HEXAHYDROXYCYCLOHEXANE

Hexahydroxycyclohexane is a naturally occurring polyol with the formula C₆H₁₂O₆, widely found in plants, fruits, grains, and animal tissues, and most commonly present as the biologically active myo-isomer.
Hexahydroxycyclohexane plays a central role in cell signaling, membrane structure, and lipid metabolism, functioning as a precursor to phosphatidylinositol and inositol phosphates that regulate essential cellular processes.
Clinically, Hexahydroxycyclohexane is used as a dietary supplement to support reproductive health, metabolic balance, and mental well-being, particularly in conditions such as polycystic ovary syndrome (PCOS), insulin resistance, and anxiety.

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

Synonyms: 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%,

Hexahydroxycyclohexane is a naturally occurring polyol (sugar alcohol) with the chemical formula C₆H₁₂O₆, structurally similar to glucose, and often referred to as vitamin B8 (though it is not a true vitamin, since the body can synthesize it).
Hexahydroxycyclohexane exists in several stereoisomeric forms, of which myo-Hexahydroxycyclohexane is the most abundant and biologically significant.

Hexahydroxycyclohexane is a white, crystalline, water-soluble compound with a mildly sweet taste and is widely distributed in plants, fruits, beans, grains, and animal tissues.
Biologically, Hexahydroxycyclohexane plays a central role in cell signaling, membrane structure, and lipid metabolism, functioning as a precursor to phosphatidylHexahydroxycyclohexane and Hexahydroxycyclohexane triphosphates that regulate key cellular processes.

Hexahydroxycyclohexane is commonly used as a dietary supplement for supporting mental health, metabolic balance, and reproductive health, with applications in managing conditions such as polycystic ovary syndrome (PCOS), anxiety, and insulin resistance.
Hexahydroxycyclohexane is also used in pharmaceuticals, infant formulas, cosmetics, and food products due to its stabilizing, moisturizing, and nutritional properties.
Hexahydroxycyclohexane's safety, natural occurrence, and multifunctional biological roles make it a valuable compound in both medical and nutritional sciences.

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

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

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

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

Hexahydroxycyclohexane 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). 
Hexahydroxycyclohexane 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.

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

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

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

Hexahydroxycyclohexanes 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-Hexahydroxycyclohexane 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-Hexahydroxycyclohexane is considered a good treatment for PCOS in women.
Hexahydroxycyclohexane also holds some promise as an anti-depressant (although not as impressive as Hexahydroxycyclohexanes anxiolytic and anti-panic effects) and against some other conditions associated with anxiety such as panic disorders and binge eating. 

Hexahydroxycyclohexane is relatively ineffective for schizophrenia and autism, and has failed in treating PTSD despite Hexahydroxycyclohexanes anti-panic effects.
In part because of Hexahydroxycyclohexanes benefits to fertility and PCOS, as well as the anxiolytic effects potentially helping symptoms of PMS (dysphoria and anxiety mostly), myo-Hexahydroxycyclohexane 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.
Hexahydroxycyclohexane is a very safe supplement to ingest, and all side-effects associated with myo-Hexahydroxycyclohexane 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.

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

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

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

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

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

Plasma levels of Hexahydroxycyclohexane are increased during renal disease and nephrectomy. 
The presence of myoHexahydroxycyclohexane 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 Hexahydroxycyclohexane 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 Hexahydroxycyclohexane and InsP6 intake. 
The suggestion that Hexahydroxycyclohexane is important in young animals came from studies carried out throughout the 1970s and 1980s. 

In particular, Hexahydroxycyclohexane 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% Hexahydroxycyclohexane. 
The level of Hexahydroxycyclohexane in the intestinal tissue of animals fed the coconut oil diet not supplemented with Hexahydroxycyclohexane has been shown to decrease. 
Clearance of lipid (i.e., resolution of the lipodystrophy) was dependent on Hexahydroxycyclohexane.

Hexahydroxycyclohexane 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 Hexahydroxycyclohexane, we actually refer to a group of nine different stereoisomers, so Hexahydroxycyclohexane would be more correct to use the plural “Hexahydroxycyclohexanes”. 
Among these, however, the term Hexahydroxycyclohexane is generally used to refer to the most bioavailable type, myo-Hexahydroxycyclohexane.

