INOSITOL

CAS Number: 87-89-8 
EC Number: 201-781-2
Molecular Formula: C6H12O6
Molecular Weight: 180.16

Inositol is a vitamin-like substance. 
Inositol is found in many plants and animals. 

Inositol is also produced in the human body and can be made in a laboratory. 
Inositol can be found in many forms (called isomers). 

The most common forms are myo-inositol and D-chiro-inositol.
Inositol is used to for metabolic syndrome and polycystic ovary syndrome (PCOS). 
Inositol's also used for many other conditions, but there is no good scientific evidence to support most of these uses.

Inositol might balance certain chemicals in the body to possibly help with mental conditions such as panic disorder, depression, and obsessive-compulsive disorder. 
Inositol might also help insulin work better. 
This might help with conditions such as polycystic ovary syndrome or diabetes during pregnancy.

Inositol is a substance found naturally in cantaloupe, citrus fruit, and many fiber-rich foods (such as beans, brown rice, corn, sesame seeds, and wheat bran). 
Inositol is also sold in supplement form and used as a complementary therapy to treat a wide range of medical conditions, including metabolic and mood disorders.

Inositol is often referred to as vitamin B8, but Inositol is not actually a vitamin. 
Inositol's a type of sugar that influences the insulin response and several hormones associated with mood and cognition. 
Inositol also has antioxidant properties that fight the damaging effects of free radicals in the brain, circulatory system, and other body tissues.

D-chiro-inositol, inositol hexaphosphate (often referred to as "IP6") and the compound myo-inositol are the most widely used inositol supplements. 
They are generally considered safe if taken appropriately.

Inositol is a word that collectively refers to molecules with a similar structure, a collection of nine stereoisomers. 
While the term 'inositol' is used commonly with dietary supplements, Inositol usually refers to a specific stereoisomer called myo-inositol. 

Inositols are pseudovitamin compounds that are falsely said to belong to the B-complex family, and are found in most foods but in highest levels in whole grains and citrus fruits.
Myo-inositol shows the most promise as a dietary supplement for promoting female fertility, restoring insulin sensitivity in instances of resistance (type II diabetes and polycystic ovarian syndrome being the most well investigated), and for reducing anxiety as well. 

Due to the mixed benefits to insulin resistance and fertility, myo-inositol is considered a good treatment for PCOS in women.
Inositol also holds some promise as an anti-depressant (although not as impressive as Inositols anxiolytic and anti-panic effects) and against some other conditions associated with anxiety such as panic disorders and binge eating. 

Inositol is relatively ineffective for schizophrenia and autism, and has failed in treating PTSD despite Inositols anti-panic effects.
In part because of Inositols benefits to fertility and PCOS, as well as the anxiolytic effects potentially helping symptoms of PMS (dysphoria and anxiety mostly), myo-inositol is sometimes referred to as a general female health supplement. 

At times, the anti-depressant effects associated with this supplement seem to only work in females with males having no benefit.
Inositol is a very safe supplement to ingest, and all side-effects associated with myo-inositol are merely mild gastrointestinal distress from high doses. 
High doses (usually in the 12-18g range) are required for any neurological effects while lower doses (2-4g) are sufficient for fertility and insulin sensitizing effects.

Inositol is a type of sugar molecule, similar to glucose, but with several substantially different biological functions. 
Inositol is produced by the body and is found naturally in foods.  

Inositol has been studied extensively for use as a dietary supplement due to Inositols many potential health benefits.  
Fertility specialists worldwide are keenly interested in inositol because research indicates Inositol can encourage PCOS patients to ovulate regularly and improve their chances of achieving pregnancy. 

Inositol is also a component of phospholipids and, similar to choline, results in a fatty liver, if insufficient in supply. 
Inositol is synthesized from glucose-6-phosphate after cyclization. 

In some animals, particularly gerbils and hamsters, there is a nutritional need for inositol when they are given diets containing coconut oil. 
Myoinositol is plentiful in foodstuffs. 

The estimated daily intake for large animals can be as high as 1 or 2 g per day. 
Inositol is particularly important in cellular signal transduction and phospholipid assembly. 

