Basic Description

Synonyms	(1R,2R)-Cyclohexanediamine(1,2-ethanedionato)platinum(II);(trans-1,2-Cyclohexanediamine)oxalatoplatinum(II);[SP-4-2-(1R-trans)]-(1,2-Cyclohexanediamine-N,N′)[ethanedioata(2--)-O,O’]platinum
Specifications & Purity	2mM in Water
Biochemical and Physiological Mechanisms	Oxaliplatin is a platinum-based antineoplastic agent that is used in cancer chemotherapy. Oxaliplatin is an anti-tumor agent with activity against colorectal cancer; cytotoxicity follows the formation of adducts with DNA. Oxaliplatin forms platinum-DNA ad
Storage Temp	Store at -80°C
Shipped In	Ice chest + Ice pads
Product Description	Oxaliplatin is a second generation potent platinum-based anti-neoplastic agent that is believed to form inter- and intrastrand DNA adducts which activate signaling pathways culminating in apoptosis. The development of Oxaliplatin was inspired from the efficacy of its progenitor, Cisplatin , the first of this class of anti-neoplastic agents. Oxaliplatin displays higher cytotoxicity and lower nephrotoxicity than Cisplatin or Carboplatin , and shows antitumor activity in cell lines with acquired Cisplatin resistance. The enhanced activity of Oxaliplatin compared to other members of this class is attributed to the bulky diaminocyclohexane ligand in the major groove that might limit the flexibility of the Oxaliplatin-DNA adduct, and interfere with DNA repair enzymes differently. A potent anti-neoplastic agent that binds to DNA and shows efficacy in Cisplatin resistant cell lines Product class hAPIs, Metal based hAPIs Chemical properties Chemical formula C8H14N2O4Pt Empirical formula [Pt((R,R)-dach)(ox)] Molecular weight 397.28 Metal Pt Theoretical metal content 49 Physical state powder Color white

Names and Identifiers

INCHI	1S/C6H14N2.C2H2O4.Pt/c7-5-3-1-2-4-6(5)8;3-1(4)2(5)6;/h5-6H,1-4,7-8H2;(H,3,4)(H,5,6);/q;;+2/p-2/t5-,6-;;/m1../s1
InChi Key	ZROHGHOFXNOHSO-BNTLRKBRSA-L
Canonical SMILES	C1CC[C@H]([C@@H](C1)[NH-])[NH-].C(=O)(C(=O)O)O.[Pt+2]
Isomeric SMILES	C1CC[C@H]([C@@H](C1)[NH-])[NH-].C(=O)(C(=O)O)O.[Pt+2]
WGK Germany	3
RTECS	TP2275850
PubChem CID	9887053
Molecular Weight	397.29
Reaxy-Rn	14621501

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

Sensitivity	Heat Sensitive

Safety and Hazards(GHS)

Pictogram(s)	GHS08, GHS07
Signal	Danger
Hazard Statements	H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation H351:Suspected of causing cancer H317:May cause an allergic skin reaction
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. P308+P313:IF exposed or concerned: Get medical advice/attention. P202:Do not handle until all safety precautions have been read and understood.
WGK Germany	3
RTECS	TP2275850
Reaxy-Rn	14621501
Merck Index	6912

FAQs and Articles

FAQ

DNA Damage and Repair

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inhibitor DNA

Citations of This Product

How to Cite Aladdin Scientific Products?

