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XAV-939 - ≥98%, high purity , CAS No.284028-89-3

    Grade & Purity:
  • ≥98%
In stock
Item Number
X125899
Grouped product items
SKU Size
Availability
Price Qty
X125899-5mg
5mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$58.90
X125899-10mg
10mg
2
$70.90
X125899-25mg
25mg
2
$159.90
X125899-100mg
100mg
2
$331.90
X125899-250mg
250mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$747.90

Potent tankyrase inhibitor. Inhibitor of Wnt/β-catenin signaling.

Basic Description

Synonyms 2-(4-(Trifluoromethyl)phenyl)-3,5,7,8-tetrahydro-4H-thiopyrano[4,3-d]pyrimidin-4-one | EN300-6732792 | BCPP000009 | SW218311-2 | SB19432 | 2-[4-(Trifluoromethyl)phenyl]-7,8-Dihydro-5h-Thiopyrano[4,3-D]pyrimidin-4-Ol | AC-28393 | BCP02128 | CHEBI:62878 | H
Specifications & Purity ≥98%
Biochemical and Physiological Mechanisms XAV939 is a potent, small molecule inhibitor of tankyrase 1 (TNKS) (IC50 = 11 nM) and tankyrase 2 (IC50 = 4 nM). By inhibiting TNKS activity, XAV939 increases the protein levels of the axin-GSK3β complex and promotes the degradation of β-catenin in SW480
Storage Temp Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
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

XAV-939 selectively inhibits Wnt/β-catenin-mediated transcription through tankyrase1/2 inhibition with IC50 of 11 nM/4 nM, regulates axin levels and does not affect CRE, NF-κB or TGF-β.
A potent inhibitor of beta-catenin, TNKS1, and TNKS2.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organoheterocyclic compounds
Class Pyranopyridines
Subclass Not available
Intermediate Tree Nodes Not available
Direct Parent Pyranopyridines
Alternative Parents Trifluoromethylbenzenes  Pyrimidones  Pyridines and derivatives  Vinylogous amides  Heteroaromatic compounds  Dialkylthioethers  Azacyclic compounds  Organopnictogen compounds  Organooxygen compounds  Organonitrogen compounds  Organofluorides  Organic oxides  Hydrocarbon derivatives  Alkyl fluorides  
Molecular Framework Aromatic heteropolycyclic compounds
Substituents Pyranopyridine - Trifluoromethylbenzene - Pyrimidone - Monocyclic benzene moiety - Pyridine - Pyrimidine - Benzenoid - Heteroaromatic compound - Vinylogous amide - Azacycle - Dialkylthioether - Thioether - Alkyl fluoride - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organofluoride - Organohalogen compound - Organic nitrogen compound - Alkyl halide - Aromatic heteropolycyclic compound
Description This compound belongs to the class of organic compounds known as pyranopyridines. These are polycyclic aromatic compounds containing a pyran ring fused to a pyridine ring.
External Descriptors (trifluoromethyl)benzenes - thiopyranopyrimidine

Associated Targets(Human)

