SCS-C007087
pestalotiochromenoic acid B
Pathway: Polyketides | Terpenoids
Superclass: Meroterpenoids
Class: Merohemiterpenoids
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
Pestalotiopsis neglecta
(SCSIO41403)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Amphisphaeriales
Family
Sporocadaceae
Genus
Pestalotiopsis
Species
Pestalotiopsis neglecta
South China Sea
DOI:
10.1016/j.bioorg.2021.104927
· Bioorganic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
304.3 Da
Threshold ≤ 500
ALogP
3.44
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C17H20O5
Molecular Weight:
304.3420 Da
SMILES:
CC(CCC[C@]1(C)C=Cc2cc(C(=O)O)ccc2O1)C(=O)O
InChIKey:
LXEDTRJKIUNHTR-DFDFJRDNSA-N
InChI:
InChI=1S/C17H20O5/c1-11(15(18)19)4-3-8-17(2)9-7-12-10-13(16(20)21)5-6-14(12)22-17/h5-7,9-11H,3-4,8H2,1-2H3,(H,18,19)(H,20,21)/t11?,17-/m1/s1
Calculated Properties
ALogP:
3.440 lipophilicity
TPSA:
83.83 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
6
Ring Count:
2
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.4118 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007087
NPClassifier Pathway:
Polyketides
Terpenoids
NPClassifier Superclass:
Meroterpenoids
NPClassifier Class:
Merohemiterpenoids
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 |
|---|---|---|---|---|
| Antitumor | IC50 | ACHN, OS-RC-2, 786-O, HL-60, K-562, MOLT-4, HepG2 cancer cell lines | > 50.0 μM | 10.1016/j.bioorg.2021.104927 Bioorganic Chemistry |
| Metabolic / Lipid regulation | mRNA level regulation | LXRα, ABCA1 | — Structured numeric value is not available in this record; see the primary reference. | 10.1016/j.bioorg.2021.104927 Bioorganic Chemistry |