计算溶液所需的质量、体积或浓度。
This is a demo store. No orders will be fulfilled.
| 货号 (SKU) | 包装规格 | 是否现货 | 价格 | 数量 |
|---|---|---|---|---|
| R106321-250mg |
250mg |
现货 ![]() |
|
| 别名 | 维A酸 |
|---|---|
| 英文别名 | (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid | TRETINOIN COMPONENT OF ZIANA | Tretinoina (INN-Spanish) | Avita (0.025% gel) | Retinoate | Tretinoina [INN-Spanish] | b-Retinoic acid | Tretinoin [USAN:USP:INN: |
| 规格或纯度 | Moligand™, 分析标准品 |
| 英文名称 | Retinoic acid |
| 生化机理 | 描述: IC50 值IC50 值:不适用 全反式维甲酸(ATRA)已被广泛用于治疗包括前列腺癌在内的多种癌症:ATRA 能诱导 AR 前列腺癌细胞生长停滞并增加 HOXB13 的表达。EZH2和DNMT3b都通过涉及DNA和组蛋白甲基化修饰的表观遗传机制参与抑制HOXB13的表达[1]。ATRA 可通过降低 EZH2 和 DNMT3b 的表达并减少它们与 HOXB13 启动子的相互作用来上调 HOXB13[1]。体内:早期研究发现,用 ATRA 处理白血病细胞可导致细胞凋亡,这可能是分化过程的继发结果。由于 ATRA 能纠正细胞的异常生长并诱导细胞凋亡,因此在临床前和临床试验中被广泛用于治疗多种癌症类型,包括早期胃癌和前列腺癌。在对 AR? 和 drμg 具有抗药性的 DU145 前列腺癌细胞中,ATRA 被证明能提高细胞对抗癌药物多西他赛的敏感性[1]。全反式维甲酸(ATRA)通过增强 APL 细胞的快速分化和清除 APL 标志性肿瘤蛋白 PML-RARα,诱导 APL 患者的临床缓解[2]。临床试验:不适用 |
| 储存温度 | -20°C储存 |
| 运输条件 | 超低温冰袋运输 |
| 作用类型 | 激动剂 |
| 作用机制 | 维甲酸受体激动剂 |
| 产品介绍 |
不溶于水,溶于乙醚、DMSO (25 mg/ml);微溶于乙醇和氯仿。 |
| ALogP | 6.3 |
|---|
| 作用机制 | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | 参考文献 |
|---|
| EC号 | 206-129-0 |
|---|---|
| 分子类型 | 小分子 |
| IIUPAC Name | (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoic acid |
| INCHI | 1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8+,16-14+ |
| InChi Key | SHGAZHPCJJPHSC-YCNIQYBTSA-N |
| Smiles | CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC(=O)O)C)C |
| Isomeric SMILES | CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/C(=O)O)/C)/C |
| 分子量 | 300.44 |
| Beilstein号 | 2057223 |
| Reaxy-Rn | 2508066 |
| Reaxys-RN link address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2508066&ln= |
| 密度 | 1.011 |
|---|---|
| 熔点 | 180-181°C |
| 分子量 | 300.400 g/mol |
| XLogP3 | 6.300 |
| 氢键供体数Hydrogen Bond Donor Count | 1 |
| 氢键受体数Hydrogen Bond Acceptor Count | 2 |
| 可旋转键计数Rotatable Bond Count | 5 |
| 精确质量Exact Mass | 300.209 Da |
| 单同位素质量Monoisotopic Mass | 300.209 Da |
| 拓扑极表面积Topological Polar Surface Area | 37.300 Ų |
| 重原子数Heavy Atom Count | 22 |
| 形式电荷Formal Charge | 0 |
| 复杂度Complexity | 567.000 |
| 同位素原子数Isotope Atom Count | 0 |
| 定义的原子立体中心计数Defined Atom Stereocenter Count | 0 |
| 未定义的原子立体中心计数Undefined Atom Stereocenter Count | 0 |
| 定义的键立体中心计数Defined Bond Stereocenter Count | 4 |
| 未定义的键立体中心计数Undefined Bond Stereocenter Count | 0 |
| 所有立体化学键的总数The total count of all stereochemical bonds | 4 |
| 共价键合单元计数Covalently-Bonded Unit Count | 1 |
| 象形图 | GHS07, GHS08 |
|---|---|
| 信号词 | 危险 |
| 危险声明 |
H315: 引起皮肤刺激 H319: 引起严重眼睛刺激 H335: 可能引起呼吸道刺激 H360: 可能损害生育力或未出生的孩子 |
| 预防措施声明 |
