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SKU | Taille | Disponibilité |
Prix | Qté |
---|---|---|---|---|
R302648-1mg
|
1mg |
2
|
9,90$US
|
|
R302648-5mg
|
5mg |
2
|
29,90$US
|
|
R302648-10mg
|
10mg |
1
|
39,90$US
|
|
R302648-25mg
|
25mg |
2
|
79,90$US
|
|
R302648-50mg
|
50mg |
2
|
119,90$US
|
|
R302648-100mg
|
100mg |
2
|
189,90$US
|
|
Induces ferroptosis; inhibits glutathione peroxidase 4 (GPX4)
Synonymes | (1S,3R)-RSL3 | 1S,3R-RSL3 | (1S,3R)-Methyl 2-(2-chloroacetyl)-1-(4-(methoxycarbonyl)phenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate |
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Spécifications et pureté | Moligand™, ≥98% |
Mécanismes biochimiques et physiologiques | Glutathione peroxidase 4 (GPX4) inhibitor. Induces ferroptosis. Increases lipid peroxidase levelsin vitro. Inhibits tumor formation and progressionin vivo. |
Température de stockage | Store at -20°C |
Expédié en |
Ice chest + Ice pads Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles. |
Grade | Moligand™ |
Product Description |
RSL3 ((1S,3R)-RSL3) is an inhibitor of glutathione peroxidase 4 (GPX4) (ferroptosis activator), reduces the expression of GPX4 protein, and induces ferroptotic death of head and neck cancer cell. RSL3 increases the expression of p62 and Nrf2 and inactivates Keap1 in HN3-rslR cells |
Taxonomy Tree
Kingdom | Organic compounds |
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Superclass | Alkaloids and derivatives |
Classe | Harmala alkaloids |
Subclass | Not available |
Intermediate Tree Nodes | Not available |
Direct Parent | Harmala alkaloids |
Alternative Parents | Alpha amino acid esters Beta carbolines 3-alkylindoles Benzoic acid esters Benzoyl derivatives Dicarboxylic acids and derivatives Methyl esters Heteroaromatic compounds Tertiary carboxylic acid amides Chloroacetamides Pyrroles Azacyclic compounds Hydrocarbon derivatives Carbonyl compounds Organochlorides Organonitrogen compounds Organopnictogen compounds Alkyl chlorides Organic oxides |
Molecular Framework | Aromatic heteropolycyclic compounds |
Substituents | Harman - Alpha-amino acid ester - Beta-carboline - Pyridoindole - Alpha-amino acid or derivatives - Benzoate ester - 3-alkylindole - Benzoic acid or derivatives - Indole - Indole or derivatives - Benzoyl - Monocyclic benzene moiety - Dicarboxylic acid or derivatives - Benzenoid - Methyl ester - Tertiary carboxylic acid amide - Pyrrole - Chloroacetamide - Heteroaromatic compound - Carboxamide group - Carboxylic acid ester - Carboxylic acid derivative - Organoheterocyclic compound - Azacycle - Organic nitrogen compound - Organohalogen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organochloride - Organopnictogen compound - Alkyl chloride - Organic oxygen compound - Organooxygen compound - Alkyl halide - Organonitrogen compound - Aromatic heteropolycyclic compound |
Description | This compound belongs to the class of organic compounds known as harmala alkaloids. These are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole. |
External Descriptors | Not available |
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Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | Références |
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Pubchem Sid | 504760629 |
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Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504760629 |
IUPAC Name | methyl (1S,3R)-2-(2-chloroacetyl)-1-(4-methoxycarbonylphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-3-carboxylate |
INCHI | InChI=1S/C23H21ClN2O5/c1-30-22(28)14-9-7-13(8-10-14)21-20-16(15-5-3-4-6-17(15)25-20)11-18(23(29)31-2)26(21)19(27)12-24/h3-10,18,21,25H,11-12H2,1-2H3/t18-,21+/m1/s1 |
InChIKey | TXJZRSRTYPUYRW-NQIIRXRSSA-N |
Smiles | COC(=O)C1CC2=C(C(N1C(=O)CCl)C3=CC=C(C=C3)C(=O)OC)NC4=CC=CC=C24 |
Isomères SMILES | COC(=O)[C@H]1CC2=C([C@@H](N1C(=O)CCl)C3=CC=C(C=C3)C(=O)OC)NC4=CC=CC=C24 |
PubChem CID | 1750826 |
Poids moléculaire | 440.88 |
Find and download the COA for your product by matching the lot number on the packaging.