1. Shilin Zhou, Yuxuan Sun, Kaidi Wang, Xintao Gao, Kehong Dong, Jing Wang, Xiaochen Wu, Chuanlong Guo. (2024) Polyvinylpyrrolidone-Polydatin nanoparticles protect against oxaliplatin induced intestinal toxicity in vitro and in vivo. FOOD AND CHEMICAL TOXICOLOGY, 184 (114427). [PMID:38160781] [10.1016/j.fct.2023.114427]
2. Chenyi Gao, Kunpeng Jia, Jun Fang, Xuan Zhu, Jianming Hu, Yi Zhang, Jinxin Jiang, Xiuyan Yu, Danting Wang, Haochen Gu, Zhigang Chen. (2023) CD95 promotes stemness of colorectal cancer cells by lncRNA MALAT1. LIFE SCIENCES, (122394). [PMID:38159593] [10.1016/j.lfs.2023.122394]
3. Shufen Zhang, Yingping Zeng, Kai Wang, Guangtao Song, Yiru Yu, Tingting Meng, Hong Yuan, Fuqiang Hu. (2023) Chitosan-based nano-micelles for potential anti-tumor immunotherapy: Synergistic effect of cGAS-STING signaling pathway activation and tumor antigen absorption. CARBOHYDRATE POLYMERS, (121346). [PMID:37739513] [10.1016/j.carbpol.2023.121346]
4. Ting Li, Wei Lu, Hui Tian, Yu Cao, Qianqian He, Xia Chen, Hailong Wang. (2023) Identification and Characterization of DNA–Oxaliplatin Adducts through α-hemolysin Nanopores. ANALYTICAL CHEMISTRY, [PMID:37417945] [10.1021/acs.analchem.3c00461]
5. Yudi Ma, Xiaohui Lai, Zhongling Wen, Ziling Zhou, Minkai Yang, Qingqing Chen, Xuan Wang, Feng Mei, Liu Yang, Tongming Yin, Shucun Sun, Guihua Lu, Jinliang Qi, Hongyan Lin, Hongwei Han, Yonghua Yang. (2023) Design, synthesis and biological evaluation of novel modified dual-target shikonin derivatives for colorectal cancer treatment. BIOORGANIC CHEMISTRY, 139 (106703). [PMID:37399615] [10.1016/j.bioorg.2023.106703]
6. Yuehong Zhang, Xuelin Huang, Wen-Jun Xin, Shilang He, Jie Deng, Xiangcai Ruan. (2023) Somatostatin Neurons from Periaqueductal Gray to Medulla Facilitate Neuropathic Pain in Male Mice. JOURNAL OF PAIN, 24 (1020). [PMID:36641028] [10.1016/j.jpain.2023.01.002]
7. Chen Huang, Tao Zhou, Lihua Ma, Shipeng Zhao. (2023) IFI6 Downregulation Reverses Oxaliplatin Resistance of Colorectal Cancer Cells by Activating the ROS-Induced p38MAPK Signaling Pathway. BIOLOGICAL & PHARMACEUTICAL BULLETIN, 46 (1): (26-34). [PMID:36596524] [10.1248/bpb.b22-00439]
8. Yuzhu Cao, Yawen Xia, Yufei Wang, Hang Shi, Yuanyuan Wu, Yin Lu. (2023) MgIG Attenuates Oxaliplatin-induced Hepatotoxicity through Suppression of Connexin 43 in Hepatic Stellate Cells. Journal of Clinical and Translational Hepatology, 11 (3): ( 584–594). [PMID:36969904] [10.14218/JCTH.2022.00048]
9. Zhi-Bin Dong, Yu-Jia Wang, Meng-Lin Cheng, Bo-Jun Wang, Hong Lu, Hai-Li Zhu, Ling Liu, Min Xie. (2022) 2-Bromopalmitate decreases spinal inflammation and attenuates oxaliplatin-induced neuropathic pain via reducing Drp1-mediated mitochondrial dysfunction. PLoS One, 17 (10): (e0275428). [PMID:36315519] [10.1371/journal.pone.0275428]
10. He-Yu Yang, Ji Wu, Hong Lu, Meng-Lin Cheng, Bang-Hua Wang, Hai-Li Zhu, Ling Liu, Min Xie. (2022) Emodin suppresses oxaliplatin-induced neuropathic pain by inhibiting COX2/NF-κB mediated spinal inflammation. JOURNAL OF BIOCHEMICAL AND MOLECULAR TOXICOLOGY, 37 (1): (e23229). [PMID:36184831] [10.1002/jbt.23229]
11. Zhi-Bin Dong, Yu-Jia Wang, Wen-Jun Wan, Ji Wu, Bo-Jun Wang, Hai-Li Zhu, Min Xie, Ling Liu. (2022) Resveratrol ameliorates oxaliplatin‑induced neuropathic pain via anti‑inflammatory effects in rats. Experimental and Therapeutic Medicine, 24 (3): (1-10). [PMID:35949346] [10.3892/etm.2022.11523]
