3-Hydroxypyruvic Acid

Identification

Name
3-Hydroxypyruvic Acid
Accession Number
DB02951  (EXPT00190)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
External IDs
FEMA NO. 3843
Categories
UNII
934B2KHY0S
CAS number
1113-60-6
Weight
Average: 104.0615
Monoisotopic: 104.010958616
Chemical Formula
C3H4O4
InChI Key
HHDDCCUIIUWNGJ-UHFFFAOYSA-N
InChI
InChI=1S/C3H4O4/c4-1-2(5)3(6)7/h4H,1H2,(H,6,7)
IUPAC Name
3-hydroxy-2-oxopropanoic acid
SMILES
OCC(=O)C(O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UTriosephosphate isomeraseNot AvailablePlasmodium falciparum
UN-acetylneuraminate lyaseNot AvailableShigella flexneri
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
PathwayCategory
3-Phosphoglycerate dehydrogenase deficiencyDisease
Hyperglycinemia, non-ketoticDisease
Non Ketotic HyperglycinemiaDisease
Dimethylglycine Dehydrogenase DeficiencyDisease
Glycine and Serine MetabolismMetabolic
Dihydropyrimidine Dehydrogenase Deficiency (DHPD)Disease
Dimethylglycine Dehydrogenase DeficiencyDisease
SarcosinemiaDisease
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB01352
KEGG Compound
C00168
PubChem Compound
964
PubChem Substance
46508098
ChemSpider
939
ChEBI
30841
HET
3PY
PDB Entries
1fdy / 1hl2 / 1nfv / 1o5x / 3lcw / 4dqd / 4mfe / 4x2p

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
Not Available
Predicted Properties
PropertyValueSource
Water Solubility209.0 mg/mLALOGPS
logP-1.4ALOGPS
logP-0.75ChemAxon
logS0.3ALOGPS
pKa (Strongest Acidic)2.57ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity19.69 m3·mol-1ChemAxon
Polarizability8.17 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.7402
Blood Brain Barrier+0.8537
Caco-2 permeable-0.8081
P-glycoprotein substrateNon-substrate0.8044
P-glycoprotein inhibitor INon-inhibitor0.948
P-glycoprotein inhibitor IINon-inhibitor0.9161
Renal organic cation transporterNon-inhibitor0.9302
CYP450 2C9 substrateNon-substrate0.879
CYP450 2D6 substrateNon-substrate0.9037
CYP450 3A4 substrateNon-substrate0.7595
CYP450 1A2 substrateNon-inhibitor0.9411
CYP450 2C9 inhibitorNon-inhibitor0.943
CYP450 2D6 inhibitorNon-inhibitor0.9581
CYP450 2C19 inhibitorNon-inhibitor0.9542
CYP450 3A4 inhibitorNon-inhibitor0.9348
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9803
Ames testNon AMES toxic0.8067
CarcinogenicityNon-carcinogens0.7546
BiodegradationReady biodegradable0.9805
Rat acute toxicity1.5351 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9882
hERG inhibition (predictor II)Non-inhibitor0.9658
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-MS (1 MEOX; 2 TMS)GC-MSsplash10-0iki-3910000000-c702dadd4b10b9c2e21c
GC-MS Spectrum - GC-MS (1 MEOX; 2 TMS)GC-MSsplash10-03ei-8930000000-6f1615bef5d93f87b361
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - EI-BGC-MSsplash10-0gvk-1920000000-c10a7388ab610f99688d
GC-MS Spectrum - EI-BGC-MSsplash10-03dj-1930000000-91df46c8a6c638ffe0f6
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-03ds-2910000000-bc634dfde6ae74b517bf
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0gvt-2900000000-37fc3d3c38147e1d8cd8
GC-MS Spectrum - GC-MSGC-MSsplash10-0iki-3910000000-c702dadd4b10b9c2e21c
GC-MS Spectrum - GC-MSGC-MSsplash10-03ei-8930000000-6f1615bef5d93f87b361
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-03dj-1920000000-408d150435ee3edcc7d1
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0gvt-2900000000-fc662023f269ec21b82e
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4r-9600000000-12ab714e9a2767f1b0b5
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4r-9100000000-c1a1da67ff71584bbd6a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-9000000000-cafdd074d8a05bebf155
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-7900000000-f2aeab79489832ab6fca
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0pc0-9200000000-f62ce4a7bd46da93fc09
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-9000000000-1f52435889596b02dbf5

Taxonomy

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
Monosaccharides / Alpha-keto acids and derivatives / Alpha-hydroxy ketones / Monocarboxylic acids and derivatives / Carboxylic acids / Primary alcohols / Organic oxides / Hydrocarbon derivatives
Substituents
Beta-hydroxy acid / Alpha-keto acid / Keto acid / Monosaccharide / Alpha-hydroxy ketone / Ketone / Monocarboxylic acid or derivatives / Carboxylic acid / Carboxylic acid derivative / Organooxygen compound
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
2-oxo monocarboxylic acid, 3-hydroxy monocarboxylic acid (CHEBI:30841)

Targets

Kind
Protein
Organism
Plasmodium falciparum
Pharmacological action
Unknown
General Function
Triose-phosphate isomerase activity
Specific Function
Not Available
Gene Name
TPI
Uniprot ID
Q07412
Uniprot Name
Triosephosphate isomerase
Molecular Weight
27934.505 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]
Kind
Protein
Organism
Shigella flexneri
Pharmacological action
Unknown
General Function
N-acetylneuraminate lyase activity
Specific Function
Catalyzes the reversible aldol cleavage of N-acetylneuraminic acid (sialic acid; Neu5Ac) to form pyruvate and N-acetylmannosamine (ManNAc) via a Schiff base intermediate.
Gene Name
nanA
Uniprot ID
P0A6L6
Uniprot Name
N-acetylneuraminate lyase
Molecular Weight
32593.23 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 03:21