SCS-C007107
sporogen-AO 1
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Eremophilane sesquiterpenoids
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
Aspergillus flavus BB1
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus flavus
South China Sea
DOI:
10.1016/j.bioorg.2021.105269
· Bioorganic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
248.3 Da
Threshold ≤ 500
ALogP
2.01
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H20O3
Molecular Weight:
248.3220 Da
SMILES:
C=C(C)[C@@]12O[C@@H]1[C@@]1(C)C(=CC2=O)CC[C@@H](O)[C@@H]1C
InChIKey:
PCBDXYONDOCJPR-OANMRLRGSA-N
InChI:
InChI=1S/C15H20O3/c1-8(2)15-12(17)7-10-5-6-11(16)9(3)14(10,4)13(15)18-15/h7,9,11,13,16H,1,5-6H2,2-4H3/t9-,11+,13+,14+,15-/m0/s1
Calculated Properties
ALogP:
2.006 lipophilicity
TPSA:
49.83 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
1
Ring Count:
3
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.6667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007107
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Eremophilane sesquiterpenoids
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 | A549 cancer cell line | 0.13 μM | 10.1016/j.bioorg.2021.105269 Bioorganic Chemistry |
| Antitumor | IC50 | H1299 cancer cell line | 0.78 μM | 10.1016/j.bioorg.2021.105269 Bioorganic Chemistry |
| Antitumor | IC50 | SK-BR-3 cancer cell line | 1.19 μM | 10.1016/j.bioorg.2021.105269 Bioorganic Chemistry |
| Antitumor | IC50 | HCT116 cancer cell line | 1.32 μM | 10.1016/j.bioorg.2021.105269 Bioorganic Chemistry |
| Antitumor | apoptotic cell percentage | HCT116 cancer cells | 57.4 % | 10.1016/j.bioorg.2021.105269 Bioorganic Chemistry |