Plasma levels of inositol are increased during renal disease and nephrectomy. 
The presence of myoinositol hexabisphosphate (InsP6) in biological fluids (blood, urine, saliva, interstitial fluid) of animals has been clearly demonstrated. 

The existence of intracellular InsP6 in mammalian cells has also been established. 
A relationship between InsP6 ingestion and the InsP6 distribution in various tissues exists. 
Whereas intracellular inositol depends on endogenous synthesis, depletion of extracellular InsP6 occurs at high rates when InsP6-poor diets are consumed. 

Consequently, there are probably health benefits that are linked to dietary inositol and InsP6 intake. 
The suggestion that inositol is important in young animals came from studies carried out throughout the 1970s and 1980s. 

In particular, Inositol was noted that female gerbils fed a diet containing high coconut oil (relatively saturated) develop an intestinal lipodystrophy that is not seen in animals fed a diet containing 20% safflower oil (relatively unsaturated) or a diet of 20% coconut oil supplemented with 0.1% inositol. 
The level of inositol in the intestinal tissue of animals fed the coconut oil diet not supplemented with inositol has been shown to decrease. 
Clearance of lipid (i.e., resolution of the lipodystrophy) was dependent on inositol.

Inositol is a natural molecule found in the phospholipids of cell membranes, in the lipoproteins of the plasma and, in the form of phosphate, in the cell nucleus. 
When we talk about inositol, we actually refer to a group of nine different stereoisomers, so Inositol would be more correct to use the plural “Inositols”. 
Among these, however, the term inositol is generally used to refer to the most bioavailable type, myo-inositol.

Inositol may also be effective as a supplemental treatment for the below conditions:
Schizophrenia
Alzheimer’s Disease
Autism
Depression
Diabetic Nerve Pain
Attention Deficit-Hyperactivity Disorder (ADHD)
Cancer
Hair Growth
High Cholesterol
Insomnia
Fat Metabolization
Sources of Inositol

As previously mentioned, inositol is found in naturally in certain foods but in fairly low levels. 
The highest levels of inositol are usually found in whole grains and citrus fruits.

Common Food Sources:
Oranges
Grapefruit
Dried prunes
Great northern beans
Navy beans
Stone ground wheat
Bran flakes

Inositol is sometimes marketed as vitamin B8 – however, so is a substance called AMP (adenosine monophosphate). 
Be sure to look for supplements specifically labeled inositol or myo-inositol.

Applications of Inositol:
Inositol should not be routinely implemented for the management of preterm babies who have or are at a risk of infant respiratory distress syndrome (RDS).
Noteworthily, myo-inositol helps prevent neural tube defects with particular efficacy in combination with folic acid.

Inositol is considered a safe and effective treatment for polycystic ovary syndrome (PCOS). 
Inositol works by increasing insulin sensitivity, which helps to improve ovarian function and reduce hyperandrogenism.

Inositol is also shown to reduce the risk of metabolic disease in people with PCOS.
In addition, thanks to Inositols role as FSH second messenger, myo-inositol is effective in restoring FSH/LH ratio and menstrual cycle regularization.

myo-Inositol's role as FSH second messenger leads to a correct ovarian follicle maturation and consequently to a higher oocyte quality. 
Improving the oocyte quality in both women with or without PCOS, myo-inositol can be considered as a possible approach for increasing the chance of success in assisted reproductive technologies.

In contrast, D-chiro-inositol can impair oocyte quality in a dose-dependent manner.
The high level of DCI seems to be related to elevated insulin levels retrieved in about 70% of PCOS women.
In this regard, insulin stimulates the irreversible conversion of myo-inositol to D-chiro-inositol causing a drastic reduction of myo-inositol. 

Myo-Inositol is a growth factor for animals and microorganisms. 
Inositol is the most abundant form of polyols that serves as a structural element of secondary messengers in eukaryotic cells. 

Inositol is used as an adulterant in many illegal drugs like cocaine and methamphetamine. 
Further, Inositol is used as a stand-in for cocaine on television and film.