12. Yaowei Guo, Jin Liu, Qinglin Tang, Cuicui Li, Yanying Zhang, Yao Wang, Yanxin Wang, Yupeng Bi, Christopher D. Snow, Matt J. Kipper, Laurence A. Belfiore, Jianguo Tang. (2022) Lanthanide (Eu3+/Tb3+)-Loaded γ-Cyclodextrin Nano-Aggregates for Smart Sensing of the Anticancer Drug Irinotecan. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 23 (12): (6597). [PMID:35743042] [10.3390/ijms23126597]
13. Qingwen Xu, Yuxi Liu, Wen Sun, Tiantian Song, Xintong Jiang, Kui Zeng, Su Zeng, Lu Chen, Lushan Yu. (2022) Blockade LAT1 Mediates Methionine Metabolism to Overcome Oxaliplatin Resistance under Hypoxia in Renal Cell Carcinoma. Cancers, 14 (10): (2551). [PMID:35626154] [10.3390/cancers14102551]
14. Yuzhu Cao, Keqin Lu, Yawen Xia, Yufei Wang, Aiyun Wang, Yang Zhao. (2022) Danshensu Attenuated Epithelial-Mesenchymal Transformation and Chemoresistance of Colon Cancer Cells Induced by Platelets. Frontiers in Bioscience-Landmark, 27 (5): (160). [PMID:35638427] [10.31083/j.fbl2705160]
15. Zhipeng Jiang, Zehui Hou, Wei Liu, Zhuomin Yu, Zhiqiang Liang, Shuang Chen. (2022) Circular RNA protein tyrosine kinase 2 (circPTK2) promotes colorectal cancer proliferation, migration, invasion and chemoresistance. Bioengineered, 13 (1): (810-823). [PMID:34974791] [10.1080/21655979.2021.2012952]
16. Yuting Shen, Liang Chen, Xin Guan, Xiaoxia Han, Xiaowan Bo, Shaoyue Li, Liping Sun, Yu Chen, Wenwen Yue, Huixiong Xu. (2021) Tailoring Chemoimmunostimulant Bioscaffolds for Inhibiting Tumor Growth and Metastasis after Incomplete Microwave Ablation. ACS Nano, 15 (12): (20414–20429). [PMID:34881574] [10.1021/acsnano.1c08826]
17. Xiao Kuang, Dongxu Chi, Jinbo Li, Chunlin Guo, Yinxian Yang, Shuang Zhou, Cong Luo, Hongzhuo Liu, Zhonggui He, Yongjun Wang. (2021) Disulfide bond based cascade reduction-responsive Pt(IV) nanoassemblies for improved anti-tumor efficiency and biosafety. COLLOIDS AND SURFACES B-BIOINTERFACES, 203 (111766). [PMID:33866279] [10.1016/j.colsurfb.2021.111766]
18. Shan Shuhua, Lu Yang, Zhang Xiaoli, Shi Jiangying, Li Hanqing, Li Zhuoyu. (2021) Inhibitory effect of bound polyphenol from foxtail millet bran on miR-149 methylation increases the chemosensitivity of human colorectal cancer HCT-8/Fu cells. MOLECULAR AND CELLULAR BIOCHEMISTRY, 476 (2): (513-523). [PMID:33011952] [10.1007/s11010-020-03906-4]
19. Peihai Cao, Yiqun Xia, Wei He, Tingting Zhang, Lin Hong, Peisen Zheng, Xin Shen, Guang Liang, Ri Cui, Peng Zou. (2019) Enhancement of oxaliplatin-induced colon cancer cell apoptosis by alantolactone, a natural product inducer of ROS. International Journal of Biological Sciences, 15 (8): ( 1676–1684). [PMID:31360110] [10.7150/ijbs.35265]
20. Yang Lu, Shuhua Shan, Hanqing Li, Jiangying Shi, Xiaoli Zhang, Zhuoyu Li. (2018) Reversal Effects of Bound Polyphenol from Foxtail Millet Bran on Multidrug Resistance in Human HCT-8/Fu Colorectal Cancer Cell. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 66 (20): (5190–5199). [PMID:29730933] [10.1021/acs.jafc.8b01659]
21. Tsai Hsiang-I, Jiang Lijuan, Zeng Xiaowei, Chen Hongbo, Li Zihuang, Cheng Wei, Zhang Jinxie, Pan Jie, Wan Dong, Gao Li, Xie Zhenhua, Huang Laiqiang, Mei Lin, Liu Gan. (2018) DACHPt-Loaded Nanoparticles Self-assembled from Biodegradable Dendritic Copolymer Polyglutamic Acid-b-D-α-Tocopheryl Polyethylene Glycol 1000 Succinate for Multidrug Resistant Lung Cancer Therapy. Frontiers in Pharmacology, 9 [PMID:29515445] [10.3389/fphar.2018.00119]
22. Gan Liu, Hongjun Gao, Yixiong Zuo, Xiaowei Zeng, Wei Tao, Hsiang-i Tsai, Lin Mei. (2017) DACHPt-Loaded Unimolecular Micelles Based on Hydrophilic Dendritic Block Copolymers for Enhanced Therapy of Lung Cancer. ACS Applied Materials & Interfaces, 9 (1): (112–119). [PMID:27966356] [10.1021/acsami.6b11917]

