Glucaric acid

Identification

Name
Glucaric acid
Accession Number
DB03603  (EXPT01594)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
QLZ991V4A2
CAS number
87-73-0
Weight
Average: 210.1388
Monoisotopic: 210.037567296
Chemical Formula
C6H10O8
InChI Key
DSLZVSRJTYRBFB-LLEIAEIESA-N
InChI
InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/t1-,2-,3-,4+/m0/s1
IUPAC Name
(2R,3S,4S,5S)-2,3,4,5-tetrahydroxyhexanedioic acid
SMILES

Pharmacology

Indication
Not Available
Structured Indications
Not Available
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB00663
KEGG Compound
C00767
PubChem Compound
33037
PubChem Substance
46506906
ChemSpider
30577
ChEBI
16002
HET
GKR

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)125.5 °CPhysProp
Predicted Properties
PropertyValueSource
Water Solubility63.1 mg/mLALOGPS
logP-1.8ALOGPS
logP-3.1ChemAxon
logS-0.52ALOGPS
pKa (Strongest Acidic)2.83ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area155.52 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity38.14 m3·mol-1ChemAxon
Polarizability16.8 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.9294
Blood Brain Barrier+0.7999
Caco-2 permeable-0.8554
P-glycoprotein substrateNon-substrate0.7723
P-glycoprotein inhibitor INon-inhibitor0.987
P-glycoprotein inhibitor IINon-inhibitor0.9735
Renal organic cation transporterNon-inhibitor0.9659
CYP450 2C9 substrateNon-substrate0.8684
CYP450 2D6 substrateNon-substrate0.9072
CYP450 3A4 substrateNon-substrate0.77
CYP450 1A2 substrateNon-inhibitor0.9174
CYP450 2C9 inhibitorNon-inhibitor0.8917
CYP450 2D6 inhibitorNon-inhibitor0.9442
CYP450 2C19 inhibitorNon-inhibitor0.9567
CYP450 3A4 inhibitorNon-inhibitor0.8913
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9889
Ames testNon AMES toxic0.9243
CarcinogenicityNon-carcinogens0.6955
BiodegradationReady biodegradable0.9831
Rat acute toxicity1.6044 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9898
hERG inhibition (predictor II)Non-inhibitor0.9752
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
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)GC-MSsplash10-00kb-0951000000-900f03a7c305b77327a7
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)GC-MSsplash10-0002-0931000000-0b5da9d9795e377e2131
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)GC-MSsplash10-000w-0934000000-065f1d82bf37b3646812
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)GC-MSsplash10-000t-0933000000-88564b1ce0ddb6a8ab41
GC-MS Spectrum - GC-MS (6 TMS)GC-MSsplash10-001l-0988100000-b295a3efe00c6ac42fb9
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-000w-0934000000-065f1d82bf37b3646812
GC-MS Spectrum - GC-MSGC-MSsplash10-001l-0988100000-b295a3efe00c6ac42fb9
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-000t-0923000000-6490a1c6d0dfb83df0a3
MS/MS Spectrum - Quattro_QQQ 10V, NegativeLC-MS/MSsplash10-0a4i-4290000000-dff4fd55a904d215586a
MS/MS Spectrum - Quattro_QQQ 25V, NegativeLC-MS/MSsplash10-0abi-9000000000-178202e29014c0d1d594
MS/MS Spectrum - Quattro_QQQ 40V, NegativeLC-MS/MSsplash10-0ab9-9000000000-c6d132cfd1374248952d
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, NegativeLC-MS/MSsplash10-0a4i-0390000000-f3fdb1545009312f6a25
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, NegativeLC-MS/MSsplash10-000i-9620000000-1bde5d31aa638eab1df1
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, NegativeLC-MS/MSsplash10-052r-9000000000-fcfaa9b35c8d204ab0ec
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, NegativeLC-MS/MSsplash10-0ab9-9000000000-20e03e65e2d34a86ffba
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, NegativeLC-MS/MSsplash10-0ab9-9000000000-dd03e436136ea5ad38c4
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0a4i-0390000000-f3fdb1545009312f6a25
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-000i-9620000000-1bde5d31aa638eab1df1
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-052r-9000000000-fcfaa9b35c8d204ab0ec
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0ab9-9000000000-20e03e65e2d34a86ffba
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0ab9-9000000000-dd03e436136ea5ad38c4
MS/MS Spectrum - , negativeLC-MS/MSsplash10-000i-9310000000-bd910793555bb11fd037
MS/MS Spectrum - , positiveLC-MS/MSsplash10-0006-2960000000-b147e30a08581da98464
1H NMR Spectrum1D NMRNot Applicable
[1H,1H] 2D NMR Spectrum2D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable

Taxonomy

Description
This compound belongs to the class of organic compounds known as glucuronic acid derivatives. These are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbohydrates and carbohydrate conjugates
Direct Parent
Glucuronic acid derivatives
Alternative Parents
Medium-chain hydroxy acids and derivatives / Medium-chain fatty acids / Hydroxy fatty acids / Beta hydroxy acids and derivatives / Monosaccharides / Dicarboxylic acids and derivatives / Alpha hydroxy acids and derivatives / Secondary alcohols / Polyols / Carboxylic acids
show 3 more
Substituents
Glucuronic acid or derivatives / Medium-chain hydroxy acid / Medium-chain fatty acid / Beta-hydroxy acid / Hydroxy fatty acid / Monosaccharide / Hydroxy acid / Dicarboxylic acid or derivatives / Alpha-hydroxy acid / Fatty acyl
show 10 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
glucaric acid (CHEBI:16002) / Dicarboxylic acids (LMFA01170108)

Targets

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. [PubMed:17139284]
  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. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on November 09, 2017 03:30