P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾 P264: 处理后要彻底洗手。 P271: 仅在室外或通风良好的地方使用。 P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。 P321: 特殊处理(请参阅此标签上的...)。 P302+P352: 如皮肤沾染:用水充分清洗。 P304+P340: 如误吸入:将人转移到空气新鲜处,保持呼吸舒适体位。 P305+P351+P338: 如进入眼睛:用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出,取出隐形眼镜。继续冲洗。 P362+P364: 脱掉沾污的衣服,清洗后方可重新使用。 P405: 密闭存放 P403+P233: 存放在通风良好的地方。保持容器密闭。 P501: 将内容物/容器处理到。。。 P203: 使用前,获取、阅读并遵守所有安全说明。 P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。 P318: 如果暴露或担心,请就医。 P337+P317: 如果眼睛刺激持续:寻求医疗帮助。 P332+P317: 如果出现皮肤刺激:请寻求医疗帮助。 P319: 如果你感到不适,请寻求医疗帮助。 |
| WGK Germany | 2 |
| RTECS | VH6475000 |
| Merck Index | 8165 |
| 个人防护装备 | dust mask type N95 (US),Eyeshields,Gloves |
| 1. Charton J, Deprez-Poulain R, Hennuyer N, Tailleux A, Staels B, Deprez B. (2009) Novel non-carboxylic acid retinoids: 1,2,4-oxadiazol-5-one derivatives.. Bioorg Med Chem Lett, 19 (2): (489-92). [PMID:19058965] |
| 2. Yaxin Zhao, Chao Wang, Bohang Zou, Lin Fu, Shushan Ren, Xiangyu Zhang. (2023) Design and Evaluation of Tretinoin Fatty Acid Vesicles for the Topical Treatment of Psoriasis. MOLECULES, 28 (23): (7868). [PMID:38067597] [10.3390/molecules28237868] |
| 3. Shan Gao, Meng Liu, Dongzhu Liu, Xinru Kong, Yuelin Fang, Yingying Li, Hang Wu, Jianbo Ji, Xiaoye Yang, Guangxi Zhai. (2023) Biomimetic biomineralization nanoplatform-mediated differentiation therapy and phototherapy for cancer stem cell inhibition and antitumor immunity activation. Asian Journal of Pharmaceutical Sciences, 18 (100851). [PMID:37915760] [10.1016/j.ajps.2023.100851] |
| 4. Kaili Wang, Hao Chen, Si Qin, Shuhui Chen, Qian Zhang, Jiali Chen, Donghua Di, Guangyue Su, Yue Yuan. (2023) Co-delivery of pirfenidone and siRNA in ZIF-based nanoparticles for dual inhibition of hepatic stellate cell activation in liver fibrotic therapy. COLLOIDS AND SURFACES B-BIOINTERFACES, 231 (113567). [PMID:37797465] [10.1016/j.colsurfb.2023.113567] |
| 5. Sanli Zhang, Yan Yu, Mingyue Sheng, Xun Chen, Qi Wu, Junping Kou, Gangling Chen. (2023) Ruscogenin timing administration mitigates cerebral ischemia-reperfusion injury through regulating circadian genes and activating Nrf2 pathway. PHYTOMEDICINE, 120 (155028). [PMID:37659295] [10.1016/j.phymed.2023.155028] |
| 6. Li Xiang, Xin Wang, Qiangqiang Jiao, Yaru Shao, Rui Luo, Jie Zhang, Xiaotong Zheng, Shaobing Zhou, Yuping Chen. (2023) Selective inhibition of glycolysis in hepatic stellate cells and suppression of liver fibrogenesis with vitamin A-derivative decorated camptothecin micelles. Acta Biomaterialia, 168 (497). [PMID:37507035] [10.1016/j.actbio.2023.07.035] |
| 7. Si Qin, Xuening Du, Kaili Wang, Da Wang, Jiani Zheng, Haiyan Xu, Xiuyan Wei, Yue Yuan. (2023) Vitamin A-modified ZIF-8 lipid nanoparticles for the therapy of liver fibrosis. INTERNATIONAL JOURNAL OF PHARMACEUTICS, 642 (123167). [PMID:37356511] [10.1016/j.ijpharm.2023.123167] |
