441252

D-Pinitol

95%

• Synonym(s): 3-O-Methyl-D-chiro-inositol
• Empirical Formula (Hill Notation): C₇H₁₄O₆
• CAS Number: 10284-63-6
• Molecular Weight: 194.18
• MDL number: MFCD00216659
• UNSPSC Code: 12352112
• PubChem Substance ID: 24867648
• NACRES: NA.22

Properties

• Assay: 95%
• form: powder
• optical activity: [α]20/D 60.0 to 70.0°, c = 1% in H₂O
• mp: 179-185 °C (lit.)
• SMILES string: CO[C@@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@H]1O
• InChI: 1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3/t2-,3-,4-,5-,6+,7+/m0/s1
• InChI key: DSCFFEYYQKSRSV-KLJZZCKASA-N

Description

General description

D-pinitol, commonly found conifers, is an isomer of L-quebrachitol.

Application

D-pinitol may be used as a starting material to prepare its azole nucleoside analogs. It may also be used in the preparation of 1D-1,5-dideoxy-1,5-difluoro-neo-inositol and 1D-1-deoxy-1-fluoro-myo-inositol.

Precursor to biologically active fluorinated isosteres of inositol, which show cell growth inhibitory properties. Has shown antidiabetic properties in mice. Believed to be a salt stress regulator in a wide range of plants.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves