INS

1,2,3,4,5,6-HEXAHYDROXY-CYCLOHEXANE

Created: 1999-07-08
Last modified:  2024-09-27

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Chemical Details

Formal Charge0
Atom Count24
Chiral Atom Count0
Bond Count24
Aromatic Bond Count0
2D diagram of INS
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Chemical Component Summary

Name1,2,3,4,5,6-HEXAHYDROXY-CYCLOHEXANE
SynonymsMYO-INOSITOL
Systematic Name (OpenEye OEToolkits)cyclohexane-1,2,3,4,5,6-hexol
FormulaC6 H12 O6
Molecular Weight180.156
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04OC1C(O)C(O)C(O)C(O)C1O
SMILESCACTVS3.341O[CH]1[CH](O)[CH](O)[CH](O)[CH](O)[CH]1O
SMILESOpenEye OEToolkits1.5.0C1(C(C(C(C(C1O)O)O)O)O)O
Canonical SMILESCACTVS3.341 O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O
Canonical SMILESOpenEye OEToolkits1.5.0 C1(C(C(C(C(C1O)O)O)O)O)O
InChIInChI1.03 InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3-,4+,5-,6-
InChIKeyInChI1.03 CDAISMWEOUEBRE-GPIVLXJGSA-N

Drug Info: DrugBank

DrugBank IDDB13178 
NameInositol
Groups
  • approved
  • withdrawn
  • investigational
DescriptionInositol is a collection of nine different stereoisomers but the name is usually used to describe only the most common type of inositol, myo-inositol. Myo-inositol is the cis-1,2,3,5-trans-4,6-cyclohexanehexol and it is prepared from an aqueous extract of corn kernels by precipitation and hydrolysis of crude phytate. These molecules have structural similarities to glucose and are involved in cellular signaling. It is considered a pseudovitamin as it is a molecule that does not qualify to be an essential vitamin because even though its presence is vital in the body, a deficiency in this molecule does not translate into disease conditions.[L2560] Inositol can be found as an ingredient of OTC products by Health Canada but all current product whose main ingredient is inositol are discontinued.[L1113] By the FDA, inositol is considered in the list of specific substances affirmed as generally recognized as safe (GRAS).[L2561]
Synonyms
  • 1,2,3,5/4,6-cyclohexanehexol
  • cis-1,2,3,5-trans-4,6-cyclohexanehexol
  • Inositol
  • L-myo-Inositol
  • meso-Inositol
Brand Names
  • Vita-B
  • Revitex Ampoules Et Comprimes
  • Nrg Plus Liq
  • Ultra Hr
  • Stress Formula B-comp + 500mg Vit C Tab
IndicationInositol may be used in food without any limitation. As a drug, inositol is used as a nutrient supplement in special dietary foods and infant formula.[L2561] As it presents a relevant role in ensuring oocyte fertility, inositol has been studied for its use in the management of polycystic ovaries.[A32751] Inositol is also being researched for the treatment of diabetes,[A32766] prevention of metabolic syndrome,[A32768] aid agent for weight loss,[A32769] treatment of depression, psychiatric disorder and anxiety disorder[A32770] and for prevention of cancer.[A32771]
Categories
  • Alcohols
  • Alimentary Tract and Metabolism
  • Carbohydrates
  • Drugs that are Mainly Renally Excreted
  • Micronutrients
ATC-CodeA11HA07
CAS number87-89-8

Drug Targets

NameTarget SequencePharmacological ActionActions
Sodium/myo-inositol cotransporterMRAVLDTADIAIVALYFILVMCIGFFAMWKSNRSTVSGYFLAGRSMTWVT...unknownsubstrate
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
CCDC/CSD MYINOL01, EPINSR, FOPKOK, ZIVVOR, EPINOS, MYINOL02, MYTOLD01, EFURIH04, ZIVVIL, YEPNOW, IFAKAC, UDINUR, MYINCA10, YEPNOW01, EFURIH03, QIKZUH01, MUINOS, EFURIH01, EFURIH, EFURIH02, MYINOL, QIKZAN02, INSMGC, QIKZUH, QIKZAN01, QIKZAN
COD 2212154, 1543051, 1543052, 1543053, 1543054, 1543055, 1543056, 2209541, 2209684