Hexahydroxycyclohexane 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 Hexahydroxycyclohexane

As previously mentioned, Hexahydroxycyclohexane is found in naturally in certain foods but in fairly low levels. 
The highest levels of Hexahydroxycyclohexane 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

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

Applications of Hexahydroxycyclohexane:
Hexahydroxycyclohexane has a wide spectrum of applications spanning nutrition, medicine, pharmaceuticals, and industry.
In human health and nutrition, Hexahydroxycyclohexane is widely used as a dietary supplement due to its beneficial role in regulating insulin signaling, improving ovarian function, and supporting mental well-being.

Myo-Hexahydroxycyclohexane and D-chiro-Hexahydroxycyclohexane supplements are frequently recommended in the management of polycystic ovary syndrome (PCOS), metabolic syndrome, and type 2 diabetes, where they help improve insulin sensitivity and restore hormonal balance.
In mental health, Hexahydroxycyclohexane is applied as an adjunct for managing anxiety, depression, and obsessive-compulsive disorder (OCD) due to its involvement in neurotransmitter signaling pathways.

In infant nutrition, Hexahydroxycyclohexane is an important additive in infant formula to mimic the nutrient composition of breast milk, as it supports normal growth, brain development, and lung maturation.
In the pharmaceutical industry, Hexahydroxycyclohexane derivatives serve as excipients, stabilizers, and functional ingredients in formulations, while in cosmetics and personal care it acts as a moisturizer, skin-conditioning agent, and hair-strengthening additive.

Industrial applications include its use as a growth factor in microbial culture media, as well as in food and beverage fortification, where it enhances nutritional value.
Additionally, Hexahydroxycyclohexane has been studied for roles in lipid metabolism, nerve function support, and liver health, making it an ingredient of growing importance in nutraceuticals and functional foods.

Hexahydroxycyclohexane 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-Hexahydroxycyclohexane helps prevent neural tube defects with particular efficacy in combination with folic acid.

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

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

myo-Hexahydroxycyclohexane'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-Hexahydroxycyclohexane can be considered as a possible approach for increasing the chance of success in assisted reproductive technologies.

In contrast, D-chiro-Hexahydroxycyclohexane 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-Hexahydroxycyclohexane to D-chiro-Hexahydroxycyclohexane causing a drastic reduction of myo-Hexahydroxycyclohexane. 

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

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

Health Benefits of Hexahydroxycyclohexane:

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

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

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

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

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

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

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

Mood and Anxiety Disorders:
Hexahydroxycyclohexane 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-Hexahydroxycyclohexane 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-Hexahydroxycyclohexane on 20 people with PD.

After being provided a daily 18-gram dose of myo-Hexahydroxycyclohexane 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-Hexahydroxycyclohexane, those who did had an average of 2.4 fewer panic attacks per week.

A number of other studies have investigated the use of Hexahydroxycyclohexane 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 Hexahydroxycyclohexane improved depression scores compared to people provided a placebo, the results have not been replicated elsewhere.
In addition to panic disorder, Hexahydroxycyclohexane may be useful in treating obsessive-compulsive disorder (OCD), attention deficit-hyperactivity disorder (ADHD), and post-traumatic stress disorder (PTSD) given Hexahydroxycyclohexane effect on serotonin and dopamine levels.

Metabolic Disorders:
There is evidence to suggest Hexahydroxycyclohexane 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-Hexahydroxycyclohexane and d-chiro-Hexahydroxycyclohexane 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-Hexahydroxycyclohexane may aid in the treatment of metabolic syndrome in postmenopausal women. 
According to the research, women assigned to six months of myo-Hexahydroxycyclohexane supplements experienced significantly greater improvements in blood pressure and cholesterol levels than women provided a placebo.

When treated with myo-Hexahydroxycyclohexane, 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-Hexahydroxycyclohexane 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-Hexahydroxycyclohexane once daily for six to eight weeks.

The results revealed that D-chiro-Hexahydroxycyclohexane 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 Hexahydroxycyclohexane:
Hexahydroxycyclohexane 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.

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

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

Myo and DCI work as secondary messengers relaying signals involved in insulin regulation.
Hexahydroxycyclohexane 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 Hexahydroxycyclohexane is well tolerated (no gastrointestinal side effects like those associated with metformin) and has been shown to improve insulin levels and reduce intense cravings.

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

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

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

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

Hexahydroxycyclohexane or Hexahydroxycyclohexanes phosphates and associated lipids are found in many foods, in particular fruit, especially cantaloupe and oranges.
In plants, the hexaphosphate of Hexahydroxycyclohexane, phytic acid or Hexahydroxycyclohexanes 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 Hexahydroxycyclohexane is not digestible. 

