NAV

scyllo-inositol

Identification

Generic Name
scyllo-inositol
DrugBank Accession Number
DB03106
Background

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. Scyllitol has been investigated for the treatment of Alzheimer Disease.

Type
Small Molecule
Groups
Investigational
Structure
Similar Structures
Weight
Average: 180.1559
Monoisotopic: 180.063388116
Chemical Formula
C6H12O6
Synonyms
  • 1,3,5/2,4,6-cyclohexanehexol
  • Cocositol
  • Quercinitol
  • Scyllitol
External IDs
  • AZD 103
  • AZD-103
  • ELND 005
  • ELND-005
  • ELND005
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UGlucosylceramidaseNot AvailableHumans
U1-phosphatidylinositol phosphodiesteraseNot AvailableBacillus cereus
UCDP-diacylglycerol--inositol 3-phosphatidyltransferase
inhibitor
Humans
U1-phosphatidylinositol phosphodiesteraseNot AvailableListeria monocytogenes serovar 1/2a (strain ATCC BAA-679 / EGD-e)
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as cyclohexanols. These are compounds containing an alcohol group attached to a cyclohexane ring.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Alcohols and polyols
Direct Parent
Cyclohexanols
Alternative Parents
Sugar alcohols / Cyclitols and derivatives / Polyols / Hydrocarbon derivatives
Substituents
Aliphatic homomonocyclic compound / Cyclic alcohol / Cyclitol or derivatives / Cyclohexanol / Hydrocarbon derivative / Polyol / Sugar alcohol
Molecular Framework
Aliphatic homomonocyclic compounds
External Descriptors
inositol (CHEBI:10642)
Affected organisms
Not Available

Chemical Identifiers

UNII
1VS4X81277
CAS number
488-59-5
InChI Key
CDAISMWEOUEBRE-CDRYSYESSA-N
InChI
InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3+,4+,5-,6-
IUPAC Name
(1r,2r,3r,4r,5r,6r)-cyclohexane-1,2,3,4,5,6-hexol
SMILES
O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O

References

Synthesis Reference

Abdul H. Faug, "Compound useful for the production of 3-deoxy-3-fluoro-myo-inositol." U.S. Patent US4937390, issued March, 1964.

US4937390
General References
Not Available
Human Metabolome Database
HMDB0006088
KEGG Compound
C06153
PubChem Compound
892
PubChem Substance
46505198
ChemSpider
10254646
ChEBI
10642
ChEMBL
CHEMBL468154
ZINC
ZINC000100055570
Therapeutic Targets Database
DNC000974
PDBe Ligand
2H3
Wikipedia
Scyllo-Inositol
PDB Entries
4n54

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
PhaseStatusPurposeConditionsCount
2CompletedTreatmentAlzheimer's Disease (AD)3
2CompletedTreatmentDown Syndrome (DS)1
2TerminatedTreatmentAlzheimer's Disease (AD)1
2TerminatedTreatmentBipolar 1 Disorder1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility485.0 mg/mLALOGPS
logP-2.6ALOGPS
logP-3.8Chemaxon
logS0.43ALOGPS
pKa (Strongest Acidic)12.29Chemaxon
pKa (Strongest Basic)-3.6Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count6Chemaxon
Polar Surface Area121.38 Å2Chemaxon
Rotatable Bond Count0Chemaxon
Refractivity35.78 m3·mol-1Chemaxon
Polarizability16.13 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.8654
Blood Brain Barrier-0.5194
Caco-2 permeable-0.5533
P-glycoprotein substrateNon-substrate0.7394
P-glycoprotein inhibitor INon-inhibitor0.9633
P-glycoprotein inhibitor IINon-inhibitor0.9901
Renal organic cation transporterNon-inhibitor0.9282
CYP450 2C9 substrateNon-substrate0.8523
CYP450 2D6 substrateNon-substrate0.9081
CYP450 3A4 substrateNon-substrate0.7198
CYP450 1A2 substrateNon-inhibitor0.8485
CYP450 2C9 inhibitorNon-inhibitor0.9099
CYP450 2D6 inhibitorNon-inhibitor0.952
CYP450 2C19 inhibitorNon-inhibitor0.9641
CYP450 3A4 inhibitorNon-inhibitor0.8545
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9045
Ames testNon AMES toxic0.7623
CarcinogenicityNon-carcinogens0.8722
BiodegradationReady biodegradable0.5644
Rat acute toxicity1.6459 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.967
hERG inhibition (predictor II)Non-inhibitor0.9701
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-03dr-9700000000-18a13ab4150e6ebb20cd
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-0900000000-4edbcc2408024c840f23
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0900000000-c9ed2f168bddfa69a68f
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0adr-9200000000-6ad6646eaa09bc48b9bb
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-01ox-9100000000-d62e42ea3077a2368e58
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4l-9000000000-809086233c9ccc99a99a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-9100000000-3e48cf11430dc0843ce7
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-137.3867761
predicted
DarkChem Lite v0.1.0
[M-H]-141.83443
predicted
DeepCCS 1.0 (2019)
[M+H]+138.2230761
predicted
DarkChem Lite v0.1.0
[M+H]+144.23
predicted
DeepCCS 1.0 (2019)
[M+Na]+136.8319761
predicted
DarkChem Lite v0.1.0
[M+Na]+150.81364
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Glucosylceramidase
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Receptor binding
Specific Function
Not Available
Gene Name
GBA
Uniprot ID
P04062
Uniprot Name
Glucosylceramidase
Molecular Weight
59715.745 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
Details2. 1-phosphatidylinositol phosphodiesterase
Kind
Protein
Organism
Bacillus cereus
Pharmacological action
Unknown
General Function
Phosphoric diester hydrolase activity
Specific Function
Cleaves glycosylphosphatidylinositol (GPI) and phosphatidylinositol (PI) anchors but not PI phosphates.
Gene Name
Not Available
Uniprot ID
P14262
Uniprot Name
1-phosphatidylinositol phosphodiesterase
Molecular Weight
38108.93 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
Details3. CDP-diacylglycerol--inositol 3-phosphatidyltransferase
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Manganese ion binding
Specific Function
Catalyzes the biosynthesis of phosphatidylinositol (PtdIns) as well as PtdIns:inositol exchange reaction. May thus act to reduce an excessive cellular PtdIns content. The exchange activity is due t...
Gene Name
CDIPT
Uniprot ID
O14735
Uniprot Name
CDP-diacylglycerol--inositol 3-phosphatidyltransferase
Molecular Weight
23538.47 Da
References
  1. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [Article]
Details4. 1-phosphatidylinositol phosphodiesterase
Kind
Protein
Organism
Listeria monocytogenes serovar 1/2a (strain ATCC BAA-679 / EGD-e)
Pharmacological action
Unknown
General Function
Phosphoric diester hydrolase activity
Specific Function
Cleaves glycosylphosphatidylinositol (GPI) and phosphatidylinositol (PI) anchors but not PI phosphates. Important factor in pathogenesis, PI-PLC activity is present only in virulent listeria specie...
Gene Name
plcA
Uniprot ID
P34024
Uniprot Name
1-phosphatidylinositol phosphodiesterase
Molecular Weight
36317.61 Da

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52