| Identification | Back Directory | [Name]
CC0651 | [CAS]
1319207-44-7 | [Synonyms]
CC0651
(2R,3S,4S)-5-[4-(3,5-Dichlorophenyl)phenyl]-2,3-dihydroxy-4-(2-methoxyacetamido)pentanoic acid
4,5-Dideoxy-5-(3',5'-dichloro[1,1'-biphenyl]-4-yl)-4-[(2-methoxyacetyl)amino]-L-arabinonic acid
L-Arabinonic acid, 4,5-dideoxy-5-(3',5'-dichloro[1,1'-biphenyl]-4-yl)-4-[(2-methoxyacetyl)amino]- | [Molecular Formula]
C20H21Cl2NO6 | [MOL File]
1319207-44-7.mol | [Molecular Weight]
442.29 |
| Chemical Properties | Back Directory | [Boiling point ]
755.7±60.0 °C(Predicted) | [density ]
1.410±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMSO: ≥ 56 mg/mL (126.61 mM) | [form ]
Powder | [pka]
3.37±0.34(Predicted) | [color ]
White to off-white | [InChIKey]
NTCBTNCWNRCBGX-YTQUADARSA-N | [SMILES]
Clc1cc(cc(c1)c2ccc(cc2)C[C@H](NC(=O)COC)[C@H](O)[C@@H](O)C(=O)O)Cl |
| Hazard Information | Back Directory | [Uses]
CC0651 is an allosteric inhibitor of the human Cdc34 ubiquitin-conjugating enzyme. CC0651 potently (IC50=1.72 μM) inhibits the ubiquitination of p27Kip1, as confirmed by dose-response analysis. | [General Description]
A cell-permeable biphenylylpentanoic acid compound that acts as a selective allosteric inhibitor of E2 ubiquitin-conjugating enzyme Cdc34 (IC50 = 2.5 μM in a Sic1-SCFCdc4 assay) without affecting the activities of E1 or E3 ligases. Reported to act by trapping a weak interaction between ubiquitin and the E2 donor ubiquitin-binding site and may serve as a molecular bridge between Cdc34A and ubiquitin. Binds to Cdc34ACAT alone with an EC50 value of 267 μM, but in the presence of ubiquitin, this affinity is significantly increased (EC50 = 19 μM). Does not disrupt the interaction of Cdc34A with the RING domain of Rbx1 and is suggested to even moderately stabilize this interaction. Shown to inhibit p27Kip1 ubiquitination (IC50 = 1.72 μM) and reduce PC-3 cancer cells proliferation (~30 μM).
Please note that the molecular weight for this compound is batch-specific due to variable water content. | [Biochem/physiol Actions]
Cell permeable: yes | [References]
[1] Ceccarelli DF, et al. An allosteric inhibitor of the human Cdc34 ubiquitin-conjugating enzyme. Cell. 2011 Jun 24;145(7):1075-87. DOI:10.1016/j.cell.2011.05.039
[2] Huang H, et al. E2 enzyme inhibition by stabilization of a low-affinity interface with ubiquitin. Nat Chem Biol. 2014 Feb;10(2):156-63. DOI:10.1038/nchembio.1412 |
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| Company Name: |
BOC Sciences
|
| Tel: |
1-631-485-4226; 16314854226 |
| Website: |
https://www.bocsci.com |
| Company Name: |
SPIRO PHARMA
|
| Tel: |
|
| Website: |
www.spiropharma.com.cn |
| Company Name: |
Musechem
|
| Tel: |
+1-800-259-7612 |
| Website: |
www.musechem.com |
|