SCS-C001296
neo-debromoaplysiatoxin I
Pathway: Polyketides
Superclass: Macrolides
Class: Aplysiatoxins
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
Lyngbya sp.
(NA)
Kingdom
Bacillati
Phylum
Cyanobacteriota
Class
Cyanophyceae
Order
Oscillatoriales
Family
Microcoleaceae
Genus
Lyngbya
Species
NA
Lingshui Port
DOI:
10.3390/molecules28062786
· Molecules
Drug-likeness (Lipinski Ro5)
Molecular Weight
476.6 Da
Threshold ≤ 500
ALogP
3.95
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C27H40O7
Molecular Weight:
476.6100 Da
SMILES:
CO[C@@H](CC[C@H](C)[C@H]1O[C@]2(O)[C@H]3[C@@H](OC(=O)C[C@]3(O)[C@H](C)CC2(C)C)[C@@H]1C)c1cccc(O)c1
InChIKey:
LFXOGNPPBAVCIW-ZNROHLRMSA-N
InChI:
InChI=1S/C27H40O7/c1-15(10-11-20(32-6)18-8-7-9-19(28)12-18)22-17(3)23-24-26(30,14-21(29)33-23)16(2)13-25(4,5)27(24,31)34-22/h7-9,12,15-17,20,22-24,28,30-31H,10-11,13-14H2,1-6H3/t15-,16+,17+,20-,22+,23-,24-,26-,27+/m0/s1
Calculated Properties
ALogP:
3.948 lipophilicity
TPSA:
105.45 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
7
Rotatable Bonds:
6
Ring Count:
4
(1 aromatic)
Chiral Centers:
9
Fsp³:
0.7407 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001296
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
Aplysiatoxins
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
Activity values are displayed only when a quantitative or clearly reported result is available.
Tested organisms, cell lines and molecular targets are shown under Target / model.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Ion channel / Electrophysiology | IC50 | Kv1.5 | 2.59 ± 0.37 μM | 10.3390/molecules28062786 Molecules |
| Antitumor | IC50 | SW480 | 21.14 ± 2.2 μM | 10.3390/molecules28062786 Molecules |