SCS-C000789
cistanoside F
Pathway: Shikimates and Phenylpropanoids
Superclass: Phenylpropanoids (C6-C3)
Class: Cinnamic acids and derivatives
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.1418
· Magnetic Resonance in Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
488.4 Da
Threshold ≤ 500
ALogP
-2.69
Threshold ≤ 5
H-Bond Donors
8
Threshold ≤ 5
H-Bond Acceptors
13
Threshold ≤ 10
2 violations (HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C21H28O13
Molecular Weight:
488.4000 Da
SMILES:
C[C@H]1O[C@H](O[C@@H]2[C@@H](O)[C@H](O)O[C@H](CO)[C@H]2OC(=O)/C=C/c2ccc(O)c(O)c2)[C@@H](O)[C@@H](O)[C@@H]1O
InChIKey:
IDVRYIVYDAOHSS-CRADLMAESA-N
InChI:
InChI=1S/C21H28O13/c1-8-14(26)15(27)16(28)21(31-8)34-19-17(29)20(30)32-12(7-22)18(19)33-13(25)5-3-9-2-4-10(23)11(24)6-9/h2-6,8,12,14-24,26-30H,7H2,1H3/b5-3+/t8-,12-,14-,15+,16+,17-,18-,19-,20-,21-/m1/s1
Calculated Properties
ALogP:
-2.694 lipophilicity
TPSA:
215.83 Ų polar surface area
H-Bond Donors:
8
H-Bond Acceptors:
13
Rotatable Bonds:
6
Ring Count:
3
(1 aromatic)
Chiral Centers:
10
Fsp³:
0.5714 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000789
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Phenylpropanoids (C6-C3)
NPClassifier Class:
Cinnamic acids and derivatives
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.