Skip to Content
Merck
CN

441252

D-Pinitol

95%

Synonym(s):

3-O-Methyl-D-chiro-inositol

Sign In to View Organizational & Contract Pricing.

Select a Size


About This Item

Empirical Formula (Hill Notation):
C7H14O6
CAS Number:
Molecular Weight:
194.18
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352112
MDL number:
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

D-Pinitol, 95%

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

SMILES string

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

InChI key

DSCFFEYYQKSRSV-KLJZZCKASA-N

assay

95%

form

powder

optical activity

[α]20/D 60.0 to 70.0°, c = 1% in H2O

mp

179-185 °C (lit.)

functional group

ether
hydroxyl

Quality Level

Looking for similar products? Visit Product Comparison Guide

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.

General description

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

A Llanes et al.
Plant biology (Stuttgart, Germany), 15 Suppl 1, 118-125 (2012-07-04)
The success of Prosopis strombulifera in growing under high NaCl concentrations involves a carefully controlled balance among different processes, including compartmentation of Cl(-) and Na(+) in leaf vacuoles, exclusion of Na(+) in roots, osmotic adjustment and low transpiration. In contrast
Shan-Chi Liu et al.
International immunopharmacology, 12(3), 494-500 (2012-01-25)
Numerous studies have indicated that inflammatory cytokines play a major role in osteoclastogenesis, leading to the bone resorption that is frequently associated with osteoporosis. D-pinitol, a 3-methoxy analogue of D-chiroinositol, was identified as an active principle in soy foods and
Nhung Thuy Dang et al.
Bioscience, biotechnology, and biochemistry, 74(5), 1062-1067 (2010-05-13)
Diabetes mellitus is a complex disease that is characterized by the defection of insulin sensitivity in such peripheral tissues as skeletal muscle, adipose tissue and liver. We have previously demonstrated that certain inositol derivatives stimulated glucose uptake accompanied by the
Synthesis of azole nucleoside analogues of D-pinitol as potential antitumor agents.
Zhan T and Lou H.
Carbohydrate Research, 342(6), 865-869 (2007)
Thamaraiselvan Rengarajan et al.
Journal of experimental therapeutics & oncology, 10(1), 39-49 (2012-09-06)
We have reported here that the ameliorative potentials of D-Pinitol during 7, 12-Dimethylbenz [a] anthracene induced experimental breast carcinogenesis. DMBA is a potent organ specific carcinogen which is widely employed to induce mammary carcinoma in rats. D-Pinitol a natural inositol

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service