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Identification
NamePlatelet Activating Factor
Accession NumberDB02261  (EXPT02559)
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number74389-68-7
WeightAverage: 523.6832
Monoisotopic: 523.363789599
Chemical FormulaC26H54NO7P
InChI KeyInChIKey=HVAUUPRFYPCOCA-AREMUKBSSA-N
InChI
InChI=1S/C26H54NO7P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21-31-23-26(34-25(2)28)24-33-35(29,30)32-22-20-27(3,4)5/h26H,6-24H2,1-5H3/t26-/m1/s1
IUPAC Name
(2-{[(S)-((2R)-2-(acetyloxy)-3-(hexadecyloxy)propyl phosphonato)]oxy}ethyl)trimethylazanium
SMILES
CCCCCCCCCCCCCCCCOC[C@H](CO[P@@]([O-])(=O)OCC[N+](C)(C)C)OC(C)=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassLipids
ClassGlycerophospholipids
SubclassGlycerophosphocholines
Direct parentOther Glycerophosphocholines
Alternative parentsPhosphocholines; Organic Phosphoric Acids; Organophosphate Esters; Carboxylic Acid Esters; Ethers; Enolates; Polyamines
Substituentsphosphocholine; choline; phosphoric acid ester; organic phosphate; carboxylic acid ester; carboxylic acid derivative; polyamine; ether; enolate; amine; organonitrogen compound
Classification descriptionThis compound belongs to the other glycerophosphocholines. These are glycerophosphocholines whose structure is based on either of the following skeletons
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
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
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption - 0.9853
Blood Brain Barrier + 0.8739
Caco-2 permeable - 0.5288
P-glycoprotein substrate Substrate 0.5468
P-glycoprotein inhibitor I Non-inhibitor 0.708
P-glycoprotein inhibitor II Non-inhibitor 0.8673
Renal organic cation transporter Non-inhibitor 0.837
CYP450 2C9 substrate Non-substrate 0.8951
CYP450 2D6 substrate Non-substrate 0.8167
CYP450 3A4 substrate Substrate 0.5503
CYP450 1A2 substrate Non-inhibitor 0.8835
CYP450 2C9 substrate Non-inhibitor 0.895
CYP450 2D6 substrate Non-inhibitor 0.9047
CYP450 2C19 substrate Non-inhibitor 0.8362
CYP450 3A4 substrate Non-inhibitor 0.7665
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9636
Ames test Non AMES toxic 0.6905
Carcinogenicity Carcinogens 0.6219
Biodegradation Ready biodegradable 0.9563
Rat acute toxicity 2.8285 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.6381
hERG inhibition (predictor II) Non-inhibitor 0.6618
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility2.25e-04 g/lALOGPS
logP2.71ALOGPS
logP2.01ChemAxon
logS-6.4ALOGPS
pKa (strongest acidic)1.86ChemAxon
pKa (strongest basic)-4.1ChemAxon
physiological charge0ChemAxon
hydrogen acceptor count4ChemAxon
hydrogen donor count0ChemAxon
polar surface area94.12ChemAxon
rotatable bond count26ChemAxon
refractivity151.67ChemAxon
polarizability63.09ChemAxon
number of rings0ChemAxon
bioavailability0ChemAxon
rule of fiveNoChemAxon
Ghose filterNoChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis Reference

Aiya Sato, Michihiro Sugano, Kouhei Furuya, Takeshi Oshima, Harumitsu Kuwano, Tadashi Hata, Hideyuki Haruyama, "Platelet activating factor antagonists, named “the phomactins”, their preparation and use." U.S. Patent US5308867, issued October, 1980.

US5308867
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound108156
PubChem Substance46508665
ChemSpider2404
ChEBI52450
ChEMBL
IUPHAR1833
Guide to Pharmacology1833
HETPFS
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

1. Ganglioside GM2 activator

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Ganglioside GM2 activator P17900 Details

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
  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

1. Multidrug resistance protein 1

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: inducer

Components

Name UniProt ID Details
Multidrug resistance protein 1 P08183 Details

References:

  1. Romiti N, Tramonti G, Chieli E: Influence of different chemicals on MDR-1 P-glycoprotein expression and activity in the HK-2 proximal tubular cell line. Toxicol Appl Pharmacol. 2002 Sep 1;183(2):83-91. Pubmed

Comments
Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:17