(3R,4S,5S)-3,4-dihydroxy-5-[(1R,2R)-1,2,3-trihydroxypropyl]oxolan-2-one

• ChemBase ID: 138521
• Molecular Formular: C7H12O7
• Molecular Mass: 208.16598
• Monoisotopic Mass: 208.05830272
• SMILES: C([C@H]([C@H]([C@H]1[C@H]([C@H](C(=O)O1)O)O)O)O)O
• Canonical SMILES: OC[C@H]([C@H]([C@@H]1OC(=O)[C@@H]([C@@H]1O)O)O)O
• InChI: InChI=1S/C7H12O7/c8-1-2(9)3(10)6-4(11)5(12)7(13)14-6/h2-6,8-12H,1H2/t2-,3-,4+,5-,6+/m1/s1
• InChIKey: VIVCRCODGMFTFY-DVKNGEFBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4S,5S)-3,4-dihydroxy-5-[(1R,2R)-1,2,3-trihydroxypropyl]oxolan-2-one
• IUPAC Traditional name: (3R,4S,5S)-3,4-dihydroxy-5-[(1R,2R)-1,2,3-trihydroxypropyl]oxolan-2-one
• Synonyms: α-D-Glucoheptonic γ-lactone; D-Glucoheptono-1,4-lactone; D-Glycero-D-guloheptono-γ-lactone; α-D-葡庚糖酸 γ-内酯; 葡庚糖酸内酯

Database IDs

• CAS Number: 89-67-8
• EC Number: 201-929-6
• MDL Number: MFCD00005390
• PubChem SID: 24895022; 162232776
• PubChem CID: 2723843

CALCULATED PROPERTIES

• Acid pKa: 11.607878
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -3.3756084
• LogD (pH = 7.4): -3.375635
• Log P: -3.3756082
• Molar Refractivity: 40.7413 cm^3
• Polarizability: 17.148533 Å^3
• Polar Surface Area: 127.45 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 152-155 °C(lit.)
• Optical Rotation: [α]20/D -51°, c = 4.3 in H2O

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99%; 99%
• Empirical Formula (Hill Notation): C7H12O7