1,2-Di-N-Pentanoyl-Sn-Glycero-3-Dithiophosphocholine

Identification

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Name
1,2-Di-N-Pentanoyl-Sn-Glycero-3-Dithiophosphocholine
Accession Number
DB02225  (EXPT02514)
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: 457.585
Monoisotopic: 457.172165781
Chemical Formula
C18H36NO6PS2
InChI Key
WEXRBKRFCBLWEL-MRXNPFEDSA-N
InChI
InChI=1S/C18H36NO6PS2/c1-6-8-10-17(20)22-14-16(25-18(21)11-9-7-2)15-24-26(27,28)23-13-12-19(3,4)5/h16H,6-15H2,1-5H3/t16-/m1/s1
IUPAC Name
[(9R)-2,2-dimethyl-9,10-bis(pentanoyloxy)-6-sulfanylidene-5,7-dioxa-2-aza-6λ⁵-phosphadecan-2-ium-6-yl]sulfanide
SMILES
CCCCC(=O)OC[C@H](CO[P@@]([S-])(=S)OCC[N+](C)(C)C)OC(=O)CCCC

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
447776
PubChem Substance
46505514
ChemSpider
394774
HET
PC5
PDB Entries
1p6e

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 Solubility0.000175 mg/mLALOGPS
logP0.58ALOGPS
logP-0.031ChemAxon
logS-6.5ALOGPS
pKa (Strongest Acidic)1.35ChemAxon
pKa (Strongest Basic)-6.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area71.06 Å2ChemAxon
Rotatable Bond Count18ChemAxon
Refractivity130.62 m3·mol-1ChemAxon
Polarizability48.58 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.931
Blood Brain Barrier+0.8431
Caco-2 permeable-0.544
P-glycoprotein substrateNon-substrate0.5214
P-glycoprotein inhibitor INon-inhibitor0.625
P-glycoprotein inhibitor IINon-inhibitor0.9563
Renal organic cation transporterNon-inhibitor0.8669
CYP450 2C9 substrateNon-substrate0.8329
CYP450 2D6 substrateNon-substrate0.8074
CYP450 3A4 substrateSubstrate0.5086
CYP450 1A2 substrateNon-inhibitor0.8203
CYP450 2C9 inhibitorNon-inhibitor0.7967
CYP450 2D6 inhibitorNon-inhibitor0.8892
CYP450 2C19 inhibitorNon-inhibitor0.7395
CYP450 3A4 inhibitorNon-inhibitor0.6163
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9104
Ames testNon AMES toxic0.7158
CarcinogenicityCarcinogens 0.5825
BiodegradationReady biodegradable0.9038
Rat acute toxicity3.1696 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7659
hERG inhibition (predictor II)Non-inhibitor0.6819
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

Taxonomy

Description
This compound belongs to the class of organic compounds known as glycero-3-dithiophosphocholines. These are glycerolipids in which the glycerol moiety is esterified at two positions with a fatty acyl chain, and linked a third position (O3) with a dithiophosphocholine.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Glycero-3-dithiophosphocholines
Sub Class
Not Available
Direct Parent
Glycero-3-dithiophosphocholines
Alternative Parents
Phosphorodithioic acid O,O-diesters / Fatty acid esters / Thiophosphoric acid esters / Dicarboxylic acids and derivatives / Tetraalkylammonium salts / Carboxylic acid esters / Organopnictogen compounds / Organic salts / Organic oxides / Hydrocarbon derivatives
show 2 more
Substituents
Diacylglycero-3-dithiophosphocholine / Glycero-3-dithiophosphocholine / Phosphorodithioic acid o,o-diester / Fatty acid ester / Dicarboxylic acid or derivatives / Fatty acyl / Organic thiophosphoric acid or derivatives / Thiophosphoric acid ester / Tetraalkylammonium salt / Quaternary ammonium salt
show 13 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 04:58