IMPPAT Phytochemical information: 
SN-Glycerol-1-eicosa-9,12-dienoate-2-palmitoleate-3-linoleate

SN-Glycerol-1-eicosa-9,12-dienoate-2-palmitoleate-3-linoleate
Summary

SMILES: OC(=O)CCCCCCC/C=C\CCCCCCOC(COCCCCC/C=C\C/C=C\CCCCCCCC(=O)O)COCCCCCCCCCCCCCCCCCCC(=O)O
InChI: InChI=1S/C56H102O9/c57-54(58)45-39-33-27-21-15-9-4-1-2-6-12-18-24-30-36-42-48-63-51-53(65-50-44-38-32-26-20-14-8-11-17-23-29-35-41-47-56(61)62)52-64-49-43-37-31-25-19-13-7-3-5-10-16-22-28-34-40-46-55(59)60/h3,5,8,13-14,19,53H,1-2,4,6-7,9-12,15-18,20-52H2,(H,57,58)(H,59,60)(H,61,62)/b5-3-,14-8-,19-13-
InChIKey: WCHVHIDODQSZQQ-VEWCSRGFSA-N
DeepSMILES: OC=O)CCCCCCC/C=C\CCCCCCOCCOCCCCC/C=C\C/C=C\CCCCCCCC=O)O)))))))))))))))))))))COCCCCCCCCCCCCCCCCCCC=O)O
Functional groups: CC(=O)O; C/C=C\C; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic acids and derivatives
ClassyFire Class: Carboxylic acids and derivatives
ClassyFire Subclass: Tricarboxylic acids and derivatives
NP Classifier Biosynthetic pathway: Fatty acids
NP Classifier Superclass: Glycerophospholipids
NP Classifier Class: Oxidized glycerophospholipids
Synonymous chemical names:
sn-glycerol-1-eicosa-9,12-dienoate-2-palmitoleate-3-linoleate
External chemical identifiers:
CID:CID_76313033; ChEMBL:CHEMBL2288886
Chemical structure download


SN-Glycerol-1-eicosa-9,12-dienoate-2-palmitoleate-3-linoleate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 919.42
Log P RDKit 16.32
Topological polar surface area (Å2) RDKit 139.59
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 56
Number of heavy atoms RDKit 65
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.02
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 47
Shape complexity RDKit 0.84
Number of rotatable bonds RDKit 55
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 0
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 0


SN-Glycerol-1-eicosa-9,12-dienoate-2-palmitoleate-3-linoleate
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 4
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.0401757


SN-Glycerol-1-eicosa-9,12-dienoate-2-palmitoleate-3-linoleate
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.97
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes