(Z,Z)-4-Hydroxy-N,N,N-Trimethyl-10-Oxo-7-[(1-Oxo-9-Octadecenyl)Oxy]-3,5,9-Trioxa-4-Phosphaheptacos-18-En-1-Aminium-4-Oxide

Identification

Name
(Z,Z)-4-Hydroxy-N,N,N-Trimethyl-10-Oxo-7-[(1-Oxo-9-Octadecenyl)Oxy]-3,5,9-Trioxa-4-Phosphaheptacos-18-En-1-Aminium-4-Oxide
Accession Number
DB03690  (EXPT02526)
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: 787.1214
Monoisotopic: 786.601280213
Chemical Formula
C44H85NO8P
InChI Key
SNKAWJBJQDLSFF-NVKMUCNASA-O
InChI
InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20-23,42H,6-19,24-41H2,1-5H3/p+1/b22-20-,23-21-/t42-/m1/s1
IUPAC Name
[(2R)-2,3-bis[(9Z)-octadec-9-enoyloxy]propoxy][2-(trimethylazaniumyl)ethoxy]phosphinic acid
SMILES
CCCCCCCC\C=C/CCCCCCCC(=O)OC[[email protected]](COP(=O)(O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UPhosphatidylinositol transfer protein alpha isoformNot AvailableHuman
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
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
448653
PubChem Substance
46507337
ChemSpider
395387
ChEBI
52360
HET
PCW
PDB Entries
1t27 / 2a1l / 2msc / 2msd / 2mse / 2obd / 3ddl / 4f2a / 4nab / 4uu1
show 7 more

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 Solubility3.14e-05 mg/mLALOGPS
logP5.67ALOGPS
logP9.17ChemAxon
logS-7.4ALOGPS
pKa (Strongest Acidic)1.86ChemAxon
pKa (Strongest Basic)-6.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area108.36 Å2ChemAxon
Rotatable Bond Count42ChemAxon
Refractivity237.62 m3·mol-1ChemAxon
Polarizability97.52 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.9973
Blood Brain Barrier+0.8196
Caco-2 permeable-0.5618
P-glycoprotein substrateSubstrate0.6088
P-glycoprotein inhibitor INon-inhibitor0.7195
P-glycoprotein inhibitor IINon-inhibitor0.8046
Renal organic cation transporterNon-inhibitor0.8671
CYP450 2C9 substrateNon-substrate0.8498
CYP450 2D6 substrateNon-substrate0.8108
CYP450 3A4 substrateSubstrate0.5596
CYP450 1A2 substrateNon-inhibitor0.8388
CYP450 2C9 inhibitorNon-inhibitor0.832
CYP450 2D6 inhibitorNon-inhibitor0.8948
CYP450 2C19 inhibitorNon-inhibitor0.7545
CYP450 3A4 inhibitorNon-inhibitor0.7849
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9665
Ames testNon AMES toxic0.6782
CarcinogenicityNon-carcinogens0.5402
BiodegradationReady biodegradable0.8558
Rat acute toxicity2.8649 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.6243
hERG inhibition (predictor II)Non-inhibitor0.6645
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 phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Glycerophospholipids
Sub Class
Glycerophosphocholines
Direct Parent
Phosphatidylcholines
Alternative Parents
Phosphocholines / Fatty acid esters / Dialkyl phosphates / Dicarboxylic acids and derivatives / Tetraalkylammonium salts / Carboxylic acid esters / Organopnictogen compounds / Organic salts / Organic oxides / Hydrocarbon derivatives
show 3 more
Substituents
Diacylglycero-3-phosphocholine / Phosphocholine / Fatty acid ester / Dialkyl phosphate / Dicarboxylic acid or derivatives / Organic phosphoric acid derivative / Phosphoric acid ester / Alkyl phosphate / Fatty acyl / Quaternary ammonium salt
show 15 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
1,2-diacyl-sn-glycero-3-phosphocholine(1+) (CHEBI:52360)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Phosphatidylinositol transporter activity
Specific Function
Catalyzes the transfer of PtdIns and phosphatidylcholine between membranes.
Gene Name
PITPNA
Uniprot ID
Q00169
Uniprot Name
Phosphatidylinositol transfer protein alpha isoform
Molecular Weight
31806.195 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]

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 15:17