(5R)-3-hexadecanoyl-4-hydroxy-5-(hydroxymethyl)-2,5-dihydrofuran-2-one

• ChemBase ID: 155060
• Molecular Formular: C21H36O5
• Molecular Mass: 368.50754
• Monoisotopic Mass: 368.25627425
• SMILES: CCCCCCCCCCCCCCCC(=O)C1=C([C@H](OC1=O)CO)O
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)C1=C(O)[C@H](OC1=O)CO
• InChI: InChI=1S/C21H36O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(23)19-20(24)18(16-22)26-21(19)25/h18,22,24H,2-16H2,1H3/t18-/m1/s1
• InChIKey: KZTSLHQKWLYYAC-GOSISDBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R)-3-hexadecanoyl-4-hydroxy-5-(hydroxymethyl)-2,5-dihydrofuran-2-one
• IUPAC Traditional name: (5R)-3-hexadecanoyl-4-hydroxy-5-(hydroxymethyl)-5H-furan-2-one
• Synonyms: (R)-3-Hexadecanoyl-5-hydroxymethyltetronic acid; (R)-4-Hydroxy-5-(hydroxymethyl)-3-(1-oxohexadecyl)-2(5H)-furanone; RK-682

Database IDs

• CAS Number: 150627-37-5
• MDL Number: MFCD20488046
• PubChem SID: 162249198
• PubChem CID: 54678922

CALCULATED PROPERTIES

• Acid pKa: 0.45706382
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.1158733
• LogD (pH = 7.4): 2.10293
• Log P: 5.6322308
• Molar Refractivity: 103.1675 cm^3
• Polarizability: 40.520706 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO, heptane and xylene: ≥8 mg/mL
• Apperance: white to tan powder

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C21H36O5

DETAILS

Sigma Aldrich - R2033

Biochem/physiol Actions
RK-682 is a specific and noncompetitive inhibitor of protein tyrosine phosphatase; It inhibited dephosphorylation activity of CD45 and VHR with IC50 54 and 2.0 microM and 4.5 microM against PTP1B.
Specific and noncompetitive inhibitor of protein tyrosine phosphatase.