| 8. Chongzhi Wu, Fu Zhang, Bowen Li, Zhiyao Li, Xin Xie, Yong Huang, Zhuo Yao, Yuan Chen, Yuan Ping, Weidong Pan. (2023) A Self-Assembly Nano-Prodrug for Combination Therapy in Triple-Negative Breast Cancer Stem Cells. Small, (2301600). [PMID:37328445] [10.1002/smll.202301600] |
| 9. Qiao Lu, Xueyang Gong, Guangtao Jia, Jingliang Wu, Siwei Liu, Ke Song, Guixiang Tian. (2023) A pH‑responsive hyaluronic acid nano‑vehicle co‑encapsulating doxorubicin and all‑trans retinoic acid for the inhibition of hepatic stellate cell‑induced tumor growth and metastasis. Molecular Medicine Reports, 28 (2): (1-11). [PMID:37326031] [10.3892/mmr.2023.13029] |
| 10. Qi Wenxia, Wang Shenglan, Yang Heng, Luo Tingting, Zhao Feng, Han Jingtian, Zhang Jing. (2023) An albumin-based nanosystem for cocktail therapy of breast cancer amplifies the therapeutic efficacy of combination chemotherapy with photodynamic therapy. JOURNAL OF MATERIALS SCIENCE, 58 (21): (8952-8968). [10.1007/s10853-023-08590-5] |
| 11. Sheng Mingyue, Chen Xun, Yu Yan, Wu Qi, Kou Junping, Chen Gangling. (2023) Rev-erbα agonist SR9009 protects against cerebral ischemic injury through mechanisms involving Nrf2 pathway. Frontiers in Pharmacology, 14 [PMID:37063298] [10.3389/fphar.2023.1102567] |
| 12. Naiying Chen, Sicheng Yao, Mingming Li, Qiuyue Wang, Xinxing Sun, Xun Feng, Yang Chen. (2023) Nonporous versus Mesoporous Bioinspired Polydopamine Nanoparticles for Skin Drug Delivery. BIOMACROMOLECULES, 24 (4): (1648–1661). [PMID:36883261] [10.1021/acs.biomac.2c01431] |
| 13. Shiyang Shen, Teng Li, Jinyi Fan, Quanlin Shao, He Dong, Xiao Xu, Ran Mo. (2023) Lipid-polymer hybrid nanoparticle with cell-distinct drug release for treatment of stemness-derived resistant tumor. Acta Pharmaceutica Sinica B, 13 (1262). [PMID:36970217] [10.1016/j.apsb.2022.11.009] |
| 14. Hui Jin, Ningning Jiang, Wenshu Xu, Zhongyuan Zhang, Yang Yang, Jingmin Zhang, Hui Xu. (2022) Effect of flavonoids from Rhizoma Drynariae on osteoporosis rats and osteocytes. BIOMEDICINE & PHARMACOTHERAPY, 153 (113379). [PMID:36076521] [10.1016/j.biopha.2022.113379] |
| 15. Rong Zhang, Wei Jia. (2022) Authenticity and traceability of goat milk: Molecular mechanism of β-carotene biotransformation and accessibility. FOOD CHEMISTRY, 388 (133073). [PMID:35483296] [10.1016/j.foodchem.2022.133073] |
| 16. Wang Yufeng, Wang Chunxu, Zuo Nan, Yang Hao, Fang Shaohong, Shi Jialan. (2022) Extracellular Traps Increase Burden of Bleeding by Damaging Endothelial Cell in Acute Promyelocytic Leukaemia. Frontiers in Immunology, 13 [PMID:35479063] [10.3389/fimmu.2022.841445] |