TNKS Tchem Tankyrase-1 (20 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
PARP3 Tclin Poly [ADP-ribose] polymerase 3 (2 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
PARP1 Tclin Poly [ADP-ribose] polymerase 1 (8 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
PARP2 Tclin Poly [ADP-ribose] polymerase 2 (9 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
AXIN2 Tchem Axin-2 (1 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
WNT3A Tchem Protein Wnt-3a (1 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
TNKS2 Tchem Tankyrase-2 (21 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
IMPDH2 Tclin Inosine-5'-monophosphate dehydrogenase 2 (1326 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
KCNH2 Tclin HERG (29587 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PARP1 Tclin Poly [ADP-ribose] polymerase-1 (6206 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
COLO 320DM (191 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SW480 (6023 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
A549 (127892 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PARP2 Tclin Poly [ADP-ribose] polymerase 2 (1185 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PARP3 Tclin Poly [ADP-ribose] polymerase 3 (206 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
TNKS Tchem Tankyrase-1 (1241 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Liver microsomes (16955 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PARP4 Tchem Poly [ADP-ribose] polymerase 4 (71 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
TNKS2 Tchem Tankyrase-2 (1531 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
AXIN1 Tbio Axin-1 (7 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PARP14 Tchem Poly [ADP-ribose] polymerase 14 (380 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PARP15 Tchem Poly [ADP-ribose] polymerase 15 (178 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PARP6 Tchem Poly [ADP-ribose] polymerase 6 (23 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PARP11 Tbio Poly [ADP-ribose] polymerase 11 (83 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PARP10 Tchem Poly [ADP-ribose] polymerase 10 (418 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
TNKS2 Tchem Tankyrase 1/2 (384 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HEK-293T (167025 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PARP16 Tchem Mono [ADP-ribose] polymerase PARP16 (46 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Wnt3a Protein Wnt-3a (429 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Axin2 Axin-2 (1 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Tnks Tankyrase (8 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name 2-[4-(trifluoromethyl)phenyl]-3,5,7,8-tetrahydrothiopyrano[4,3-d]pyrimidin-4-one
INCHI InChI=1S/C14H11F3N2OS/c15-14(16,17)9-3-1-8(2-4-9)12-18-11-5-6-21-7-10(11)13(20)19-12/h1-4H,5-7H2,(H,18,19,20)
InChIKey KLGQSVMIPOVQAX-UHFFFAOYSA-N
Smiles C1CSCC2=C1N=C(NC2=O)C3=CC=C(C=C3)C(F)(F)F
Isomeric SMILES C1CSCC2=C1N=C(NC2=O)C3=CC=C(C=C3)C(F)(F)F
WGK Germany 3
PubChem CID 135418940
Molecular Weight 312.31

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

5 results found

Lot Number Certificate Type Date Item
L1828016 Certificate of Analysis Jun 19, 2024 X125899
L2301172 Certificate of Analysis Dec 07, 2023 X125899
L2301171 Certificate of Analysis Dec 07, 2023 X125899
A2206323 Certificate of Analysis Oct 24, 2023 X125899
L1828017 Certificate of Analysis Oct 18, 2022 X125899

Chemical and Physical Properties

Solubility Soluble in 1:5 EtOH:PBS (pH 7.2) (~0.15 mg/ml), DMSO (~2 mg/ml), DMF (~5 mg/ml), water (<1 mg/ml) at 25 °C, and ethanol (<1 mg/ml) at 25 °C.
Sensitivity Heat Sensitive
Molecular Weight 312.310 g/mol
XLogP3 2.300
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 6
Rotatable Bond Count 1
Exact Mass 312.054 Da
Monoisotopic Mass 312.054 Da
Topological Polar Surface Area 66.800 Ų
Heavy Atom Count 21
Formal Charge 0
Complexity 505.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Citations of This Product

1. Xin Wang, Shoulin Li, Cheng Zhang, Wenping Xu, Mengqi Wu, Jiagao Cheng, Zhong Li, Liming Tao, Yang Zhang.  (2024)  Stereoselective toxicity of acetochlor chiral isomers on the nervous system of zebrafish larvae.  JOURNAL OF HAZARDOUS MATERIALS,  464  (133016). 
2. Yuan Xu, Jian He, Jun He.  (2022)  Cyanidin attenuates the high hydrostatic pressure-induced degradation of cellular matrix of nucleus pulposus cell via blocking the Wnt/β-catenin signaling.  TISSUE & CELL,  76  (101798). 
3. Chen Gang, Chen Weicheng, Ye Ming, Tan Weiqiang, Jia Bing.  (2019)  TRIM59 knockdown inhibits cell proliferation by down-regulating the Wnt/β-catenin signaling pathway in neuroblastoma.  BIOSCIENCE REPORTS,  39  (1):  

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