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

  • ≥98%
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 & Purity98%
Storage TempStore at 2-8°C,Argon charged
Shipped InWet ice
Action TypeINHIBITOR
Mechanism of actionDNA (cytosine-5)-methyltransferase 1 inhibitor
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

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

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

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)

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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

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]

Solution Calculators