Glucaric acid

Identification

Generic Name
Glucaric acid
DrugBank Accession Number
DB03603
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 210.1388
Monoisotopic: 210.037567296
Chemical Formula
C6H10O8
Synonyms
Not Available

Pharmacology

Indication

Not Available

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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
Chemical TaxonomyProvided by Classyfire
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
Alcohol / Aliphatic acyclic compound / Alpha-hydroxy acid / Beta-hydroxy acid / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Dicarboxylic acid or derivatives / Fatty acid / Fatty acyl
show 10 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
glucaric acid (CHEBI:16002) / Dicarboxylic acids (LMFA01170108)
Affected organisms
Not Available

Chemical Identifiers

UNII
QLZ991V4A2
CAS number
87-73-0
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
O[C@@H]([C@H](O)[C@@H](O)C(O)=O)[C@H](O)C(O)=O

References

General References
Not Available
Human Metabolome Database
HMDB0000663
KEGG Compound
C00767
PubChem Compound
33037
PubChem Substance
46506906
ChemSpider
30577
ChEBI
16002
ZINC
ZINC000005783661
PDBe Ligand
GKR
Wikipedia
Saccharic_acid

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
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-MSsplash10-05bf-9400000000-5d870077c657dc484d46
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
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
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00kb-1910000000-2f6e142d1bed69f35fbe
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0pdi-8910000000-8649b251e75f6c54610d
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-07br-9500000000-35252eac53db5f5cce73
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-9100000000-20c38654bb051fca7c59
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-9000000000-28d71378c596e4be3460
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-9000000000-15b19e75fd86b153bd60
1H NMR Spectrum1D NMRNot Applicable
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
[1H,1H] 2D NMR Spectrum2D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-148.2584537
predicted
DarkChem Lite v0.1.0
[M-H]-128.0881019
predicted
DarkChem Standard v0.1.0
[M-H]-146.75726
predicted
DeepCCS 1.0 (2019)
[M+H]+151.0418537
predicted
DarkChem Lite v0.1.0
[M+H]+143.0371537
predicted
DarkChem Lite v0.1.0
[M+H]+149.15318
predicted
DeepCCS 1.0 (2019)
[M+Na]+147.4251537
predicted
DarkChem Lite v0.1.0
[M+Na]+140.7323537
predicted
DarkChem Lite v0.1.0
[M+Na]+155.0657
predicted
DeepCCS 1.0 (2019)

Targets

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insights and accelerate drug research.
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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