Classification Term: 170655

Cyclitols (ontology term: 49973ca0f723bf128be252ae6eccdd2d)

found 130 associated metabolites at sub_class metabolite taxonomy ontology rank level.

Ancestor: Polyols

Child Taxonomies: There is no child term of current ontology term.

D-Pinitol

(1R,2S,3R,4S,5S,6S)-6-methoxycyclohexane-1,2,3,4,5-pentol

C7H14O6 (194.079)


Widely distributed in plants. Pinitol is a cyclitol, a cyclic polyol. It is a known anti-diabetic agent isolated from Sutherlandia frutescens leaves. D-Pinitol is a biomarker for the consumption of soy beans and other soy products. D-Pinitol is found in many foods, some of which are ginkgo nuts, carob, soy bean, and common pea. D-Pinitol is found in carob. D-Pinitol is widely distributed in plants.Pinitol is a cyclitol, a cyclic polyol. It is a known anti-diabetic agent isolated from Sutherlandia frutescens leaves. (Wikipedia). D-Pinitol is a biomarker for the consumption of soy beans and other soy products. 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]. D-pinitol has antiviral and larvicidal activities[3]. 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]. D-pinitol has antiviral and larvicidal activities[3].

   

Sequoyitol

(1R,2S,3r,4R,5S,6r)-6-methoxycyclohexane-1,2,3,4,5-pentaol

C7H14O6 (194.079)


1D-5-O-methyl-myo-inositol is a member of the class of methyl myo-inositols that is cyclohexane-1,2,3,4,5-pentol substituted by a methoxy group at position 6 (the 1R,2S,3r,4R,5S,6r-stereoisomer). It has a role as a plant metabolite. Sequoyitol is a natural product found in Podocarpus sellowii, Aristolochia gigantea, and other organisms with data available. Occurs in all gymnosperms and two families of dicotyledonsand is also isolated from ferns Nephrolepis auriculata and Nephrolepis biserrata. Sequoyitol is found in soy bean and ginkgo nuts. Sequoyitol is found in ginkgo nuts. Sequoyitol occurs in all gymnosperms and two families of dicotyledons. Also isolated from ferns Nephrolepis auriculata and Nephrolepis biserrat Sequoyitol (5-O-Methyl-myo-inositol) is isolated from plants. Sequoyitol (5-O-Methyl-myo-inositol) decreases blood glucose, improves glucose intolerance, and is used to treat diabetes[1]. Sequoyitol (5-O-Methyl-myo-inositol) is isolated from plants. Sequoyitol (5-O-Methyl-myo-inositol) decreases blood glucose, improves glucose intolerance, and is used to treat diabetes[1].

   

myo-Inositol 1-phosphate

{[(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy}phosphonic acid

C6H13O9P (260.0297)


myo-Inositol 1-phosphate, also known as I1P or ins(1)p, belongs to the class of organic compounds known as inositol phosphates. Inositol phosphates are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety. myo-Inositol 1-phosphate is a metabolite of inositol phosphate metabolism and the phosphatidylinositol signalling system. Inositol phosphatases (EC:3.1.3.25) play a crucial role in the phosphatidylinositol signalling pathway. Expression is substantially higher in the subcortical regions of the brain, most prominently in the caudate. The phosphatidylinositol pathway is thought to be modified by lithium, a commonly prescribed medication in treating bipolar disorder (OMIM: 605922). Myo-inositol 1-phosphate is a metabolite of the Inositol phosphate metabolism and the Phosphatidylinositol signaling system. Inositol phosphatases [EC:3.1.3.25] play a crucial role in the phosphatidylinositol signaling pathway; in brain, the expression is substantially higher in the subcortical regions, most prominently in the caudate. The phosphatidylinositol pathway is thought to be modified by lithium, a commonly prescribed medication in treating bipolar disorder. (OMIM 605922) [HMDB]

   

Glycerophosphoinositol

[(2R)-2,3-dihydroxypropoxy]({[(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinic acid

C9H19O11P (334.0665)


Glycerophosphoinositol (CAS: 16824-65-0), also known as 1-(sn-glycero-3-phospho)-1D-myo-inositol, is produced through deacylation by phospholipase B of the essential phospholipid phosphatidylinositol. Glycerophosphoinositols are ubiquitous phosphoinositide metabolites involved in the control of several cell functions. They exert their actions both intracellularly and by rapidly equilibrating across the plasma membrane. Their transport is mediated by the Glut2 transporter, the human ortholog of GIT1 (PMID: 17141226). Glycerophosphoinositol is a substrate for glycerophosphoinositol inositolphosphodiesterase (EC 3.1.4.43) and is involved in the following reaction: 1-(sn-glycero-3-phospho)-1D-myo-inositol + H2O = glycerol + 1D-myo-inositol 1-phosphate. It is also a substrate for glycerophosphoinositol glycerophosphodiesterase (EC 3.1.4.44) which catalyzes the chemical reaction: 1-(sn-glycero-3-phospho)-1D-myo-inositol + H2O = myo-inositol + sn-glycerol 3-phosphate. Isolated from beef liver. Glycerylphosphoinositol is found in animal foods.

   

Inositol cyclic phosphate

(3aR,4R,5S,6S,7R,7aS)-2,4,5,6,7-pentahydroxy-hexahydro-2H-1,3,2λ⁵-benzodioxaphosphol-2-one

C6H11O8P (242.0192)


Inositol cyclic phosphate is a substrate for Annexin A3. [HMDB] Inositol cyclic phosphate is a substrate for Annexin A3.

   

Quercitol

5-Deoxyinositol

C6H12O5 (164.0685)


   

Valienone

(4R,5S,6R)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-one

C7H10O5 (174.0528)


