Determine the necessary mass, volume, or concentration for preparing a solution.
Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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R106321-250mg | 250mg | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $206.90 |
Synonyms | Retinoic acid | tretinoin | 302-79-4 | all-trans-Retinoic acid | Vitamin A acid | trans-Retinoic acid | ATRA | Renova | Retin-A | Vesanoid | Aberel | Eudyna | Airol | All-trans Retinoic Acid | all-trans-Vitamin A acid | Dermairol | Aknefug | Aknoten | Atralin | Cordes vas | Epi-aberel | TRETINON | |
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Specifications & Purity | Moligand™, analytical standard |
Biochemical and Physiological Mechanisms | Description: IC50 Value: N/A All-trans retinoic acid (ATRA) has been widely investigated for treatments of many cancers including prostate cancer. in vitro: ATRA was able to induce the growth arrest and to increase HOXB13 expression in AR |
Storage Temp | Store at -20°C |
Shipped In | Ice chest + Ice pads |
Grade | analytical standard, Moligand™ |
Action Type | AGONIST, ANTAGONIST |
Mechanism of action | Retinoic acid receptor agonist |
ALogP | 6.3 |
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IUPAC Name | (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoic acid |
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INCHI | 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 |
Canonical 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 |
WGK Germany | 2 |
RTECS | VH6475000 |
PubChem CID | 444795 |
Molecular Weight | 300.44 |
Beilstein | 2057223 |
Reaxy-Rn | 2057223 |
Enter Lot Number to search for COA:
To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section
Lot Number | Certificate Type | Date | Item |
---|---|---|---|
F1828090 | Certificate of Analysis | Nov 07, 2023 | R106321 |
L2103040 | Certificate of Analysis | Sep 18, 2023 | R106321 |
F1821031 | Certificate of Analysis | Feb 22, 2022 | R106321 |
Melt Point(°C) | 180-181°C |
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Pictogram(s) | GHS08, GHS07 |
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Signal | Danger |
Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation H360:May damage fertility or the unborn child |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P203:Obtain, read and follow all safety instructions before use. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P318:if exposed or concerned, get medical advice. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
WGK Germany | 2 |
RTECS | VH6475000 |
Reaxy-Rn | 2057223 |
Merck Index | 8165 |
1. 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] |
2. 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 (15): (100851). [PMID:37915760] |
3. 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 (17): (113567). [PMID:37797465] |
4. 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] |
5. 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] |
6. 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] |
7. 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] |
8. 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] |
9. 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). [PMID:] |
10. 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] |
11. 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] |
12. 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] |
13. 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] |
14. 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] |
15. 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] |
16. 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] |
17. 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] |
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] |
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 (15): (100851). [PMID:37915760] |
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 (17): (113567). [PMID:37797465] |
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] |
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] |
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] |
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] |
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. 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). [PMID:] |
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] |
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] |
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] |
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] |
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] |
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] |
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] |
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] |