SCS-C000863

6-iodofonsecinone A

Pathway: Polyketides Superclass: Naphthalenes Class: Bisnaphthalenes

Chemical Structure

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Source Information

Cladosporium cladosporioides 8-1 (deep-sea fungus)

Kingdom Fungi Phylum Ascomycota Class Dothideomycetes Order Cladosporiales Family Cladosporiaceae Genus Cladosporium Species Cladosporium cladosporioides

South China Sea

DOI: 10.1016/j.tetlet.2022.153689 · Tetrahedron Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

696.4 Da

Threshold ≤ 500

ALogP

6.54

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, ALogP) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C32H25IO10

Molecular Weight:

696.4460 Da

SMILES:

COc1cc(OC)c2c(O)c3c(=O)cc(C)oc3c(-c3c(OC)cc4c(I)c(O)c5c(=O)cc(C)oc5c4c3OC)c2c1

InChIKey:

                        ACDNKBBAIANCHC-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C32H25IO10/c1-12-7-17(34)24-28(36)21-15(9-14(38-3)10-19(21)39-4)22(31(24)42-12)26-20(40-5)11-16-23(30(26)41-6)32-25(29(37)27(16)33)18(35)8-13(2)43-32/h7-11,36-37H,1-6H3

Calculated Properties

ALogP:

6.540 lipophilicity

TPSA:

137.80 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (6 aromatic)

Chiral Centers:

Fsp³:

0.1875 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000863

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
Antibacterial	IC50	Pseudoalteromonas citrea	0.61 μg/mL	10.1016/j.tetlet.2022.153689 Tetrahedron Letters

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