A member of the class of cyclohexenones that is cyclohex-2-en-1-one substituted by hydroxy groups at positions 4, 5 and 6, and by a hydroxymethyl group at position 3 (the 4R,5S,6R-diastereomer). Valienone is a member of the class of cyclohexenones that is cyclohex-2-en-1-one substituted by hydroxy groups at positions 4, 5 and 6, and by a hydroxymethyl group at position 3 (the 4R,5S,6R-diastereomer). It has a role as a bacterial xenobiotic metabolite. It is a member of cyclohexenones, an enone and a tetrol. It is functionally related to a valiolone. Valienone is a biologically significant compound with the following key biological functions: ### 1. **Biosynthetic Precursor in Drug Synthesis** Valienone serves as a **critical intermediate** in the biosynthesis of β-valienamine and valienamine. These derivatives are potent **β-glycosidase inhibitors**, which are essential for: • **Treating lysosomal storage diseases**: β-valienamine derivatives (e.g., N-octyl-β-valienamine) specifically target β-glycosidase dysfunction, a hallmark of lysosomal storage disorders. • **Diabetes management**: Valienamine is the active component of acarbose, a drug used to control blood glucose levels by inhibiting carbohydrate-digesting enzymes. ### 2. **Enzymatic Substrate in Stereoselective Reactions** Valienone is a substrate for **aminotransferases** (e.g., BtrR from *Bacillus circulans*), which catalyze its conversion to β-valienamine with high stereoselectivity. This reaction involves: • **Pyridoxal phosphate (PLP)-dependent transamination**: Ensures optical purity of the product (enantiomeric excess value). • **Regulation of enzyme stability and activity**: Molecular dynamics simulations show that β-valienamine enhances the stability of BtrR and optimizes its catalytic tunnel for efficient product release. ### 3. **Role in Microbial Metabolism** Valienone is naturally produced by microbial strains (e.g., *Streptomyces* spp.) as part of the **biosynthetic pathway for aminoglycoside antibiotics** like validamycin A. Its microbial production avoids the challenges of chemical synthesis, such as poor stereospecificity and complex reaction steps. ### 4. **Structural Basis for Drug Design** The **hexacyclic polyol-ketone structure** of valienone provides a scaffold for developing: • **Chiral therapeutics**: Its four stereocenters enable precise interactions with biological targets. • **Enzyme inhibitors**: Modifications to its core structure enhance binding to glycosidases or other enzymes involved in metabolic diseases. ### References : Exploration of Catalytic Selectivity for Aminotransferase (BtrR) Based on Molecular Dynamics (PMC, 2025) : Efficient Synthesis of Valienamine via Directed Evolution of Aminotransferases (*ACS Catal.*, 2022)

   

D-myo-Inositol 4-phosphate

{[(1S,2R,3S,4S,5S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxy}phosphonic acid

C6H13O9P (260.0297)


D-myo-Inositol 4-phosphate, also known as inositol 4-phosphoric acid, belongs to the class of organic compounds known as inositol phosphates. Inositol phosphates are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety. D-myo-Inositol 4-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Within humans, D-myo-inositol 4-phosphate participates in a number of enzymatic reactions. In particular, D-myo-inositol 4-phosphate can be biosynthesized from D-myo-inositol 1,4-bisphosphate through its interaction with the enzyme inositol polyphosphate 1-phosphatase. In addition, D-myo-inositol 4-phosphate can be converted into myo-inositol through its interaction with the enzyme inositol monophosphatase 1. D-Myo-inositol 4-phosphate is a substrate for Inositol monophosphatase, Inositol polyphosphate 1-phosphatase and Inositol monophosphatase 2. [HMDB]

   

D-4-O-Methyl-myo-inositol

(1R,2R,3R,4R,5S,6R)-6-Methoxycyclohexane-1,2,3,4,5-pentol

C7H14O6 (194.079)


The D- form is Isolated from Ononis subspecies, Vigna catjang, Kiggelaria africana, Medicago sativa (alfalfa), Leucaena glauca and others [CCD]. D-4-O-Methyl-myo-inositol is found in common pea. D-4-O-Methyl-myo-inositol is isolated from Vigna catjang and Medicago sativa (alfalfa

   

(-)-Bornesitol

(1R,2R,3S,4S,5R,6S)-6-Methoxycyclohexane-1,2,3,4,5-pentol

C7H14O6 (194.079)


(-)-Bornesitol is found in borage. (-)-Bornesitol occurs in several families of Dicotyledons (CCD).Bornesitol is a cyclitol. It can be found in the gentianaceae and menyanthaceae plant families. Chemically, it is a methyl ether of D-myo-inositol. (Wikipedia Occurs in several families of Dicotyledons (CCD)

   

(-)-Viburnitol

(1R,2R,3R,4S,5R)-1,2,3,4,5-Cyclohexanepentol

C6H12O5 (164.0685)


   

3-O-Methyl-myo-inositol

1D-3-O-Methyl-myo-inositol

C7H14O6 (194.079)


   

Pinitol

(1R,2S,3R,4S,5S,6S)-6-methoxycyclohexane-1,2,3,4,5-pentaol

C7H14O6 (194.079)


D-pinitol is the D-enantiomer of pinitol. It has a role as a geroprotector and a member of compatible osmolytes. It is functionally related to a 1D-chiro-inositol. It is an enantiomer of a L-pinitol. Methylinositol has been used in trials studying the treatment of Dementia and Alzheimers Disease. D-Pinitol is a natural product found in Aegialitis annulata, Senna macranthera var. micans, and other organisms with data available. A member of the class of methyl myo-inositols that is cyclohexane-1,2,3,4,5-pentol substituted by a methoxy group at position 6 (the 1R,2S,3S,4S,5S,6S-isomer). 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]. D-pinitol has antiviral and larvicidal activities[3]. 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]. D-pinitol has antiviral and larvicidal activities[3].

   

Dambonitol

(1R,2s,3S,4R,5s,6S)-4,6-dimethoxycyclohexane-1,2,3,5-tetrol

C8H16O6 (208.0947)


Latex used for manufacture of chewing gum. Latex used for manuf. of chewing gum.

   

Mytilitol

(1r,2R,3S,4s,5R,6S)-1-methylcyclohexane-1,2,3,4,5,6-hexol

C7H14O6 (194.079)


Mytilitol is found in mollusks. Mytilitol is isolated from blue mussels. Isolated from blue mussels. Mytilitol is found in mollusks.

   

scyllo-Inositol

(1R,2R,3R,4R,5R,6R)-Cyclohexane-1,2,3,4,5,6-hexol

C6H12O6 (180.0634)


