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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A119533-5mg | 5mg | In stock | $18.90 | |
A119533-25mg | 25mg | In stock | $70.90 | |
A119533-100mg | 100mg | Available within 1-2 weeks(?) Item is derived from our semi-finished stock and is processed in 1-2 weeks. | $215.90 | |
A119533-500mg | 500mg | In stock | $970.90 | |
A119533-1g | 1g | In stock | $1,746.90 | |
A119533-5g | 5g | In stock | $7,860.90 |
Potent DNMT1 inhibitor. Induces DNA hypomethylation.
Synonyms | 2-deoxyazacytidine | 5-Aza-2'-deoxycytidine, >=97% | 4-Amino-1-(2-deoxy-beta-D-erythro-pentofuranosyl)-s-triazin-2(1H)-one | 2'-desoxy-5-azacytidine | 2-Desoxy-5-azacytidine | E-7373 | MLS006010136 | NSC127716 | NSC-127716 | DECITABINE (MART.) | DECITABIN |
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Specifications & Purity | Moligand™, ≥98% |
Biochemical and Physiological Mechanisms | 5′-Azadeoxycytidine causes DNA demethylation or hemi-demethylation. DNA demethylation can regulate gene expression by "opening" the chromatin structure detectable as increased nuclease sensitivity. This remodeling of chromatin structure allows transcripti |
Storage Temp | Store at 2-8°C,Argon charged |
Shipped In | Wet ice |
Grade | Moligand™ |
Action Type | INHIBITOR |
Mechanism of action | DNA (cytosine-5)-methyltransferase 1 inhibitor |
Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
Product Description | Decitabine is an epigenetic modifier that inhibits DNA methyltransferase activity which results in DNA demethylation (hypomethylation) and gene activation by remodeling "opening" chromatin. Genes are synergistically reactivated when demethylation is combined with histone hyperacetylation. |
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Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Pubchem Sid | 488189867 |
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Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488189867 |
IUPAC Name | 4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3,5-triazin-2-one |
INCHI | InChI=1S/C8H12N4O4/c9-7-10-3-12(8(15)11-7)6-1-4(14)5(2-13)16-6/h3-6,13-14H,1-2H2,(H2,9,11,15)/t4-,5+,6+/m0/s1 |
InChi Key | XAUDJQYHKZQPEU-KVQBGUIXSA-N |
Canonical SMILES | C1C(C(OC1N2C=NC(=NC2=O)N)CO)O |
Isomeric SMILES | C1[C@@H]([C@H](O[C@H]1N2C=NC(=NC2=O)N)CO)O |
WGK Germany | 3 |
RTECS | XZ3012000 |
PubChem CID | 451668 |
Molecular Weight | 228.21 |
Beilstein | 617982 |
DrugBank Ligand | DB01262 |
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PubChem CID | 451668 |
CAS Registry No. | 2353-33-5 |
ChEMBL Ligand | CHEMBL1201129 |
Wikipedia | Decitabine |
ChEBI | CHEBI:50131 |
DrugCentral Ligand | 790 |
PubChem SID | 488189867 |
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
Lot Number | Certificate Type | Date | Item |
---|---|---|---|
B2328469 | Certificate of Analysis | Jan 07, 2023 | A119533 |
B2328478 | Certificate of Analysis | Jan 07, 2023 | A119533 |
B2328477 | Certificate of Analysis | Jan 07, 2023 | A119533 |
B2328476 | Certificate of Analysis | Jan 07, 2023 | A119533 |
B2328475 | Certificate of Analysis | Jan 07, 2023 | A119533 |
B2328474 | Certificate of Analysis | Jan 07, 2023 | A119533 |
B2328473 | Certificate of Analysis | Jan 07, 2023 | A119533 |
B2328472 | Certificate of Analysis | Jan 07, 2023 | A119533 |
B2328471 | Certificate of Analysis | Jan 07, 2023 | A119533 |
B2328470 | Certificate of Analysis | Jan 07, 2023 | A119533 |
B2328468 | Certificate of Analysis | Jan 07, 2023 | A119533 |
I1813151 | Certificate of Analysis | Jul 19, 2022 | A119533 |
E2212130 | Certificate of Analysis | May 18, 2022 | A119533 |
D1803112 | Certificate of Analysis | Feb 19, 2022 | A119533 |
J2323106 | Certificate of Analysis | Oct 26, 2021 | A119533 |
