NAV

(1Z)-2-HYDROXY-3-OXOHEX-1-EN-1-YL DIHYDROGEN PHOSPHATE

Identification

Generic Name
(1Z)-2-HYDROXY-3-OXOHEX-1-EN-1-YL DIHYDROGEN PHOSPHATE
DrugBank Accession Number
DB06881
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 210.1217
Monoisotopic: 210.029324596
Chemical Formula
C6H11O6P
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
U2,3-diketo-5-methylthiopentyl-1-phosphate enolaseNot AvailableGeobacillus kaustophilus (strain HTA426)
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 phosphate esters. These are organic compounds containing phosphoric acid ester functional group, with the general structure R1P(=O)(R2)OR3. R1,R2 = O,N, or halogen atom; R3 = organyl group.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Organic phosphoric acids and derivatives
Sub Class
Phosphate esters
Direct Parent
Phosphate esters
Alternative Parents
Alpha-branched alpha,beta-unsaturated ketones / Enones / Alpha-hydroxy ketones / Acryloyl compounds / Organic oxides / Hydrocarbon derivatives
Substituents
Acryloyl-group / Aliphatic acyclic compound / Alpha,beta-unsaturated ketone / Alpha-branched alpha,beta-unsaturated-ketone / Alpha-hydroxy ketone / Carbonyl group / Enone / Hydrocarbon derivative / Ketone / Organic oxide
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
HEBDCWKDNSCZMW-XQRVVYSFSA-N
InChI
InChI=1S/C6H11O6P/c1-2-3-5(7)6(8)4-12-13(9,10)11/h4,8H,2-3H2,1H3,(H2,9,10,11)/b6-4-
IUPAC Name
{[(1Z)-2-hydroxy-3-oxohex-1-en-1-yl]oxy}phosphonic acid
SMILES
CCCC(=O)C(\O)=C\OP(O)(O)=O

References

General References
Not Available
PubChem Compound
46937032
PubChem Substance
99443352
ChemSpider
22376141
ZINC
ZINC000053683702
PDBe Ligand
1AE
PDB Entries
2oem

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 Solubility8.11 mg/mLALOGPS
logP-0.29ALOGPS
logP0.24Chemaxon
logS-1.4ALOGPS
pKa (Strongest Acidic)1.36Chemaxon
pKa (Strongest Basic)-4.5Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area104.06 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity44.89 m3·mol-1Chemaxon
Polarizability17.6 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.632
Blood Brain Barrier+0.9419
Caco-2 permeable-0.6445
P-glycoprotein substrateNon-substrate0.5561
P-glycoprotein inhibitor INon-inhibitor0.7684
P-glycoprotein inhibitor IINon-inhibitor0.8886
Renal organic cation transporterNon-inhibitor0.9446
CYP450 2C9 substrateNon-substrate0.7913
CYP450 2D6 substrateNon-substrate0.8366
CYP450 3A4 substrateNon-substrate0.5733
CYP450 1A2 substrateNon-inhibitor0.8131
CYP450 2C9 inhibitorNon-inhibitor0.8373
CYP450 2D6 inhibitorNon-inhibitor0.8615
CYP450 2C19 inhibitorNon-inhibitor0.7887
CYP450 3A4 inhibitorNon-inhibitor0.9431
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.89
Ames testNon AMES toxic0.7006
CarcinogenicityNon-carcinogens0.6127
BiodegradationReady biodegradable0.5918
Rat acute toxicity2.5726 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8658
hERG inhibition (predictor II)Non-inhibitor0.8892
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-MSsplash10-0072-9500000000-e5bedca9d5a8dd1f5bd5
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-6960000000-fdf946bd7da92136019e
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-2ef754e253becd085c73
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-91c494057c53e760d7f9
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-9200000000-ecf0725b2ba07b7169f1
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-455d394fad6c23f2fb80
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-000x-9000000000-53914e4b506f774ca3a4
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]-137.83327
predicted
DeepCCS 1.0 (2019)
[M+H]+141.28267
predicted
DeepCCS 1.0 (2019)
[M+Na]+149.84796
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. 2,3-diketo-5-methylthiopentyl-1-phosphate enolase
Kind
Protein
Organism
Geobacillus kaustophilus (strain HTA426)
Pharmacological action
Unknown
General Function
Ribulose-bisphosphate carboxylase activity
Specific Function
Catalyzes the enolization of 2,3-diketo-5-methylthiopentyl-1-phosphate (DK-MTP-1-P) into 2-hydroxy-3-keto-5-methylthiopentenyl-1-phosphate (HK-MTPenyl-1-P).
Gene Name
mtnW
Uniprot ID
Q5L1E2
Uniprot Name
2,3-diketo-5-methylthiopentyl-1-phosphate enolase
Molecular Weight
44905.2 Da
References
  1. 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 September 15, 2010 21:17 / Updated at June 12, 2020 16:52