SCS-C006346

neo-debromoaplysiatoxin G

Pathway: Polyketides Superclass: Macrolides Class: Aplysiatoxins

Chemical Structure

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Download: SDF SMILES

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

590.7 Da

Threshold ≤ 500

ALogP

3.94

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C32H46O10

Molecular Weight:

590.7100 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)C[C@]4(C[C@@]2(C)C[C@]4(C)O)O3)[C@@H]1C)c1cccc(O)c1

InChIKey:

                        BRQVSSMCIBVYSN-LZWYFDEQSA-N
                        
                    

InChI:

InChI=1S/C32H46O10/c1-18(10-11-23(38-6)21-8-7-9-22(34)12-21)28-19(2)25-14-32(41-28)29(4)16-30(5,37)31(17-29,42-32)15-27(36)39-24(20(3)33)13-26(35)40-25/h7-9,12,18-20,23-25,28,33-34,37H,10-11,13-17H2,1-6H3/t18-,19-,20+,23-,24+,25-,28+,29+,30-,31+,32-/m0/s1

Calculated Properties

ALogP:

3.936 lipophilicity

TPSA:

140.98 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (1 aromatic)

Chiral Centers:

Fsp³:

0.7500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006346

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 potassium channel (ultra-rapid delayed rectifier K+ current IKur)	1.57–2.01 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

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