IMPPAT Phytochemical information: 
Sarmentoside E
Sarmentoside E
Summary

SMILES: O=C1OCC(=C1)[C@H]1CC[C@]2([C@]1(C)CC[C@H]1[C@H]2C[C@@H]2[C@]3([C@@]1(CC[C@@H](C3)OC1O[C@@H](C)[C@H]([C@H]([C@H]1O)O)O)C(=O)O2)O)O
InChI: InChI=1S/C29H40O11/c1-13-21(31)22(32)23(33)24(38-13)39-15-3-7-27-17-4-6-26(2)16(14-9-20(30)37-12-14)5-8-28(26,35)18(17)10-19(40-25(27)34)29(27,36)11-15/h9,13,15-19,21-24,31-33,35-36H,3-8,10-12H2,1-2H3/t13-,15-,16+,17-,18+,19+,21+,22+,23+,24?,26+,27+,28-,29+/m0/s1
InChIKey: YEZQJDLHLVLEJL-ZHTZAMPBSA-N
DeepSMILES: O=COCC=C5)[C@H]CC[C@][C@]5C)CC[C@H][C@H]6C[C@@H][C@][C@@]6CC[C@@H]C6)OCO[C@@H]C)[C@H][C@H][C@H]6O))O))O)))))))))C=O)O5)))O)))))))))O
Scaffold Graph/Node/Bond level: O=C1C=C(C2CCC3C2CCC2C3CC3OC(=O)C24CCC(OC2CCCCO2)CC34)CO1
Scaffold Graph/Node level: OC1CC(C2CCC3C2CCC2C3CC3OC(O)C24CCC(OC2CCCCO2)CC34)CO1
Scaffold Graph level: CC1CCC(C2CCC3C2CCC2C3CC3CC(C)C24CCC(CC2CCCCC2)CC34)C1
Functional groups: CC1=CC(=O)OC1; CO; COC(=O)C; COC(C)OC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Steroid lactones
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Cardenolides
Synonymous chemical names:
sarmentoside e, Sarmentoside E
External chemical identifiers:
CID:CID_56840970
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Sarmentoside E
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 564.63
Log P RDKit 0.09
Topological polar surface area (Å2) RDKit 172.21
Number of hydrogen bond acceptors RDKit 11
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 29
Number of heavy atoms RDKit 40
Number of heteroatoms RDKit 11
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 14
Stereochemical complexity RDKit 0.48
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 25
Shape complexity RDKit 0.86
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 7
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 7
Number of saturated carbocycles RDKit 4
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 6
Number of Smallest Set of Smallest Rings (SSSR) RDKit 7
Sarmentoside E
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 0.23
Sarmentoside E
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -10.21
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