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Details

Stereochemistry ABSOLUTE
Molecular Formula C7H14O6
Molecular Weight 194.1825
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PINITOL

SMILES

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

InChI

InChIKey=DSCFFEYYQKSRSV-KLJZZCKASA-N
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

HIDE SMILES / InChI

Molecular Formula C7H14O6
Molecular Weight 194.1825
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Methylinositol is a natural product in the family of inositols. It is found in many foods as well as pine tree bark. Methylinositol is found naturally in many foods and is commercially available as an approved food supplement. Methylinositol can mediate insulin action to improve glycemic control and insulin sensitivity in patients with type 2 diabetes mellitus, especially in patients with insulin resistance. It plays a positive role in regulating insulin-mediated glucose uptake in the liver through translocation and activation of the PI3K/Akt signaling pathway. The compound also modulates gamma-secretase to reduce A-betta production while sparing cleavage of the gamma-secretase substrate Notch. Methylinositol improves cognitive function and memory deficits in preclinical models of Alzheimer's disease (AD) neuropathology. Methylinositol was will tolerated in the population of AD subjects of varying age and severity. No serious adverse effects were detected in clinical trials. Many plant-derived compounds have excellent therapeutic potential against various human ailments. It was shown, that methylinositol mitigates tumor growth by modulating interleukins and hormones and induces apoptosis in rat breast carcinogenesis through inhibition of NF-κB.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown

Sourcing

PubMed

Sample Use Guides

In Vivo Use Guide
1500mg, 3000mg and 5000mg daily (during six weeks)
Route of Administration: Oral
In Vitro Use Guide
The exposure of D-pinitol at different concentrations such as 20, 40, 60, 80, 100 and 120 uM for 24hr resulted in decrease of MCF-7 cell proliferation in a dose dependent manner. It exhibits 47.3% reduced cell viability at 40 uM, and the viability was decreased more than 52% (cell proliferation) at 60 uM.
Substance Class Chemical
Record UNII
TF9HZN9T0M
Record Status Validated (UNII)
Record Version