Health Benefits of Inositol:

Alternative health providers recommend inositol supplements for a wide range of health conditions, including:
Anxiety
Depression
Diabetes
High cholesterol
Metabolic syndrome
Panic disorder
Polycystic ovary syndrome (PCOS)

Inositol, or more precisely myo-inositol, is a carbocyclic sugar that is abundant in the brain and other mammalian tissues.
Inositol mediates cell signal transduction in response to a variety of hormones, neurotransmitters, and growth factors and participates in osmoregulation.

Inositol is a sugar alcohol with half the sweetness of sucrose (table sugar). 
Inositol is made naturally in humans from glucose. 

A human kidney makes about two grams per day. 
Other tissues synthesize Inositol too, and the highest concentration is in the brain, where Inositol plays an important role by making other neurotransmitters and some steroid hormones bind to their receptors.

Inositol is promoted as a dietary supplement in the management of polycystic ovary syndrome (PCOS). 
However, there is only evidence of very low quality for Inositols efficacy in increasing fertility in women with PCOS.

In addition, inositol is believed by some to slow the progression of Alzheimer's disease and prevent certain cancers. 
Some people also use inositol to promote hair growth or overcome insomnia. 

Research, however, is lacking.
According to the latest research, inositol may be beneficial for some disorders, including mental health issues, PCOS, and metabolic disorders. 

Mood and Anxiety Disorders:
Inositol is believed to improve depression, anxiety, and other mental disorders by stimulating the production of the "feel-good" hormones serotonin and dopamine. 
The hypothesis is largely supported by research in which myo-inositol concentrations in blood is suggested a reliable marker for clinical depression.

The benefits have mostly been seen in people with panic disorder (PD) in whom depression is common.
A small study published in the Journal of Clinical Psychopharmacology investigated the effect of myo-inositol on 20 people with PD.

After being provided a daily 18-gram dose of myo-inositol for four weeks, the participants were given a daily 150-mg dose of Luvox (fluvoxamine)—a commonly prescribed psychiatric drug—for the four weeks. 
When compared to a matched set of individuals not given myo-inositol, those who did had an average of 2.4 fewer panic attacks per week.

A number of other studies have investigated the use of inositol with selective serotonin reuptake inhibitors (SSRIs) used to treat a variety of depressive and anxiety disorders. 
The results have thus far been inconclusive.

While an earlier double-blind study found that a daily 12-gram dose of inositol improved depression scores compared to people provided a placebo, the results have not been replicated elsewhere.
In addition to panic disorder, inositol may be useful in treating obsessive-compulsive disorder (OCD), attention deficit-hyperactivity disorder (ADHD), and post-traumatic stress disorder (PTSD) given Inositol effect on serotonin and dopamine levels.

Metabolic Disorders:
There is evidence to suggest inositol can correct may metabolic disorders that contribute to the development of high blood pressure, diabetes, and metabolic syndrome.
A 2016 pilot study published in the International Journal of Endocrinology reported that people with type 2 diabetes given myo-inositol and d-chiro-inositol daily along with their anti-diabetes drugs had a significant drop in their fasting blood glucose (192.6 mg/dL down to 160.9 mg/dL) and A1C (8.6 percent down to 7.7 percent) after three months.

Another small study published in the journal Menopause suggested that myo-inositol may aid in the treatment of metabolic syndrome in postmenopausal women. 
According to the research, women assigned to six months of myo-inositol supplements experienced significantly greater improvements in blood pressure and cholesterol levels than women provided a placebo.

When treated with myo-inositol, women with metabolic syndrome experienced an 11 percent drop in diastolic blood pressure, a 20 percent drop in triglycerides, and a 22 percent increase in "good" high-density lipoprotein (HDL) cholesterol.
All of these values translate to an improvement of metabolic syndrome as well as a decreased risk of cardiovascular disease.

Polycystic Ovary Syndrome (PCOS):
D-chiro-inositol may help manage PCOS, according to a small study published in Endocrine Practice. 
For this study, 20 women with PCOS were given either a placebo or 6 grams of D-chiro-inositol once daily for six to eight weeks.