References

1. Shilin Zhou, Yuxuan Sun, Kaidi Wang, Xintao Gao, Kehong Dong, Jing Wang, Xiaochen Wu, Chuanlong Guo. (2024) Polyvinylpyrrolidone-Polydatin nanoparticles protect against oxaliplatin induced intestinal toxicity in vitro and in vivo. FOOD AND CHEMICAL TOXICOLOGY, 184 (114427). [PMID:38160781] [10.1016/j.fct.2023.114427]
2. Chenyi Gao, Kunpeng Jia, Jun Fang, Xuan Zhu, Jianming Hu, Yi Zhang, Jinxin Jiang, Xiuyan Yu, Danting Wang, Haochen Gu, Zhigang Chen. (2023) CD95 promotes stemness of colorectal cancer cells by lncRNA MALAT1. LIFE SCIENCES, (122394). [PMID:38159593] [10.1016/j.lfs.2023.122394]
3. Shufen Zhang, Yingping Zeng, Kai Wang, Guangtao Song, Yiru Yu, Tingting Meng, Hong Yuan, Fuqiang Hu. (2023) Chitosan-based nano-micelles for potential anti-tumor immunotherapy: Synergistic effect of cGAS-STING signaling pathway activation and tumor antigen absorption. CARBOHYDRATE POLYMERS, (121346). [PMID:37739513] [10.1016/j.carbpol.2023.121346]
4. Ting Li, Wei Lu, Hui Tian, Yu Cao, Qianqian He, Xia Chen, Hailong Wang. (2023) Identification and Characterization of DNA–Oxaliplatin Adducts through α-hemolysin Nanopores. ANALYTICAL CHEMISTRY, [PMID:37417945] [10.1021/acs.analchem.3c00461]
5. Yudi Ma, Xiaohui Lai, Zhongling Wen, Ziling Zhou, Minkai Yang, Qingqing Chen, Xuan Wang, Feng Mei, Liu Yang, Tongming Yin, Shucun Sun, Guihua Lu, Jinliang Qi, Hongyan Lin, Hongwei Han, Yonghua Yang. (2023) Design, synthesis and biological evaluation of novel modified dual-target shikonin derivatives for colorectal cancer treatment. BIOORGANIC CHEMISTRY, 139 (106703). [PMID:37399615] [10.1016/j.bioorg.2023.106703]
6. Yuehong Zhang, Xuelin Huang, Wen-Jun Xin, Shilang He, Jie Deng, Xiangcai Ruan. (2023) Somatostatin Neurons from Periaqueductal Gray to Medulla Facilitate Neuropathic Pain in Male Mice. JOURNAL OF PAIN, 24 (1020). [PMID:36641028] [10.1016/j.jpain.2023.01.002]
7. Chen Huang, Tao Zhou, Lihua Ma, Shipeng Zhao. (2023) IFI6 Downregulation Reverses Oxaliplatin Resistance of Colorectal Cancer Cells by Activating the ROS-Induced p38MAPK Signaling Pathway. BIOLOGICAL & PHARMACEUTICAL BULLETIN, 46 (1): (26-34). [PMID:36596524] [10.1248/bpb.b22-00439]
8. Yuzhu Cao, Yawen Xia, Yufei Wang, Hang Shi, Yuanyuan Wu, Yin Lu. (2023) MgIG Attenuates Oxaliplatin-induced Hepatotoxicity through Suppression of Connexin 43 in Hepatic Stellate Cells. Journal of Clinical and Translational Hepatology, 11 (3): ( 584–594). [PMID:36969904] [10.14218/JCTH.2022.00048]
