(3s)-3,4-Di-N-Hexanoyloxybutyl-1-Phosphocholine

Identification

Logo pink
Are you a
new drug developer?
Contact us to learn more about our customized products and solutions.
Logo pink
Stay in the know!
As part of our commitment to providing the most up-to-date drug information, we will be releasing #DrugBankUpdates with our newly added curated drug pages.
#DrugBankUpdates
Name
(3s)-3,4-Di-N-Hexanoyloxybutyl-1-Phosphocholine
Accession Number
DB03827  (EXPT00186)
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: 451.5344
Monoisotopic: 451.269889215
Chemical Formula
C21H42NO7P
InChI Key
BRTDPJPTKQNAET-IBGZPJMESA-N
InChI
InChI=1S/C21H42NO7P/c1-6-8-10-12-20(23)27-18-19(29-21(24)13-11-9-7-2)14-17-30(25,26)28-16-15-22(3,4)5/h19H,6-18H2,1-5H3/t19-/m0/s1
IUPAC Name
2-(trimethylazaniumyl)ethyl [(3S)-3,4-bis(hexanoyloxy)butyl]phosphonate
SMILES
[H][C@](CCP([O-])(=O)OCC[N+](C)(C)C)(COC(=O)CCCCC)OC(=O)CCCCC

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UPhospholipase CNot AvailableBacillus cereus
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
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

References

General References
Not Available
External Links
PubChem Compound
5287503
PubChem Substance
46505578
ChemSpider
4449867
HET
3PC
PDB Entries
1p6d

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 Solubility0.00116 mg/mLALOGPS
logP-0.01ALOGPS
logP-1.5ChemAxon
logS-5.6ALOGPS
pKa (Strongest Acidic)1.27ChemAxon
pKa (Strongest Basic)-6.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area101.96 Å2ChemAxon
Rotatable Bond Count20ChemAxon
Refractivity126.88 m3·mol-1ChemAxon
Polarizability50.31 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.9878
Blood Brain Barrier+0.8545
Caco-2 permeable-0.522
P-glycoprotein substrateSubstrate0.5482
P-glycoprotein inhibitor INon-inhibitor0.7145
P-glycoprotein inhibitor IINon-inhibitor0.8792
Renal organic cation transporterNon-inhibitor0.8371
CYP450 2C9 substrateNon-substrate0.8859
CYP450 2D6 substrateNon-substrate0.8155
CYP450 3A4 substrateSubstrate0.5657
CYP450 1A2 substrateNon-inhibitor0.8787
CYP450 2C9 inhibitorNon-inhibitor0.8959
CYP450 2D6 inhibitorNon-inhibitor0.8956
CYP450 2C19 inhibitorNon-inhibitor0.8134
CYP450 3A4 inhibitorNon-inhibitor0.6883
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9645
Ames testNon AMES toxic0.7225
CarcinogenicityCarcinogens 0.6257
BiodegradationReady biodegradable0.9635
Rat acute toxicity2.8586 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.6405
hERG inhibition (predictor II)Non-inhibitor0.5923
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
Not Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Fatty Acyls
Sub Class
Fatty acid esters
Direct Parent
Fatty acid esters
Alternative Parents
Cholines / Phosphonic acid esters / Dicarboxylic acids and derivatives / Tetraalkylammonium salts / Organic phosphonic acids / Carboxylic acid esters / Organophosphorus compounds / Organic salts / Organic oxides / Hydrocarbon derivatives
show 3 more
Substituents
Choline / Fatty acid ester / Dicarboxylic acid or derivatives / Phosphonic acid ester / Tetraalkylammonium salt / Organophosphonic acid / Quaternary ammonium salt / Organophosphonic acid derivative / Carboxylic acid ester / Carboxylic acid derivative
show 12 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Bacillus cereus
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Required, with sphingomyelinase, to effect target cell lysis (hemolysis).
Gene Name
plc
Uniprot ID
P09598
Uniprot Name
Phospholipase C
Molecular Weight
32383.1 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]

Drug created on June 13, 2005 07:24 / Updated on January 02, 2020 05:20