SCS-C001854
(4S*,5S*)-4-Hydroxy-5-(ethoxymethyl)-2,3-dimethyl-4-pentylcyclopent-2-en-1-one
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
254.4 Da
Threshold ≤ 500
ALogP
2.87
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:
C15H26O3
Molecular Weight:
254.3700 Da
SMILES:
CCCCC[C@@]1(O)C(C)=C(C)C(=O)[C@H]1COCC
InChIKey:
BHCURRXPDDWLJM-UKRRQHHQSA-N
InChI:
InChI=1S/C15H26O3/c1-5-7-8-9-15(17)12(4)11(3)14(16)13(15)10-18-6-2/h13,17H,5-10H2,1-4H3/t13-,15-/m1/s1
Calculated Properties
ALogP:
2.870 lipophilicity
TPSA:
46.53 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
7
Ring Count:
1
(0 aromatic)
Chiral Centers:
2
Fsp³:
0.8000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001854
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 |
|---|---|---|---|---|
| Antiviral | EC50 | HIV-1 cytopathic effects | 30.0 μM | 10.1021/acs.jnatprod.6b00031 Journal of Natural Products |
| Anti-inflammatory | IC50 | LPS-induced NO production | 26.0 μM | 10.1021/acs.jnatprod.6b00031 Journal of Natural Products |