Calcipotriol
(Synonyms: 卡泊三醇; MC 903; Calcipotriene) 目录号 : GC17682
卡泊三醇(Calcipotriol)是一种合成的维生素D3 类似物,对维生素D受体具有高亲和力。
Cas No.:112965-21-6
Sample solution is provided at 25 µL, 10mM.
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Calcipotriol is a synthetic vitamin D3 analog with high affinity for vitamin D receptors[1]. Calcipotriol is mainly used to treat psoriasis. It is also effective in certain keratotic diseases (ichthyosis) as well as localized scleroderma and vitiligo, and has important immunomodulatory functions [2].
In vitro, calcipotriol (10nM) treated HL-60 cells for 24h caused cell apoptosis, but caused cell differentiation at a higher dose (100nM)[3]. Calcipotriol (0.001-10μM) treated SCC13 cells for 4 days, dose-dependently inhibited cell proliferation and stimulated cell differentiation, but did not induce SCC13 cell apoptosis, and specifically inhibited the autocrine activation of the EGFR signaling pathway [4].
In vivo, calcipotriol combined with BDP ointment (40 mg, once daily, administered topically on the skin) treated rats with psoriasis-like dermatitis. Compared with the vaseline treatment group, it significantly inhibited ear skin thickening and Transepidermal water loss[5]. Calcipotriol (0.1mg/kg) can reduce knee joint swelling and relieve synovitis through a single intra-articular injection in ZIA rats [6].
References:
[1] Sakabe J, et al. Calcipotriol increases hCAP18 mRNA expression but inhibits extracellular LL37 peptide production in IL-17/IL-22-stimulated normal human epidermal keratinocytes[J].Acta Dermato-Venereologica, 2014, 94(5).
[2] Guilhou JJ. Le Calcipotriol [Calcipotriol]. Ann Dermatol Venereol. 2001 Mar;128(3 Pt 1):229-37. French. PMID: 11319386.
[3] Milczarek M, Chodyński M, Filip-Psurska B, et al. Synthesis and biological activity of diastereomeric and geometric analogs of calcipotriol, PRI-2202 and PRI-2205, against human HL-60 leukemia and MCF-7 breast cancer cells[J]. Cancers, 2013, 5(4): 1355-1378.
[4] Lee E A, Jeon S H, Yi J Y, et al. Calcipotriol inhibits autocrine phosphorylation of EGF receptor in a calcium-dependent manner, a possible mechanism for its inhibition of cell proliferation and stimulation of cell differentiation[J]. Biochemical and biophysical research communications, 2001, 284(2): 419-425.
[5] Satake K, Amano T, Okamoto T. Low systemic exposure and calcemic effect of calcipotriol/betamethasone ointment in rats with imiquimod-induced psoriasis-like dermatitis[J]. European Journal of Pharmacology, 2018, 826: 31-38.
[6] Huhtakangas J A, Huovinen J, Laaksonen S, et al. A single intra-articular dose of vitamin D analog calcipotriol alleviates synovitis without adverse effects in rats[J]. Plos one, 2021, 16(4): e0250352.
卡泊三醇(Calcipotriol)是一种合成的维生素D3 类似物,对维生素D受体具有高亲和力[1]。卡泊三醇主要用于治疗银屑病,对某些角化性疾病(鱼鳞病)以及局部硬皮病和白癜风也有效,并具有重要的免疫调节功能[2]。
在体外,卡泊三醇(10nM)处理HL-60细胞24h,引起细胞凋亡,但在更高剂量(100nM)时引起细胞分化[3]。卡泊三醇(0.001-10µM)处理SCC13细胞4天,剂量依赖性地抑制细胞增殖并刺激细胞分化,但不诱导SCC13细胞凋亡,且特异性地抑制了EGFR信号通路的自分泌激活[4]。
在体内,卡泊三醇联合BDP软膏(40mg,每日一次,给药方式为皮肤局部涂抹)治疗银屑病样皮炎大鼠,与凡士林治疗组相比,显著抑制了耳部皮肤增厚和经皮水分流失[5]。卡泊三醇(0.1 mg/kg)通过单次关节内注射治疗ZIA大鼠,可以减轻膝关节肿胀,缓解滑膜炎[6]。
| Cell experiment [1]: | |
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Cell lines |
HL-60 cells |
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Preparation Method |
HL-60 cells were pre-exposed to calcipotriol (0.1, 1, 10, 100 nM) for 24h, and then incubated with CIS for the next 48h. |
|
Reaction Conditions |
0.1, 1, 10, 100 nM; 24 h |
|
Applications |
Calcipotriol caused the apoptosis of HL-60 cells at the dose of 10nM, but in a higher dose (100nM) caused cell differentiation. |
| Animal experiment [2]: | |
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Animal models |
Male Hairless HWY rats |
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Preparation Method |
HWY rats received a daily topical dose of 10mg/ear or 25mg/back skin of 5% IMQ cream for 4 consecutive days in order to induce psoriasis-like skin dermatitis. Ears were treated with Vaseline, BDP, or Calcipotriol/BDP at doses of 10mg/ear and 40 mg/ear 1 hour after each application of IMQ. |
|
Dosage form |
10mg, 40 mg; apply topically to skin |
|
Applications |
Compared with the vaseline treatment group, 40 mg/ear calcipotriol/BDP ointment significantly inhibited ear thickening and transepidermal water loss. |
|
References: [1] Milczarek M, Chodyński M, Filip-Psurska B, et al. Synthesis and biological activity of diastereomeric and geometric analogs of calcipotriol, PRI-2202 and PRI-2205, against human HL-60 leukemia and MCF-7 breast cancer cells[J]. Cancers, 2013, 5(4): 1355-1378. |
|
| Cas No. | 112965-21-6 | SDF | |
| 别名 | 卡泊三醇; MC 903; Calcipotriene | ||
| 化学名 | (1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(E,2R,5S)-5-cyclopropyl-5-hydroxypent-3-en-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol | ||
| Canonical SMILES | CC(C=CC(C1CC1)O)C2CCC3C2(CCCC3=CC=C4CC(CC(C4=C)O)O)C | ||
| 分子式 | C27H40O3 | 分子量 | 412.62 |
| 溶解度 | ≥ 16.7 mg/mL in DMSO, ≥ 87.6 mg/mL in EtOH with gentle warming | 储存条件 | -20°C, protect from light, stored under nitrogen,unstable in solution, ready to use. |
| 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 | |||
 |
1 mg | 5 mg | 10 mg |
| 1 mM | 2.4235 mL | 12.1177 mL | 24.2354 mL |
| 5 mM | 0.4847 mL | 2.4235 mL | 4.8471 mL |
| 10 mM | 0.2424 mL | 1.2118 mL | 2.4235 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。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet