3-Hydroxy-4-(3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-piperidin-2-one

Identification

Generic Name
3-Hydroxy-4-(3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-piperidin-2-one
DrugBank Accession Number
DB03717
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 263.2445
Monoisotopic: 263.100501903
Chemical Formula
C10H17NO7
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UExoglucanase/xylanaseNot AvailableCellulomonas fimi
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
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
Piperidinones / Delta lactams / Oxanes / Monosaccharides / Secondary carboxylic acid amides / Secondary alcohols / Polyols / Oxacyclic compounds / Azacyclic compounds / Acetals
show 5 more
Substituents
Acetal / Alcohol / Aliphatic heteromonocyclic compound / Azacycle / Carbonyl group / Carboxamide group / Carboxylic acid derivative / Delta-lactam / Hydrocarbon derivative / Lactam
show 14 more
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
monosaccharide derivative, piperidones, hydroxypiperidine, beta-D-xyloside (CHEBI:46400)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
284045-95-0
InChI Key
BHZMHPRIYUPDCT-BQWZOORQSA-N
InChI
InChI=1S/C10H17NO7/c12-4-3-17-10(8(15)6(4)13)18-5-1-2-11-9(16)7(5)14/h4-8,10,12-15H,1-3H2,(H,11,16)/t4-,5-,6+,7+,8-,10+/m1/s1
IUPAC Name
(3S,4R)-3-hydroxy-4-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}piperidin-2-one
SMILES
[H]N1CC[C@@H](O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)C1=O

References

General References
Not Available
PubChem Compound
446394
PubChem Substance
46506465
ChemSpider
393763
ZINC
ZINC000005847806
PDBe Ligand
XIL
PDB Entries
1j01

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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
logP-3.3Chemaxon
pKa (Strongest Acidic)11.91Chemaxon
pKa (Strongest Basic)-3.5Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count5Chemaxon
Polar Surface Area128.48 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity56.12 m3·mol-1Chemaxon
Polarizability24.36 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.6817
Blood Brain Barrier-0.8619
Caco-2 permeable-0.724
P-glycoprotein substrateSubstrate0.5566
P-glycoprotein inhibitor INon-inhibitor0.7808
P-glycoprotein inhibitor IINon-inhibitor0.951
Renal organic cation transporterNon-inhibitor0.8363
CYP450 2C9 substrateNon-substrate0.8597
CYP450 2D6 substrateNon-substrate0.8297
CYP450 3A4 substrateNon-substrate0.532
CYP450 1A2 substrateNon-inhibitor0.9319
CYP450 2C9 inhibitorNon-inhibitor0.9328
CYP450 2D6 inhibitorNon-inhibitor0.9223
CYP450 2C19 inhibitorNon-inhibitor0.9463
CYP450 3A4 inhibitorNon-inhibitor0.9901
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9589
Ames testNon AMES toxic0.7904
CarcinogenicityNon-carcinogens0.9748
BiodegradationReady biodegradable0.6646
Rat acute toxicity1.7750 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9869
hERG inhibition (predictor II)Non-inhibitor0.7308
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-MSsplash10-001m-9580000000-c3684e4107f9872ae498
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-0920000000-f34bb2ae20478412631e
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-01si-0910000000-3afeac3bff12bb882f26
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-4910000000-93e5df06d77ac1da1209
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-01ox-9300000000-a827bb4a044c5934d33d
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-014j-6900000000-cfadfec86a447a9665a6
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-052f-9500000000-4bcc543dec3b78da3e01
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]-153.50629
predicted
DeepCCS 1.0 (2019)
[M+H]+155.54791
predicted
DeepCCS 1.0 (2019)
[M+Na]+161.46043
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Cellulomonas fimi
Pharmacological action
Unknown
General Function
Polysaccharide binding
Specific Function
Hydrolyzes both cellulose and xylan. Has also weak endoglucanase activity.The biological conversion of cellulose to glucose generally requires three types of hydrolytic enzymes: (1) Endoglucanases ...
Gene Name
cex
Uniprot ID
P07986
Uniprot Name
Exoglucanase/xylanase
Molecular Weight
51290.845 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]

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