scyllo-Inositol or scyllitol is an inositol isoform. Inositol is a derivative of cyclohexane with six hydroxyl groups, making it a polyol. It also is known as a sugar alcohol, having exactly the same molecular formula as glucose or other hexoses. Inositol exists in nine possible stereoisomers, including scyllo-inositol, myo-inositol (the most abundant), muco-inositol, D-chiro-inositol, L-chiro-inositol, neo-inositol, allo-inositol, epi-inositol, and cis-inositol. scyllo-Inositol was first isolated from the kidneys of fish in 1858 by Staedeler and Freierchs. scyllo-Inositol is a naturally occurring plant sugar alcohol found most abundantly in the coconut palm. It appears to accumulate in a number of human tissues and biofluids through dietary consumption. It has traditionally been considered to be a B vitamin although it has an uncertain status as a vitamin and a deficiency syndrome has not been identified in man. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1379). Results reported by Viola et al (PMID: 15340856) suggest that high CSF concentrations of scyllo-inositol can be induced by chronic alcoholism. scyllo-Inositol when fed to transgenic mice that exhibit a memory disease very similar to human Alzheimers disease, can block the accumulation of soluble amyloid-beta (Aβ) plaques in the brain. scyllo-Inositol was found to reverse memory deficits in the mice, reduce the amount of Aβ plaque in the brains of the mice, and reversed other symptoms associated with the presence of Aβ in the brain (PMID: 16767098). Scyllitol is an isomer of cyclohexanehexol or inositol. It was first isolated from the kidneys of fish in 1858 by Staedeler and Freierchs. Scyllitol is a naturally occurring plant sugar alcohol found most abundantly in the coconut palm. It appears to accumulate in a number of human tissues and biofluids through dietary consumption. It has traditionally been considered to be a B vitamin although it has an uncertain status as a vitamin and a deficiency syndrome has not been identified in man. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1379). Results reported by Viola et al (PMID: 15340856) suggest that high CSF concentrations of scyllo-inositol can be induced by chronic alcoholism. scyllo-Inositol (also called "scyllitol") when fed to transgenic mice that exhibit a memory disease very similar to human Alzheimers disease, can block the accumulation of soluble amyloid-beta (Aβ) plaques in the brain. Scyllitol was found to reverse memory deficits in the mice, reduce the amount of Aβ plaque in the brains of the mice, and reversed other symptoms associated with the presence of Aβ in the brain (PMID: 16767098). [HMDB] C26170 - Protective Agent > C1509 - Neuroprotective Agent A - Alimentary tract and metabolism > A11 - Vitamins COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS D-chiro-Inositol is an epimer of myo-inositol found in certain mammalian glycosylphosphatidylinositol protein anchors and inositol phosphoglycans possessing insulin-like bioactivity. D-chiro-Inositol is used clinically for the treatment of polycystic ovary syndrome (PCOS) and diabetes mellitus, which can reduce hyperglycemia and ameliorate insulin resistance[1][2][3]. i-Inositol is a chemical compound related to lipids found in many foods, especially fruits such as cantaloupe and oranges. i-Inositol is a chemical compound related to lipids found in many foods, especially fruits such as cantaloupe and oranges. Scyllo-Inositol, an amyloid inhibitor, potentialy inhibits α-synuclein aggregation. Scyllo-Inositol stabilizes a non-fibrillar non-toxic form of amyloid-β peptide (Aβ42) in vitro, reverses cognitive deficits, and reduces synaptic toxicity and lowers amyloid plaques in an Alzheimer's disease mouse model[1]. Scyllo-Inositol, an amyloid inhibitor, potentialy inhibits α-synuclein aggregation. Scyllo-Inositol stabilizes a non-fibrillar non-toxic form of amyloid-β peptide (Aβ42) in vitro, reverses cognitive deficits, and reduces synaptic toxicity and lowers amyloid plaques in an Alzheimer's disease mouse model[1].

   

Levoinositol

(1R,2R,3R,4R,5S,6S)-Cyclohexane-1,2,3,4,5,6-hexol

C6H12O6 (180.0634)


Levoinositol (also known as 1L-chiro-Inositol or L-chiro-inositol, abbreviated LCI) is an inositol isoform. Inositol is a derivative of cyclohexane with six hydroxyl groups, making it a polyol. It also is known as a sugar alcohol, having exactly the same molecular formula as glucose or other hexoses. Inositol exists in nine possible stereoisomers, including scyllo-inositol, myo-inositol (the most abundant), muco-inositol, D-chiro-inositol, L-chiro-inositol, neo-inositol, allo-inositol, epi-inositol and cis-inositol. In humans, most inositol is synthesized in the kidneys, typically in amounts of a few grams per day. Levoinositol is found in dandelion and is widely distributed in higher plants predominantly as its monomethyl ether. Inositol is a cyclic polyalcohol that plays an important role as a second messenger in a cell, in the form of inositol phosphates. It is found in many foods, particularly in cereals with high bran content. It is an isomer of glucose that has traditionally been considered to be a B vitamin although it has an uncertain status as a vitamin and a deficiency syndrome has not been identified in man. (From Martindale, The Extra Pharmacopoeia, 30th ed., p1379) Inositol phospholipids are important in signal transduction.

   

muco-Inositol

(1R,2S,3S,4R,5S,6r)-cyclohexane-1,2,3,4,5,6-hexol

C6H12O6 (180.0634)


muco-Inositol is an inositol isoform. Inositol is a derivative of cyclohexane with six hydroxyl groups, making it a polyol. It also is known as a sugar alcohol, having exactly the same molecular formula as glucose or other hexoses. Inositol exists in nine possible stereoisomers, including scyllo-inositol, myo-inositol (the most abundant), muco-inositol, D-chiro-inositol, L-chiro-inositol, neo-inositol, allo-inositol, epi-inositol, and cis-inositol. While classed as a sugar-alcohol for historical reasons, muco-inositol is more properly described as a sweet-alcohol due its perception as sweet. However, muco-inositol is perceived as both sweet and salty by humans. It is perceived as salty due to its pair of diaxial-trans-hydroxyl pairs. This pair of hydroxyl groups can form a dimer with the diaxial-trans-hydroxyl pair of the hydrated sodium-ion receptor. muco-Inositol is a critically important chemical in the gustatory (taste) process in mammals. It is coupled to a phospholipid of the outer lemma of the sensory neurons associated with the sodium ion sensitive channel (previously known as the "salty" channel) of gustation. muco-Inositol is typically phosphorylated (becoming muco-inositol phosphate) in the process of being attached to a lipid of the outer lemma of the sensory neurons of taste. The final chemical is phosphatidyl muco-inositol (PtdIns). PtdIns occurs in a specialized area of the cilia of the sensory neurons where it exists in a liquid crystalline form. C26170 - Protective Agent > C1509 - Neuroprotective Agent A - Alimentary tract and metabolism > A11 - Vitamins COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS D-chiro-Inositol is an epimer of myo-inositol found in certain mammalian glycosylphosphatidylinositol protein anchors and inositol phosphoglycans possessing insulin-like bioactivity. D-chiro-Inositol is used clinically for the treatment of polycystic ovary syndrome (PCOS) and diabetes mellitus, which can reduce hyperglycemia and ameliorate insulin resistance[1][2][3]. i-Inositol is a chemical compound related to lipids found in many foods, especially fruits such as cantaloupe and oranges. i-Inositol is a chemical compound related to lipids found in many foods, especially fruits such as cantaloupe and oranges. Scyllo-Inositol, an amyloid inhibitor, potentialy inhibits α-synuclein aggregation. Scyllo-Inositol stabilizes a non-fibrillar non-toxic form of amyloid-β peptide (Aβ42) in vitro, reverses cognitive deficits, and reduces synaptic toxicity and lowers amyloid plaques in an Alzheimer's disease mouse model[1]. Scyllo-Inositol, an amyloid inhibitor, potentialy inhibits α-synuclein aggregation. Scyllo-Inositol stabilizes a non-fibrillar non-toxic form of amyloid-β peptide (Aβ42) in vitro, reverses cognitive deficits, and reduces synaptic toxicity and lowers amyloid plaques in an Alzheimer's disease mouse model[1].

