5-Aza-2′-deoxycytidine - 98%, high purity , DNA (cytosine-5)-methyltransferase 1 inhibitor, CAS No.2353-33-5, DNA (cytosine-5)-methyltransferase 1 inhibitor

Item Number
A119533
Grouped product items
SKUSizeAvailabilityPrice Qty
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.

Basic Description

SynonymsDecitabine | 5-Aza-2'-deoxycytidine | 2353-33-5 | Dacogen | 2'-Deoxy-5-azacytidine | 5-Azadeoxycytidine | AzadC | 5-aza-CdR | 5-aza-dC | Dezocitidine | 5-Aza-deoxycytidine | 5-AZAdC | 2-deoxyazacytidine | Dac | NSC 127716 | 4-amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofu
Specifications & PurityMoligand™, ≥98%
Biochemical and Physiological Mechanisms5′-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 TempStore at 2-8°C,Argon charged
Shipped InWet ice
GradeMoligand™
Action TypeINHIBITOR
Mechanism of actionDNA (cytosine-5)-methyltransferase 1 inhibitor
NoteWherever 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.

Associated Targets(Human)

DNMT1 Tclin DNA (cytosine-5)-methyltransferase 1 1 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Estrogen receptor alpha 17718 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Glucocorticoid receptor 14987 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Progesterone receptor 8562 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Muscarinic acetylcholine receptor M2 10671 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Beta-1 adrenergic receptor 6630 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Serotonin 1a (5-HT1a) receptor 14969 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Alpha-2a adrenergic receptor 9450 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Androgen Receptor 11781 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Muscarinic acetylcholine receptor M1 12690 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Dopamine D2 receptor 23596 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

GABA receptor alpha-1 subunit 399 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Monoamine oxidase A 11911 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Cannabinoid CB1 receptor 20913 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Dopamine D1 receptor 9720 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Cyclooxygenase-1 9233 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Norepinephrine transporter 10102 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Histamine H2 receptor 5428 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Serotonin 2a (5-HT2a) receptor 14758 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Serotonin 2c (5-HT2c) receptor 11471 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Vasopressin V2 receptor 2912 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Adenosine A1 receptor 17603 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Type-1 angiotensin II receptor 5176 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Serotonin transporter 12625 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Alpha-1a adrenergic receptor 8359 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Cyclooxygenase-2 13999 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Histamine H1 receptor 7573 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mu opioid receptor 19785 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Dopamine D3 receptor 14368 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Vasopressin V1a receptor 5412 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Delta opioid receptor 15096 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Kappa opioid receptor 16155 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Serotonin 3a (5-HT3a) receptor 3366 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Dopamine transporter 10535 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Glutamate (NMDA) receptor subunit zeta 1 122 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

HERG 29587 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Voltage-gated L-type calcium channel alpha-1C subunit 766 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Phosphodiesterase 3A 3309 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Equilibrative nucleoside transporter 1 1711 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Alpha-2b adrenergic receptor 4412 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Alpha-2c adrenergic receptor 4876 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Muscarinic acetylcholine receptor M3 7750 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Serotonin 2b (5-HT2b) receptor 10323 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Thromboxane A2 receptor 5717 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Adenosine A2a receptor 16305 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Adenosine A3 receptor 15931 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

DNA (cytosine-5)-methyltransferase 1 978 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Bradykinin B2 receptor 3970 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Histamine H3 receptor 10389 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Neuronal acetylcholine receptor protein alpha-4 subunit 1265 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Melanocortin receptor 3 5659 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Beta-lactamase AmpC 62480 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Melanocortin receptor 4 1205 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Neuropeptide Y receptor type 1 8 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Cholecystokinin A receptor 90 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Phosphodiesterase 4D 4 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Histone deacetylase 6 222 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Human immunodeficiency virus 1 70413 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

L1210 27553 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

P388 20296 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

P388/ADR 1216 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

H4 48 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Replicase polyprotein 1ab 378 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Giardia 1682 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Nuclear factor erythroid 2-related factor 2 214 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

SARS-CoV-2 38078 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Names and Identifiers

Pubchem Sid488189867
Pubchem Sid Urlhttps://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

Certificates

Certificate of Analysis(COA)

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

17 results found

Lot NumberCertificate TypeDateItem
B2328469Certificate of AnalysisJan 07, 2023 A119533
B2328478Certificate of AnalysisJan 07, 2023 A119533
B2328477Certificate of AnalysisJan 07, 2023 A119533
B2328476Certificate of AnalysisJan 07, 2023 A119533
B2328475Certificate of AnalysisJan 07, 2023 A119533
B2328474Certificate of AnalysisJan 07, 2023 A119533
B2328473Certificate of AnalysisJan 07, 2023 A119533
B2328472Certificate of AnalysisJan 07, 2023 A119533
B2328471Certificate of AnalysisJan 07, 2023 A119533
B2328470Certificate of AnalysisJan 07, 2023 A119533
B2328468Certificate of AnalysisJan 07, 2023 A119533
I1813151Certificate of AnalysisJul 19, 2022 A119533
E2212130Certificate of AnalysisMay 18, 2022 A119533
D1803112Certificate of AnalysisFeb 19, 2022 A119533
J2323106Certificate of AnalysisOct 26, 2021 A119533
D2110228Certificate of AnalysisApr 17, 2021 A119533
D2110229Certificate of AnalysisApr 17, 2021 A119533

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Chemical and Physical Properties

Sensitivitylight sensitive;heat sensitive
Melt Point(°C)191 °C(dec.)

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

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

Related Documents

Citations of This Product

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]
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]
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]
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]
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]
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:]
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]
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]
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]

References

1. Jones PA, Taylor SM.  (1980)  Cellular differentiation, cytidine analogs and DNA methylation..  Cell,  20  (1): (85-93).  [PMID:6156004]
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]
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]
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. 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]
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]
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:]
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]
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]
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]

Solution Calculators