INOSITOL

US Previously Marketed

First approved in 1949

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H12O6
Molecular Weight	180.1559
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=CDAISMWEOUEBRE-GPIVLXJGSA-N

InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3-,4+,5-,6-

HIDE SMILES / InChI

Description
Sources: http://www.rxlist.com/inositol/supplements.htm
Curator's Comment: description was created based on several sources, including: http://www.fda.gov/Food/IngredientsPackagingLabeling/GRAS/SCOGS/ucm260436.htm

Inositol is a vitamin-like substance. It is found in many plants and animals. It is produced by the human body from glucose, it is not an essential nutrient. Inositol and some of its mono- and polyphosphates function as the basis for a number of signaling and secondary messenger molecules. Inositol is used for diabetic nerve pain, panic disorder, high cholesterol, insomnia, cancer, depression, schizophrenia, Alzheimer’s disease, attention deficit-hyperactivity disorder (ADHD), autism, promoting hair growth, a skin disorder called psoriasis, and treating side effects of medical treatment with lithium. Inositol is also used by mouth for treating conditions associated with polycystic ovary syndrome, including failure to ovulate; high blood pressure; high triglycerides; and high levels of testosterone. Inositol is possibly safe for most adults. It can cause nausea, tiredness, headache, and dizziness.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Serotonin 2 (5-HT2) receptor 90 Target ID: CHEMBL2095200 Sources: http://www.ncbi.nlm.nih.gov/pubmed/11163636	Activator 1447

Conditions

Condition	Modality	Highest Phase	Product
Panic disorder 24 Sources: http://www.rxlist.com/inositol/supplements.htm http://dmpharma.co.in/Myo-inositol,L-methyl%20Folate%20Calcium%20and%20Vitamin%20D3%20Tablets.html	Primary	Phase I 438	MYOFORT-3G Approved Use Unknown
Obsessive-compulsive disorder 33 Sources: http://www.rxlist.com/inositol/supplements.htm http://dmpharma.co.in/Myo-inositol,L-methyl%20Folate%20Calcium%20and%20Vitamin%20D3%20Tablets.html	Primary	Phase I 438	MYOFORT-3G Approved Use Unknown
Polycystic ovary syndrome 2 Sources: http://www.rxlist.com/inositol/supplements.htm	Primary	Approved 8583	MYOFORT-3G Approved Use GRAS. The formula is useful in polycystic ovary syndrome treatment.

