Zebularine - ≥98% (HPLC), high purity , CAS No.3690-10-6

Item Number
Z135482
Grouped product items
SKUSizeAvailabilityPrice Qty
Z135482-5mg
5mg
In stock
$9.90
Z135482-25mg
25mg
In stock
$12.90
Z135482-100mg
100mg
In stock
$23.90
Z135482-250mg
250mg
In stock
$44.90
Z135482-500mg
500mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$66.90
Z135482-1g
1g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$99.90

DNA methyltransferase (DNMT) inhibitor

Basic Description

SynonymsPYRIMIDIN-2-ONE .BETA.-D-RIBOFURANOSIDE | 1-beta-D-Ribofuranosyl-2(1H)-pyrimidino ne | 1-Pentofuranosylpyrimidin-2(1H)-one | 1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-Hydroxymethyl-Tetrahydro-Furan-2-yl)-1H-Pyrimidin-2-one | 4pd7 | HMS3677C14 | 4-(Ethoxycarbonyl)c
Specifications & PurityMoligand™, ≥98%(HPLC)
Biochemical and Physiological MechanismsZebularine is a cytidine analogue, cytidine deaminase inhibitor, and DNA demethylating agent.DNA methyltransferase( DNMT) inhibitor and cytidine deaminase inhibitor (K i = 2 µM). Inhibits tumour growth in vitro and in vivo .
Storage TempStore at 2-8°C
Shipped InWet ice
GradeMoligand™
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

Zebularine is a cell-permeable chemically stable cytidine analog and DNA methylation inhibitor which acts by forming a covalent complex with DNMT. It displays antiangiogenic activity and markedly inhibits vessel formation in different tumor models. It reactivates silenced E-cadherin and potentiates the effects of other epigenetic therapeutics such as vorinistat. Induces differentiation of mesenchymal cells into cardiomyocytes. Inhibits cytidine deaminase (CDD).
An inhibitor of DNA methyltransferase

Associated Targets(Human)

ADA Tclin Adenosine deaminase (129 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CFPAC-1 (421 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
T-24 (2342 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-15 (51914 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SIRT6 Tchem NAD-dependent protein deacetylase sirtuin-6 (671 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Cda Cytidine deaminase (37 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Hepatitis C virus (23859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SARS-CoV-2 (38078 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Names and Identifiers

IUPAC Name 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
INCHI InChI=1S/C9H12N2O5/c12-4-5-6(13)7(14)8(16-5)11-3-1-2-10-9(11)15/h1-3,5-8,12-14H,4H2/t5-,6-,7-,8-/m1/s1
InChi Key RPQZTTQVRYEKCR-WCTZXXKLSA-N
Canonical SMILES C1=CN(C(=O)N=C1)C2C(C(C(O2)CO)O)O
Isomeric SMILES C1=CN(C(=O)N=C1)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O
PubChem CID 100016
Molecular Weight 228.20

Certificates

Certificate of Analysis(COA)

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15 results found

Lot NumberCertificate TypeDateItem
K2322168Certificate of AnalysisNov 10, 2023 Z135482
K2322184Certificate of AnalysisNov 10, 2023 Z135482
K2322185Certificate of AnalysisNov 10, 2023 Z135482
K2322186Certificate of AnalysisNov 10, 2023 Z135482
K2322187Certificate of AnalysisNov 10, 2023 Z135482
K2322188Certificate of AnalysisNov 10, 2023 Z135482
K2322189Certificate of AnalysisNov 10, 2023 Z135482
K2322193Certificate of AnalysisNov 10, 2023 Z135482
K2322194Certificate of AnalysisNov 10, 2023 Z135482
K2322197Certificate of AnalysisNov 10, 2023 Z135482
E2117330Certificate of AnalysisMar 09, 2023 Z135482
E2117331Certificate of AnalysisMar 09, 2023 Z135482
E2117332Certificate of AnalysisMar 09, 2023 Z135482
H2331055Certificate of AnalysisMar 09, 2023 Z135482
H1622057Certificate of AnalysisMay 09, 2022 Z135482

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Chemical and Physical Properties

SolubilitySoluble in DMSO (>25 mg/ml), methanol (5 mg/ml), water (>25 mg/ml), DMF (~5 mg/ml), and ethanol (~0.25 mg/ml).
Sensitivityheat sensitive
Refractive Index1.7
Specific Rotation[α]+156.0 ~ +160.0°(C=1, MeOH)
Boil Point(°C)499.02° C
Melt Point(°C)157-160° C

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