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
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
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 Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL2094135 |
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Target ID: PI3K/Akt signaling pathway Sources: https://www.ncbi.nlm.nih.gov/pubmed/26063468 |
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Target ID: WP408 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20370563 |
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Target ID: GO:0038061 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25827943 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Sources: http://adisinsight.springer.com/drugs/800023662 DOI: 10.1016/j.jalz.2009.04.287 |
Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Attenuation of oxidative stress and alteration of hepatic tissue ultrastructure by D-pinitol in streptozotocin-induced diabetic rats. | 2010 Jun |
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D-pinitol promotes apoptosis in MCF-7 cells via induction of p53 and Bax and inhibition of Bcl-2 and NF-κB. | 2014 |
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Effects of D-Pinitol on Insulin Resistance through the PI3K/Akt Signaling Pathway in Type 2 Diabetes Mellitus Rats. | 2015 Jul 8 |
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D-pinitol mitigates tumor growth by modulating interleukins and hormones and induces apoptosis in rat breast carcinogenesis through inhibition of NF-κB. | 2015 Jun |
Sample Use Guides
1500mg, 3000mg and 5000mg daily (during six weeks)
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24641404
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.
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Classification Tree | Code System | Code | ||
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DSLD |
1908 (Number of products:3)
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1367 (Number of products:28)
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TF9HZN9T0M
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DTXSID50883108
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PINITOL
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10284-63-6
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TF9HZN9T0M
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28548
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DB12969
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C515760
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1435864
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m8831
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37208
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1539814
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128700
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SUBSTANCE RECORD