PubMed

Title	Date	PubMed
Inositol phosphates from barley low-phytate grain mutants analysed by metal-dye detection HPLC and NMR.	2001-03-01	11171128
Characterization and mapping of the 12 kDa FK506-binding protein (FKBP12)-binding site on different isoforms of the ryanodine receptor and of the inositol 1,4,5-trisphosphate receptor.	2001-03-01	11171121
Evidence that 2-aminoethyl diphenylborate is a novel inhibitor of store-operated Ca2+ channels in liver cells, and acts through a mechanism which does not involve inositol trisphosphate receptors.	2001-03-01	11171105
Regulation of slow wave frequency by IP(3)-sensitive calcium release in the murine small intestine.	2001-03	11171626
Desensitization of angiotensin II: effect on [Ca2+]i, inositol triphosphate, and prolactin in pituitary cells.	2001-03	11171601
Muscarinic stimulation increases basal Ca(2+) and inhibits spontaneous Ca(2+) transients in murine colonic myocytes.	2001-03	11171588
Progesterone treatment abolishes exogenously expressed ionic currents in Xenopus oocytes.	2001-03	11171587
Integrin mobilizes intracellular Ca(2+) in renal vascular smooth muscle cells.	2001-03	11171579
Intracellular calcium dynamics and membrane conductance changes evoked by Deiters' cell purinoceptor activation in the organ of Corti.	2001-03	11162856
Multiple effects of caffeine on Ca2+ release and influx in human B lymphocytes.	2001-03	11162852
Role of the ENTH domain in phosphatidylinositol-4,5-bisphosphate binding and endocytosis.	2001-02-09	11161217
Melanocortin receptor-mediated mobilization of intracellular free calcium in HEK293 cells.	2001-02-07	11161002
1,10-Phenanthroline inhibits glycosylphosphatidylinositol anchoring by preventing phosphoethanolamine addition to glycosylphosphatidylinositol anchor precursors.	2001-02-06	11170445
Crucial role of type 1, but not type 3, inositol 1,4,5-trisphosphate (IP(3)) receptors in IP(3)-induced Ca(2+) release, capacitative Ca(2+) entry, and proliferation of A7r5 vascular smooth muscle cells.	2001-02-02	11157673
Inositol 1,4,5-trisphosphate receptor isoform expression in mouse pancreatic islets: effects of carbachol.	2001-02-01	11172737
A two-state receptor model for the interaction between angiotensin II type 1 receptors and non-peptide antagonists.	2001-02-01	11172731
Sarcoplasmic/endoplasmic-reticulum-Ca2+-ATPase-mediated Ca2+ reuptake, and not Ins(1,4,5)P3 receptor inactivation, prevents the activation of macroscopic Ca2+ release-activated Ca2+ current in the presence of physiological Ca2+ buffer in rat basophilic leukaemia-1 cells.	2001-02-01	11171053
Role of Ins(1,4,5)P3, cADP-ribose and nicotinic acid-adenine dinucleotide phosphate in Ca2+ signalling in mouse submandibular acinar cells.	2001-02-01	11171052
Nicotinic acid-adenine dinucleotide phosphate (NAADP) elicits specific microsomal Ca2+ release from mammalian cells.	2001-02-01	11171049
Calcium currents and arrhythmias: insights from molecular biology.	2001-02-01	11165554
Injection of a sperm extract triggers egg activation in the newt Cynops pyrrhogaster.	2001-02-01	11161564
Rac and phosphatidylinositol 3-kinase regulate the protein kinase B in Fc epsilon RI signaling in RBL 2H3 mast cells.	2001-02-01	11160204
The endoplasmic reticulum is a glucose-modulated high-affinity sink for Ca2+ in mouse pancreatic beta-cells.	2001-02-01	11158282
Inositol-1,4,5-trisphosphate-binding proteins controlling the phototransduction cascade of invertebrate visual cells.	2001-02	11171300
Human platelets bind and degrade 2-arachidonoylglycerol, which activates these cells through a cannabinoid receptor.	2001-02	11168423
Clinical usefulness of measuring urinary polyol excretion by gas-chromatography/mass-spectrometry in type 2 diabetes to assess polyol pathway activity.	2001-02	11165691
2-Aminoethoxydiphenyl borate affects the inositol 1,4,5-trisphosphate receptor, the intracellular Ca2+ pump and the non-specific Ca2+ leak from the non-mitochondrial Ca2+ stores in permeabilized A7r5 cells.	2001-02	11162848
Voltage dependence of the [Ca2+](i) oscillations system, in the Mg2+ -stimulated oocyte of the prawn Palaemon serratus.	2001-02	11162847
Regulation of thromboxane receptor (TP) phosphorylation by protein phosphatase 1 (PP1) and PP2A.	2001-02	11160648
Signaling mechanisms for the selective vasoconstrictor effect of norbormide on the rat small arteries.	2001-02	11160631
Requirement for Ca2+ signaling in the mechanism of thrombin-induced increase in endothelial permeability.	2001-02	11159002
PTH and PTH-related peptide enhance steroid secretion from human adrenocortical cells.	2001-02	11158922
Brain proton magnetic resonance spectroscopy and imaging in children exposed to cocaine in utero.	2001-02	11158451
Human angiotensin II type 1 receptor isoforms encoded by messenger RNA splice variants are functionally distinct.	2001-02	11158334
Adenosine triphosphate-evoked cytosolic calcium oscillations in human granulosa-luteal cells: role of protein kinase C.	2001-02	11158045
Quantitative short echo time proton magnetic resonance spectroscopic imaging study of malformations of cortical development causing epilepsy.	2001-02	11157569
Crystal structure and catalytic mechanism of the MJ0109 gene product: a bifunctional enzyme with inositol monophosphatase and fructose 1,6-bisphosphatase activities.	2001-01-23	11170378
Inhibition of CaT1 channel activity by a noncompetitive IP3 antagonist.	2001-01-12	11162491
Structure elucidation of sphingolipids from the mycopathogen Sporothrix schenckii: identification of novel glycosylinositol phosphorylceramides with core manalpha1-->6Ins linkage.	2001-01-12	11162471
The antidepressant activity of inositol in the forced swim test involves 5-HT(2) receptors.	2001-01-08	11163636
Alternative splice variants of hTrp4 differentially interact with the C-terminal portion of the inositol 1,4,5-trisphosphate receptors.	2001-01-05	11163362
The effects of inositol treatment in animal models of psychiatric disorders.	2001-01	11172878
Traumatic injury of cultured astrocytes alters inositol (1,4,5)-trisphosphate-mediated signaling.	2001-01	11169788
Polymeric IgA binding to the human pIgR elicits intracellular signalling, but fails to stimulate pIgR-transcytosis.	2001-01	11169207
Novel effects of 5,8,11-eicosatriynoic acid, a lipoxygenase inhibitor, on Ca2+ mobilization in Madin Darby canine kidney cells.	2001-01	11169157
Saccharin activates cation conductance via inositol 1,4,5-trisphosphate production in a subset of isolated rod taste cells in the frog.	2001-01	11168535
Effects of extracellular nucleotides and nucleosides on prostate carcinoma cells.	2001-01	11159704
Chlorpromazine inhibits store-operated calcium entry and subsequent noradrenaline secretion in PC12 cells.	2001-01	11159689
Intercellular Ca2+ wave propagation through gap-junctional Ca2+ diffusion: a theoretical study.	2001-01	11159384
Differential neuronal localizations and dynamics of phosphorylated and unphosphorylated type 1 inositol 1,4,5-trisphosphate receptors.	2001	11166129

