IMPPAT Phytochemical information: 
Acteoside
Acteoside
Summary

SMILES: OC[C@H]1O[C@@H](OCCc2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1OC(=O)/C=C/c1ccc(c(c1)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O
InChI: InChI=1S/C29H36O15/c1-13-22(36)23(37)24(38)29(41-13)44-27-25(39)28(40-9-8-15-3-6-17(32)19(34)11-15)42-20(12-30)26(27)43-21(35)7-4-14-2-5-16(31)18(33)10-14/h2-7,10-11,13,20,22-34,36-39H,8-9,12H2,1H3/b7-4+/t13-,20+,22-,23+,24+,25+,26+,27+,28+,29-/m0/s1
InChIKey: FBSKJMQYURKNSU-ZLSOWSIRSA-N
DeepSMILES: OC[C@H]O[C@@H]OCCcccccc6)O))O))))))))[C@@H][C@H][C@@H]6OC=O)/C=C/cccccc6)O))O))))))))))O[C@@H]O[C@@H]C)[C@@H][C@H][C@H]6O))O))O)))))))O
Scaffold Graph/Node/Bond level: O=C(C=Cc1ccccc1)OC1COC(OCCc2ccccc2)CC1OC1CCCCO1
Scaffold Graph/Node level: OC(CCC1CCCCC1)OC1COC(OCCC2CCCCC2)CC1OC1CCCCO1
Scaffold Graph level: CC(CCC1CCCCC1)CC1CCC(CCCC2CCCCC2)CC1CC1CCCCC1
Functional groups: CO; CO[C@@H](C)OC; CO[C@H](C)OC; c/C=C/C(=O)OC; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Cinnamic acids and derivatives
ClassyFire Subclass: Hydroxycinnamic acids and derivatives
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Phenylethanoids (C6-C2)|Phenylpropanoids (C6-C3)
NP Classifier Class: Cinnamic acids and derivatives|Phenylethanoids
Synonymous chemical names:
verbascoside
External chemical identifiers:
CID:5281800; ChEMBL:CHEMBL444478; ChEBI:132853; ZINC:ZINC000008234351; FDASRS:3TGX09BD5B; SureChEMBL:SCHEMBL657970; MolPort-006-069-350
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Acteoside
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 624.59
Log P RDKit -1.02
Topological polar surface area (Å2) RDKit 245.29
Number of hydrogen bond acceptors RDKit 15
Number of hydrogen bond donors RDKit 9
Number of carbon atoms RDKit 29
Number of heavy atoms RDKit 44
Number of heteroatoms RDKit 15
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 10
Stereochemical complexity RDKit 0.34
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 15
Number of sp3 hybridized carbon atoms RDKit 14
Shape complexity RDKit 0.48
Number of rotatable bonds RDKit 11
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
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 2
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
Acteoside
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 3
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 4
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.0873
Acteoside
ADMET 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 -10.46
Number of PAINS structural alerts SwissADME 1.0
Number of Brenk structural alerts SwissADME 2.0
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
Acteoside
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000215832MAPK1700
ENSP00000216117HMOX1800
ENSP00000225275MPO816
ENSP00000225831CCL2700
ENSP00000239849TNFSF11800
ENSP00000242057AHR700
ENSP00000257904CDK4700
ENSP00000262160SMAD2700
ENSP00000263025MAPK3700
ENSP00000263321TYR828
ENSP00000267163RB1700
ENSP00000275493EGFR700
ENSP00000305651CXCL10700
ENSP00000306512IL8700
ENSP00000332973SMAD3700
ENSP00000339804TSLP800
ENSP00000343040HMGB1800
ENSP00000351407ARNT700
ENSP00000362057NOX1700
ENSP00000384273RELA700
ENSP00000397297NTF3800
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.