(1S,6R,7S,7aS)-7-hydroxy-7a-(hydroxymethyl)-6-methyl-1-(propan-2-yl)-hexahydropyrrolo[1,2-c][1,3]oxazol-5-one

• ChemBase ID: 160933
• Molecular Formular: C11H19NO4
• Molecular Mass: 229.27286
• Monoisotopic Mass: 229.13140809
• SMILES: C1N2[C@]([C@@H](O1)C(C)C)([C@H]([C@H](C2=O)C)O)CO
• Canonical SMILES: OC[C@]12[C@@H](OCN1C(=O)[C@@H]([C@@H]2O)C)C(C)C
• InChI: InChI=1S/C11H19NO4/c1-6(2)9-11(4-13)8(14)7(3)10(15)12(11)5-16-9/h6-9,13-14H,4-5H2,1-3H3/t7-,8+,9+,11+/m1/s1
• InChIKey: WSCSAVPTKSPACL-HJGDQZAQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,6R,7S,7aS)-7-hydroxy-7a-(hydroxymethyl)-6-methyl-1-(propan-2-yl)-hexahydropyrrolo[1,2-c][1,3]oxazol-5-one
• IUPAC Traditional name: (1S,6R,7S,7aS)-7-hydroxy-7a-(hydroxymethyl)-1-isopropyl-6-methyl-tetrahydropyrrolo[1,2-c][1,3]oxazol-5-one
• Synonyms: [1S-(1α,6α,7α,7aα)]-Tetrahydro-7-hydroxy-7a-(hydroxymethyl)-6-methyl-1-(1-methylethyl)-3H,5H-pyrrolo[1,2-c]oxazol-5-one; (3R,4S,5R,6S)-1-Aza-4-hydroxy-5-hydroxymethyl-6-isopropyl-3-methyl-7-oxabicycl[3.3.0]octan-2-one

Database IDs

• CAS Number: 145452-02-4
• PubChem SID: 162255068
• PubChem CID: 10889694

CALCULATED PROPERTIES

• Acid pKa: 13.701858
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.24283859
• LogD (pH = 7.4): -0.24283881
• Log P: -0.24283859
• Molar Refractivity: 56.0871 cm^3
• Polarizability: 22.755922 Å^3
• Polar Surface Area: 70.0 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Ethanol; Methanol
• Apperance: White Solid
• Melting Point: 160-172°C