IMPPAT Phytochemical information: 
(+)-S-Myricanol glucoside
(+)-S-Myricanol glucoside
Summary

SMILES: OCC1OC(Oc2c3CCCCC(O)CCc4cc(-c(c3)c(c2OC)OC)c(O)cc4)C(C(C1O)O)O
InChI: InChI=1S/C27H36O10/c1-34-25-18-12-15(5-3-4-6-16(29)9-7-14-8-10-19(30)17(18)11-14)24(26(25)35-2)37-27-23(33)22(32)21(31)20(13-28)36-27/h8,10-12,16,20-23,27-33H,3-7,9,13H2,1-2H3
InChIKey: NPSYWDNXSMBWKP-UHFFFAOYSA-N
DeepSMILES: OCCOCOccCCCCCO)CCccc-cc%13)cc%15OC)))OC))))cO)cc6))))))))))))))))CCC6O))O))O
Scaffold Graph/Node/Bond level: c1cc2cc(c1)-c1ccc(OC3CCCCO3)c(c1)CCCCCCC2
Scaffold Graph/Node level: C1CCCC2CCCC(C2)C2CCC(OC3CCCCO3)C(CCC1)C2
Scaffold Graph level: C1CCCC2CCCC(C2)C2CCC(CC3CCCCC3)C(CCC1)C2
Functional groups: CO; cOC(C)OC; cOC; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Diarylheptanoids
ClassyFire Subclass: Cyclic diarylheptanoids
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Diarylheptanoids
NP Classifier Class: Biaryl type diarylheptanoids
Synonymous chemical names:
myricanol glucoside, Myricanol glucoside
External chemical identifiers:
CID:CID_14059610; ChEBI:CHEBI:169120
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
(+)-S-Myricanol glucoside
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 520.58
Log P RDKit 1.28
Topological polar surface area (Å2) RDKit 158.3
Number of hydrogen bond acceptors RDKit 10
Number of hydrogen bond donors RDKit 6
Number of carbon atoms RDKit 27
Number of heavy atoms RDKit 37
Number of heteroatoms RDKit 10
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 6
Stereochemical complexity RDKit 0.22
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 12
Number of sp3 hybridized carbon atoms RDKit 15
Shape complexity RDKit 0.56
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
(+)-S-Myricanol glucoside
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 3
Ghose rule RDKit Failed
Veber rule RDKit Bad
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.34
(+)-S-Myricanol glucoside
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -7.86
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
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