D2110228 | Certificate of Analysis | Apr 17, 2021 | A119533 |
D2110229 | Certificate of Analysis | Apr 17, 2021 | A119533 |
Sensitivity | light sensitive;heat sensitive |
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Melt Point(°C) | 191 °C(dec.) |
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 H341:Suspected of causing genetic defects H302:Harmful if swallowed 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. P281:Use personal protective equipment as required. P271:Use only outdoors or in a well-ventilated area. P270:Do not eat, drink or smoke when using this product. 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. P330:Rinse mouth. P203:Obtain, read and follow all safety instructions before use. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P317:IF SWALLOWED: Get medical help. 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 | 3 |
RTECS | XZ3012000 |
Merck Index | 2853 |
Starting at $146.90
1. Jiahao Hu, Yuchan You, Luwen Zhu, Jucong Zhang, Yanling Song, Jingyi Lu, Xinyi Xu, Xiaochuan Wu, Xiajie Huang, Xiaoling Xu, Yongzhong Du. (2023) Sialic Acid-Functionalized Pyroptosis Nanotuner for Epigenetic Regulation and Enhanced Cancer Immunotherapy. Small, (15): (2306905). [PMID:37880861] [10.1002/smll.202306905] |
2. Shuoyi Zhang, Ming Zhong, Hongbo Zhu, Qinghua You, Hao Yuan, Yongping Li. (2023) Hypomethylation of DRD2 promotes breast cancer through the FLNA-ERK pathway. Cancer Genetics, [PMID:37729778] [10.1016/j.cancergen.2023.09.001] |
3. Weichu Zhu, Jian Xu, Xianxian Yao, Shuting Mai, Dan Shu, Wuli Yang. (2023) Metal–organic-framework-based pyroptosis nanotuner with long blood circulation for augmented chemotherapy. Biomaterials Science, [PMID:37470092] [10.1039/D3BM00813D] |
4. An Yaqian, Yu Zhiqi, Liu Di, Han Lirong, Zhang Xian, Xin Xuelian, Li Cuiping. (2023) HpaII-assisted and linear amplification-enhanced isothermal exponential amplification fluorescent strategy for rapid and sensitive detection of DNA methyltransferase activity. ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 415 (12): (2271-2280). [PMID:36961574] [10.1007/s00216-023-04647-1] |
5. Fan Du, Ting Jin, Li Wang. (2023) Mechanism of Action of Decitabine in the Treatment of Acute Myeloid Leukemia by Regulating LINC00599. Analytical Cellular Pathology, 2023 (2951519). [PMID:36874552] [10.1155/2023/2951519] |
6. Hailin Yu, Huili Zhang, Xin Wei, Yong Chen, Bo Yu, Yingjun Wang, Hongsheng Liu. (2023) Preparation of a cationic block copolymer composite coagulant TP(AM-DAC-PPFS) and its coagulation performance for treating oilfield sewage. PROCESS SAFETY AND ENVIRONMENTAL PROTECTION, 171 (341). [PMID:] [10.1016/j.psep.2022.12.060] |
7. Tong Gao, Xiao Sang, Xinyan Huang, Panpan Gu, Jie Liu, Yongjun Liu, Na Zhang. (2022) Macrophage-camouflaged epigenetic nanoinducers enhance chemoimmunotherapy in triple negative breast cancer. Acta Pharmaceutica Sinica B, [PMID:37799382] [10.1016/j.apsb.2022.11.018] |
8. Shi Guang, Feng Juan, Jian Ling-Yan, Fan Xin-Yu. (2022) DNA hypomethylation promotes learning and memory recovery in a rat model of cerebral ischemia/reperfusion injury. Neural Regeneration Research, 18 (4): (863). [PMID:36204855] [10.4103/1673-5374.353494] |
9. Duan Houyu, Ding Xiang, Luo Hesheng. (2022) KISS-1, Mediated by Promoter Methylation, Suppresses Esophageal Squamous Cell Carcinoma Metastasis via MMP2/9/MAPK Axis. DIGESTIVE DISEASES AND SCIENCES, 67 (10): (4780-4796). [PMID:34993679] [10.1007/s10620-021-07335-1] |
10. Peng Yi, Xiongfeng Xu, Jiawei Yao, Bo Qiu. (2021) Effect of DNA methylation on gene transcription is associated with the distribution of methylation sites across the genome in osteoarthritis. Experimental and Therapeutic Medicine, 22 (1): (1-8). [PMID:34007328] [10.3892/etm.2021.10151] |