The results revealed that D-chiro-inositol helped treat several abnormalities associated with PCOS, including high blood pressure and elevated levels of blood fats. 
In addition, elevated testosterone levels (consistent with PCOS-related hormone imbalances) decreased by 73 percent compared to 0 percent for those given a placebo.
Generally speaking, a normalization of hormonal balances translates to an improvement of PCOS symptoms.

Other Benefits of Inositol:
Inositol has also been found to reduce psoriasis symptoms in people taking lithium, a drug commonly prescribed to treat bipolar disorder, depression, schizophrenia, and eating disorders. 
Depending on the usage, lithium-induced psoriasis can affect anywhere from 3 percent to 45 percent of users.

Inositols and PCOS:
While the research is promising, Inositol's important to understand the basics of inositol as Inositol applies to PCOS. 
Here’s what to know, but remember to speak to your doctor before taking any supplements.

Inositols such as myo- and d-chiro inositol (DCI) are considered members of the B-vitamin group, but are in fact carbohydrates (sugars) that also possess antioxidant properties. 
Inositol is found in healthier foods such as fruits, beans, grains, and nuts, though Inositol is also made by the body.

Myo and DCI work as secondary messengers relaying signals involved in insulin regulation.
Inositol is believed that women with PCOS may have a defect in the body’s ability to convert myo into DCI, which contributes to insulin resistance and infertility.
Supplementing with inositol is well tolerated (no gastrointestinal side effects like those associated with metformin) and has been shown to improve insulin levels and reduce intense cravings.

Inositol hexaphosphate may be useful in reducing side effects from chemotherapy.
Inositol hexaphosphate (IP6) is a carbohydrate found naturally in many plants and mammalian cells, where Inositol performs important messenger roles and affects numerous cellular processes. 

Inositol was shown to have anticancer and anti-angiogenic effects.
Small studies of breast cancer patients showed that IP6 may reduce chemotherapy-induced side effects. 

Myo-inositol may also have chemopreventive effects in some patients with chronic lung disease. 
Large-scale studies are needed to confirm these effects.

Commonly Known As:
inositol
D-chiro-inositol
inositol hexaphosphate (or "IP6")
myo-inositol

Overview:
myo-Inositol plays an important role as the structural basis for a number of secondary messengers in eukaryotic cells, the various inositol phosphates. 
In addition, inositol serves as an important component of the structural lipids phosphatidylinositol (PI) and Inositols various phosphates, the phosphatidylinositol phosphate (PIP) lipids.

Inositol or Inositols phosphates and associated lipids are found in many foods, in particular fruit, especially cantaloupe and oranges.
In plants, the hexaphosphate of inositol, phytic acid or Inositols salts, the phytates, serve as phosphate stores in seed, for example in nuts and beans.

Phytic acid also occurs in cereals with high bran content. 
Phytate is, however, not directly bioavailable to humans in the diet, since Inositol is not digestible. 

Some food preparation techniques partly break down phytates to change this. 
However, inositol in the form of glycerophospholipids, as found in certain plant-derived substances such as lecithins, is well absorbed and relatively bioavailable.

myo-Inositol (free of phosphate) was once considered a member of the vitamin B complex, called Vitamin B8 in this context. 
However, because Inositol is produced by the human body from glucose, Inositol is not an essential nutrient.

Isomers and structure of Inositol:
The isomer myo-inositol is a meso compound, and hence optically inactive, because Inositol has a plane of symmetry. 
For this reason, meso-inositol is an obsolete name for this compound. 

Besides myo-inositol, the other naturally occurring stereoisomers are scyllo-, muco-, D-chiro-, and neo-inositol, although they occur in minimal quantities in nature. 
The other possible isomers are L-chiro-, allo-, epi-, and cis-inositol. 
As their names denote, L- and D-chiro inositol are the only pair of inositol enantiomers, but they are enantiomers of each other, not of myo-inositol.

Biosynthesis of Inositol:
myo-Inositol is synthesized from glucose 6-phosphate (G6P) in two steps. 
First, G6P is isomerised by an inositol-3-phosphate synthase enzyme (for example, ISYNA1) to myo-inositol 1-phosphate, which is then dephosphorylated by an inositol monophosphatase enzyme (for example, IMPA1) to give free myo-inositol. 

