Explore a selection of our essential drug information below, or:
Identification
- Generic Name
- 5-phospho-D-arabinohydroxamic acid
- DrugBank Accession Number
- DB02093
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for 5-phospho-D-arabinohydroxamic acid (DB02093)
- Weight
- Average: 261.1238
Monoisotopic: 261.024967499 - Chemical Formula
- C5H12NO9P
- Synonyms
- (2R,3R,4S)-2,3,4-Trihydroxy-5-(hydroxyamino)-5-oxopentyl dihydrogen phosphate
Pharmacology
- Indication
Not Available
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Not Available
- Mechanism of action
Target Actions Organism UGlucose-6-phosphate isomerase Not Available Humans - 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
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- 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 pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups.
- Kingdom
- Organic compounds
- Super Class
- Organic oxygen compounds
- Class
- Organooxygen compounds
- Sub Class
- Carbohydrates and carbohydrate conjugates
- Direct Parent
- Pentose phosphates
- Alternative Parents
- Monosaccharide phosphates / Monoalkyl phosphates / Secondary alcohols / Hydroxamic acids / Polyols / Organopnictogen compounds / Organonitrogen compounds / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
- Substituents
- Alcohol / Aliphatic acyclic compound / Alkyl phosphate / Carbonyl group / Carboxylic acid derivative / Hydrocarbon derivative / Hydroxamic acid / Monoalkyl phosphate / Monosaccharide phosphate / Organic nitrogen compound
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- OHQFMJPEBPCIEQ-JJYYJPOSSA-N
- InChI
- InChI=1S/C5H12NO9P/c7-2(1-15-16(12,13)14)3(8)4(9)5(10)6-11/h2-4,7-9,11H,1H2,(H,6,10)(H2,12,13,14)/t2-,3-,4+/m1/s1
- IUPAC Name
- [(2R,3R,4S)-2,3,4-trihydroxy-4-(hydroxycarbamoyl)butoxy]phosphonic acid
- SMILES
- [H]N(O)C(=O)[C@@H](O)[C@H](O)[C@H](O)COP(O)(O)=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 446761
- PubChem Substance
- 46508349
- ChemSpider
- 394040
- BindingDB
- 50342610
- ChEMBL
- CHEMBL1235136
- ZINC
- ZINC000005830355
- PDBe Ligand
- PAN
- PDB Entries
- 1koj / 2gc0
Clinical Trials
- Clinical Trials
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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
Property Value Source Water Solubility 13.7 mg/mL ALOGPS logP -2.3 ALOGPS logP -3.7 Chemaxon logS -1.3 ALOGPS pKa (Strongest Acidic) 1.49 Chemaxon pKa (Strongest Basic) -3.5 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 8 Chemaxon Hydrogen Donor Count 7 Chemaxon Polar Surface Area 176.78 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 46.77 m3·mol-1 Chemaxon Polarizability 20.34 Å3 Chemaxon Number of Rings 0 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption - 0.7471 Blood Brain Barrier + 0.8622 Caco-2 permeable - 0.6612 P-glycoprotein substrate Non-substrate 0.7915 P-glycoprotein inhibitor I Non-inhibitor 0.7971 P-glycoprotein inhibitor II Non-inhibitor 0.8714 Renal organic cation transporter Non-inhibitor 0.972 CYP450 2C9 substrate Non-substrate 0.8024 CYP450 2D6 substrate Non-substrate 0.819 CYP450 3A4 substrate Non-substrate 0.6019 CYP450 1A2 substrate Non-inhibitor 0.8525 CYP450 2C9 inhibitor Non-inhibitor 0.8727 CYP450 2D6 inhibitor Non-inhibitor 0.8974 CYP450 2C19 inhibitor Non-inhibitor 0.8326 CYP450 3A4 inhibitor Non-inhibitor 0.9633 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9753 Ames test AMES toxic 0.5185 Carcinogenicity Non-carcinogens 0.794 Biodegradation Ready biodegradable 0.5533 Rat acute toxicity 2.3457 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9902 hERG inhibition (predictor II) Non-inhibitor 0.9054
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-0005-9310000000-96f17b6d5567ef275ca7 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-002b-9150000000-da50b1ee13e4cdaee716 Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0007-2290000000-747594bb7a112df4fb10 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0002-9000000000-0df3ffd0a5a2bad742d2 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0002-9700000000-8699e4fee31ba7d8e6cf Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-002b-9000000000-4757ab05562c7e01434e Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-006t-9000000000-93bc22597d5be47d7a6c Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 140.46461 predictedDeepCCS 1.0 (2019) [M+H]+ 142.8602 predictedDeepCCS 1.0 (2019) [M+Na]+ 149.53477 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- In the cytoplasm, catalyzes the conversion of glucose-6-phosphate to fructose-6-phosphate, the second step in glycolysis, and the reverse reaction during gluconeogenesis (PubMed:28803808). Besides it's role as a glycolytic enzyme, also acts as a secreted cytokine: acts as an angiogenic factor (AMF) that stimulates endothelial cell motility (PubMed:11437381). Acts as a neurotrophic factor, neuroleukin, for spinal and sensory neurons (PubMed:11004567, PubMed:3352745). It is secreted by lectin-stimulated T-cells and induces immunoglobulin secretion (PubMed:11004567, PubMed:3352745)
- Specific Function
- carbohydrate derivative binding
- Gene Name
- GPI
- Uniprot ID
- P06744
- Uniprot Name
- Glucose-6-phosphate isomerase
- Molecular Weight
- 63146.745 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- 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]
- 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