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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
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

Sources: doi: 10.1016/j.jalz.2005.06.228

Approval Year

PubMed

PubMed

TitleDatePubMed
Attenuation of oxidative stress and alteration of hepatic tissue ultrastructure by D-pinitol in streptozotocin-induced diabetic rats.
2010 Jun
D-pinitol promotes apoptosis in MCF-7 cells via induction of p53 and Bax and inhibition of Bcl-2 and NF-κB.
2014
Effects of D-Pinitol on Insulin Resistance through the PI3K/Akt Signaling Pathway in Type 2 Diabetes Mellitus Rats.
2015 Jul 8
D-pinitol mitigates tumor growth by modulating interleukins and hormones and induces apoptosis in rat breast carcinogenesis through inhibition of NF-κB.
2015 Jun
Patents

Sample Use Guides

In Vivo Use Guide
Sources: doi: 10.1016/j.jalz.2009.04.287
1500mg, 3000mg and 5000mg daily (during six weeks)
Route of Administration: Oral
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.
Name Type Language
PINITOL
MI   NDI   WHO-DD  
Common Name English
PINITOL, (+)-
Common Name English
Pinitol [WHO-DD]
Common Name English
PINITOL [NDI]
Common Name English
PINIOL
Brand Name English
MATEZIT
Common Name English
3-O-METHYL-L,2,4 CIS-3,5,6 TRANS HEXAHYDROXYCYCLBHEXANOL
Common Name English
D-(+)-PINITOL
Common Name English
PINITOL [USP-RS]
Common Name English
D-PINITOL
Common Name English
INOSITOL, 3-O-METHYL-, D-CHIRO-
Common Name English
PINITOL B
Common Name English
NDI 18 [FDMS]
Code English
METHYLINOSITOL [INCI]
Common Name English
INZITOL
Common Name English
D-CHIRO-INOSITOL, 3-O-METHYL-
Common Name English
PINITOL [MI]
Common Name English
NSC-128700
Code English
D-3-O-METHYL-CHIRO-INOSITOL
Common Name English
3-O-METHYL-(+)-CHIRO-INOSITOL
Common Name English
METHYLINOSITOL, (+)-
INCI  
INCI  
Official Name English
NIC5-15
Code English
(+)-PINITOL
Common Name English
3-O-METHYL-D-CHIRO-INOSITOL
Common Name English
Classification Tree Code System Code
DSLD 1908 (Number of products:3)
Created by admin on Sat Dec 16 01:27:34 GMT 2023 , Edited by admin on Sat Dec 16 01:27:34 GMT 2023
DSLD 1367 (Number of products:28)
Created by admin on Sat Dec 16 01:27:34 GMT 2023 , Edited by admin on Sat Dec 16 01:27:34 GMT 2023
Code System Code Type Description
DAILYMED
TF9HZN9T0M
Created by admin on Sat Dec 16 01:27:34 GMT 2023 , Edited by admin on Sat Dec 16 01:27:34 GMT 2023
PRIMARY
EPA CompTox
DTXSID50883108
Created by admin on Sat Dec 16 01:27:34 GMT 2023 , Edited by admin on Sat Dec 16 01:27:34 GMT 2023
PRIMARY
WIKIPEDIA
PINITOL
Created by admin on Sat Dec 16 01:27:34 GMT 2023 , Edited by admin on Sat Dec 16 01:27:34 GMT 2023
PRIMARY
CAS
10284-63-6
Created by admin on Sat Dec 16 01:27:34 GMT 2023 , Edited by admin on Sat Dec 16 01:27:34 GMT 2023
PRIMARY
FDA UNII
TF9HZN9T0M
Created by admin on Sat Dec 16 01:27:34 GMT 2023 , Edited by admin on Sat Dec 16 01:27:34 GMT 2023
PRIMARY
CHEBI
28548
Created by admin on Sat Dec 16 01:27:34 GMT 2023 , Edited by admin on Sat Dec 16 01:27:34 GMT 2023
PRIMARY
DRUG BANK
DB12969
Created by admin on Sat Dec 16 01:27:34 GMT 2023 , Edited by admin on Sat Dec 16 01:27:34 GMT 2023
PRIMARY
MESH
C515760
Created by admin on Sat Dec 16 01:27:34 GMT 2023 , Edited by admin on Sat Dec 16 01:27:34 GMT 2023
PRIMARY
RXCUI
1435864
Created by admin on Sat Dec 16 01:27:34 GMT 2023 , Edited by admin on Sat Dec 16 01:27:34 GMT 2023
PRIMARY RxNorm
MERCK INDEX
m8831
Created by admin on Sat Dec 16 01:27:34 GMT 2023 , Edited by admin on Sat Dec 16 01:27:34 GMT 2023
PRIMARY Merck Index
CHEBI
37208
Created by admin on Sat Dec 16 01:27:34 GMT 2023 , Edited by admin on Sat Dec 16 01:27:34 GMT 2023
PRIMARY
RS_ITEM_NUM
1539814
Created by admin on Sat Dec 16 01:27:34 GMT 2023 , Edited by admin on Sat Dec 16 01:27:34 GMT 2023
PRIMARY
NSC
128700
Created by admin on Sat Dec 16 01:27:34 GMT 2023 , Edited by admin on Sat Dec 16 01:27:34 GMT 2023
PRIMARY