11. Yafei Wang, Huimin Liu, Jianmin Wu, Yunjian Liao, Daifeng Lu, Feng Dong, Hongxi Li, Zhitao Zhang, Yongyun Lian. (2020) 5-Aza-2-deoxycytidine inhibits osteolysis induced by titanium particles by regulating RANKL/OPG ratio. BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 529 (629). [PMID:32736684] [10.1016/j.bbrc.2020.05.192] |
12. Mengmeng Shu, Shijun Long, Yiwan Huang, Dapeng Li, Haiyan Li, Xuefeng Li. (2019) High strength and antibacterial polyelectrolyte complex CS/HS hydrogel films for wound healing. Soft Matter, 15 (38): (7686-7694). [PMID:31498364] [10.1039/C9SM01380F] |
13. Li Zhang, Xiaofen Xiao, Yuzhi Xu, Danping Chen, Jun Chen, Yingjun Ma, Zong Dai, Xiaoyong Zou. (2018) Electrochemical assay for continuous monitoring of dynamic DNA methylation process. BIOSENSORS & BIOELECTRONICS, 100 (184). [PMID:28889069] [10.1016/j.bios.2017.08.013] |
14. Qing Wang, Pu Wang, Hong Zhou, Yan Hu, Chengshen Xie, Fei Gao, Ningjie Ma, Haoli Hou, Hao Zhang, Lijia Li. (2017) 5-Azacytidine specifically inhibits the NIH-3T3 PCD process induced by TNF-alpha and cycloheximide via affecting BCL-XL. JOURNAL OF CELLULAR BIOCHEMISTRY, 119 (2): (1501-1510). [PMID:28777484] [10.1002/jcb.26310] |
15. Jing Yin, Feilong Zhu, Weiyu Hao, Qi Xu, Jin Chang, Huili Wang, Baoyuan Guo. (2017) Acylamino acid chiral fungicides on toxiciepigenetics in lambda DNA methylation. FOOD AND CHEMICAL TOXICOLOGY, 109 (735). [PMID:28456568] [10.1016/j.fct.2017.04.038] |
16. Yongjun Sun, Chengyu Zhu, Wenquan Sun, Yanhua Xu, Xuefeng Xiao, Huaili Zheng, Huifang Wu, Cuiyun Liu. (2017) Plasma-initiated polymerization of chitosan-based CS-g-P(AM-DMDAAC) flocculant for the enhanced flocculation of low-algal-turbidity water. CARBOHYDRATE POLYMERS, 164 (222). [PMID:28325320] [10.1016/j.carbpol.2017.02.010] |
1. Jones PA, Taylor SM. (1980) Cellular differentiation, cytidine analogs and DNA methylation.. Cell, 20 (1): (85-93). [PMID:6156004] [10.1021/op500134e] |
2. Moujalled DM et al.. (2019) Combining BH3-mimetics to target both BCL-2 and MCL1 has potent activity in pre-clinical models of acute myeloid leukemia.. Leukemia, 33 (4): (905-917). [PMID:30214012] |
3. Niebel D et al.. (2022) DNA methylation regulates TIGIT expression within the melanoma microenvironment, is prognostic for overall survival, and predicts progression-free survival in patients treated with anti-PD-1 immunotherapy.. Clin Epigenetics, 14 (50). [PMID:35410311] |
4. Evans MR et al.. (2019) Human Papillomavirus 16 E2 Regulates Keratinocyte Gene Expression Relevant to Cancer and the Viral Life Cycle.. J Virol, 93 (4): [PMID:30518656] |
5. Zeng X et al.. (2018) Secreted Frizzled Related Protein 2 Modulates Epithelial-Mesenchymal Transition and Stemness via Wnt/ß-Catenin Signaling in Choriocarcinoma.. Cell Physiol Biochem, 50 (5): (1815-1831). [PMID:30396168] |
6. Mulati K et al.. (2019) VISTA expressed in tumour cells regulates T cell function.. Br J Cancer, 120 (115-127). [PMID:30382166] |
7. Jiahao Hu, Yuchan You, Luwen Zhu, Jucong Zhang, Yanling Song, Jingyi Lu, Xinyi Xu, Xiaochuan Wu, Xiajie Huang, Xiaoling Xu, Yongzhong Du. (2023) Sialic Acid-Functionalized Pyroptosis Nanotuner for Epigenetic Regulation and Enhanced Cancer Immunotherapy. Small, (15): (2306905). [PMID:37880861] [10.1002/smll.202306905] |
8. Shuoyi Zhang, Ming Zhong, Hongbo Zhu, Qinghua You, Hao Yuan, Yongping Li. (2023) Hypomethylation of DRD2 promotes breast cancer through the FLNA-ERK pathway. Cancer Genetics, [PMID:37729778] [10.1016/j.cancergen.2023.09.001] |
9. Weichu Zhu, Jian Xu, Xianxian Yao, Shuting Mai, Dan Shu, Wuli Yang. (2023) Metal–organic-framework-based pyroptosis nanotuner with long blood circulation for augmented chemotherapy. Biomaterials Science, [PMID:37470092] [10.1039/D3BM00813D] |
