(2S,3R,4R)-4-hydroxy-2-[(4-methoxyphenyl)methyl]pyrrolidin-3-yl acetate

• ChemBase ID: 125872
• Molecular Formular: C14H19NO4
• Molecular Mass: 265.30496
• Monoisotopic Mass: 265.13140809
• SMILES: O=C(O[C@@H]1[C@@H](NC[C@H]1O)Cc1ccc(OC)cc1)C
• Canonical SMILES: COc1ccc(cc1)C[C@@H]1NC[C@H]([C@@H]1OC(=O)C)O
• InChI: InChI=1S/C14H19NO4/c1-9(16)19-14-12(15-8-13(14)17)7-10-3-5-11(18-2)6-4-10/h3-6,12-15,17H,7-8H2,1-2H3/t12-,13+,14+/m0/s1
• InChIKey: YKJYKKNCCRKFSL-BFHYXJOUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4R)-4-hydroxy-2-[(4-methoxyphenyl)methyl]pyrrolidin-3-yl acetate
• IUPAC Traditional name: flagecidin
• Synonyms: Flagecidin; Anisomycin

Database IDs

• CAS Number: 22862-76-6
• PubChem SID: 162220217
• PubChem CID: 31549
• CHEMBL: 423192
• Chemspider ID: 29260
• Unique Ingredient Identifier: 6C74YM2NGI
• Wikipedia Title: Anisomycin

CALCULATED PROPERTIES

• Acid pKa: 13.766854
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.3863556
• LogD (pH = 7.4): -1.0800986
• Log P: 0.73128223
• Molar Refractivity: 69.3019 cm^3
• Polarizability: 27.932943 Å^3
• Polar Surface Area: 67.79 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 139-143 °C