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

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

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

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

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

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

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

Hexahydroxycyclohexane, phosphatidylHexahydroxycyclohexane 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, phosphatidylHexahydroxycyclohexane 4,5-bisphosphate (PIP2) is stored in cellular membranes until Hexahydroxycyclohexane is released by any of a number of signalling proteins and transformed into various secondary messengers, for example diacylglycerol and Hexahydroxycyclohexane triphosphate.
Phytic acid in plants
2D-structure of phytic acid
Hexahydroxycyclohexane 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 Hexahydroxycyclohexane:
myo-Hexahydroxycyclohexane 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-Hexahydroxycyclohexane and Hexahydroxycyclohexanes compounds include fruits, beans, grains, and nuts.

Fruits in particular, especially oranges and cantaloupe, contain the highest amounts of myo-Hexahydroxycyclohexane.
Hexahydroxycyclohexane is also present in beans, nuts, and grains, however, these contain large amounts of myo-Hexahydroxycyclohexane 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 Hexahydroxycyclohexane 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 Hexahydroxycyclohexane polyphosphate, which is an important signaling molecule in the human body.

myo-Hexahydroxycyclohexane 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-Hexahydroxycyclohexane is naturally made from glucose-6-phosphate through enzymatic dephosphorylation.

History of Hexahydroxycyclohexane:
Hexahydroxycyclohexane was first identified in the mid-19th century, when it was isolated from muscle tissue and initially named “muscle sugar.”
The name “Hexahydroxycyclohexane” is derived from the Greek word inos, meaning “muscle,” reflecting its early discovery in animal tissue extracts.
In 1850, German scientist Johann Joseph Scherer reported its presence in muscle, and by the late 19th century, researchers had determined that it was a cyclic sugar alcohol structurally related to glucose.

In the early 20th century, Hexahydroxycyclohexane was mistakenly classified as part of the vitamin B complex and referred to as “vitamin B8,” though it is not an essential vitamin since the human body can synthesize it from glucose.
Throughout the 20th century, studies revealed its essential biological roles, particularly as a structural basis for phosphatidylHexahydroxycyclohexane and Hexahydroxycyclohexane phosphates, molecules critical for cell signaling, membrane formation, and lipid metabolism.

By the mid-20th century, Hexahydroxycyclohexane began to be recognized in clinical nutrition, particularly in infant formulas, where it was included to mimic the nutrient profile of human breast milk.
Later, in the 1980s–1990s, scientific research increasingly focused on its therapeutic potential in mental health, with trials investigating its role in treating anxiety, depression, and obsessive-compulsive disorder.
In the 21st century, Hexahydroxycyclohexane, particularly the myo- and D-chiro isomers, gained significant attention in metabolic and reproductive health, especially for managing polycystic ovary syndrome (PCOS) and improving insulin sensitivity.

Today, Hexahydroxycyclohexane is widely recognized as a multifunctional nutrient and bioactive compound, used in supplements, pharmaceuticals, infant nutrition, and cosmetics, with a history that reflects the transition from a little-known “muscle sugar” to a globally important health-promoting molecule.

Handling and Storage of Hexahydroxycyclohexane:

Handling:
Avoid generating dust; handle with adequate ventilation.
Prevent contact with eyes and prolonged skin exposure.

Do not ingest large quantities.
Practice good hygiene—wash hands after handling.

Storage:
Store in a cool, dry, and well-ventilated area, away from strong oxidizing agents.
Keep containers tightly closed to prevent contamination or moisture uptake.

Protect from excessive heat and direct sunlight.
Recommended storage temperature: 15–25 °C under dry conditions.

Stability and Reactivity of Hexahydroxycyclohexane:

Stability:
Stable under normal handling and storage conditions.

Reactivity:
No hazardous reactions expected under recommended use.

Incompatible materials:
Strong oxidizing agents (e.g., peroxides, nitrates) may cause degradation.

Hazardous decomposition products:
On combustion, may release carbon oxides (CO, CO₂).

Conditions to avoid:
Excessive moisture, heat, and open flames.

First Aid Measures of Hexahydroxycyclohexane:

Inhalation:
If dust is inhaled, move person to fresh air.
Seek medical advice if irritation occurs.

Skin contact:
Wash skin thoroughly with soap and water.
If irritation develops, seek medical attention.

Eye contact:
Rinse cautiously with water for at least 15 minutes, lifting eyelids.
Remove contact lenses if present and easy to do.
Seek medical help if irritation persists.

