D-Pinitol Chemical Properties

Melting point:

179-185 °C (lit.)

alpha 

56 º (c=1, H2O)

Boiling point:

250.62°C (rough estimate)

Density 

1.2501 (rough estimate)

refractive index 

1.5600 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO : 125 mg/mL (643.73 mM; Need ultrasonic)

form 

powder to crystal

pka

12.98±0.70(Predicted)

color 

White to Light yellow

optical activity

[α]20/D 60.0 to 70.0°, c = 1% in H2O

Water Solubility 

Soluble in water.

Stability:

Hygroscopic

Cosmetics Ingredients Functions

HUMECTANT
SKIN CONDITIONING

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

InChIKey

DSCFFEYYQKSRSV-KLJZZCKASA-N

SMILES

CO[C@@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@H]1O

LogP

-2.119 (est)

EPA Substance Registry System

(+)-Pinitol (10284-63-6)

Safety Information

Hazard Codes 

F,C

Risk Statements 

11-34

Safety Statements 

22-24/25-45-36/37/39-26-16

WGK Germany 

3

HS Code 

29094990

Storage Class

11 - Combustible Solids

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

D-Pinitol Usage And Synthesis

Chemical Properties

white powder

Uses

suitable for coupling carboxyl- or aldehyde-containing ligands

Uses

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.

Definition

ChEBI: D-pinitol is the D-enantiomer of pinitol. It has a role as a geroprotector and a member of compatible osmolytes. It is functionally related to a 1D-chiro-inositol. It is an enantiomer of a L-pinitol.

General Description

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

Synthesis

1. Extraction of D-pinitol from plants: D-pinitol has a wide range of plant sources, and was first found in the Pinaceae family of plants, from which the name pinitol was derived. Later, D-pinitol was also found in leguminous plants, and its content is quite abundant, which greatly expanded the plant sources of D-pinitol. In addition, D-pinitol is also widely found in the flowers and leaves of the genus Leafflower, alfalfa and many other plants, and the component has also been found in the sap of some plants. In our country, D-pinitol also has very rich resources, such as in our country's Datuo Ye Yunshi, Huluba, Tibetan cat's milk, green sandalwood, bark, Aloe vera and other plant seeds as well as honey tea leaves are found to contain D-pinitol. 2. Chemical synthesis method: design a method to synthesize D-pinitol based on C2-symmetric chiral pool. Acetate undergoes ester group transfer with sodium methoxide and influences the formation of epoxide and induces a ligand opening of an allyl epoxide in its inverse reaction to provide methoxyethanol in 96% of the output, and trifluoroacetic acid is added to prepare D-pinitol after a bis-hydroxylation reaction with OSO4, and with this transformation, cheap L-(+)-tartaric acid is able to be converted to D-pinitol and L-pinitol.

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