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Identification
Name1-O-Octyl-2-Heptylphosphonyl-Sn-Glycero-3-Phosphoethanolamine
Accession NumberDB03565  (EXPT01580)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External Identifiers Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
CategoriesNot Available
UNIINot Available
CAS numberNot Available
WeightAverage: 489.5207
Monoisotopic: 489.262040445
Chemical FormulaC20H45NO8P2
InChI KeyRCCNUBYROFOKAU-FQEVSTJZSA-N
InChI
InChI=1S/C20H45NO8P2/c1-3-5-7-9-10-12-15-26-18-20(19-28-31(24,25)27-16-14-21)29-30(22,23)17-13-11-8-6-4-2/h20H,3-19,21H2,1-2H3,(H,22,23)(H,24,25)/t20-/m0/s1
IUPAC Name
{[(2S)-1-{[(2-aminoethoxy)(hydroxy)phosphoryl]oxy}-3-(octyloxy)propan-2-yl]oxy}(heptyl)phosphinic acid
SMILES
CCCCCCCCOC[C@@H](CO[P@](O)(=O)OCCN)O[P@@](O)(=O)CCCCCCC
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Phospholipase A2ProteinunknownNot AvailableHumanP04054 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.7532
Blood Brain Barrier+0.7818
Caco-2 permeable-0.6122
P-glycoprotein substrateSubstrate0.6787
P-glycoprotein inhibitor INon-inhibitor0.6193
P-glycoprotein inhibitor IINon-inhibitor0.8686
Renal organic cation transporterNon-inhibitor0.8948
CYP450 2C9 substrateNon-substrate0.9106
CYP450 2D6 substrateNon-substrate0.7645
CYP450 3A4 substrateNon-substrate0.5886
CYP450 1A2 substrateNon-inhibitor0.8158
CYP450 2C9 inhibitorNon-inhibitor0.8464
CYP450 2D6 inhibitorNon-inhibitor0.8876
CYP450 2C19 inhibitorNon-inhibitor0.7865
CYP450 3A4 inhibitorNon-inhibitor0.7044
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9665
Ames testNon AMES toxic0.7244
CarcinogenicityNon-carcinogens0.6018
BiodegradationNot ready biodegradable0.7533
Rat acute toxicity2.2540 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.6104
hERG inhibition (predictor II)Non-inhibitor0.5594
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.806 mg/mLALOGPS
logP2.7ALOGPS
logP2.34ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)0.75ChemAxon
pKa (Strongest Basic)10ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area137.54 Å2ChemAxon
Rotatable Bond Count23ChemAxon
Refractivity122.05 m3·mol-1ChemAxon
Polarizability53.96 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as glycerophosphoethanolamines. These are glycerolipids characterized by an ethanolamine ester of glycerophosphoric acid.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophospholipids
Sub ClassGlycerophosphoethanolamines
Direct ParentGlycerophosphoethanolamines
Alternative Parents
Substituents
  • Sn-glycero-3-phosphoethanolamine
  • Glycerophosphonolipid
  • Phosphoethanolamine
  • Dialkyl phosphate
  • Glycerol ether
  • Alkyl phosphate
  • Phosphonic acid ester
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Organic phosphate
  • Organophosphonic acid derivative
  • Organophosphonic acid
  • Ether
  • Dialkyl ether
  • Hydrocarbon derivative
  • Primary amine
  • Organophosphorus compound
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Receptor binding
Specific Function:
PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides, this releases glycerophospholipids and arachidonic acid that serve as the precursors of signal molecules.
Gene Name:
PLA2G1B
Uniprot ID:
P04054
Molecular Weight:
16359.535 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 ]
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Drug created on June 13, 2005 07:24 / Updated on August 17, 2016 12:23