Lot Number | Certificate Type | Date | Article |
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Certificate of Analysis | Apr 07, 2025 | R302648 | |
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Certificate of Analysis | Jun 17, 2022 | R302648 | |
Certificate of Analysis | Jun 17, 2022 | R302648 |
Solubilité | Solvent:DMSO, Max Conc. mg/mL: 44.09, Max Conc. mM: 100 |
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Sensibilité | Moisture sensitive |
Poids moléculaire | 440.900 g/mol |
XLogP3 | 3.500 |
Hydrogen Bond Donor Count | 1 |
Hydrogen Bond Acceptor Count | 5 |
Rotatable Bond Count | 6 |
Exact Mass | 440.114 Da |
Monoisotopic Mass | 440.114 Da |
Topological Polar Surface Area | 88.700 Ų |
Heavy Atom Count | 31 |
Formal Charge | 0 |
Complexity | 695.000 |
Isotope Atom Count | 0 |
Defined Atom Stereocenter Count | 2 |
Undefined Atom Stereocenter Count | 0 |
Defined Bond Stereocenter Count | 0 |
Undefined Bond Stereocenter Count | 0 |
The total count of all stereochemical bonds | 0 |
Covalently-Bonded Unit Count | 1 |
À partir de 64,90 $US
1. Haoze Song, Jing Liang, Yuanyuan Guo, Yang Liu, Kuiru Sa, Guohong Yan, Wen Xu, Wei Xu, Lixia Chen, Hua Li. (2024) A potent GPX4 degrader to induce ferroptosis in HT1080 cells. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 265 (116110). [PMID:38194774] [10.1016/j.ejmech.2023.116110] |
2. Weili Wu, Yingying Zhao, Baifu Qin, Xin Jiang, Chuyue Wang, Rong Hu, Rui Ma, Mong-Hong Lee, Huanliang Liu, Kai Li, Ping Yuan. (2023) Non-canonical role of UCKL1 on ferroptosis defence in colorectal cancer. EBioMedicine, 93 [PMID:37343364] [10.1016/j.ebiom.2023.104650] |
3. Zhao Hongting, Zhang Meng, Zhang Jinghua, Sun Zichen, Zhang Wenxin, Dong Weichen, Cheng Chen, Yao Yongzhong, Li Kuanyu. (2023) Hinokitiol-iron complex is a ferroptosis inducer to inhibit triple-negative breast tumor growth. Cell and Bioscience, 13 (1): (1-15). [PMID:37179385] [10.1186/s13578-023-01044-0] |
4. Yu-Chen Chen, Qiong Zheng, Hui Lu, Yi-Xin Zhuang, Ting-Ting Gong, Lie-Feng Ma, Zha-Jun Zhan. (2023) Neuroprotective flavonoids from Epimedium brevicornu by inhibition of ferroptosis. Phytochemistry Letters, 55 (80). [PMID:] [10.1016/j.phytol.2023.04.003] |
5. Fan Zhang, Hualong Zhen, Hengshun Cheng, Fengying Hu, Yunfei Jia, Binbin Huang, Minmin Jiang. (2022) Di-(2-ethylhexyl) phthalate exposure induces liver injury by promoting ferroptosis via downregulation of GPX4 in pregnant mice. Frontiers in Cell and Developmental Biology, 10 (1014243). [PMID:36438553] [10.3389/fcell.2022.1014243] |
6. Yi-Xuan Zeng, Ni-Ren Li, Bing-Ying Deng, Yu-Feng Gu, Si-Fan Lu, Yi Liu. (2025) Coix Seed Oil Alleviates DSS-Induced Ulcerative Colitis via Intestinal Barrier Repair and Ferroptosis Regulation. Journal of Inflammation Research, [PMID:39995826] [10.2147/JIR.S501745] |
7. Zi-Han Xu, Ming-Min Xie, Chun-Lan Xie, Xian-Wen Yang, Jun-Song Wang. (2025) Deep-Sea-Derived Isobisvertinol Targets TLR4 to Exhibit Neuroprotective Activity via Anti-Inflammatory and Ferroptosis-Inhibitory Effects. Marine Drugs, 23 (1): (49). [PMID:39852551] [10.3390/md23010049] |
8. Wuyang Shi, Shibo Sun, Haowen Liu, Yao Meng, Kangshuai Ren, Guoying Wang, Minghui Liu, Jiaqi Wu, Yue Zhang, Huang Huang, Meiyun Shi, Weiping Xu, Qiang Ma, Bingbing Sun, Jianqiang Xu. (2024) Guiding bar motif of thioredoxin reductase 1 modulates enzymatic activity and inhibitor binding by communicating with the co-factor FAD and regulating the flexible C-terminal redox motif. Redox Biology, 70 (103050). [PMID:38277963] [10.1016/j.redox.2024.103050] |
9. Deshan Yao, Liuxiang Bao, Sichuan Wang, Meng Tan, Yuanyuan Xu, Tianxu Wu, Zhengang Zhang, Kaizheng Gong. (2024) Isoliquiritigenin alleviates myocardial ischemia-reperfusion injury by regulating the Nrf2/HO-1/SLC7A11/GPX4 axis in mice. FREE RADICAL BIOLOGY AND MEDICINE, [PMID:38734270] [10.1016/j.freeradbiomed.2024.05.012] |