IMPPAT Phytochemical information: 
Jasmonic acid

Jasmonic acid
Summary

SMILES: CC/C=C\C[C@@H]1[C@H](CCC1=O)CC(=O)O
InChI: InChI=1S/C12H18O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h3-4,9-10H,2,5-8H2,1H3,(H,14,15)/b4-3-/t9-,10-/m1/s1
InChIKey: ZNJFBWYDHIGLCU-HWKXXFMVSA-N
DeepSMILES: CC/C=C\C[C@@H][C@H]CCC5=O))))CC=O)O
Scaffold Graph/Node/Bond level: O=C1CCCC1
Scaffold Graph/Node level: OC1CCCC1
Scaffold Graph level: CC1CCCC1
Functional groups: C/C=C\C; CC(=O)C; CC(=O)O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Fatty Acyls
ClassyFire Subclass: Lineolic acids and derivatives
NP Classifier Biosynthetic pathway: Fatty acids
NP Classifier Superclass: Octadecanoids
NP Classifier Class: Jasmonic acids
Synonymous chemical names:
Jasmonic acid, jasmonic acid, (-)-jasmonic-acid, (-)-jasmonic acid
External chemical identifiers:
CID:CID_5281166; ChEMBL:CHEMBL449572; ChEBI:CHEBI:18292; ZINC:ZINC000004492883; FDASRS:6RI5N05OWW; SureChEMBL:SCHEMBL114054; MolPort-003-941-834
Chemical structure download


Jasmonic acid
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 210.27
Log P RDKit 2.41
Topological polar surface area (Å2) RDKit 54.37
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 12
Number of heavy atoms RDKit 15
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.17
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.67
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 1
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 1


Jasmonic acid
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.708815


Jasmonic acid
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.85
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.45
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No


Jasmonic acid
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000350869ZNF346803
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.