| 17. Guohua Yao, Muhammad Muhammad, Jiajiang Zhao, Jianguo Liu, Qing Huang. (2022) DFT-based Raman spectral study of astaxanthin geometrical isomers. Food Chemistry: Molecular Sciences, 4 (100103). [PMID:35769397] [10.1016/j.fochms.2022.100103] |
| 18. Yupeng Liu, Fangying Yu, Suhuan Dai, Tingting Meng, Yun Zhu, Guoxi Qiu, Lijuan Wen, Xueqing Zhou, Hong Yuan, Fuqiang Hu. (2021) All-Trans Retinoic Acid and Doxorubicin Delivery by Folic Acid Modified Polymeric Micelles for the Modulation of Pin1-Mediated DOX-Induced Breast Cancer Stemness and Metastasis. MOLECULAR PHARMACEUTICS, 18 (11): (3966–3978). [PMID:34579532] [10.1021/acs.molpharmaceut.1c00220] |
| 19. Hang Hu, Defeng Xu. (2021) Co-delivery of docetaxel and retinoic acid by poly (ethylene glycol)-retinoic acid conjugates based micelles for synergistic prostate cancer therapy. Micro & Nano Letters, 16 (6): (336-343). [10.1049/mna2.12036] |
| 20. Jiang Ying, Song Hanbing, Jiang Ling, Qiao Yu, Yang Dan, Wang Donghua, Li Ji. (2020) Silybin Prevents Prostate Cancer by Inhibited the ALDH1A1 Expression in the Retinol Metabolism Pathway. Frontiers in Cell and Developmental Biology, 8 (888). [PMID:32984354] [10.3389/fcell.2020.574394] |
| 21. Ken Zhao, Jie Liu, Gang Dong, Huan Xia, Pingan Wang, Xuan Xiao, Zhen Chen. (2020) Preliminary research on the effects and mechanisms of umbilical cord‑derived mesenchymal stem cells in streptozotocin‑induced diabetic retinopathy Corrigendum in /10.3892/ijmm.2020.4708. INTERNATIONAL JOURNAL OF MOLECULAR MEDICINE, 46 (2): (849-858). [PMID:32626946] [10.3892/ijmm.2020.4623] |
| 22. Chengyan Sun, Ning Jia, Rui Li, Ze Zhang, Yi Zhong, Kun Han. (2020) miR-143-3p inhibition promotes neuronal survival in an Alzheimer’s disease cell model by targeting neuregulin-1. FOLIA NEUROPATHOLOGICA, 58 (1): (10-21). [PMID:32337953] [10.5114/fn.2020.94002] |
| 23. Hu Hang, Wang Chong, Zhang Rong, Xiao Chen, Lai Chao, Li Zifu, Xu Defeng. (2020) Branched worm-like nanoparticles featured with programmed drug release for synergistic castration-resistant prostate cancer therapy. JOURNAL OF MATERIALS SCIENCE, 55 (16): (6992-7008). [10.1007/s10853-020-04495-9] |
| 24. Song Lin, Yao Lifen, Zhang Limei, Piao Zhongyuan, Lu Yichan. (2020) Schizandrol A protects against Aβ1–42-induced autophagy via activation of PI3K/AKT/mTOR pathway in SH-SY5Y cells and primary hippocampal neurons. NAUNYN-SCHMIEDEBERGS ARCHIVES OF PHARMACOLOGY, 393 (9): (1739-1752). [PMID:31900522] [10.1007/s00210-019-01792-2] |
| 25. Qing-qing Xia, Ling-min Zhang, Ying-ying Zhou, Ya-lin Wu, Jie Li. (2019) All-trans-retinoic acid generation is an antidotal clearance pathway for all-trans-retinal in the retina. Journal of Zhejiang University-SCIENCE B, 20 (12): ( 960–971). [PMID:31749343] [10.1631/jzus.B1900271] |
