SCS-C001297

neo-debromoaplysiatoxin J

Pathway: Polyketides Superclass: Macrolides Class: Aplysiatoxins

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.

Download: SDF SMILES

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

606.7 Da

Threshold ≤ 500

ALogP

4.32

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, HBA) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C32H46O11

Molecular Weight:

606.7100 Da

SMILES:

CO[C@@H](CC[C@H](C)[C@H]1O[C@]23C[C@H](OC(=O)C[C@H]([C@@H](C)O)OC(=O)CC(=O)[C@](C)(CC2(C)C)OO3)[C@@H]1C)c1cccc(O)c1

InChIKey:

                        SELZJXJWDUQGJV-KXBQDBDMSA-N
                        
                    

InChI:

InChI=1S/C32H46O11/c1-18(11-12-23(38-7)21-9-8-10-22(34)13-21)29-19(2)25-16-32(41-29)30(4,5)17-31(6,42-43-32)26(35)15-28(37)39-24(20(3)33)14-27(36)40-25/h8-10,13,18-20,23-25,29,33-34H,11-12,14-17H2,1-7H3/t18-,19-,20+,23-,24+,25-,29+,31-,32-/m0/s1

Calculated Properties

ALogP:

4.321 lipophilicity

TPSA:

147.05 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (1 aromatic)

Chiral Centers:

Fsp³:

0.7188 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001297

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Macrolides

NPClassifier Class:

Aplysiatoxins

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

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	1.64 ± 0.15 μM	10.3390/molecules28062786 Molecules
Antitumor	IC50	SW480	4.63 ± 0.2 μM	10.3390/molecules28062786 Molecules

Back to Compounds