SCS-C001657

cladosporol C

Pathway: Polyketides Superclass: Naphthalenes Class: Bisnaphthalenes

Chemical Structure

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Source Information

Cladosporium sp. JS1-2 (gorgonian-derived fungus)

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

Dongzhaigang

DOI: 10.1038/s41429-019-0206-8 · The Journal of Antibiotics

Drug-likeness (Lipinski Ro5)

Molecular Weight

338.4 Da

Threshold ≤ 500

ALogP

3.22

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H18O5

Molecular Weight:

338.4000 Da

SMILES:

O=C1CC[C@H](c2ccc(O)c3c2C(=O)CC[C@@H]3O)c2cccc(O)c21

InChIKey:

                        BXGHBKTYAIAELJ-BTDLBPIBSA-N
                        
                    

InChI:

InChI=1S/C20H18O5/c21-13-3-1-2-11-10(4-6-14(22)18(11)13)12-5-7-16(24)20-17(25)9-8-15(23)19(12)20/h1-3,5,7,10,17,21,24-25H,4,6,8-9H2/t10-,17-/m0/s1

Calculated Properties

ALogP:

3.216 lipophilicity

TPSA:

94.83 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.3000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001657

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	MIC	Staphylococcus aureus	6.25 μg/mL	10.1038/s41429-019-0206-8 The Journal of Antibiotics
Antibacterial	MIC	Micrococcus luteus	12.5 μg/mL	10.1038/s41429-019-0206-8 The Journal of Antibiotics

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