(5S)-5-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-3,4-dihydroxy-2,5-dihydrofuran-2-one

• ChemBase ID: 91839
• Molecular Formular: C9H12O6
• Molecular Mass: 216.18798
• Monoisotopic Mass: 216.0633881
• SMILES: O1C(OC[C@H]1[C@H]1C(=C(C(=O)O1)O)O)(C)C
• Canonical SMILES: O=C1O[C@H](C(=C1O)O)[C@@H]1COC(O1)(C)C
• InChI: InChI=1S/C9H12O6/c1-9(2)13-3-4(15-9)7-5(10)6(11)8(12)14-7/h4,7,10-11H,3H2,1-2H3/t4-,7-/m0/s1
• InChIKey: POXUQBFHDHCZAD-FFWSUHOLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S)-5-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-3,4-dihydroxy-2,5-dihydrofuran-2-one
• IUPAC Traditional name: (5S)-5-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-3,4-dihydroxy-5H-furan-2-one
• Synonyms: 5,6-O-Isopropylidene-L-ascorbic acid; Ascorbic acid acetonide

Database IDs

• CAS Number: 15042-01-0
• MDL Number: MFCD00010552
• PubChem SID: 162078537
• PubChem CID: 54736905

CALCULATED PROPERTIES

• Acid pKa: 4.5245724
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.2290365
• LogD (pH = 7.4): -3.000189
• Log P: -0.21113425
• Molar Refractivity: 49.2391 cm^3
• Polarizability: 19.215916 Å^3
• Polar Surface Area: 85.22 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 195-200°C