IMPPAT Phytochemical information: 
Juniperin
Juniperin
Summary

SMILES: CC=C(C(=O)OC1[C@H]2C(=C)C(=O)O[C@@H]1[C@]([C@H]([C@H]2OC(=O)C(O)(C)C)C(=C)C=O)(C)[C@@H]1CO1)C
InChI: InChI=1S/C24H30O9/c1-8-11(2)20(26)31-18-15-13(4)21(27)33-19(18)24(7,14-10-30-14)16(12(3)9-25)17(15)32-22(28)23(5,6)29/h8-9,14-19,29H,3-4,10H2,1-2,5-7H3/t14-,15-,16-,17-,18?,19-,24+/m0/s1
InChIKey: YZLKUFINTXKIJN-RBLCXZGFSA-N
DeepSMILES: CC=CC=O)OC[C@H]C=C)C=O)O[C@@H]6[C@][C@H][C@H]8OC=O)CO)C)C)))))C=C)C=O))))C)[C@@H]CO3))))))))))))C
Scaffold Graph/Node/Bond level: C=C1C(=O)OC2CC1CCC2C1CO1
Scaffold Graph/Node level: CC1C2CCC(C3CO3)C(C2)OC1O
Scaffold Graph level: CC1CC2CC(CCC2C2CC2)C1C
Functional groups: CC=C(C)C(=O)OC; C=C(C)C(=O)OC; CC(=O)OC; CO; C=C(C)C=O; C[C@@H]1CO1
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: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Elemane sesquiterpenoids
Synonymous chemical names:
juniperin
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Juniperin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 462.5
Log P RDKit 1.43
Topological polar surface area (Å2) RDKit 128.73
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 24
Number of heavy atoms RDKit 33
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 7
Stereochemical complexity RDKit 0.29
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 10
Number of sp3 hybridized carbon atoms RDKit 14
Shape complexity RDKit 0.58
Number of rotatable bonds RDKit 9
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 1
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
Juniperin
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.196368
Juniperin
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 -7.75
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