SCS-C000448

stemphyperylenol

Pathway: Polyketides Superclass: Naphthalenes Class: Bisnaphthalenes

Chemical Structure

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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

352.3 Da

Threshold ≤ 500

ALogP

1.57

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]2c3ccc(O)c4c3[C@H](c3ccc(O)c1c32)[C@@H](O)CC4=O

InChIKey:

                        MCWOXLPZYFOWRX-YXAMBPQSSA-N
                        
                    

InChI:

InChI=1S/C20H16O6/c21-9-3-1-7-15-11(23)5-14(26)20-10(22)4-2-8(18(15)20)16-12(24)6-13(25)19(9)17(7)16/h1-4,11-12,15-16,21-24H,5-6H2/t11-,12-,15+,16+/m0/s1

Calculated Properties

ALogP:

1.570 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-C000448

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	—	Escherichia coli,Staphylococcus aureus,multi-drug-resistant Pseudomonas aeruginosa	active against E. coli,S. aureus,multi-drug-resistant P. aeruginosa	10.1007/s10600-015-1406-5 Chemistry of Natural Compounds

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