SCS-C000388

asteltoxin B

Pathway: Polyketides Superclass: Linear polyketides Class: Linear polyenes

Chemical Structure

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Source Information

Aspergillus sp. SCSGAF 0076 (OY10607) (coral-derived fungus)

Original source name: Aspergillus sp. SCSGAF 0076

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species NA

South China Sea

DOI: 10.1016/j.tet.2013.01.021 · Tetrahedron

Drug-likeness (Lipinski Ro5)

Molecular Weight

434.5 Da

Threshold ≤ 500

ALogP

1.95

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C23H30O8

Molecular Weight:

434.5000 Da

SMILES:

CC[C@@H]1O[C@@H]2O[C@H]([C@H]3O[C@@H]3/C=C/C=C/c3oc(=O)cc(OC)c3C)[C@H](O)[C@]2(C)[C@]1(C)O

InChIKey:

                        LXWVIYYOFQQIPY-GDQRHXMPSA-N
                        
                    

InChI:

InChI=1S/C23H30O8/c1-6-16-23(4,26)22(3)20(25)19(31-21(22)30-16)18-14(29-18)10-8-7-9-13-12(2)15(27-5)11-17(24)28-13/h7-11,14,16,18-21,25-26H,6H2,1-5H3/b9-7+,10-8+/t14-,16+,18+,19-,20+,21-,22+,23-/m1/s1

Calculated Properties

ALogP:

1.946 lipophilicity

TPSA:

110.89 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.6087 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000388

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Linear polyketides

NPClassifier Class:

Linear polyenes

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
Enzyme inhibition	IC50	human acetylcholinesterase (AChE)	14.9 μM	10.1016/j.tet.2013.01.021 Tetrahedron

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