SCS-C006347
neo-debromoaplysiatoxin H
Pathway: Polyketides
Superclass: Macrolides
Class: Aplysiatoxins
Chemical Structure
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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
South China Sea
DOI:
10.3390/toxins12110733
· Toxins
Drug-likeness (Lipinski Ro5)
Molecular Weight
572.7 Da
Threshold ≤ 500
ALogP
5.20
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C32H44O9
Molecular Weight:
572.6950 Da
SMILES:
CO[C@@H](CC[C@@H](C)[C@H]1O[C@@]2(C=C[C@@H]1C)O[C@@](C)(C(=O)CC(=O)O[C@@H]1CC(=O)O[C@@H]1C)CC2(C)C)c1cccc(O)c1
InChIKey:
IYYNKEYDJKVMFS-DNOZBTNPSA-N
InChI:
InChI=1S/C32H44O9/c1-19(11-12-24(37-7)22-9-8-10-23(33)15-22)29-20(2)13-14-32(40-29)30(4,5)18-31(6,41-32)26(34)17-28(36)39-25-16-27(35)38-21(25)3/h8-10,13-15,19-21,24-25,29,33H,11-12,16-18H2,1-7H3/t19-,20+,21-,24+,25-,29-,31-,32+/m1/s1
Calculated Properties
ALogP:
5.195 lipophilicity
TPSA:
117.59 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
9
Rotatable Bonds:
10
Ring Count:
4
(1 aromatic)
Chiral Centers:
8
Fsp³:
0.6562 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006347
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
Aplysiatoxins
Glycoside:
No
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 potassium channel (ultra-rapid delayed rectifier K+ current IKur) | 1.3199999999999998–1.6 μM | 10.3390/toxins12110733 Toxins |
| Metabolic / Lipid regulation | toxicity observation | Artemia salina (brine shrimp) | compound 1 and 2 had no apparent effect at 30 μM in brine shrimp toxicity assay | 10.3390/toxins12110733 Toxins |