   

1D-5-O-Methyl-chiro-inositol

(1S,2R,3R,4R,5S,6S)-6-Methoxycyclohexane-1,2,3,4,5-pentol

C7H14O6 (194.079)


1D-5-O-Methyl-chiro-inositol is also known as D-quebrachitol or caesalpinitol. 1D-5-O-Methyl-chiro-inositol is considered to be soluble (in water) and relatively neutral.

   

epi-Inositol

(1R,2R,3R,4R,5R,6R)-Cyclohexane-1,2,3,4,5,6-hexol

C6H12O6 (180.0634)


epi-Inositol is an inositol isoform. Inositol is a derivative of cyclohexane with six hydroxyl groups, making it a polyol. It also is known as a sugar alcohol, having exactly the same molecular formula as glucose or other hexoses. Inositol exists in nine possible stereoisomers, including scyllo-inositol, myo-inositol (the most abundant), muco-inositol, D-chiro-inositol, L-chiro-inositol, neo-inositol, allo-inositol, epi-inositol, and cis-inositol. In humans, most inositol is synthesized in the kidneys, typically in amounts of a few grams per day.

   

Chiro-inositol

(1R,2R,3S,4S,5S,6s)-cyclohexane-1,2,3,4,5,6-hexol

C6H12O6 (180.0634)


Chiro-inositol, also known as (+)-inositol or (1r,2r,3s,4s,5s,6s)-cyclohexane-1,2,3,4,5,6-hexol, is a member of the class of compounds known as cyclohexanols. Cyclohexanols are compounds containing an alcohol group attached to a cyclohexane ring. Chiro-inositol is soluble (in water) and a very weakly acidic compound (based on its pKa). Chiro-inositol can be found in carob and soy bean, which makes chiro-inositol a potential biomarker for the consumption of these food products. Inositol or its 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 its 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 it 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 . D-chiro-Inositol (also known as 1D-chiro-inositol, abbreviated DCI) is an inositol isoform. Inositol is a derivative of cyclohexane with six hydroxyl groups, making it a polyol. It also is known as a sugar alcohol, having exactly the same molecular formula as glucose or other hexoses. Inositol exists in nine possible stereoisomers, including scyllo-inositol, myo-inositol (the most abundant), muco-inositol, D-chiro-inositol, L-chiro-inositol, neo-inositol, allo-inositol, epi-inositol, and cis-inositol. myo-Inositol is converted into DCI by an insulin dependent NAD/NADH epimerase enzyme. It is known to be an important secondary messenger in insulin signal transduction. DCI accelerates the dephosphorylation of glycogen synthase and pyruvate dehydrogenase, rate limiting enzymes of non-oxidative and oxidative glucose disposal. DCI may act to bypass defective normal epimerization of myo-inositol to DCI associated with insulin resistance and at least partially restore insulin sensitivity and glucose disposal. C26170 - Protective Agent > C1509 - Neuroprotective Agent A - Alimentary tract and metabolism > A11 - Vitamins COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS D-chiro-Inositol is an epimer of myo-inositol found in certain mammalian glycosylphosphatidylinositol protein anchors and inositol phosphoglycans possessing insulin-like bioactivity. D-chiro-Inositol is used clinically for the treatment of polycystic ovary syndrome (PCOS) and diabetes mellitus, which can reduce hyperglycemia and ameliorate insulin resistance[1][2][3]. i-Inositol is a chemical compound related to lipids found in many foods, especially fruits such as cantaloupe and oranges. i-Inositol is a chemical compound related to lipids found in many foods, especially fruits such as cantaloupe and oranges. Scyllo-Inositol, an amyloid inhibitor, potentialy inhibits α-synuclein aggregation. Scyllo-Inositol stabilizes a non-fibrillar non-toxic form of amyloid-β peptide (Aβ42) in vitro, reverses cognitive deficits, and reduces synaptic toxicity and lowers amyloid plaques in an Alzheimer's disease mouse model[1]. Scyllo-Inositol, an amyloid inhibitor, potentialy inhibits α-synuclein aggregation. Scyllo-Inositol stabilizes a non-fibrillar non-toxic form of amyloid-β peptide (Aβ42) in vitro, reverses cognitive deficits, and reduces synaptic toxicity and lowers amyloid plaques in an Alzheimer's disease mouse model[1].

   

cis-Inositol

(1R,2R,3S,4S,5S,6s)-cyclohexane-1,2,3,4,5,6-hexol

C6H12O6 (180.0634)


cis-Inositol is an inositol isoform. Inositol is a derivative of cyclohexane with six hydroxyl groups, making it a polyol. It also is known as a sugar alcohol, having exactly the same molecular formula as glucose or other hexoses. Inositol exists in nine possible stereoisomers, including scyllo-inositol, myo-inositol (the most abundant), muco-inositol, D-chiro-inositol, L-chiro-inositol, neo-inositol, allo-inositol, epi-inositol, and cis-inositol. In humans, most inositol is synthesized in the kidneys, typically in amounts of a few grams per day.

   

allo-Inositol

(1R,2R,3S,4R,5S,6S)-Cyclohexane-1,2,3,4,5,6-hexol

C6H12O6 (180.0634)


allo-Inositol is an inositol isoform. Inositol is a derivative of cyclohexane with six hydroxyl groups, making it a polyol. It also is known as a sugar alcohol, having exactly the same molecular formula as glucose or other hexoses. Inositol exists in nine possible stereoisomers, including scyllo-inositol, myo-inositol (the most abundant), muco-inositol, D-chiro-inositol, L-chiro-inositol, neo-inositol, allo-inositol, epi-inositol, and cis-inositol.

   

2-O-(beta-L-Arabinopyranosyl)-myoinositol

(1R,2S,3s,4R,5S,6s)-6-{[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}cyclohexane-1,2,3,4,5-pentol

C11H20O10 (312.1056)


2-o-(beta-l-arabinopyranosyl)-myoinositol is a member of the class of compounds known as O-glycosyl compounds. O-glycosyl compounds are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. 2-o-(beta-l-arabinopyranosyl)-myoinositol is soluble (in water) and a very weakly acidic compound (based on its pKa). 2-o-(beta-l-arabinopyranosyl)-myoinositol can be found in tea, which makes 2-o-(beta-l-arabinopyranosyl)-myoinositol a potential biomarker for the consumption of this food product.

   

D-ononitol

(1r,2s,4s,5s)-6-methoxycyclohexane-1,2,3,4,5-pentol

C7H14O6 (194.079)


D-ononitol is a member of the class of compounds known as cyclohexanols. Cyclohexanols are compounds containing an alcohol group attached to a cyclohexane ring. D-ononitol is soluble (in water) and a very weakly acidic compound (based on its pKa). D-ononitol can be found in a number of food items such as blackcurrant, sour cherry, strawberry guava, and epazote, which makes D-ononitol a potential biomarker for the consumption of these food products. D-ononitol is a cyclitol. It is a 4-O-methyl-myo-inositol and is a constituent of Medicago sativa .

