SCS-C006578
pestaphilone I
Pathway: Polyketides
Superclass: Chromanes
Class: Azaphilones
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
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
362.4 Da
Threshold ≤ 500
ALogP
1.53
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H26O6
Molecular Weight:
362.4220 Da
SMILES:
C/C(=C\[C@](C)(O)C1=CC2=CC(=O)[C@@](C)(O)[C@H](O)C2=CO1)[C@H]1OCC[C@@H]1C
InChIKey:
UIDQJNBCYJOAHK-QGIOBFFLSA-N
InChI:
InChI=1S/C20H26O6/c1-11-5-6-25-17(11)12(2)9-19(3,23)16-8-13-7-15(21)20(4,24)18(22)14(13)10-26-16/h7-11,17-18,22-24H,5-6H2,1-4H3/b12-9+/t11-,17-,18+,19-,20+/m0/s1
Calculated Properties
ALogP:
1.528 lipophilicity
TPSA:
96.22 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
6
Rotatable Bonds:
3
Ring Count:
3
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.5500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006578
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Chromanes
NPClassifier Class:
Azaphilones
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
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 |
|---|---|---|---|---|
| Angiogenesis modulation | — | intersomitic vessel formation | 40.0 μM | 10.3390/md22060241 Marine Drugs |
| Antibacterial | MIC | Staphylococcus aureus, Escherichia coli, Candida albicans | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md22060241 Marine Drugs |
| 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 |