9. Zhi-Bin Dong, Yu-Jia Wang, Meng-Lin Cheng, Bo-Jun Wang, Hong Lu, Hai-Li Zhu, Ling Liu, Min Xie. (2022) 2-Bromopalmitate decreases spinal inflammation and attenuates oxaliplatin-induced neuropathic pain via reducing Drp1-mediated mitochondrial dysfunction. PLoS One, 17 (10): (e0275428). [PMID:36315519] [10.1371/journal.pone.0275428]
10. He-Yu Yang, Ji Wu, Hong Lu, Meng-Lin Cheng, Bang-Hua Wang, Hai-Li Zhu, Ling Liu, Min Xie. (2022) Emodin suppresses oxaliplatin-induced neuropathic pain by inhibiting COX2/NF-κB mediated spinal inflammation. JOURNAL OF BIOCHEMICAL AND MOLECULAR TOXICOLOGY, 37 (1): (e23229). [PMID:36184831] [10.1002/jbt.23229]
11. Zhi-Bin Dong, Yu-Jia Wang, Wen-Jun Wan, Ji Wu, Bo-Jun Wang, Hai-Li Zhu, Min Xie, Ling Liu. (2022) Resveratrol ameliorates oxaliplatin‑induced neuropathic pain via anti‑inflammatory effects in rats. Experimental and Therapeutic Medicine, 24 (3): (1-10). [PMID:35949346] [10.3892/etm.2022.11523]
12. Yaowei Guo, Jin Liu, Qinglin Tang, Cuicui Li, Yanying Zhang, Yao Wang, Yanxin Wang, Yupeng Bi, Christopher D. Snow, Matt J. Kipper, Laurence A. Belfiore, Jianguo Tang. (2022) Lanthanide (Eu3+/Tb3+)-Loaded γ-Cyclodextrin Nano-Aggregates for Smart Sensing of the Anticancer Drug Irinotecan. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 23 (12): (6597). [PMID:35743042] [10.3390/ijms23126597]
13. Qingwen Xu, Yuxi Liu, Wen Sun, Tiantian Song, Xintong Jiang, Kui Zeng, Su Zeng, Lu Chen, Lushan Yu. (2022) Blockade LAT1 Mediates Methionine Metabolism to Overcome Oxaliplatin Resistance under Hypoxia in Renal Cell Carcinoma. Cancers, 14 (10): (2551). [PMID:35626154] [10.3390/cancers14102551]
14. Yuzhu Cao, Keqin Lu, Yawen Xia, Yufei Wang, Aiyun Wang, Yang Zhao. (2022) Danshensu Attenuated Epithelial-Mesenchymal Transformation and Chemoresistance of Colon Cancer Cells Induced by Platelets. Frontiers in Bioscience-Landmark, 27 (5): (160). [PMID:35638427] [10.31083/j.fbl2705160]
15. Zhipeng Jiang, Zehui Hou, Wei Liu, Zhuomin Yu, Zhiqiang Liang, Shuang Chen. (2022) Circular RNA protein tyrosine kinase 2 (circPTK2) promotes colorectal cancer proliferation, migration, invasion and chemoresistance. Bioengineered, 13 (1): (810-823). [PMID:34974791] [10.1080/21655979.2021.2012952]
16. Yuting Shen, Liang Chen, Xin Guan, Xiaoxia Han, Xiaowan Bo, Shaoyue Li, Liping Sun, Yu Chen, Wenwen Yue, Huixiong Xu. (2021) Tailoring Chemoimmunostimulant Bioscaffolds for Inhibiting Tumor Growth and Metastasis after Incomplete Microwave Ablation. ACS Nano, 15 (12): (20414–20429). [PMID:34881574] [10.1021/acsnano.1c08826]
