SCS-C006779

pestaloketide A

Pathway: Terpenoids Superclass: Sesquiterpenoids Class: Guaiane sesquiterpenoids

Chemical Structure

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Source Information

Pestalotiopsis sp. (coral-associated fungus)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Amphisphaeriales Family Sporocadaceae Genus Pestalotiopsis Species NA

South China Sea

DOI: 10.3390/md20110711 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

368.5 Da

Threshold ≤ 500

ALogP

1.91

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H32O6

Molecular Weight:

368.4700 Da

SMILES:

C[C@H]1C(=O)O[C@@H]2C[C@](C)(O)[C@@H](C)[C@H]3[C@@H](C[C@](C)(O)[C@@H](C)[C@H]21)OC(=O)[C@@H]3C

InChIKey:

                        WCWCYXICKDRKOO-STTKEMQZSA-N
                        
                    

InChI:

InChI=1S/C20H32O6/c1-9-15-11(3)19(5,23)8-14-16(10(2)18(22)26-14)12(4)20(6,24)7-13(15)25-17(9)21/h9-16,23-24H,7-8H2,1-6H3/t9-,10-,11+,12+,13-,14-,15-,16+,19+,20+/m1/s1

Calculated Properties

ALogP:

1.910 lipophilicity

TPSA:

93.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.9000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006779

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Sesquiterpenoids

NPClassifier Class:

Guaiane sesquiterpenoids

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
Anti-inflammatory	inhibition of NO production	inducible NO oxidase (iNOS)	23.6 μM	10.3390/md20110711 Marine Drugs

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