SCS-C007088
pestalotiochromenoic acid D
Chemical Structure
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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
446.6 Da
Threshold ≤ 500
ALogP
4.70
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C26H38O6
Molecular Weight:
446.5840 Da
SMILES:
CC(C)(O)C(O)CCCCCCCCCC1(O)CCC12C=Cc1cc(C(=O)O)ccc1O2
InChIKey:
SDRPYYFMQCVEKC-UHFFFAOYSA-N
InChI:
InChI=1S/C26H38O6/c1-24(2,30)22(27)10-8-6-4-3-5-7-9-14-25(31)16-17-26(25)15-13-19-18-20(23(28)29)11-12-21(19)32-26/h11-13,15,18,22,27,30-31H,3-10,14,16-17H2,1-2H3,(H,28,29)
Calculated Properties
ALogP:
4.697 lipophilicity
TPSA:
107.22 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
5
Rotatable Bonds:
12
Ring Count:
3
(1 aromatic)
Chiral Centers:
3
Fsp³:
0.6538 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007088
NPClassifier Pathway:
N/A
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
Glycoside:
No
NPClassifier Status:
No classification
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 | ABCA1, LXRβ | the downstream gene ABCA1 and LXRβ were significantly upregulated by... 5 | 10.1016/j.bioorg.2021.104927 Bioorganic Chemistry |