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Chemical structure of (+/-) RK-682

GB40043

(+/-) RK-682

Also known as (2R)-4-hexadecanoyl-3-hydroxy-2-(hydroxymethyl)-2H-furan-5-one

(±)-RK-682 (150627-37-5) is a protein tyrosine phosphatase inhibitor (IC50's = 54 7 µM for CD45, 2·0 μM for VHR; did not inhibit cdc25B) originally isolated from the fermentation of Streptomyces sp· 88-682· Inhibits cell cycle at G1/S· RK-682 has also been shown to inhibit PLA2 (IC50 = 16 μM), HIV-1 protease (IC50 = 84 μlM), and heparanase (IC50 = 17 μM)· Natural RK-682 (R-isomer) and synthetic racemic material have identical phosphatase activity· Care should be taken when using RK-682 in the presence of metal salts - because it readily forms metal complexes that affects its phosphatase inhibitory activity· RK-682 has been identified as a potential promiscuous inhibitor

ChemicalCAS150627-37-5MW368.52FormulaC21H36O5
CAS number
150627-37-5
Molecular weight
368.52
Formula
C21H36O5
InChIKey
KZTSLHQKWLYYAC-GOSISDBHSA-N
Catalogue number
GB40043
Brand
GLPBIO
Computed properties PubChem CID 54678922 · XLogP 6.7 · TPSA 83.8 Ų · H-bond donors 2
XLogP
6.7
TPSA
83.8 Ų
H-bond donors
2
H-bond acceptors
5
Rotatable bonds
16
Heavy atoms
26

SMILES CCCCCCCCCCCCCCCC(=O)C1=C([C@H](OC1=O)CO)O

Computed descriptors from PubChem (CID 54678922), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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