Names | |
---|---|
IUPAC name
1D-chiro-Inositol
| |
Systematic IUPAC name
(1R,2S,3R,4S,5S,6S)-6-Methoxycyclohexane-1,2,3,4,5-pentol | |
Other names
3-O-Methyl-D-chiro-inositol
D-(+)-chiro-Inositol D-Pinitol Inzitol D-(+)-Pinitol (+)-Pinitol Sennitol Pinnitol | |
Identifiers | |
3D model (
JSmol)
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|
ChEBI | |
ChEMBL | |
ChemSpider | |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C7H14O6 | |
Molar mass | 194.183 g·mol−1 |
Melting point | 179 to 185 °C (354 to 365 °F; 452 to 458 K) |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Pinitol is a cyclitol, a cyclic polyol. It is a known anti-diabetic agent isolated from Sutherlandia frutescens leaves. [1] [2] Gall plant tannins can be differentiated by their content of pinitol. [3] It was first identified in the sugar pine ( Pinus lambertiana). [4] It is also found in other plants, such as in the pods of the carob tree. [5]
Certain variants of the bacteria Pseudomonas putida have been used in organic synthesis, the first example being the oxidation of benzene, employed by Steven Ley in the synthesis of (±)-pinitol. [6]
Ciceritol is a pinitol digalactoside that can be isolated from seeds of chickpea, lentil and white lupin. [7]
A cyclitol derivative can be found in the marine sponge Petrosia sp. [8]
D-pinitol is the most widely distributed inositol ether in plants. [9] In Angiosperms, D-pinitol has a relatively straight forward and short biosynthesis which proceeds via the Loewus pathway. The precursor to the biosynthesis pathway is glucose-6-phosphate, which is converted to D-ononitol (1-D-4-O-methyl-myo-inositol) via myo-inositol. Ononitol is epimerized to yield D-pinitol via a D-ononitol epimerase using NADPH as a cofactor. [10]
Names | |
---|---|
IUPAC name
1D-chiro-Inositol
| |
Systematic IUPAC name
(1R,2S,3R,4S,5S,6S)-6-Methoxycyclohexane-1,2,3,4,5-pentol | |
Other names
3-O-Methyl-D-chiro-inositol
D-(+)-chiro-Inositol D-Pinitol Inzitol D-(+)-Pinitol (+)-Pinitol Sennitol Pinnitol | |
Identifiers | |
3D model (
JSmol)
|
|
ChEBI | |
ChEMBL | |
ChemSpider | |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C7H14O6 | |
Molar mass | 194.183 g·mol−1 |
Melting point | 179 to 185 °C (354 to 365 °F; 452 to 458 K) |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Pinitol is a cyclitol, a cyclic polyol. It is a known anti-diabetic agent isolated from Sutherlandia frutescens leaves. [1] [2] Gall plant tannins can be differentiated by their content of pinitol. [3] It was first identified in the sugar pine ( Pinus lambertiana). [4] It is also found in other plants, such as in the pods of the carob tree. [5]
Certain variants of the bacteria Pseudomonas putida have been used in organic synthesis, the first example being the oxidation of benzene, employed by Steven Ley in the synthesis of (±)-pinitol. [6]
Ciceritol is a pinitol digalactoside that can be isolated from seeds of chickpea, lentil and white lupin. [7]
A cyclitol derivative can be found in the marine sponge Petrosia sp. [8]
D-pinitol is the most widely distributed inositol ether in plants. [9] In Angiosperms, D-pinitol has a relatively straight forward and short biosynthesis which proceeds via the Loewus pathway. The precursor to the biosynthesis pathway is glucose-6-phosphate, which is converted to D-ononitol (1-D-4-O-methyl-myo-inositol) via myo-inositol. Ononitol is epimerized to yield D-pinitol via a D-ononitol epimerase using NADPH as a cofactor. [10]