SCS-C006896
5-episinuleptolide
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Cembrane diterpenoids
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
348.4 Da
Threshold ≤ 500
ALogP
1.65
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C19H24O6
Molecular Weight:
348.3950 Da
SMILES:
C=C(C)[C@@H]1C/C=C2/C(=O)O[C@@H](C[C@]3(C)CC(=O)[C@H](CC(=O)C1)O3)[C@@H]2O
InChIKey:
OFFWLZVJUHOBDO-WZRIMWCSSA-N
InChI:
InChI=1S/C19H24O6/c1-10(2)11-4-5-13-17(22)16(24-18(13)23)9-19(3)8-14(21)15(25-19)7-12(20)6-11/h5,11,15-17,22H,1,4,6-9H2,2-3H3/b13-5+/t11-,15+,16+,17-,19+/m1/s1
Calculated Properties
ALogP:
1.651 lipophilicity
TPSA:
89.90 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
6
Rotatable Bonds:
1
Ring Count:
3
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.6316 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006896
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Cembrane diterpenoids
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 | IC50 | osteoclast precursor cells | 7.2 μM | 10.1016/j.phytochem.2023.113616 Phytochemistry |
| Antitumor | inactivity | HCT-116 and PC-9 cell lines | In the cytotoxic assay, all compounds were inactive at 10 μM, on the cell lines of HCT-116 and PC-9. | 10.1016/j.phytochem.2023.113616 Phytochemistry |