Ingestion:
Rinse mouth with water.
Ingesting small amounts is not harmful, but large amounts may cause gastrointestinal discomfort.
Seek medical attention if symptoms occur.

Firefighting Measures of Hexahydroxycyclohexane:

Suitable extinguishing media:
Water spray, foam, dry chemical, or carbon dioxide (CO₂).

Unsuitable media:
Strong water jet may disperse dust.

Specific hazards:
Dust may form combustible dust-air mixtures at high concentrations.
Combustion produces carbon oxides.

Protective equipment for firefighters:
Wear self-contained breathing apparatus (SCBA) and protective clothing.
Cool containers with water spray.

Accidental Release Measures of Hexahydroxycyclohexane:

Personal precautions:
Avoid dust formation.
Wear protective equipment (gloves, goggles, dust mask if needed).
Ensure proper ventilation.

Environmental precautions:
Prevent uncontrolled release into drains or waterways in large amounts.

Methods for cleaning up:
Sweep or vacuum up spilled material carefully to avoid dust.
Collect into appropriate containers for reuse or disposal.
Wash spill area with water.

Exposure Controls / Personal Protective Equipment of Hexahydroxycyclohexane:

Engineering controls:
Use local exhaust or general ventilation to keep dust levels low.

Respiratory protection:
Normally not required; if dust levels exceed exposure limits, use a dust mask or respirator (N95 or equivalent).

Hand protection:
Wear protective gloves (nitrile or latex).

Eye protection:
Safety glasses with side shields; chemical goggles in dusty conditions.

Skin and body protection:
Wear protective clothing to minimize contact.

Hygiene measures:
Wash hands after handling.
Remove contaminated clothing and wash before reuse.
Do not eat, drink, or smoke in handling areas.

Identifiers of Hexahydroxycyclohexane:
Chemical Name: Hexahydroxycyclohexane (most commonly myo-Hexahydroxycyclohexane)
IUPAC Name: cis-1,2,3,5-trans-4,6-Cyclohexanehexol
Molecular Formula: C₆H₁₂O₆
Molecular Weight: 180.16 g/mol
CAS Number: 87-89-8 (myo-Hexahydroxycyclohexane)
EC / EINECS Number: 201-781-2
PubChem CID: 892
ChEBI ID: 17268
HS Code: 2936.29 (Other vitamins and derivatives)
UNII (FDA): OP1R32D61U
InChIKey: CNYRZBUTOLCSSS-UHFFFAOYSA-N
Appearance: White, crystalline powder
Taste/Odor: Mildly sweet, odorless
Solubility: Freely soluble in water, insoluble in organic solvents

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

Chemical Name: Hexahydroxycyclohexane (commonly myo-Hexahydroxycyclohexane)
IUPAC Name: cis-1,2,3,5-trans-4,6-Cyclohexanehexol
Molecular Formula: C₆H₁₂O₆
Molecular Weight: 180.16 g/mol
CAS Numbers: 87-89-8
EC / EINECS Number: 201-781-2
PubChem CID: 892
ChEBI ID: 17268
UNII (FDA): OP1R32D61U
InChI: InChI=1S/C6H12O6/c7-1-2-3(8)5(10)6(11)4(2)9/h2-11H,1H2
InChIKey: CNYRZBUTOLCSSS-UHFFFAOYSA-N

Properties of Hexahydroxycyclohexane:
Appearance: White, crystalline powder
Odor: Odorless
Taste: Mildly sweet
Molecular Formula: C₆H₁₂O₆
Molecular Weight: 180.16 g/mol
Density: ~1.75 g/cm³
Melting Point: 225–227 °C (with decomposition)
Boiling Point: Not applicable (decomposes before boiling)
pH (aqueous solution): ~7 (neutral)
pKa: ~12.6 (very weak acid, hydroxyl groups)
LogP (octanol/water): –3.7 (highly hydrophilic)

Solubility:
Freely soluble in water (≈63 g/L at 25 °C)
Slightly soluble in ethanol
Practically insoluble in ether, chloroform, benzene, and other nonpolar solvents

Hygroscopicity: Low (stable in dry air)
Stability: Chemically stable under normal handling and storage; heat-sensitive at high temperatures
Flammability: Non-flammable, but fine dust may form combustible dust-air mixtures
Refractive Index (solution): ~1.53
Crystal Form: Monoclinic (myo-Hexahydroxycyclohexane isomer)

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: Hexahydroxycyclohexane

Names of Hexahydroxycyclohexane:

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

Other names:
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