17. Xiao Kuang, Dongxu Chi, Jinbo Li, Chunlin Guo, Yinxian Yang, Shuang Zhou, Cong Luo, Hongzhuo Liu, Zhonggui He, Yongjun Wang. (2021) Disulfide bond based cascade reduction-responsive Pt(IV) nanoassemblies for improved anti-tumor efficiency and biosafety. COLLOIDS AND SURFACES B-BIOINTERFACES, 203 (111766). [PMID:33866279] [10.1016/j.colsurfb.2021.111766]
18. Shan Shuhua, Lu Yang, Zhang Xiaoli, Shi Jiangying, Li Hanqing, Li Zhuoyu. (2021) Inhibitory effect of bound polyphenol from foxtail millet bran on miR-149 methylation increases the chemosensitivity of human colorectal cancer HCT-8/Fu cells. MOLECULAR AND CELLULAR BIOCHEMISTRY, 476 (2): (513-523). [PMID:33011952] [10.1007/s11010-020-03906-4]
19. Peihai Cao, Yiqun Xia, Wei He, Tingting Zhang, Lin Hong, Peisen Zheng, Xin Shen, Guang Liang, Ri Cui, Peng Zou. (2019) Enhancement of oxaliplatin-induced colon cancer cell apoptosis by alantolactone, a natural product inducer of ROS. International Journal of Biological Sciences, 15 (8): ( 1676–1684). [PMID:31360110] [10.7150/ijbs.35265]
20. Yang Lu, Shuhua Shan, Hanqing Li, Jiangying Shi, Xiaoli Zhang, Zhuoyu Li. (2018) Reversal Effects of Bound Polyphenol from Foxtail Millet Bran on Multidrug Resistance in Human HCT-8/Fu Colorectal Cancer Cell. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 66 (20): (5190–5199). [PMID:29730933] [10.1021/acs.jafc.8b01659]
21. Tsai Hsiang-I, Jiang Lijuan, Zeng Xiaowei, Chen Hongbo, Li Zihuang, Cheng Wei, Zhang Jinxie, Pan Jie, Wan Dong, Gao Li, Xie Zhenhua, Huang Laiqiang, Mei Lin, Liu Gan. (2018) DACHPt-Loaded Nanoparticles Self-assembled from Biodegradable Dendritic Copolymer Polyglutamic Acid-b-D-α-Tocopheryl Polyethylene Glycol 1000 Succinate for Multidrug Resistant Lung Cancer Therapy. Frontiers in Pharmacology, 9 [PMID:29515445] [10.3389/fphar.2018.00119]
22. Gan Liu, Hongjun Gao, Yixiong Zuo, Xiaowei Zeng, Wei Tao, Hsiang-i Tsai, Lin Mei. (2017) DACHPt-Loaded Unimolecular Micelles Based on Hydrophilic Dendritic Block Copolymers for Enhanced Therapy of Lung Cancer. ACS Applied Materials & Interfaces, 9 (1): (112–119). [PMID:27966356] [10.1021/acsami.6b11917]

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Oxaliplatin - 2mM in Water, high purity , CAS No.61825-94-3

Basic Description

Names and Identifiers

Certificates

Certificate of Analysis(COA)

Chemical and Physical Properties

Safety and Hazards(GHS)

Related Documents

FAQs and Articles

Citations of This Product

References

Solution Calculators

Molarity Calculator

Dilution Calculator

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