SCS-C001845
(4S,5S)-4-Hydroxy-4-(ethylpropanoate)-2,3-dimethyl-5-butylcyclopent-2-en-1-one
Pathway: Polyketides
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
Sinularia verruca
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia verruca
Ximao Island
· -8 m
DOI:
10.1021/acs.jnatprod.6b00031
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
282.4 Da
Threshold ≤ 500
ALogP
2.79
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H26O4
Molecular Weight:
282.3800 Da
SMILES:
CCCC[C@@H]1C(=O)C(C)=C(C)[C@]1(O)CCC(=O)OCC
InChIKey:
GPUOQEWWBVETRN-CZUORRHYSA-N
InChI:
InChI=1S/C16H26O4/c1-5-7-8-13-15(18)11(3)12(4)16(13,19)10-9-14(17)20-6-2/h13,19H,5-10H2,1-4H3/t13-,16-/m1/s1
Calculated Properties
ALogP:
2.786 lipophilicity
TPSA:
63.60 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
7
Ring Count:
1
(0 aromatic)
Chiral Centers:
2
Fsp³:
0.7500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001845
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
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 |
|---|---|---|---|---|
| Anti-inflammatory | IC50 | LPS-induced NO production | 24.0 μM | 10.1021/acs.jnatprod.6b00031 Journal of Natural Products |