SCS-C000446

altertoxin I

Pathway: Polyketides Superclass: Naphthalenes Class: Bisnaphthalenes

Chemical Structure

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Source Information

Alternaria sp. (mangrove endophytic fungus)

Kingdom Fungi Phylum Ascomycota Class Dothideomycetes Order Pleosporales Family Pleosporaceae Genus Alternaria Species NA

South China Sea

DOI: 10.1007/s10600-015-1406-5 · Chemistry of Natural Compounds

Drug-likeness (Lipinski Ro5)

Molecular Weight

352.3 Da

Threshold ≤ 500

ALogP

1.97

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H16O6

Molecular Weight:

352.3000 Da

SMILES:

O=C1C[C@H](O)[C@@H]2c3c(ccc(O)c31)-c1ccc(O)c3c1[C@@]2(O)CCC3=O

InChIKey:

                        GJIALGLHOBXNAT-KPOBHBOGSA-N
                        
                    

InChI:

InChI=1S/C20H16O6/c21-10-3-1-8-9-2-4-11(22)17-12(23)5-6-20(26,18(9)17)19-14(25)7-13(24)16(10)15(8)19/h1-4,14,19,21-22,25-26H,5-7H2/t14-,19+,20-/m0/s1

Calculated Properties

ALogP:

1.973 lipophilicity

TPSA:

115.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (2 aromatic)

Chiral Centers:

Fsp³:

0.3000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000446

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Naphthalenes

NPClassifier Class:

Bisnaphthalenes

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
Toxicity	LC50	zebrafish embryo	4.54 μg/mL	10.1007/s10600-015-1406-5 Chemistry of Natural Compounds
Toxicity	EC50	zebrafish embryo	4.21 μg/mL	10.1007/s10600-015-1406-5 Chemistry of Natural Compounds
Antifouling	IC50	Balanus amphitrite	0.27 μg/mL	10.1007/s10600-015-1406-5 Chemistry of Natural Compounds

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