D-Pinitol

Names

[ Name ]:
D-Pinitol

[Synonym ]:
PINITOL,D
Matezitol
1,2,3,4,5-Cyclohexanepentol, 6-methoxy-, (1β,2α,3α,4α,5β,6α)-
MFCD00216659
D-PINTIOL
(1R,2S,3r,4R,5S,6r)-6-Methoxy-1,2,3,4,5-cyclohexanepentol
(1R,2S,3r,4R,5S,6r)-6-Methoxycyclohexane-1,2,3,4,5-pentol
CathartoMannitol
3-O-methyl ether of D-chiro-inositol
3-O-Methyl-D-chiro-inositol
1D-3-O-methyl-chiro-inositol
Sennitol
O-methyl inositol
D-Pinitol
Pinit

Biological Activity

[Description]:

D-pinitol (3-O-Methyl-D-chiro-inositol) is a natural compound presented in several plants, like Pinaceae and Leguminosae plants. D-pinitol exerts hypoglycemic activity and protective effects in the cardiovascular system[1][2].

[Related Catalog]:

Research Areas >> Cardiovascular Disease

Signaling Pathways >> Others >> Others

[In Vitro]

D-pinitol promotes apoptosis in MCF-7 cells via induction of p53 and Bax and inhibition of Bcl-2 and NF-κB[3].

[References]

[1]. Gao Y, et al. Effects of D-Pinitol on Insulin Resistance through the PI3K/Akt Signaling Pathway in Type 2Diabetes Mellitus Rats. J Agric Food Chem. 2015 Jul 8;63(26):6019-26.

[2]. Moreira LN, et al. Activation of eNOS by D-pinitol Induces an Endothelium-Dependent Vasodilatation in MouseMesenteric Artery. Front Pharmacol. 2018 May 22;9:528.

[3]. Rengarajan T, et al. D-pinitol promotes apoptosis in MCF-7 cells via induction of p53 and Bax and inhibition of Bcl-2 and NF-κB. Asian Pac J Cancer Prev. 2014;15(4):1757-62.

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
317.2±42.0 °C at 760 mmHg

[ Melting Point ]:
178-185ºC

[ Molecular Formula ]:
C₇H₁₄O₆

[ Molecular Weight ]:
194.182

[ Flash Point ]:
145.6±27.9 °C

[ Exact Mass ]:
194.079041

[ PSA ]:
110.38000

[ LogP ]:
-0.74

[ Vapour Pressure ]:
0.0±1.5 mmHg at 25°C

[ Index of Refraction ]:
1.588

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
C;F

[ Risk Phrases ]:
R11

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2909499000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2909499000

[ Summary ]:
2909499000. ether-alcohols and their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:5.5%. General tariff:30.0%

Articles

Attenuation of oxidative stress and alteration of hepatic tissue ultrastructure by D-pinitol in streptozotocin-induced diabetic rats.

Free Radic. Res. 44(6) , 668-78, (2010)

The present study was aimed to investigate the effect of D-pinitol on hyperglycaemia mediated oxidative stress by analysing the hepatic antioxidant competence, pro-inflammatory cytokines and ultrastru...

The immunosuppressive effects of Agyrolobium roseum and pinitol in experimental animals.

Int. Immunopharmacol. 11(2) , 286-91, (2011)

Argyrolobium roseum (Papilionaceae) is a sexually reproducing, rare, annual herb that grows in tropical and sub-temperate tracts of the north-western Himalayan region of the Indian subcontinent. The p...

Determination of D-pinitol in carob syrup.

Int. J. Food Sci. Nutr. 62(6) , 572-6, (2011)

Carob syrup is a traditional product native to the Mediterranean region, containing a high concentration of sugar, phenolic compounds and minerals. d-pinitol is a bioactive component extracted from le...