In humans, most inositol is synthesized in the kidneys, followed by testicles, typically in amounts of a few grams per day.
At the peripheral level, myo-inositol is converted  to D-chiro-inositol by a specific epimerase. 

The activity of this epimerase is insulin dependent. 
Worthy of note, only a small quantity of myo-inositol is converted into D-chiro-inositol and the conversion is irreversible.

Inositol, phosphatidylinositol and some of their mono- and polyphosphates function as secondary messengers in a number of intracellular signal transduction pathways. 

They are involved in a number of biological processes, including:
Insulin signal transduction
Cytoskeleton assembly
Nerve guidance (epsin)
Intracellular calcium (Ca2+) concentration control
Cell membrane potential maintenance
Breakdown of fats
Gene expression

In one important family of pathways, phosphatidylinositol 4,5-bisphosphate (PIP2) is stored in cellular membranes until Inositol is released by any of a number of signalling proteins and transformed into various secondary messengers, for example diacylglycerol and inositol triphosphate.
Phytic acid in plants
2D-structure of phytic acid
Inositol hexaphosphate, also called phytic acid or IP6, is the principal storage form of phosphorus in many plant tissues, especially bran and seed.

Nutritional sources of Inositol:
myo-Inositol is naturally present in a variety of foods, although tables of food composition do not always distinguish between lecithin, the relatively bioavailable lipid form and the biounavailable phytate/phosphate form.
Foods containing the highest concentrations of myo-inositol and Inositols compounds include fruits, beans, grains, and nuts.

Fruits in particular, especially oranges and cantaloupe, contain the highest amounts of myo-inositol.
Inositol is also present in beans, nuts, and grains, however, these contain large amounts of myo-inositol in the phytate form, which is not bioavailable without transformation by phytase enzymes. 

Bacillus subtilis, the microorganism which produces the fermented food natto, produces phytase enzymes that may convert phytic acid to a more bioavailable form of inositol polyphosphate in the gut.
Additionally, Bacteroides species in the gut secrete vesicles containing an active enzyme which converts the phytate molecule into bioavailable phosphorus and inositol polyphosphate, which is an important signaling molecule in the human body.

myo-Inositol can also be found as an ingredient in energy drinks, either in conjunction with or as a substitute for glucose, ostensibly to increase serotonin levels and alertness.
In humans, myo-inositol is naturally made from glucose-6-phosphate through enzymatic dephosphorylation.

Identifiers of Inositol:
CAS Number: 87-89-8 
CHEBI:17268 
ChEMBL: ChEMBL1222251 
ChemSpider: 10239179 
ECHA InfoCard: 100.027.295
IUPHAR/BPS: 4495
KEGG: D08079 
PubChem CID: 892
UNII: 4L6452S749 
CompTox Dashboard (EPA): DTXSID30110000
CAS Number: 87-89-8
Molecular Weight: 180.16
Beilstein/REAXYS Number: 1907329
EC Number: 201-781-2
MDL number: MFCD00077932
PubChem Substance ID: 57654297
NACRES: NA.77
Quality Level: 300
Vapor density: 6.2 (vs air)
Assay: ≥99%
mp: 222-227 °C (lit.)
Solubility:
H2O: 50 mg/mL
SMILES string: O[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O
InChI: 1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3-,4+,5-,6-
InChI key: CDAISMWEOUEBRE-GPIVLXJGSA-N

Properties of Inositol:
Chemical formula: C6H12O6
Molar mass: 180.16 g/mol
Density:. 1.752 g/cm3
Melting point: 225 to 227 °C (437 to 441 °F; 498 to 500 K)
Melting Point: 224°C to 227°C
Density: 1.75
Quantity: 100g
Assay Percent Range: 98%
Beilstein: 1907329
Merck Index: 14,4978
Solubility Information: 
Soluble in water. 
Slightly soluble in ethanol,dimethyl sulfoxide and alcohol. 
Insoluble in ether.
Formula Weight: 180.16
Percent Purity: ≥98%
Chemical Name or Material: Inositol

