IMPPAT Phytochemical information: 
Zeylanidine-B
Zeylanidine-B
Summary

SMILES: CC(=O)O[C@H]1[C@@]2(O)OC(=O)C(=C2[C@H]2OC(=O)[C@@]3([C@H]2O3)CC[C@H]2[C@]1(C)O2)C
InChI: InChI=1S/C17H18O9/c1-6-9-10-11-16(25-11,14(20)23-10)5-4-8-15(3,24-8)13(22-7(2)18)17(9,21)26-12(6)19/h8,10-11,13,21H,4-5H2,1-3H3/t8-,10+,11-,13+,15-,16-,17-/m0/s1
InChIKey: SIFYXRSJHLDEIA-SIWZETMRSA-N
DeepSMILES: CC=O)O[C@H][C@@]O)OC=O)C=C5[C@H]OC=O)[C@@][C@H]5O3))CC[C@H][C@]%14C)O3))))))))))C
Scaffold Graph/Node/Bond level: O=C1C=C2C(CC3OC3CCC34OC3C2OC4=O)O1
Scaffold Graph/Node level: OC1CC2C(CC3OC3CCC34OC3C2OC4O)O1
Scaffold Graph level: CC1CC2CC3CC3CCC34CC3C(CC4C)C2C1
Functional groups: CC(=O)OC; CC1=C(C)[C@@](O)(C)OC1=O; C[C@]12O[C@H]1COC2=O; C[C@@H]1O[C@]1(C)C
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: Germacrane sesquiterpenoids
Synonymous chemical names:
zeylanidine
External chemical identifiers:
CID:CID_15945066; ChEMBL:CHEMBL1538572
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Zeylanidine-B
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 366.32
Log P RDKit -0.51
Topological polar surface area (Å2) RDKit 124.19
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 17
Number of heavy atoms RDKit 26
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 0.41
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 5
Number of sp3 hybridized carbon atoms RDKit 12
Shape complexity RDKit 0.71
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 4
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Zeylanidine-B
Drug-likeness
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 1
Ghose filter RDKit Failed
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 0.371157
Zeylanidine-B
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -9.33
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes
Zeylanidine-B
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_000411ENSG00000165092ALDH1A1216ChEMBL