SCS-C006224
talaroterpene A
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
Talaromyces sp. SCSIO 41412
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Trichocomaceae
Genus
Talaromyces
Species
NA
South China Sea
DOI:
10.3390/md22090403
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
268.4 Da
Threshold ≤ 500
ALogP
1.81
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H24O4
Molecular Weight:
268.3530 Da
SMILES:
C[C@@H](C(=O)O)[C@H]1CC=C2C[C@H](O)[C@@H](O)[C@H](C)[C@@]2(C)C1
InChIKey:
SSKLLUQSMVEZLU-STPSCQJSSA-N
InChI:
InChI=1S/C15H24O4/c1-8(14(18)19)10-4-5-11-6-12(16)13(17)9(2)15(11,3)7-10/h5,8-10,12-13,16-17H,4,6-7H2,1-3H3,(H,18,19)/t8-,9+,10+,12+,13+,15-/m1/s1
Calculated Properties
ALogP:
1.811 lipophilicity
TPSA:
77.76 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
3
Rotatable Bonds:
2
Ring Count:
2
(0 aromatic)
Chiral Centers:
6
Fsp³:
0.8000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006224
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 | HepG2 cells | > 500.0 μM | 10.3390/md22090403 Marine Drugs |
| Metabolic / Lipid regulation | expression regulation | ABCA1 (downstream target of LXRα) | Compounds 1, 3 and 4 (200 μM) exhibited varying degrees of activation on ABCA1 and PPARα. | 10.3390/md22090403 Marine Drugs |
| Metabolic / Lipid regulation | activation | PPARα | Compounds 1, 3 and 4 (200 μM) exhibited varying degrees of activation on ABCA1 and PPARα. | 10.3390/md22090403 Marine Drugs |