Names of Inositol:

Preferred IUPAC name of Inositol:
(1R,2S,3r,4R,5S,6s)-Cyclohexane-1,2,3,4,5,6-hexol

Other names of Inositol:
cis-1,2,3,5-trans-4,6-Cyclohexanehexol
Cyclohexanehexol
Mouse antialopecia factor
Nucite
Phaseomannite
Phaseomannitol
Rat antispectacled eye factor
Scyllite (for the isomer scyllo-inositol)
Vitamin B8
1,2,3,4,5,6-Cyclohexanehexol
1,2,5/3,4,6-inositol
(1S)-inositol
(1S)-1,2,4/3,5,6-inositol
Antialopecia Factor
(+)-chiroinositol
cis-1,2,3,5-trans-4,6-Cyclohexanehexol
Cyclohexitol
Dambrose
D-chiro-inositol
D-Myo-Inositol
Facteur Anti-alopécique
Hexahydroxycyclohexane
Inose
Inosite
Inositol Monophosphate
Lipositol
Meso-Inositol
Méso-Inositol
Monophosphate d'Inositol
Mouse Antialopecia Factor
Myo-Inositol
Vitamin B8
Vitamine B8

Synonyms of Inositol:
inositol
myo-inositol
Scyllo-inositol
Muco-Inositol
epi-Inositol
Allo-inositol
i-Inositol
meso-Inositol
87-89-8
Neo-inositol
1D-Chiro-inositol
1L-Chiro-inositol
cis-Inositol
D-chiro-Inositol
Myoinositol
643-12-9
488-59-5
Scyllitol
D-(+)-chiro-Inositol
Cyclohexane-1,2,3,4,5,6-hexaol
6917-35-7
mesoinositol
Meat sugar
cyclohexane-1,2,3,4,5,6-hexol
Myoinosite
Quercinitol
Dambose
488-58-4
Cocositol
Inositene
Inositina
Phaseomannite
Inosital
Inosite
Iso-inositol
551-72-4
L-chiro-Inositol
Cyclohexitol
Phaseomannitol
Mesoinosit
Mesoinosite
Scyllite
Mesovit
Nucite
Mesol
chiro-inositol
Cyclohexanehexol
Inositol, meso-
Inositol, myo-
Hexahydroxycyclohexane
L-Inositol
41546-34-3
D-myo-Inositol
cis-1,2,3,5-trans-4,6-Cyclohexanehexol
643-10-7
Bios I
Insitolum
Isoinositol
(-)-Inositol
L-myo-Inositol
Inositol, i-
L-(-)-chiro-Inositol
Inositol (VAN)
488-55-1
Inositol, allo-
Inositol, muco-
1D-myo-Inositol
1L-myo-Inositol
488-54-0
1,2,3,4,5,6-Cyclohexanehexol
Rat antispectacled eye factor
(1R,2R,3S,4S,5S,6S)-Cyclohexane-1,2,3,4,5,6-hexaol
MFCD00077932
Levoinositol
CCRIS 6745
AZD 103
Inositol, epi-
576-63-6
Inositol, scyllo-
UNII-63GQX5QW03
UNII-8LQ63P85IC
UNII-9O6Y5O4P9W
UNII-R1Y9F3N15A
1,2,3,5-trans-4,6-Cyclohexanehexol, cis-
ELND005
1,3,5/2,4,6-Hexahydroxycyclohexane
UNII-4661D3JP8D
UNII-6R79WV4R10
(1R,2R,3R,4R,5S,6S)-Cyclohexane-1,2,3,4,5,6-hexaol
(1R,2R,3S,4S,5S,6S)-cyclohexane-1,2,3,4,5,6-hexol
1-L-chiro-Inositol
(-)-chiro-Inositol
UNII-1VS4X81277
CHEBI:17268
AI3-16111
NSC8101
1,3,5/2,4,6-cyclohexanehexol
