IMPPAT Phytochemical information: 
Erioflorin
Erioflorin
Summary

SMILES: C/C/1=C\[C@H]2OC(=O)C(=C)[C@@H]2[C@H](OC(=O)C(=C)C)C[C@@]2([C@@H](C[C@@H]1O)O2)C
InChI: InChI=1S/C19H24O6/c1-9(2)17(21)24-14-8-19(5)15(25-19)7-12(20)10(3)6-13-16(14)11(4)18(22)23-13/h6,12-16,20H,1,4,7-8H2,2-3,5H3/b10-6+/t12-,13+,14+,15+,16-,19+/m0/s1
InChIKey: BUIOBTSUIYLOKG-VKGAXADOSA-N
DeepSMILES: C/C=C\[C@H]OC=O)C=C)[C@@H]5[C@H]OC=O)C=C)C))))C[C@@][C@@H]C[C@@H]\%13O)))O3))C
Scaffold Graph/Node/Bond level: C=C1C(=O)OC2C=CCCC3OC3CCC12
Scaffold Graph/Node level: CC1C(O)OC2CCCCC3OC3CCC21
Scaffold Graph level: CC1CC2CCCCC3CC3CCC2C1C
Functional groups: C/C(=C\C)C; C=C1CCOC1=O; C=C(C)C(=O)OC; C[C@H]1O[C@]1(C)C; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Terpene lactones
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Germacrane sesquiterpenoids
Synonymous chemical names:
erioflorin, Erioflorin
External chemical identifiers:
CID:CID_5382553; ChEMBL:CHEMBL1968292; ZINC:ZINC000005085855
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Erioflorin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 348.4
Log P RDKit 1.83
Topological polar surface area (Å2) RDKit 85.36
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 25
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 6
Stereochemical complexity RDKit 0.32
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 11
Shape complexity RDKit 0.58
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
Erioflorin
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 Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.354629
Erioflorin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.25
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 4
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
Erioflorin
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000280154PDCD4837
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.