2-Amino-3-Hydroxy-3-Phosphonooxy-Propionic Acid

Identification

Name
2-Amino-3-Hydroxy-3-Phosphonooxy-Propionic Acid
Accession Number
DB03821  (EXPT01431)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 201.0719
Monoisotopic: 201.003838127
Chemical Formula
C3H8NO7P
InChI Key
JVLKWZAWYDOHCD-GPKNORDASA-N
InChI
InChI=1S/C3H8NO7P/c4-1(2(5)6)3(7)11-12(8,9)10/h1,3,7H,4H2,(H,5,6)(H2,8,9,10)/t1-,3+/m1/s1
IUPAC Name
(2S,3S)-2-amino-3-hydroxy-3-(phosphonooxy)propanoic acid
SMILES
[H][[email protected]@](N)(C(O)=O)[[email protected]@]([H])(O)OP(O)(O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UArylsulfatase ANot AvailableHuman
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
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
17753979
PubChem Substance
46505746
ChemSpider
16743971
HET
FGP
PDB Entries
1n2k / 1n2l / 4mhx / 4miv

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 Solubility24.1 mg/mLALOGPS
logP-1.9ALOGPS
logP-3.5ChemAxon
logS-0.92ALOGPS
pKa (Strongest Acidic)0.91ChemAxon
pKa (Strongest Basic)8.82ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area150.31 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity33.94 m3·mol-1ChemAxon
Polarizability14.47 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.9634
Blood Brain Barrier+0.7856
Caco-2 permeable-0.7875
P-glycoprotein substrateNon-substrate0.8309
P-glycoprotein inhibitor INon-inhibitor0.9738
P-glycoprotein inhibitor IINon-inhibitor0.9925
Renal organic cation transporterNon-inhibitor0.9746
CYP450 2C9 substrateNon-substrate0.8249
CYP450 2D6 substrateNon-substrate0.8418
CYP450 3A4 substrateNon-substrate0.7616
CYP450 1A2 substrateNon-inhibitor0.8073
CYP450 2C9 inhibitorNon-inhibitor0.913
CYP450 2D6 inhibitorNon-inhibitor0.8641
CYP450 2C19 inhibitorNon-inhibitor0.8517
CYP450 3A4 inhibitorNon-inhibitor0.8829
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.993
Ames testNon AMES toxic0.8141
CarcinogenicityNon-carcinogens0.6792
BiodegradationReady biodegradable0.5
Rat acute toxicity1.8029 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9821
hERG inhibition (predictor II)Non-inhibitor0.9652
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-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as serine and derivatives. These are compounds containing serine or a derivative thereof resulting from reaction of serine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Serine and derivatives
Alternative Parents
L-alpha-amino acids / Phosphoethanolamines / Monoalkyl phosphates / Beta hydroxy acids and derivatives / Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids / Organic oxides / Monoalkylamines / Hydrocarbon derivatives
show 1 more
Substituents
Serine or derivatives / Alpha-amino acid / L-alpha-amino acid / Phosphoethanolamine / Beta-hydroxy acid / Monoalkyl phosphate / Hydroxy acid / Organic phosphoric acid derivative / Phosphoric acid ester / Alkyl phosphate
show 14 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Sulfuric ester hydrolase activity
Specific Function
Hydrolyzes cerebroside sulfate.
Gene Name
ARSA
Uniprot ID
P15289
Uniprot Name
Arylsulfatase A
Molecular Weight
53587.6 Da

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Sulfuric ester hydrolase activity
Specific Function
Hydrolyzes cerebroside sulfate.
Gene Name
ARSA
Uniprot ID
P15289
Uniprot Name
Arylsulfatase A
Molecular Weight
53587.6 Da

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 15:19