(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

Generic 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
DrugBank Accession Number
DB03690
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 787.1214
Monoisotopic: 786.601280213
Chemical Formula
C44H85NO8P
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UPhosphatidylinositol transfer protein alpha isoformNot AvailableHumans
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
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

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
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
Aliphatic acyclic compound / Alkyl phosphate / Amine / Carbonyl group / Carboxylic acid derivative / Carboxylic acid ester / Diacylglycero-3-phosphocholine / Dialkyl phosphate / Dicarboxylic acid or derivatives / Fatty acid ester
show 15 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
1,2-diacyl-sn-glycero-3-phosphocholine(1+) (CHEBI:52360)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
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[C@H](COP(=O)(O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC

References

General References
Not Available
PubChem Compound
448653
PubChem Substance
46507337
ChemSpider
395387
ChEBI
52360
ZINC
ZINC000085546471
PDBe Ligand
PCW
PDB Entries
1t27 / 2a1l / 2msc / 2msd / 2mse / 2obd / 3ddl / 4f2a / 4nab / 4uu1
show 127 more

Clinical Trials

Clinical Trials
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 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
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-300.0112
predicted
DeepCCS 1.0 (2019)
[M+H]+301.83606
predicted
DeepCCS 1.0 (2019)
[M+Na]+307.4419
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
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. [Article]
  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. [Article]
  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. [Article]

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