SCS-C000788
isoacteoside
Pathway: Shikimates and Phenylpropanoids
Superclass: Phenylethanoids (C6-C2) | Phenylpropanoids (C6-C3)
Class: Cinnamic acids and derivatives | Phenylethanoids
Glycoside
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Acanthus ilicifolius
(NA)
Kingdom
Viridiplantae
Phylum
Streptophyta
Class
Magnoliopsida
Order
Lamiales
Family
Acanthaceae
Genus
Acanthus
Species
Acanthus ilicifolius
Hainan Island
DOI:
10.1002/mrc.1417
· Magnetic Resonance in Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
624.6 Da
Threshold ≤ 500
ALogP
-1.02
Threshold ≤ 5
H-Bond Donors
9
Threshold ≤ 5
H-Bond Acceptors
15
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C29H36O15
Molecular Weight:
624.6000 Da
SMILES:
C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](OCCc3ccc(O)c(O)c3)O[C@H](COC(=O)/C=C/c3ccc(O)c(O)c3)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O
InChIKey:
FNMHEHXNBNCPCI-QEOJJFGVSA-N
InChI:
InChI=1S/C29H36O15/c1-13-22(35)24(37)25(38)29(42-13)44-27-23(36)20(12-41-21(34)7-4-14-2-5-16(30)18(32)10-14)43-28(26(27)39)40-9-8-15-3-6-17(31)19(33)11-15/h2-7,10-11,13,20,22-33,35-39H,8-9,12H2,1H3/b7-4+/t13-,20+,22-,23+,24+,25+,26+,27-,28+,29-/m0/s1
Calculated Properties
ALogP:
-1.016 lipophilicity
TPSA:
245.29 Ų polar surface area
H-Bond Donors:
9
H-Bond Acceptors:
15
Rotatable Bonds:
10
Ring Count:
4
(2 aromatic)
Chiral Centers:
10
Fsp³:
0.4828 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000788
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Phenylethanoids (C6-C2)
Phenylpropanoids (C6-C3)
NPClassifier Class:
Cinnamic acids and derivatives
Phenylethanoids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.