SCS-C003730

neo-debromoaplysiatoxin A

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

Sanya

DOI: 10.1021/acs.orglett.7b03672 · Organic Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

590.7 Da

Threshold ≤ 500

ALogP

3.63

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@H]2C(=O)[C@](C)(O)CC3(C)C)[C@@H]1C)c1cccc(O)c1

InChIKey:

                        MDZUICXVWBXOLO-ZNCFBNBISA-N
                        
                    

InChI:

InChI=1S/C32H46O10/c1-17(11-12-22(39-7)20-9-8-10-21(34)13-20)27-18(2)24-15-32(42-27)26(28(36)31(6,38)16-30(32,4)5)29(37)41-23(19(3)33)14-25(35)40-24/h8-10,13,17-19,22-24,26-27,33-34,38H,11-12,14-16H2,1-7H3/t17-,18-,19+,22-,23+,24-,26+,27+,31+,32-/m0/s1

Calculated Properties

ALogP:

3.634 lipophilicity

TPSA:

148.82 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.7188 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003730

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 CMNPD: CMNPD30216

Biological Activity Data

No bioactivity data available for this compound.

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