| 26. Chao Guo, Junrong Zhu, Jingwen Wang, Jialin Duan, Shanbo Ma, Ying Yin, Wei Quan, Wei Zhang, Yue Guan, Yi Ding, Aidong Wen, Yingdong Zhang. (2019) Neuroprotective effects of protocatechuic aldehyde through PLK2/p-GSK3β/Nrf2 signaling pathway in both in vivo and in vitro models of Parkinson's disease. Aging-US, 11 (21): ( 9424–9441). [PMID:31697645] [10.18632/aging.102394] |
| 27. Lihong Ruan, Ningning Jiang, Fengyang Guo, Hui Xu, Jingmin Zhang, Jingchun Sun. (2019) The antiresoptive effects of recombinant Lingzhi-8 protein against retinoic acid-induced osteopenia. EUROPEAN JOURNAL OF PHARMACOLOGY, 863 (172669). [PMID:31542486] [10.1016/j.ejphar.2019.172669] |
| 28. Lumei Chi, Dan Jiao, Guangxian Nan, Honghua Yuan, Jing Shen, Yu Gao. (2019) miR-9-5p attenuates ischemic stroke through targeting ERMP1-mediated endoplasmic reticulum stress. ACTA HISTOCHEMICA, 121 (151438). [PMID:31500865] [10.1016/j.acthis.2019.08.005] |
| 29. Cui Huang, Jing Ma, Bai‑Xiang Li, Yan Sun. (2019) Wnt1 silencing enhances neurotoxicity induced by paraquat and maneb in SH‑SY5Y cells. Experimental and Therapeutic Medicine, 18 (5): (3643-3649). [PMID:31602242] [10.3892/etm.2019.7963] |
| 30. Tingting Luo, Jingtian Han, Feng Zhao, Xiaohong Pan, Baocheng Tian, Xiujuan Ding, Jing Zhang. (2019) Redox-sensitive micelles based on retinoic acid modified chitosan conjugate for intracellular drug delivery and smart drug release in cancer therapy. CARBOHYDRATE POLYMERS, 215 (8). [PMID:30981373] [10.1016/j.carbpol.2019.03.064] |
| 31. Yanqiu Zhang, Lianjun Peng, Jiahui Chu, Ming Zhang, Lizhu Sun, Bin Zhong, Qiyong Wu. (2018) pH and redox dual-responsive copolymer micelles with surface charge reversal for co-delivery of all-trans-retinoic acid and paclitaxel for cancer combination chemotherapy. International Journal of Nanomedicine, [PMID:30410335] [10.2147/IJN.S179046] |
| 32. Jia Jiao, Hongshuai Wu, Fanghui Chen, Renjie Chen, Baiwang Sun, Mingliang Wang. (2018) Delivery of coumarin-containing all-trans retinoic acid derivatives via targeted nanoparticles encapsulating indocyanine green for chemo/photothermal/photodynamic therapy of breast cancer. NEW JOURNAL OF CHEMISTRY, 42 (11): (8805-8814). [10.1039/C8NJ00578H] |
| 33. Yuming Yang, Caixia Yue, Yu Han, Wei Zhang, Aina He, Chunlei Zhang, Ting Yin, Qian Zhang, Jingjing Zhang, Yao Yang, Jian Ni, Jielin Sun, Daxiang Cui. (2016) Tumor-Responsive Small Molecule Self-Assembled Nanosystem for Simultaneous Fluorescence Imaging and Chemotherapy of Lung Cancer. ADVANCED FUNCTIONAL MATERIALS, 26 (47): (8735-8745). [10.1002/adfm.201601369] |