   

Sequoyitol

(1R,2S,3r,4R,5S,6r)-6-methoxycyclohexane-1,2,3,4,5-pentaol

C7H14O6 (194.079)


1D-5-O-methyl-myo-inositol is a member of the class of methyl myo-inositols that is cyclohexane-1,2,3,4,5-pentol substituted by a methoxy group at position 6 (the 1R,2S,3r,4R,5S,6r-stereoisomer). It has a role as a plant metabolite. Sequoyitol is a natural product found in Podocarpus sellowii, Aristolochia gigantea, and other organisms with data available. Sequoyitol (5-O-Methyl-myo-inositol) is isolated from plants. Sequoyitol (5-O-Methyl-myo-inositol) decreases blood glucose, improves glucose intolerance, and is used to treat diabetes[1]. Sequoyitol (5-O-Methyl-myo-inositol) is isolated from plants. Sequoyitol (5-O-Methyl-myo-inositol) decreases blood glucose, improves glucose intolerance, and is used to treat diabetes[1].

   

5-(hydroxymethyl)cyclohex-5-ene-1,2,3,4-tetrol

5-(hydroxymethyl)cyclohex-5-ene-1,2,3,4-tetrol

C7H12O5 (176.0685)


   

cyclopent-4-ene-1,2,3-triol

cyclopent-4-ene-1,2,3-triol

C5H8O3 (116.0473)


   

5-(hydroxymethyl)cyclohexane-1,2,3-triol

5-(hydroxymethyl)cyclohexane-1,2,3-triol

C7H14O4 (162.0892)


   

(1R,2R,3S,4S,5S,6s)-cyclohexane-1,2,3,4,5,6-hexol

(1R,2R,3S,4S,5S,6s)-cyclohexane-1,2,3,4,5,6-hexol

C6H12O6 (180.0634)


   

scyllo-Inositol

scyllo-Inositol

C6H12O6 (180.0634)


Scyllo-Inositol, an amyloid inhibitor, potentialy inhibits α-synuclein aggregation. Scyllo-Inositol stabilizes a non-fibrillar non-toxic form of amyloid-β peptide (Aβ42) in vitro, reverses cognitive deficits, and reduces synaptic toxicity and lowers amyloid plaques in an Alzheimer's disease mouse model[1]. Scyllo-Inositol, an amyloid inhibitor, potentialy inhibits α-synuclein aggregation. Scyllo-Inositol stabilizes a non-fibrillar non-toxic form of amyloid-β peptide (Aβ42) in vitro, reverses cognitive deficits, and reduces synaptic toxicity and lowers amyloid plaques in an Alzheimer's disease mouse model[1].

   

Phytic acid

1D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate

C6H18O24P6 (659.8614)


1d-myo-inositol 1,2,3,4,5,6-hexakisphosphate, also known as phytate or phytic acid, is a member of the class of compounds known as inositol phosphates. Inositol phosphates are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety. 1d-myo-inositol 1,2,3,4,5,6-hexakisphosphate is soluble (in water) and an extremely strong acidic compound (based on its pKa). 1d-myo-inositol 1,2,3,4,5,6-hexakisphosphate can be found in a number of food items such as scarlet bean, arrowroot, salmonberry, and roman camomile, which makes 1d-myo-inositol 1,2,3,4,5,6-hexakisphosphate a potential biomarker for the consumption of these food products. 1d-myo-inositol 1,2,3,4,5,6-hexakisphosphate can be found primarily in blood and urine, as well as throughout most human tissues. In humans, 1d-myo-inositol 1,2,3,4,5,6-hexakisphosphate is involved in a couple of metabolic pathways, which include inositol metabolism and inositol phosphate metabolism. C26170 - Protective Agent > C275 - Antioxidant

   

Ononitol

(1R,2S,3S,4S,5S,6S)-6-methoxycyclohexane-1,2,3,4,5-pentol

C7H14O6 (194.079)


   

DL-Ononitol

(1R,2R,3R,4R,5S,6R)-6-Methoxycyclohexane-1,2,3,4,5-pentol

C7H14O6 (194.079)


   

Mytilitol

(1r,2R,3S,4s,5R,6S)-1-methylcyclohexane-1,2,3,4,5,6-hexol

C7H14O6 (194.079)


   

Dambonite

(1R,2s,3S,4R,5s,6S)-4,6-dimethoxycyclohexane-1,2,3,5-tetrol

C8H16O6 (208.0947)


   

pinitol

(1R,2S,3R,4S,5S,6S)-6-methoxycyclohexane-1,2,3,4,5-pentol

C7H14O6 (194.079)


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]. D-pinitol has antiviral and larvicidal activities[3]. 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]. D-pinitol has antiviral and larvicidal activities[3].

   

1D-5-O-Methyl-chiro-inositol

1D-5-O-Methyl-chiro-inositol

C7H14O6 (194.079)


A cyclitol ether formed by etherification of the 5-hydroxy group of 1D-chiro-inositol.

   

Inositol 1-phosphate

Inositol 1-phosphate

C6H13O9P (260.0297)


   

muco-Inositol

muco-Inositol

C6H12O6 (180.0634)


An inositol that is cyclohexane-1,2,3,4,5,6-hexol having a (1R,2R,3r,4R,5S,6r)-configuration.

   

(1s,2r,3s,4r,5s,6r)-6-methoxycyclohexane-1,2,3,4,5-pentol

(1s,2r,3s,4r,5s,6r)-6-methoxycyclohexane-1,2,3,4,5-pentol

C7H14O6 (194.079)


   

[(1r,2r,3s,4s,5r,6r)-2,3,6-trihydroxy-4,5-bis(phosphonooxy)cyclohexyl]oxyphosphonic acid

[(1r,2r,3s,4s,5r,6r)-2,3,6-trihydroxy-4,5-bis(phosphonooxy)cyclohexyl]oxyphosphonic acid

C6H15O15P3 (419.9624)


   

2,5,6-trihydroxy-3-methylcyclohex-2-en-1-one

2,5,6-trihydroxy-3-methylcyclohex-2-en-1-one

C7H10O4 (158.0579)


   

(1r,2s,4s,5s)-5-methylcyclohexane-1,2,4-triol

(1r,2s,4s,5s)-5-methylcyclohexane-1,2,4-triol

C7H14O3 (146.0943)


   

4-(hydroxymethyl)cyclopent-4-ene-1,2,3-triol

4-(hydroxymethyl)cyclopent-4-ene-1,2,3-triol

C6H10O4 (146.0579)


   

