NAV

4,5-Dihydroxy-Tetrahydro-Pyran-2-Carboxylic Acid

Identification

Generic Name
4,5-Dihydroxy-Tetrahydro-Pyran-2-Carboxylic Acid
DrugBank Accession Number
DB02227
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 162.1406
Monoisotopic: 162.05282343
Chemical Formula
C6H10O5
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UChondroitinase (Chondroitin lyase)Not AvailableArthrobacter aurescens
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 pyrans. These are compounds containing a pyran ring, which is a six-member heterocyclic, non-aromatic ring with five carbon atoms, one oxygen atom and two ring double bonds.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Pyrans
Sub Class
Not Available
Direct Parent
Pyrans
Alternative Parents
Oxanes / Secondary alcohols / 1,2-diols / Oxacyclic compounds / Monocarboxylic acids and derivatives / Dialkyl ethers / Carboxylic acids / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
1,2-diol / Alcohol / Aliphatic heteromonocyclic compound / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Dialkyl ether / Ether / Hydrocarbon derivative / Monocarboxylic acid or derivatives
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
YRPRHLNMFWDGSL-YUPRTTJUSA-N
InChI
InChI=1S/C6H10O5/c7-3-1-5(6(9)10)11-2-4(3)8/h3-5,7-8H,1-2H2,(H,9,10)/t3-,4-,5-/m0/s1
IUPAC Name
(2S,4S,5S)-4,5-dihydroxyoxane-2-carboxylic acid
SMILES
O[C@H]1CO[C@@H](C[C@@H]1O)C(O)=O

References

General References
Not Available
PubChem Compound
448431
PubChem Substance
46507050
ChemSpider
395231
PDBe Ligand
GCT
PDB Entries
1rwf / 1rwg / 1rwh

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
Water Solubility692.0 mg/mLALOGPS
logP-1.7ALOGPS
logP-1.6Chemaxon
logS0.63ALOGPS
pKa (Strongest Acidic)3.53Chemaxon
pKa (Strongest Basic)-3.2Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area86.99 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity33.66 m3·mol-1Chemaxon
Polarizability14.77 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.6222
Blood Brain Barrier+0.514
Caco-2 permeable-0.8093
P-glycoprotein substrateNon-substrate0.5249
P-glycoprotein inhibitor INon-inhibitor0.9422
P-glycoprotein inhibitor IINon-inhibitor0.9929
Renal organic cation transporterNon-inhibitor0.9157
CYP450 2C9 substrateNon-substrate0.8719
CYP450 2D6 substrateNon-substrate0.8875
CYP450 3A4 substrateNon-substrate0.6558
CYP450 1A2 substrateNon-inhibitor0.9652
CYP450 2C9 inhibitorNon-inhibitor0.973
CYP450 2D6 inhibitorNon-inhibitor0.9542
CYP450 2C19 inhibitorNon-inhibitor0.9607
CYP450 3A4 inhibitorNon-inhibitor0.9777
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9944
Ames testNon AMES toxic0.6841
CarcinogenicityNon-carcinogens0.9647
BiodegradationReady biodegradable0.9037
Rat acute toxicity1.7092 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9858
hERG inhibition (predictor II)Non-inhibitor0.9362
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-MSsplash10-0006-9500000000-2937907b1ca6b02affb0
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-8900000000-34ca2c05329c5a5e3344
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-7900000000-d6311d74cbd62291a354
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-9600000000-1ea03ec9b5c12a090f31
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9100000000-1c5a8b1e9485d8e15b52
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-052g-9000000000-3098dc9a8b353cce13e9
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-991b434064781d654b96
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]-131.06999
predicted
DeepCCS 1.0 (2019)
[M+H]+133.46556
predicted
DeepCCS 1.0 (2019)
[M+Na]+139.74232
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Chondroitinase (Chondroitin lyase)
Kind
Protein
Organism
Arthrobacter aurescens
Pharmacological action
Unknown
General Function
Carbon-oxygen lyase activity, acting on polysaccharides
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
P84141
Uniprot Name
Chondroitinase (Chondroitin lyase)
Molecular Weight
79927.28 Da

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