L-Alpha-Glycerophosphorylserine

Identification

Name
L-Alpha-Glycerophosphorylserine
Accession Number
DB02497  (EXPT01649)
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: 259.151
Monoisotopic: 259.045702941
Chemical Formula
C6H14NO8P
InChI Key
ZWZWYGMENQVNFU-UHNVWZDZSA-N
InChI
InChI=1S/C6H14NO8P/c7-5(6(10)11)3-15-16(12,13)14-2-4(9)1-8/h4-5,8-9H,1-3,7H2,(H,10,11)(H,12,13)/t4-,5+/m1/s1
IUPAC Name
(2S)-2-amino-3-({[(2R)-2,3-dihydroxypropoxy](hydroxy)phosphoryl}oxy)propanoic acid
SMILES
[H][[email protected]@](O)(CO)COP(O)(=O)OC[[email protected]]([H])(N)C(O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UAnnexin A5Not 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
444182
PubChem Substance
46505969
ChemSpider
392176
ChEBI
64945
HET
GSE
PDB Entries
1a8a

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 Solubility19.6 mg/mLALOGPS
logP-2.8ALOGPS
logP-4.3ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)1.51ChemAxon
pKa (Strongest Basic)9.38ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area159.54 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity49.65 m3·mol-1ChemAxon
Polarizability21.42 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.785
Blood Brain Barrier+0.528
Caco-2 permeable-0.7122
P-glycoprotein substrateNon-substrate0.7665
P-glycoprotein inhibitor INon-inhibitor0.8534
P-glycoprotein inhibitor IINon-inhibitor0.9639
Renal organic cation transporterNon-inhibitor0.9419
CYP450 2C9 substrateNon-substrate0.9126
CYP450 2D6 substrateNon-substrate0.8235
CYP450 3A4 substrateNon-substrate0.7084
CYP450 1A2 substrateNon-inhibitor0.8896
CYP450 2C9 inhibitorNon-inhibitor0.903
CYP450 2D6 inhibitorNon-inhibitor0.9109
CYP450 2C19 inhibitorNon-inhibitor0.8406
CYP450 3A4 inhibitorNon-inhibitor0.7952
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9876
Ames testNon AMES toxic0.7053
CarcinogenicityNon-carcinogens0.7641
BiodegradationReady biodegradable0.535
Rat acute toxicity1.9841 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.951
hERG inhibition (predictor II)Non-inhibitor0.9193
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 glycerophosphoserines. These are lipids containing a glycerol moiety carrying a phosphoserine at the 3-position.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Glycerophospholipids
Sub Class
Glycerophosphoserines
Direct Parent
Glycerophosphoserines
Alternative Parents
L-alpha-amino acids / Phosphoethanolamines / Dialkyl phosphates / Secondary alcohols / Amino acids / 1,2-diols / Monocarboxylic acids and derivatives / Carboxylic acids / Primary alcohols / Organopnictogen compounds
show 4 more
Substituents
Glycerophosphoserine / Alpha-amino acid / Alpha-amino acid or derivatives / L-alpha-amino acid / Phosphoethanolamine / Dialkyl phosphate / Organic phosphoric acid derivative / Phosphoric acid ester / Alkyl phosphate / Amino acid
show 20 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
glycerol 1-phosphoserine (CHEBI:64945)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Phospholipid binding
Specific Function
This protein is an anticoagulant protein that acts as an indirect inhibitor of the thromboplastin-specific complex, which is involved in the blood coagulation cascade.
Gene Name
ANXA5
Uniprot ID
P08758
Uniprot Name
Annexin A5
Molecular Weight
35936.375 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]
  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. [PubMed:10592235]

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 14:58