SCS-C003661

neo-debromoaplysiatoxin B

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

458.6 Da

Threshold ≤ 500

ALogP

5.46

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C27H38O6

Molecular Weight:

458.5950 Da

SMILES:

CO[C@@H](CC[C@H](C)[C@H]1O[C@@]23C[C@H](OC(=O)C2=C(O)[C@H](C)CC3(C)C)[C@@H]1C)c1cccc(O)c1

InChIKey:

                        AXOGDPFMSLPSGB-FFHNPLLASA-N
                        
                    

InChI:

InChI=1S/C27H38O6/c1-15(10-11-20(31-6)18-8-7-9-19(28)12-18)24-17(3)21-14-27(33-24)22(25(30)32-21)23(29)16(2)13-26(27,4)5/h7-9,12,15-17,20-21,24,28-29H,10-11,13-14H2,1-6H3/t15-,16+,17-,20-,21-,24+,27-/m0/s1

Calculated Properties

ALogP:

5.463 lipophilicity

TPSA:

85.22 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.6667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003661

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: CMNPD30217

Biological Activity Data

No bioactivity data available for this compound.

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