α-Aminocholestane (0-15μM) for 36 hours reduced the viability of SHIP1-expressing human acute myeloid leukemia cell line KG-1 and mouse leukemia cell line C14908, inhibited their growth, and promoted apoptosis; however, it had no significant effect on K562 leukemia cells that do not express SHIP1[4]. Treatment of U266, RPMI8226, and OPM2 cells with 3α-Aminocholestane (0-12.5μM) for 48 hours resulted in differential responses such as cell cycle arrest, apoptosis, and autophagy in different multiple myeloma cells by affecting the PI3K-Akt signaling pathway[5].
In vivo, treatment of collagen-induced arthritis (CIA) model mice with 3α-Aminocholestane (60μM) via intraperitoneal injection reduced the infiltration of inflammatory cells in the joints of mice and alleviated cartilage damage and bone erosion[6]. Treatment of BALB/c mice with 3α-Aminocholestane (60μM/day) for seven days increased anti-leishmanial activity, but reduced the production of leishmanial precytokines and decreased the parasite load of L.major and L.donovani infections[7].
References:
[1] Pacherille AM, Viernes DR, Pedicone C, et al. Aminocholestane and Aminoandrostane Inhibitors of the SH2 Domain-Containing Inositol 5'-Phosphatase (SHIP). ChemMedChem 2025, 20(8):e202400597.
[2] Müller SM, Jücker M The Functional Roles of the Src Homology 2 Domain-Containing Inositol 5-Phosphatases SHIP1 and SHIP2 in the Pathogenesis of Human Diseases. Int J Mol Sci 2024, 25(10).
[3] Pedicone C, Meyer ST, Chisholm JD, et al. Targeting SHIP1 and SHIP2 in Cancer. Cancers (Basel) 2021, 13(4).
[4] Brooks R, Fuhler GM, Iyer S, et al. SHIP1 inhibition increases immunoregulatory capacity and triggers apoptosis of hematopoietic cancer cells. J Immunol 2010, 184(7):3582-3589.
[5] Fuhler GM, Brooks R, Toms B, et al. Therapeutic potential of SH2 domain-containing inositol-5'-phosphatase 1 (SHIP1) and SHIP2 inhibition in cancer. Mol Med 2012, 18(1):65-75.
[6] So EY, Sun C, Wu KQ, et al. Inhibition of lipid phosphatase SHIP1 expands myeloid-derived suppressor cells and attenuates rheumatoid arthritis in mice. Am J Physiol Cell Physiol 2021, 321(3):C569-c584.
[7] Chowdhury BP, Das S, Bodhale N, et al. SHIP1 inhibition via 3-alpha-amino-cholestane enhances protection against Leishmania infection. Cytokine 2023, 171:156373.
3α-Aminocholestane是肌醇-5'-磷酸酶1（SHIP1）的抑制剂，属于胆固醇衍生物，其IC50约为10μM[1]。SHIP1负向调节多种细胞内信号通路，3α-Aminocholestane通过抑制其活性，干扰相关信号传导，影响细胞生理功能[2]。3α-Aminocholestane在多种肿瘤相关研究中显示出潜在价值，包括肝癌、肺癌、乳腺癌等[3]。
在体外，3α-Aminocholestane（0-15μM）分别处理K562、KG1和C14908细胞36小时，降低表达 SHIP1的人急性髓系白血病细胞系KG-1、小鼠白血病细胞系C1498细胞的活力，抑制其生长并促进凋亡；而对不表达SHIP1的K562白血病细胞，则无明显影响 [4]。使用3α-Aminocholestane（0-12.5μM）处理U266、RPMI8226和OPM2细胞48h，通过影响PI3K-Akt信号通路，导致不同多发性骨髓瘤细胞出现细胞周期停滞、凋亡及自噬等差异反应[5]。
在体内，3α-Aminocholestane（60μM）通过腹腔注射治疗胶原诱导性关节炎（CIA）模型小鼠，可减少小鼠关节中的炎症细胞浸润，减轻软骨损伤和骨侵蚀[6]。3α-Aminocholestane（60μM/天）治疗BALB/c小鼠七天可增加抗利什曼原虫，但减少利什曼原虫前细胞因子的产生，并减少L. major和L. donovani感染的寄生虫负荷[7]。
| Cell experiment [1]: | |
Cell lines | K562、KG1 and C14908 |
Preparation Method | Cells were treated in duplicate for 36h with increasing concentrations of 3α-Aminocholestane or vehicle. MTT (Sigma-Aldrich) was added at a concentration of 0.5mg/ml to the cells for 3h. Formed crystals were dissolved in dimethyl sulfoxide and OD was measured at 570nm. The OD of compound treated cells was divided by the OD of their vehicle control, and the viability was expressed as a percentage of untreated cells. Results are expressed as mean±SEM of three individual experiments. |
Reaction Conditions | 0, 2.5, 5.0, 7.5, 10.0, 12.5 and 15.0μM; 36h |
Applications | 3α-Aminocholestane can reduce the viability of KG1 and C14908 cells, but has no effect on K562. |
| Animal experiment [2]: | |
Animal models | Collagen-induced arthritis mice |
Preparation Method | In a prevention model, the mice were pretreated with 3α-Aminocholestane or vehicle control daily via intraperitoneal injection 7 days before the first immunization. In an intervention model, the mice were treated with 3AC or vehicle control daily via intraperitoneal injection 7 days after the second immunization. Each mouse was injected with 200μL of 3α-Aminocholestane (60μM) per administration. For histological analysis, mice were euthanized at designated timepoints. Limbs were collected, fixed, decalcified, and paraffin embedded. Sections were stained with hematoxylin/eosin (H&E), Safranin O/fast green, and toluidine blue to examine cellularity, cartilage damage, and bone erosion, respectively. For X-ray imaging, fixed limbs were scanned with Faxitron cabinet X-ray system (Tucson, AZ) before histological analysis. |
Dosage form | 60μM; once a day for 7 consecutive days |
Applications | 3α-Aminocholestane can reduce the infiltration of inflammatory cells in arthritic joints, alleviate cartilage damage and bone erosion. |
References: | |
| Cas No. | 2206-20-4 | SDF | |
| 别名 | 3α-氨基胆甾烷 | ||
| Canonical SMILES | CC(C)CCC[C@@H](C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])C[C@H](N)CC[C@]4(C)[C@@]3([H])CC[C@@]21C | ||
| 分子式 | C27H49N | 分子量 | 387.68 |
| 溶解度 | Ethanol : 50 mg/mL (128.97 mM);DMSO : < 1 mg/mL (insoluble or slightly soluble) | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 2.5794 mL | 12.8972 mL | 25.7945 mL |
| 5 mM | 0.5159 mL | 2.5794 mL | 5.1589 mL |
| 10 mM | 0.2579 mL | 1.2897 mL | 2.5794 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
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