4-phospho-L-threonic acid

Identification

Generic Name
4-phospho-L-threonic acid
DrugBank Accession Number
DB01756
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 216.0832
Monoisotopic: 216.003503776
Chemical Formula
C4H9O8P
Synonyms
  • 4-O-phosphono-L-threonic acid

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
URibose-5-phosphate isomeraseNot 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
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbohydrates and carbohydrate conjugates
Direct Parent
Monosaccharide phosphates
Alternative Parents
Sugar acids and derivatives / Short-chain hydroxy acids and derivatives / Monoalkyl phosphates / Beta hydroxy acids and derivatives / Fatty acids and conjugates / Alpha hydroxy acids and derivatives / Secondary alcohols / 1,2-diols / Monocarboxylic acids and derivatives / Carboxylic acids
show 3 more
Substituents
1,2-diol / Alcohol / Aliphatic acyclic compound / Alkyl phosphate / Alpha-hydroxy acid / Beta-hydroxy acid / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Fatty acid
show 11 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
4-phosphothreonic acid (CHEBI:41917)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
ZCZXOHUILRHRQJ-STHAYSLISA-N
InChI
InChI=1S/C4H9O8P/c5-2(3(6)4(7)8)1-12-13(9,10)11/h2-3,5-6H,1H2,(H,7,8)(H2,9,10,11)/t2-,3+/m0/s1
IUPAC Name
(2R,3S)-2,3-dihydroxy-4-(phosphonooxy)butanoic acid
SMILES
O[C@@H](COP(O)(O)=O)[C@@H](O)C(O)=O

References

General References
Not Available
PubChem Compound
446947
PubChem Substance
46507085
ChemSpider
394174
ChEBI
41917
PDBe Ligand
DER
PDB Entries
1lk7 / 2cxo

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 Solubility19.6 mg/mLALOGPS
logP-2.3ALOGPS
logP-2.3Chemaxon
logS-1ALOGPS
pKa (Strongest Acidic)1.47Chemaxon
pKa (Strongest Basic)-3.6Chemaxon
Physiological Charge-3Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count5Chemaxon
Polar Surface Area144.52 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity37.22 m3·mol-1Chemaxon
Polarizability16.15 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.9798
Blood Brain Barrier+0.8794
Caco-2 permeable-0.782
P-glycoprotein substrateNon-substrate0.6931
P-glycoprotein inhibitor INon-inhibitor0.9207
P-glycoprotein inhibitor IINon-inhibitor0.9755
Renal organic cation transporterNon-inhibitor0.9549
CYP450 2C9 substrateNon-substrate0.8309
CYP450 2D6 substrateNon-substrate0.848
CYP450 3A4 substrateNon-substrate0.6411
CYP450 1A2 substrateNon-inhibitor0.916
CYP450 2C9 inhibitorNon-inhibitor0.9082
CYP450 2D6 inhibitorNon-inhibitor0.9142
CYP450 2C19 inhibitorNon-inhibitor0.9005
CYP450 3A4 inhibitorNon-inhibitor0.945
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9867
Ames testNon AMES toxic0.855
CarcinogenicityNon-carcinogens0.7714
BiodegradationReady biodegradable0.8123
Rat acute toxicity2.0431 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9785
hERG inhibition (predictor II)Non-inhibitor0.9001
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-MSsplash10-0002-9300000000-6fa3e5b82781cb309499
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-9000000000-7f91645917d0a176ef43
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-002b-9000000000-c84b69c34730d120f286
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-9100000000-29c4b28fb1897da1b436
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-4f7c75bb721ac148a7fa
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-ede313208748d6fc7ae5
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-001j-9000000000-ca2d338fccb0007933ad
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]-132.09694
predicted
DeepCCS 1.0 (2019)
[M+H]+134.49252
predicted
DeepCCS 1.0 (2019)
[M+Na]+140.41069
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Ribose-5-phosphate isomerase activity
Specific Function
Not Available
Gene Name
RPIA
Uniprot ID
P49247
Uniprot Name
Ribose-5-phosphate isomerase
Molecular Weight
33268.72 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]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52