NAV

Lysophosphatidylglycerol

Identification

Generic Name
Lysophosphatidylglycerol
DrugBank Accession Number
DB03438
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Similar Structures
Weight
Average: 483.5531
Monoisotopic: 483.272294518
Chemical Formula
C22H44O9P
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
Not Available
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
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Not Available

Interactions

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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 lysophosphatidylglycerols. These are glycerophosphoglycerols (molecules containing a glycerol moiety attached to the phosphate group linked to a glycerol) in which only one fatty acid is bonded to the 1-glycerol moiety (through an ester linkage).
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Glycerophospholipids
Sub Class
Glycerophosphoglycerols
Direct Parent
Lysophosphatidylglycerols
Alternative Parents
Fatty acid esters / Dialkyl phosphates / Secondary alcohols / Carboxylic acid esters / Monocarboxylic acids and derivatives / Primary alcohols / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds / Organic anions
Substituents
Alcohol / Aliphatic acyclic compound / Alkyl phosphate / Carbonyl group / Carboxylic acid derivative / Carboxylic acid ester / Dialkyl phosphate / Fatty acid ester / Fatty acyl / Hydrocarbon derivative
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
BVJSKAUUFXBDOB-SFTDATJTSA-M
InChI
InChI=1S/C22H45O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-22(26)29-17-21(25)19-31-32(27,28)30-18-20(24)16-23/h20-21,23-25H,2-19H2,1H3,(H,27,28)/p-1/t20-,21-/m0/s1
IUPAC Name
(2S)-3-{[(2S)-2,3-dihydroxypropyl phosphonato]oxy}-2-hydroxypropyl hexadecanoate
SMILES
[H][C@](O)(CO)COP([O-])(=O)OC[C@@]([H])(O)COC(=O)CCCCCCCCCCCCCCC

References

General References
Not Available
PubChem Compound
5289143
PubChem Substance
46508152
ChemSpider
4451165
PDBe Ligand
PGM
PDB Entries
1n89 / 1tuk / 5lqv

Clinical Trials

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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 Solubility0.00329 mg/mLALOGPS
logP3.57ALOGPS
logP4.02Chemaxon
logS-5.2ALOGPS
pKa (Strongest Acidic)1.89Chemaxon
pKa (Strongest Basic)-3Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area145.58 Å2Chemaxon
Rotatable Bond Count24Chemaxon
Refractivity120.6 m3·mol-1Chemaxon
Polarizability54.54 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.8313
Blood Brain Barrier+0.8117
Caco-2 permeable-0.6365
P-glycoprotein substrateSubstrate0.5536
P-glycoprotein inhibitor INon-inhibitor0.8373
P-glycoprotein inhibitor IINon-inhibitor0.8798
Renal organic cation transporterNon-inhibitor0.9478
CYP450 2C9 substrateNon-substrate0.8854
CYP450 2D6 substrateNon-substrate0.8263
CYP450 3A4 substrateNon-substrate0.6222
CYP450 1A2 substrateNon-inhibitor0.7929
CYP450 2C9 inhibitorNon-inhibitor0.8552
CYP450 2D6 inhibitorNon-inhibitor0.9009
CYP450 2C19 inhibitorNon-inhibitor0.8141
CYP450 3A4 inhibitorNon-inhibitor0.8239
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9826
Ames testNon AMES toxic0.8643
CarcinogenicityNon-carcinogens0.7043
BiodegradationReady biodegradable0.9422
Rat acute toxicity1.7420 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8784
hERG inhibition (predictor II)Non-inhibitor0.6592
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 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-200.51567
predicted
DeepCCS 1.0 (2019)
[M+H]+202.91121
predicted
DeepCCS 1.0 (2019)
[M+Na]+208.94221
predicted
DeepCCS 1.0 (2019)

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52