SCS-C006577

pestaphilone H

Pathway: Polyketides Superclass: Chromanes Class: Azaphilones

Chemical Structure

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Source Information

Neopestalotiopsis sp. (NA)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Amphisphaeriales Family Sporocadaceae Genus Neopestalotiopsis Species Neopestalotiopsis sp.

South China Sea · longitude of 108.87 and a latitude of 21.74

DOI: 10.3390/md22060241 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

364.4 Da

Threshold ≤ 500

ALogP

1.51

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H28O6

Molecular Weight:

364.4380 Da

SMILES:

CC[C@H](C)[C@@H](O)/C(C)=C/[C@](C)(O)C1=CC2=CC(=O)[C@@](C)(O)[C@H](O)C2=CO1

InChIKey:

                        ZWYJJUUOFQOZPE-BGKZBMHVSA-N
                        
                    

InChI:

InChI=1S/C20H28O6/c1-6-11(2)17(22)12(3)9-19(4,24)16-8-13-7-15(21)20(5,25)18(23)14(13)10-26-16/h7-11,17-18,22-25H,6H2,1-5H3/b12-9+/t11-,17+,18+,19-,20+/m0/s1

Calculated Properties

ALogP:

1.510 lipophilicity

TPSA:

107.22 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.5500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006577

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Chromanes

NPClassifier Class:

Azaphilones

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
Antitumor	—	HepG2; A549; HCT116; Hela; MCF-7	In the cytotoxic assay, all of the compounds were inactive against the HepG2, A549, HCT116, Hela, MCF-7, and L02 cell lines.	10.3390/md22060241 Marine Drugs

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