(2R,3R,4R,5R)-4,5-Dihydroxy-2-(hydroxymethyl)-6-oxo-3-piperidinyl beta-D-glucopyranoside
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Identification
- Generic Name
- (2R,3R,4R,5R)-4,5-Dihydroxy-2-(hydroxymethyl)-6-oxo-3-piperidinyl beta-D-glucopyranoside
- DrugBank Accession Number
- DB04096
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 339.2958
Monoisotopic: 339.116545897 - Chemical Formula
- C12H21NO10
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
- Not Available
- 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
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- 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
- Not Available
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.
- Kingdom
- Organic compounds
- Super Class
- Organic oxygen compounds
- Class
- Organooxygen compounds
- Sub Class
- Carbohydrates and carbohydrate conjugates
- Direct Parent
- O-glycosyl compounds
- Alternative Parents
- Disaccharides / Delta lactams / Piperidinones / Oxanes / Secondary carboxylic acid amides / Secondary alcohols / Acetals / Azacyclic compounds / Polyols / Oxacyclic compounds show 6 more
- Substituents
- Acetal / Alcohol / Aliphatic heteromonocyclic compound / Azacycle / Carbonyl group / Carboxamide group / Carboxylic acid derivative / Delta-lactam / Disaccharide / Hydrocarbon derivative show 15 more
- Molecular Framework
- Aliphatic heteromonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- WXSNJJDPPISYEF-ZNLUKOTNSA-N
- InChI
- InChI=1S/C12H21NO10/c14-1-3-10(7(18)8(19)11(21)13-3)23-12-9(20)6(17)5(16)4(2-15)22-12/h3-10,12,14-20H,1-2H2,(H,13,21)/t3-,4-,5-,6+,7-,8-,9-,10-,12+/m1/s1
- IUPAC Name
- (3R,4R,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}piperidin-2-one
- SMILES
- [H]N1[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)C1=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 447325
- PubChem Substance
- 46508417
- ChemSpider
- 394455
- ZINC
- ZINC000015787448
- PDBe Ligand
- ABL
- PDB Entries
- 1naa / 2axr / 3rja / 4qi5
Clinical Trials
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
Property Value Source Water Solubility 294.0 mg/mL ALOGPS logP -3 ALOGPS logP -5.2 Chemaxon logS -0.06 ALOGPS pKa (Strongest Acidic) 10.9 Chemaxon pKa (Strongest Basic) -2.8 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 10 Chemaxon Hydrogen Donor Count 8 Chemaxon Polar Surface Area 189.17 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 69.14 m3·mol-1 Chemaxon Polarizability 30.73 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption - 0.8831 Blood Brain Barrier - 0.8041 Caco-2 permeable - 0.765 P-glycoprotein substrate Non-substrate 0.53 P-glycoprotein inhibitor I Non-inhibitor 0.8386 P-glycoprotein inhibitor II Non-inhibitor 0.9773 Renal organic cation transporter Non-inhibitor 0.8662 CYP450 2C9 substrate Non-substrate 0.8159 CYP450 2D6 substrate Non-substrate 0.8313 CYP450 3A4 substrate Non-substrate 0.5836 CYP450 1A2 substrate Non-inhibitor 0.9265 CYP450 2C9 inhibitor Non-inhibitor 0.929 CYP450 2D6 inhibitor Non-inhibitor 0.9147 CYP450 2C19 inhibitor Non-inhibitor 0.9393 CYP450 3A4 inhibitor Non-inhibitor 0.9798 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.938 Ames test Non AMES toxic 0.7779 Carcinogenicity Non-carcinogens 0.9655 Biodegradation Not ready biodegradable 0.6941 Rat acute toxicity 1.8898 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9888 hERG inhibition (predictor II) Non-inhibitor 0.8702
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-006x-0409000000-99a422754d15c2ff0c77 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-000i-0409000000-5e3c2bac70e10bd5802f Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0a5i-6896000000-e643c50155c1cfa77e5e Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-03di-2924000000-57f64bac668579346f91 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0006-7930000000-ed3692f423b4d7cd72b2 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-02bf-2940000000-f9be94aa3d355539164f Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 159.8396 predictedDeepCCS 1.0 (2019) [M+H]+ 161.73503 predictedDeepCCS 1.0 (2019) [M+Na]+ 167.74028 predictedDeepCCS 1.0 (2019)
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52