SCS-C006899
4-hydroxy-2,3-dimethyl-2-nonen-4-olide
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 scabra
(soft coral)
Original source name: S. scabra Tixier-Durivault, 1970 (Alcyoniidae)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia scabra
South China Sea
· 11 m
· 111°12′47.6244″N, 15°47′23.2764″E
DOI:
10.1016/j.phytochem.2023.113616
· Phytochemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
182.3 Da
Threshold ≤ 500
ALogP
2.83
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C11H18O2
Molecular Weight:
182.2630 Da
SMILES:
CCCCCC1OC(=O)C(C)=C1C
InChIKey:
LRKURLXWGJNWOJ-UHFFFAOYSA-N
InChI:
InChI=1S/C11H18O2/c1-4-5-6-7-10-8(2)9(3)11(12)13-10/h10H,4-7H2,1-3H3
Calculated Properties
ALogP:
2.829 lipophilicity
TPSA:
26.30 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
2
Rotatable Bonds:
4
Ring Count:
1
(0 aromatic)
Chiral Centers:
1
Fsp³:
0.7273 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006899
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 |
|---|---|---|---|---|
| Bone metabolism / Osteoclast | inhibitory ratio | osteoclast precursor cells | > 90.0 % | 10.1016/j.phytochem.2023.113616 Phytochemistry |
| Antitumor | inactivity | HCT-116; PC-9 cell lines | all compounds were inactive at 10 μM, on the cell lines of HCT-116 and PC-9. | 10.1016/j.phytochem.2023.113616 Phytochemistry |