(1r,2s,3s,4s,5s,6r)-6-methoxycyclohexane-1,2,3,4,5-pentol

(1r,2s,3s,4s,5s,6r)-6-methoxycyclohexane-1,2,3,4,5-pentol

C7H14O6 (194.079)


   

[(3s,4s,5s,6s)-3,4,5,6-tetrahydroxycyclohex-1-en-1-yl]methyl acetate

[(3s,4s,5s,6s)-3,4,5,6-tetrahydroxycyclohex-1-en-1-yl]methyl acetate

C9H14O6 (218.079)


   

(1r,2s,3r,4s,5r,6s)-6-methoxycyclohexane-1,2,3,4,5-pentol

(1r,2s,3r,4s,5r,6s)-6-methoxycyclohexane-1,2,3,4,5-pentol

C7H14O6 (194.079)


   

(2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-{[(1r,4s,5s,6r)-4,5,6-trihydroxycyclohex-2-en-1-yl]oxy}oxane-3,4,5-triol

(2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-{[(1r,4s,5s,6r)-4,5,6-trihydroxycyclohex-2-en-1-yl]oxy}oxane-3,4,5-triol

C12H20O9 (308.1107)


   

(2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-{[(1r,4s,5s,6r)-4,5,6-trihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-yl]oxy}oxane-3,4,5-triol

(2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-{[(1r,4s,5s,6r)-4,5,6-trihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-yl]oxy}oxane-3,4,5-triol

C13H22O10 (338.1213)


   

[(2r,3r,5s,6r)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphonic acid

[(2r,3r,5s,6r)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphonic acid

C6H13O9P (260.0297)


   

(1r,2r,4r,5s)-6-methoxycyclohexane-1,2,3,4,5-pentol

(1r,2r,4r,5s)-6-methoxycyclohexane-1,2,3,4,5-pentol

C7H14O6 (194.079)


   

(4r,5r,6s)-4,5,6-trihydroxy-2-methylcyclohex-2-en-1-one

(4r,5r,6s)-4,5,6-trihydroxy-2-methylcyclohex-2-en-1-one

C7H10O4 (158.0579)


   

(2s,3r,4r,6r)-2,3,4-trihydroxy-6-methylcyclohexan-1-one

(2s,3r,4r,6r)-2,3,4-trihydroxy-6-methylcyclohexan-1-one

C7H12O4 (160.0736)


   

(1s,2r,4s,5s)-cyclohexane-1,2,3,4,5-pentol

(1s,2r,4s,5s)-cyclohexane-1,2,3,4,5-pentol

C6H12O5 (164.0685)


   

[(3r,4r,5r)-3,4,5-trihydroxy-6-oxocyclohex-1-en-1-yl]methyl (2e)-but-2-enoate

[(3r,4r,5r)-3,4,5-trihydroxy-6-oxocyclohex-1-en-1-yl]methyl (2e)-but-2-enoate

C11H14O6 (242.079)


   

(4r,5r,6r)-4,5,6-trihydroxy-2-methylcyclohex-2-en-1-one

(4r,5r,6r)-4,5,6-trihydroxy-2-methylcyclohex-2-en-1-one

C7H10O4 (158.0579)


   

pinpollitol

pinpollitol

C8H16O6 (208.0947)


   

(1s,2r,4r,5s)-5-methylcyclohexane-1,2,4-triol

(1s,2r,4r,5s)-5-methylcyclohexane-1,2,4-triol

C7H14O3 (146.0943)


   

[(1s,2s,3r,4r,5s,6s)-2,3,5,6-tetrahydroxy-4-(phosphonooxy)cyclohexyl]oxyphosphonic acid

[(1s,2s,3r,4r,5s,6s)-2,3,5,6-tetrahydroxy-4-(phosphonooxy)cyclohexyl]oxyphosphonic acid

C6H14O12P2 (339.9961)


   

(4r,5s,6s,7r)-2,4,5,6,7-pentahydroxy-hexahydro-1,3,2λ⁵-benzodioxaphosphol-2-one

(4r,5s,6s,7r)-2,4,5,6,7-pentahydroxy-hexahydro-1,3,2λ⁵-benzodioxaphosphol-2-one

C6H11O8P (242.0192)


   

(4r,5r,6s)-6-bromo-4,5-dihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-one

(4r,5r,6s)-6-bromo-4,5-dihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-one

C7H9BrO4 (235.9684)


   

(1r,2r,3r,4r,5r,6s)-4,6-dimethoxycyclohexane-1,2,3,5-tetrol

(1r,2r,3r,4r,5r,6s)-4,6-dimethoxycyclohexane-1,2,3,5-tetrol

C8H16O6 (208.0947)


   

[(1r,2r,3r,4s,5r,6r)-2,3-dihydroxy-4,5,6-tris(phosphonooxy)cyclohexyl]oxyphosphonic acid

[(1r,2r,3r,4s,5r,6r)-2,3-dihydroxy-4,5,6-tris(phosphonooxy)cyclohexyl]oxyphosphonic acid

C6H16O18P4 (499.9287)


   

(1s,2s,3r)-4-(hydroxymethyl)cyclopent-4-ene-1,2,3-triol

(1s,2s,3r)-4-(hydroxymethyl)cyclopent-4-ene-1,2,3-triol

C6H10O4 (146.0579)


   

(1s,2r,4s,5s)-6-methoxycyclohexane-1,2,3,4,5-pentol

(1s,2r,4s,5s)-6-methoxycyclohexane-1,2,3,4,5-pentol

C7H14O6 (194.079)


   

viscumitol

viscumitol

C8H16O6 (208.0947)


   

6-bromo-4,5-dihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-one

6-bromo-4,5-dihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-one

C7H9BrO4 (235.9684)


   

[(1r,2r,3r,4r,5r,6r)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphonic acid

[(1r,2r,3r,4r,5r,6r)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphonic acid

C6H13O9P (260.0297)


   

(1s,2r,4s,5s)-5-methylcyclohexane-1,2,4-triol

(1s,2r,4s,5s)-5-methylcyclohexane-1,2,4-triol

C7H14O3 (146.0943)


   

(1r,2r,4s,5r)-cyclohexane-1,2,3,4,5-pentol

(1r,2r,4s,5r)-cyclohexane-1,2,3,4,5-pentol

C6H12O5 (164.0685)


   

(1s,5r,6r)-5,6-dihydroxy-3-(hydroxymethyl)-4-oxocyclohex-2-en-1-yl acetate

(1s,5r,6r)-5,6-dihydroxy-3-(hydroxymethyl)-4-oxocyclohex-2-en-1-yl acetate

C9H12O6 (216.0634)


   

(1r,2r,3r,5r)-5-(hydroxymethyl)cyclohexane-1,2,3-triol

(1r,2r,3r,5r)-5-(hydroxymethyl)cyclohexane-1,2,3-triol

C7H14O4 (162.0892)