UNII-4L6452S749
UNII-587A93P465
1,2,3,5/4,6-Cyclohexanehexol
NSC 8101
(1r,2r,3r,4r,5r,6r)-cyclohexane-1,2,3,4,5,6-hexol
(1R,2R,3R,4S,5S,6s)-cyclohexane-1,2,3,4,5,6-hexaol
1,2,3,4,5,6-HEXAHYDROXY-CYCLOHEXANE
MFCD00065455
NSC404118
Inositol, myo- (8CI)
myo-Inositol;meso-Inositol
1,2,3,4,5,6-Hexahydroxycyclohexane
NSC 404118
63GQX5QW03
8LQ63P85IC
9O6Y5O4P9W
R1Y9F3N15A
(1R,2R,3S,4R,5r,6S)-cyclohexane-1,2,3,4,5,6-hexaol
MI
CHEBI:10642
CHEBI:23927
CHEBI:27372
CHEBI:27987
4661D3JP8D
6R79WV4R10
Inositol (VAN8C
NSC-8101
NSC45517
NSC55551
NSC55552
NSC-25142
NSC-55551
UNII-M94176HJ2F
1VS4X81277
NSC-404118
INS
Inositol, 98+%
(1s,2s,3s,4s,5s,6s)-cyclohexane-1,2,3,4,5,6-hexol
NCGC00159409-02
(1R,2R,3R,4R,5S,6S)-cyclohexane-1,2,3,4,5,6-hexol
(1r,2R,3S,4r,5R,6S)-cyclohexane-1,2,3,4,5,6-hexol
(1R,2R,3S,4R,5S,6S)-cyclohexane-1,2,3,4,5,6-hexaol
(1r,2R,3S,4s,5R,6S)-cyclohexane-1,2,3,4,5,6-hexol
(1s,2R,3R,4s,5S,6S)-cyclohexane-1,2,3,4,5,6-hexol
4L6452S749
587A93P465
DSSTox_CID_3146
D-chiro Inositol
DSSTox_RID_76890
DSSTox_GSID_23146
1,3,4,5,6-Cyclohexanehexol
1,3,5/4,6-Cyclohexanehexol
alloinositol
neoinositol
(1r,2R,3R,4s,5S,6S)-cyclohexane-1,2,3,4,5,6-hexol
1,2,4/3,5,6-cyclohexanehexol
rel-(1r,2r,3r,4r,5r,6r)-Cyclohexane-1,2,3,4,5,6-hexaol
Mouse antialopecia factor
1,2,3,4,5,6-Cyclohexanehexol #
cis-1,2,3,4,5,6-cyclohexanehexol
Inositol, cis-
Inositol, neo-
CAS-87-89-8
cis-1,3,5-trans-4,6-Cyclohexanehexol
SMR000857145
SMR000857319
SMR000857320
M94176HJ2F
(+)-Inositol
Inositol NF 12
SR-05000001655
Chiro-inositol, (-)-
EINECS 201-781-2
inositols
Matezodambose
an inositol
Inositol [Nonspecific isomer]
Muscle sugar
ELND 005
inositol myo-D-muco-Inositol
Inositol FCC
4irx
Inositol, chiro-
rac-chiro-inositol
Inosital (TN)
Inositol (NF)
CBU
EINECS 207-681-5
EINECS 207-682-0
EINECS 209-000-7
EINECS 211-393-5
EINECS 211-394-0
EINECS 230-024-9
NSC 25142
EPIINOSITOL
(+)-Epi-Inositol
(+)-Chiro-Inositol
Epi-inositol, 98%
allo-Inositol, 97%
Inositol [USAN:NF]
INOSITOL, MESO
Spectrum_001595
2os9
myo-Inositol-C-[d6]
orthorhombic myo-inositol
D-(+)-Chiro Inositol
J101.890F
J101.891D
Chiro-inositol, (+)-
INOSITOL (D)
INOSITOL (L)
Spectrum3_001053
Spectrum4_001193
Spectrum5_000961
myo-Inositol, >=99%
bmse000102
bmse000103
bmse000113
bmse000901
bmse000922
Epitope ID:144993
scyllo-Inositol, >=98%