tert-butyl (4S)-4-(hexadec-2-ynoyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

• ChemBase ID: 154897
• Molecular Formular: C26H45NO4
• Molecular Mass: 435.6398
• Monoisotopic Mass: 435.33485893
• SMILES: CCCCCCCCCCCCCC#CC(=O)[C@@H]1COC(N1C(=O)OC(C)(C)C)(C)C
• Canonical SMILES: CCCCCCCCCCCCCC#CC(=O)[C@@H]1COC(N1C(=O)OC(C)(C)C)(C)C
• InChI: InChI=1S/C26H45NO4/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-23(28)22-21-30-26(5,6)27(22)24(29)31-25(2,3)4/h22H,7-18,21H2,1-6H3/t22-/m0/s1
• InChIKey: YGBSGZPIDCXNEH-QFIPXVFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (4S)-4-(hexadec-2-ynoyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
• IUPAC Traditional name: tert-butyl (4S)-4-(hexadec-2-ynoyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
• Synonyms: 2,2-Dimethyl-4S-(1-oxo-2-hexadecyn-1-yl)-1,1-dimethylethyl ester-3-oxazolidinecarboxylic acid; SPHK1 Inhibitor 5C; SKI 5C

Database IDs

• CAS Number: 120005-55-2
• MDL Number: MFCD18428021
• PubChem SID: 162249035
• PubChem CID: 11305122

CALCULATED PROPERTIES

• Acid pKa: 17.489058
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 8.055645
• LogD (pH = 7.4): 8.055645
• Log P: 8.055645
• Molar Refractivity: 126.6707 cm^3
• Polarizability: 49.453312 Å^3
• Polar Surface Area: 55.84 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: colorless to light brown oil

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C26H45NO4

DETAILS

Sigma Aldrich - S8326

Biochem/physiol Actions
SKI 5C is a selective Sphingosine Kinase 1 (SPHK1) inhibitor.