SCS-C000444

7-epi-8-hydroxyaltertoxin I

Pathway: Polyketides Superclass: Naphthalenes Class: Bisnaphthalenes

Chemical Structure

Structure of 7-epi-8-hydroxyaltertoxin I

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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

Download: SDF SMILES

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

368.3 Da

Threshold ≤ 500

ALogP

0.94

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H16O7

Molecular Weight:

368.3000 Da

SMILES:

O=C1CC[C@@]2(O)c3c(ccc(O)c31)-c1ccc(O)c3c1[C@@H]2[C@@H](O)[C@@H](O)C3=O

InChIKey:

                        WUCMTTYUUQBEMP-RSPOEFSDSA-N
                        
                    

InChI:

InChI=1S/C20H16O7/c21-9-4-2-8-7-1-3-10(22)14-12(7)16(18(25)19(26)17(14)24)20(27)6-5-11(23)13(9)15(8)20/h1-4,16,18-19,21-22,25-27H,5-6H2/t16-,18-,19+,20-/m1/s1

Calculated Properties

ALogP:

0.944 lipophilicity

TPSA:

135.29 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-C000444

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
Antifouling	—	zebrafish embryo,Balanus amphitrite	— Structured numeric value is not available in this record; see the primary reference.	10.1007/s10600-015-1406-5 Chemistry of Natural Compounds

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