10. An Yaqian, Yu Zhiqi, Liu Di, Han Lirong, Zhang Xian, Xin Xuelian, Li Cuiping. (2023) HpaII-assisted and linear amplification-enhanced isothermal exponential amplification fluorescent strategy for rapid and sensitive detection of DNA methyltransferase activity. ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 415 (12): (2271-2280). [PMID:36961574] [10.1007/s00216-023-04647-1] |
11. Fan Du, Ting Jin, Li Wang. (2023) Mechanism of Action of Decitabine in the Treatment of Acute Myeloid Leukemia by Regulating LINC00599. Analytical Cellular Pathology, 2023 (2951519). [PMID:36874552] [10.1155/2023/2951519] |
12. Hailin Yu, Huili Zhang, Xin Wei, Yong Chen, Bo Yu, Yingjun Wang, Hongsheng Liu. (2023) Preparation of a cationic block copolymer composite coagulant TP(AM-DAC-PPFS) and its coagulation performance for treating oilfield sewage. PROCESS SAFETY AND ENVIRONMENTAL PROTECTION, 171 (341). [PMID:] [10.1016/j.psep.2022.12.060] |
13. Tong Gao, Xiao Sang, Xinyan Huang, Panpan Gu, Jie Liu, Yongjun Liu, Na Zhang. (2022) Macrophage-camouflaged epigenetic nanoinducers enhance chemoimmunotherapy in triple negative breast cancer. Acta Pharmaceutica Sinica B, [PMID:37799382] [10.1016/j.apsb.2022.11.018] |
14. Shi Guang, Feng Juan, Jian Ling-Yan, Fan Xin-Yu. (2022) DNA hypomethylation promotes learning and memory recovery in a rat model of cerebral ischemia/reperfusion injury. Neural Regeneration Research, 18 (4): (863). [PMID:36204855] [10.4103/1673-5374.353494] |
15. Duan Houyu, Ding Xiang, Luo Hesheng. (2022) KISS-1, Mediated by Promoter Methylation, Suppresses Esophageal Squamous Cell Carcinoma Metastasis via MMP2/9/MAPK Axis. DIGESTIVE DISEASES AND SCIENCES, 67 (10): (4780-4796). [PMID:34993679] [10.1007/s10620-021-07335-1] |
16. Peng Yi, Xiongfeng Xu, Jiawei Yao, Bo Qiu. (2021) Effect of DNA methylation on gene transcription is associated with the distribution of methylation sites across the genome in osteoarthritis. Experimental and Therapeutic Medicine, 22 (1): (1-8). [PMID:34007328] [10.3892/etm.2021.10151] |
17. Yafei Wang, Huimin Liu, Jianmin Wu, Yunjian Liao, Daifeng Lu, Feng Dong, Hongxi Li, Zhitao Zhang, Yongyun Lian. (2020) 5-Aza-2-deoxycytidine inhibits osteolysis induced by titanium particles by regulating RANKL/OPG ratio. BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 529 (629). [PMID:32736684] [10.1016/j.bbrc.2020.05.192] |
18. Mengmeng Shu, Shijun Long, Yiwan Huang, Dapeng Li, Haiyan Li, Xuefeng Li. (2019) High strength and antibacterial polyelectrolyte complex CS/HS hydrogel films for wound healing. Soft Matter, 15 (38): (7686-7694). [PMID:31498364] [10.1039/C9SM01380F] |
19. Li Zhang, Xiaofen Xiao, Yuzhi Xu, Danping Chen, Jun Chen, Yingjun Ma, Zong Dai, Xiaoyong Zou. (2018) Electrochemical assay for continuous monitoring of dynamic DNA methylation process. BIOSENSORS & BIOELECTRONICS, 100 (184). [PMID:28889069] [10.1016/j.bios.2017.08.013] |
20. Qing Wang, Pu Wang, Hong Zhou, Yan Hu, Chengshen Xie, Fei Gao, Ningjie Ma, Haoli Hou, Hao Zhang, Lijia Li. (2017) 5-Azacytidine specifically inhibits the NIH-3T3 PCD process induced by TNF-alpha and cycloheximide via affecting BCL-XL. JOURNAL OF CELLULAR BIOCHEMISTRY, 119 (2): (1501-1510). [PMID:28777484] [10.1002/jcb.26310] |
21. Jing Yin, Feilong Zhu, Weiyu Hao, Qi Xu, Jin Chang, Huili Wang, Baoyuan Guo. (2017) Acylamino acid chiral fungicides on toxiciepigenetics in lambda DNA methylation. FOOD AND CHEMICAL TOXICOLOGY, 109 (735). [PMID:28456568] [10.1016/j.fct.2017.04.038] |
22. Yongjun Sun, Chengyu Zhu, Wenquan Sun, Yanhua Xu, Xuefeng Xiao, Huaili Zheng, Huifang Wu, Cuiyun Liu. (2017) Plasma-initiated polymerization of chitosan-based CS-g-P(AM-DMDAAC) flocculant for the enhanced flocculation of low-algal-turbidity water. CARBOHYDRATE POLYMERS, 164 (222). [PMID:28325320] [10.1016/j.carbpol.2017.02.010] |