Patents

Sample Use Guides

In Vivo Use Guide

For panic disorder: 12 to 18 grams per day. For obsessive-compulsive disorder: inositol 18 grams per day. For treating symptoms associated with polycystic ovary syndrome: D-chiro-inositol 1200 mg per day. For treating lithium-related psoriasis: 6 grams daily.

Route of Administration: Oral

In Vitro Use Guide

The kinetics of germinal vesicle breakdown after 4 h of incubation was significantly higher in oocytes incubated with 30 mmol/l of myo-inositol than in controls (P < 0.001).

Name

Type

Language

myo-Inositol

Preferred Name

English

INOSITOL

Official Name

English

INOSITOL [FCC]

Common Name

English

Inositol [WHO-DD]

Common Name

English

INOSITOL [VANDF]

Common Name

English

INOSITOL [MI]

Common Name

English

inositol [INN]

Common Name

English

I-INOSITOL

Common Name

English

1,2,3,5-TRANS-4,6-CYCLOHEXANEHEXOL, CIS-

Common Name

English

NSC-25142

Code

English

NSC-55551

Code

English

INOSITOL [USAN]

Common Name

English

INOSITOL, MYO-

Common Name

English

NSC-404118

Code

English

MYO-INOSITOL [EP MONOGRAPH]

Common Name

English

CIS-1,2,3,5-TRANS-4,6-CYCLOHEXANEHEXOL

Common Name

English

NSC-8101

Code

English

INOSITOL [MART.]

Common Name

English

INOSITOL [USP-RS]

Common Name

English

INOSITOL, MYO

Common Name

English

Classification Tree Code System Code

WHO-ATC

A11HA07