   

(1r,2s,3r,4s,5s)-cyclohexane-1,2,3,4,5-pentol

(1r,2s,3r,4s,5s)-cyclohexane-1,2,3,4,5-pentol

C6H12O5 (164.0685)


   

[(1r,2r,3s,4r,5s,6s)-2,3,4,5,6-pentakis(phosphonooxy)cyclohexyl]oxyphosphonic acid

[(1r,2r,3s,4r,5s,6s)-2,3,4,5,6-pentakis(phosphonooxy)cyclohexyl]oxyphosphonic acid

C6H18O24P6 (659.8614)


   

(4r,5r,6r)-6-bromo-4,5-dihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-one

(4r,5r,6r)-6-bromo-4,5-dihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-one

C7H9BrO4 (235.9684)


   

2,3,4-trihydroxy-6-methylcyclohexan-1-one

2,3,4-trihydroxy-6-methylcyclohexan-1-one

C7H12O4 (160.0736)


   

(2s,3s,4s,6r)-2,3,4-trihydroxy-6-methylcyclohexan-1-one

(2s,3s,4s,6r)-2,3,4-trihydroxy-6-methylcyclohexan-1-one

C7H12O4 (160.0736)


   

(3,4,5-trihydroxy-6-oxocyclohex-1-en-1-yl)methyl acetate

(3,4,5-trihydroxy-6-oxocyclohex-1-en-1-yl)methyl acetate

C9H12O6 (216.0634)


   

(1s,2r,4r,5s)-cyclohexane-1,2,3,4,5-pentol

(1s,2r,4r,5s)-cyclohexane-1,2,3,4,5-pentol

C6H12O5 (164.0685)


   

(1r,2r,3s,4s,5s,6r)-6-methoxycyclohexane-1,2,3,4,5-pentol

(1r,2r,3s,4s,5s,6r)-6-methoxycyclohexane-1,2,3,4,5-pentol

C7H14O6 (194.079)


   

5-methylcyclohexane-1,2,4-triol

5-methylcyclohexane-1,2,4-triol

C7H14O3 (146.0943)


   

(1r,2s,3r,5s)-5-(hydroxymethyl)cyclohexane-1,2,3-triol

(1r,2s,3r,5s)-5-(hydroxymethyl)cyclohexane-1,2,3-triol

C7H14O4 (162.0892)


   

5-(hydroxymethyl)-7-oxabicyclo[4.1.0]heptane-2,3,4-triol

5-(hydroxymethyl)-7-oxabicyclo[4.1.0]heptane-2,3,4-triol

C7H12O5 (176.0685)


   

[(3s,4s,5r)-3,4,5-trihydroxy-6-oxocyclohex-1-en-1-yl]methyl acetate

[(3s,4s,5r)-3,4,5-trihydroxy-6-oxocyclohex-1-en-1-yl]methyl acetate

C9H12O6 (216.0634)


   

(1r,2r,3r,4s,5s,6s)-6-methoxycyclohexane-1,2,3,4,5-pentol

(1r,2r,3r,4s,5s,6s)-6-methoxycyclohexane-1,2,3,4,5-pentol

C7H14O6 (194.079)


   

(1r,2r,3s)-cyclopent-4-ene-1,2,3-triol

(1r,2r,3s)-cyclopent-4-ene-1,2,3-triol

C5H8O3 (116.0473)


   

(1r,2s,3r,4s)-cyclohexane-1,2,3,4-tetrol

(1r,2s,3r,4s)-cyclohexane-1,2,3,4-tetrol

C6H12O4 (148.0736)


   

4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-one

4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-one

C7H10O5 (174.0528)


   

(1r,2s,3s,4s)-cyclohex-5-ene-1,2,3,4-tetrol

(1r,2s,3s,4s)-cyclohex-5-ene-1,2,3,4-tetrol

C6H10O4 (146.0579)


   

(2r)-2,3-bis(formyloxy)propoxy([(2r,3r,5s,6r)-2,3,4,5,6-pentahydroxycyclohexyl]oxy)phosphinic acid

(2r)-2,3-bis(formyloxy)propoxy([(2r,3r,5s,6r)-2,3,4,5,6-pentahydroxycyclohexyl]oxy)phosphinic acid

C11H19O13P (390.0563)


   

(1s,2r,3s,4r,5r,6r)-5-(hydroxymethyl)-7-oxabicyclo[4.1.0]heptane-2,3,4-triol

(1s,2r,3s,4r,5r,6r)-5-(hydroxymethyl)-7-oxabicyclo[4.1.0]heptane-2,3,4-triol

C7H12O5 (176.0685)


   

(1s,2r,4r,5r)-5-methylcyclohexane-1,2,4-triol

(1s,2r,4r,5r)-5-methylcyclohexane-1,2,4-triol

C7H14O3 (146.0943)


   

(1r,3r)-5-(hydroxymethyl)cyclohexane-1,2,3-triol

(1r,3r)-5-(hydroxymethyl)cyclohexane-1,2,3-triol

C7H14O4 (162.0892)


   

(1s,2r,3s,4s,5s,6s)-1-methylcyclohexane-1,2,3,4,5,6-hexol

(1s,2r,3s,4s,5s,6s)-1-methylcyclohexane-1,2,3,4,5,6-hexol

C7H14O6 (194.079)


   

(1r,2r,4s,5s)-cyclohexane-1,2,3,4,5-pentol

(1r,2r,4s,5s)-cyclohexane-1,2,3,4,5-pentol

C6H12O5 (164.0685)


   

1-methylcyclohexane-1,2,3,4,5,6-hexol

1-methylcyclohexane-1,2,3,4,5,6-hexol

C7H14O6 (194.079)


   

(1r,3s,4r,6s)-4,6-dimethoxycyclohexane-1,2,3,5-tetrol

(1r,3s,4r,6s)-4,6-dimethoxycyclohexane-1,2,3,5-tetrol

C8H16O6 (208.0947)


   

(1s,2s,4r,5s)-5-methylcyclohexane-1,2,4-triol

(1s,2s,4r,5s)-5-methylcyclohexane-1,2,4-triol

C7H14O3 (146.0943)


   

(2s)-3-(acetyloxy)-2-hydroxypropoxy([(2r,3r,5s,6r)-2,3,4,5,6-pentahydroxycyclohexyl]oxy)phosphinic acid

(2s)-3-(acetyloxy)-2-hydroxypropoxy([(2r,3r,5s,6r)-2,3,4,5,6-pentahydroxycyclohexyl]oxy)phosphinic acid

C11H21O12P (376.0771)


   

(1r,2r,4s,5r)-5-methylcyclohexane-1,2,4-triol

(1r,2r,4s,5r)-5-methylcyclohexane-1,2,4-triol

C7H14O3 (146.0943)