| 34. Jing Zhang, Jian Han, Xiuli Zhang, Jing Jiang, Maolei Xu, Daolai Zhang, Jingtian Han. (2015) Polymeric nanoparticles based on chitooligosaccharide as drug carriers for co-delivery of all-trans-retinoic acid and paclitaxel. CARBOHYDRATE POLYMERS, 129 (25). [PMID:26050884] [10.1016/j.carbpol.2015.04.036] |
| 35. Juan Yang, Nana Wu, Jie Peng, Xiaoquan Yang, Jian Guo, Shouwei Yin, Jinmei Wang. (2015) Prevention of retinoic acid-induced osteoporosis in mice by isoflavone-enriched soy protein. JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE, 96 (1): (331-338). [PMID:25645024] [10.1002/jsfa.7098] |
| 36. Qida Hu, Fu Zhang, Bowen Li, Piaopiao Jin, Junming Huang, Zhuo Yao, Xinyu Zhao, Shiyi Shao, Meng Wang, Yuan Ping, Tingbo Liang. (2025) Engineered a Gemcitabine Nano-Prodrug Targeting Desmoplastic Pancreatic Tumor with Dual Enhancement of Penetration Dynamics. Small, (2410629). [PMID:40007057] [10.1002/smll.202410629] |
| 37. Li Xiang, Xianjing Xiang, Qiangqiang Jiao, Yu Luo, Guodong Zeng, Wenhui Zhang, Yuting Qin, Yuping Chen. (2025) Inhibition of HSC proliferation and hepatic fibrogenesis with Erythrocyte membrane coated Doxorubicin/Black phosphorus nanosheets. INTERNATIONAL JOURNAL OF PHARMACEUTICS, 673 (125403). [PMID:40015579] [10.1016/j.ijpharm.2025.125403] |
| 38. Chunfei Zhong, Xinyan Li, Fan Zhang, Ning Liu, Jiewei Deng, Yunyun Yang, Tiangang Luan. (2024) Rapid and sensitive determination of bongkrekic acid with molecularly imprinted polymer-coated wooden-tip electrospray ionization mass spectrometry. Advances in Sample Preparation, 12 (100137). [10.1016/j.sampre.2024.100137] |
| 39. Shuxian Dai, Mengting Hu, Wen Zhang, Zhen Lei. (2025) Selective colorimetric detection of carbosulfan based on its hydrolysis behavior and Ti3C2/AuPt nanozyme. ANALYTICA CHIMICA ACTA, 1336 (343519). [PMID:39788672] [10.1016/j.aca.2024.343519] |
| 40. Li Xiang, Yuting Qin, Lei Li, Xianjing Xiang, Wenhui Zhang, Qiangqiang Jiao, Yaru Shao, Xinqiong Huang, Meichun Wu, Tianle Zhou, Yukang Lin, Yuping Chen. (2024) Targeting hyperactive mitochondria in activated HSCs and inhibition of liver fibrogenesis in mice using sorafenib complex micelles. INTERNATIONAL JOURNAL OF PHARMACEUTICS, (125058). [PMID:39653289] [10.1016/j.ijpharm.2024.125058] |
| 41. Yuan Chen, Yi Zhou, Jinhan Cai, Jiayi Xu, Chenwei Hu, Huiyue Chen, Yirui Hong, Nanyi Pan, Yujie Jiang, Chenhui Zhou, Hua Wei, Zhipeng Xu, Lin Liu, Xiang Wu, Wei Cui. (2024) The activation of RARα prevents surgery-induced cognitive impairments via the inhibition of neuroinflammation and the restoration of synaptic proteins in elderly mice. INTERNATIONAL IMMUNOPHARMACOLOGY, 130 (111772). [PMID:38432148] [10.1016/j.intimp.2024.111772] |