NAV

3-hydroxyglutaric acid

Identification

Generic Name
3-hydroxyglutaric acid
DrugBank Accession Number
DB04594
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 148.114
Monoisotopic: 148.037173366
Chemical Formula
C5H8O5
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UHydroxymethylglutaryl-CoA lyase, mitochondrialNot AvailableHumans
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 beta hydroxy acids and derivatives. These are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Hydroxy acids and derivatives
Sub Class
Beta hydroxy acids and derivatives
Direct Parent
Beta hydroxy acids and derivatives
Alternative Parents
Short-chain hydroxy acids and derivatives / Fatty acids and conjugates / Dicarboxylic acids and derivatives / Secondary alcohols / Carboxylic acids / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Alcohol / Aliphatic acyclic compound / Beta-hydroxy acid / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Dicarboxylic acid or derivatives / Fatty acid / Hydrocarbon derivative / Organic oxide
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
C3FG9S37DY
CAS number
638-18-6
InChI Key
ZQHYXNSQOIDNTL-UHFFFAOYSA-N
InChI
InChI=1S/C5H8O5/c6-3(1-4(7)8)2-5(9)10/h3,6H,1-2H2,(H,7,8)(H,9,10)
IUPAC Name
3-hydroxypentanedioic acid
SMILES
OC(CC(O)=O)CC(O)=O

References

General References
Not Available
Human Metabolome Database
HMDB0000428
PubChem Compound
181976
PubChem Substance
46508402
ChemSpider
158277
BindingDB
50344960
ChEMBL
CHEMBL556937
ZINC
ZINC000002556454
PDBe Ligand
3HG
PDB Entries
2cw6

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 Solubility172.0 mg/mLALOGPS
logP-1.2ALOGPS
logP-1Chemaxon
logS0.06ALOGPS
pKa (Strongest Acidic)3.52Chemaxon
pKa (Strongest Basic)-2.9Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area94.83 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity29.5 m3·mol-1Chemaxon
Polarizability12.81 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.5616
Blood Brain Barrier+0.8941
Caco-2 permeable-0.7184
P-glycoprotein substrateNon-substrate0.7442
P-glycoprotein inhibitor INon-inhibitor0.9782
P-glycoprotein inhibitor IINon-inhibitor0.9532
Renal organic cation transporterNon-inhibitor0.9504
CYP450 2C9 substrateNon-substrate0.8295
CYP450 2D6 substrateNon-substrate0.9033
CYP450 3A4 substrateNon-substrate0.7513
CYP450 1A2 substrateNon-inhibitor0.9568
CYP450 2C9 inhibitorNon-inhibitor0.9553
CYP450 2D6 inhibitorNon-inhibitor0.9434
CYP450 2C19 inhibitorNon-inhibitor0.9482
CYP450 3A4 inhibitorNon-inhibitor0.8196
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9745
Ames testNon AMES toxic0.9134
CarcinogenicityNon-carcinogens0.681
BiodegradationReady biodegradable0.918
Rat acute toxicity1.9438 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9744
hERG inhibition (predictor II)Non-inhibitor0.9791
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-MSsplash10-0536-9200000000-95922095d2aa1db75f8b
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0f79-9500000000-137591469d8724204456
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0zfs-5900000000-bd67752f9cd4f85abe7a
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4r-9000000000-b27c1b21fb8d7fc62e48
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-007c-9000000000-bd55660af83aeeece9d9
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0077-9000000000-97e9c039f744429d8dfc
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4l-9000000000-f598eea31f650c53dcbd
1H NMR Spectrum1D NMRNot Applicable
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-127.063952
predicted
DarkChem Lite v0.1.0
[M-H]-127.022652
predicted
DarkChem Lite v0.1.0
[M-H]-120.04436
predicted
DeepCCS 1.0 (2019)
[M+H]+128.606552
predicted
DarkChem Lite v0.1.0
[M+H]+128.669052
predicted
DarkChem Lite v0.1.0
[M+H]+123.506454
predicted
DeepCCS 1.0 (2019)
[M+Na]+127.815052
predicted
DarkChem Lite v0.1.0
[M+Na]+127.986652
predicted
DarkChem Lite v0.1.0
[M+Na]+132.06691
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Hydroxymethylglutaryl-CoA lyase, mitochondrial
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Receptor binding
Specific Function
Key enzyme in ketogenesis (ketone body formation). Terminal step in leucine catabolism. Ketone bodies (beta-hydroxybutyrate, acetoacetate and acetone) are essential as an alternative source of ener...
Gene Name
HMGCL
Uniprot ID
P35914
Uniprot Name
Hydroxymethylglutaryl-CoA lyase, mitochondrial
Molecular Weight
34359.84 Da

Drug created at September 11, 2007 17:48 / Updated at June 12, 2020 16:52