   

4,5-dihydroxy-3-methylcyclopent-2-en-1-one

4,5-dihydroxy-3-methylcyclopent-2-en-1-one

C6H8O3 (128.0473)


   
   

(2r,3s,4s,6s)-2,3,4-trihydroxy-6-methylcyclohexan-1-one

(2r,3s,4s,6s)-2,3,4-trihydroxy-6-methylcyclohexan-1-one

C7H12O4 (160.0736)


   

(2r)-6-methoxycyclohexane-1,2,3,4,5-pentol

(2r)-6-methoxycyclohexane-1,2,3,4,5-pentol

C7H14O6 (194.079)


   

(1r,2r,4s,5r)-6-methoxycyclohexane-1,2,3,4,5-pentol

(1r,2r,4s,5r)-6-methoxycyclohexane-1,2,3,4,5-pentol

C7H14O6 (194.079)


   

allo-inositol

allo-inositol

C6H12O5 (164.0685)


   

(2,3,4,5,6-pentahydroxycyclohexyl)oxyphosphonothioic acid

(2,3,4,5,6-pentahydroxycyclohexyl)oxyphosphonothioic acid

C6H13O8PS (276.0069)


   

[(2r,3r,5r,6s)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphonic acid

[(2r,3r,5r,6s)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphonic acid

C6H13O9P (260.0297)


   

[(1s,2r,3r,4s,5s,6s)-2,3,6-trihydroxy-4,5-bis(phosphonooxy)cyclohexyl]oxyphosphonic acid

[(1s,2r,3r,4s,5s,6s)-2,3,6-trihydroxy-4,5-bis(phosphonooxy)cyclohexyl]oxyphosphonic acid

C6H15O15P3 (419.9624)


   

(1r,2s,5s)-6-{[(2r,3r,4s,5s)-3,4,5-trihydroxyoxan-2-yl]oxy}cyclohexane-1,2,3,4,5-pentol

(1r,2s,5s)-6-{[(2r,3r,4s,5s)-3,4,5-trihydroxyoxan-2-yl]oxy}cyclohexane-1,2,3,4,5-pentol

C11H20O10 (312.1056)


   

(1r,2r,3r,4s,5s,6s)-4,6-dimethoxycyclohexane-1,2,3,5-tetrol

(1r,2r,3r,4s,5s,6s)-4,6-dimethoxycyclohexane-1,2,3,5-tetrol

C8H16O6 (208.0947)


   

2,3-bis(formyloxy)propoxy([(2r,3s,6s)-2,3,4,5,6-pentahydroxycyclohexyl]oxy)phosphinic acid

2,3-bis(formyloxy)propoxy([(2r,3s,6s)-2,3,4,5,6-pentahydroxycyclohexyl]oxy)phosphinic acid

C11H19O13P (390.0563)


   

(5r,6r)-2,5,6-trihydroxy-3-methylcyclohex-2-en-1-one

(5r,6r)-2,5,6-trihydroxy-3-methylcyclohex-2-en-1-one

C7H10O4 (158.0579)


   

(4s,5r,6s)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-one

(4s,5r,6s)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-one

C7H10O5 (174.0528)


   

4,6-dimethoxycyclohexane-1,2,3,5-tetrol

4,6-dimethoxycyclohexane-1,2,3,5-tetrol

C8H16O6 (208.0947)


   

(1r,2s,3r,4s)-cyclohex-5-ene-1,2,3,4-tetrol

(1r,2s,3r,4s)-cyclohex-5-ene-1,2,3,4-tetrol

C6H10O4 (146.0579)


   

(4s,5r,6s)-4,5,6-trihydroxy-3-methylcyclohex-2-en-1-one

(4s,5r,6s)-4,5,6-trihydroxy-3-methylcyclohex-2-en-1-one

C7H10O4 (158.0579)


   

2-(hydroxymethyl)-6-{[4,5,6-trihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-yl]oxy}oxane-3,4,5-triol

2-(hydroxymethyl)-6-{[4,5,6-trihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-yl]oxy}oxane-3,4,5-triol

C13H22O10 (338.1213)


   

4,5,6-trihydroxy-2-methylcyclohex-2-en-1-one

4,5,6-trihydroxy-2-methylcyclohex-2-en-1-one

C7H10O4 (158.0579)


   

(1r,2r,4s,5s)-6-methoxycyclohexane-1,2,3,4,5-pentol

(1r,2r,4s,5s)-6-methoxycyclohexane-1,2,3,4,5-pentol

C7H14O6 (194.079)


   

2-(hydroxymethyl)-6-[(4,5,6-trihydroxycyclohex-2-en-1-yl)oxy]oxane-3,4,5-triol

2-(hydroxymethyl)-6-[(4,5,6-trihydroxycyclohex-2-en-1-yl)oxy]oxane-3,4,5-triol

C12H20O9 (308.1107)


   

(1s,2r,3r,4s,5s,6s)-6-methoxycyclohexane-1,2,3,4,5-pentol

(1s,2r,3r,4s,5s,6s)-6-methoxycyclohexane-1,2,3,4,5-pentol

C7H14O6 (194.079)


   

(1r,5s,6s)-5,6-dihydroxy-3-(hydroxymethyl)-2-oxocyclohex-3-en-1-yl acetate

(1r,5s,6s)-5,6-dihydroxy-3-(hydroxymethyl)-2-oxocyclohex-3-en-1-yl acetate

C9H12O6 (216.0634)


   

6-[(3,4,5-trihydroxyoxan-2-yl)oxy]cyclohexane-1,2,3,4,5-pentol

6-[(3,4,5-trihydroxyoxan-2-yl)oxy]cyclohexane-1,2,3,4,5-pentol

C11H20O10 (312.1056)


   

4,5,6-trihydroxy-3-methylcyclohex-2-en-1-one

4,5,6-trihydroxy-3-methylcyclohex-2-en-1-one

C7H10O4 (158.0579)


   

4,5,6-trihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-one

4,5,6-trihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-one

C7H10O5 (174.0528)


   

(1r,2r,3r,4s)-cyclohex-5-ene-1,2,3,4-tetrol

(1r,2r,3r,4s)-cyclohex-5-ene-1,2,3,4-tetrol

C6H10O4 (146.0579)


   

(1s,2r,3s,4r,5s,6r)-5-(hydroxymethyl)-7-oxabicyclo[4.1.0]heptane-2,3,4-triol

(1s,2r,3s,4r,5s,6r)-5-(hydroxymethyl)-7-oxabicyclo[4.1.0]heptane-2,3,4-triol

C7H12O5 (176.0685)


   

(4r,5s)-4,5-dihydroxy-3-methylcyclopent-2-en-1-one

(4r,5s)-4,5-dihydroxy-3-methylcyclopent-2-en-1-one

C6H8O3 (128.0473)