NAV

2,3-Dihydroxy-5-Oxo-Hexanedioate

Identification

Generic Name
2,3-Dihydroxy-5-Oxo-Hexanedioate
DrugBank Accession Number
DB03237
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 190.1076
Monoisotopic: 190.011352546
Chemical Formula
C6H6O7
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UGlucarate dehydrataseNot AvailableEscherichia coli (strain K12)
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 medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Keto acids and derivatives
Sub Class
Medium-chain keto acids and derivatives
Direct Parent
Medium-chain keto acids and derivatives
Alternative Parents
Beta hydroxy acids and derivatives / Monosaccharides / Dicarboxylic acids and derivatives / Beta-hydroxy ketones / Alpha-keto acids and derivatives / Secondary alcohols / 1,2-diols / Carboxylic acids / Organic oxides / Hydrocarbon derivatives
show 1 more
Substituents
1,2-diol / Alcohol / Aliphatic acyclic compound / Alpha-keto acid / Beta-hydroxy acid / Beta-hydroxy ketone / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Dicarboxylic acid or derivatives
show 10 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
dicarboxylic acid dianion (CHEBI:42819)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
QUURPCHWPQNNGL-ZAFYKAAXSA-L
InChI
InChI=1S/C6H8O7/c7-2(4(9)6(12)13)1-3(8)5(10)11/h2,4,7,9H,1H2,(H,10,11)(H,12,13)/p-2/t2-,4+/m0/s1
IUPAC Name
(2R,3S)-2,3-dihydroxy-5-oxohexanedioate
SMILES
O[C@@H](CC(=O)C([O-])=O)[C@@H](O)C([O-])=O

References

General References
Not Available
PubChem Compound
5288442
PubChem Substance
46506322
ChemSpider
4450631
ChEBI
42819
PDBe Ligand
GLR
PDB Entries
1ec8 / 1jdf / 3pwg / 3pwi

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 Solubility262.0 mg/mLALOGPS
logP-1.4ALOGPS
logP-1.5Chemaxon
logS0.06ALOGPS
pKa (Strongest Acidic)2.5Chemaxon
pKa (Strongest Basic)-3.3Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area137.79 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity57.86 m3·mol-1Chemaxon
Polarizability14.69 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.8667
Blood Brain Barrier+0.8226
Caco-2 permeable-0.8744
P-glycoprotein substrateNon-substrate0.7272
P-glycoprotein inhibitor INon-inhibitor0.972
P-glycoprotein inhibitor IINon-inhibitor0.9645
Renal organic cation transporterNon-inhibitor0.9676
CYP450 2C9 substrateNon-substrate0.8929
CYP450 2D6 substrateNon-substrate0.8983
CYP450 3A4 substrateNon-substrate0.7668
CYP450 1A2 substrateNon-inhibitor0.937
CYP450 2C9 inhibitorNon-inhibitor0.966
CYP450 2D6 inhibitorNon-inhibitor0.951
CYP450 2C19 inhibitorNon-inhibitor0.9638
CYP450 3A4 inhibitorNon-inhibitor0.9479
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9956
Ames testNon AMES toxic0.8455
CarcinogenicityNon-carcinogens0.7878
BiodegradationReady biodegradable0.9824
Rat acute toxicity1.8805 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9853
hERG inhibition (predictor II)Non-inhibitor0.9719
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 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-139.21455
predicted
DeepCCS 1.0 (2019)
[M+H]+141.61012
predicted
DeepCCS 1.0 (2019)
[M+Na]+147.52277
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Glucarate dehydratase
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Magnesium ion binding
Specific Function
Catalyzes the dehydration of glucarate to 5-keto-4-deoxy-D-glucarate (5-kdGluc). Also acts on L-idarate.
Gene Name
gudD
Uniprot ID
P0AES2
Uniprot Name
Glucarate dehydratase
Molecular Weight
49140.715 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