NAV

sn-glycero-3-phosphoethanolamine

Identification

Generic Name
sn-glycero-3-phosphoethanolamine
DrugBank Accession Number
DB03484
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 215.1415
Monoisotopic: 215.055873697
Chemical Formula
C5H14NO6P
Synonyms
  • Glycerophosphoethanolamine
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UAnnexin A5Not 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 Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
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
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as glycerophosphoethanolamines. These are glycerolipids characterized by an ethanolamine ester of glycerophosphoric acid. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Glycerophospholipids
Sub Class
Glycerophosphoethanolamines
Direct Parent
Glycerophosphoethanolamines
Alternative Parents
Phosphoethanolamines / Dialkyl phosphates / Secondary alcohols / 1,2-diols / Primary alcohols / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives
Substituents
1,2-diol / Alcohol / Aliphatic acyclic compound / Alkyl phosphate / Amine / Dialkyl phosphate / Hydrocarbon derivative / Organic nitrogen compound / Organic oxide / Organic oxygen compound
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
glycerophosphatidylethanolamine (CHEBI:16929)
Affected organisms
Not Available

Chemical Identifiers

UNII
966T5WN0AC
CAS number
59734-15-5
InChI Key
JZNWSCPGTDBMEW-YFKPBYRVSA-N
InChI
InChI=1S/C5H14NO6P/c6-1-2-11-13(9,10)12-4-5(8)3-7/h5,7-8H,1-4,6H2,(H,9,10)/t5-/m0/s1
IUPAC Name
(2-aminoethoxy)[(2S)-2,3-dihydroxypropoxy]phosphinic acid
SMILES
[H][C@](O)(CO)COP(O)(=O)OCCN

References

General References
Not Available
Human Metabolome Database
HMDB0059660
PubChem Compound
5459861
PubChem Substance
46505577
ChemSpider
4573608
ChEBI
57952
ZINC
ZINC000004095591

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
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 Solubility36.5 mg/mLALOGPS
logP-2.3ALOGPS
logP-3.4Chemaxon
logS-0.77ALOGPS
pKa (Strongest Acidic)1.87Chemaxon
pKa (Strongest Basic)10Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area122.24 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity43.82 m3·mol-1Chemaxon
Polarizability18.88 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.7964
Blood Brain Barrier+0.5161
Caco-2 permeable-0.6689
P-glycoprotein substrateNon-substrate0.6468
P-glycoprotein inhibitor INon-inhibitor0.808
P-glycoprotein inhibitor IINon-inhibitor0.8977
Renal organic cation transporterNon-inhibitor0.8695
CYP450 2C9 substrateNon-substrate0.9088
CYP450 2D6 substrateNon-substrate0.7929
CYP450 3A4 substrateNon-substrate0.6661
CYP450 1A2 substrateNon-inhibitor0.8031
CYP450 2C9 inhibitorNon-inhibitor0.8997
CYP450 2D6 inhibitorNon-inhibitor0.9249
CYP450 2C19 inhibitorNon-inhibitor0.8747
CYP450 3A4 inhibitorNon-inhibitor0.8453
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9643
Ames testNon AMES toxic0.6324
CarcinogenicityNon-carcinogens0.7514
BiodegradationNot ready biodegradable0.6071
Rat acute toxicity1.9330 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.662
hERG inhibition (predictor II)Non-inhibitor0.7868
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-MSsplash10-0gwf-5900000000-55796a83071cae1bff8b
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-9600000000-1b2b9368f8875c1b0ecb
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9210000000-c93fbdbbe4cdfa810cb4
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9100000000-636669058f20e5d6df48
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0005-9000000000-6ea4e1f2755e5d8efaf3
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-9eeb2f6b5e86b545c912
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-772034399070ad0810b4
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]-148.3888503
predicted
DarkChem Lite v0.1.0
[M-H]-141.1562141
predicted
DarkChem Standard v0.1.0
[M-H]-139.09431
predicted
DeepCCS 1.0 (2019)
[M+H]+149.2853503
predicted
DarkChem Lite v0.1.0
[M+H]+155.6249503
predicted
DarkChem Lite v0.1.0
[M+H]+141.48988
predicted
DeepCCS 1.0 (2019)
[M+Na]+149.0205503
predicted
DarkChem Lite v0.1.0
[M+Na]+155.2370503
predicted
DarkChem Lite v0.1.0
[M+Na]+147.48613
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Annexin A5
Kind
Protein
Organism
Humans
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. [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